COMPOUNDS, COMPOSITION, USE OF A COMPOUND AND METHOD FOR COMBATING HARMFUL FUNGI

专利摘要:
compounds, composition, use of a compound, method for combating harmful fungi and seeds the present invention relates to the compounds of formula I, wherein the variables are defined in the description of the invention and claims, their preparation and their uses.
公开号:BR112016028476B1
申请号:R112016028476-3
申请日:2015-06-05
公开日:2021-06-22
发明作者:Wassilios Grammenos；Nadege Boudet；Bernd Mueller；Ana Escribano Cuesta；Jan Klaas Lohmann；Thomas Grote；Ian Robert Craig；Marcus Fehr；Maria Angelica Quintero Palomar；Erica May Wilson Lauterwasser；Manuel KRETSCHMER
申请人:Basf Se；
IPC主号:

专利说明:

FIELD OF THE INVENTION
[001] The present invention relates to substituted [1,2,4]triazole compounds and N-oxides and their salts for combating phytopathogenic fungi and the use and methods for combating phytopathogenic fungi and seeds coated with at least one such compound. The invention also relates to processes for preparing these intermediate compounds, processes for preparing such intermediates, and compositions comprising at least one compound I. BACKGROUND OF THE INVENTION
[002] In many cases, especially with low application rates, the fungicidal activity of known fungicidal compounds is unsatisfactory. Based on this, it was an object of the present invention to provide compounds that have enhanced activity and/or a broader spectrum of activity against harmful phytopathogenic fungi.
[003] Surprisingly, this object is achieved through the use of substituted [1,2,4]triazole compounds of the present invention of Formula I, which have favorable fungicidal activity against phytopathogenic fungi. DESCRIPTION OF THE INVENTION
[004] The compounds of Formula I
- wherein: - R1 is C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl or C3-C6 cycloalkyl; - where the aliphatic portions of R1 are unsubstituted or have one, two, three or up to the maximum possible number of identical or different groups of R1a: - R1a, independently of one another, is selected from halogen, OH, CN, C1-C4 alkoxy, C3-C6 cycloalkyl, C3-C6 halogencycloalkyl and C1-C4 haloalkoxy; - wherein the cycloalkyl moieties of R1 are unsubstituted or have one, two, three, four, five or up to the maximum number of identical or different groups of R1b: - R1b, independently of one another, is selected from halogen, OH , CN, C1-C4 alkyl, C1-C4 alkoxy, C1-C4 halogenalkyl, C3-C6 cycloalkyl, C3-C6 halogencycloalkyl and C1-C4 haloalkoxy;
[005] R2 is hydrogen, C1-C4 alkyl, C2-C4 alkenyl or C2-C4 alkynyl; - where the aliphatic portions of R2 are unsubstituted or have one, two, three or up to the maximum possible number of identical or different groups of R2a: - R2a, independently of one another, is selected from halogen, OH, CN, C1-C4 alkoxy, C3-C6 cycloalkyl, C3-C6 halogencycloalkyl and C1-C4 haloalkoxy; - R3 is selected from hydrogen, halogen, CN, C1-C4 alkyl, C1-C4 alkoxy, C2-C4 alkenyl, C2-C4 alkynyl, C3-C6 cycloalkyl and S(O)p(C1-C4 alkyl), wherein p is 0, 1 or 2, and - wherein each of R3 is unsubstituted or further substituted with one, two, three or four R3a: - R3a, independently of one another, is selected from halogen, CN, OH, C1-C4 alkyl, C1-C4 haloalkyl, C3-C6 cycloalkyl, C3-C6 halocycloalkyl, C1-C4 alkoxy and C1-C4 haloalkoxy; - R4, R5 and R6, independently of each other, are selected from hydrogen, halogen, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C1-C4 alkoxy, C3-C6 cycloalkyl, C3-C6 cycloalkenyl, C3-C6 cycloalkyl-C1-C4 alkyl, -N(RA)2, C3-C6 halocycloalkyl, aryl and aryloxy; - R4 and R5 together are o =O, and R6 is as defined above; - R4 and R5 together are =C(Ra)2 and R6 is as defined above and Ra is as defined below; or - R4 and R5 together form a carbocycle or heterocycle, and R6 is as defined above; - wherein the aliphatic portions of R4, R5 and R6 are unsubstituted or further substituted by one, two, three or four identical or different groups of Ra: - Ra, independently of each other, is selected from halogen, OH, CN , C1-C4 alkyl, C1-C4 haloalkyl, C3-C6 cycloalkyl, C3-C6 halogencycloalkyl, C1-C4 alkoxy, C1-C4 haloalkoxy and Si(Rs)3, wherein Rs is C1-C4 alkyl; - wherein the cycloalkyl portions of R4, R5 and R6 are unsubstituted or have one, two, three, four, five or up to the maximum number of identical or different groups of Rb: - Rb, independently of one another, is selected from of halogen, OH, CN, C1-C4 alkyl, C1-C4 alkoxy, C1-C4 halogenalkyl, C3-C6 cycloalkyl, C3-C6 halogencycloalkyl and C1-C4 halogenalkoxy; - wherein the aryl and aryloxy moieties of R4, R5 and R6 are unsubstituted or further substituted by one, two, three or four identical or different groups of Rc: - Rc, independently of one another, is selected from halogen, OH , CN, C1-C4 alkyl, C1-C4 haloalkyl, C3-C6 cycloalkyl, C3-C6 halocycloalkyl, C1-C4 alkoxy and C1-C4 haloalkoxy; - wherein the carbocycle or heterocycle formed together by R4 and R5 is unsubstituted or has one, two, three or four groups identical or different from Rd: - Rd, independently of each other, is selected from halogen, CN, NO2 , C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxy, C1-C4 haloalkoxy, C2-C4 alkenyl, C2-C4 haloalkenyl, C2-C4 alkynyl, C2-C4 haloalkynyl and -C(O)O-C1 alkyl -C4; - and in which: - RA, independently of one another, is selected from C1-C4 alkyl, C1-C4 haloalkyl and -C(O)O-C1-C4 alkyl; - X is O, S(O)n, where n is 0, 1 or 2, or NRN; - RN is selected from hydrogen, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C1-C6 alkoxy, -C(O)C1-C6 alkyl, C3-C6 cycloalkyl, C3-C6 cycloalkyl-alkyl C1-C4, -S(O)2-C1-C6 alkyl and -S(O)2-aryl, - where RN is unsubstituted or further substituted with one, two, three or four identical or different groups of RNa: - RNa, independently of each other, is selected from halogen, CN, OH, C1-C4 alkyl, C1-C4 haloalkyl, C3-C6 cycloalkyl, C3-C6 halocycloalkyl, C1-C4 alkoxy and C1-C4 haloalkoxy; - provided that at least one of R4, R5 and R6 is not hydrogen; - provided that when both R2 and R3 are hydrogen and each of R4-6 is F, therefore, R1 is not C(CH3)3, CH(OH)CH3, CHCH3CH=CH2 or cyclopropan-2-carbonitrile ; - and provided that when R2 and R3 are hydrogen, CR4R5R6 is CF2CHFCI, therefore, R1 is not CH3; - and N-oxides and their agriculturally acceptable salts.
The compounds of the present invention of Formula I may be prepared as follows.
[007] The compound III, where Hal preferably is Br or I, is transformed into boronic acid or ester IV (R' is H or C1-C4 alkyl). As a reference for metallation, see Journal of the American Chemical Society (2011), 133 (40), 15.800-15.802; Journal of Organic Chemistry, 77 (15), 6,624-6,628; 2012; Bioorganic & Medicinal Chemistry, 19(7), 2428-2442; as a reference for carrying out this reaction using a transition metal catalyst, preferably a salt or complex of Pd, see: publication WO 2013041497 A1; Angewandte Chemie, International Edition (2010), 49(52), 10.202-10.205. These boronic compounds IV can be oxidized to the corresponding phenols IIa, preferably using a mixture of hydroperoxide and sodium hydroxide (see Journal of the American Chemical Society, 130 (30), 9,638-9,639, 2008, US patent 2008/0,286 812 A1, Tetrahedron, 69 (30), 6,213-6,218, 2013, Tetrahedron Letters, 52 (23), 3,005-3,008; 2011; publication WO 2003072100 A1).

[008] In a similar manner, thiophenols IIb can be synthesized. As described in a reference (Tetrahedron Letters 52 (2011) 205-208), the treatment of compounds III with Na2S2O3 in the presence of a transition metal catalyst, preferably Pd, and a suitable binder in the presence of a base, preferably, sodium carbonate, in an organic solvent such as THF, DMF, MeCN, produced compounds IIb after treatment with a reducing agent, preferably zinc dust.

[009] Compounds I can be obtained from compounds II by reacting the latter with the (R4R5R6C)-LG, in which LG represents a nucleophilically replaceable leaving group, such as halogen, alkylsulfonyl, alkylsulfonyloxy and arylsulfonyloxy, of preferably chlorine, bromine or iodine, especially preferably bromine, preferably in the presence of a base such as, for example, NaH, in a suitable solvent such as THF.

[010] Compounds Ic were the X=NRN that can be accessed through a Buchwald-Hartwig amination reaction. A person skilled in the art who follows literature precedents (Journal of the American Chemical Society 1998, 120 (29), 7.369-7370, Journal of Organic Chemistry 2000, 65 (4), 1.158-1,174) can react with compounds III with the respective amines in the presence of a transition metal catalyst, preferably copper(I) iodide or palladium salts or complexes and a suitable binder, in the presence of a base, in an organic solvent such as dioxane or THF , or any other mixture suitable for providing compounds Ic.

[011] In what follows, the intermediate compounds are further described. One skilled in the art will readily understand that the preferences given to the substituents, also, in particular, those given in the Tables below for the respective substituents, given herein in connection with compounds I, apply to the intermediates accordingly. Thus, the substituents in each case, independently of each other or, more preferably, in combination, have the meanings as defined herein.
[012] The compounds of Formula II are at least partially new. Accordingly, another embodiment of the present invention are the compounds of Formula II:
- wherein R 1 , R 2 and R 3 are defined as above for the compounds of Formula I; and - X is O, S or NRN, where RN is defined as above for compounds of Formula I.
[013] Accordingly, another embodiment of the present invention are compounds of Formula II (see above), wherein the variables are as defined and preferably defined for Formula I herein.
[014] In the definitions of the variables presented above, the collective terms that are used, in general, are representative for the substituents in question. The term "Cn-Cm" indicates the number of carbon atoms possible in each case in the substituent or substituent moiety in question.
[015] The term "halogen" refers to fluorine, chlorine, bromine and iodine.
[016] The term "C1-C6 alkyl" refers to a straight or branched chain saturated hydrocarbon group containing 1 to 6 carbon atoms, for example, methyl, ethyl, propyl, 1-methylethyl, butyl, 1- methylpropyl, 2-methylpropyl, 1,1-dimethylethyl, pentyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 2,2-dimethylpropyl, 1-ethylpropyl, 1,1-dimethylpropyl, 1,2-dimethylpropyl, hexyl, 1-methylpentyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl, 1,1-dimethyl-butyl, 1,2-dimethylbutyl, 1,3-dimethylbutyl, 2,2-dimethylbutyl, 2,3-dimethylbutyl, 3, 3-di-methylbutyl, 1-ethylbutyl, 2-ethylbutyl, 1,1,2-trimethylpropyl, 1,2,2-trimethylpropyl, 1-ethyl-1-methylpropyl and 1-ethyl-2-methylpropyl. A preferred embodiment of a C1-C6 alkyl is a C2-C4 alkyl. Likewise, the term "C2-C4 alkyl" refers to a straight or branched chain alkyl group containing 2 to 4 carbon atoms, such as ethyl, propyl (n-propyl), 1-methylethyl (isopropyl) , butyl, 1-methylpropyl (sec-butyl), 2-methylpropyl (isobutyl), 1,1-dimethylethyl (tert-butyl).
[017] The term "C1-C6 haloalkyl" or "C1-C6 haloalkyl" refers to an alkyl group containing 1 to 6 carbon atoms, as defined above, in which some or all of the hydrogen atoms of these groups may be substituted by halogen atoms as mentioned above. A preferred embodiment of a C1-C6 haloalkyl is a C1C2 haloalkyl. Representative C1-C2 haloalkyl groups include chloromethyl, bromomethyl, dichloromethyl, trichloromethyl, fluoromethyl, difluoromethyl, trifluoromethyl, chlorofluoromethyl, dichlorofluoromethyl, chlorodifluoromethyl, 1-chloroethyl, 1-bromoethyl, 1-fluoroethyl, 2-fluoroethyl, 2,2-difluoroethyl , 2,2,2-trifluoroethyl, 2-chloro-2-fluoroethyl, 2-chloro-difluoroethyl, 2,2-dichloro-2-fluoroethyl, 2,2,2-trichloroethyl or pentafluoroethyl.
[018] The term "C1-C6 hydroxyalkyl" refers to an alkyl group containing 1 to 6 carbon atoms, as defined above, in which one or more of the hydrogen atoms in said alkyl group is replaced with an OH group. Representative C1-C6 hydroxyalkyl groups include hydroxymethyl, hydroxyethyl, hydroxypropyl and hydroxybutyl groups, and especially hydroxymethyl, 1-hydroxyethyl, 2-hydroxyethyl, 1,2-dihydroxyethyl, 2-hydroxypropyl, 3-hydroxypropyl, 3-hydroxybutyl, 4 -hydroxybutyl, 2-hydroxy-1-methylpropyl and 1,3-dihydroxyprop-2-yl.
[019] The term "C2-C6 alkenyl" refers to a straight or branched chain unsaturated hydrocarbon radical containing from 2 to 6 carbon atoms and at least one double bond in any position. A preferred embodiment of a C2-C6 alkenyl is a C2-C4 alkenyl, such as ethenyl, 1-propenyl, 2-propenyl (allyl), 1-methylethenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1 -methyl-1-propenyl, 2-methyl-1-propenyl, 1-methyl-2-propenyl, 2-methyl-2-propenyl.
[020] The term "C2-C6 alkynyl" refers to a straight or branched chain unsaturated hydrocarbon radical containing from 2 to 6 carbon atoms and containing at least one triple bond. A preferred embodiment of a C2-C6 alkynyl is a C2-C4 alkynyl, such as ethynyl, prop-1-ynyl (-C = C-CH3), prop-2-ynyl (propargyl), but-1-ynyl , but-2-ynyl, but-3-ynyl, 1-methyl-prop-2-ynyl.
[021] The term "C2-C4 haloalkenyl" or "C2-C4 haloalkenyl" refers to an alkenyl group containing 2 or 4 carbon atoms, as defined above, in which some or all of the hydrogen atoms in these groups may be substituted by halogen atoms as mentioned above. A preferred embodiment of a C2-C4 haloalkenyl is a C2-C3 haloalkenyl. Representative C2-C3 haloalkenyl groups include 1-F-ethenyl, 1-Cl-ethenyl, 2,2-di-F-ethenyl, 2,2-di-Cl-ethenyl, 3,3-di-F-prop -2-en-1-yl and 3,3-di-Cl-prop-2-en-1-yl, 2-Cl-allyl (-CH2-CCl=CH2), 2-Br-allyl (-CH2- CBr=CH2) (CF3)-allyl (-CH2C-(CF3)=CH2), 3-Cl-allyl (-CH2CH=CClH), 3-Br-allyl (-CH2CH=CBrH), 3- (CF3)- allyl (-CH=C(CF3)H).
[022] The term "C2-C4 haloalkynyl" or "C2-C4 haloalkynyl" refers to an alkynyl group containing 2 or 4 carbon atoms, as defined above, in which some or all of the hydrogen atoms in these groups may be replaced by halogen as mentioned above. A preferred embodiment of a C2-C4 haloalkynyl is a C2-C3 haloalkynyl. Representative C2-C3 haloalkynyl groups include F-ethynyl, Cl-ethynyl, Br-ethynyl, Br-prop-2-ynyl (-CH2C=C-Br) and Cl-prop-2-ynyl (-CH2-C= Cl).
[023] The term "C3-C6 cycloalkyl" refers to saturated monocyclic hydrocarbon radicals containing 3 to 6 carbon ring members, such as cyclopropyl, cyclobutyl, cyclopentyl or cyclohexyl.
[024] The term "C3-C6 cycloalkenyl" refers to unsaturated, non-aromatic monocyclic hydrocarbon radicals containing 3 to 6 carbon ring members, such as cyclopropenyl, cyclobutenyl, cyclopentenyl, cyclohexenyl.
[025] The term "C3-C6 cycloalkyl-C1-C4 alkyl" refers to alkyl containing 1 to 4 carbon atoms (as defined above), wherein a hydrogen atom of the alkyl radical is replaced with a cycloalkyl radical containing from 3 to 6 carbon atoms (as defined above).
[026] The term "C3-C6 halocycloalkyl" refers to monocyclic saturated hydrocarbon radicals containing 3 to 6 carbon ring members as defined above, in which some or all of the hydrogen atoms in these groups may be replaced by halogen atoms , as mentioned above.
[027] The term "C3-C6 cycloalkyloxy" refers to monocyclic saturated hydrocarbon radicals containing from 3 to 6 carbon ring members, as defined above, attached to a terminal oxygen atom, i.e., the -O-cycloalkyl moiety C3-C6.
[028] The term "C1-C6 alkoxy" refers to a straight or branched chain alkyl group containing 1 to 6 carbon atoms that is bonded through an oxygen atom at any position in the alkyl group. Examples are "C1-C4 alkoxy" groups, such as methoxy, ethoxy, n-propoxy, 1-methylethoxy, butoxy, 1-methylpropoxy, 2-methyl-propoxy, or 1,1-dimethylethoxy.
[029] The term "C1-C6 haloalkoxy" or "C1-C4 haloalkoxy" refers to a C1-C6 alkoxy radical, as defined above, in which some or all of the hydrogen atoms in these groups may be replaced by halogen atoms , as mentioned above. A preferred embodiment of a C1-C6 haloalkoxy is a C1-C4 haloalkoxy. Examples of C1-C4 haloalkoxy groups include substituents such as OCH2F, OCHF2, OCF3, OCH2Cl, OCHCl2, OCCI3, chlorofluoromethoxy, dichlorofluoromethoxy, chlorodifluoromethoxy, 2-fluoroethoxy, 2-chloroethoxy, 2-bromoethoxy, 2-iodoethoxy, 2 ,2-difluoroethoxy, 2,2,2-trifluoroethoxy, 2-chloro-2-fluoroethoxy, 2-chloro-2,2-difluoroethoxy, 2,2-dichloro-2-fluoroethoxy, 2,2,2-trichloroethoxy, OC2F5 , OCF2CHF2, OCHF-CF3, 2-fluoropropoxy, 3-fluoropropoxy, 2,2-difluoropropoxy, 2,3-difluoropropoxy, 2-chloropropoxy, 3-chloropropoxy, 2,3-dichloropropoxy, 2-bromopropoxy, 3-bromopropoxy, 3 ,3,3-trifluoropropoxy, 3,3,3-trichloropropoxy, OCH2-C2F5, OCF2-C2F5, 1-fluoromethyl-2-fluoroethoxy, 1-chloromethyl-2-chloroethoxy, 1-bromomethyl-2-bromoethoxy, 4-fluorobutoxy , 4-chlorobutoxy, 4-bromobutoxy or nonafluorobutoxy.
[030] The term "C1-C4 alkoxy-C1-C6 alkyl" refers to alkyl containing 1 to 6 carbon atoms (as defined above), in which a hydrogen atom of the alkyl radical is replaced with a C1 alkoxy radical. -C4 containing 1 to 4 carbon atoms (as defined above). Likewise, the term "C1-C6 alkoxy-C1-C4 alkyl" refers to alkyl containing 1 to 4 carbon atoms (as defined above), in which a hydrogen atom of the alkyl radical is replaced with an alkoxy group C1-C6 (as defined above).
[031] The term "C(=O)-O-C1-C4 alkyl" refers to an ester radical that is bonded through the carbon atom of the C(=O) group.
[032] The term "aliphatic group" or "aliphatic group" shall be understood to refer to a non-cyclic compound, substituent or residue composed only of hydrogen and carbon atoms and may be saturated or unsaturated, as well as linear or branched . An aliphatic compound, substituent or residue is non-aromatic and does not comprise any possibly given substitution of hydrogen atoms, however, it may be optionally substituted where indicated. Examples of an aliphatic compound, substituent or residue include alkyl, alkenyl and alkynyl, all of which have a variable number of carbon atoms, but do not include hydrogen itself.
[033] The term "cycloaliphatic" or "cycloaliphatic group" is to be understood as referring to a cyclic compound, substituent or residue composed only of hydrogen and carbon atoms and may be saturated or unsaturated. A cycloaliphatic compound, substituent or residue is non-aromatic and does not comprise any substitution possibly provided by hydrogen atoms, however, it may be optionally substituted where indicated. Examples of a cycloaliphatic compound, substituent or residue include cycloalkyl, cycloalkenyl and cycloalkynyl, all of which have a variable number of carbon atoms, but do not include hydrogen itself.
[034] The term "carbocycle" refers to a saturated or partially unsaturated carbocycle with 3, 4 to 5, 6 or 7 members.
[035] The term "saturated or partially unsaturated carbocycle with 3, 4, 5, 6 or 7 members" is not to be understood as meaning saturated or partially unsaturated carbocycles being composed of hydrogen atoms and carbon atoms containing 3, 4, 5, 6 or 7 ring members. Examples include cyclopropyl, cyclopropenyl, cyclobutyl, cyclobutenyl, cyclopentyl, cyclopentenyl, cyclopentadienyl, cyclohexyl, cyclohexenyl, cyclohexadienyl, cycloeptyl, cycloeptenyl, cycloeptadienyl and the like. When substituted with one or more substituent(s), any one of the hydrogen atoms on the carbocycle may be replaced with said substituent(s), the number of hydrogen atoms on the carbocycle being the maximum number of substituents.
[036] The term "heterocycle" or "heterocyclyl" refers to a saturated or partially unsaturated heterocycle with 3, 4, 5, 6 or 7 members in which the ring atoms of the heterocycle include, in addition to the carbon atoms, 1 , 2, 3 or 4 heteroatoms independently selected from the group of N, O and S, where S atoms as ring members can be present as S, SO or SO2. It should be noted that the term heterocycle does not comprise aromatic residues.
[037] The term "3, 4, 5, 6 or 7-membered saturated or partially unsaturated heterocycle, wherein the ring atoms of the heterocycle include, in addition to carbon atoms, 1, 2, 3 or 4 independently selected heteroatoms a from the group of N, O and S", is to be understood as meaning saturated or partially unsaturated heterocycles, for example: - a saturated heterocycle with 3 or 4 members containing 1 or 2 heteroatoms from the group consisting of N, O and S, as ring members, such as oxirane, aziridine, thiirane, oxetane, azetidine, thiethane, [1,2]dioxetane, [1,2]dithiethane, [1,2]diazetidine; and - a 5- or 6-membered saturated or partially unsaturated heterocycle containing 1, 2 or 3 heteroatoms from the group consisting of N, O and S, as ring members, such as 2-tetrahydrofuranyl, 3-tetrahydrofuranyl, 2-tetrahydrothienyl, 3-tetrahydrothienyl, 2-pyrrolidinyl, 3-pyrrolidinyl, 3-isoxazolidinyl, 4-isoxazolidinyl, 5-isoxazolidinyl, 3-isothiazolidinyl, 4-isothiazolidinyl, 5-isothiazolidinyl, 3-pyrazolidinyl, 4-pyrazolidinyl, 5- pyrazolidinyl, 2-oxazolidinyl, 4-oxazolidinyl, 5-oxazolidinyl, 2-thiazolidinyl, 4-thiazolidinyl, 5-thiazolidinyl, 2-imidazolidinyl, 4-imidazolidinyl, 1,2,4-oxadiazolidin-3-yl, 1,2, 4-oxadiazolidin-5-yl, 1,2,4-thiadiazolidin-3-yl, 1,2,4-thiadiazolidin-5-yl, 1,2,4-triazolidin-3-yl, 1,3,4- oxadiazolidin-2-yl, 1,3,4-thiadiazolidin-2-yl, 1,3,4-triazolidin-2-yl, 2,3-dihydrofur-2-yl, 2,3-dihydrofur-3-yl, 2 ,4-dihydrofur-2-yl, 2,4-dihydrofur-3-yl, 2,3-dihydrothien-2-yl, 2,3-dihydrothien-3-yl, 2,4-dihydrothien-2-yl, 2 ,4-dihydrothien-3-yl, 2-pyrrole in-2-yl, 2-pyrrolin-3-yl, 3-pyrrolin-2-yl, 3-pyrrolin-3-yl, 2-isoxazolin-3-yl, 3-isoxazolin-3-yl, 4-isoxazolin- 3-yl, 2-isoxazolin-4-yl, 3-isoxazolin 4-yl, 4-isoxazolin-4-yl, 2-isoxazolin-5-yl, 3-isoxazolin-5-yl, 4-isoxazolin-5-yl , 2-isothiazolin-3-yl, 3-isothiazolin-3-yl, 4-isothiazolin-3-yl, 2-isothiazolin-4-yl, 3-isothiazolin-4-yl, 4-isothiazolin-4-yl, 2 -isothiazolin-5-yl, 3-isothiazolin-5-yl, 4-isothiazolin-5-yl, 2,3-dihydropyrazol-1-yl, 2,3-dihydropyrazol-2-yl, 2,3-dihydropyrazol-3 -yl, 2,3-dihydropyrazol-4-yl, 2,3-dihydropyrazol-5-yl, 3,4-dihydropyrazol-1-yl, 3,4-dihydropyrazol-3-yl, 3,4-dihydropyrazol-4 -yl, 3,4-dihydropyrazol-5-yl, 4,5-dihydropyrazol-1-yl, 4,5-dihydropyrazol-3-yl, 4,5-dihydropyrazol-4-yl, 4,5-dihydropyrazol-5 -yl, 2,3-dihydrooxazol-2-yl, 2,3-dihydrooxazol-3-yl, 2,3-dihydrooxazol-4-yl, 2,3-dihydrooxazol-5-yl, 3,4-dihydrooxazol-2- yl, 3,4-dihydrooxazol-3-yl, 3,4-dihydrooxazol-4-yl, 3,4-dihydrooxazol-5-yl, 3,4-dihydrooxazol-2-yl, 3,4-dihydroxazol-3-yl , 3,4-dihydrooxazol-4-yl, 2-piperidinyl, 3- piperidinyl, 4-piperidinyl, 1,3-dioxan-5-yl, 2-tetrahydropyranyl, 4-tetrahydropyranyl, 2-tetrahydrothienyl, 3-hexahydropyridazinyl, 4-hexahydropyridazinyl, 2-hexahydropyrimidinyl, 4-hexahydropyrimidinyl, 5-hexahydropyrimidinyl, 2- piperazinyl, 1,3,5-hexahydrotriazin-2-yl and 1,2,4-hexahydrotriazin-3-yl and also the corresponding ylidene radicals; and - a seven-membered saturated or partially unsaturated heterocycle such as tetrahydroazepinyl such as 2,3,4,5-tetrahydro[1H]azepin-1-,-2-,-3-,-4-, -5-,-6- or -7-yl, 3,4,5,6-tetrahydro[2H]azepin-2-,-3-,-4-,-5-,-6- or -7-yl , 2,3,4,7-tetrahydro[1H]azepin-1-,-2-,-3-,-4-,-5-,-6- or -7-yl, 2,3,6,7 -tetrahydro[1H]azepin-1-,-2-,-3-,-4-,-5-,-6- or -7-yl, hexahydroazepin-1-,-2-,-3- or -4 -yl, tetra- and hexahydrooxepinyl such as 2,3,4,5-tetrahydro[1H]oxepin-2-,-3-,-4-,-5-,-6- or -7-yl, 2, 3,4,7-tetrahydro[1H]oxepin-2-,-3-,-4-,-5-,-6- or -7-yl, 2,3,6,7-tetrahydro[1H]oxepin- 2-,-3-,-4-,-5-,-6- or -7-yl, hexahydroazepin-1-,-2-,-3- or -4-yl, tetra- and hexa-1,3 -diazepinyl, tetra- and hexahydro-1,4-diazepinyl, tetra- and hexahydro-1,3-oxazepinyl, tetra- and hexahydro-1,4-oxazepinyl, tetra- and hexahydro-1,3-dioxepinyl, tetra- and hexahydro-1,4-dioxepinyl and the corresponding ylidene radicals.
[038] The term "aryl" is to be understood as including mono-, bi- or tricyclic aromatic radicals normally containing from 6 to 14, preferably with 6, 10 or 14 carbon atoms. Examples of aryl groups include the phenyl, naphthyl, phenanthryl, anthracenyl, indenyl, azulenyl, biphenyl, biphenylenyl and fluorenyl groups, more preferably the phenyl, naphthyl and biphenyl groups. Phenyl is preferably as an aryl group.
[039] The term "aryloxy" refers to an aryl radical, as defined above, attached to a terminal oxygen atom, ie, the -O-aryl moiety.
[040] If any of the variables is optionally substituted, it is understood that this applies to the fractions containing carbon-hydrogen bonds, in which the hydrogen atom is replaced by the corresponding substituent, however, not to moieties such as hydrogen , halogen, CN or the like. As an exemplary embodiment, if methyl is substituted with OH, a hydroxymethyl group is generated.
[041] Agriculturally useful salts of the compounds of the present invention, especially encompass the salts of these cations or the acid addition salts of these acids, whose cations and anions, respectively, have no adverse effect on the pesticidal action of said compounds. Suitable cations, therefore, in particular, are alkali metal ions, preferably sodium and potassium, alkaline earth metal ions, preferably calcium, magnesium and barium, transition metals preferably o manganese, copper, zinc and iron, and also the ammonium ion which, if necessary, can carry one to four C1-C4 alkyl substituents and/or a phenyl or benzyl substituent, preferably diisopropylammonium, tetramethylammonium, tetrabutylammonium , trimethylbenzylammonium, in addition, phosphonium ions, sulfonium ions preferably tri-(C1-C4 alkyl)sulfonium, and sulfoxonium ions preferably tri-(C1-C4 alkyl)sulfoxonium. The most useful acid addition salt anions are chloride, bromide, fluoride, hydrogen sulfate, sulfate, dihydrogen phosphate, hydrogen phosphate, phosphate, nitrate, bicarbonate, carbonate, hexafluorosilicate, hexafluorophosphate, benzoate, and anions of C1-C4 alkanoic acids, preferably formate, acetate, propionate and butyrate. They can be formed by reacting the compound of the present invention with an acid of the corresponding anion, preferably hydrochloric acid, hydrobromic acid, sulfuric acid, phosphoric acid or nitric acid.
[042] The compounds of the present invention may be present in atropisomers resulting from restricted rotation over a single bond of asymmetric groups. They are also part of the object of the present invention.
[043] If the synthesis produces the mixtures of isomers, in general, a separation is not necessary since, in some cases, the individual isomers may be interconverted during processing for use or during application (for example, under the action of light, acids or bases). Such conversions can also take place after use, for example, in the treatment of vegetables in the treated vegetable, or in the harmful fungus to be controlled. All different types of isomers are comprised by the compounds of Formula I, in particular the enantiomers, diastereomers or geometric isomers, and all of them form part of the object of the present invention.
[044] Depending on the substitution pattern, the compounds of Formula I and their N-oxides may contain one or more centers of chirality, in which case they are present as pure enantiomers or pure diastereomers or as mixtures of diastereomers or enantiomers. Both, the pure enantiomers or diastereomers and their mixtures are object of the present invention.
[045] In the following, special embodiments of the compounds of the present invention are described. Herein, the specific meanings of the respective substituents are further detailed, wherein the meanings are in each case in themselves, but also in any combination with each other, from the special embodiments of the present invention.
[046] Furthermore, with respect to the variables in general, the realizations of the compounds of Formula I also apply to the intermediates.
[047] R1 according to the present invention is C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl or C3-C6 cycloalkyl; wherein the aliphatic moieties of R1 are not yet substituted or have one, two, three or up to the maximum possible number of identical or different groups of R1a which independently of each other are selected from halogen, OH, CN, C1-C4 alkoxy , C3-C6 cycloalkyl, C3-C8 halocycloalkyl and C1-C4 haloalkoxy; and wherein the cycloalkyl moieties of R1 are not yet substituted or have one, two, three, four, five or up to the maximum number of identical or different groups of R1b, which independently of one another, are selected from halogen, OH, CN, C1-C4 alkyl, C1-C4 alkoxy, C1-C4 halogenalkyl, C3-C6 cycloalkyl, C3-C6 halogencycloalkyl and C1-C4 haloalkoxy.
[048] According to a special embodiment, R1 is C1-C6 alkyl, especially C1-C4 alkyl, such as CH3 (methyl), C2H5 (ethyl), CH2CH2CH3 (n-propyl), CH(CH3) 2 (isopropyl), CH2CH(CH3)2 (isobutyl) or C(CH3)3 (tert-butyl). Another embodiment relates to compounds, wherein R1 is C1C3 alkyl, especially CH3, C2H5 or n-C3H7. Another embodiment concerns compounds, wherein R1 is C1-C6 alkyl, in particular C1-C4 alkyl or C1-C3 alkyl, which are substituted with one, two, three or up to the maximum possible number of identical groups or other than R1a as defined and preferably defined herein. According to a specific embodiment thereof, R1 is C1-C6 haloalkyl, in particular C1-C4 haloalkyl or C1-C3 haloalkyl, more especially C1-C2 haloalkyl such as CF3 or CHF2, CF2CH3, CH2CF3, CHFCH3 or CF2CF3. According to an even more specific embodiment thereof, R1 is C1-C4-C1-C6-alkyl, in particular, C1-C4-alkoxy-C1-C4-alkyl, such as CH2OCH3. Other specific achievements of this can be found in Table P1 below.
[049] According to yet another embodiment, R1 is C3-C6 cycloalkyl-C1-C6 alkyl, in particular C3-C6 cycloalkyl-C1-C4 alkyl, i.e., C1-C6 alkyl substituted with R1a selected as C3-C6 cycloalkyl. Another embodiment relates to compounds, wherein R1 is C3-C6 cycloalkyl-C1C6 alkyl, in particular C3-C6 cycloalkyl-C1-C4 alkyl, which are substituted with one, two, three or up to the maximum possible number of identical or different groups of R1a in the alkyl portion and/or substituted with one, two, three, four or five or up to the maximum possible number of identical or different groups of R1b in the cycloalkyl portion. R1a, in each case, is as defined and preferably defined herein. Their specific achievements can be found in Table P1 below.
[050] According to another embodiment, R1 is C2-C6 alkenyl, especially C2-C4 alkenyl, such as CH=CH2, CH2CH=CH2, CH=CHCH3 or C(CH3)=CH2. Another embodiment relates to compounds, wherein R1 is C2-C6 alkenyl, in particular C2-C4 alkenyl, which is substituted with one, two, three or up to the maximum possible number of identical or different groups of R1a, as defined and preferably defined herein. According to a specific embodiment, R1 is C2-C6 haloalkenyl, in particular C2-C4 haloalkenyl. Other specific achievements of this can be found in Table P1 below.
[051] According to yet another embodiment, R1 is C2-C6 alkynyl, especially C2-C4 alkynyl, such as C=CH, C=CCH3, CH2-C=CH or CH2-C=C- CH3.
[052] Another embodiment concerns the compounds, wherein R1 is the C2-C6 alkynyl, in particular the C2-C4 alkynyl, which is substituted with one, two, three or up to the maximum possible number of identical or different groups of R1a as defined and preferably defined herein. According to a specific embodiment, R1 is C2-C6 haloalkynyl, in particular C2-C4 haloalkynyl. According to an even more specific embodiment thereof, R1 is C3-C6 cycloalkyl-C2-C6 alkynyl or C3-C6 halocycloalkyl-C2-C6 alkynyl, in particular C3-C6 cycloalkyl-C2-C4 alkynyl or C3-halocycloalkyl C6-alkynyl C2-C4. Other specific achievements of this can be found in Table P1 below.
[053] According to yet another embodiment, R1 is C3C6 cycloalkyl, such as C3H5 (cyclopropyl), C4H7 (cyclobutyl), cyclopentyl or cyclohexyl. Another embodiment relates to compounds, wherein R1 is C3C6 cycloalkyl, such as C3H5 (cyclopropyl) or C4H7 (cyclobutyl), which is substituted with one, two, three, four or five or up to the maximum possible number of groups identical or different from R1b as defined and preferably defined herein. According to a specific embodiment thereof, R1 is C3-C6 halocycloalkyl, such as halocyclopropyl, in particular 1-F-cyclopropyl or 1-Cl-cyclopropyl. According to an even more specific embodiment thereof, R1 is C3-C6 cycloalkyl-C3-C6 cycloalkyl, wherein each of said cycloalkyl-cycloalkyl moieties is unsubstituted or has one, two or three R1b, as defined and, of preferably defined herein as 1-cyclopropyl-cyclopropyl or 2-cyclopropyl-cyclopropyl. Their specific achievements can be found in Table P1 below.
[054] Specifically, it may be preferably, according to a special embodiment, if R1 is selected from C1-C4 alkyl, such as methyl, ethyl, n-propyl, iso-propyl, tert-butyl, CH2C( CH3)3 and CH2CH(CH3)2, more especially methyl, ethyl, n-propyl, CH2C(CH3)3 and CH2CH(CH3)2, C1-C4 haloalkyl, such as CF3, C2-C6 alkenyl, alkynyl C2-C6, such as C=CCH 3, and unsubstituted C3-C6 cycloalkyl, such as cyclopropyl, or substituted C3-C6 cycloalkyl, such as 1-fluorocyclopropyl and 1-chlorocyclopropyl.
[055] In another special embodiment, R1 is selected from methyl, ethyl, n-propyl, isopropyl, CH2C(CH3)3, CH2CH(CH3)2, CF3, C2-C6 alkenyl, C2-C6 alkynyl, in especially C=C-CH3, unsubstituted C3-C6 cycloalkyl, in particular, cyclopropyl and substituted C3-C6 cycloalkyl, in particular, 1-F-cyclopropyl and 1-Cl-cyclopropyl.
[056] Specifically, it may still be preferably, according to another special embodiment, if R1 is selected from C1-C3 alkyl, such as methyl, ethyl, n-propyl and iso-propyl, more specifically, the methyl, ethyl and n-propyl, C1-C3 haloalkyl, such as CF3, C2-C4 alkenyl, C2-C4 alkynyl, such as -C=CCH3, and C3-C6 cycloalkyl, such as cyclopropyl.
[057] More specifically, it may be preferably, according to another special embodiment, if R1 is selected from C1-C3 alkyl, selected from methyl, ethyl and n-propyl, C1-C3 haloalkyl, C2 alkenyl -C4, C2-C4 alkynyl and C3-C6 cycloalkyl.
[058] Especially preferred embodiments of R1, according to the present invention, are in Table P1 below, in which each line of the lines P1-1 to P1-139 corresponds to a special embodiment of the present invention, in which of P1-1 to P1-139 are also in any combination of a preferred embodiment of the present invention.




[059] R1a are the possible substituents for the aliphatic portions of R1.
[060] R1a, according to the present invention, independently, is selected from halogen, OH, CN, C1-C4 alkoxy, C3-C6 cycloalkyl, C3-C6 halogencycloalkyl and C1-C4 halogenalkoxy.
[061] According to one embodiment, R1a independently is selected from halogen, OH, CN, C1-C2 alkoxy, C3-C6 cycloalkyl, C3-C6 halogencycloalkyl and C1-C2 haloalkoxy. Specifically, R1a independently is selected from F, Cl, OH, CN, C1-C2 alkoxy, cyclopropyl, 1-F-cyclopropyl, 1-Cl-cyclopropyl and C1-C2 haloalkoxy.
[062] R1b are the possible substituents for the cycloalkyl moieties of R1.
[063] R1b, according to the present invention, independently, is selected from halogen, OH, CN, C1-C4 alkyl, C1-C4 alkoxy, C1-C4 halogenalkyl, C3-C6 cycloalkyl, C3-C6 halogencycloalkyl and C1-C4 halogenalkoxy.
[064] According to one embodiment thereof, R1b independently is selected from halogen, CN, C1-C2 alkyl, C1-C2 alkoxy, C1-C2 haloalkyl, C3-C6 cycloalkyl, C3-C6 halogencycloalkyl and C1 haloalkoxy -C2. Specifically, R1b independently is selected from F, Cl, OH, CN, CH3, OCH3, cyclopropyl, 1-F-cyclopropyl, 1-Cl-cyclopropyl and halomethoxy.
[065] According to the present invention, R2 is hydrogen, C1-C4 alkyl, C2-C4 alkenyl, C2-C4 alkynyl, wherein the aliphatic portions of R2 are not yet substituted or have one, two, three or even the maximum possible number of identical or different groups of R2a, independently of one another, are selected from halogen, OH, CN, C1-C4 alkoxy, C3-C6 cycloalkyl, C3-C6 halogencycloalkyl and C1-C4 halogenalkoxy.
[066] According to one realization, R2 is the H.
[067] According to another embodiment of the present invention, R2 is selected from C1-C4 alkyl, C2-C4 alkenyl, C2-C4 alkynyl.
[068] According to another embodiment of the present invention, R2 is selected from H, C1-C4 alkyl, in particular, methyl or ethyl, C2-C4 alkenyl, in particular, CH2CH=CH2, and C2 alkynyl -C4, especially CH2C=CH. Their specific achievements can be found in Table P2 below.
[069] According to a special embodiment, R2 is C1-C4 alkyl, such as CH3, C2H5, CH(CH3)2, CH2CH2CH3, CH2CH2CH2CH3, CH2CH(CH3)2. Another embodiment relates to compounds, wherein R2 is C1-C4 alkyl, which are substituted with one, two, three or up to the maximum possible number of identical or different groups of R2a, as defined and preferably defined in gift. According to a specific embodiment thereof, R2 is C1C4 haloalkyl, more especially C1-C2 haloalkyl. According to an even more specific embodiment thereof, R2 is C1-C4 alkoxy-C1-C4 alkyl, such as CH2OCH3 or CH2CH2OCH3. According to yet another specific embodiment thereof, R2 is hydroxyl-C1-C4 alkyl, such as CH2CH2OH. Other specific achievements of this can be found in Table P2 below.
[070] According to yet another embodiment, R2 is C3-C6 cycloalkyl-C1-C4 alkyl. Another embodiment relates to compounds, wherein R2 is C3-C6 cycloalkyl-C1-C4 alkyl, more especially C3-C6 cycloalkyl-C1-C2 alkyl which are substituted with one, two, three or up to the maximum possible number of identical or different groups of R2a. Another embodiment relates to compounds, wherein R2 is C3-C6 halocycloalkyl-C1-C4 alkyl, more especially C3-C6 halocycloalkyl-C1-C2 alkyl. Their specific achievements can be found in Table P2 below.
[071] According to another embodiment, R2 is C2-C4 alkenyl, such as CH2CH=CH2, CH2C(CH3)=CH2 or CH2CH=CHCH3. Another embodiment relates to compounds, wherein R2 is C2-C4 alkenyl, which are substituted with one, two, three or up to the maximum possible number of identical or different groups of R2a, as defined and preferably defined in the gift. According to a specific embodiment thereof, R2 is C2-C4 haloalkenyl, such as CH2C(Cl)=CH2 and CH2C(H)=CHCl. According to another specific embodiment thereof, R2 is C3-C6 cycloalkyl-C2-C4 alkenyl or C3-C6 halocycloalkyl-C2-C4 alkenyl. Other specific achievements of this can be found in Table P2 below.
[072] According to yet another embodiment, R2 is C2-C4 alkynyl, such as CH2C=CH or CH2C=CCH3. A further embodiment relates to compounds, wherein R2 is C2-C4 alkynyl, which is substituted with one, two, three or up to the maximum possible number of identical or different groups of R2a, as defined and preferably defined in gift. According to a specific embodiment, R2 is C2-C4 haloalkynyl. According to an even more specific embodiment thereof, R2 is C3-C6 cycloalkyl-C2-C4 alkynyl or C3-C6 halocycloalkyl-C2-C4 alkynyl. Their specific achievements can be found in Table P2 below.
[073] The embodiments, especially preferably, of R2, according to the present invention, are in Table P2 below, where each line of the lines from P2-1 to P2-79 corresponds to a special embodiment of the present invention, wherein P2-1 to P2-79 are also in any combination of a preferred embodiment of the present invention.


[074] R3 according to the present invention is selected from hydrogen, halogen, CN, C1-C4 alkyl, C1-C4 alkoxy, C2-C4 alkenyl, C2-C4 alkynyl, C3-C6 cycloalkyl and S( O)p(C1-C4 alkyl), wherein each of R3 is unsubstituted or further substituted with one, two, three or four R3a; wherein R3a is independently selected from halogen, CN, OH, C1-C4 alkyl, C1-C4 haloalkyl, C3-C6 cycloalkyl, C3-C6 halocycloalkyl, C1-C4 alkoxy and C1-C4 haloalkoxy, and wherein p is 0, 1 or 2.
[075] R3, according to one realization, is hydrogen.
[076] R3, according to a further embodiment, is selected from halogen, CN, C1-C4 alkyl, C1-C4 alkoxy, C2-C4 alkenyl, C2C4 alkynyl, C3-C6 cycloalkyl and S(O)p( C1-C4 alkyl, wherein each of R3 is unsubstituted or further substituted with one, two, three or four R3a; wherein R3a is independently selected from halogen, CN, OH, C1-C4 alkyl, C1-C4 haloalkyl, C3-C6 cycloalkyl, C3-C6 halocycloalkyl, C1-C4 alkoxy and C1-C4 haloalkoxy, and wherein p is 0, 1 or 2.
[077] According to another embodiment, R3 is selected from H, F, Cl, Br, CN, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxy, C1C4 haloalkoxy, S(C1-C4 alkyl ), S(O)(C1-C4 alkyl) and S(O)2(C1-C4 alkyl).
[078] According to yet another embodiment, R3 is selected from F, Cl, Br, CN, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxy, C1-C4 haloalkoxy, S(C1-C1-alkyl C4), S(O)(C1-C4 alkyl) and S(O)2(C1-C4 alkyl).
[079] According to another embodiment, R3 is selected from H, Cl, F, Br, CN, C1-C2 alkyl, especially H, CH3, C1-C2 haloalkyl, especially H, CF3, C1-C2 haloalkoxy, in particular OCH3, and C1-C2 haloalkoxy, in particular OCF3.
[080] According to yet another embodiment, R3 is selected from Cl, F, Br, C1-C2 alkyl, especially CH3, C1-C2 haloalkyl, especially CF3, C1-C2 alkoxy, in particular, OCH3, and haloalkoxy C1-C2, in particular, OCF3.
[081] According to another embodiment, R3 is selected from H, C2-C4 alkenyl, C2-C4 haloalkenyl, C2-C4 alkynyl and C2-C4 haloalkynyl. According to a special embodiment, R3 is H, C2-C4 alkenyl or C2-C4 haloalkenyl, such as H or CH=CH2. According to another special embodiment, R3 is H, C2-C4 alkynyl or C2-C4 haloalkynyl, such as H or CECH.
[082] According to yet another embodiment, R3 is selected from C2-C4 alkenyl, C2-C4 haloalkenyl, C2-C4 alkynyl and C2-C4 haloalkynyl. According to a special embodiment, R3 is C2-C4 alkenyl or C2-C4 haloalkenyl, such as CH=CH2. According to another special embodiment, R3 is C2-C4 alkynyl or C2-C4 haloalkynyl, such as CECH.
[083] According to another embodiment, R3 is selected from H, C3-C6 cycloalkyl and C3-C6 halocycloalkyl.
[084] According to yet another embodiment, R3 is selected from C3-C6 cycloalkyl and C3-C6 halocycloalkyl.
[085] According to another embodiment, R3 is selected from H, S(C1-C2 alkyl), S(O)(C1-C2 alkyl) and S(O)2(C1-C2 alkyl). According to a special embodiment thereof, R3 is selected from H, SCH3, S(O)(CH3) and S(O)2(CH3).
[086] According to yet another embodiment, R3 is selected from S(C1-C2 alkyl), S(O)(C1-C2 alkyl) and S(O)2(C1-C2 alkyl). According to a special embodiment thereof, R3 is selected from SCH3, S(O)(CH3) and S(O)2(CH3).
[087] According to a specific embodiment, R3 is the H or halogen, in particular the H, Br, F or Cl, more specifically the H, F or Cl.
[088] According to another specific embodiment, R3 is halogen, in particular, Br, F or Cl, more specifically, F or Cl.
[089] According to another specific realization, R3 is the H or CN.
[090] According to yet another specific realization, R3 is the CN.
[091] According to yet another specific embodiment, R3 is H, C1-C4 alkyl, such as CH3, or C1-C4 haloalkyl, such as CF3, CHF2, CH2F, CCI3, CHCl2 or CH2Cl.
[092] According to yet another specific embodiment, R3 is C1-C4 alkyl, such as CH3, or C1-C4 haloalkyl, such as CF3, CHF2, CH2F, CCI3, CHCl2 or CH2Cl.
[093] According to an even more specific embodiment, R3 is H, C1-C4 alkoxy, more specifically, C1-C2 alkoxy, such as OCH3 or OCH2CH3, or C1-C4 haloalkoxy, more specifically, C1 haloalkoxy -C2, such as OCF3, OCHF2, OCH2F, OCCl3, OCHCl2 or OCH2Cl, in particular OCF3, OCHF2, OCCl3 or OCHCl2.
[094] According to an even more specific embodiment, R3 is C1-C4 alkoxy, more specifically, C1-C2 alkoxy, such as OCH3 or OCH2CH3, or C1-C4 haloalkoxy, more specifically, C1-C2 haloalkoxy , such as OCF3, OCHF2, OCH2F, OCCl3, OCHCl2 or OCH2Cl, in particular OCF3, OCHF2, OCCl3 or OCHCl2.
[095] R3a is selected from halogen, CN, OH, C1-C4 alkyl, C1-C4 haloalkyl, C3-C6 cycloalkyl, C3-C8 halocycloalkyl, C1-C4 alkoxy and C1-C4 haloalkoxy, especially selected a from halogen, CN, C1C2 alkyl, C1-C2 haloalkyl, C3-C6 cycloalkyl, C3-C6 halocycloalkyl, C1-C2 alkoxy and C1-C2 haloalkoxy. Specifically, R3a independently is selected from F, Cl, CN, OH, CH3, halomethyl, cyclopropyl, halocyclopropyl, OCH3 and halomethoxy.
[096] The especially preferred embodiments of R3 according to the present invention are in Table P3 below, wherein each row of the lines P3-1 to P3-16 corresponds to a special embodiment of the present invention, wherein P3-1 to P3-16 are also in any combination with another preferred embodiment of the present invention. Thus, for each R3 that is present in the compounds of the present invention, these specific embodiments and preferences independently apply to the meaning of any other R3 that may be present on the phenyl ring.

[097] X for compounds according to Formula I of the present invention is O, S(O)n, wherein n is 0, 1 or 2, or NRN; wherein RN is selected from hydrogen, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C1-C6 alkoxy, -C(O)C1-C6 alkyl, C3-C6 cycloalkyl, C3-C6 cycloalkyl C1-C4 alkyl, -S(O)2-C1-C6 alkyl and -S(O)2-aryl; wherein RN is unsubstituted or further substituted with one, two, three or four identical or different groups of RNa, which, independently of one another, is selected from halogen, CN, OH, C1-C4 alkyl, C1-C4 haloalkyl , C3-C6 cycloalkyl, C3-C6 halocycloalkyl, C1-C4 alkoxy and C1-C4 haloalkoxy.
[098] For compounds of Formula II, X, according to the present invention, is selected from O, S and NRN, wherein RN is defined and preferably defined herein.
[099] In a preferred embodiment of the present invention for the compounds of Formula I and II, X is the O or S, preferably the O.
[0100] In another preferred embodiment of the present invention for the compounds of Formula I and II, X is NH, NS(O)2CH3 (N-(mesyl)) or N-S(O)2C6H4CH3 (N-(tosyl) )).
[0101] According to a special embodiment, RN is C1-C6 alkyl, C2-C6 alkenyl, C1-C6 alkoxy or -C(O)C1-C6 alkyl. According to a specific embodiment, RN is C1-C4 alkyl, C2-C3 alkenyl, C1-C4 alkoxy, or -C(O)C1-C4 alkyl. According to another special embodiment, RN is C1-C6 alkyl, C2-C6 alkenyl, C1-C6 alkoxy or -C(O)C1-C6 alkyl which is substituted with one, two, three or four of identical or different groups of RNa as defined and preferably defined herein. According to yet another special embodiment, RN is -S(O)2-C1-C6 alkyl or -S(O)2-aryl which is unsubstituted or substituted with an RNa group as defined and preferably defined in the present.
[0102] R4, R5 and R6, according to the present invention, independently of each other, are selected from hydrogen, halogen, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C1-C4 alkoxy, cycloalkyl C3-C6, C3-C6 cycloalkyl-C1-C4 alkyl, -N(RA)2, C3-C6 halogencycloalkyl, aryl and aryloxy; R4 and R5 together are o =O, and R6 is as defined above; R4 and R5 together are =C(Ra)2, and R6 is as defined above and Ra is as defined below, or R4 and R5 together form a carbocycle or heterocycle, and R6 is as defined above; wherein, independently of one another, it is selected from C1-C4 alkyl, C1-C4 haloalkyl and -C(O)O-C1-C4 alkyl; wherein the aliphatic portions of R4, R5 and R6 are unsubstituted or further substituted by one, two, three or four identical or different groups of Ra, which, independently of one another, are selected from halogen, OH, CN, alkyl C1-C4, C1-C4 haloalkyl, C3-C6 cycloalkyl, C3-C6 halogencycloalkyl, C1-C4 alkoxy, C1-C4 haloalkoxy and Si(Rs)3, wherein Rs is C1-C4 alkyl; wherein the cycloalkyl portions of R4, R5 and R6 are unsubstituted or have one, two, three, four, five or up to the maximum number of identical or different groups of Rb, which, independently of one another, are selected from halogen , OH, CN, C1-C4 alkyl, C1-C4 alkoxy, C1-C4 halogenalkyl, C3-C6 cycloalkyl, C3-C6 halogencycloalkyl and C1-C4 haloalkoxy; wherein the aryl and aryloxy moieties of R4, R5 and R6 are unsubstituted or further substituted by one, two, three or four identical or different groups of Rc, which, independently of one another, are selected from halogen, OH, CN , C1-C4 alkyl, C1-C4 haloalkyl, C3-C6 cycloalkyl, C3-C6 halogencycloalkyl, C1-C4 alkoxy and C1-C4 haloalkoxy; wherein the carbocycle or heterocycle formed together by R4 and R5 is unsubstituted or has one, two, three or four groups identical or different from Rd, which, independently of each other, are selected from halogen, CN, NO2, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxy, C1C4 haloalkoxy, C2-C4 alkenyl, C2-C4 haloalkenyl, C2-C4 alkynyl, C2-C4 haloalkynyl and -C(O)O-C1-C4 alkyl.
[0103] If R4 and R5 together form a carbocycle or heterocycle, the two substituents R4 and R5 together form the residue provided (i.e., the carbocycle or heterocycle), together with the carbon atom to which R4 and R5 are connected.
[0104] It should be noted that the selection of each of the three variables R4, R5 and R6, independently, is carried out from each other and R4, R5 and R6 can be identical or different. However, certain conditions also apply to the selection of R4, R5 and R6, ie: - that at least one of R4, R5 and R6 is not hydrogen; - that when both R2 and R3 are hydrogen and R4-6 is F, therefore, R1 is not C(CH3)3, CH(OH)CH3, CHCH3CH=CH2, or cyclopropan-2-carbonitrile; and - that when both R2 and R3 are hydrogen, CR4R5R6 is CF2CHFCI, therefore, R1 is not CH3.
[0105] According to a special embodiment, R4, R5 and/or R6 is C1-C6 alkyl, in particular C1-C4 alkyl, such as CH3 (methyl), C2H5 (ethyl), CH2CH2CH3 (n- propyl), CH(CH3)2 (isopropyl), CH2CH(CH3)2 (isobutyl) or C(CH3)3 (tert-butyl). Another embodiment relates to compounds, wherein R4, R5 and/or R6 is C1-C3 alkyl, in particular CH3, C2H5 or n-C3H7. Another embodiment relates to compounds, wherein R4, R5 and/or R6 is C1-C6 alkyl, in particular C1-C4 alkyl or C1-C3 alkyl, which are substituted with one, two or three or even the maximum possible number of identical or different groups of Ra as defined and preferably defined herein. According to a specific embodiment thereof, R4, R5 and/or R6 is C1-C6 haloalkyl, in particular C1-C4 haloalkyl or C1-C3 haloalkyl, more especially C1-C2 haloalkyl such as CF3, CF2Br , CHF2, CHFC1, CHFCF3, CF2CH3, CF2CHF2, CH2CF3 or CF2CF3.
[0106] According to another specific embodiment, R4, R5 and/or R6 is C1-C4 alkoxy-C1-C6 alkyl, in particular C1-C4 alkoxy-C1-C4 alkyl, such as CH2-OCH3 . Other specific embodiments can be found in Table P4 below.
[0107] According to a special embodiment, one of R4, R5 and R6 is methyl, ethyl or isopropyl, preferably methyl. In another embodiment, one of R4, R5 and R6 is methoxy or CF3. In yet another embodiment, two of R4, R5 and R6 are methyl, and in another embodiment, the three residues R4, R5 and R6 are methyl.
[0108] According to yet another embodiment, R4, R5 and/or R6 is C3-C6 cycloalkyl-C1-C6 alkyl, in particular C3-C6 cycloalkyl-C1-C4 alkyl, i.e. C1-C1 alkyl C4 substituted with Ra selected as C3-C6 cycloalkyl. Another embodiment relates to compounds, wherein R4, R5 and/or R6 is C3-C6 cycloalkyl-C1-C6 alkyl, in particular C3-C6 cycloalkyl-C1-C4 alkyl, which are substituted with one, three or up to the maximum possible number of identical or different groups of Ra in the alkyl portion and/or substituted with one, two, three, four or five or up to the maximum possible number of identical or different groups of Rb in the cycloalkyl portion. Ra and Rb, in each case, are as defined and preferably defined herein. Their specific achievements can be found in Table P4 below.
[0109] According to another embodiment, R4, R5 and/or R6 is C2-C6 alkenyl, especially C2-C4 alkenyl, such as CH=CH2, CH2CH=CH2, CH=CHCH3 or C(CH3 )=CH2. Another embodiment relates to compounds, wherein R4, R5 and/or R6 is C2-C6 alkenyl, in particular C2-C4 alkenyl, which are substituted with one, two or three or up to the maximum possible number of groups identical or different from Ra as defined and preferably defined herein. According to a specific embodiment, R4, R5 and/or R6 is C2-C6 haloalkenyl, in particular C2-C4 haloalkenyl. Other specific embodiments can be found in Table P4 below.
[0110] According to yet another embodiment, R4, R5 and/or R6 is C2-C6 alkynyl, especially C2-C4 alkynyl, such as CCH, CCCH3, CH2-CCH or CH2-C C-CH3.
[0111] Another embodiment relates to compounds, wherein R4, R5 and/or R6 is the C2-C6 alkynyl, in particular the C2-C4 alkynyl, which are substituted with one, two or three or up to the maximum number possible of identical or different groups of Ra as defined and preferably defined herein. According to a specific embodiment thereof, R4, R5 and/or R6 is C2C6 haloalkynyl, in particular C2-C4 haloalkynyl. According to another specific embodiment, R4, R5 and/or R6 is C3-C6 cycloalkyl-C2-C6 alkynyl or C3-C6 halocycloalkyl-C2-C6 alkynyl, in particular C3-C6 cycloalkyl-C2-C4 alkynyl or C3-C6 haloalkoxy-C2-C4 alkynyl. In particular, R4, R5 and/or R6 is substituted C2-C4 alkynyl such as CC CCCI, C CBr, C=CSi(CH3)3. Other specific embodiments can be found in Table P4 below.
[0112] According to yet another embodiment, R4, R5 and/or R6 is C3-C6 cycloalkyl, such as C3H5 (cyclopropyl), C4H7 (cyclobutyl), cyclopentyl or cyclohexyl. In a special embodiment, one of R4, R5 and R6 is cyclopropyl. Another embodiment relates to compounds, wherein R4, R5 and/or R6 is C3-C6 cycloalkyl, such as C3H5 (cyclopropyl) or C4H7 (cyclobutyl), which is substituted with one, two, three, four or five or up to the maximum possible number of identical or different groups of Rb as defined and preferably defined herein. According to a specific embodiment thereof, R4, R5 and/or R6 is C3-C6 halogencycloalkyl, such as halocyclopropyl, in particular 1-F-cyclopropyl or 1-Cl-cyclopropyl. According to another specific embodiment, R4, R5 and R6 is C3-C6 cycloalkyl-C3-C6 cycloalkyl, wherein each of said cycloalkyl-cycloalkyl moieties is unsubstituted or has one, two or three Rb as defined and, preferably defined herein as 1-cyclopropyl-cyclopropyl or 2-cyclopropyl-cyclopropyl. Their specific achievements can be found in Table P4 below.
[0113] In another embodiment, R4, R5 and/or R6 is aryl, such as phenyl, naphthyl and or a biphenyl group. In a special embodiment, one or two of R4, R5 and/or R6 is phenyl, preferably one of R4, R5 and/or R6 is phenyl. Another embodiment relates to compounds, wherein R4, R5 and/or R6 is aryl, such as phenyl, which are substituted with one, two, three, four or five or up to the maximum possible number of identical or different groups. of Rc as defined and preferably defined herein, such as phenyl substituted with F, Cl, CH3, CF3, CN, CO2CH3 or CHF2. Their specific achievements can be found in Table P4 below.
[0114] In another embodiment, R4, R5 and/or R6 is aryloxy, such as phenoxy or naphthoxy. In a special embodiment, one or two of R4, R5 and/or R6 is phenoxy, preferably one of R4, R5 and/or R6 is phenoxy. Another embodiment relates to compounds, wherein R4, R5 and/or R6 is aryloxy, such as phenoxy, which is substituted with one, two, three, four or five or up to the maximum possible number of identical or different groups of Rc as defined and preferably defined herein, such as phenyl substituted with F, Cl, CH3, CF3, CN, CO2CH3 or CHF2. Their specific achievements can be found in Table P4 below.
[0115] In another embodiment, R4, R5 and/or R6 is the -N(RA)2, independently of one another, is selected from C1-C4 alkyl, C1-C4 haloalkyl and -C(O)O-alkyl C1-C4. In a specific embodiment, RA is C1C4 alkyl, such as methyl or ethyl. According to a preferred embodiment, all three RA substituents are selected as methyl. Their specific achievements can be found in Table P4 below.
[0116] In yet another embodiment, R4 and R5 together are o =O, and R6 is defined as above. According to this embodiment, R6 is preferably selected as hydrogen, halogen, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl or phenyl.
[0117] In another embodiment, R4 and R5 together form a carbocycle or heterocycle, and R6 is defined as above. According to this embodiment, R6 preferably is selected as cyclopropyl, cyclobutyl, cyclopentyl, cyclobutenyl, such as cyclo-buten-1-yl, 1-cyclopentenyl, such as cyclopenten-1-yl, oxiranyl, oxetanyl, tetrahydrofuranyl such as tetrahydrofuran-2-yl, dihydrofuranyl such as 2,3-dihydrofuran-2-yl and tetrahydropyranyl such as tetrahydropyran-2-yl.
[0118] Specifically, it may be preferably, according to a special embodiment, if R4, R5 and/or R6 independently is selected from hydrogen, halogen, such as F, Cl or Br, C1-C4 alkyl, such such as methyl, ethyl, n-propyl, isopropyl, tert-butyl, CH2C(CH3)3 and CH2CH(CH3)2, in particular methyl, ethyl, n-propyl, CH2C(CH3)3 and CH2CH(CH3) 2, C1C4 haloalkyl, such as CF3, CF2Br, CHF2, CHFCl, CHFCF3, CF2CH3, CF2CHF2, CH2CF3 or CF2CF3, C1-C4 haloalkoxy, such as OCHF2, OCF2CHF2, OCHCl-CF3, OCF2CHFCl and OCF2lCHFCF3, , such as CH=CH2, -C(CH3)=CH2, -CH=C(CH3)2, -C(CH3)=C(CH3)2, and -C(CH3)=C(CH3)H, haloalkenyl C2-C3, such as -CCl=CH2, -CBr=CH2, -C(CF3)=CH2, -C(H)=CClH, -C(H)=CF2, -C(H)=CCl2, -C=CBrH and -C=C(CF3)H, unsubstituted or substituted C2-C4 alkynyl, such as -C^CH, -C CCH3, -C^CCl, -C CBr, -C CSi(CH3) 3, and -CC(C3H5), and unsubstituted C3-C6 cycloalkyl, such as cyclopropyl, cyclobutyl and cyclopentyl, C3-C6 cycloalkyl substituted, such as 1-fluoro-cyclopropyl and 1-chloro-cyclopropyl, unsubstituted C3-C6 cycloalkenyl, such as cyclopentenyl and cyclohexenyl, aryl, such as phenyl or aryloxy, such as phenoxy.
[0119] In another embodiment, R4, R5 and/or R6 independently is selected from hydrogen, F, Cl, Br, methyl, ethyl, n-propyl, isopropyl, tert-butyl, CH2C(CH3)3, CH2CH(CH3)2, more specifically methyl, ethyl, n-propyl, CH2C(CH3)3 and CH2CH(CH3)2, such as CF3, CF2Br, CHF2, CHFCl, CHFCF3, CF2CH3, CF2CHF2, CH2CF3, CF2CF3 OCHF2, OCF2CHF2 , OCHCl-CF3, OCF2CHFCF3, CH=CH2, -C(CH3)=CH2, -CH=C(CH3)2, -C(CH3)=C(CH3)2, -C(CH3)=C(CH3) H, -CCl=CH2, -CBr=CH2, -C(CF3)=CH2, -C=CClH, -C=CBrH, -C=C(CF3)H, -C=CH, -C CCH3, -C ^CCl, CCBr, -CCSi(CH3)3, CC(C3H5), cyclopropyl, cyclobutyl, cyclopentyl, 1-fluorocyclopropyl, 1-chloro-cyclopropyl, cyclopentenyl, cyclohexenyl, phenyl and phenoxy.
[0120] In yet another embodiment, R4, R5 and/or R6, independently, is selected from hydrogen, F, Cl, Br, methyl, ethyl, n-propyl, CH2C(CH3)3 and CH2CH(CH3)2 , CF3, CHF2, CF2CHF2, CHFC1, CHFCF3, CF2Br, OCHF2, OCF2CHF2, OCHCl-CF3, OCF2CHFCF3, CH=CH2, -C(CH3)=CH2, -CH=C(CH3)2, -C(CH3)= C(CH3)2, -C(CH3)=C(CH3)H, -C Cl=CH2, -CBr=CH2, -C(CF3)=CH2, -C=CClH, -C=CBrH, -C= C(CF3)H, -C CH, -C CCH3, -C CCl, -C CBr, -C CSi(CH3)3, -CC(C3H5), cyclopropyl, cyclobutyl, cyclopentyl, 1-fluorocyclopropyl, 1-chloro- cyclopropyl, cyclopentenyl, cyclohexenyl, phenyl and phenoxy.
[0121] In one embodiment, (only) one of R4, R5 and/or R6 is hydrogen.
[0122] In another embodiment, at least one of R4, R5 and/or R6 is methyl, preferably (only) one of R4, R5 and/or R6 is methyl.
[0123] In yet another embodiment, R4, R5 and R6 are independently selected from hydrogen, halogen, C1-C4 alkyl, C1C4 haloalkyl, C1-C4 alkoxy, C1-C4 haloalkoxy, C2-C4 alkenyl, C2 haloalkenyl C3, unsubstituted and substituted C2-C4 alkynyl, unsubstituted and substituted C3-C6 cycloalkyl, aryl and aryloxy, wherein the aliphatic portions of R4, R5 and R6 are unsubstituted or substituted by one, two, three or four Ra, wherein the cycloalkyl moieties of R4, R5 and R6 are unsubstituted or further substituted by one, two, three or four Rb, and wherein the aryloxy moieties of R4, R5 and R6 are unsubstituted or further substituted by one, two, three or four Rc.
[0124] In yet another embodiment, R4, R5 and R6 independently are selected from hydrogen, F, Cl, C1-C4 alkyl, C1-C2 haloalkyl, C1-C2 alkoxy, C1-C2 haloalkoxy, cyclopropyl, phenyl and phenoxy, wherein the aliphatic portions of R4, R5 and R6 are unsubstituted or further substituted by one, two, three or four Ra, wherein the cycloalkyl portions of R4, R5 and R6 are unsubstituted or further substituted by one, two, three or four Rb, and wherein the aryloxy moieties of R4, R5 and R6 are unsubstituted or further substituted by one, two, three or four Rc.
[0125] According to another embodiment, at least one of R4, R5 and R6 is not the F.
[0126] In another embodiment, when R4 and R5 together are the =O, R6 is not the OH.
[0127] According to yet another embodiment, if CR4R5R6 is CF2CHFCI, therefore, R3 is not H.
[0128] Especially preferably embodiments of R4, R5 and/or R6, according to the present invention, are in Table P4 below, where each line of lines P4-1 to P4-171 corresponds to a special embodiment of the present invention, wherein P4-1 to P4-171 are also, in any combination, a preferred embodiment of the present invention.





[0129] Ra are possible substituents for the aliphatic moieties of R4, R5 and/or R6.
[0130] Ra according to the present invention independently is selected from halogen, OH, CN, C1-C4 alkyl, C1-C4 haloalkyl, C3-C6 cycloalkyl, C3-C6 halocycloalkyl, C1-C4 alkoxy and C1-C4 haloalkoxy.
[0131] According to one embodiment, Ra independently is selected from halogen, OH, CN, C1-C2 alkyl, C1-C2 alkoxy, C3-C6 cycloalkyl, C3-C6 halocycloalkyl and C1-C2 haloalkoxy. Specifically, Ra independently is selected from F, Cl, OH, CN, C1-C2 alkyl, C1-C2 alkoxy, cyclopropyl, 1-F-cyclopropyl, 1-Cl-cyclopropyl and C1-C2 haloalkoxy.
[0132] Rb are the possible substituents for the cycloalkyl moieties of R4, R5 and/or R6.
[0133] Rb, according to the present invention, independently, is selected from halogen, OH, CN, C1-C4 alkyl, C1-C4 alkoxy, C1-C4 halogenalkyl, C3-C6 cycloalkyl, C3-C6 halogencycloalkyl and C1-C4 halogenalkoxy.
[0134] According to one embodiment thereof, Rb is independently selected from halogen, CN, C1-C2 alkyl, C1-C2 alkoxy, C1-C2 haloalkyl, C3-C6 cycloalkyl, C3-C6 halogencycloalkyl and C1 haloalkoxy -C2. Specifically, Rb independently is selected from F, Cl, OH, CN, CH3, OCH3, cyclopropyl, 1-F-cyclopropyl, 1-Cl-cyclopropyl and halomethoxy.
[0135] Rc are the possible substituents for the aryl, heteroaryl and aryloxy moieties of R4, R5 and/or R6.
[0136] Rc, according to the present invention, independently, is selected from halogen, OH, CN, C1-C4 alkyl, C1-C4 alkoxy, C1-C4 haloalkyl, C3-C6 cycloalkyl, C3-C6 halocycloalkyl and C1-C4 haloalkoxy.
[0137] According to one embodiment thereof, Rc independently is selected from halogen, CN, C1-C2 alkyl, C1-C2 alkoxy, C1-C2 haloalkyl, C3-C6 cycloalkyl, C3-C6 halocycloalkyl and C1 haloalkoxy -C2. Specifically, Rc independently is selected from F, Cl, OH, CN, CH3, OCH3, cyclopropyl, 1-F-cyclopropyl, 1-Cl-cyclopropyl and halomethoxy.
[0138] In a preferred embodiment, Ra, Rb and Rc independently are selected from halogen, CN and OH.
[0139] In a preferred embodiment, X is the O. Especially preferred embodiments of the combination of R4, R5 and R6 and X being the O, according to the present invention, are provided in Table P5 below, wherein each The line of lines P5-1 to P5-41 corresponds to a special embodiment of the present invention, wherein P5-1 to P5-41 are also, in any combination, a preferred embodiment of the present invention.

* If only one entry is provided for R4 and R5, the two substituents R4 and R5 together form the residue provided, together with the carbon atom to which R4 and R5 are attached.
[0140] In another preferred embodiment, X is the S. The especially preferred embodiments of the combination of R4, R5 and R6 and X being the S, according to the present invention, are if all three residues R4, R5 and R6 is the F or if both R4 and R5 are the F and R6 is the H.
[0141] One realization refers to the compounds of Formula I, where X is the O (compounds IA), in particular, the compounds compounds I.Aa, where R4 and R5 are both hydrogen, compounds compounds I.Ab, where R6 is hydrogen, or compounds I.Ac, where R6 is F:

[0142] A special realization relates to compounds of Formula I, wherein X is the O, R4 and R5 are both hydrogen and R6 is the optionally substituted phenyl, wherein the phenyl may be unsubstituted (both RC1 and RC2 are the hydrogen), or substituted with one (ie one of RC1 or RC2 is hydrogen) or two substituents RC1 and RC2 (compounds I.Aa1). It is understood that in compounds I.Aa1, if RC1/2 is selected as RC1, then RC2/1 is selected as RC2 and vice versa - if RC2/1 is selected as RC2, then RC2/1 is selected as RC1:

[0143] Another specific realization relates to the compounds of Formula I, where X is the S (compounds IB), in particular, the compounds I.Ba, where all three residues R4, R5 and R6 are the F, or compounds I.Bb, where R4 and R5 are both F and R6 is H:

[0144] Especially in view of their use, according to a preferred embodiment, are the compounds of Formula I which are provided in Tables 1a to 189a, Tables 1b to 56b, Tables 1c to 42c, Tables 1d through 7d, Tables 1e through 7e, and in Tables 1f through 70f below. Each of the groups mentioned for a substituent in the Tables is, moreover per se, irrespective of the combination in which it is mentioned, an especially preferably aspect of the substituent in question. TABLE 1A
[0145] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-1 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-1.B-1 to I.Aa.D1-1.B-460). TABLE 2A
[0146] The compounds of Formula I.Aa, in which the combination of R3 and R6 corresponds to the row D1-2 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-2.B-1 to I.Aa.D1-2.B-460). TABLE 3A
[0147] The compounds of Formula I.Aa, in which the combination of R3 and R6 corresponds to the row D1-3 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-3.B-1 to I.Aa.D1-3.B-460). TABLE 4A
[0148] The compounds of Formula I.Aa, in which the combination of R3 and R6 corresponds to row D1-4 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-4.B-1 to I.Aa.D1-4.B-460). TABLE 5A
[0149] The compounds of Formula I.Aa, in which the combination of R3 and R6 corresponds to the row D1-5 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-5.B-1 to I.Aa.D1-5.B-460). TABLE 6A
[0150] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-6 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-6.B-1 to I.Aa.D1-6.B-460). TABLE 7A
[0151] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-7 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table D1 B (compounds of I.Aa.D1-7.B-1 to I.Aa.D1-7.B-460). TABLE 8A
[0152] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-8 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table D1 B (compounds of I.Aa.D1-8.B-1 to I.Aa.D1-8.B-460). TABLE 9A
[0153] The compounds of Formula I.Aa, in which the combination of R3 and R6 corresponds to row D1-9 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-9.B-1 to I.Aa.D1-9.B-460). TABLE 10A
[0154] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-10 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-10.B-1 to I.Aa.D1-10.B-460). TABLE 11A
[0155] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-11 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-11.B-1 to I.Aa.D1-11.B-460). TABLE 12A
[0156] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-12 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table D B (compounds of I.Aa.D1-12.B-1 to I.Aa.D1-12.B-460). TABLE 13A
[0157] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-13 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-13.B-1 to I.Aa.D1-13.B-460). TABLE 14A
[0158] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-14 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-14.B-1 to I.Aa.D1-14.B-460). TABLE 15A
[0159] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-15 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-15.B-1 to I.Aa.D1-15.B-460). TABLE 16A
[0160] The compounds of Formula I.Aa, in which the combination of R3 and R6 corresponds to row D1-16 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-16.B-1 to I.Aa.D1-16.B-460). TABLE 17A
[0161] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-17 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-17.B-1 to I.Aa.D1-17.B-460). TABLE 18A
[0162] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-18 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-18.B-1 to I.Aa.D1-18.B-460). TABLE 19A
[0163] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-19 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-19.B-1 to I.Aa.D1-19.B-460). TABLE 20A
[0164] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-20 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-20.B-1 to I.Aa.D1-20.B-460). TABLE 21A
[0165] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-21 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-21.B-1 to I.Aa.D1-21.B-460). TABLE 22A
[0166] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-22 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-22.B-1 to I.Aa.D1-22.B-460). TABLE 23A
[0167] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-23 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-23.B-1 to I.Aa.D1-23.B-460). TABLE 24A
[0168] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-24 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-24.B-1 to I.Aa.D1-24.B-460). TABLE 25A
[0169] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-25 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-25.B-1 to I.Aa.D1-25.B-460). TABLE 26A
[0170] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-26 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table D B (compounds of I.Aa.D1-26.B-1 to I.Aa.D1-26.B-460). TABLE 27A
[0171] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-27 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-27.B-1 to I.Aa.D1-27.B-460). TABLE 28A
[0172] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-28 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-28.B-1 to I.Aa.D1-28.B-460). TABLE 29A
[0173] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-29 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-29.B-1 to I.Aa.D1-29.B-460). TABLE 30A
[0174] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-30 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-30.B-1 to I.Aa.D1-30.B-460). TABLE 31A
[0175] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-31 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-31.B-1 to I.Aa.D1-31.B-460). TABLE 32A
[0176] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-32 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-32.B-1 to I.Aa.D1-32.B-460). TABLE 33A
[0177] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-33 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-33.B-1 to I.Aa.D1-33.B-460). TABLE 34A
[0178] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-34 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-34.B-1 to I.Aa.D1-34.B-460). TABLE 35A
[0179] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-35 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-35.B-1 to I.Aa.D1-35.B-460). TABLE 36A
[0180] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-36 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table D1 B (compounds of I.Aa.D1-36.B-1 to I.Aa.D1-36.B-460). TABLE 37A
[0181] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-37 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-37.B-1 to I.Aa.D1-37.B-460). TABLE 38A
[0182] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-38 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-38.B-1 to I.Aa.D1-38.B-460). TABLE 39A
[0183] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-39 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table D1 B (compounds of I.Aa.D1-39.B-1 to I.Aa.D1-39.B-460). TABLE 40A
[0184] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-40 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-40.B-1 to I.Aa.D1-40.B-460). TABLE 41A
[0185] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-41 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-41.B-1 to I.Aa.D1-41.B-460). TABLE 42A
[0186] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-42 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-42.B-1 to I.Aa.D1-42.B-460). TABLE 43A
[0187] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-43 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-43.B-1 to I.Aa.D1-43.B-460). TABLE 44A
[0188] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-44 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-44.B-1 to I.Aa.D1-44.B-460). TABLE 45A
[0189] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-45 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-45.B-1 to I.Aa.D1-45.B-460). TABLE 46A
[0190] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-46 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-46.B-1 to I.Aa.D1-46.B-460). TABLE 47 A
[0191] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-47 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-47.B-1 to I.Aa.D1-47.B-460). TABLE 48A
[0192] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-48 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table D1 B (compounds of I.Aa.D1-48.B-1 to I.Aa.D1-48.B-460). TABLE 49A
[0193] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-49 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table D1 B (compounds of I.Aa.D1-49.B-1 to I.Aa.D1-49.B-460). TABLE 50A
[0194] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-50 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-50.B-1 to I.Aa.D1-50.B-460). TABLE 51A
[0195] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-51 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-51.B-1 to I.Aa.D1-51.B-460). TABLE 52A
[0196] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-52 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table D1 B (compounds of I.Aa.D1-52.B-1 to I.Aa.D1-52.B-460). TABLE 53A
[0197] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-53 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-53.B-1 to I.Aa.D1-53.B-460). TABLE 54A
[0198] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-54 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table D1 B (compounds of I.Aa.D1-54.B-1 to I.Aa.D1-54.B-460). TABLE 55A
[0199] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-55 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-55.B-1 to I.Aa.D1-55.B-460). TABLE 56A
[0200] The compounds of Formula I.Aa, in which the combination of R3 and R6 corresponds to the row D1-56 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-56.B-1 to I.Aa.D1-56.B-460). TABLE 57A
[0201] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-57 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-57.B-1 to I.Aa.D1-57.B-460). TABLE 58A
[0202] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-58 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-58.B-1 to I.Aa.D1-58.B-460). TABLE 59A
[0203] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-59 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-59.B-1 to I.Aa.D1-59.B-460). TABLE 60A
[0204] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-60 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-60.B-1 to I.Aa.D1-60.B-460). TABLE 61A
[0205] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-61 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-61.B-1 to I.Aa.D1-61.B-460). TABLE 62A
[0206] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-62 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-62.B-1 to I.Aa.D1-62.B-460). TABLE 63A
[0207] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-63 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-63.B-1 to I.Aa.D1-63.B-460). TABLE 64A
[0208] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-64 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-64.B-1 to I.Aa.D1-64.B-460). TABLE 65A
[0209] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-65 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-65.B-1 to I.Aa.D1-65.B-460). TABLE 66A
[0210] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-66 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table D B (compounds of I.Aa.D1-66.B-1 to I.Aa.D1-66.B-460). TABLE 67A
[0211] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-67 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-67.B-1 to I.Aa.D1-67.B-460). TABLE 68A
[0212] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-68 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table D B (compounds of I.Aa. D1-68.B-1 to I.Aa.D1-68.B-460). TABLE 69A
[0213] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-69 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa. D1-69.B-1 to I.Aa.D1-69.B-460). TABLE 70A
[0214] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-70 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-70.B-1 to I.Aa.D1-70.B-460). TABLE 71A
[0215] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-71 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-71.B-1 to I.Aa.D1-71.B-460). TABLE 72A
[0216] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-72 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-72.B-1 to I.Aa.D1-72.B-460). TABLE 73A
[0217] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-73 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table D B (compounds of I.Aa.D1-73.B-1 to I.Aa.D1-73.B-460). TABLE 74A
[0218] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-74 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table D B (compounds of I.Aa.D1-74.B-1 to I.Aa.D1-74.B-460). TABLE 75A
[0219] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-75 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table D B (compounds of I.Aa.D1-75.B-1 to I.Aa.D1-75.B-460). TABLE 76A
[0220] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-76 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table D B (compounds of I.Aa.D1-76.B-1 to I.Aa.D1-76.B-460). TABLE 77A
[0221] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-77 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-77.B-1 to I.Aa.D1-77.B-460). TABLE 78A
[0222] The compounds of Formula I.Aa, where the combination of R3 and R6 corresponds to row D1-78 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-78.B-1 to I.Aa.D1-78.B-460). TABLE 79A
[0223] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-79 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-79.B-1 to I.Aa.D1-79.B-460). TABLE 80A
[0224] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-80 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-80.B-1 to I.Aa.D1-80.B-460). TABLE 81A
[0225] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-81 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-81.B-1 to I.Aa.D1-81.B-460). TABLE 82A
[0226] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-82 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-82.B-1 to I.Aa.D1-82.B-460). TABLE 83A
[0227] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-83 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa. D1-83.B-1 to I.Aa.D1-83.B-460). TABLE 84A
[0228] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-84 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-84.B-1 to I.Aa.D1-84.B-460). TABLE 85A
[0229] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-85 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-85.B-1 to I.Aa.D1-85.B-460). TABLE 86A
[0230] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-86 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-86.B-1 to I.Aa.D1-86.B-460). TABLE 87A
[0231] The compounds of Formula I.Aa, in which the combination of R3 and R6 corresponds to row D1-87 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-87.B-1 to I.Aa.D1-87.B-460). TABLE 88A
[0232] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-88 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-88.B-1 to I.Aa.D1-88.B-460). TABLE 89A
[0233] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-89 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-89.B-1 to I.Aa.D1-89.B-460). TABLE 90A
[0234] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-90 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-90.B-1 to I.Aa.D1-90.B-460). TABLE 91A
[0235] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-91 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table D1 B (compounds of I.Aa.D1-91.B-1 to I.Aa.D1-91.B-460). TABLE 92A
[0236] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-92 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-92.B-1 to I.Aa.D1-92.B-460). TABLE 93A
[0237] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-93 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table D1 B (compounds of I.Aa.D1-93.B-1 to I.Aa.D1-93.B-460). TABLE 94A
[0238] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-94 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table D1 B (compounds of I.Aa.D1-94.B-1 to I.Aa.D1-94.B-460). TABLE 95A
[0239] The compounds of Formula I.Aa, in which the combination of R3 and R6 corresponds to row D1-95 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-95.B-1 to I.Aa.D1-95.B-460). TABLE 96A
[0240] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-96 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-96.B-1 to I.Aa.D1-96.B-460). TABLE 97A
[0241] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-97 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-97.B-1 to I.Aa.D1-97.B-460). TABLE 98A
[0242] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-98 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table D B (compounds of I.Aa.D1-98.B-1 to I.Aa.D1-98.B-460). TABLE 99A
[0243] The compounds of Formula I.Aa, in which the combination of R3 and R6 corresponds to the row D1-99 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-99.B-1 to I.Aa.D1-99.B-460). TABLE 100A
[0244] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-100 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-100.B-1 to I.Aa.D1-100.B-460). TABLE 101A
[0245] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-101 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-101.B-1 to I.Aa.D1-101.B-460). TABLE 102A
[0246] The compounds of Formula I.Aa, in which the combination of R3 and R6 corresponds to the row D1-102 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-102.B-1 to I.Aa.D1-102.B-460). TABLE 103A
[0247] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-103 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-103.B-1 to I.Aa.D1-103.B-460). TABLE 104A
[0248] The compounds of Formula I.Aa, in which the combination of R3 and R6 corresponds to the row D1-104 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-104.B-1 to I.Aa.D1-104.B-460). TABLE 105A
[0249] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-105 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-105.B-1 to I.Aa.D1-105.B-460). TABLE 106A
[0250] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-106 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-106.B-1 to I.Aa.D1-106.B-460). TABLE 107A
[0251] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-107 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-107.B-1 to I.Aa.D1-107.B-460). TABLE 108A
[0252] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-108 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-108.B-1 to I.Aa.D1-108.B-460). TABLE 109A
[0253] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-109 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-109.B-1 to I.Aa.D1-109.B-460). TABLE 110A
[0254] The compounds of Formula I.Aa, in which the combination of R3 and R6 corresponds to the row D1-110 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-110.B-1 to I.Aa.D1-110.B-460). TABLE 111A
[0255] The compounds of Formula I.Aa, in which the combination of R3 and R6 corresponds to the row D1-111 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-111.B-1 to I.Aa.D1-111.B-460). TABLE 112A
[0256] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-112 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-112.B-1 to I.Aa.D1-112.B-460). TABLE 113A
[0257] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-113 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-113.B-1 to I.Aa.D1-113.B-460). TABLE 114A
[0258] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-114 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-114.B-1 to I.Aa.D1-114.B-460). TABLE 115A
[0259] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-115 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-115.B-1 to I.Aa.D1-115.B-460). TABLE 116A
[0260] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-116 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-116.B-1 to I.Aa.D1-116.B-460). TABLE 117A
[0261] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-117 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table D B (compounds of I.Aa.D1-117.B-1 to I.Aa.D1-117.B-460). TABLE 118A
[0262] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-118 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table D B (compounds of I.Aa.D1-118.B-1 to I.Aa.D1-118.B-460). TABLE 119A
[0263] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-119 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-119.B-1 to I.Aa.D1-119.B-460). TABLE 120A
[0264] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-120 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-120.B-1 to I.Aa.D1-120.B-460). TABLE 121A
[0265] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-121 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-121.B-1 to I.Aa.D1-121.B-460). TABLE 122A
[0266] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-122 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-122.B-1 to I.Aa.D1-122.B-460). TABLE 123A
[0267] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-123 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-123.B-1 to I.Aa.D1-123.B-460). TABLE 124A
[0268] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-124 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-124.B-1 to I.Aa.D1-124.B-460). TABLE 125A
[0269] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-125 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-125.B-1 to I.Aa.D1-125.B-460). TABLE 126A
[0270] The compounds of Formula I.Aa, in which the combination of R3 and R6 corresponds to the row D1-126 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-126.B-1 to I.Aa.D1-126.B-460). TABLE 127A
[0271] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-127 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-127.B-1 to I.Aa.D1-127.B-460). TABLE 128A
[0272] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-128 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-128.B-1 to I.Aa.D1-128.B-460). TABLE 129A
[0273] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-129 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-129.B-1 to I.Aa.D1-129.B-460). TABLE 130A
[0274] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-130 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-130.B-1 to I.Aa.D1-130.B-460). TABLE 131A
[0275] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-131 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-131.B-1 to I.Aa.D1-131.B-460). TABLE 132A
[0276] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-132 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-132.B-1 to I.Aa.D1-132.B-460). TABLE 133A
[0277] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-133 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-133.B-1 to I.Aa.D1-133.B-460). TABLE 134A
[0278] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-134 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-134.B-1 to I.Aa.D1-134.B-460). TABLE 135A
[0279] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-135 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa. D1-135.B-1 to I.Aa.D1-135.B-460). TABLE 136A
[0280] The compounds of Formula I.Aa, in which the combination of R3 and R6 corresponds to the row D1-136 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-136.B-1 to I.Aa.D1-136.B-460). TABLE 137A
[0281] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-137 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-137.B-1 to I.Aa.D1-137.B-460). TABLE 138A
[0282] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-138 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa. D1-138.B-1 to I.Aa.D1-138.B-460). TABLE 139A
[0283] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-139 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-139.B-1 to I.Aa.D1-139.B-460). TABLE 140A
[0284] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-140 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-140.B-1 to I.Aa.D1-140.B-460). TABLE 141A
[0285] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-141 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-141.B-1 to I.Aa.D1-141.B-460). TABLE 142A
[0286] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-142 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-142.B-1 to I.Aa.D1-142.B-460). TABLE 143A
[0287] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-143 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-143.B-1 to I.Aa.D1-143.B-460). TABLE 144A
[0288] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-144 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-144.B-1 to I.Aa.D1-144.B-460). TABLE 145A
[0289] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-145 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-145.B-1 to I.Aa.D1-145.B-460). TABLE 146A
[0290] The compounds of Formula I.Aa, in which the combination of R3 and R6 corresponds to the row D1-146 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-146.B-1 to I.Aa.D1-146.B-460). TABLE 147 A
[0291] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-147 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-147.B-1 to I.Aa.D1-147.B-460). TABLE 148A
[0292] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-148 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-148.B-1 to I.Aa.D1-148.B-460). TABLE 149A
[0293] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-149 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-149.B-1 to I.Aa.D1-149.B-460). TABLE 150A
[0294] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-150 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-150.B-1 to I.Aa.D1-150.B-460). TABLE 151A
[0295] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-151 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-151.B-1 to I.Aa.D1-151.B-460). TABLE 152A
[0296] The compounds of Formula I.Aa, in which the combination of R3 and R6 corresponds to the row D1-152 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-152.B-1 to I.Aa.D1-152.B-460). TABLE 153A
[0297] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-153 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-153.B-1 to I.Aa.D1-153.B-460). TABLE 154A
[0298] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-154 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-154.B-1 to I.Aa.D1-154.B-460). TABLE 155A
[0299] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-155 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-155.B-1 to I.Aa.D1-155.B-460). TABLE 156A
[0300] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-156 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-156.B-1 to I.Aa.D1-156.B-460). TABLE 157A
[0301] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-157 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-157.B-1 to I.Aa.D1-157.B-460). TABLE 158A
[0302] The compounds of Formula I.Aa, in which the combination of R3 and R6 corresponds to the row D1-158 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-158.B-1 to I.Aa.D1-158.B-460). TABLE 159A
[0303] The compounds of Formula I.Aa, in which the combination of R3 and R6 corresponds to the row D1-159 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-159.B-1 to I.Aa.D1-159.B-460). TABLE 160A
[0304] The compounds of Formula I.Aa, in which the combination of R3 and R6 corresponds to the row D1-160 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-160.B-1 to I.Aa.D1-160.B-460). TABLE 161A
[0305] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-161 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table D B (compounds of I.Aa.D1-161.B-1 to I.Aa.D1-161.B-460). TABLE 162A
[0306] The compounds of Formula I.Aa, in which the combination of R3 and R6 corresponds to the row D1-162 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-162.B-1 to I.Aa.D1-162.B-460). TABLE 163A
[0307] The compounds of Formula I.Aa, in which the combination of R3 and R6 corresponds to the row D1-163 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-163.B-1 to I.Aa.D1-163.B-460). TABLE 164A
[0308] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-164 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table D B (compounds of I.Aa.D1-164.B-1 to I.Aa.D1-164.B-460). TABLE 165A
[0309] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-165 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-165.B-1 to I.Aa.D1-165.B-460). TABLE 166A
[0310] The compounds of Formula I.Aa, in which the combination of R3 and R6 corresponds to the row D1-166 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-166.B-1 to I.Aa.D1-166.B-460). TABLE 167A
[0311] The compounds of Formula I.Aa, in which the combination of R3 and R6 corresponds to the row D1-167 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-167.B-1 to I.Aa.D1-167.B-460). TABLE 168A
[0312] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-168 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-168.B-1 to I.Aa.D1-168.B-460). TABLE 169A
[0313] The compounds of Formula I.Aa, in which the combination of R3 and R6 corresponds to the row D1-169 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-169.B-1 to I.Aa.D1-169.B-460). TABLE 170A
[0314] The compounds of Formula I.Aa, in which the combination of R3 and R6 corresponds to the row D1-170 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-170.B-1 to I.Aa.D1-170.B-460). TABLE 171A
[0315] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-171 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-171.B-1 to I.Aa.D1-171.B-460). TABLE 172A
[0316] The compounds of Formula I.Aa, in which the combination of R3 and R6 corresponds to the row D1-172 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-172.B-1 to I.Aa.D1-172.B-460). TABLE 173A
[0317] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-173 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-173.B-1 to I.Aa.D1-173.B-460). TABLE 174A
[0318] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-174 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-174.B-1 to I.Aa.D1-174.B-460). TABLE 175A
[0319] The compounds of Formula I.Aa, in which the combination of R3 and R6 corresponds to the row D1-175 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-175.B-1 to I.Aa.D1-175.B-460). TABLE 176A
[0320] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to the row D1-176 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-176.B-1 to I.Aa.D1-176.B-460). TABLE 177A
[0321] The compounds of Formula I.Aa, in which the combination of R3 and R6 corresponds to the row D1-177 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-177.B-1 to I.Aa.D1-177.B-460). TABLE 178A
[0322] The compounds of Formula I.Aa, in which the combination of R3 and R6 corresponds to the row D1-178 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-178.B-1 to I.Aa.D1-178.B-460). TABLE 179A
[0323] The compounds of Formula I.Aa, in which the combination of R3 and R6 corresponds to the row D1-179 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-179.B-1 to I.Aa.D1-179.B-460). TABLE 180A
[0324] The compounds of Formula I.Aa, in which the combination of R3 and R6 corresponds to the row D1-180 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-180.B-1 to I.Aa.D1-180.B-460). TABLE 181A
[0325] The compounds of Formula I.Aa, wherein the combination of R3 and R6 corresponds to row D1-181 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table D B (compounds of I.Aa.D1-181.B-1 to I.Aa.D1-181.B-460). TABLE 182A
[0326] The compounds of Formula I.Aa, in which the combination of R3 and R6 corresponds to the row D1-182 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-182.B-1 to I.Aa.D1-182.B-460). TABLE 183A
[0327] The compounds of Formula I.Aa, in which the combination of R3 and R6 corresponds to row D1-183 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa.D1-183.B-1 to I.Aa.D1-183.B-460). TABLE 184A
[0328] The compounds of Formula I.Aa, in which the combination of R3 and R6 corresponds to the row D1-184 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-184.B-1 to I.Aa.D1-184.B-460). TABLE 185A
[0329] The compounds of Formula I.Aa, in which the combination of R3 and R6 corresponds to the row D1-185 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa. D1-185.B-1 to I.Aa.D1-185.B-460). TABLE 186A
[0330] The compounds of Formula I.Aa, in which the combination of R3 and R6 corresponds to the row D1-186 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-186.B-1 to I.Aa.D1-186.B-460). TABLE 187A
[0331] The compounds of Formula I.Aa, in which the combination of R3 and R6 corresponds to the row D1-187 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-187.B-1 to I.Aa.D1-187.B-460). TABLE 188A
[0332] The compounds of Formula I.Aa, in which the combination of R3 and R6 corresponds to the row D1-188 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-188.B-1 to I.Aa.D1-188.B-460). TABLE 189A
[0333] The compounds of Formula I.Aa, in which the combination of R3 and R6 corresponds to the row D1-189 of Table D1 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of the Table B (compounds of I.Aa.D1-189.B-1 to I.Aa.D1-189.B-460). TABLE 1B
[0334] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-1 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab.D2-1.B-1 to I.Ab.D2-1.B-460). TABLE 2B
[0335] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-2 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab.D2-2.B-1 to I.Ab.D2-2.B-460). TABLE 3B
[0336] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-3 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab.D2-3.B-1 to I.Ab.D2-3.B-460). TABLE 4B
[0337] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-4 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab.D2-4.B-1 to I.Ab. D2-4.B-460). TABLE 5B
[0338] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-5 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab.D2-5.B-1 to I.Ab.D2-5.B-460). TABLE 6B
[0339] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-6 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab.D2-6.B-1 to I.Ab.D2-6.B-460). TABLE 7B
[0340] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-7 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab.D2-7.B-1 to I.Ab.D2-7.B-460). TABLE 8B
[0341] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-8 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab.D2-8.B-1 to I.Ab.D2-8.B-460). TABLE 9B
[0342] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-9 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab.D2-9.B-1 to I.Ab.D2-9.B-460). TABLE 10B
[0343] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-10 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab.D2-10.B-1 to I.Ab.D2-10.B-460). TABLE 11B
[0344] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-11 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab.D2-11.B-1 to I.Ab.D2-11.B-460). TABLE 12B
[0345] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-12 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab.D2-12.B-1 to I.Ab.D2-12.B-460). TABLE 13B
[0346] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-13 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab.D2-13.B-1 to I.Ab.D2-13.B-460). TABLE 14B
[0347] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-14 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab.D2-14.B-1 to I.Ab.D2-14.B-460). TABLE 15B
[0348] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-15 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab.D2-15.B-1 to I.Ab.D2-15.B-460). TABLE 16B
[0349] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-16 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab. D2-16.B-1 to I.Ab.D2-16.B-460). TABLE 17B
[0350] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-17 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab.D2-17.B-1 to I.Ab.D2-17.B-460). TABLE 18B
[0351] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-18 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab.D2-18.B-1 to I.Ab.D2-18.B-460). TABLE 19B
[0352] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-19 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab.D2-19.B-1 to I.Ab.D2-19.B-460). TABLE 20B
[0353] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-20 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab.D2-20.B-1 to I.Ab.D2-20.B-460). TABLE 21B
[0354] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-21 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab. D2-21.B-1 to I.Ab. D2-21.B-460). TABLE 22B
[0355] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-22 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab.D2-22.B-1 to I.Ab.D2-22.B-460). TABLE 23B
[0356] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-23 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab.D2-23.B-1 to I.Ab.D2-23.B-460). TABLE 24B
[0357] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-24 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab.D2-24.B-1 to I.Ab.D2-24.B-460). TABLE 25B
[0358] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-25 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab.D2-25.B-1 to I.Ab.D2-25.B-460). TABLE 26B
[0359] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-26 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab. D2-26.B-1 to I.Ab.D2-26.B-460). TABLE 27B
[0360] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-27 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab.D2-27.B-1 to I.Ab.D2-27.B-460). TABLE 28B
[0361] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-28 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab.D2-28.B-1 to I.Ab.D2-28.B-460). TABLE 29B
[0362] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-29 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab.D2-29.B-1 to I.Ab.D2-29.B-460). TABLE 30B
[0363] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-30 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab.D2-30.B-1 to I.Ab.D2-30.B-460). TABLE 31B
[0364] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-31 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab.D2-31.B-1 to I.Ab.D2-31.B-460). TABLE 32B
[0365] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-32 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab.D2-32.B-1 to I.Ab.D2-32.B-460). TABLE 33B
[0366] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-33 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab.D2-33.B-1 to I.Ab.D2-33.B-460). TABLE 34B
[0367] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-34 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab.D2-34.B-1 to I.Ab.D2-34.B-460). TABLE 35B
[0368] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-35 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab.D2-35.B-1 to I.Ab.D2-35.B-460). TABLE 36B
[0369] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-36 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab.D2-36.B-1 to I.Ab.D2-36.B-460). TABLE 37B
[0370] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-37 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab.D2-37.B-1 to I.Ab.D2-37.B-460). TABLE 38B
[0371] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-38 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab.D2-38.B-1 to I.Ab.D2-38.B-460). TABLE 39B
[0372] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-39 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab.D2-39.B-1 to I.Ab.D2-39.B-460). TABLE 40B
[0373] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-40 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab.D2-40.B-1 to I.Ab.D2-40.B-460). TABLE 41B
[0374] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-41 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab.D2-41.B-1 to I.Ab.D2-41.B-460). TABLE 42B
[0375] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-42 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab.D2-42.B-1 to I.Ab.D2-42.B-460). TABLE 43B
[0376] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-43 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab.D2-43.B-1 to I.Ab.D2-43.B-460). TABLE 44B
[0377] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-44 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab.D2-44.B-1 to I.Ab.D2-44.B-460). TABLE 45B
[0378] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-45 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab.D2-45.B-1 to I.Ab.D2-45.B-460). TABLE 46B
[0379] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-46 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab.D2-46.B-1 to I.Ab.D2-46.B-460). TABLE 47B
[0380] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-47 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab.D2-47.B-1 to I.Ab.D2-47.B-460). TABLE 48B
[0381] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-48 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab.D2-48.B-1 to I.Ab.D2-48.B-460). TABLE 49B
[0382] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-49 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab.D2-49.B-1 to I.Ab.D2-49.B-460). TABLE 50B
[0383] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-50 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab.D2-50.B-1 to I.Ab.D2-50.B-460). TABLE 51B
[0384] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-51 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab. D2-51.B-1 to I.Ab. D2-51.B-460). TABLE 52B
[0385] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-52 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab. D2-52.B-1 to I.Ab. D2-52.B-460). TABLE 53B
[0386] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-53 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab.D2-53.B-1 to I.Ab.D2-53.B-460). TABLE 54B
[0387] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-54 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab.D2-54.B-1 to I.Ab.D2-54.B-460). TABLE 55B
[0388] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-55 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab.D2-55.B-1 to I.Ab.D2-55.B-460). TABLE 56B
[0389] The compounds of Formula I.Ab, wherein the combination of R3, R4 and R5 corresponds to row D2-56 of Table D2 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ab. D2-56.B-1 to I.Ab.D2-56.B-460). TABLE 1C
[0390] The compounds of Formula I.Ac, wherein the combination of R3, R4 and R5 corresponds to row D3-1 of Table D3 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ac.D3-1.B-1 to I.Ac.D3-1.B-460). TABLE 2C
[0391] The compounds of Formula I.Ac, wherein the combination of R3, R4 and R5 corresponds to row D3-2 of Table D3 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ac.D3-2.B-1 to I.Ac.D3-2.B-460). TABLE 3C
[0392] The compounds of Formula I.Ac, wherein the combination of R3, R4 and R5 corresponds to row D3-3 of Table D3 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ac.D3-3.B-1 to I.Ac.D3-3.B-460). TABLE 4C
[0393] The compounds of Formula I.Ac, wherein the combination of R3, R4 and R5 corresponds to row D3-4 of Table D3 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ac.D3-4.B-1 to I.Ac.D3-4.B-460). TABLE 5C
[0394] The compounds of Formula I.Ac, wherein the combination of R3, R4 and R5 corresponds to row D3-5 of Table D3 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ac.D3-5.B-1 to I.Ac.D3-5.B-460). TABLE 6C
[0395] The compounds of Formula I.Ac, wherein the combination of R3, R4 and R5 corresponds to row D3-6 of Table D3 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ac.D3-6.B-1 to I.Ac.D3-6.B-460). TABLE 7C
[0396] The compounds of Formula I.Ac, wherein the combination of R3, R4 and R5 corresponds to row D3-7 of Table D3 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ac.D3-7.B-1 to I.Ac.D3-7.B-460). TABLE 8C
[0397] The compounds of Formula I.Ac, wherein the combination of R3, R4 and R5 corresponds to row D3-8 of Table D3 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ac.D3-8.B-1 to I.Ac.D3-8.B-460). TABLE 9C
[0398] The compounds of Formula I.Ac, wherein the combination of R3, R4 and R5 corresponds to row D3-9 of Table D3 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ac.D3-9.B-1 to I.Ac.D3-9.B-460). TABLE 10C
[0399] The compounds of Formula I.Ac, wherein the combination of R3, R4 and R5 corresponds to row D3-10 of Table D3 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ac.D3-10.B-1 to I.Ac.D3-10.B-460). TABLE 11C
[0400] The compounds of Formula I.Ac, wherein the combination of R3, R4 and R5 corresponds to row D3-11 of Table D3 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ac.D3-11.B-1 to I.Ac.D3-11.B-460). TABLE 12C
[0401] The compounds of Formula I.Ac, wherein the combination of R3, R4 and R5 corresponds to row D3-12 of Table D3 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ac.D3-12.B-1 to I.Ac.D3-12.B-460). TABLE 13C
[0402] The compounds of Formula I.Ac, wherein the combination of R3, R4 and R5 corresponds to row D3-13 of Table D3 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ac.D3-13.B-1 to I.Ac.D3-13.B-460). TABLE 14C
[0403] The compounds of Formula I.Ac, wherein the combination of R3, R4 and R5 corresponds to row D3-14 of Table D3 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ac.D3-14.B-1 to I.Ac.D3-14.B-460). TABLE 15C
[0404] The compounds of Formula I.Ac, wherein the combination of R3, R4 and R5 corresponds to row D3-15 of Table D3 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ac.D3-15.B-1 to I.Ac.D3-15.B-460). TABLE 16C
[0405] The compounds of Formula I.Ac, wherein the combination of R3, R4 and R5 corresponds to row D3-16 of Table D3 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ac.D3-16.B-1 to I.Ac.D3-16.B-460). TABLE 17C
[0406] The compounds of Formula I.Ac, wherein the combination of R3, R4 and R5 corresponds to row D3-17 of Table D3 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ac.D3-17.B-1 to I.Ac.D3-17.B-460). TABLE 18C
[0407] The compounds of Formula I.Ac, wherein the combination of R3, R4 and R5 corresponds to row D3-18 of Table D3 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ac.D3-18.B-1 to I.Ac.D3-18.B-460). TABLE 19C
[0408] The compounds of Formula I.Ac, wherein the combination of R3, R4 and R5 corresponds to row D3-19 of Table D3 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ac.D3-19.B-1 to I.Ac.D3-19.B-460). TABLE 20C
[0409] The compounds of Formula I.Ac, wherein the combination of R3, R4 and R5 corresponds to row D3-20 of Table D3 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ac.D3-20.B-1 to I.Ac.D3-20.B-460). TABLE 21C
[0410] The compounds of Formula I.Ac, wherein the combination of R3, R4 and R5 corresponds to row D3-21 of Table D3 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ac.D3-21.B-1 to I.Ac.D3-21.B-460). TABLE 22C
[0411] The compounds of Formula I.Ac, wherein the combination of R3, R4 and R5 corresponds to row D3-22 of Table D3 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ac.D3-22.B-1 to I.Ac.D3-22.B-460). TABLE 23C
[0412] The compounds of Formula I.Ac, wherein the combination of R3, R4 and R5 corresponds to row D3-23 of Table D3 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ac.D3-23.B-1 to I.Ac.D3-23.B-460). TABLE 24C
[0413] The compounds of Formula I.Ac, wherein the combination of R3, R4 and R5 corresponds to row D3-24 of Table D3 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ac.D3-24.B-1 to I.Ac.D3-24.B-460). TABLE 25C
[0414] The compounds of Formula I.Ac, wherein the combination of R3, R4 and R5 corresponds to row D3-25 of Table D3 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ac.D3-25.B-1 to I.Ac.D3-25.B-460). TABLE 26C
[0415] The compounds of Formula I.Ac, wherein the combination of R3, R4 and R5 corresponds to row D3-26 of Table D3 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ac.D3-26.B-1 to I.Ac.D3-26.B-460). TABLE 27C
[0416] The compounds of Formula I.Ac, wherein the combination of R3, R4 and R5 corresponds to row D3-27 of Table D3 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ac.D3-27.B-1 to I.Ac.D3-27.B-460). TABLE 28C
[0417] The compounds of Formula I.Ac, wherein the combination of R3, R4 and R5 corresponds to row D3-28 of Table D3 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ac.D3-28.B-1 to I.Ac.D3-28.B-460). TABLE 29C
[0418] The compounds of Formula I.Ac, wherein the combination of R3, R4 and R5 corresponds to row D3-29 of Table D3 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ac.D3-29.B-1 to I.Ac.D3-29.B-460). TABLE 30C
[0419] The compounds of Formula I.Ac, wherein the combination of R3, R4 and R5 corresponds to row D3-30 of Table D3 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ac.D3-30.B-1 to I.Ac.D3-30.B-460). TABLE 31C
[0420] The compounds of Formula I.Ac, wherein the combination of R3, R4 and R5 corresponds to row D3-31 of Table D3 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ac.D3-31.B-1 to I.Ac.D3-31.B-460). TABLE 32C
[0421] The compounds of Formula I.Ac, wherein the combination of R3, R4 and R5 corresponds to row D3-32 of Table D3 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ac.D3-32.B-1 to I.Ac.D3-32.B-460). TABLE 33C
[0422] The compounds of Formula I.Ac, wherein the combination of R3, R4 and R5 corresponds to row D3-33 of Table D3 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ac.D3-33.B-1 to I.Ac.D3-33.B-460). TABLE 34C
[0423] The compounds of Formula I.Ac, wherein the combination of R3, R4 and R5 corresponds to row D3-34 of Table D3 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ac.D3-34.B-1 to I.Ac.D3-34.B-460). TABLE 35C
[0424] The compounds of Formula I.Ac, wherein the combination of R3, R4 and R5 corresponds to row D3-35 of Table D3 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ac.D3-35.B-1 to I.Ac.D3-35.B-460). TABLE 36C
[0425] The compounds of Formula I.Ac, wherein the combination of R3, R4 and R5 corresponds to row D3-36 of Table D3 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ac.D3-36.B-1 to I.Ac.D3-36.B-460). TABLE 37C
[0426] The compounds of Formula I.Ac, wherein the combination of R3, R4 and R5 corresponds to row D3-37 of Table D3 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ac.D3-37.B-1 to I.Ac.D3-37.B-460). TABLE 38C
[0427] The compounds of Formula I.Ac, wherein the combination of R3, R4 and R5 corresponds to row D3-38 of Table D3 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ac.D3-38.B-1 to I.Ac.D3-38.B-460). TABLE 39C
[0428] The compounds of Formula I.Ac, wherein the combination of R3, R4 and R5 corresponds to row D3-39 of Table D3 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ac.D3-39.B-1 to I.Ac.D3-39.B-460). TABLE 40C
[0429] The compounds of Formula I.Ac, wherein the combination of R3, R4 and R5 corresponds to row D3-40 of Table D3 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ac.D3-40.B-1 to I.Ac. D3-40.B-460). TABLE 41C
[0430] The compounds of Formula I.Ac, wherein the combination of R3, R4 and R5 corresponds to row D3-41 of Table D3 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ac.D3-41.B-1 to I.Ac.D3-41.B-460). TABLE 42C
[0431] The compounds of Formula I.Ac, wherein the combination of R3, R4 and R5 corresponds to row D3-42 of Table D3 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Ac.D3-42.B-1 to I.Ac.D3-42.B-460). TABLE1D
[0432] The compounds of Formula I.Ba, where R3 corresponds to row D4-1 of Table D4 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I .Ba.D4-1.B-1 to I.Ba.D4-1.B-460). 2D TABLE
[0433] The compounds of Formula I.Ba, where R3 corresponds to row D4-2 of Table D4 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I .Ba.D4-2.B-1 to I.Ba.D4-2.B-460). 3D TABLE
[0434] The compounds of Formula I.Ba, where R3 corresponds to row D4-3 of Table D4 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I .Ba.D4-3.B-1 to I.Ba.D4-3.B-460). 4D TABLE
[0435] The compounds of Formula I.Ba, where R3 corresponds to row D4-4 of Table D4 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I .Ba.D4-4.B-1 to I.Ba.D4-4.B-460). 5D TABLE
[0436] The compounds of Formula I.Ba, where R3 corresponds to row D4-5 of Table D4 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I .Ba.D4-5.B-1 to I.Ba.D4-5.B-460). TABLE 6D
[0437] The compounds of Formula I.Ba, where R3 corresponds to row D4-6 of Table D4 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I .Ba.D4-6.B-1 to I.Ba.D4-6.B-460). TABLE 7D
[0438] The compounds of Formula I.Ba, where R3 corresponds to row D4-7 of Table D4 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I .Ba.D4-7.B-1 to I.Ba.D4-7.B-460). TABLE 1E
[0439] The compounds of Formula I.Bb, where R3 corresponds to row D4-1 of Table D4 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I .Bb.D4-1.B-1 to I.Bb.D4-1.B-460). TABLE 2E
[0440] The compounds of Formula I.Bb, where R3 corresponds to row D4-2 of Table D4 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I .Bb.D4-2.B-1 to I.Bb.D4-2.B-460). TABLE 3E
[0441] The compounds of Formula I.Bb, where R3 corresponds to row D4-3 of Table D4 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I .Bb.D4-3.B-1 to I.Bb.D4-3.B-460). TABLE 4E
[0442] The compounds of Formula I.Bb, where R3 corresponds to row D4-4 of Table D4 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I .Bb.D4-4.B-1 to I.Bb.D4-4.B-460). TABLE 5E
[0443] The compounds of Formula I.Bb, where R3 corresponds to row D4-5 of Table D4 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I .Bb.D4-5.B-1 to I.Bb.D4-5.B-460). TABLE 6E
[0444] The compounds of Formula I.Bb, where R3 corresponds to row D4-6 of Table D4 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I .Bb.D4-6.B-1 to I.Bb.D4-6.B-460). TABLE 7E
[0445] The compounds of Formula I.Bb, where R3 corresponds to row D4-7 of Table D4 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I .Bb.D4-7.B-1 to I.Bb.D4-7.B-460). TABLE 1F
[0446] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-1 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-1.B-1 to I.Aa1.D5-1.B-460). TABLE 2F
[0447] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-2 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-2.B-1 to I.Aa1.D5-2.B-460). TABLE 3F
[0448] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-3 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-3.B-1 to I.Aa1.D5-3.B-460). TABLE 4F
[0449] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-4 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-4.B-1 to I.Aa1.D5-4.B-460). TABLE 5F
[0450] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-5 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-5.B-1 to I.Aa1.D5-5.B-460). TABLE 6F
[0451] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-6 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-6.B-1 to I.Aa1.D5-6.B-460). TABLE 7F
[0452] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-7 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-7.B-1 to I.Aa1.D5-7.B-460). TABLE 8F
[0453] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-8 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-8.B-1 to I.Aa1.D5-8.B-460). TABLE 9F
[0454] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-9 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-9.B-1 to I.Aa1.D5-9.B-460). TABLE 10F
[0455] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-10 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-10.B-1 to I.Aa1.D5-10.B-460). TABLE 11F
[0456] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-11 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-11.B-1 to I.Aa1.D5-11.B-460). TABLE 12F
[0457] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-12 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-12.B-1 to I.Aa1.D5-12.B-460). TABLE 13F
[0458] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-13 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-13.B-1 to I.Aa1.D5-13.B-460). TABLE 14F
[0459] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-14 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-14.B-1 to I.Aa1.D5-14.B-460). TABLE 15F
[0460] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-15 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-15.B-1 to I.Aa1.D5-15.B-460). TABLE 16F
[0461] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-16 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-16.B-1 to I.Aa1.D5-16.B-460). TABLE 17F
[0462] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-17 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-17.B-1 to I.Aa1.D5-17.B-460). TABLE 18F
[0463] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-18 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-18.B-1 to I.Aa1.D5-18.B-460). TABLE 19F
[0464] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-19 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-19.B-1 to I.Aa1.D5-19.B-460). TABLE 20F
[0465] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-20 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-20.B-1 to I.Aa1.D5-20.B-460). TABLE 21F
[0466] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-21 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-21.B-1 to I.Aa1.D5-21.B-460). TABLE 22F
[0467] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-22 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-22.B-1 to I.Aa1.D5-22.B-460). TABLE 23F
[0468] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-23 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-23.B-1 to I.Aa1.D5-23.B-460). TABLE 24F
[0469] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-24 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-24.B-1 to I.Aa1.D5-24.B-460). TABLE 25F
[0470] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-25 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-25.B-1 to I.Aa1.D5-25.B-460). TABLE 26F
[0471] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-26 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-26.B-1 to I.Aa1.D5-26.B-460). TABLE 27F
[0472] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-27 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-27.B-1 to I.Aa1.D5-27.B-460). TABLE 28F
[0473] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-28 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-28.B-1 to I.Aa1.D5-28.B-460). TABLE 29F
[0474] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-29 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-29.B-1 to I.Aa1.D5-29.B-460). TABLE 30F
[0475] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-30 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-30.B-1 to I.Aa1.D5-30.B-460). TABLE 31F
[0476] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-31 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-31.B-1 to I.Aa1.D5-31.B-460). TABLE 32F
[0477] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-32 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-32.B-1 to I.Aa1.D5-32.B-460). TABLE 33F
[0478] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-33 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-33.B-1 to I.Aa1.D5-33.B-460). TABLE 34F
[0479] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-34 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-34.B-1 to I.Aa1.D5-34.B-460). TABLE 35F
[0480] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-35 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-35.B-1 to I.Aa1.D5-35.B-460). TABLE 36F
[0481] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-36 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-36.B-1 to I.Aa1.D5-36.B-460). TABLE 37F
[0482] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-37 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-37.B-1 to I.Aa1.D5-37.B-460). TABLE 38F
[0483] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-38 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-38.B-1 to I.Aa1.D5-38.B-460). TABLE 39F
[0484] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-39 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-39.B-1 to I.Aa1.D5-39.B-460). TABLE 40F
[0485] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-40 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-40.B-1 to I.Aa1.D5-40.B-460). TABLE 41F
[0486] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-41 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-41.B-1 to I.Aa1.D5-41.B-460). TABLE 42F
[0487] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-42 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-42.B-1 to I.Aa1.D5-42.B-460). TABLE 43F
[0488] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-43 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-43.B-1 to I.Aa1.D5-43.B-460). TABLE 44F
[0489] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-44 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-44.B-1 to I.Aa1.D5-44.B-460). TABLE 45F
[0490] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-45 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-45.B-1 to I.Aa1.D5-45.B-460). TABLE 46F
[0491] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-46 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-46.B-1 to I.Aa1.D5-46.B-460). TABLE 47F
[0492] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-47 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-47.B-1 to I.Aa1.D5-47.B-460). TABLE 48F
[0493] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-48 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-48.B-1 to I.Aa1.D5-48.B-460). TABLE 49F
[0494] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-49 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-49.B-1 to I.Aa1.D5-49.B-460). TABLE 50F
[0495] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-50 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-50.B-1 to I.Aa1.D5-50.B-460). TABLE 51F
[0496] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-51 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-51.B-1 to I.Aa1.D5-51.B-460). TABLE 52F
[0497] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-52 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-52.B-1 to I.Aa1.D5-52.B-460). TABLE 53F
[0498] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-53 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-53.B-1 to I.Aa1.D5-53.B-460). TABLE 54F
[0499] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-54 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-54.B-1 to I.Aa1.D5-54.B-460). TABLE 55F
[0500] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-55 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-55.B-1 to I.Aa1.D5-55.B-460). TABLE 56F
[0501] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-56 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-56.B-1 to I.Aa1.D5-56.B-460). TABLE 57F
[0502] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-57 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-57.B-1 to I.Aa1.D5-57.B-460). TABLE 58F
[0503] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-58 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-58.B-1 to I.Aa1.D5-58.B-460). TABLE 59F
[0504] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-59 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-59.B-1 to I.Aa1.D5-59.B-460). TABLE 60F
[0505] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-60 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-60.B-1 to I.Aa1.D5-60.B-460). TABLE 61F
[0506] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-61 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-61.B-1 to I.Aa1.D5-61.B-460). TABLE 62F
[0507] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-62 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-62.B-1 to I.Aa1.D5-62.B-460). TABLE 63F
[0508] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-63 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-63.B-1 to I.Aa1.D5-63.B-460). TABLE 64F
[0509] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-64 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-64.B-1 to I.Aa1.D5-64.B-460). TABLE 65F
[0510] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-65 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-65.B-1 to I.Aa1.D5-65.B-460). TABLE 66F
[0511] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-66 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-66.B-1 to I.Aa1.D5-66.B-460). TABLE 67F
[0512] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-67 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-67.B-1 to I.Aa1.D5-67.B-460). TABLE 68F
[0513] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-68 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-68.B-1 to I.Aa1.D5-68.B-460). TABLE 69F
[0514] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-69 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-69.B-1 to I.Aa1.D5-69.B-460). TABLE 70F
[0515] The compounds of Formula I.Aa1, wherein the combination of R3, RC1 and RC2 corresponds to row D5-70 of Table D5 and the combination of R1 and R2 for each compound individually, in each case, corresponds to a row of Table B (compounds of I.Aa1.D5-70.B-1 to I.Aa1.D5-70.B-460).






* If only one entry is provided for R4 and R5, the two substituents R4 and R5 together form the residue provided, together with the carbon atom to which R4 and R5 are attached.














[0516] The compounds of Formula I, also called compounds I and the compositions according to the present invention, respectively, are suitable as fungicides. They are distinguished by excellent efficacy against a broad spectrum of phytopathogenic fungi, including soil fungi, which are mainly derived from the classes of Plasmodiophoromycetes, Peronosporomycetes (syn. Oomycetes), Chytridiomycetes, Zygomycetes, Ascomycetes, Basidiomycetes (Deuteromycetes) . Fungi imperfecti). Some are systemically effective and can be used in crop protection, such as foliar fungicides, seed dressing fungicides and soil fungicides. Furthermore, they are suitable for combating harmful fungi, which occur, inter alia, in wood or in plant roots.
[0517] The compounds I and the compositions, according to the present invention, are especially important for the control of a variety of pathogenic fungi in various cultivated vegetables, such as cereals, for example, wheat, rye, barley, triticale , oat or rice; sugar beet, for example sugar beet or fodder beet; fruits, such as pomes, stone fruits or soft fruits, for example apples, pears, plums, peaches, almonds, cherries, strawberries, raspberries, blackberries and currants; legumes, such as lentils, peas, alfalfa or soybeans; oleaginous vegetables, such as rapeseed, mustard, olives, sunflowers, coconut, cocoa, castor oil vegetables, oil palms, nuts or soybeans; cucurbits, such as pumpkins, cucumbers or melon; fiber vegetables such as cotton, flax, hemp or jute; citrus fruits such as oranges, lemons, grapefruit and mandarins; vegetables such as spinach, lettuce, asparagus, cabbage, carrots, onions, tomatoes, potatoes, pumpkins or paprika; lauraceous vegetables such as avocado, cinnamon or camphor; vegetables for raw materials and energy, such as corn, soy, rapeseed, sugar cane or palm oil; corn; tobacco; nuts; coffee; tea; the vines (table grapes and grape juice from vines); hop; lawn, fennel (also called Stevia); natural rubber vegetables or ornamental and forestry vegetables, such as flowers, shrubs, broad-leaved or evergreen trees, for example, conifers, and in vegetable propagation material such as seeds, and culture material of these vegetables.
[0518] Preferably, the compounds I and their compositions, respectively, are used to control a multiplicity of fungi in crops, such as potatoes, sugar beets, tobacco, wheat, rye, barley, oats, rice, corn , cotton, soy, rapeseed, vegetables, sunflower, coffee or sugar cane; fruits; vineyards; ornamental vegetables; or vegetables such as cucumbers, tomatoes, beans or pumpkins.
[0519] The term "plant propagation material" is to be understood as denoting all generative parts of the plant, such as seeds and vegetative plant material, such as grafts and tubers (eg potatoes), which may be used for plant multiplication. This includes seeds, roots, fruits, tubers, bulbs, rhizomes, stems, shoots and other parts of plants, including seedlings and young plants, which will be transplanted after germination or after emergence from the ground. These young vegetables can also be protected prior to transplanting from a full or partial treatment through dipping or dumping.
[0520] Preferably, the treatment of plant propagation materials with the compounds of the present invention and the compositions of the present invention, respectively, are used for the control of a multiplicity of fungi in cereals, such as wheat, rye, barley and oats; rice, corn, cotton and soybeans.
[0521] The term “cultivated vegetables” is to be understood to include plants that have been modified through reproduction, mutagenesis or genetic engineering, including, but not limited to agricultural biotech products on the market or under development (cf. http://cera - gmc.org/, see GM crop database). Genetically modified plants are plants in which the genetic material has been modified in this way, through the use of recombinant DNA techniques that under natural circumstances cannot easily be obtained through cross-breeding, mutations or natural recombination. Typically, one or more genes have been integrated into the genetic material of a genetically modified plant to improve certain properties of the plant. Such genetic modifications also include, but are not limited to targeted post-transient modification of the protein(s), oligo- or polypeptides, for example, through glycosylation or polymer addition such as the prenylated, acetylated or farnesylated moieties or PEG portions.
[0522] Plants that have been modified through reproduction, mutagenesis or genetic engineering, for example, have become tolerant to applications of specific classes of herbicides such as auxin herbicides such as dicamba or 2,4-D; bleaching herbicides such as hydroxyphenylpyruvate dioxygenase (HPPD) inhibitors or phytoene desaturase (PDS) inhibitors; acetolactate synthetase (ALS) inhibitors such as the sulfonyl ureas or imidazolinones; 5-enolpyruvylshikimate-3-phosphate synthetase inhibitors (EPSPS), such as glyphosate; glutamine synthetase (GS) inhibitors such as glufosinate; protoporphyrinogen oxidase inhibitors, lipid biosynthesis inhibitors, such as acetyl CoA carboxylase inhibitors (ACCase), or oxynyl herbicides (ie, bromoxynil or ioxynil), as a result of standard methods of breeding or genetic engineering. Furthermore, plants have been made resistant to several classes of herbicides through multiple genetic modifications, such as resistance to glyphosate and glufosinate or to glyphosate and one herbicide, from the other class such as ALS inhibitors, HPPD inhibitors , auxin herbicides, ACCase inhibitors. Such herbicide resistance technologies, for example, are described in Pest Management Science 61, 2005, 246, 61, 2005, 258, 61, 2005, 277, 61, 2005, 269, 61, 2005, 286, 64, 2008, 326; 64, 2008, 332; Weed Science 57, 2009, 108; Austral.J. of Agricultural. Res. 58, 2007, 708; Science 316, 2007, 1185, and references cited above. Several cultivated vegetables have been made tolerant to herbicides through standard breeding methods (mutagenesis), eg Clearfield® summer rape (Canola, BASF SE, Germany), being tolerant to imidazolinones, eg imazamox, or sunflowers ExpressSun® (DuPont, USA), being tolerant to sulfonyl ureas, eg tribenuron. Genetic engineering methods have been used to make cultivated vegetables such as soybeans, cotton, corn, beets and rapeseed tolerant to herbicides such as glyphosate and glufosinate, some of which are commercially available under the trade name RoundupReady® ( glyphosate tolerant, Monsanto, USA), Cultivance® (imidazolinone tolerant, BASF SE, Germany) and LibertyLink® (glufosinate tolerant, Bayer CropScience, Germany).
[0523] In addition, the vegetables also covered are those that, through the use of recombinant DNA techniques, are capable of synthesizing one or more insecticidal proteins, especially those known from Bacillus genus bacteria, especially from Bacillus thuringiensis , such as the δ-endotoxins, for example, CryIA(b), CryIA(c), CrylF, CrylF(a2), CryllA(b), CryllA, CryllB(b1) or Cry9c; vegetative insecticidal proteins (VIP), for example, VIP1, VIP2, VIP3 or VIP3A; insecticidal proteins, from bacteria colonizing nematodes, for example, Photorhabdus spp. or Xenorhabdus spp; toxins produced by animals, such as scorpion toxins, arachnid toxins, wasp toxins, or other specific neurotoxins from other insects, toxins produced by fungi, such as Streptomycetes toxins, plant lectins, such as pea lectins or barley; agglutinins; proteinase inhibitors such as trypsin inhibitors, serine protease inhibitors, patin, cystatin or papain inhibitors, ribosome inactivation proteins (RIP) such as ricin, maize RIP, abrin, luphine, saporin or briodine, steroid metabolism enzymes such as 3-hydroxysteroid oxidase, ecdysteroid-IDP-glycosyl-transferase, cholesterol oxidases, ecdysone or HMG-CoA-reductase inhibitors, ion channel blockers, such as such as sodium or calcium channel blockers; juvenile hormonal esterase, diuretic hormone receptors (helicokinin receptors); stilbene synthetase, bibenzyl synthetase, chitinases or glucanases. In the context of the present invention, these insecticidal proteins or toxins are expressly understood also as pre-toxins, truncated or hybrid proteins, otherwise modified proteins. Hybrid proteins are characterized by a novel combination of protein domains, (see, for example, publication WO 2002/015701). Other examples of such genetically modified toxins or plants capable of synthesizing such toxins are described, for example, in publications EP-A 374753, WO 1993/007278, WO 1995/34656, EP-A 427.529, EP-A 451.878, WO 2003 /18810 and WO 2003/52073. Methods for the production of such genetically modified vegetables are generally known to the person skilled in the art and are described, for example, in the publications mentioned above. These insecticidal proteins contained in genetically modified plants provide the plants that produce these proteins, tolerance to pests of all taxonomic groups of arthropods, especially beetles (Coeloptera), bialated insects (Diptera) and moths (Lepidoptera) and nematodes (Nematoda) . Genetically modified vegetables capable of synthesizing one or more insecticidal proteins, for example, are described in the publications mentioned above, and some are commercially available, such as YieldGard® (maize cultivars that produce the toxin Cry1Ab), YieldGard® Plus (cultivars from corn that produce the toxins Cry1Ab and Cry3Bb1), Starlink® (maize cultivars that produce the toxin Cry9c), Herculex® RW (maize cultivars that produce Cry34Ab1, Cry35Ab1 and the enzyme Phosphinothricin-N-acetyltransferase [PAT]); NuCOTN® 33B (cotton cultivars that produce the toxin Cry1Ac), Bollgard® I (cotton cultivars that produce the toxin Cry1Ac), Bollgard® II (cotton cultivars that produce the toxins Cry1Ac and Cry2Ab2); VipCot® (cotton cultivars that produce the VIP toxin); NewLeaf® (potato cultivars that produce Cry3A toxin); Bt-Xtra®, NatureGard®, KnockOut®, BiteGard®, Protecta®, Bt11 (eg Agrisure® CB) and Bt176 from Syngenta Seeds SAS, France (maize cultivars producing Cry1Ab toxin and PAT enzyme), MIR604 from Syngenta Seeds SAS, France (maize cultivars producing a modified version of the Cry3A toxin, cf publication WO 2003/018810), MON 863 from Monsanto Europe SA, Belgium (maize cultivars which produce the toxin Cry3Bb1), IPC 531 from Monsanto Europe SA, Belgium (cotton cultivars that produce a modified version of the Cry1Ac toxin) and 1,507 from Pioneer Overseas Corporation, Belgium (maize cultivars that produce the Cry1F toxin and PAT enzyme).
[0524] In addition, the plants also covered, are those that through the use of recombinant DNA techniques, are able to synthesize one or more proteins to increase the resistance or tolerance of said plants to bacterial, viral and fungal pathogens. Examples of such proteins are so-called “pathogenesis-related proteins” (PR proteins, see for example EP-A 392.225), plant disease resistance genes (eg potato varieties, which express the Resistance genes acting against Phytophthora infestans derived from the Mexican wild potato Solanum bulbocastanum) or T4-Lysozyme (eg potato cultivars capable of synthesizing these proteins, with increased resistance against bacteria such as Erwinia amylvora). Methods for the production of such genetically modified vegetables are generally known to the person skilled in the art and are described, for example, in the publications mentioned above.
[0525] In addition, the vegetables also covered are those that, through the use of recombinant DNA techniques, are capable of synthesizing one or more proteins to increase productivity (for example, biomass production, grain production, content of starch, oil content or protein content), tolerance to aridity, salinity or other environmental factors limiting the growth or tolerance to pests and fungal, viral or bacterial pathogens of these plants.
[0526] In addition, the plants also covered are those that, through the use of recombinant DNA techniques, contain a modified amount of substances of the content or of new substances of the content, specifically to improve human or animal nutrition, for example, oil crops that produce long-chain omega-3 fatty acids or health-promoting omega-9 unsaturated fatty acids (eg Nexera® rapeseed, DOW Agro Sciences, Canada).
[0527] In addition, the plants also covered are those that, through the use of recombinant DNA techniques, contain a modified amount of content substances or new content substances, specifically to improve the production of raw materials, for example, potatoes that produce increased amounts of amylopectin (eg Amflora® potato, BASF SE, Germany).
[0528] The compounds I and their compositions, respectively, are especially suitable for the control of the following plant diseases: - Albugo spp. (white rust) on ornamental vegetables, legumes (eg A. candida) and sunflowers (eg A. tragopogonis); Alternaria spec. (Alternaria leaf spot) on vegetables, rapeseed (A. brassicola or brassicae), sugar beets (A. tenuis), fruits, rice, soybeans, potatoes (eg A. solani or A. alternata), tomatoes (eg , A. solani or A. alternata) and wheat; Aphanomyces spp. in sugar beets and vegetables; Ascochyta spp. in cereals and vegetables, for example, A. tritici (anthracnose) in wheat and A. hordei in barley; Bipolaris and Drechslera spp. (teleomorph: Cochliobolus spp), eg southern leaf decay (D. maydis) or northern leaf decay (B. zeicola) in maize, eg brown spot (B. sorokiniana) in cereals and eg B oryzae on rice and lawns; Blumeria (formerly Erysiphe) graminis (powdery mildew) in cereals (eg wheat or barley); Botrytis cinerea (teleomorph: Botryotinia fuckeliana: gray mould) on fruits and berries (eg strawberries), vegetables (eg lettuce, carrots, celery and cabbage), rapeseed, flowers, vines, forest vegetables and wheat; Bremia lactucae (mildew) on lettuce; Ceratocystis (syn. Ophiostoma) spp. (rot or wilt) on broad-leaved and evergreen trees, eg C. ulmi (Dutch elm disease) on elm trees; Cercospora spp. (Cercospora leaf spots) on maize (eg, gray leaf spot: C. zeae-maydis), rice, sugar beets (eg C. beticola), sugar cane, vegetables, coffee, soybeans (eg C. sojina or C. kikuchii) and rice; Cladosporium spp. in tomatoes (eg C. fulvum: leaf mold) and cereals, eg C. herbarum (black dot) in wheat; Claviceps purpurea (ergot) in cereals; Cochliobolus (anamorph: Helminthosporium of Bipolaris) spp. (leaf spots) on corn (C. carbonum), cereals (eg C. sativus, anamorph: B. sorokiniana) and rice (eg C. miyabeanus, anamorph: H. oryzae); Colletotrichum (teleomorph: Glomerella) spp. (anthracnose) in cotton (eg, C. gossypii), corn (eg, C. graminicola: anthracnose stalk rot), soft fruits, potatoes (eg, C. coccodes: black dots), beans (eg, C. Iindemuthianum) and soybeans (for example, C. truncatum or C. gloeosporioides); Corticium spp., for example, C. sasakii (sheath pest) on rice; Corynespora cassiicola (leaf spots) on soybean and ornamental vegetables; Cycloconium spp., for example, C. oleaginum on olive trees; Cylindrocarpon spp. (eg fruit tree stone or young vine decline, teleomorph: Nectria or Neonectria spp.) on fruit trees, vineyards (eg C. liriodendri, teleomorph: Neonectria liriodendri: Black foot disease) and ornamental vegetables ; Dematophora (teleomorph: Rosellinia) necatrix (root and stem rot) in soybean; Diaporthe spp., for example, D. phaseolorum (fall) on soybeans; Drechslera (syn. Helminthosporium, teleomorph: Pyrenophora) spp. in maize, cereals such as barley (eg D. teres, reticular spot) and wheat (eg D. tritici-repentis:brown spot), rice and peat; Esca (perishing, apoplexy) in vines, caused by Formitiporia (syn. Phellinus) punctata, F. mediterranea, Phaeomoniella chlamydospora (formerly Phaeoacremonium chlamydosporum), Phaeoacremonium aleophilum and/or Botryosphaeria obtusa; Elsinoe spp. in pome fruits (E. Piri.), soft fruits (E. veneta: anthracnose) and vines (E. ampelina: anthracnose); Entiloma oryzae (leaf charcoal) in rice; Epicoccum spp. (black mold) in wheat; Erysiphe spp. (powdery mildew) on sugar beet (E. betae.), vegetables (eg E. pisi), such as cucurbits (eg E. cichoracearum), cabbage, rapeseed (eg E. cruciferarum); Eutypa lata (perishing or Eutypa stone, anamorph: Cytosporina lata, syn Libertella blepharis) in fruit trees, vines and ornamental groves; Exserohilum (syn. Helminthosporium) spp. in corn (eg E. turcicum); Fusarium (teleomorph: Gibberella) spp. (deterioration, root or stem rot) on various vegetables, such as F. graminaarum or F. culmorum (root, scab or crown rot) on cereals (eg wheat or barley), F. oxisporum on tomatoes, F. solani in soybean and F. verticillioides in corn; Gaeumannomyces graminis (all) in cereals (eg wheat or barley) and maize; Gibberella spp. in cereals (eg G. zeae) and rice (eg G. fujikuroi: Bakanae disease); Glomerella cingulata on vines, pome fruit and other vegetables and G. gossypii on cotton; complex grain color in rice; Guignardia bidwellii (black rot) on vines; Gymnosporangium spp. on pink and juniper vegetables, for example, G. sabinae (rust) on pears; Helminthosporium spp. (syn. Drechslera, teleomorph: Cochliobolus) in corn, cereals and rice; Hemileia spp., for example, H. vastatrix (coffee leaf rust) on coffee; Isariopsis clavispora (syn. Cladosporium vitis) on vines; Macrophomina phaseolina (syn. phaseoli). (root and stem rot) in soybeans and cotton; Microdochium (syn. Fusarium) nivale (snow pink mold) in cereals (eg wheat or barley); Microsphaera diffusa (powdery mildew) in soybean; Monilinia spp., for example M. laxa, M. fructicola and M. fructigena (flower and branch rust, brown rot) on stone fruits and other pink vegetables; Mycosphaerella spp. on cereals, bananas, soft fruits and ground nuts, such as, for example, M. graminicola (anamorph: Septoria tritici, Septoria spot) on wheat or M. fijiensis (Black Sigatoka) on bananas; Peronospora spp. (mildew) in cabbage (eg P. brassicae), rapeseed (eg P. parasitica), onions (eg P. destructor), tobacco (P. tabacina) and soybeans (eg P. manshurica) ; Phakopsora pachyrhizi and P. meibomiae (soybean rust) on soybean; Phialophora spp., for example, on vines (eg P. tracheiphila and P. tetraspora) and soybeans (eg P. gregata: rot); Phoma lingam (root and stem rot) on rapeseed and cabbage and P. betae (root rot, leaf spot and falling) on sugar beet; Phomopsis spp. in sunflowers, vines (eg, P. viticola: leaf spot) and soybeans (eg, stem rot: P. phaseoli, teleomorph: Diaporthe phaseolorum); Physoderma maydis (brown spots) on corn; Phytophthora spp. (deterioration, rotting of roots, leaves, fruits and stem) in various vegetables such as paprika and cucurbits (eg P. capsici), soybeans (eg P. megasperma, syn. P. soybeane), potatoes and tomatoes (eg P. infestans: late blight) and broad-leaved trees (eg P. ramorum: sudden death of the oak); Plasmodiophora brassicae (trunk root) in cabbage, rape, radish and other vegetables; Plasmopara spp., eg P. viticola (vine mildew) on vines and P. halstedii on sunflowers; Podosphaera spp. (powdery mildew) in pink vegetables, hops, pome and soft fruits, for example, P. leucotricha on apples, Polymyxa spp., for example, in cereals such as barley and wheat (P. graminis) and sugar beet (P. betae) and, therefore, communicable viral diseases; Pseudocercosporella herpotrichoides (ocele, teleomorph: Tapesia yallundae) on cereals, eg wheat or barley; Pseudoperonospora (mildew) on various vegetables, for example, P. cubensis on cucurbits or P. humili on hops; Pseudopezicula tracheiphila (red fire disease or brenner rot, anamorph: Phialophora) on vines; Puccinia spp. (rusts) on various vegetables, eg P. triticina (brown or leaf rust), P. striiformis (stripe or yellow rust), P. hordei (dwarf rust), P. graminis (black or stem rust) or P. recondita (brown or leaf rust) on cereals such as, for example, wheat, barley or rye, P. kuehnii (orange rust) on sugarcane and P. asparagi on asparagus; Pyrenophora (anamorph: Drechslera) tritici- repentis (brown spot) on wheat or P. Feres (reticular spot) on barley; Piricularia spp., for example, P. oryzae (teleomorph: Magnaporthe grisea, blast) on rice and P. grisea on turfgrass and cereals; Pythium spp. (bump) in lawn, rice, corn, wheat, cotton, rapeseed, sunflower, soybean, sugar beet, legumes and other vegetables (eg, P. ultimum or P. aphanidermatum); Ramularia spp., for example, R. collocygni (Ramularia leaf spots, physiological leaf spots) on barley and R. beticola on sugar beet; Rhizoctonia spp. in cotton, rice, potato, grass, corn, rapeseed, potato, sugar beet, vegetables and various other vegetables, for example, R. solani (root and stem rot) in soybean, R. solani (sheath pest) in rice or R. cerealis (spring pest Rhizoctonia) on wheat or barley; Rhizopus stolonifer (black mold, soft rot) on strawberries, carrots, kale, vines and tomatoes; Rhynchosporium secalis (scald) on barley, rye and triticale; Sarocladium oryzae and S. attenuatum (sheath rot) on rice; Sclerotinia spp. (white rot or mold) in vegetables and crops such as rapeseed, sunflowers (for example S. sclerotiorum) and soybeans (for example S. rolfsii or S. sclerotiorum); Septoria spp. in several vegetables, for example, S. glycines (brown spot) on soybean, S. tritici (Septoria spot) on wheat and S. (syn. Stagonospora) nodorum (Stagonospora spot) on cereals; Uncinula (syn. Erysiphe) necator (powdery mildew, anamorph: Oidium tuckeri) on vines; Setospaeria spp. (leaf pest) on maize (eg, S. turcicum, syn Helminthosporium turcicum.) and turfgrass; Sphacelotheca spp. (soot) on corn, (eg, S. reiliana: crown soot), sorghum and sugar cane; Sphaerotheca fuliginea (powdery mildew) in cucurbits; Spongospora subterranea (scabies powder) on potatoes and communicable viral diseases; Stagonospora spp. in cereals, for example, S. nodorum (stain Stagonospora, teleomorph: Leptosphaeria [syn Phaeosphaeria] nodorum) in wheat; Synchytrium endobioticum in potatoes (potato wart disease); Taphrina spp., for example, T. deformans (leaf wrinkle disease) on peaches and T. pruni (plum pocket) on plums; Thielaviopsis spp. (black root rot) in tobacco, pome fruit, vegetables, soybeans and cotton, eg T. basicola (syn. chalara elegans); Tilletia spp. (common bulge or smelly soot) on cereals, such as, for example, T. tritici (syn. T. caries, wheat bulge) and T. controversa (dwarf bulge) on wheat; Typhula incarnata (snow gray mold) on barley or wheat; Urocystis. spp., for example, U. occulta (stem soot) on rye; Uromyces spp. (rust) on vegetables such as beans (eg U. appendiculatus, syn U. phaseoli.) on sugar beet (eg U. betae); Ustilago spp. (loose soot) on cereals (eg, U. nuda and U. avaenae), on corn (eg, U. maydis: corn soot) and sugarcane; Venturia spp. (scabies) on apples (eg V. inaequalis) on pears, and Verticillium spp. (wilt) on various vegetables such as ornamental fruits and vegetables, vines, soft fruits, vegetables and crops, for example V. dahliae on strawberries, rapeseed, potatoes and tomatoes.
[0529] The compounds I and their compositions, respectively, are also suitable for the control of harmful fungi in the protection of stored products or crops and in the protection of materials.
[0530] The term "materials protection" should be understood to indicate the protection of technical and non-living materials, such as adhesives, glues, wood, paper and cardboard, textiles, leather, paint dispersions, plastics, cooling lubricants , fiber or fabrics, against infestation and destruction by harmful microorganisms such as fungi and bacteria. Regarding the protection of wood and other materials, special attention is given to the following harmful fungi: Ascomycetes, such as Ophiostoma spp., Ceratocystis spp., Aureobasidium pullulans., Sclerophoma spp., Chaetomium spp., Humicola spp., Petriella spp. ., Trichurus spp., Basidiomycetes such as Coniophora spp., Coriolus spp., Gloeophillum spp., Lentinus spp., Pleurotus spp., Poria spp., Serpula spp. and Tyromyces spp., Deuteromycetes such as Aspergillus spp., Cladosporium spp., Penicillium spp., Trichoderma spp., Alternaria spp., Paecilomyces spp. and Zygomycetes, such as Mucor spp., and in addition, in protecting stored products and cultures, the following yeast fungi are of note: Candida spp. and Saccharomyces cerevisiae.
[0531] The method of treatment, according to the present invention, can also be used in the field of protection of crop products or stored against attack by fungi and microorganisms. According to the present invention, the term "stored products" is intended to indicate natural substances of plant or animal origin and their processed forms, which have been removed from the natural life cycle and for which long-term protection is desired. Stored products of plant origin from crops, such as vegetables or their parts, for example, stems, leaves, tubers, seeds, fruits or grains, can be protected in the freshly harvested state or in processed form, such as pre- Dry, moistened, comminuted, ground, pressed or roasted, this process is also known as post-harvest treatment. It also falls under the definition of wood-stored products, in the form of raw wood, such as construction timber, electricity poles and barriers, or in the form of finished articles, such as furniture or objects produced from wood. Stored products of animal origin are skins, hides, hair, hair and the like. The combinations according to the present invention can prevent disadvantageous effects such as decay, discoloration or mold. Preferably, the term "stored products" is intended to indicate natural substances of vegetable origin and their processed forms, more preferably fruits and their processed forms, such as pomes, stone fruits, soft fruits and citrus fruits and its processed forms.
[0532] The compounds I and their compositions, respectively, can be used to improve the health of a plant. The present invention also relates to a method for improving the health of a vegetable by treating a vegetable, its propagation material and/or the location in which the vegetable grows or should be grown with an effective amount of the compounds I and their compositions, respectively .
[0533] The term "plant health" should be understood to indicate a condition of the plant and/or its products, which is determined by several indicators alone or in combination with each other, such as yield (for example, increase in biomass and/or increased content of valuable ingredients), vegetable vigor (eg improved vegetable growth and/or greener leaves (“green effect”)), quality (eg improved content or composition of certain ingredients ) and tolerance to abiotic and/or biotic stress. The indicators identified above for the health condition of a plant can be interdependent or can work together.
[0534] The compounds of Formula I may be present in different crystal modifications, whose biological activity may be different. They are also the object of the present invention.
[0535] Compounds I are used as such or in the form of compositions through the treatment of fungi or plants, plant propagation material, such as seeds, soils, surfaces, materials or places to be protected from fungal attack with a fungicidal effective amount of the active substances. Application can be carried out before and after infection of plants, plant propagation materials such as seeds, soils, surfaces, materials or places by the fungi.
[0536] Plant propagation materials can be treated with compounds I as such or a composition comprising at least one compound I or prophylactically before or during planting or transplanting.
[0537] The present invention also relates to agrochemical compositions comprising an auxiliary and at least one compound I, according to the present invention.
[0538] The agrochemical composition comprises a fungicidal effective amount of a compound I. The term "effective amount" means an amount of the composition or compounds I that is sufficient to control harmful fungi on cultivated vegetables or to protect the materials and that do not result in significant damage to the treated plants. This amount can vary over a wide range and depends on several factors, such as the species of fungus to be controlled, the treated plant or material cultivated, climatic conditions, and the specific compost used.
[0539] Compounds I, their N-oxides and salts can be converted to the usual types of agrochemical compositions, for example, solutions, emulsions, suspensions, dusts, powders, pastes, granules, presses, capsules, and their mixtures. Examples of composition types are suspensions (eg SC, OD, FS), emulsifiable concentrates (eg EC), emulsions (eg EW, EO, ES, ME), capsules (eg CS, ZC), pastes, tablets, dusts or wettable powders (eg WP, SP, WS, DP, DS), pressed (eg BR, TB, DT), granules (eg WG, SG, GR, FG , GG, MG), insecticidal articles (eg LN), as well as gel formulations for the treatment of plant propagation materials such as seeds (GF). These and other types of compositions are defined in the “Catalogue of pesticide formulation types and international coding system”, Technical Monograph n° 2, 6th ed. May 2008, CropLife International.
[0540] The compositions are prepared in a known manner, as described by Mollet and Grubemann, Formulation technology, Wiley VCH, Weinheim, 2001; or Knowles, New developments in crop protection product formulation, Agrow Reports DS243, T&F Informa, London, 2005.
[0541] Suitable auxiliaries are solvents, liquid vehicles, solid vehicles or excipients, surfactants, dispersants, emulsifiers, wetting agents, adjuvants, solubilizers, penetration enhancers, protective colloids, adhesion agents, thickeners, humectants, repellents, attractants, stimulants food, compatibilizers, bactericides, antifreeze agents, antifoam agents, dyes, adhesives and binders.
[0542] Suitable solvents and liquid vehicles are water and organic solvents such as medium to high boiling mineral oil fractions, eg kerosene or diesel oil; oils of vegetable or animal origin, aliphatic, cyclic and aromatic hydrocarbons, for example toluene, paraffins, tetrahydronaphthalene, alkylated naphthalenes; alcohols, for example ethanol, propanol, butanol, benzyl alcohol, cyclohexanol; glycols; DMSO; ketones, for example cyclohexanone; esters, for example lactates, carbonates, fatty acid esters, gamma-butyrolactone; fatty acids; phosphonates; amines; amides, for example, N-methylpyrrolidone, fatty acid dimethylamides, and mixtures thereof.
[0543] Suitable solid carriers or excipients are earth minerals such as silicates, silica gels, talc, kaolin, limestone, lime, chalk, clays, dolomite, diatomaceous earth, bentonite, calcium sulfate and magnesium sulfate, magnesium oxide; polysaccharides, for example cellulose, starch; fertilizers such as, for example, ammonium sulfate, ammonium phosphate, ammonium nitrate, ureas; products of vegetable origin, for example, cereal flour, tree bark flour, wood flour, nutshell flour, and mixtures thereof.
[0544] Suitable surfactants are compounds of surfactants such as anionic, cationic, nonionic and amphoteric surfactants, block polymers, polyelectrolytes, and their mixtures. These surfactants can be used as an emulsifier, dispersant, solubilizer, wetting agent, penetration enhancer, protective colloid, or adjuvant. Examples of surfactants are listed in McCutcheon, Vol.1: Emulsifiers & Detergents, McCutcheon's Directories, Glen Rock, USA, 2008 (International Edition or North American Edition).
[0545] Suitable anionic surfactants are the alkaline, alkaline earth or the ammonium salts of sulfonates, sulfates, phosphates, carboxylates, and mixtures thereof. Examples of sulfonates are alkylaryl sulfonates, diphenyl sulfonates, alpha-olefin sulfonates, lignin sulfonates, fatty acid and oil sulfonates, ethoxylated alkyl phenol sulfonates, alkoxylated arylphenol sulfonates, condensed naphthalene sulfonates, decyl sulfonates, docyl sulfonates naphthalenes and alkylnaphthalenes, sulfosuccinates or sulfosuccinamates. Examples of sulfates are fatty acid sulfates and oils, ethoxylated alkylphenols, alcohols, ethoxylated alcohols, or fatty acid esters. Examples of phosphates are phosphate esters. Examples of carboxylates are alkyl carboxylates of carboxylated alcohol or ethoxylates of alkylphenol.
[0546] Suitable nonionic surfactants are alkoxylated, N-substituted fatty acid amides, amine oxides, esters or sugar-based surfactants, polymeric surfactants and their mixtures. Examples of alkoxylates are compounds such as alcohols, alkylphenols, amines, amides, arylphenols, fatty acids or fatty acid esters which have been alkoxylated to from 1 to 50 equivalents. Ethylene oxide and/or propylene oxide can be used for the alkoxylation, preferably ethylene oxide. Examples of N-substituted fatty acid starches are fatty acid glucamides or fatty acid alkanolamides. Examples of esters are fatty acid esters, glycerol esters or monoglycerides. Examples of sugar based surfactants are sorbitans, ethoxylated sorbitans, sucrose and glucose esters or alkylpolyglucosides. Examples of polymeric surfactants are homo- or copolymers of vinylpyrrolidone, vinyl alcohols or vinylacetate.
[0547] Examples of suitable cationic surfactants are quaternary surfactants, eg quaternary ammonium compounds with one or two hydrophobic groups, or salts of long-chain primary amines. Suitable amphoteric surfactants are alkyl betaines and imidazolines. Suitable block polymers are block polymers of the A-B or A-B-A type comprising blocks of polyethylene oxide and polypropylene oxide or of the A-B-C type comprising alkanol, polyethylene oxide and polypropylene oxide. Suitable polyelectrolytes are polyacids or polybases. Examples of polyacids are the alkaline salts of polyacrylic acid. Examples of polybases are polyvinylamines or polyethyleneamines.
[0548] Suitable adjuvants are compounds, which have negligible pesticidal activity or even no pesticidal activity, and that enhance the biological performance of compound I with the target. Examples are surfactants, mineral or vegetable oils, and other auxiliaries. Other examples are listed by Knowles, Adjuvants and additives, Agrow Reports DS256, T&F Informa UK, 2006, chapter 5.
[0549] Suitable thickeners are polysaccharides (eg xanthan gum, carboxymethyl cellulose), inorganic clays (organically modified or not), polycarboxylates, and silicates.
[0550] Suitable bactericides are those derived from bronopol and isothiazolinone, such as the alkylisothiazolinones and benzisothiazolinones.
[0551] Suitable antifreeze agents are ethylene glycol, propylene glycol, urea and glycerin.
[0552] Suitable defoamers are silicones, long-chain alcohols and fatty acid salts.
[0553] Suitable colorants are pigments (eg red, blue or green) with low water solubility content and water-soluble dyes. Examples are inorganic colorants (eg iron oxide, titanium oxide, iron hexacyanoferrate) and organic colorants (eg alizarin-, azo- and phthalocyanine colorants).
[0554] Examples of suitable adhesives or binders are polyvinyl pyrrolidone, polyvinylacetates, polyvinyl alcohols, polyacrylates, biological or synthetic waxes, and cellulose ethers.
[0555] Examples of composition types and their preparation are as follows: I) HYDROSOLUBLES CONCENTRATES (SL, LS)
[0556] From 10 to 60% by weight of a compound I and from 5 to 15% by weight of wetting agent (for example, the alcohol alkoxylates) are dissolved in water and/or in a water-soluble solvent (for example, the alcohols) up to 100% by weight. The active substance dissolves after dilution in water. II) DISPERSIBLE CONCENTRATES (DC)
[0557] From 5 to 25% by weight of a compound I and from 1 to 10% by weight of dispersant (eg polyvinyl pyrrolidone) are dissolved in up to 100% by weight of organic solvent (eg cyclohexanone ). Dilution in water provides a dispersion. III) EMULSIONABLE CONCENTRATES (EC)
[0558] From 15 to 70% by weight of a compound I and from 5 to 10% by weight of emulsifiers (eg calcium dodecylbenzenesulfonate and castor oil ethoxylate) are dissolved in water-insoluble organic solvent (eg , aromatic hydrocarbons) at 100% by weight. Dilution in water provides an emulsion. IV) EMULSIONS (EW, EO, ES)
[0559] From 5 to 40% by weight of a compound I and from 1 to 10% by weight of emulsifiers (eg calcium dodecylbenzenesulfonate and castor oil ethoxylate) are dissolved in from 20 to 40% by weight of non-water-soluble organic solvent (eg aromatic hydrocarbons). This mixture is introduced in up to 100% by weight of water by means of an emulsifying machine and into a homogeneous emulsion. Dilution in water provides an emulsion. v) SUSPENSIONS (SC, OD, FS)
[0560] In an agitated ball mill, 20 to 60% by weight of a compound I is ground with the addition of 2 to 10% by weight of dispersants and wetting agents (eg sodium lignosulfonate and ethoxylated alcohol) from 0.1 to 2% by weight of thickener (eg xanthan gum) and up to 100% by weight of water to provide a fine suspension of active substance. Dilution in water provides a stable suspension of the active substance. For the FS-type composition, up to 40% by weight of the binder (eg polyvinyl alcohol) are added. vi) WATER-DISPERSIBLE GRANULES AND WATER-SOLUBLE GRANULES (WG, SG)
[0561] From 50 to 80% by weight of a compound I are finely ground with the addition of up to 100% by weight of dispersants and wetting agents (eg sodium lignosulfonate and ethoxylated alcohols) and prepared in the form of dispersible granules in water or water solubles, by means of technical apparatus (eg extrusion, spray tower, fluidized bed). Dilution in water provides a stable dispersion or solution of the active substance. VII) WATER-DISPERSIBLE POWDER AND WATER-SOLUBLE POWDER (WP, SP, WS)
[0562] From 50 to 80% by weight of a compound I are milled in a stator rotor mill with the addition of 1 to 5% by weight of dispersants (eg sodium lignosulfonate), from 1 to 3% in weight of wetting agents (eg alcohol ethoxylate) and up to 100% by weight of solid carrier, eg silica gel. Dilution in water provides a stable dispersion or solution of the active substance. VIII) GEL (GW, GF)
[0563] In an agitated ball mill, 5 to 25% by weight of a compound I is ground with the addition of 3 to 10% by weight of dispersants (eg sodium lignosulfonate), from 1 to 5% by weight of thickener (eg carboxymethyl cellulose) and water up to 100% by weight to provide a fine suspension of the active substance. Dilution with water provides a stable suspension of the active substance. IX) MICROEMULSION (ME)
[0564] From 5 to 20% by weight of a compound I are added to from 5 to 30% by weight of the organic solvent mixture (eg the fatty acid dimethylamide and cyclohexanone), from 10 to 25% by weight of the mixture of surfactant (eg ethoxylated alcohol and ethoxylated arylphenol), and water up to 100%. This mixture is stirred for 1 hour to spontaneously produce a thermodynamically stable microemulsion. X) MICRO CAPSULES (CS)
[0565] An oil phase comprising from 5 to 50% by weight of the active substance, from 0 to 40% by weight of non-water-soluble organic solvent (eg aromatic hydrocarbons), from 2 to 15% by weight of monomers acrylics (eg methylmethacrylate, methacrylic acid and a di-or triacrylate) are dispersed in an aqueous solution of a protective colloid (eg polyvinyl alcohol). Radical polymerization initiated through a radical initiator results in the formation of poly(meth)acrylate microcapsules. Alternatively, an oil phase comprising from 5 to 50% by weight of a compound I, according to the present invention, from 0 to 40% by weight of non-water-soluble organic solvent (for example aromatic hydrocarbons), and an isocyanate monomer (eg, diphenylmeten-4,4'-diisocyanatae) are dispersed in an aqueous solution of a protective colloid (eg, polyvinyl alcohol). The addition of a polyamine (eg hexamethylenediamine) results in the formation of polyurea microcapsules. The amount of monomers is 1 to 10% by weight. The percentage (%) by weight refers to the total CS composition. XI) DUSTABLE POST (DP, DS)
[0566] From 1 to 10% by weight of a compound I are finely ground and intimately mixed with the solid carrier (eg finely divided kaolin) at 100% by weight. xii) GRANULES (GR, FG)
[0567] From 0.5 to 30% by weight of a compound I are finely ground and associated with the solid carrier (eg silicate) to 100% by weight. Granulation is achieved by extrusion, spray drying or fluidized bed. XIII) ULTRA LOW VOLUME LIQUIDS (UL)
[0568] from 1 to 50% by weight of a compound I are dissolved in an organic solvent (eg aromatic hydrocarbons) at 100% by weight.
[0569] The types of compositions (i) to (xiii) optionally may comprise other auxiliaries, such as from 0.1 to 1% by weight of bactericides, from 5 to 15% by weight of antifreeze agents, from 0, 1 to 1% by weight of defoamers, and from 0.1 to 1% by weight of colorants.
[0570] Agrochemical compositions, in general, comprise between 0.01 and 95%, preferably between 0.1 and 90%, more preferably between 1 and 70%, and especially between 10 and 60% in weight of active substances. The active substances are used in a purity of 90% to 100%, preferably from 95% to 100% (according to the NMR spectrum).
[0571] Seed treatment solutions (LS), suspoemulsions (SE), fluid concentrates (FS), dust treatment (DS), water-dispersible powders for sludge treatment (WS), water-soluble powders (SS), emulsions (ES) emulsifiable concentrates (EC) and gels (GF) are generally used for the purposes of treating plant propagation materials, especially seeds. The compositions in question, after being diluted by a factor of two to ten, provide active substance concentrations of from 0.01 to 60% by weight, preferably from 0.1 to 40% by weight, in the ready-made preparations. for use. The application can be carried out before or during sowing. Methods for applying compound I and its compositions, respectively, to vegetable propagation materials, especially seeds, include the methods of covering, coating, pelletizing, dusting, dipping and furrowing the propagation material. Preferably, the compound I or its compositions, respectively, are applied to the plant propagation material by a method in such a way that germination is not induced, for example, through the segment by covering, pelletizing, coating and dusting the seeds. .
[0572] When used in plant protection, the amounts of active substances used are, depending on the type of effect desired, from 0.001 to 2 kg per hectare, preferably from 0.005 2 kg per hectare, most preferably , from 0.05 to 0.9 kg per hectare, and in particular from 0.1 to 0.75 kg per ha.
[0573] In the treatment of plant propagation material, such as seeds, for example, by sprinkling, coating or soaking the seeds, the amounts of the active substance from 0.1 to 10 kg, in particular, from 0.1 to 1000 g, more preferably from 1 to 1000 g, even more preferably from 1 to 100 g and even more preferably from 5 to 100 g, per 100 kg of material of propagation of vegetables (preferably the seeds) in general are necessary.
[0574] When used in the protection of stored materials or products, the amount of active substance applied depends on the type of application area and the desired effect. The amounts normally applied in the protection of materials, for example, are from 0.001 g to 2 kg, preferably from 0.005 g to 1 kg of active substance per cubic meter of treated material.
[0575] Various types of oils, wetting agents, adjuvants, fertilizers, or micronutrients and other pesticides (eg, herbicides, insecticides, fungicides, growth regulators, protective agents) can be added to the active substances, or to the compositions that the comprise as a premix or, if appropriate, not until immediately prior to use (tank mix). These agents can be mixed with the compositions according to the present invention in a weight ratio of from 1:100 to 100:1, preferably from 1:10 to 10:1.
[0576] A pesticide, in general, is a chemical or biological agent (such as the pesticide active ingredient, compound, composition, virus, bacteria, antimicrobial or disinfectant), which through its deterrent, incapacitates, kills or otherwise way, discourages pests. Target pests can include insects, plant pathogens, weeds, molluscs, birds, mammals, fish, nematodes (roundworms), and microbes that destroy property, cause nuisance, spread disease or are vectors of disease. The term “pesticide” also includes plant growth regulators that alter the expected growth, flowering, or reproduction rate of plants; defoliants that cause leaves or other foliage to detach from a vegetable, in general, to facilitate harvesting; desiccants that promote drying of living tissue, such as the tops of unwanted vegetables; plant activators that activate plant physiology for defense against certain pests; protective agents that reduce the unwanted herbicidal action of pesticides on vegetable crops; and plant growth promoters that affect plant physiology, for example, to increase plant growth, biomass, yield or any other quality parameter of the cultivable commodities of crop plants.
[0577] Biopesticides have been defined as a form of pesticides based on microorganisms (bacteria, fungi, viruses, nematodes, and the like.) or natural products (compounds such as metabolites, proteins or extracts from natural, biological or others) (US Environmental Protection Agency: http://www.epa.gov/pesticides/biopesticides/).
[0578] Biopesticides fall into two main classes of microbial and biochemical pesticides: (1) microbial pesticides consist of bacteria, fungi, or viruses (and often include the metabolites that bacteria and fungi produce). These entomopathogenic nematodes are also classified as microbial pesticides, although they are multicellular; (2) Biochemical pesticides are naturally occurring substances that control pests or provide other uses in crop protection, as defined below, but are relatively non-toxic to mammals.
[0579] The user applies the composition, according to the process of the present invention, from a pre-dosing device, a backpack sprayer, a spray tank or an irrigation system. Usually, the agrochemical composition is carried out with water, buffer, and/or other auxiliary agents to the desired application concentration and the ready-to-use spray solution or agrochemical composition according to the present invention, therefore, is obtained . Typically 20 to 2000 liters, preferably 50 to 400 liters, of ready-to-use spray solution is applied per hectare of useful agricultural area.
[0580] According to an embodiment, the individual components of the composition according to the present invention, such as parts of an assembly or parts of a binary or ternary mixture can be mixed by the user himself, in a spray tank or any other type of container used for applications (eg seed treatment drums, seed pelleting machines, backpack sprayer) and other auxiliaries can be added if appropriate.
[0581] When live microorganisms, such as the microbial pesticides of groups (L1), (L3) and (L5), are part of this set, care must be taken so that the selection and quantities of the components (for example, the chemical pesticides) and other auxiliaries do not influence the viability of microbial pesticides in the user-mixed composition. Especially for bactericides and solvents, compatibility with the respective microbial pesticide needs to be taken into account.
[0582] Accordingly, one embodiment of the present invention is a kit for the preparation of a useful pesticidal composition, the kit comprising (a) a composition comprising a component (1), defined herein, and at least one auxiliary; and (b) a composition comprising component (2) as defined herein and at least one auxiliary; and optionally, (c) a composition comprising at least one auxiliary and optionally another active component (3) as defined herein.
[0583] The mixture of compounds I or compositions comprising them, in the form of use as fungicides, with other fungicides, in many cases, results in the expansion of the spectrum of fungicidal activity to be obtained or in the prevention of the development of resistance to fungicides . Furthermore, in many cases synergistic effects are obtained.
[0584] The following list of pesticides II (eg substances and biopesticides active as pesticides), together with which compounds I can be used, is intended to illustrate possible combinations, but not to limit them. (A) BREATH INHIBITORS - inhibitors of complex III at the Qo site (eg strobilurins): azoxystrobin (A.1.1), coumethoxystrobin (A.1.2), coumoxystrobin (A.1.3), dimoxystrobin (A.1.4) , enestroburin (A.1.5), phenaminstrobin (A.1.6), phenoxystrobin / fluphenoxystrobin (A.1.7), fluoxastrobin (A.1.8), kresoxim-methyl (A.1.9), mandestrobin (A.1.10), metominostrobin (A. .1.11), orysastrobin (A.1.12), picoxystrobin (A.1.13), pyraclostrobin (A.1.14), pyramethostrobin (A.1.15), pyraoxystrobin (A.1.16), trifloxystrobin (A.1.17), 2-(2 - (3-(2,6-di-chlorophenyl)-1-methyl-allyliden-aminooxy-methyl)-phenyl)-2-methoxyimino-N-methyl-acetamide (A.1.18), pyribencarb (A.1.19), triclopyricarb / chlorodincarb (A.1.20), famoxadone (A.1.21), fenamidone (A.1.21), methyl-N-[2-[(1,4-dimethyl-5-phenyl-pyrazol-3-yl)oxylmethyl] phenyl]-N-methoxy-carbamate (A.1.22), 1-[3-chloro-2-[[[1-(4-chlorophenyl)-1H-pyrazol-3-yl]oxy]methyl]phenyl]-1 ,4-dihydro-4-methyl-5H-tetrazol-5-one (A.1.23), 1-[3-bromo-2-[[1-(4-chlor ophenyl)pyrazol-3-yl]oxymethyl]phenyl]-4-methyl-tetrazol-5-one (A.1.24), 1-[2-[[1-(4-chlorophenyl)pyrazol-3-yl]oxymethyl] -3-methyl-phenyl]-4-methyl-tetrazol-5-one (A.1.25), 1-[2-[[1-(4-chlorophenyl)pyrazol-3-yl]oxymethyl]-3-fluoro- phenyl]-4-methyl-tetrazol-5-one (A.1.26), 1-[2-[[1-(2,4-dichlorophenyl)pyrazol-3-yl]oxymethyl]-3-fluoro-phenyl]- 4-methyl-tetrazol-5-one (A.1.27), 1-[2-[[4-(4-chlorophenyl)thiazol-2-yl]oxymethyl]-3-methyl-phenyl]-4-methyl-tetrazol -5-one (A.1.28), 1-[3-chloro-2-[[4-(p-tolyl)thiazol-2-yl]oxymethyl]phenyl]-4-methyl-tetrazol-5-one (A .1.29), 1-[3-cyclopropyl-2-[[2-methyl-4-(1-methylpyrazol-3-yl)phenoxy]methyl]phenyl]-4-methyl-tetrazol-5-one (A.1.30 ), 1-[3-(difluoromethoxy)-2-[[2-methyl-4-(1-methylpyrazol-3-yl)phenoxy]methyl]phenyl]-[4-methyl-tetrazol-5-one, (A .1.31) 1-methyl-4-[3-methyl-2-[[2-methyl-4-(1-methylpyrazol-3-yl)phenoxy]methyl]phenyl]tetrazol-5-one (A.1.32), 1-methyl-4-[3-methyl-2-[[1-[3-(trifluoromethyl)phenyl]-ethylidenamino]oxymethyl]phenyl]tetrazol-5-one (A.1.33), (Z,2E)-5 - [1-(2,4-dichlorophenyl)pi razol-3-yl]oxy-2-methoxyimino-N,3-dimethyl-pent-3-enamide (A.1.34), (Z,2E)-5-[1-(4-chlorophenyl)pyrazol-3-yl ]oxy-2-methoxyimino-N,3-dimethyl-pent-3-enamide (A.1.35), (Z,2E)-5-[1-(4-chloro-2-fluoro-phenyl)pyrazol-3- yl]oxy-2-methoxyimino-N,3-dimethyl-pent-3-enamide (A.1.36); - inhibitors of complex III at the Qi site: cyazofamid (A.2.1), amisulbrom (A.2.2), [(3S,6S,7R,8R)-8-benzyl-3-[(3-acetoxy) 2-methylpropanoate - 4-methoxy-pyridine-2-carbonyl)amino]-6-methyl-4,9-dioxo-1,5-di-oxonan-7-yl] (A.2.3), 2-methylpropanoate [(3S,6S ,7R,8R-8-benzyl-3-[[3-(acetoxymethoxy)-4-methoxy-pyridine-2-carbonyl]amino]-6-methyl-4,9-dioxo-1,5-dioxonan-7- yl] (A.2.4), 2-methylpropanoate [(3S,6S,7R,8R)-8-benzyl-3-[(3-isobut-oxycarbonyloxy-4-methoxycarbonyl-2-pyridin)amino]-6 -methyl-4,9-dioxo-1,5-dioxonan-7-yl] (A.2.5), 2-methyl-propanoate [(3S,6S,7R,8R)-8-benzyl-3-[[3 -(1,3-benzodioxol-5-ylmethoxy)-4-methoxy-pyridin-2-carbonyl]amino]-6-methyl-4,9-di-oxo-1,5-dioxonan-7-yl] (A .2.6); (3S,6S,7R,8R)-3-[[(3-hydroxy-4-methoxy-2-pyridinyl)carbonyl]-amino]-6-methyl-4,9-dioxo-8-( phenyl-methyl)-1,5-dioxonan-7-yl-2-methylpropanoate (A.2.7), (3S,6S,7R,8R)-8-benzyl-3-[3-[(isobutyryloxy)methoxy]- 4-methoxypicolinamido]-6-methyl-4,9-dioxo-1,5-dioxonan-7-yl isobutyrate (A.2.8); - complex II inhibitors (po For example, the carboxamides: benodanil (A.3.1), benzovindiflupyr (A.3.2), bixafen (A.3.3), boscalid (A.3.4), carboxin (A.3.5), fenfuran (A.3.6), fluopyram (A.3.7), flutolanil (A.3.8), fluxapiroxad (A.3.9), furametpyr (A.3.10), isofetamid (A.3.11), isopyrazam (A.3.12), mepronil (A.3.12) 3.13), oxycarboxine (A.3.14), penflufen (A.3.14), penthiopyrad (A.3.15), sedaxane (A.3.16), teclophthalam (A.3.17), thifluzamide (A.3.18), N-(4' -trifluoromethylthiobiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide (A.3.19), N-(2-(1,3,3-trimethyl-butyl)-phenyl)-1 ,3-dimethyl-5-fluoro-1H-pyrazole-4-carboxamide (A.3.20), 3-(difluoromethyl)-1-methyl-N-(1,1,3-trimethylindan-4-yl)pyrazol-4 -carboxamide (A.3.21), 3-(trifluoromethyl)-1-methyl-N-(1,1,3-trimethylindan-4-yl)pyrazole-4-carboxamide (A.3.22), 1,3-dimethyl- N-(1,1,3-trimethylindan-4-yl)pyrazole-4-carboxamide (A.3.23), 3-(trifluoromethyl)-1,5-dimethyl-N-(1,1,3-trimethylindan-4 - yl)pyrazole-4-carboxamide, 3-(difluoromethyl)-1,5-dimethyl-N-(1,1,3-trimethylindan-4-yl)pyrazole-4-carboxamide (A.3.24), 1.3 ,5-trimethyl-N-(1,1,3-trimethylindan-4-yl)pyrazole-4-carboxamide (A.3.25), N-(7-fluoro-1,1,3-trimethyl-indan-4-yl) yl)-1,3-dimethyl-pyrazole-4-carboxamide (A.3.26), N-[2-(2,4-dichlorophenyl)-2-methoxy-1-methyl-ethyl]-3-(difluoromethyl)- 1-methyl-pyrazole-4-carboxamide a (A.3.27); - other respiration inhibitors (eg complex I, uncouplers): diflumetorim (A.4.1), (5,8-difluoro-quinazolin-4-yl)-{2-[2-fluoro-4-(4) -trifluoromethylpyridin-2-yloxy)-phenyl]-ethyl}-amine (A.4.2); nitrophenyl derivatives: binapacril (A.4.3), dinobutone (A.4.4), dinocap (A.4.5), fluazinam (A.4.6); ferimzone (A.4.7); organometallic compounds: fentin salts, such as fentin acetate (A.4.8), fentin chloride (A.4.9) or fentin hydroxide (A.4.10); amethoctradin (A.4.11); and silthiofam (A.4.12); (B) STEROL BIOSYNTHESIS INHIBITORS (SBI FUNGICIDES) - C14 demethylase inhibitors (DMI fungicides): the triazoles: azaconazole (B.1.1), bitertanol (B.1.2), bromuconazole (B.1.3), cyproconazole (B.1.1). B.1.4), difenoconazole (B.1.5), diniconazole (B.1.6), diniconazole-M (B.1.7), epoxiconazole (B.1.8), fenbuconazole (B.1.9), fluquinconazole (B.1.10), flusilazol (B.1.11), flutriafol (B.1.12), hexaconazole (B.1.13), imibenconazole (B.1.14), ipconazole (B.1.15), metconazole (B.1.17), myclobutanil (B.1.18), oxpoconazole ( B.1.19), paclobutrazol (B.1.20), penconazol (B.1.21), propiconazol (B.1.22), prothioconazol (B.1.23), simeconazol (B.1.24), tebuconazol (B.1.25), tetraconazol (B. .1.26), triadimephone (B.1.27), triadimenol (B.1.28), triticonazol (B.1.29), uniconazol (B.1.30), 1-[rel-(2S,3R)-3-(2-chlorophenyl) -2-(2,4-difluorophenyl)-oxiranylmethyl]-5-thiocyanato-1H-[1,2,4]triazole (B.1.31), 2-[rel-(2S,3R)-3-(2- chlorophenyl)-2-(2,4-difluorophenyl)-oxiranyl-methyl]-2H-[1,2,4]triazol-3-thiol (B.1.32), 2-[2-chloro-4-(4 -chloro-phenoxy)-phenyl]-1-(1,2,4-triazol-1-yl)pentan-2-ol (B.1.33), 1-[4-(4-chlorophenoxy)-2-(trifluoro -methyl)phenyl]-1-cyclopropyl-2-(1,2,4-triazol-1-yl)ethanol (B.1.34), 2-[4-(4-chloro-phenoxy)-2-(trifluorometh- yl)-phenyl]-1-(1,2,4-triazol-1-yl)butan-2-ol (B.1.35), 2-[2-chloro-4-(4-chlorophenoxy)phenyl]-1 -(1,2,4-triazol-1-yl)butan-2-ol (B.1.36), 2-[4-(4-chloro-phenoxy)-2-(trifluoromethyl)phenyl]-3-methyl- 1-(1,2,4-triazol-1-yl)butan-2-ol (B.1.37), 2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)-phenyl]-1-(1 ,2,4-triazol-1-yl)propan-2-ol (B.1.38), 2-[(4-chlorophenoxy)phenyl-4-chloro-2]-3-methyl-1-(1,2, 4-triazol-1-yl)butan-2-ol (B.1.39), 2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)-phenyl]-1-(1,2,4-triazol- 1-yl)pentan-2-ol (B.1.40), 2-[4-(4-fluorophenoxy)-2-(trifluoromethyl)-phenyl]-1-(1,2,4-triazol-1-yl) propan-2-ol (B.1.41)), 2-[2-chloro-4-(4-chlorophenoxy)phenyl]-1-(1,2,4-triazol-1-yl)pent-3-yn- 2-ol (B.1.51); the imidazoles: imazalil (B.1.42), pefurazoate (B.1.43), prochloraz (B.1.44), triflumizole (B.1.45); the pyrimidines, pyridines and piperazines: fenarimol (B.1.46), nuarimol (B.1.47), pyrifenox (B.1.48), triforine (B.1.49), [3-(4-chloro-2-fluoro-phenyl) -5-(2,4-difluoro-phenyl)isoxazol-4-yl]-(3-pyridyl)methanol (B.1.50); - Delta14 reductase inhibitors: aldimorph (B.2.1), dodemorph (B.2.2), dodemorfacetate (B.2.3), fenpropimorph (B.2.4), tridemorph (B.2.5), fenpropidin (B.2.6), piperalin (B.2.7), spiroxamine (B.2.8); - Inhibitors of 3-keto reductase: fenhexamide (B.3.1); (C) NUCLEIC ACID SYNTHESIS INHIBITORS - the phenylamide or acyl amino acid fungicides selected from: benalaxyl (C.1.1), benalaxyl-M (C.1.2), chiralaxyl (C.1.3), metalaxyl (C.1.1), .1.4), metalaxyl-M (mefenoxam, C.1.5), ofurace (C.1.6), oxadixyl (C.1.7); - others: hyhexazole (C.2.1), octilinone (C.2.2), oxolinic acid (C.2.3), bupirimate (C.2.4), 5-fluorocytosine (C.2.5), 5-fluoro-2-(p - tolylmethoxyl)pyrimidin-4-amine (C.2.6), 5-fluoro-2-(4-fluorophenylmethoxy)pyrimidin-4-amine (C.2.7); (D) CELL DIVISION AND CYTOSKELETON INHIBITORS - Tubulin inhibitors, such as benzimidazoles, thiophanates: benomyl (D1.1), carbendazim (D1.2), fuberidazole (D1.3), thiabendazole (D1.4), thiophanate-methyl (D1.5); triazolopyrimidines: 5-chloro-7-(4-methyl-piperidin-1-yl)-6-(2,4,6-trifluorophenyl)-[1,2,4]triazol[1,5-a]pyrimidine (D1 .6); - inhibitors of other cell division: dietofencarb (D2.1), ethaboxam (D2.2), pencicurone (D2.3), fluopicolid (D2.4), zoxamide (D2.5), metrafenone (D2.6), pyriophenone (D2.7); (E) AMINO ACID AND PROTEIN SYNTHESIS INHIBITORS - methionine synthesis inhibitors (anilino-pyrimidines) selected from: cyprodinil (E.1.1), mepanipyrim (E.1.2), pyrimethanil (E.1.3); - protein synthesis inhibitors: blasticidin-S (E.2.1), kasugamycin (E.2.2), kasugamycin hydrochloride hydrate (E.2.3), mildiomycin (E.2.4), streptomycin (E.2.5), oxytetracycline (E.2.6), polyoxin (E.2.7), validamycin A (E.2.8); (F) SIGNAL TRANSDUCTION INHIBITORS - MAP kinase / histidine inhibitors: fluoroimid (F.1.1), iprodione (F.1.2), procymidone (F.1.3), vinclozoline (F.1.4), fenpiclonil (F.1.5) ), fludioxonil (F.1.6); - G protein inhibitor: quinoxyfen (F.2.1); (G) LIPID AND MEMBRANE SYNTHESIS INHIBITORS - phospholipid biosynthesis inhibitors selected from: edifenphos (G.1.1), iprobenfos (G.1.2), pyrazopho (G.1.3), isoprothiolan (G.1.4); - lipid peroxidation: dichloran (G.2.1), quintazene (G.2.2), technazene (G.2.3), tolclophos-methyl (G.2.4), biphenyl (G.2.5), chloroneb (G.2.6), etridiazole (G.2.7); - Phospholipid biosynthesis and cell wall deposition: dimethomorph (G.3.1), flumorph (G.3.2), mandipropamide (G.3.3), pirimorph (G.3.4), bentiavalicarb (G.3.5), iprovalicarb (G .3.6), valifenalate (G.3.7) and N-(1-(1-(4-cyano-phenyl)-ethanesulfonyl)-but-2-yl)-carbamic acid (4-fluorophenyl) ester (G. 3.8); - compounds that affect the permeability of the cell membrane and fatty acids: propamocarb (G.4.1); - the fatty acid amide hydrolase inhibitors: oxatiapiprolin (G.5.1), methanesulfonate 2-{3-[2-(1-{[3,5-bis(di-fluoromethyl-1H-pyrazol-1-yl) ]acetyl}piperidin-4-yl)-1,3-thiazol-4-yl]-4,5-dihydro-1,2oxazol-5-yl}-phenyl (G.5.2), methanesulfonate 2-{3-[ 2-(1-{[3,5-bis(difluoro-methyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazol-4-yl]-4,5- dihydro-1,2-oxazol-5-yl}-3-chlorophenyl (G.5.3); (H) INHIBITORS WITH MULTILOCALIZED ACTION - inorganic active substances: Bordeaux mixture (H.1.1), copper acetate (H.1.2 ), copper hydroxide (H.1.3), copper oxychloride (H.1.4), basic copper sulphate (H.1.5), sulfur (H.1.6); - thio- and dithiocarbamates: ferbam (H.2.1 ), mancozeb (H.2.2), maneb (H.2.3), metam (H.2.4), metiram (H.2.5), propineb (H.2.6), tiram (H.2.7), zineb (H.2.8) , ziram (H.2.9); - organochlorine compounds (former phthalimides, sulfamides, chloronitriles): anilazine (H.3.1), chlorothalonil (H.3.2),captafol (H.3.3),captan (H.3.4), folpet (H.3.5), dichlofluanid (H.3.6), d chlorfen (H.3.7), hexachlorobenzene (H.3.8), pentachlorphenol (H.3.9) and its salts, phthalide (H.3.10), tolylfluanid (H.3.11), N-(4-chloro-2-nitro -phenyl)-N-ethyl-4-methyl-benzenesulfonamide (H.3.12); - guanidines and others: guanidine (H.4.1), dodine (H.4.2), dodine free base (H.4.3), guazatine (H.4.4), guazatine acetate (H.4.5), iminoctadine (H. 4.6), iminoctadine triacetate (H.4.7), iminoctadine tris(albesylate) (H.4.8), dithianone (H.4.9), 2,6-dimethyl-1H,5H-[1,4]dithiine [2,3-c:5,6-c']dipyrrole-1,3,5,7(2H,6H)-tetraone (H.4.10); (I) CELL WALL SYNTHESIS INHIBITORS - glucan synthesis inhibitors: validamycin (I.1.1), polyoxin B (I.1.2); - melanin synthesis inhibitors: pyroquilone (I.2.1), tricyclazole (I.2.2), carpropamide (I.2.3), dicyclomet (I.2.4), fenoxanil (I.2.5); (J) VEGETABLE DEFENSE INDUCTORS - acibenzolar-S-methyl (J.1.1), probenazol (J.1.2), isotianil (J.1.3), tiadinil (J.1.4), prohexadione-calcium (J.1.5) ; phosphonates: fosetyl (J.1.6), fosetyl aluminum (J.1.7), phosphorous acid and its salts (J.1.8), potassium or sodium bicarbonate (J.1.9); (K) MODE OF ACTION - bronopol (K.1.1), quinometinate (K.1.2), cyflufenamide (K.1.3), cymoxanil (K.1.4), dazomet (K.1.5), debacarb (K.1.6), diclomezine (K.1.7), difenzoquat (K.1.8), difenzoquat methylsulfate (K.1.9), diphenylamine (K.1.10), fenpyrazine (K.1.11), flumetover (K.1.12), flusulfamide (K.1.13) , flutianil (K.1.14), metasulfocarb (K.1.15), nitrapyrin (K.1.16), isopropyl nitrotal (K.1.18), oxatiapiproline (K.1.19), tolprocarb (K.1.20), copper oxine (K. 1.21), proquinazid (K.1.22), tebufloquine (K.1.23), teclophthalam (K.1.24), triazoxide (K.1.25), 2-butoxy-6-iodo-3-propylchromen-4-one (K.1. 1.26), 2-[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]-1-[4-(4-{5-[2-(prop-2-yn-1-yloxy)phenyl ]-4,5-dihydro-1,2-oxazol-3-yl}-1,3-thiazol-2-yl)piperidin-1-yl]ethanone (K.1.27), 2-[3,5-bis (di-fluoromethyl)-1H-pyrazol-1-yl]-1-[4-(4-{5-[2-fluoro-6-(prop-2-yn-1-yl-oxy)phenyl]-4 ,5-dihydro-1,2-oxazol-3-yl}-1,3-thi-azol-2-yl)piperidin-1-yl]ethanone (K.1.28), 2-[3,5-bis( difluoromethyl)-1H-pyrazol-1-yl]-1-[4 -(4-{5-[2-chloro-6-(prop-2-yn-1-yl-oxy)phenyl]-4,5-dihydro-1,2-oxazol-3-yl}-1,3 - thiazol-2-yl)piperidin-1-yl]ethanone (K.1.29), N-(cyclopropylmethoxyimino-(6-difluoro-methoxy-2,3-di-fluoro-phenyl)-2-phenyl acetamide -methyl) (K.1.30), N'-(4-(4-chloro-3-trifluoro-methyl-phenoxy)-2,5-dimethyl-phenyl)-N-ethyl-N-methyl-formamidine (K.1.31 ), N'(4-(4-fluoro-3-trifluoro-methyl-phenoxy)-2,5-dimethyl-phenyl)-N-ethyl-N-methyl-formamidine (K.1.32), N'-formamidine (2-methyl-5-trifluoromethyl-4-(3-trimethyl-silanyl-propoxy)-phenyl)-N-ethyl-N-methyl (K.1.33), N'-(5-difluoromethyl-2-methyl-formamidine) 4-(3-tri-methylsilanyl-propoxy)-phenyl)-N-ethyl-N-methyl (K.1.34), 6-tert-butyl-8-fluoro-2,3-dimethyl-acetic acid ester quinolin-4-yl (K.1.35), 3-[5-(4-methylphenyl)-2,3-dimethyl-isoxazolidin-3-yl]-pyridine (K.1.36), 3-[5-(4- chloro-phenyl)-2,3-dimethyl-isoxazolidin-3-yl]-pyridine (pyrisoxazol) (K.1.37), N-(6-methoxy-pyridin-3-yl) cyclopropan carboxylic acid amide (K. 1.38), 5-chloro-1-(4,6-dimethoxy-pyrimid in-2-yl)-2-methyl-1H-benzoimidazole (K.1.39), 2-(4-chloro-phenyl)-N-[4-(3,4-dimethoxy-phenyl)-isoxazol-5-yl ]-2-prop-2-ynyloxy-acetamide, (Z)-3-amino-2-cyano-3-phenyl-prop-2-enoate (K.1.40), picarbutrazox (K.1.41), N- Pentyl [6-[[(Z)-[(1-methyltetrazol-5-yl)-phenyl-methylene]amino]oxy-methyl]-2-pyridyl]carbamate (K.1.42), 2-[2-[ (7,8-difluoro-2-methyl-3-quinolyl)oxy]-6-fluoro-phenyl]-propan-2-ol (K.1.43), 2-[2-fluoro-6 -[(8-fluoro) -2-methyl-3-quinolyl)oxy]-phenyl]propan-2-ol (K.1.44), 3-(5-fluoro-3,3,4,4-tetramethyl-3,4-dihydroiso-quinolin- 1-yl)-quinoline (K.1.45), 3-(4,4-difluoro-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)-quinoline (K.1.46), 3-(4, 4,5-trifluoro-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)-quinoline (K.1.47), 9-fluoro-2,2-dimethyl-5-(3-quinolyl)-3H- 1,4-benzoxazepine (K.1.48); (M) GROWTH REGULATORS - abscisic acid (M.1.1), amidochlor, ancimidol, 6-benzylaminopurine, brassinolide, butralin, chlormequat, chlormequat chloride, choline chloride, cyclanilide, daminozide, diquegulac, dimethipine, 2,6-dimethylpuridine , ethephon, flumetralin, flurprimidol, flutiacet, forchlorphenuron, gibberellic acid, inabenfid, indole-3 acetic acid, maleic hydrazide, mefluidide, mepiquat (mepiquat chloride), naphthalene acetic acid, N-6-benzyladenine, paclobutrazol, proexadione calcium, prohydrojasmon, tidiazuron, triapentenol, tributylphosphorotrithioate, 2,3,5-triiodo-benzoic acid, trinexapac-ethyl and uniconazole; (N) HERBICIDES - acetamides: acetochlor (N.1.1), alachlor, butachlor, dimethachlor, dimethenamid (N.1.2), flufenacet (N.1.3), mefenacet (N.1.4), metolachlor (N.1.5), metazachlor (N.1.6), napropamide, naproanilide, petoxamide, pretilachlor, propachlor, tenylchlor; - amino acid derivatives: bilanaphos, glyphosate (N.2.1), glufosinate (N.2.2), sulfosate (N.2.3); - aryloxyphenoxypropionates: clodinafop (N.3.1), cihalofop-butyl, fenoxaprop (N.3.2), fluazifop (N.3.3), haloxyfop (N.3.4), metamifop, propaquizafop, quizalofop, quizalofop-P-tefuril; - the bipyridyls: the diquat, paraquat (N.4.1); - (thio)carbamates: asulam, butylate, carbetamide, desmedipham, dimepiperate, eptam (EPTC), esprocarb, molinate, orbencarb, phenmedipham (N.5.1), prosulfocarb, piributicarb, thiobencarb, triallate; - cyclohexanediones: butroxydim, clethodim (N.6.1), cyclooxydim (N.6.2), profoxydim (N.6.3), sethoxydim (N.6.4), tepraloxydim (N.6.5), tralkoxydim; - dinitroanilines: benfluralin, ethalfluralin, oryzalin, pendimethalin (N.7.1), prodiamine (N.7.2), trifluralin (N.7.3); - diphenyl ethers: acifluorfen (N.8.1), aclonifen, bifenox, diclofop, ethoxyfen, fomesafen, lactofen, oxyfluorfen; - hydroxybenzonitriles: bromoxynil (N.9.1), dichlobenil, ioxynil; - the imidazolinones: imazametabenz, imazamox (N.10.1), imazapic (N.10.2), imazapyr (N.10.3), imazaquin (N.10.4), imazethapyr (N.10.5); - phenoxyacetic acids: clmeprop, acetic acid 2,4-dichlorophenoxy (2,4-D), 2,4-DB, dichlorprop, MCPA, MCPA-thioethyl, MCPB, mecoprop; - the pyrazines: chloridazone (N.11.1), flufenpyr-ethyl, fluthiacet, norflurazone, pyridate; - the pyridines: the aminopyralid, clopiralid (N.12.1), diflufenican, dithiopyr, fluridone, fluroxypyr (N.12.2), picloram (N.12.3), picolinafen (N.12.4), thiazopyr; - the sulfonylureas: amidosulfuron, azimsulfuron,bensulfurone (N.13.1), chlorimuron-ethyl (N.13.2), clorsulfuron, cynosulfuron, cyclosulfamuron (N.13.3), ethoxysulfuron, flazasulfuron, flucetosulfuron, halosulfuron, forampyrone, fluketosulfuron, halosulfuron, flukesulfuron iodosulfuone (N.13.4), mesosulfuron (N.13.5), mesosulfuron, mesosulforon-methyl (N.13.6), nicosulfuron (N.13.7), oxasulfuron, primisulfuron, prosulfuron, pyrazosulfuron, rimsulfosulfuron (N.13.8), (N. , thifensulfuron, triasulfuron, tribenuron, trifloxysulfuron, triflusulfuron (No. 13.9), tritosulfuron, 1-((2-chloro-6-propyl-imidazo[1,2-b]pyridazin-3-yl)sulfonyl)-3-( 4,6-dimethoxypyrimidin-2-yl)urea; - triazines: ametrine, atrazine (N.14.1), cyanazine, dimethamethrin, etiozine, hexazinone (N.14.2), metamitron, metribuzine, promethrin, simazine, terbuthylazine, terbutrin, triaziflam, trifludimoxazine (N.14.3); - ureas: chlorotoluron, daimuron, diurone (N.15.1), fluometurone, isoproturone, linuron, metabenzothiazuron, tebuthiuron; - other acetolactate synthase inhibitors: bispyribac-sodium, chloransulam-methyl, diclosulam, florasulam (N.16.1), flucarbazone, flumetsulam, metosulam, orthosulfamuron, penoxsulam, propoxycarbazone, pyribanbenz-propyl, pyribenzobacoxim, pyrifimyl, pirifim pyrimisulfan, pyritiobac, pyroxasulfone (N.16.2), piroxsulam; - others: amicarbazone, aminotriazole, anilophos, beflubutamide, benazoline, bencarbazone, benfluresate, benzofenap, bentazone (N.17.1), benzobicyclone, bicyclopyrone, bromacil, bromobutide, butaphenacyl, butamiphos, cafenstrol, 7.2. ), chlorthal, cinmethylin (N.17.3), clomazon (N.17.4), cumylurone, cyprosulfamide, dicamba (N.17.5), difenzoquat, diflufenzopyr (N.17.6), Drechslera monowaxes, endothal, ethofumesate, ethobenzamide, phentrazanide, fenoxas , flumiclorac-pentyl, flumioxazine, flupoxam, fluorochloridone, flurtamone, indanophan, isoxaben, isoxaflutol, lenacil, propanil, propizamide, quinclorac (N.17.7), quinmerac (N.17.8), mesotrione (N.17.9), naptylamenic acid, methyl acid , oxadiargyl, oxadiazon, oxaziclomefon, pentoxazone, pinoxaden, pyraclonil, pyraflufen-ethyl, pyrasulfotol, pyrazoxifen, pyrazolinate, quinoclamine, saflufenacil (No.17.10), sulcotrione (No.17.11), thienetrabozone, tefentrabacyl, terbacil, thifentrabozone, terbacylsulfentrazone, terbaciline (No. 17.12), (3-[2-Chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydro-2H-pyrimidin-) acid ethyl ester 1-yl)phenoxy]pyridin-2-yloxy)acetic, 6-amino-5-chloro-2-cyclopropylpyrimidine-4-carboxylic acid methyl ester, 6-chloro-3-(2-cyclopropyl-6- methylphenoxy)-pyridazin-4-ol, 4-amino-3-chloro-6-(4-chlorophenyl)-5-fluoro-pyridine-2-carboxylic acid, 4-amino-3-chloro-6 acid methyl ester -(4-chloro-2-fluoro-3-methoxy-phenyl)-pyridine-2-carboxylic acid and 4-amino-3-chloro-6-(4-chloro-3-dimethylamino-2-fluoro acid methyl ester -phenyl)-pyridin-2-carboxylic acid; (O) INSECTICIDES - organo(thio)phosphates: acephate (O.1.1), azamethiphos (O.1.2), azinphos-methyl (O.1.3), chlorpyrifos (O.1.4), chlorpyrifos-methyl (O.1.5) ), chlorfenvinphos (O.1.6), diazinon (O.1.7), dichlorvos (O.1.8), dicrotophos (O.1.9), dimethoate (O.1.10), disulfoton (O.1.11), ethion (O.1.12) , fenitrothione (O.1.13), phenthione (O.1.14), isoxathion (O.1.15), malathion (O.1.16), methamidophos (O.1.17), methidathione (O.1.18), parathion-methyl (O.1.19) ), mevinphos (O.1.20), monocrotophos (O.1.21), oxidemeton-methyl (O.1.22), paraoxon (O.1.23), parathion (O.1.24), phentoate (O.1.25), phosalone (O.1.25). 1.26), phosmet (O.1.27), phosphamidone (O.1.28), phorate (O.1.29), phoxim (O.1.30), pyrimiphos-methyl (O.1.31), profenophos (O.1.32), prothiophos (O. .1.33), sulprophos (O.1.34), tetrachlorvinphos (O.1.35), terbufos (O.1.36), triazophos (O.1.37), trichlorphone (O.1.38); - the carbamates: alanicarb (O.2.1), aldicarb (O.2.2), bendiocarb (O.2.3), benfuracarb (O.2.4), carbaryl (O.2.5), carbofuran (O.2.6), carbosulfan (S .2.7), fenoxycarb (O.2.8), furathiocarb (O.2.9), methiocarb (O.2.10), methomyl (O.2.11), oxamyl (O.2.12), pirimicarb (O.2.13), propoxur (O.2.11) 2.14), thiodicarb (O.2.15), triazamate (O.2.16); - the pyrethroids: allethrin (O.3.1), bifenthrin (O.3.2), cyfluthrin (O.3.3), cyhalothrin (O.3.4), cyphenothrin (O.3.5), cypermethrin (O.3.6), alpha-cypermethrin (O.3.7), beta-cypermethrin (O.3.8), zeta-cypermethrin (O.3.9), deltamethrin (O.3.10), esfenvalerate (O.3.11), etofenprox (O.3.11), fenpropathrin (O.3.12 ), fenvalerate (O.3.13), imiprothrin (O.3.14), lambda-cyhalothrin (O.3.15), permethrin (O.3.16), pralethrin (O.3.17), pyrethrin I and II (O.3.18), resmethrin (O.3.19), silafluofen (O.3.20), tau-fluvalinate (O.3.21), tefluthrin (O.3.22), tetramethrin (O.3.23), tralomethrin (O.3.24), transfluthrin (O.3.25), profluthrin (O.3.26), dimefluthrin (O.3.27); - insect growth regulators: (a) chitin synthesis inhibitors: benzoylureas, chlorfluazuron (O.4.1), cyramazine (O.4.2), diflubenzuron (O.4.3), flucycloxuron (O.4.4), flufenoxuron (O.4.5), hexaflumurone (O.4.6), lufenuron (O.4.7), novalurone (O.4.8), teflubenzuron (O.4.9), triflumurone (O.4.10); buprofezine (O.4.11), diophenolane (O.4.12), hexythiazox (O.4.13), etoxazol (O.4.14), clofentazine (O.4.15); (b) ecdysone antagonists: halofenozide (O.4.16), methoxyfenozide (O.4.17), tebufenozide (O.4.18), azadirachtin (O.4.19); (c) the juveniles: pyriproxyfen (O.4.20), metoprene (O.4.21), fenoxycarb (O.4.22); (d) lipid biosynthesis inhibitors: spirodiclofen (O.4.23), spiromesifen (O.4.24), spirotetramate (O.4.24); - nicotinic receptor agonist / antagonist compounds: clothianidin (O.5.1), dinotefuran (O.5.2), flupyradifurone (O.5.3), imidacloprid (O.5.4), thiamethoxam (O.5.5), nitenpyram (O.5.6). ), acetamiprid (O.5.7), thiacloprid (O.5.8), 1-(2-chloro-thiazol-5-ylmethyl)-2-nitrimino-3,5-dimethyl-[1,3,5]triazine (O .5.9); - GABA antagonist compounds: endosulfan (O.6.19, ethiprole (O.6.2), fipronil (O.6.3), vaniliprol (O.6.4), pyrafluprol (O.6.5), pyriprole (O.6.6), amide 5-amino-1-(2,6-dichloro-4-methyl-phenyl)-4-sulfinamoyl-1H-pyrazol-3-carbothioic acid (O.6.7); - macrocyclic lactone insecticides: abamectin (O .7.1), emamectin (O.7.2), milbemectin (O.7.3), lepimectin (O.7.4), spinosad (O.7.5), spinetoram (O.7.6); - the mitochondrial electron transport inhibitor acaricides ( METI) I: fenazaquin (O.8.1), pyridaben (O.8.2), tebufenpyrad (O.8.3), tolfenpyrad (O.8.4), flufenerim (O.8.5); - METI compounds II and III: acequinocyl (O.9.1), fluaciprim (O.9.2), hydramethylnon (O.9.3); - uncouplers: chlorfenapyr (O.10.1); - inhibitors of oxidative phosphorylation: cyhexatin (O.11.1), diafenthiuron (O .11.2), fenbutatin oxide (O.11.3), propargite (O.11.4); - compounds that disrupt feather exchange: cyromazine (O.12.1); - function oxidase inhibitors mixed: piperonyl butoxide (O.13.1); - sodium channel blockers: indoxacarb (O.14.1), metaflumizone (O.14.2); - ryanodine receptor inhibitors: chlorantraniliprole (O.15.1), cyantraniliprol (O.15.2), flubendiamide (O.15.3), N-[4,6-dichloro-2-[(diethyl-lambda-4-sulfaniliden )carbamoyl]-phenyl]-2-(3-chloro-2-pyridyl)-5-(trifluoromethyl)pyrazole-3-carboxamide (0.15.4); N-[4-chloro-2-[(diethyl-lambda-4-sulfaniliden)carbamoyl]-6-methyl-phenyl]-2-(3-chloro-2-pyridyl)-5-(trifluoromethyl)pyrazol-3- carboxamide (0.15.5); N-[4-chloro-2-[(di-2-propyl-lambda-4-sulfaniliden)carbamoyl]-6-methyl-phenyl]-2-(3-chloro-2-pyridyl)-5-(trifluoromethyl) pyrazole-3-carboxamide (0.15.6); N-[4,6-dichloro-2-[(di-2-propyl-lambda-4-sulfaniliden)carbamoyl]-phenyl]-2-(3-chloro-2-pyridyl)-5-(trifluoromethyl)pyrazol- 3-carboxamide (0.15.7); N-[4,6-dichloro-2-[(diethyl-lambda-4-sulfaniliden)carbamoyl]-phenyl]-2-(3-chloro-2-pyridyl)-5-(difluoromethyl)pyrazole-3-carboxamide ( O.15.8)); N-[4,6-dibromo-2-[(di-2-propyl-lambda-4-sulfaniliden)carbamoyl]-phenyl]-2-(3-chloro-2-pyridyl)-5-(trifluoromethyl)pyrazol- 3-carboxamide (0.15.9), N-[4-chloro-2-[(di-2-propyl-lambda-4-sulfaniliden)carbamoyl]-6-cyano-phenyl]-2-(3-chloro-2 -pyridyl)-5-(trifluoromethyl)pyrazole-3-carboxamide (O.15.10); N-[4,6-dibromo-2-[(diethyl-lambda-4-sulfaniliden)carbamoyl]-phenyl]-2-(3-chloro-2-pyridyl)-5-(trifluoromethyl)pyrazole-3-carboxamide ( O.15.11); - others: benclothiaz (O.16.1), biphenazate (O.16.2), cartap (O.16.3), flonicamide (O.16.4), pyridalyl (O.16.5), pymetrozine (O.16.6), sulfur (S. 16.7). ,14), pyrifluquinazone (O.16.15) and 1,1'-[(3S,4R,4aR,6S,6aS,12R,12aS,12bS)-4-[[(2-cyclopropylacetyl)oxy] cyclopropanoacetic acid ester] methyl]-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-12-hydroxy-4,6a,12b-trimethyl-11-oxo-9-(3-pyridinyl)-2H ,11H-naphtho[2,1-b]pyran[3,4-e]pyran-3,6-diyl] (O.16.16); and thioxazafen (O.16.17).
[0585] The active substances referred to as component 2, their preparation and their activity, for example, against harmful fungi is known (cf.: http://www.alanwood.net/pesticides/); these substances are commercially available. The compounds described by the IUPAC nomenclature, their preparation and their pesticidal activity are also known (cf. Can J. Plant Sci 48 (6), 587-94, 1968; EP A 141.317; EP-A 152.031; A EP-A 226,917; EP A 243,970; EP A 256,503; EP-A 428,941; EP-A 532,022; EP-A 1,028,125; EP-A 1,035,122; EP A 1,201,648; EP A 1,122,244, JP 2002/316,902 DE 19,650,197; DE 10,021,412; DE 102,005,009,458; US 3,296,272; US 3,325,503; WO 1998/46608; WO 1999/14187; WO 1999/24413; WO 1999/27783; WO 2000/29404 WO 2000/46148; WO 2000/65913; WO 2001/54501; WO 2001/56358; WO 2002/22583; WO 2002/40431; WO 2003/10149; WO 2003/11853; WO 2003/14103; WO 2003/16286 WO 2003/53145; WO 2003/61388; WO 2003/66609; WO 2003/74491; WO 2004/49804; WO 2004/83193; WO 2005/120234; WO 2005/123689; WO 2005/123690; WO 2005/63721 WO 2005/87772; WO 2005/87773; WO 2006/15866; WO 2006/87325; WO 2006/87343; WO 2007/82098; WO 2007/90624, WO 2011/028657, WO 2012/168188, WO 2007/006670 , WO 2011/77514; WO 2013/047749, WO 2010/069882, WO 2 013/047441, WO 2003/16303, WO 2009/90181, WO 2013/007767, WO 2013/010862, WO 2013/127704, WO 2013/024009, WO 2013/024010 and WO 2013/047441, WO 2013/162072, WO 2013/092224, WO 2011/135833).
[0586] The present invention further relates to agrochemical compositions comprising a mixture of at least one compound I (component (1) and at least one other active substance useful for the protection of plants, for example, selected to from the groups (A) to (O) (component (2), in particular at least one additional fungicide selected from the biopesticide groups (A) to (K) as described above and, if desired, a suitable solvent or solid vehicle. These mixtures are of special interest, since many of them, with the same application rate, show greater efficiency against harmful fungi. In addition, the harmful fungi combat with a mixture of compounds I and At least one fungicide from groups (A) to (K), as described above, is more efficient than combating these fungi with individual compounds I or individual fungicides from groups (A) to (K).
[0587] By applying the compounds I, together with at least one active substance from the groups (A) to (O), a synergistic effect can be obtained, that is, more than the simple addition of the individual effects is obtained (synergistic compositions).
[0588] This can be achieved by applying the compounds I and at least one additional active substance simultaneously, or together (eg as tank mix) or separately, or in succession, in that time interval among the individual applications is selected to ensure that the active substance applied for the first time still occurs at the site of action in a sufficient quantity at the time of application of the additional active substance(s). The order of application is not essential to the work of the present invention.
[0589] When applying a compound of the present invention and a pesticide II sequentially, the time between the two applications can vary, for example, between 2 hours to 7 days. A wider range is also possible, ranging from 0.25 hours to 30 days, preferably from 0.5 hours to 14 days, in particular from 1 hour to 7 days or from 1, 5 hours to 5 days, most preferably from 2 hours and 1 day. In binary mixtures and compositions according to the present invention, the weight ratio of component (1) to component (2), in general, depends on the properties of the active components used, usually in the range from 1:100 to 100:1, regularly in the range from 1:50 to 50:1, preferably in the range from 1:20 to 20:1, more preferably in the range from 1:10 and 10: 1, most preferably in the range from 1:4 to 4:1 and especially in the range from 1:2 to 2:1.
[0590] According to another embodiment of binary mixtures and compositions, the weight ratio of component (1) to component (2) is usually in the range from 1000:1 to 1:1, usually in the range a from 100:1 to 1:1 regularly in the range from 50:1 to 1:1, preferably in the range from 20:1 to 1:1, most preferably in the range from 10:1 to 1:1, most preferably in the range from 4:1 to 1:1 and especially in the range from 2:1 to 1:1.
[0591] According to another embodiment of binary mixtures and compositions, the weight ratio of component (1) to component (2) usually is in the range from 1:1 to 1:1000, usually is in the range a from 1:1 to 1:100 regularly in the range from 1:1 to 1:50, preferably in the range from 1:1 to 1:20, more preferably in the range from 1:1 to 1:10, most preferably in the range from 1:1 to 1:4, especially in the range from 1:1 to 1:2.
[0592] In ternary mixtures, the compositions i.e., according to the present invention, comprising component (1) and component (2) and a compound III (component 3), the proportion by weight of component (1) and component (2) depends on the properties of the active substances used, in general it is in the range from 1:100 to 100:1, regularly in the range from 1:50 to 50:1, preferably in the range from 1:20 to 20:1, preferably in the range from 1:10 to 10:1 and especially in the range from 1:4 to 4:1, and the proportion by weight of the component (1) and component 3), in general, is in the range from 1:100 to 100:1, regularly in the range from 1:50 to 50:1, preferably in the range from 1:20 to 20 :1, more preferably in the range from 1:10 to 10:1 and especially in the range from 1:4 to 4:1.
[0593] Any additional active components, if desired, are added in a ratio of 20:1 to 1:20 for component (1).
[0594] These proportions are also suitable for the mixtures of the present invention applied through seed treatment.
[0595] When mixtures comprising microbial pesticides are employed in crop protection, application rates preferably range from about 1 x 106 to 5 x 1015 (or more) CFU/ha. Preferably, the spore concentration is from about 1 x 107 to about 1 x 1011 CFU/ha. In the case of nematodes (entomopathogenic) such as microbial pesticides (eg Steinernema feltiae), application rates preferably range from about 1 x 105 to 1 x 1012 (or more), more preferably from about 1 x 108 to 1 x 1011, most preferably from 5 x 108 to 1 x 1010 individuals (for example, in the form of eggs, juveniles or any other living stages, preferably in a juvenile infective stage) per there is.
[0596] When mixtures comprising microbial pesticides are employed in seed treatment, application rates in relation to plant propagation material preferably range from about 1 x 106 to 1 x 1012 (or more ) CFU / seed. Preferably, the concentration is from about 1 x 106 to about 1 x 1011 CFU/seed. In the case of microbial pesticides II, the application rates relative to plant propagation material also preferably range from about 1 x 107 and 1 x 1014 (or more) CFU per 100 kg of seed, preferably, starting at 1 x 109 and about 1 x 1011 CFU per 100 kg of seed.
[0597] Preference is also given to mixtures which comprise, as component (2), at least one active substance selected from group (A), which is especially selected from (A.1.1), (A.1.4 ), (A.1.8), (A.1.9), (A.1.12), (A.1.13), (A.1.14), (A.1.17), (A.1.19), (A.1.21), (A.2.1), (A.2.2), (A.3.2), (A.3.3), (A.3.4), (A.3.7), (A.3.8), (A.3.9), (A. .3.12), (A.3.14), (A.3.15), (A.3.16), (A.3.19), (A.3.20), (A.3.21), (A.3.22), (A.3.23 ), (A.3.24), (A.3.25), (A.3.26), (A.3.27); (A.4.5), (A.4.6), (A.4.8), (A.4.9), (A.4.11), (A.1.23), (A.1.24) and (A.1.25).
[0598] Preference is given to mixtures which comprise as component (2) at least one active substance selected from group (B), which is especially selected from (B.1.4), (B.1.5), diniconazole (B.1.6), (B.1.8), (B.1.10), (B.1.11), (B.1.12), (B.1.17), (B.1.18), (B.1.21), ( B.1.22), (B.1.23), (B.1.25), (B.1.26), (B.1.27), (B.1.28), (B.1.29), uni (B.1.31), (B. .1.32), (B.1.33), (B.1.34), (B.1.35), (B.1.36), (B.1.37), (B.1.38), (B.1.39), (B. .1.40), (B.1.41), (B.1.42), (B.1.44), (B.1.46), (B.1.49) and (B.1.50; (B.2.2), (B.2.4) , (B.2.5), (B.2.6), piperalin (B.2.7), (B.2.8), and (B.3.1).
[0599] Preference is given to mixtures which comprise, as component (2), at least one active substance selected from group (C), which is especially selected from (C.1.4), (C.1.5) , (C.1.6), and (C.2.4).
[0600] Preference is given to mixtures that comprise, as component (2), at least one active substance selected from group D), which is especially selected from (D1.1), (D1.2), ( D1.4), (D1.5); (D2.2), (D2.4), (D2.5), (D2.6) and (D2.7);
[0601] Preference is also given to mixtures which comprise, as component (2), at least one active substance selected from group (E), which is especially selected from (E.1.1), (E.1.2 ), and (E.1.3);
[0602] Preference is also given to mixtures that comprise, as component (2), at least one active substance selected from group (F), which is especially selected from (F.1.2), (F. 1.4), (F.1.5), (F.1.6) and (F.2.1).
[0603] Preference is also given to mixtures which comprise as component (2) at least one active substance selected from group G), which is especially selected from (G.3.1), (G.3.2), (G.3.3), (G.3.4), (G.3.5), (G.3.6), (G.4.1) and (G.5.1).
[0604] Preference is also given to mixtures which comprise, as component (2), at least one active substance selected from group H), and which is especially selected from (H.1.2), (H.1.3 ), copper oxychloride (H.1.4), (H.1.5), (H.1.6); (H.2.2), (H.2.5), (H.2.7), (H.3.2), (H.3.3), (H.3.4), (H.3.5), (H.3.6), (H. .3.12); (H.4.2), (H.4.6), dithianone (H.4.9) and (H.4.10).
[0605] Preference is also given to mixtures which comprise, as component (2), at least one active substance selected from group (I), which is especially selected from (I.2.3) and (I.2.5 ).
[0606] Preference is also given to mixtures which comprise, as component (2), at least one active substance selected from group (J), which is especially selected from (J.1.1), (J.1.2 ), (J.1.3), (J.1.4), (J.1.6), (J.1.7), (J.1.8) and (J.1.9).
[0607] Preference is also given to mixtures which comprise, as component (2), at least one active substance selected from the group (K), which especially is selected from (K.1.4), (K. 1.5), (K.1.8), (K.1.12), (K.1.14), (K.1.15), (K.1.19) and (K.1.22).
[0608] Consequently, the present invention still relates to compositions comprising a compound I (component (1) and a pesticide II (component (2)), the pesticide II is selected from the column "Co. 2" of the rows of C-1 to C-584 of Table C.
[0609] Another realization refers to the compositions from C-1 to C-584 listed in Table C, in which a line in Table C, in each case, corresponds to a fungicidal composition that comprises as active components one of the individual compounds of Formula I of the present invention (component (1) and the respective pesticide II from groups (A) to (O) (component (2) indicated in the line in question. Preferably, the described compositions comprise the active components in synergistically effective amounts .TABLE C
[0610] Compositions comprising as active components an individualized compound I (I) (in Column 1 Co.) and as component (2) (in Column Co. 2) a pesticide from groups (A) to (O) [which is coded for example as (A.1.1) for azoxystrobin as defined above].














[0611] Mixtures of active substances can be prepared as compositions that comprise, in addition to the active ingredients, at least one inert (auxiliary) ingredient by usual means, for example, for the meanings given for the compositions of compounds I.
[0612] In relation to the usual ingredients of these compositions, reference is made to the explanations given for the compositions containing the compounds I.
[0613] The active substance mixtures, according to the present invention, are suitable as fungicides, as are the compounds of Formula I. They are distinguished by an excellent efficacy against a wide spectrum of phytopathogenic fungi, especially of the Ascomycete classes , Basidiomycetes, Deuteromycetes and Peronosporomycetes (syn. Oomycetes). Furthermore, they refer to explanations regarding the fungicidal activity of the compounds and the compositions containing the compounds I, respectively. I. SYNTHESIS EXAMPLES EXAMPLE 1 SYNTHESIS OF 1-[2-CHLORINE-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL]-1-CYCLOPROPYL-2- (1,2,4-TRIAZOL-1 -YL)ETHANOL
[0614] The title compound was prepared according to the following Scheme:
(4-BROMO-2-CHLORO-Phenyl)-CYCLOPROPYL-METHANONE
[0615] A solution of 4-bromo-2-chloro-1-iodo-benzene (250 g) in 0.5L of THF was cooled to -20°C and a solution of iPrMgCl (780 ml, 1.3) was added. eq) keeping the reaction temperature at -20°C. After HPLC control indicated complete conversion, the Grignard solution was transferred to a previously prepared mixture of cyclopropanecarbonyl chloride (107 g), AlCl3 (3.2 g) , LiCl (2.0 g) and CuCl (2.34 g) in 1 L of tetrahydrofuran at 25 to 35°C with slight cooling. After HPLC indicated complete conversion, the reaction mixture was added to aqueous NH4Cl (1 L). Extraction with tert-butyl methyl ether (3*1 L), extraction of the combined organic phases with brine (500 mL) and Na2SO4 yielded the target compound which was used in the next reaction without further purification.
[0616] 1H NMR (300 MHz, CDCl3): δ = from 0.8 to 1.2 (4H), 2.40 (1H), from 7.25 to 7.60 (3H). 2-(4-BROMO-2-CHLORO-PHENYL)-2-CYCLOPROPYL-OXYRAN
[0617] To KOtBu (90.4 g) in DMSO (800 mL) was added the Me3SI (195 g) in several portions. After stirring for 1 h, a solution of (4-bromo-2-chloro-phenyl)-cyclopropyl-methanone (220 g) was added. After 48 h, the reaction mixture was added to water (3 L) and extracted with EtOAc (3 * 1 L). The combined organic phases were dried with brine (1 L) and Na2SO4. The compound was used without further purification in the next step.
[0618] 1H NMR (300 MHz, CDCl3): δ = from 0.4 to 1.2 (5H), 2.8 (1H), 3.00 (1H), from 7.20 to 7.65 (3H) ). 1 -(4-BROMO-2-CHLORO-Phenyl)-1 -CYCLOPROPYL-2-(1,2,4-TRIAZOL-1 -YL)ETHANOL
[0619] 2-(4-Bromo-2-chloro-phenyl)-2-cyclopropyl-oxirane (211 g, crude), NaOH (62 g) and 1,2,4 triazole (213 g) in N-methyl -2-pyrrolidone (1 L) were heated at 120°C for 1 h. HPLC indicated complete conversion. The reaction mixture was added to aqueous NH4Cl solution (1 L) and extracted with tert-butyl methyl ether (3 * 1 L). The combined organic phases were dried with brine and Na2SO4 to obtain the crude product. Crystallization from (i-propyl) 2 O gave the product (108 g) as an off-white solid.
[0620] 1H NMR (300 MHz, CDCl3): δ = 0.2 (1H), 0.4 (2H), 0.6 (1H), 2.75 (1H), 4.55 (2H), 5 .35 (1H), 7.25), 7.50 (2H), 7.85 (1H), 8.00 (1H). 1 -[2-CHLORINE-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL]-1 - CYCLOPROPYL-2-(1,2,4-TRIAZOLE- 1 -IL) ETHANOL
[0621] 1-(4-Bromo-2-chloro-phenyl)-1-cyclopropyl-2-(1,2,4-triazol-1-yl)ethanol (30 g), KOAcH (5.7 g) and bis-pinacolato-diboron (17.3 g) were refluxed in 1,4-dioxane (50 ml) for 4 h. The reaction mixture was added to an ice-cold NH4Cl solution and extracted with tert-butyl methyl ether (2 x 200 mL). The organic phase was washed with NH4Cl solution and brine, dried over Na2SO4 and evaporated. The crude product was crystallized from MeCN (150 ml) and the product was obtained as an off-white solid (13.2 g).
[0622] 1H NMR (300 MHz, CDCl3): δ = 0.20 (1H), 0.40 (2H), 0.70 (1H), 1.30 (12H), 1.80 (1H), 4 .55 (2H), 5.45 (1H)), 7.60 (2H), 7.75 (1H), 7.80 (1H), 7.95 (1H). EXAMPLE 2 SYNTHESIS OF 3-CHLORO-4-[1-CYCLOPROPYL-1-HYDROXY-2-(1,2,4-TRIAZOL-1 -YL)ETHYL]PhenOL (1)

[0623] To a solution of crude boronic ester (5 g in 50 mL of MeOH) was slowly added H2O2 (37% in H2O) keeping the temperature below 30°C using an ice bath. Upon completion (HPLC control) 2.4 g of NaOH in 100 ml of H2O were added and the aqueous phase was extracted with methyl tert-butyl ether (2 x 200 ml). The pH value was adjusted to about 5 and after extraction with tert-butyl methyl ether (2 * 200 mL) and solvent evaporation, the crude product was crystallized from (i-propyl)2O to the target compound is obtained as an off-white solid 1.2 g).
[0624] HPLC-MS (MSD4): RT = 0.801 [M = 280, [M+]]. EXAMPLE 3 ADDITIONAL COMPOUNDS OF FORMULA II
[0625] In analogy, the following compounds were synthesized:
EXAMPLE 4 COMPOUNDS OF FORMULA I - 1-(4-allyloxy-2-chloro-phenyl)-1-cyclopropyl-2-(1,2,4-triazol-1-yl)ethanol

[0626] To a solution of phenol (1) (250 mg) and Cs2CO3 (440 mg) in THG (5 ml) was added 1-iodo-2-propene (190 mg) at room temperature (20°C). After stirring for 16 h, the reaction mixture was diluted with tert-butyl methyl ether (20 mL) and extracted with saturated aqueous NH 4 Cl solution. The organic solution was dried with Na2SO4 and evaporated. The crude compound was purified by column chromatography (cy / EA) and obtained as an oil (136 mg).
[0627] HPLC-MS (MSD4): RT = 1.064 [M = 320, [M+]]. 1 -[4-(2-BROMO-1,1,2,2-TETRAFLUORO-ETOXY)-2-CHLORO-Phenyl]-1-CYCLOPROPYL-2-(1,2,4-TRIAZOL-1-IL)ETHANOL (5)

[0628] A mixture of phenol (1) (500 mg) from Cs 2 CO 3 (870 mg) and dibromotetrafluoro ethane (930 mg) in dimethylsulfoxide (5 ml) was heated at 50°C for three days. After dilution with tert-butyl methyl ether and extraction with H2O followed by drying with Na2SO4 the title compound was obtained as a yellow oil.
[0629] HPLC-MS (MSD4): RT = 1,220 [M = 460, [M + H+]]. 1 -[2-CHLORINE-4-(1,1,2,2-TETRAFLUOROETOXY)PHENYL]-1 -CYCLOPROPYL-2-(1,2,4-TRIAZOL-1-IL) ETHANOL

[0630] The bromine compound (5) (500 mg) was dissolved in AcOH (10 ml) and heated to 50°C. Zn powder (210 mg) was added in 3 portions. After stirring for 16 h, water (100 ml) was added and the aqueous phase was extracted with ethyl acetate (2 x 100 ml) and purified using column chromatography. The target compound (350 mg) was obtained as a colorless oil.
[0631] HPLC-MS (MSD4): RT = 1.115 [M = 380, [M + H+]]. 1 -[2-CHLORINE-4-(DIFLUOROMETOXY) PHENYL]-1 -CYCLOPROPYL-2-(1,2,4-TRIAZOL-1 -YL)ETHANOL

[0632] The phenol (1) (250 mg) and KOH (1 g) were dissolved in MeCN / H2O (10 mL, 1:1 v/v) and cooled to -78°C. The difluoro-bromomethyl-diethylphosphonate ( 480 mg) was added in one portion and warmed to room temperature (20°C) overnight. Methyl-tert-butyl ether (200 mL) was added and the organic phases were extracted with saturated aqueous NH 4 Cl solution and water. After drying with Na2SO4 and evaporation of the solvent, the crude product was purified by column chromatography and obtained as a clear oil (118 mg).
[0633] HPLC-MS (MSD4): RT = 1.003 [M = 329, [M+]]. 1 -[2-CHLORINE-4-(1,1,2,3,3,3-HEXAFLUOROPROPOXY)PHENYL]-1 -CYCLOPROPYL-2-(1,2,4-TRIAZOL-1-IL)ETHANOL

[0634] Phenol (1) (250 mg) and tetrabutylammonium iodide (33 mg) were dissolved in THF / KOH (1 N) (1:1, 10 mL). At room temperature (20°C), hexafluoropropene was bubbled through the reaction mixture until complete conversion was indicated by HPLC. The reaction mixture was diluted with saturated aqueous NH4Cl solution (100 mL) and extracted with ethyl acetate (2 x 100 mL). Purification by MPLC yielded the target compound as a colorless oil (210 mg).
[0635] HPLC-MS (MSD4): RT = 1.174 [M = 430, [M+]]. EXAMPLE 5 OTHER COMPOUNDS OF FORMULA I
[0636] The following derivatives were synthesized by analogy with the above mentioned derivatives.
EXAMPLE 6 ANOTHER COMPOUND OF FORMULA I 3-CHLORO-4-(2-HYDROXY-1 -(1H-1,2,4-TRIAZOL-1 -IL)BUTAN-2-YL)PHENOL

[0637] To a solution of the bromide (38.7 g, 1.0 eq) in 1,4-dioxane (400 mL) were added the bis-pinacolate diboron (44.6 g, 1.5 eq), solid K2CO3. (28.7 g, 2.5 eq) and Pd(dppf) Cl 2 (7.91 g, 0.1 eq) successively and the mixture was heated at 100°C for 4 h. After cooling to room temperature, a saturated NH 4 Cl solution was added and the product was extracted into tert-butyl methyl ether. The combined organic extracts were washed with brine, dried over Na2SO4 and concentrated under reduced pressure. The residue was filtered through a silica gel plug to provide a crude product (50.0 g) which was directly used in the next step.
[0638] The crude material was immediately dissolved in methanol (650 mL) and treated with H2O2 (30%, 22.5 g, 1.5 eq) and NaOH (15.9 g, 1.5 eq). The mixture was vigorously stirred for 1 hour at room temperature and then diluted with tert-butyl methyl ether, before carefully adding the 2M HCl to adjust to a pH of about 3. After phase separation , the aqueous layer was extracted with tert-butyl methyl ether. The organic extracts were combined, washed with Na2S2O3 and brine and dried over Na2SO4. After removing the solvent under reduced pressure, the crude product was purified by column chromatography (heptane / EtOAc) to yield the target compound (7.30 g, 21%) as a colorless oil.
[0639] 1H NMR (500 MHz, CDCl3, 298 K): δ [pm] = 0.75 (3H), 1.25 (1H), from 1.80 to 1.90 (1H), 2.35 ( 1H), 4.45 (1H), 5.15 (1H), 5.20 (1H), 6.55 (1H), 6.80 (1H), 7.45 (1H), 7.80 (1H ), 7.90 (1H). 2-(2-CHLORINE-4-((2,4-DICHLOROBENZYL)OXY)PHENYL)-1 -(1H-1,2,4-TRIAZOL-1 -IL) BUTAN-2-OL

[0640] To a solution of the phenol (0.20 g, 1.0 eq) in acetone (10 mL) was added the K2CO3 (0.26 g, 2.5 eq), n-Bu4NI (0.03 g, 0.1 eq) and 2,4-dichlorobenzyl chloride (0.22 g, 1.5 eq). The mixture was stirred at room temperature for 2.5 h before HPLC indicated complete conversion and the reaction was quenched by the addition of water. The product was extracted into tert-butyl methyl ether, and the combined organic extracts were washed with brine and dried over Na2SO4. The solvent was removed under reduced pressure and purification of the residue via flash column chromatography provided the title compound (0.32 g, 76%) as a white solid.
[0641] Mp.: 103°C; HPLC: tR = 1.295 min.
[0642] 1H NMR (400 MHz, CDCl3, 298 K): δ [pm] = 0.75 (3H), 1.751.90 (1H), from 2.25 to 2.35 (1H), 4.45 ( 1H), 4.60 (1H), 5.05 (1H), 5.25 (1H), 6.72 (1H), 6.95 (1H), 7.30 (1H), 7.45 (1H ), 7.55 (1H), 7.80 (1H), 7.90 (1H). EXAMPLE 7 OTHER FORMULA I COMPOUNDS
[0643] The following derivatives were synthesized by analogy with the above mentioned derivatives.
MICROTEST
[0644] The active compounds were formulated separately as a stock solution with a concentration of 10,000 ppm in dimethyl sulfoxide. ACTIVITY AGAINST GRAY MOLD IN BOTRYTIS CINEREA GREEN PEPPER IN THE MICROTITULATION TEST (BOTRCI P1)
[0645] Stock solutions were mixed according to proportion, pipetted into a microtiter plate (MTP) and diluted with water to the indicated concentrations. A suspension of Botrci cinerea spores in an aqueous biomalt or yeast-bactopeptone-sodium acetate solution was then added. The plates were placed in a chamber saturated with water vapor at a temperature of 18°C. Using an absorption photometer, MTPs were measured at 405 nm 7 days after inoculation. ACTIVITY AGAINST PYRICULARIA ORYZAE RICE BRUSONE IN THE MICROTITULATION TEST (PYRIOR)
[0646] Stock solutions were mixed according to proportion, pipetted into a microtiter plate (MTP) and diluted with water to the indicated concentrations. A suspension of Pyricularia oryzae spores in an aqueous biomalt or yeast-bactopeptone-glycerin solution was then added. The plates were placed in a chamber saturated with water vapor at a temperature of 18°C. Using an absorption photometer, MTPs were measured at 405 nm 7 days after inoculation. ACTIVITY AGAINST WHEAT LEAF STAINING CAUSED BY SEPTORIA TRITICI (SEPTTR)
[0647] Stock solutions were mixed according to proportion, pipetted into a microtiter plate (MTP) and diluted with water to the indicated concentrations. A suspension of Septoria tritici spores in an aqueous biomalt or yeast-bactopeptone-glycerin solution was then added. The plates were placed in a chamber saturated with water vapor at a temperature of 18°C. Using an absorption photometer, the MTPs were measured at 405 nm 7 days after inoculation.
[0648] The measured parameters were compared with the growth of the active compound-free control variant (100%) and the compound-free and fungus-free active white value to determine the relative growth in percentage (%) of pathogens in the respective pathogens. active compounds.

权利要求:
Claims (11)
[0001]
1. COMPOUNDS, characterized by being of Formula I:
[0002]
2. COMPOUNDS according to claim 1, characterized in that R4, R5 and R6, independently, are selected from hydrogen, halogen, C1-C4 alkyl, C1-C4 halogenalkyl, C1-C4 alkoxy, C1-C4 halogenalkoxy, C2-C4 alkenyl, C2-C3 halogenalkenyl, unsubstituted and substituted C2-C4 alkynyl, unsubstituted and substituted C3-C6 cycloalkyl, in which the aliphatic portions of R4, R5 and R6 are unsubstituted or further substituted with one, two, three or four Ra, and wherein the cycloalkyl portions of R4, R5 and R6 are unsubstituted or further substituted with one, two, three or four Rb.
[0003]
3. COMPOUNDS according to any one of claims 1 to 2, characterized in that R4, R5 and R6, independently, are selected from hydrogen, F, Cl, C1-C4 alkyl, C1-C2 haloalkyl, C1-C2 alkoxy , C1-C2 haloalkoxy and cyclopropyl, wherein the aliphatic portions of R4, R5 and R6 are unsubstituted or further substituted with one, two, three or four Ra, and wherein the cycloalkyl portions of R4, R5 and R6 are unsubstituted or even substituted with one, two, three or four Rb.
[0004]
4. COMPOUNDS according to any one of claims 1 to 3, characterized in that Ra and Rb, independently, are selected from halogen, CN and OH.
[0005]
COMPOUNDS according to any one of claims 1 to 4, characterized in that R3 is F, Cl or Br.
[0006]
6. COMPOUNDS according to any one of claims 1 to 5, characterized in that R2 is hydrogen.
[0007]
7. COMPOUNDS according to any one of claims 1 to 6, characterized in that R1 is selected from methyl, ethyl, n-propyl, isopropyl, CH2C(CH3)3, CH2CH(CH3)2, CF3, C2-alkenyl C6, C2-C6 alkynyl, C3-C6 cycloalkyl, 1-fluoro-cyclopropyl and 1-chloro-cyclopropyl.
[0008]
8. COMPOSITION, characterized in that it comprises a compound of Formula I as defined in any one of claims 1 to 7, an N-oxide or its agriculturally acceptable salt.
[0009]
9. COMPOSITION according to claim 8, characterized in that it further comprises an additional active substance.
[0010]
10. USE OF A COMPOUND of Formula I as defined in any one of claims 1 to 7, and/or its agriculturally acceptable salt or compositions as defined in any one of claims 8 to 9, characterized in that it is for combating of phytopathogenic fungi.
[0011]
11. METHOD FOR COMBATING HARMFUL FUNGI, characterized in that it comprises the treatment of fungi or materials, plants, soil or seeds to be protected against fungal attack with an effective amount of at least one compound of Formula I as defined in any one of claims 1 to 7, or a composition as defined in any one of claims 8 to 9.

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法律状态:
2019-08-27| B06U| Preliminary requirement: requests with searches performed by other patent offices: procedure suspended [chapter 6.21 patent gazette]|

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2021-05-11| B09A| Decision: intention to grant [chapter 9.1 patent gazette]|

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2021-06-22| B16A| Patent or certificate of addition of invention granted|Free format text: PRAZO DE VALIDADE: 20 (VINTE) ANOS CONTADOS A PARTIR DE 05/06/2015, OBSERVADAS AS CONDICOES LEGAIS. |

优先权:

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申请号 | 申请日 | 专利标题

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EP14171468|2014-06-06|

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EP14171468.3|2014-06-06|

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PCT/EP2015/062534|WO2015185708A1|2014-06-06|2015-06-05|Substituted [1,2,4]triazole compounds|

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