USE OF TETRAMIC ACID DERIVATIVES AS NEMATICIDES AND METHOD FOR REDUCING DAMAGE CAUSED BY NEMATODES T

专利摘要:
use of tetramic acid derivatives as nematicides. use of a tetramic acid compound according to formula (i) or (i ') with a second nematicide as a treatment for crop plants to combat and control nematodes in the soil of said crop plants.
公开号:BR112015029576B1
申请号:R112015029576-2
申请日:2014-05-21
公开日:2020-09-15
发明作者:Anke Buchholz；Fabienne Hatt
申请人:Syngenta Participations Ag；
IPC主号:

专利说明:

[001] The present invention relates to the use of tetramic acid derivatives known to combat and control nematodes living in the soil, in particular phytoparasitic. Methods for reducing global damage and losses in plant health, vigor and yield caused by plant parasitic nematodes are disclosed. In another embodiment, methods of treating plants are described to reduce damage by nematodes by applying a seed and / or soil treatment followed by a leaf treatment.
[002] Nematodes are microscopic non-segmented worms known to reside in virtually any type of environment (terrestrial, freshwater, marine). Of the more than 80,000 known species, many are agriculturally significant. One such species is the root nodule nematode that attacks a wide range of plants, shrubs, and crops. These soil-borne nematodes attack newly formed roots causing stunted growth, swelling or gall formation. The roots can then open, thereby exposing the roots to other microorganisms such as bacteria and fungi. With environmentally friendly practices such as reduced or absent crop farming, and several nematode species gaining resistance to transgenic seed, the loss of nematode-related crops appears to be increasing.
[003] Chemical nematicides such as fumigating or non-fumigating soil have been in use for many years to combat infestations. Such nematicides may require repeated applications of synthetic chemicals to the soil before or at planting. Due to their toxicity, chemical nematicides have been under scrutiny by the Environmental Protection Agency (EPA) and in some cases their use has been limited or restricted by the EPA. As the use of traditional chemical nematicides such as methyl bromide continues to decline, there has been a need to develop alternative treatment options.
[004] Damage to plant and crop yields by nematodes occurs throughout the growing season. Current practices treat seeds before planting or treat the soil around the plant. Nematicides are not typically applied in later growth stages, especially as a foliar application, mainly due to the limited availability of suitable nematicides, the ineffectiveness of available nematicides and due to damage to cultures made from effective but highly toxic and / or toxic nematicides. undesirable residues that remain in food-based crops. Instead, farmers have relied on a plant-based resistance approach to inhibit nematodes. This involves cultivating and improving strains / variants naturally occurring from cultures that are innately more resistant and tolerant to nematodes. This trait is then selectively introduced into several genetic seed strains. Although this has found some success, there is still significant crop loss due to nematode infestations during the planting and growth stages. Unfortunately, nematode infestation is difficult to detect visually because the effects are not immediately obvious. It has also been difficult to diagnose nematode infestation due to loss of performance.
[005] Therefore there remains a need for effective methods to reduce nematode infestation throughout the growth cycle. It is already known that certain cyclic ketoenols have
[006] It is already known that certain cyclic ketoenols have herbicidal, insecticidal and acaricidal properties. The derivatives disclosed in WO2009 / 049851, WO2010 / 066780 and WO2010 / 063670 are known to have insecticidal and / or acaricidal action. Other compounds in this class are known to have nematicidal effects (WO2009 / 085176) and mixtures of such derivatives with other nematicidal compounds (WO2011 / 100424). SUMMARY OF THE INVENTION
[007] Surprisingly it has now been determined that the compounds of formula (I)
wherein X, Y and Z are independently of each other methyl, ethyl, iso-propyl, n-propyl, methoxy, fluorine, bromine or chlorine; men are, independently of each other, 0, 1, 2 and m + n is 0, 1, 2; G is hydrogen, or a latency group; R is hydrogen, methyl, ethyl, iso-propyl, n-propyl, tert-butyl, sec-butyl, iso-butyl, or n-butyl; A is hydrogen, methyl, ethyl, n-propyl, iso-propyl, methoxy, ethoxy, methoxymethyl, ethoxymethyl, methoxyethyl; or an agrochemically acceptable salt or N-oxide thereof; and, more preferably, the compounds of the formula (I) in which, X, Y and Z are independently of each other methyl, ethyl, fluorine, bromine or chlorine; men are, independently of each other, 0, 1, 2 and m + n is 1, 2; G is hydrogen, or a latency group; R is hydrogen, methyl or ethyl; A is hydrogen, methyl, ethyl, methoxy, ethoxy; or an agrochemically acceptable salt or N-oxide thereof; and, most preferably, the compounds of formula (I) in which, X, Y and Z are independently of each other methyl or chlorine; men are, independently of each other, 0, 1, 2 and m + n is 1, 2; G is hydrogen, or a latency group; R is hydrogen, methyl; A is hydrogen, methyl, methoxy; or an agrochemically acceptable salt or N-oxide thereof; can be used as a treatment in crop plants to combat and control nematodes in the soil of said crop plants, i.e., used as a nematicide to protect crop plants. Preferably, the treatment is a foliar treatment of said culture plants. In a preferred embodiment, the treated crop plants are in need of protection from nematodes, in particular phytoparasitic nematodes.
[008] The compounds according to formula (I) can be used to reduce the population density of nematodes in the crop plants in the soil. Preferably, the treatment is a foliar treatment of said culture plants.
[009] The invention therefore encompasses a method for combating and controlling nematodes by (i) providing a compound according to formula (I) and (ii) treating the culture attacked by nematodes or susceptible to attack by nematodes with a compound of the formula (I).
[0010] In a preferred embodiment, the treated plants are in need of protection from nematodes, in particular phytoparasitic nematodes.
[0011] Preferably, the compound provided is formulated and / or mixed in tank with an adjuvant and / or diluted before being applied.
[0012] Preference is given to the use of the compound according to formula (I) to control phytoparasitic nematodes, more preferably in perennial cultures or in annual cultures.
[0013] Preference is given to the use of the compound according to formula (I) to control nematodes in cultures
[0014] Preference is given to the use of the compound according to formula (I) to control nematodes in annual cultures.
[0015] In another aspect, the invention also relates to a method for reducing damage by nematodes to a plant comprising (i) treating a seed before planting and / or treating the soil surrounding a planted seed or plant with a known nematicide (ii) followed by treatment of a plant area part of a plant obtained from the seed with a compound according to the formula (! '). wherein the compound of the formula (! ') is defined according to the following:
wherein X, Y and Z are independently C 1-4 alkyl, C 3-6 cycloalkyl, C 1-4 haloalkyl, C 1-4 alkoxy, halogen, phenyl or phenyl substituted with C 1-4 alkyl, C 1-4 haloalkyl, halogen or cyano; men are, independently of each other, 0, 1, 2 or 3 and m + n is 0, 1, 2 or 3; G is hydrogen, a metal, ammonium, sulfonium or a latent group; R is hydrogen, C1-6 alkyl, C1-6 haloalkyl, C1-6 cyanoalkyl, benzyl, C1-4 alkoxy (C1-4) alkoxy, C1-4 alkoxy (C1-4) alkyl (C1-4) or a selected group of G; and A is hydrogen, C1-6 alkyl, C1-6 haloalkyl, C3-6 cycloalkyl, C3_6alkyl (C1-4) cycloalkyl, or C3_6alkyl (C1-4) cycloalkyl where, in the cycloalkyl fraction, a methylene group is replaced by 0, S or NR0, where Ro is C1-6 alkyl or C1-6 alkoxy, or A is C2.6 alkenyl, C2_6 haloalkenyl, C3_6 alkynyl, C1-6 cyanoalkyl, benzyl, C1-4 alkoxy (C4-4) alkoxy, C1-4 alkoxy (C4_4) alkyl (C_4) alkyl (C_4), oxetanil, tetrahydrofuranyl, tetrahydropyranyl, C1-6 alkylcarbonyl, C4_carbonyl alkoxy, C3_6carbonyl cycloalkyl, N-di (C1-6 alkyl) carbamoyl, benzoyl, C1-6 sulfonyl alkyl, phenylsulfonyl, C1-4 alkylalkyl (4-alkyl) alkyl (C1-4) or C1-4 alkylsulfonylalkyl (C1-4); or A is 0-A1 where A1 is selected from one of A, as defined above, or furanyl-(C1-4) alkyl, tetrahydro-thiofuranyl, tetrahydro-thiopyranyl or 1-alkoxy (C1-4) -piperidin-4- or an agrochemically acceptable salt or N-oxide thereof.
[0016] Preference is given to the use of the compound according to the formula (! ') To control phytoparasitic nematodes, more preferably in perennial cultures or in annual cultures.
[0017] Preference is given to the use of the compound according to the formula (! ') To control nematodes in perennial cultures.
[0018] Preference is given to the use of the compound according to the formula (! ') To control nematodes in annual cultures.
[0019] In a preferred embodiment, the treated plants are in need of protection from nematodes, in particular phytoparasitic nematodes.
[0020] Preference is given to the following compounds of formula (I) or formula (! ') For use against nematodes in any of the embodiments of the invention either for use alone or for use with a seed or soil of the surrounding plant treated with previous nematicide:



[0021] The target nematodes in all the aforementioned embodiments are preferably phytoparasitic nematodes, living in the soil. DETAILED DESCRIPTION
[0022] Growth regulating insecticides such as the compounds of formula (I) generally act slowly and have no killing effect in adult animals.
[0023] Due to the slow onset of action and a short half-life in the soil, a nematode control application against nematodes living in the soil was not expected to be feasible. It is highly surprising that the compounds of formula (I) are, after foliar application, suitable for controlling nematodes despite the slow onset of action. Compounds of formula (I)
[0024] In the compounds of formula (I), each alkyl fraction either alone or as part of a larger group is a straight or branched chain and is, for example, methyl, ethyl, n-propyl, n-butyl, iso-propyl , sec-butyl, iso-butyl, and tert-butyl.
[0025] The alkoxy groups preferably have a preferred chain length of 1 to 4 carbon atoms. Alkoxy is, for example, methoxy, ethoxy, propoxy, iso-propoxy, n-butoxy, iso-butoxy, sec-butoxy and tert-butoxy. Such groups may be part of a larger group such as alkoxyalkyl and alkoxyalkoxyalkyl. The alkoxyalkyl groups preferably have a chain length of 1 to 4 carbon atoms. Alkoxyalkyl is, for example, methoxymethyl, methoxyethyl, ethoxymethyl, ethoxyethyl, n-propoxymethyl, n-propoxyethyl or iso-propoxymethyl.
[0026] Halogen is usually fluorine, chlorine, bromine or iodine. This also applies, correspondingly, to halogen in combination with other meanings, such as haloalkyl or haloalkoxy.
[0027] The haloalkyl and haloalkoxy groups preferably have a chain length of 1 to 4 carbon atoms. Haloalkyl is, for example, fluoromethyl, difluoromethyl, trifluoromethyl, chloromethyl, dichloromethyl, trichloromethyl, 2,2,2-trifluoroethyl, 2-fluoroethyl, 2-chloroethyl, pentafluoroethyl, 1,1-difluoro-2,2,2-trichlorethyl, 2,2,3,3-tetrafluoroethyl and 2,2,2-trichloroethyl; preferably trichloromethyl, difluorochloromethyl, difluoromethyl, trifluoromethyl and dichlorofluoromethyl. Haloalkoxy is, for example, fluoromethoxy, difluoromethoxy, trifluoromethoxy, chloromethoxy, dichloromethoxy, trichloromethoxy, 2,2,2-trifluoroethoxy, 2-fluoroethoxy, 2-chloroethoxy, pentafluoroethoxy, 1,1-difluoro-2,2,2-trichloroethoxy, 2,2,3,3-tetrafluoroethoxy and 2,2,2-trichloroethoxy; preferably trichloromethoxy, difluorochloromethoxy, difluoromethoxy, trifluoromethoxy and dichlorofluoromethoxy.
[0028] The latency groups G are selected to allow their removal by one or a combination of biochemical, chemical or physical processes to give compounds of formula (I) where G is hydrogen before, during, or after application to the area or treated plants. Examples of these processes include enzymatic cleavage, chemical hydrolysis and photolysis. Compounds carrying such G groups may offer certain advantages, such as improved cuticle penetration of treated plants, increased crop tolerance, improved compatibility or stability in formulated mixtures containing other herbicides, herbicidal phytoprotectors, plant growth regulators, fungicides or insecticides, or reduced leaching in soils.
[0029] Such latency groups are known in the art, for example, from W008 / 071405, W009 / 074314, W009 / 049851, W010 / 063670 and W010 / 066780. The latency group G is preferably selected from the groups C1-C8 alkyl, C2-C8 haloalkyl, C1-C8 phenylalkyl (where the phenyl may be optionally substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, haloalkoxy C1-C3, C1-3 alkyl, C1-3 alkylsulfinyl, C1-3 alkylsulfonyl, halogen, cyano or nitro), C1-8 heteroarylalkyl (where heteroaryl may be optionally substituted by C1-C3 alkyl, C1-3 haloalkyl C3, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkyl, C1-C3 sulfinyl alkyl, C1-C3 sulfonyl alkyl, halogen, cyano or nitro), C3-C8 alkenyl, C3-C8 haloalkyl, C3-C8 alkenyl C (Xa) -Ra, C (Xb) -Xc-Rb, C (Xd) -N (RC) -Rd, -SO2-Re, P (Xe) (Rf) -R9 or CH2-Xf-Rh where Xa, Xb, Xc, Xd, Xe and Xf are independently of each other oxygen or sulfur; Rb is C1-C8 alkyl, C2-C18 alkenyl, C2-C18 alkynyl, C1-C10 haloalkyl, C1-C10 cyanoalkyl, C1-C10 nitroalkyl, C1-C10 aminoalkyl, C1-C5alkylalkyl C1-C8alkyl -C5, C3-C7 cycloalkyl C1-C5alkyl, C1-C5 alkoxy C1-C5 alkoxy, C3-C5oxyalkyl C1-C5 alkenyl, C3-C5oxyalkyl C1-C5 alkyl, Ci- C5ioalkyl C1-C5 alkyl, C1-6 alkyl C5, C1-C5sulfonylalkyl C1-C5alkyl, C2-C8aminoxyalkyl C1-C5alkyl, C1-C5carbonylalkyl C1-C5alkyl, C1-C5carbonylalkyl C1-C5alkyl, C1-5 aminocarbonylalkyl, C1-alkyl, C1-alkyl C1-C5 gammacarbonylalkyl, C2-C5carbonylaminoalkyl C1-C5 alkyl, N-C5-carbonylcarbonyl-N-alkyl-C1-C5-alkylcarbonyl C1-C5, C3-C6silylalkyl-C1-C5 trialkyl, which is optional for C1-C5 phenylalkyl substituted by C1-C3 alkyl, C-C3 haloalkyl, C-C3 alkoxy, C1-C3 haloalkoxy, C-C3thio alkyl, C1-C3 sulfinyl alkyl, C1-C3s alkyl ulphonyl, halogen, cyano, or nitro), C1-C5 heteroarylalkyl (where the heteroaryl can be optionally substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C-C3 alkyl alkyl, C1-3 alkylsulfinyl, C1-3 alkylsulfonyl, halogen, cyano, or nitro), C2-C5 haloalkenyl, C3-C8 cycloalkyl, phenyl or phenyl substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, halogen, cyano or nitro, heteroaryl or heteroaryl substituted by C1-C3 alkyl, C2-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, halogen, cyano or nitro, Rb is C1-C8 alkyl, alkenyl C3-C18, C3-C18 alkynyl, C2-C10 haloalkyl, C1-C10 cyanoalkyl, C1-C10 nitroalkyl, C2-C10 aminoalkyl, C1-C5aminoalkyl C1-C5alkyl, C2-C8aminoalkyl C1-C5alkyl C1-C5alkyl7 -C5, C1-C5 alkoxy C1-C5alkyl, C3-C5oxyalkyl C1-C5 alkenyl, C3-C5oxyalkyl C1-C5 alkynyl, C1-C5alkyl C1-C5 alkyl, C1-C5sulfinylalkyl C1-Calkyl 5, C1-C5sulfonylalkyl C1-C5 alkyl, C2-C8aminooxyalkyl C1-C5 alkyl, C1-C5carbonylalkyl C1-C5alkyl, C1-C5 alkoxycarbonylalkyl C1-C5alkinyl, C-C5alkylalkyl, C-C5alkylalkyl-C1-alkyl - C8-C5-C5aminocarbonylalkyl, C-C5-alkylcarbonylaminoalkyl C1-C5, N-C1-C5carbonyl-N-alkylC1-C5aminoalkyl C1-C5 alkyl, C3-C6silylalkyl C1-C5 trialkyl, which may be phenylalkyl in C1-C5 optionally substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3thio alkyl, C1-C3sulfinyl alkyl, C1-C3sulfonyl alkyl, halogen, cyano, or nitro), C1- heteroarylalkyl C5 (where the heteroaryl may be optionally substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3thio alkyl, C1-C3sulfinyl alkyl, C1-C3sulfonyl alkyl, halogen, cyano , or nitro), C3-C5 haloalkenyl, C3-C8 cycloalkyl, phenyl or phenyl substituted by C1-C3 alkyl, C1 haloalkyl -C3, C1-3 alkoxy, C1-3 haloalkoxy, halogen, cyano or nitro, heteroaryl or heteroaryl substituted by C1-3 alkyl, C3- C3 haloalkyl, C1-3 alkoxy, C1-3 haloalkoxy, halogen, cyano or nitro, Rc and Rd are each independently hydrogen, C1-C10 alkyl, C3-C10 alkenyl, C3-C10 alkynyl, C2-C10 haloalkyl, C1-C10 cyanoalkyl, C3-C10 nitroalkyl, C1-C10 aminoalkyl, C1-6 alkyl C5aminoalkyl C1-C5, C2-C8aminoalkyl C1-C5, C3-C7alkyl C1-C5 cycloalkyl, C1-C5alkyl C1-C5 alkoxy, C3-C5oxyalkyl C1-C5 alkenyl, C3-C5oxyalkyl1 -C5, C1-C5sulfinylalkyl C1-C5alkyl, C1-C5sulfonylalkyl C1-C5alkyl, C2-C8aminoxyalkyl C1-C5alkyl, C1-C5carbonylalkyl C1-C5alkyl, C1-C5carbonylalkylalkylalkylalkylalkyl-C1-alkyl C1-C5 C1-aminocarbonylalkyl, C2-C8aminocarbonylalkylC1-C5 dialkyl, C3-C5carbonylamino C1-C5alkyl, W-C1-C5carbonyl-W-alkylalkyl C2-C5aminoalkyl, C3-C6silylalkyl C3-C5, phenylalkyl C1-C5 (where the phenyl may be optionally substituted by C1-C3 alkyl, C-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-6 alkyl C3thio, C1-C3sulfinyl alkyl, C1-C3sulfonyl alkyl, halogen, cyano, or nitro), C1-C5 heteroarylalkyl (where the heteroaryl may be optionally substituted by C1-C3 alkyl, C1-C3 haloalkyl, C-C3 alkoxy, halo C1-C3 alkoxy, C1-C3 alkyl, C1-C3 sulfinyl alkyl, C1-C3 sulfonyl alkyl, halogen, cyano, or nitro), C2-C5 haloalkenyl, C3-C8 cycloalkyl, phenyl or phenyl substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, halogen, cyano or nitro, heteroaryl or heteroaryl substituted by C1-C3 alkyl, C3-C3 haloalkyl, C1-3 alkoxy, C1-3 haloalkoxy, halogen, cyano or nitro, heteroarylamino or heteroarylamino substituted by C1-3 alkyl, C1-3 haloalkyl, C1-3 alkoxy, C1-3 haloalkoxy, halogen, cyano or nitro , diheteroarylamino or diheteroarylamino substituted by C1-3 alkyl, C1-3 haloalkyl, C1-3 alkoxy, C1-3 haloalkoxy, halogen, cyano or nitro, phenylamino or phenylamino substituted by C1-3 alkyl, C1-3 haloalkyl, C1-3 alkoxy C3, C1-C3 haloalkoxy, halogen, cyano or nitro, diphenylamino or diphenylamino substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, halogen, cyano or by nitro or C3-C7amino cycloalkyl , C3-C7amino di-cycloalkyl or C3-C7 cycloalkoxy or Rc and Rd can join to form a 3-7 membered ring, optionally containing a heteroatom selected from 0 or S, Re is C1-C10 alkyl, C2-C0 alkenyl , C2-C0 alkynyl, C1-C10 haloalkyl, C1-C10 cyanoalkyl, C-C10 nitroalkyl, C1-C10 aminoalkyl, C1-C5 alkyl-C5-aminoalkyl, C2-C8aminoalkyl C1-C5, C3-C5-cycloalkyl C1-C5 alkoxy C1-C5alkyl, C3-C5oxyalkyl C1-C5 alkenyl, C3-C5oxyalkyl C1-C5 alkynyl, C1-C5thioalkyl C1-C5 alkyl, here la C1-C5sulfinylalkyl C1-C5alkyl, C1-C5sulfonylalkyl C1-C5alkyl, C2-C3aminooxyalkyl C1-C5alkyl, C1-C5carbonylalkyl C1-C5alkyl, C1-C5alkylalkyl C1-C5alkyl, C5-alkyl, alkyl C5aminocarbonylalkyl C1-C5, C2-C8aminocarbonylalkyl C1-C5 dialkyl, C3-C5carbonylaminoalkyl C1-C5, W-C1-C5carbonyl-N-alkyl C1-C5aminoalkyl C1-C5, trialkyl C3-C5-alkyl (where the phenyl may be optionally substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3thio alkyl, C1-C3sulfinyl alkyl, C1-C3sulfonyl alkyl, halogen, cyano, or nitro), C1-C5 heteroarylalkyl (where the heteroaryl can be optionally substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3io alkyl, C1-C3sulfinyl alkyl, alkyl C1-C3 sulfonyl, halogen, cyano, or by nitro), C2-C5 haloalkenyl, C3-C8 cycloalkyl, phenyl or phenyl substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, halogen, cyano or nitro, heteroaryl or heteroaryl substituted by C1-C3 alkyl, C1C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 haloalkoxy , cyano or nitro, heteroarylamino or heteroarylamino substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, halogen, cyan or nitro, C1-C3-alkylalkyl substituted by C1-C3-alkyl, haloalkylamino, C1-C3-alkyl -C3, C1-C3 alkoxy, C1-C3 haloalkoxy, halogen, cyano or nitro, phenylamino or phenylamino substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, halogen, cyan or nitro, diphenylamino or diphenylamino substituted by C1-C3 alkyl, C1C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, halogen, cyano or nitro, or C3-C7amino, C3-C7amino-cycloalkyl C3-C7-alkoxy C10, C1-C10 haloalkoxy, C1-C5amino alkyl or C2-C8amino dialkyl Rf and Rg are each independently of each other. other C1-C10 alkyl, C2-C10 alkenyl, C2-C10 alkynyl, C1C10 alkoxy, C1-C10 haloalkyl, C1-C10 cyanoalkyl, C1C10 nitroalkyl, C1-C10 alkylalkyl, C1-C5aminoalkyl C1-C5alkyl C1-C5, dialkyl -C5, C3-C7 cycloalkyl C1-C5alkyl, C1-C5 alkoxy C1-C5 alkoxy, C3-C5oxyalkyl C1-C5 alkenyl, C3-C5oxyalkyl C1-C5 alkyl, C1- C5thioalkyl C1-C5alkyl, C1-C5alkylC1-C1-alkyl , C1-C5sulfonylalkyl C1-C5 alkyl, C2-C8aminooxyalkyl C1-C5 alkyl, C1-C5carbonylalkyl C1-C5 alkyl, C1-C5carbonylalkyl C1-C5 alkoxy, C1-C5alkylalkyl C1-C5alkyl, C8-C5alkyl, C8-alkyl, C8-alkyl, C8-alkyl, C8-alkyl C1-C5, C3-C5 alkylcarbonylaminoalkyl C1-C5 alkyl, N-alkyl C1-C5carbonyl-N-alkyl C2-C5aminoalkyl, trialkyl C3-C6silylalkyl C3-C5, phenylalkyl C1-C5 (where the phenyl may be optionally substituted by alkyl1 -C3, Cx-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C-C3thio alkyl, C1-C3 sulfinyl alkyl, alkyl C1-C3 sulfonyl, halogen, cyano, or nitro), C1-C5 heteroarylalkyl (where the heteroaryl may be optionally substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkyl, C1 alkyl -C3thio, C1-3 alkylsulfinyl, C1-3 alkylsulfonyl, halogen, cyano, or nitro), C2-C5 haloalkenyl, C3-C8 cycloalkyl, phenyl or phenyl substituted by C1-3 alkyl, C1-3 haloalkyl, alkoxy C1-C3, C1-C3 haloalkoxy, halogen, cyano or nitro, heteroaryl or heteroaryl substituted by Calkyl; L-C3, C3-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, halogen, cyano or nitro, heteroarylamino or heteroaryl amino substituted by C 1 -C 3 alkyl, C 1 -C 3 haloalkyl, C 1 -C 3 alkoxy, C 1 -C haloalkoxy, halogen, cyano or nitro, di-heteroarylamino or di-heteroaryl amino substituted by C 1 -C 3 alkyl, C 1 -C 3 alkoxy, C 1 -C 3 alkoxy , C1-3 haloalkoxy, halogen, cyano or nitro, phenylamino or phenylamino substituted by C1-3 alkyl, C1-3 haloalkyl, C1-3 alkoxy, C1-3 haloalkoxy, halogen, cyano or nitro, diphenylamino or diphenylamino substituted by C1-3 alkyl, C3-C3 haloalkyl, C1-3 alkoxy, C1-3 haloalkoxy, halogen, cyano or nitro, or C3-C7amino cycloalkyl, di- C3-C7amino or C3-C7 cycloalkoxy, C1-C10 haloalkoxy, C1-C8amino alkyl or C2-C8amino dialkyl, in which the benzyl and phenyl groups may in turn be replaced by C1-C3 alkyl, C1-C3 haloalkyl, alkoxy C1-C3, C1-C3 haloalkoxy, halogen, cyano or nitro, and Rh is C1-C10 alkyl, C3-C10 alkenyl, C3-C0 alkynyl, C1-C10 haloalkyl, C1-C10 cyanoalkyl, C1-C10 nitroalkyl, C2 aminoalkyl -Ci0, C1-C5 alkyl C1-C5 alkyl, C2-C8 aminoalkyl C1-C5 dialkyl, C3-C7 cycloalkyl C1-C5 alkyl, C1-C5 alkoxy C1-C5 alkyl, C3-C5oxyalkyl C1-C5-C5-C5-alkaline C3-alkoxy , C1-C5 alkylC1-C5 alkyl, C1-C5 alkylsulfinylalkyl C1-C5 alkyl, C1-C5 sulfonylalkyl C1-C5 alkyl, C2-C8aminoxyalkyl C1-C5 alkyl, C1-C5 alkylcarbonylalkyl uyl C1-C5, C1-C5carbonylalkyl C1-C5 alkoxy, C2-C5 aminocarbonylalkyl, C1-C5 alkylamin C1-C5alkyl, C2-C8aminocarbonylalkyl C1-C5alkyl, C2-C5carbonyl-C5-alkyl-C5-alkylcarbonyl-alkyl-C5 alkyl - C1-C5aminoalkyl C1-C5alkyl, C3-C6silylalkyl C1-C5 trialkyl, C1-C5 phenylalkyl (where the phenyl may be optionally substituted by C1-C3 alkyl, C2-C3 haloalkyl, C1-C3 alkoxy, C1-C3-haloalkoxy , C1-3 alkyl, C1-3 alkylsulfinyl, C1-3 alkylsulfonyl, halogen, cyano or nitro), C1-C5 heteroarylalkyl (where heteroaryl may be optionally substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1 alkoxy -C3, C1-C3 haloalkoxy, C1-C3thio alkyl, C1-C3sulfinyl alkyl, C1-C3sulfonyl alkyl, halogen, cyano or nitro), C1-C5 phenoxyalkyl (where phenyl may be optionally substituted by C-C3 alkyl , C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C-C3thio alkyl, C-C3sulfinyl alkyl, C-C3sulfoni alkyl la, halogen, cyano or nitro), C1-C5 heteroaryloxyalkyl (where the heteroaryl can be optionally substituted by C1-C3 alkyl, C-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C-C3io alkyl, alkyl C1-C3sulfinyl, C1-C3sulfonyl alkyl, halogen, cyano or nitro), C3-C5 haloalkenyl, C3-C8 cycloalkyl, phenyl or phenyl substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1- haloalkoxy C3, halogen or nitro, or heteroaryl, or heteroaryl substituted by C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, halogen, cyan or nitro.
[0030] In particular, the latency group G is a -C (Xa) -Ra or -C (Xb) -Xc-Rb group, and the meanings of Xa, Ra, Xb, Xc and Rb are as defined above.
[0031] In one embodiment, the latency group G is selected from the group -C (= O) -Ra and -C (= 0) -0- Rb; where Ra is selected from hydrogen, C1-C12 alkyl, C2-Ci2 alkenyl, C2-Ci2 alkynyl, C1-C10 haloalkyl and Rb is selected from Ci-Ci2 alkyl, C2-Ci2 alkenyl, C2-Ci2 alkynyl and C1- haloalkyl C10. In particular, Ra and Rb are selected from the group consisting of methyl, ethyl, n-propyl, iso-propyl, n-butyl, iso-butyl, sec-butyl, tert-butyl, ethenyl and propenyl, eg 2 -propen-1-yl.
[0032] It is preferred that G is hydrogen, a metal, preferably an alkali metal or alkaline earth metal, or an ammonium or sulfonium group, where hydrogen is especially preferred.
[0033] Depending on the nature of the substituents, the compounds of formula (I) can exist in different isomeric forms. When G is hydrogen, for example, the compounds of formula (I) can exist in different tautomeric forms:

[0034] This invention covers all isomers and tautomers and their mixtures in all proportions. Likewise, when the substituents contain double bonds, cis and trans isomers may exist. These isomers are also within the scope of the claimed compounds of formula (I).
[0035] The invention also relates to the agriculturally acceptable salts that the compounds of formula (I) are capable of forming with bases of transition metals, alkali metals and alkaline earth metals, amines, quaternary ammonium bases or tertiary sulfonium bases.
[0036] Among the makers of salts of transition metals, alkali metals and alkaline earth metals, special mention should be made of copper, iron, lithium, sodium, potassium, magnesium and calcium hydroxides, and preferably hydroxides, bicarbonates and sodium carbonates and potassium.
[0037] Examples of amines suitable for ammonium salt formation include ammonia as well as C1-8 alkyl, C1-4 hydroxyalkyl and C2-C4 alkoxyalkyl-primary, secondary and tertiary amines, for example methylamine, ethylamine, n-propylamine, i -propylamine, the four isomers of butylamine, n-amylamine, i-amylamine, hexylamine, heptylamine, octylamine, nonylamine, decylamine, pentadecylamine, hexadecylamine, heptadecylamine, octadecylamine, methylethylamine, methylisopropylamine, methylhexylamine, methylmethylamine, methylmethylamine, methylmethylamine, methylamine , ethyloctylamine, hexylheptilamine, hexyloctylamine, dimethylamine, diethylamine, di-n-propylamine, di-n-propylamine, di-n-butylamine, di-n-amylamine, di-i-amylamine, dihexylamine, diheptilamine, dioctylamine, ethanolamine, n -propanolamine, i-propanolamine, N, W-diethanolamine, N-ethylpropanolamine, N-butylethanolamine, allylamine, n-but-2-enylamine, n-pent-2-enylamine, 2,3-dimethylbut-2-enylamin a, dibut-2-enylamine, n-hex-2-enylamine, propylene diamine, trimethylamine, triethylamine, tri-n-propylamine, tri-i-propylamine, tri-n-butylamine, tri-i-butylamine, tri-sec- butylamine, tri-n-amylamine, methoxyethylamine and ethoxyethylamine; heterocyclic amines, for example pyridine, quinoline, isoquinoline, morpholine, piperidine, pyrrolidine, indoline, quinuclidine and azepine; primary arylamines, for example anilines, methoxyanilines, ethoxyanilines, o-, m- and p-toluidines, phenylenediamines, benzidines, naphthylamines and o-, m- and p-chloroanilines; but especially triethylamine, i-propylamine and di-i-propylamine.
[0038] Preferred quaternary ammonium bases suitable for formation of salts correspond, for example, to the formula [N (Ra Rb Rc Ra)] OH, where Ra, Rb, Rc and Ra are each independently of each other hydrogen or alkyl C1-C4. Additional suitable tetraalkylammonium bases with other anions can be obtained, for example, by anion exchange reactions.
[0039] Preferred tertiary sulfonium bases suitable for salt formation correspond, for example, to the formula [SReRfRg] OH, where Re, Rf and Rg are each independently C1-C4 alkyl. Trimethylsulfonium hydroxide is especially preferred. Suitable sulfonium bases can be obtained from the reaction of thioethers, in particular dialkylsulfides, with alkylates, followed by conversion to a suitable base, for example a hydroxide, by anion exchange reactions.
[0040] The compounds of the invention can be prepared by a variety of methods as described in detail, for example, in W009 / 049851, W010 / 063670 and W010 / 066780.
[0041] It should be understood that, in those compounds of formula (I) where G is a metal, ammonium or sulfonium as mentioned above and as such represents a cation, the corresponding negative charge is largely relocated along the unit OC = CC = O .
The compounds of formula (I) according to the invention also include hydrates that can be formed during the formation of salts.
[0043] Preferably, in the compounds of formula (I), the substituent R is hydrogen, C1-4 alkyl, C1-4 haloalkyl, in particular methyl, ethyl, iso-propyl, n-propyl, tert-butyl, sec-butyl, iso- butyl, or n-butyl.
[0044] Preferably, X, Y and Z are selected, independently of each other, from C1-C4 alkyl, C1-C4 alkoxy or halogen, in particular methyl, ethyl, isopropyl, n-propyl, methoxy, fluorine, bromine or chlorine, when m + n is 1, 2 or 3, in particular, when m + n is 1 or 2.
[0045] Alternatively, Y and Z, independently of each other, denote C1-C4 alkyl, C1-C4 alkoxy, halogen, in particular methyl, ethyl, iso-propyl, n-propyl, methoxy, fluorine, chlorine, bromine, when m + n is 1, 2 or 3, in particular, when m + n is 1 or 2.
[0046] In a particular embodiment, in the compound of formula (I), when m is 1, Y is in an ortho position and X and Y are each independently selected from the group consisting of methyl, ethyl, isopropyl and n-propyl.
[0047] In another embodiment, preferably combined with the previous embodiment, where, when n is 1 in the compound of formula (I), Z is in the position for and is selected from the group consisting of fluorine, bromine and chlorine , methyl, ethyl, iso-propyl and n-propyl. Preferably, Z is methyl, fluorine, bromine and chlorine. Most preferably, Z is chlorine or methyl.
[0048] In another embodiment, in which, in the compound of formula (I), men are each 1, Y is in an ortho position and X and Y are independently selected from the group consisting of methyl and ethyl, and Z is in the para position and is selected from the group consisting of fluorine, bromine and chlorine. Preferably, X and Y are each in an ortho position and are methyl and preferably Z is in a position for and is chlorine or methyl.
[0049] In the compounds of formula (I), substituent A is preferably hydrogen, C1-4 alkyl, C1-4 haloalkyl, C2-4 alkenyl, C1-4 alkoxy (C1-4) alkoxy, C1-4 alkoxy (C1-4 alkoxy) 4) (C1-4) alkyl, tetrahydrofuranyl, tetrahydropyranyl, in particular methyl, ethyl, n-propyl, iso-propyl, n-butyl, iso-butyl, sec-butyl, and tert-butyl, trifluoromethyl, 2,2,2- trifluoroethyl, 2,2-difluoroethyl, 2-fluoroethyl, allyl, methoxymethyl, ethoxymethyl, methoxyethyl, methoxypropyl, methoxyethoxymethyl, methoxymethoxyethyl, tetrahydrofuran-2-yl, tetrahydropyran-2-yl, tetrahydrofuran-3-yl-4-yl.
[0050] In one embodiment, A is preferably hydrogen.
[0051] In another embodiment, A is preferably C1-4 alkyl. In a preferred embodiment, A is selected from the group consisting of methyl, ethyl, n-propyl, iso-propyl, n-butyl, iso-butyl, sec-butyl, tert-butyl, methoxymethyl, ethoxymethyl and methoxyethyl.
[0052] In yet another embodiment, A is preferably selected from the group 0-A1, where A1 is selected from the group consisting of hydrogen, methyl, ethyl, n-propyl, iso-propyl, n-butyl, iso-butyl , tert-butyl, methoxymethyl, ethoxymethyl, methoxyethyl, methoxypropyl, tetrahydrofuran-2-yl, tetrahydropyran-2-yl, tetrahydrofuran-3-yl and tetrahydropyran-4-yl. Preferably, when A is 0-A1, A1 is hydrogen, methyl, ethyl, methoxymethyl, and tetrahydrofuran-2-yl. Even more preferably, when A is 0-A1, A1 is methyl or ethyl. 0 most preferably, when A is 0-A1, A1 is methyl.
[0053] In another preferred group of compounds of formula (I), R is one of hydrogen, methyl, ethyl or trifluoroethyl, trifluoromethyl, X is methyl, ethyl or methoxy, Y and Z are, independently of each other, methyl, ethyl , methoxy, fluorine, chlorine or bromine, G is hydrogen or a latency group selected from the group -C (= O) -Ra and - C (= O) -O-Ra; wherein Ra is selected from hydrogen, C1-C12 alkyl, C2-Ci2 alkenyl, C2-Ci2 alkynyl, C1-C10 haloalkyl, and A has the meanings assigned to it above.
[0054] In a more preferred group of compounds of formula (I), R is one of hydrogen, methyl, ethyl, trifluoroethyl, or trifluoromethyl, X is methyl, ethyl or methoxy, Y and Z are, independently of each other, methyl , ethyl, methoxy, fluorine, chlorine or bromine, G is hydrogen or a latency group selected from the group -C (= O) -Ra and - C (= O) -O-Ra; where Ra is selected from the group consisting of methyl, ethyl, n-propyl, iso-propyl, n-butyl, iso-butyl, sec-butyl, tert-butyl, ethenyl and propenyl, e.g., 2-propenyl l-ila; and A has the meanings assigned to it above.
[0055] In a more preferred group of compounds of formula (I), R is one of hydrogen, methyl, ethyl, trifluoroethyl, or trifluoromethyl, X is methyl, ethyl or methoxy, Y and Z are, independently of each other, methyl , ethyl, methoxy, fluorine, chlorine or bromine, G is hydrogen - (C = O) OCH2CH3 and A has the meanings attributed to it above.
[0056] In a particularly preferred group of compounds of formula (I), R is methyl or ethyl, X is methyl, ethyl, methoxy, fluorine, bromine or chlorine, Y and Z are, independently of each other, methyl, ethyl, methoxy , fluorine, chlorine or bromine, G is hydrogen or a latency group selected from the group -C (= O) -Ra and -C (= O) -O-Ra; wherein Ra is selected from hydrogen, C1-C12 alkyl, C2-Ci2 alkenyl, C2-Ci2 alkynyl, C1-C10 haloalkyl, and A has the meanings assigned to it above.
[0057] In a particularly preferred group of compounds of formula (I), R is methyl or ethyl, X is methyl, ethyl, methoxy, fluorine, bromine or chlorine, Y and Z are, independently of each other, methyl, ethyl, methoxy, fluorine, chlorine or bromine, G is hydrogen or a latency group selected from the group -C (= O) -Ra and -C (= O) -O-Ra; where preferably Ra is selected from the group consisting of methyl, ethyl, n-propyl, iso-propyl, n-butyl, iso-butyl, sec-butyl, tert-butyl, ethylen and propenyl, e.g., 2-propen -l-ila, and A has the meanings assigned to it above.
[0058] In a particularly preferred group of compounds of formula (I), R is methyl or ethyl, X is methyl, ethyl, methoxy, fluorine, bromine or chlorine, Y and Z are, independently of one another, methyl, ethyl, methoxy, fluorine, chlorine, or bromine, G is hydrogen - (C = 0) OCH2CH3 and A has the meanings assigned to it above.
[0059] In a more preferred group of compounds of formula (I), R is methyl or ethyl, X is methyl, ethyl, methoxy, fluorine, bromine or chlorine, Y and Z are, independently of each other, methyl, ethyl, methoxy, fluorine, chlorine, bromine, G is hydrogen or - (C = 0) OCH2CH3 and A is hydrogen, methyl, ethyl, isopropyl, trifluoromethyl, 2,2,2-trifluoroethyl, 2,2-difluoroethyl, 2-fluoroethyl, tetrahydrofuran-2-ylmethyl, tetrahydropyran-2-ylmethyl, tetrahydrofuran-3-ylmethyl, tetrahydropyran-3-ylmethyl, tetrahydropyran-4-ylmethyl, allyl, methoxymethyl, ethoxymethyl, methoxyethyl, methoxypropyl, methoxyethoxyethoxy, methoxyethoxyethoxy, 2 2-yl, tetrahydrofuran-3-yl, or tetrahydropyran-4-yl.
[0060] In another preferred group of compounds of formula (I), R is methyl, X is methyl or methoxy, Y and Z are, independently of one another, methyl, ethyl, methoxy, chlorine or bromine, G is hydrogen, methoxycarbonyl or propenyloxycarbonyl or - (C = 0) OCH2CH3, and A is hydrogen, methyl, ethyl, methoxy, ethoxy, methoxymethyl, tetrahydrofuran-2-yl or tetrahydrofuran-3-yl.
[0061] In another preferred group of compounds of formula (I), R is methyl, X is methyl or methoxy, Y and Z are, independently of each other, methyl, ethyl, methoxy, chlorine or bromine, mél, nél, Gé hydrogen, methoxycarbonyl or propenyloxycarbonyl or - (C = 0) OCH2CH3, and A is hydrogen, methyl, ethyl, methoxymethyl, tetrahydrofuran-2-yl or tetrahydrofuran-3-yl.
[0062] In another preferred group of compounds of the formula (I), A is hydrogen or C1-4 alkyl or C1-4 alkoxy, m is 1, n is 1, X is methyl, Y is in the ortho position and it is methyl, Z is in the position for and is methyl, G is hydrogen or - (C = 0) OCH2CH3, R is methyl.
[0063] In a more preferred group of compounds of formula (I), A is hydrogen, m is 1, n is 1, X is methyl, Y is in the ortho position and it is methyl, Z is in the para position and it is methyl, G is hydrogen or - (C = 0) OCH2CH3, R is methyl.
[0064] In a more preferred group of compounds of formula (I), A is methyl, m is 1, n is 1, X is methyl, Y is in the ortho position and it is methyl, Z is in the para position and it is methyl, G is hydrogen or - (C = 0) OCH2CH3, R is methyl.
[0065] In a more preferred group of compounds of formula (I), A is methoxy, m is 1, n is 1, X is methyl, Y is in the ortho position and it is methyl, Z is in the para position and it is methyl, G is hydrogen or - (C = 0) OCH2CH3, R is methyl.
[0066] In a more preferred group of compounds of formula (I), A is ethoxy, m is 1, n is 1, X is methyl, Y is in the ortho position and it is methyl, Z is in the para position and it is methyl, G is hydrogen or - (C = 0) OCH2CH3, R is methyl.
[0067] In another preferred group of compounds of formula (I), A is hydrogen or C1-4 alkyl or C1-4 alkoxy, m is 1, n is 1, X is methyl, Y is in the ortho position and it is methyl, Z is in the for e is chlorine, G is hydrogen or - (C = 0) OCH2CH3, R is methyl.
[0068] In a more preferred group of compounds of the formula (I), A is hydrogen, m is 1, n is 1, X is methyl, Y is in the ortho position and it is methyl, Z is in the para position and it is chlorine, G is hydrogen or - (C = 0) OCH2CH3,
[0069] In a more preferred group of compounds of the formula (I), A is methyl, m is 1, n is 1, X is methyl, Y is in the ortho position and it is methyl, Z is in the para position and it is chlorine, G is hydrogen or - (C = 0) OCH2CH3, R is methyl.
[0070] In a more preferred group of compounds of formula (I), A is methoxy, m is 1, n is 1, X is methyl, Y is in the ortho position and it is methyl, Z is in the para position and it is chlorine, G is hydrogen or - (C = 0) OCH2CH3, R is methyl.
[0071] In a more preferred group of compounds of formula (I), A is ethoxy, m is 1, n is 1, X is methyl, Y is in the ortho position and it is methyl, Z is in the para position and it is chlorine, G is hydrogen or - (C = 0) OCH2CH3, R is methyl.
[0072] Preferably, the compounds of formula (I) are selected from:



[0073] More preferably, the compounds of formula (I) are selected from:




[0074] The compositions of the invention can be employed in any conventional form, for example in the form, a dry seed treatment powder (DS), a seed treatment emulsion (ES), a flowable concentrate for treatment of seeds (FS), a seed treatment solution (LS), a water dispersible powder for seed treatment (WS), a suspension of seed treatment capsules (CF), a seed treatment gel (GF), an emulsion concentrate (EC), a suspension concentrate (SC), a suspoemulsion (SE), a capsule suspension (CS), a water dispersible granule (WG), an emulsifiable granule (EG), an emulsion, water in oil (EO), an emulsion, oil in water (EW), a microemulsion (ME), an oil dispersion (OD), an oil miscible fluid (OF), an oil miscible liquid (OL), a concentrate soluble (SL), an ultra-low volume suspension (SU), an ultra-low volume liquid (UL), a technical concentrate (TK), a concentrate dispersible (DC), wettable powder (WP), soluble granule (SG) or any technically possible formulation in combination with agriculturally acceptable adjuvants.
[0075] Such compositions can be produced in a conventional manner, e.g., by mixing the active ingredients with appropriate formulation fillers (diluents, solvents, fillers and optionally other formulation ingredients such as surfactants, biocides, antifreeze, adherents, thickeners. and compounds that provide adjuvant effects). Conventional slow release formulations can also be employed where long-term efficacy is desired. Particularly, formulations to be applied in spray forms, such as water-dispersible concentrates (eg, EC, SC, DC, OD, SE, EW, EO and the like), wettable powders and granules, may contain surfactants such as as wettable and dispersing agents and other compounds that provide adjuvant effects, e.g., the condensation product of formaldehyde with naphthalenesulfonate, an alkylarylsulfonate, a lignin sulfonate, a grease alkyl sulfate, and ethoxylated alkylphenol and an ethoxylated fatty alcohol .
[0076] The compositions according to the invention can preferably additionally include an additive comprising an oil of vegetable or animal origin, a mineral oil, alkyl esters of such oils or mixtures of such oils and oil derivatives. The amount of oil additive used in the composition according to the invention is generally 0.01 to 10%, based on the spray mixture. For example, the oil additive can be added to the spray tank at the desired concentration after the spray mixture has been prepared. Preferred oil additives include mineral oils or a vegetable oil, for example rapeseed oil such as ADIGOR "and MERO", olive oil or sunflower oil, emulsified vegetable oil, such as AMIGO (Rhone-Poulenc Canada Inc.), esters alkyl of oils of vegetable origin, for example those derived from methyl, or an oil of animal origin, such as fish oil or cow tallow. A preferred additive contains, for example, as active components essentially 80% by weight of alkyl esters of fish oils and 15% by weight of methylated rapeseed oil, and also 5% by weight of usual emulsifiers and pH modifiers. Especially preferred oil additives comprise alkyl esters of C8-C22 fatty acids, with methyl derivatives of C1-2 fatty acids being especially important, for example methyl esters of lauric acid, palmitic acid and oleic acid. These esters are known as methyl laurate (CAS-111-82-0), methyl palmitate (CAS-112-39-0) and methyl oleate (CAS-112-62-9). A preferred fatty acid methyl ester derivative is Emery "2230 and 2231 (Cognis GmbH). These and other oil derivatives are also known from the Compendium of Herbicide Adjuvants, 5th Edition, Southern Illinois University, 2000. Likewise, alkoxylated fatty acids they can be used as additives in the compositions of the invention as well as additives based on polymethylsiloxane, which have been described in WO08 / 037373.
[0077] The application and action of oil additives can be further improved by their combination with active surface substances, such as nonionic, anionic or cationic surfactants. Examples of suitable anionic, nonionic and cationic surfactants are listed on pages 7 and 8 of WO 97/34485. Preferred active surface substances are anionic surfactants of the dodecyl benzylsulfonate type, especially their calcium salts, and also nonionic surfactants of the fatty alcohol ethoxylate type. Special preference is given to ethoxylated C12-C22 fatty alcohols having an ethoxylation degree of 5 to 40. Examples of commercially available surfactants are Genapol types (Clariant AG). Also preferred are silicone surfactants, especially heptamethyltrisiloxanes modified with poly (alkyl oxide), which are commercially available, e.g., as Silwet L-77®, and also perfluorinated surfactants. The concentration of surfactants in relation to the total additive is generally 1 to 30% by weight. Examples of oil additives consisting of mixtures of oils or mineral oils or their derivatives with surfactants are Edenor ME SU®, Turbocharge® (Syngenta AG, CH) and Actipron® (BP Oil UK Limited, UK).
[0078] Said active surface substances can also be used in formulations alone, that is, without oil additives.
[0079] Furthermore, the addition of an organic solvent to the oil additive / surfactant mixture can contribute to further intensification of the action. Suitable solvents are, for example, Solvesso® (ESSO) and Aromatic Solvent® (Exxon Corporation). The concentration of such solvents can be from 10 to 80% by weight of the total weight. Such oil additives, which may be mixed with solvents, are described, for example, in US-A-4 834 908. A commercially available oil additive disclosed therein is known by the name MERGE® (BASF Corporation). An additional oil additive that is preferred according to the invention is SCORE® (Syngenta Crop Protection Canada).
[0080] In addition to the oil additives listed above, in order to intensify the activity of the compositions according to the invention, it is also possible that alkylpyrrolidone formulations (eg Agrimax®) are added to the spray mixture. Synthetic latex formulations, such as, for example, polyacrylamide, polyvinyl or poly-1-p-mentene compounds (eg, Bond®, Courier® or Emerald®) can also be used. Solutions containing propionic acid, for example Eurogkem Pen-e-treat®, can also be mixed in the spray mixture as activity-enhancing agents.
[0081] A seed cover formulation is applied in a manner known per se to seeds using the combination of the invention and a diluent in a suitable form of seed cover formulation, e.g., as an aqueous suspension or in a dry powder form with good adherence to seeds. Such seed cover formulations are known in the art. Seed cover formulations can contain the unique active ingredients or the combination of the active ingredients in an encapsulated form, eg as slow release capsules or microcapsules. A typical tank-mix formulation for seed treatment application comprises 0.25 to 80%, especially 1 to 75%, of the desired ingredients, and 99.75 to 20%, especially 99 to 25%, of solid auxiliaries or liquids (including, for example, a solvent such as water), where auxiliaries can be a surfactant in an amount of 0 to 40%, especially 0.5 to 30%, based on the tank-mix formulation. A typical premix formulation for seed treatment application comprises 0.5 to 99.9%, especially 1 to 95%, of the desired ingredients, and 99.5 to 0.1%, especially 99 to 5%, of a solid or liquid adjuvant (including, for example, a solvent such as water), where auxiliaries can be a surfactant in an amount of 0 to 50%, especially 0.5 to 40%, based on the pre-formulation mixture.
[0082] In general, formulations include from 0.01 to 90% by weight of active agent, from 0 to 20% of an agriculturally acceptable surfactant and 10 to 99.99% of solid or liquid formulation aggregates and adjuvant (s) ), the active agent consisting of at least the compound of formula (I) together with a compound of component B, and optionally other active agents, particularly microbiocides or preservatives or the like. The concentrated forms of the compositions generally contain between about 2 and 80%, preferably between about 5 and 70%, by weight of active agent. Forms of application of the formulation may for example contain from 0.01 to 20% by weight, preferably from 0.01 to 5% by weight, of active agent. While commercial products will preferably be formulated as concentrates, the end user will normally employ diluted formulations.
[0083] A compound of formula I can be applied by any of the known means of applying pesticidal compounds. For example, it can be formulated as a SC, EC, WG, WP, SG, SP, SL, OD, EW diluted and mixed with the tank-mix adjuvant and then applied to pests or to a pest locus (such as as a pest habitat, or a growing plant likely to be infested by pests) or any part of the plant, including foliage, stems, branches or roots, directly or can be sprayed, dipped, applied as a vapor or applied by distributing or incorporating a composition (such as a composition in a water-soluble bag) in soil or in an aqueous environment.
[0084] Preferred additives are oil additives, eg mineral oils or a vegetable oil, for example rapeseed oil such as ADIGOR® and MERO®, olive oil or sunflower oil, emulsified vegetable oil, such as AMIGO ® (Rhône-Poulenc Canada Inc.), alkyl esters of vegetable oils, polymeric additives such as Heliosol®, Spodnam® or NuFilm® or Trend90® or polysiloxanes including organosilicones and trisiloxanes, eg, BREAK- THRU® S-240 by Evonik GmbH, BREAK-THRU® S-233 by Evonik GmbH (also known as Complement Super® or Etalfix Pro®), BREAK-THRU® 0E441 by Evonik GmbH, BREAK-THRU® 0E444 by Evonik GmbH, BREAK- THRU 'S243 by Evonik GmbH, BREAK- THRU® OE440 by Evonik GmbH, BREAK-THRU® S200 by Evonik GmbH, etc.
[0085] Adjuvants can also be an incorporated adjuvant.
[0086] Preferably, the compounds will be formulated in a SC composition or any other composition to be diluted together with one or more adjuvants selected from the above.
[0087] Preferably, the compounds will be applied to the aerial parts of the plants, more preferably only to the aerial parts of the plants. Most preferably, the compounds, for example as a diluted SC composition, will be sprayed on the aerial parts of the plants.
[0088] The cultures to be protected, which have only been described in general, are specified in a differentiated and more detailed way below. Nematodes and target cultures
[0089] Nematodes that can be targeted according to the invention include, but are not limited to, for example, Pratylenchus spp., Radopholus similis, Ditylenchus dipsaci, Tylenchulus semipenetrans, Heterodera spp., Globoderaspp., Meloidogyne spp., Aphelenchoides ., Longidorus spp., Xiphinema spp., Trichodorus spp., Bursaphelenchus spp., Belonolaimus longicaudatus, Mesocriconema xenoplax, Tylenchorhynchus spp., Rotylenchulus spp., Helicotylenchus multicinctus, Paratrichodorus spench., Paratichodorus spench. , Scutellonema spp., Trichostrongylus spp., Dolichodorus spp., Haemonchus contortus, Caenorhabditis elegans and Trichostrongylus spp.
[0090] The target nematodes are preferentially harmful plant nematodes, inhabiting the soil, ie, phytoparasitic nematodes: Pratylenchus spp., Radopholus similis, Ditylenchus dipsaci, Tylenchulus semipenetrans, Heterodera spp., Globodera spench., Melo. spp., Longidorus spp., Xiphinema spp., Trichodorus spp., Bursaphelenchus spp., Belonolaimus longicaudatus, Mesocriconema xenoplax, Tylenchorhynchus spp., Rotylenchulus spp., Helicotylenchus multicinctus, Paratrichodorus spp., Paratrichodorus spp., Paratrichodoruspp. ., Scutellonema spp., Trichostrongylus spp., Nacobbus spp. and Dolichodorus spp.
[0091] The phytoparasitic nematodes most harmful to crops worldwide include Aphelenchoides spp. (leaf nematodes), Ditylenchus dipsaci, Globodera spp. (potato cyst nematodes), Heterodera spp. (soybean cyst nematodes), Longidorus spp., Meloidogyne spp. (root nodule nematodes), Nacobbus spp., Pratylenchus spp. (lesion nematodes), Trichodorus spp. and Xiphinema spp. (dagger nematodes). Several species of phytoparasitic nematodes cause histological damage to the roots, including the formation of visible galls (eg, by root nodule nematodes), which are useful characters for its diagnosis in the field. Some species of nematodes transmit plant viruses through their activity of feeding on roots, eg, Xiphinema index, a vector of the leaf fan virus of the vine, an important grape disease. Other nematodes attack bark and forest trees. The most important representative of this group is Bursaphelenchus xylophilus, the nematode of pine wood. N. aberrans is an important pest of sugar beet in North America (Mexico and western USA) and potatoes in South America.
[0092] Nematodes that can be controlled by the inventive use of these particular compounds include those nematodes associated with agriculture (whose term includes the cultivation of crops for food and fibrous products), horticulture and animal husbandry, pets, forestry and storage products of plant origin (such as fruits, grains and wood); those nematodes associated with disease transmission (eg, virus transmission).
[0093] According to the invention, "useful plants" with which the mixture according to the invention can be applied typically comprise the following species of plants: vines; cereals, such as wheat, barley, rye or oats; beet, such as sugar beet or fodder beet; fruits, such as pomoideas, stone fruits or soft fruits, for example apples, pears, plums, peaches, almonds, cherries, strawberries, raspberries or blackberries; leguminous plants, such as beans, lentils, peas or soybeans; oil plants, such as rapeseed, mustard, poppy, olives, sunflowers, coconut, castor oil plants, cocoa beans or peanuts; cucurbitaceous plants, such as zucchinis, cucumbers or melons; fiber plants, such as cotton, linen, hemp or jute; citrus fruits, such as oranges, lemons, grapefruits or tangerines; vegetables, such as spinach, lettuce, asparagus, cabbages, carrots, onions, tomatoes, potatoes, cucurbits or paprika; lauraceae, such as avocados, cinnamon or camphor; corn; tobacco; nuts; coffee; sugar cane; tea; vines; hops; durian; bananas; natural rubber plants; ornamental grass or plants, such as flowers, shrubs, leafy or evergreen trees, for example conifers. This list does not represent any limitation.
[0094] The term "useful plants" is to be understood as also including useful plants that have been made tolerant to herbicides such as bromoxynil or classes of herbicides (such as, for example, HPPD inhibitors, ACCase inhibitors, ALS inhibitors, for example example primisulfuron, prosulfuron and trifloxysulfuron, EPSPS inhibitors (5-enol-pyrovyl-chiquimate-3-phosphate synthase), GS inhibitors (glutamine synthetase)) as a result of conventional breeding methods or genetic engineering. An example of a culture that has been made tolerant to imidazolinones, e.g. ex. imazamox, by conventional breeding methods (mutagenesis) is Clearfield ^ summer rapeseed (Canola). Examples of crops that have been made tolerant to herbicides or classes of herbicides by genetic engineering methods include glyphosate and glufosinate resistant maize varieties commercially available under the trademarks RoundupReady °, Herculex I® and LibertyLink®.
[0095] The term "useful plants" is to be understood as including also useful plants that have been so transformed by the use of recombinant DNA techniques that they are able to synthesize one or more selectively active toxins, as they are known, for example, of toxin-producing bacteria, especially those of the Bacillus genus.
[0096] The toxins that can be expressed by such transgenic plants include, for example, insecticidal proteins, for example insecticidal proteins of Bacillus cereus or Bacillus popilliae; or insecticidal proteins of Bacillus thuringiensis, such as δ-endotoxins, e.g., CrylA (b), CrylA (c), CrylF, CrylF (a2), Cry2A (b), Cry3A, Cry3B (bl) or Cry9c, or vegetative insecticidal proteins (Vip), eg, Vipl, Vip2, Vip3 or Vip3A; or insecticidal proteins from bacteria colonizing nematodes, for example Photorhabdus spp. or Xenorhabdus spp., such as Photorhabdus luminescens, Xenorhabdus nematophilus; toxins produced by animals, such as scorpion toxins, arachnid toxins, wasp toxins and other insect specific neurotoxins; toxins produced by fungi, such as toxins from Streptomycetes, plant lectins, such as pea lectins, barley lectins or white bell lectins; agglutinins; proteinase inhibitors, such as trypsin inhibitors, serine protease inhibitors, patatin, cystatin, papain inhibitors; ribosome inactivating proteins (RIP), such as ricin, corn RIP, abrina, lufina, saporina or briodina; steroid metabolism enzymes, such as 3-hydroxysteroid oxidase, ecdysteroid-UDP-glycosyl transferase, cholesterol oxidases, ecdysone inhibitors, HMG-COA-reductase, ion channel blockers, such as sodium or calcium channel blockers, esterase juvenile hormone, diuretic hormone receptors, stilbene synthase, bibenzyl synthase, chitinases and glucanases.
[0097] In the context of the present invention are to be understood by δ-endotoxins, for example CrylAb, CrylAc, CrylF, CrylFa2, Cry2Ab, Cry3A, Cry3Bbl or Cry9C, or vegetative insecticidal proteins (Vip), for example Vipl, Vip2, Vip3 or Vip3A, also expressly hybrid toxins, truncated toxins and modified toxins. Hybrid toxins are recombinantly produced by a new combination of different domains of these proteins (see, for example, WO 02/15701). An example of a truncated toxin is a truncated CrylA (b), which is expressed in Btll maize from Syngenta Seed SAS, as described below. In the case of modified toxins, one or more naturally occurring toxin amino acids are replaced. In such amino acid substitutions, preferably non-naturally occurring protease recognition sequences are inserted into the toxin, such as, for example, in the case of Cry3A055, a cathepsin G recognition sequence is inserted into a Cry3A toxin (see WO 03/018810 ) ..
[0098] Examples of such toxins or transgenic plants capable of synthesizing such toxins are disclosed, for example, in EP-A-0 374 753, WO 93/07278, WO 95/34656, EP-A- 0 427 529, EP- A-451 878 and WO 03/052073.
[0099] The processes for the preparation of such transgenic plants are generally known to the person skilled in the art and are described, for example, in the publications mentioned above. Cryox-type deoxyribonucleic acids and their preparation are known, for example, from WO 95/34656, EP-A-0 367 474, EP-A-0 401 979 and WO 90/13651.
[00100] The toxin contained in transgenic plants provides plants with tolerance to harmful insects. Such insects can occur in any taxonomic group of insects, but they are especially commonly found in beetles (Coleoptera), two-winged insects (Diptera) and butterflies (Lepidoptera).
[00101] Transgenic plants that contain one or more genes that encode an insecticidal resistance and express one or more toxins are known and some of them are commercially available. Examples of such plants are: YieldGard® (a corn variety that expresses a CrylA (b) toxin); YieldGard Rootworm® (a corn variety that expresses a Cry3B toxin (bl)); YieldGard Plus® (a corn variety that expresses a CrylA toxin (b) and a Cry3B toxin (bl)); Starlink® (a corn variety that expresses a Cry9 toxin (c)); Herculex I® (a corn variety that expresses a CrylF toxin (a2) and the enzyme phosphinothricin N-acetyltransferase (PAT) to achieve tolerance to the herbicide glufosinate ammonium); NuCOTN 33B ® (a cotton variety that expresses a CrylA (c) toxin); Bollgard I® (a cotton variety that expresses a CrylA (c) toxin); Bollgard II® (a cotton variety that expresses a CrylA toxin (c) and a Cry2A toxin (b)); VipCOT® (a cotton variety that expresses a CrylAb and Vip3A toxin); NewLeaf® (a potato variety that expresses a Cry3A toxin); NatureGard® and Protecta®.
[00102] Additional examples of such transgenic cultures are:
[00103] 1. Btll corn from Syngenta Seeds SAS, Chemin de 1'Hobit 27, F-31 790 St. Sauveur, France, registration number C / FR / 96/05/10. Genetically modified Zea mays that has been made resistant to attack by the European corn borer (Ostrinia nubilalis and Sesamia nonagrioides) by transgenic expression of a truncated CrylA (b) toxin. Btll maize also transgenically expresses the PAT enzyme to achieve tolerance to the herbicide glufosinate ammonium.
[00104] 2. Btl76 corn from Syngenta Seeds SAS, Chemin de 1'Hobit 27, F-31 790 St. Sauveur, France, registration number C / FR / 96/05/10. Genetically modified Zea mays that have been made resistant to attack by the European corn borer (Ostrinia nubilalis and Sesamia nonagrioides') by transgenic expression of a CrylA toxin (b). Btl76 maize also transgenically expresses the PAT enzyme to achieve tolerance to the herbicide glufosinate ammonium.
[00105] 3. MIR604 maize from Syngenta Seeds SAS, Chemin de 1'Hobit 27, F-31 790 St. Sauveur, France, registration number C / FR / 96/05/10. Maize that has been made resistant to insects by the transgenic expression of a modified Cry3A toxin. This toxin is Cry3A055 modified by inserting a cathepsin G protease recognition sequence. The preparation of such transgenic maize plants is described in WO 03/018810.
[00106] 4. MON 863 maize from Monsanto Europe S.A. 270-272 Avenue de Tervuren, B-1150 Brussels, Belgium, registration number C / DE / 02/9. MON 863 expresses a Cry3B (bl) toxin and is resistant to certain Coleoptera insects.
[00107] 5. Monsanto Europe S.A. cotton IPC 531 270-272 Avenue de Tervuren, B-1150 Brussels, Belgium, registration number C / ES / 96/02.
[00108] 6. Corn 1507 from Pioneer Overseas Corporation, Avenue Tedesco, 7 B-1160 Brussels, Belgium, registration number C / NL / 00/10. Corn genetically modified for the expression of the CrylF protein to achieve resistance to certain Lepidoptera insects and the PAT protein to achieve tolerance to the herbicide glufosinate ammonium.
[00109] 7. Maize NK603 x MON 810 from Monsanto Europe S.A. 270-272 Avenue de Tervuren, B-1150 Brussels, Belgium, registration number C / GB / 02 / M3 / 03. It consists of hybrid maize varieties conventionally improved by crossing the genetically modified varieties NK603 and MON 810. Maize NK603 x MON 810 transgenically expresses the protein CP4 EPSPS, obtained from the Agrobacterium sp. CP4, which provides tolerance to the herbicide Roundup "(contains glyphosate), and also a CryIA toxin (b) obtained from Bacillus thuringiensis subsp. Kurstaki which provides tolerance to certain Lepidoptera, including the European corn borer.
[00110] Transgenic crops of insect resistant plants are also described in BATS (Zentrum für Biosicherheit und Nachhaltigkeit, Zentrum BATS, Clarastrasse 13, 4058 Basel, Switzerland) 2003 Report, (http://bats.ch).
[00111] The term "useful plants" is to be understood as including also useful plants that have been so transformed by the use of recombinant DNA techniques that they are able to synthesize antipathogenic substances having a selective action, such as, for example, called "pathogenesis-related proteins" (PRPs, see, eg, EP-A-0 392 225). Examples of such antipathogenic substances and transgenic plants capable of synthesizing such antipathogenic substances are known, for example, from EP-A-0 392 225, WO 95/33818 and EP-A-0 353 191. The methods of producing such transgenic plants they are generally known to the person skilled in the art and are described, for example, in the publications mentioned above.
[00112] Antipathogenic substances that can be expressed by such transgenic plants include, for example, ion channel blockers, such as sodium and calcium channel blockers, for example the viral toxins KPI, KP4 or KP6; stilbene synthases; bibenzyl synthases; chitinases; glucanases; so-called "pathogenesis-related proteins" (PRPs; see, eg, EP-A-0 392 225); antipathogenic substances produced by microorganisms, for example peptide antibiotics or heterocyclic antibiotics (see, eg, WO 95/33818) or protein or polypeptide factors involved in the defense of plants against pathogens (so-called "disease resistance genes" plants ", as described in WO 03/000906).
[00113] The terms "crop", "crops", "useful plants", "crop plants", "agricultural plants", "food plants" are used interchangeably here.
[00114] Useful plants of high interest in connection with the present invention are cereals; Soy; rice; rapeseed; pomoid fruits; stone fruits; peanuts; coffee; tea; strawberries; grass, - vines and vegetables, such as tomatoes, potatoes, cucurbits and lettuce.
[00115] Perennial crops are to be understood as meaning citrus fruit, pomoid fruit, stone fruit, grapevine, tea, almonds, nuts, coffee, tropical fruit, mold fruit, ornamental plants, lawn and olives.
[00116] Annual crops are to be understood as meaning vegetable, tobacco, melons, beets, sugar beets, cereals, corn, cotton, soybeans and potatoes.
[00117] Thus, in view of the application, citrus fruit is to be understood as meaning, for example, oranges, Clementines, satsumas, lemons, grapefruits, cumquats, tangerines, in addition to more pomoid fruit, such as apples, pears, but also stone fruit, such as peaches, nectarines, cherries, apricots, in addition to grapevine, olives, tea, and tropical crops, such as, for example, mangoes, papayas, figs, pineapples, dates, bananas, durants, passion fruit, persimmons, coconuts, cocoa, coffee, avocados, lychees, passion fruit, guavas, sugar cane, in addition to almonds and walnuts, such as, for example, hazelnuts, walnuts, pistachios, cashews, Brazil nuts , pecans, butter nuts, chestnuts, walnut nuts, macadamia nuts, peanuts, in addition also soft fruit, such as, for example, currants, gooseberries, raspberries, blackberries, blueberries, strawberries, cranberries, kiwis , cranberries.
[00118] With regard to use, ornamental plants are to be understood as meaning, for example, cut flowers, such as, for example, roses, carnations, gerbera, lilies, daisies, chrysanthemums, tulips, daffodils, anemones, poppies , amaryllis, dahlias, azaleas, mallows, gardenias, euphorbias, moreover, for example, strip plants, potted plants and shrubs, such as, for example, roses, hibiscus, chrysanthemums, moreover, for example, shrubs and conifers, such as, for example, fig trees, rhododendron, spruce trees, firs, pines, yews, junipers, but also grass, such as, for example, golf grass, garden lawn.
[00119] With regard to use, vegetables are understood to mean for example fruit vegetables and inflorescences such as vegetables, for example bell peppers, peppers, tomatoes, aubergines, cucumbers, pumpkins, courgettes, climbing beans and dwarfs, peas, artichokes, corn; but also leafy vegetables, for example head-forming lettuce, chicory, endives, various types of watercress, arugula, lamb's lettuce, iceberg lettuce, leeks, spinach, chard; in addition to vegetables with tubers, vegetables with roots and vegetables with stems, for example celery, beet root, carrots, radish, horseradish, scorzonera, asparagus, beet for human consumption, palm hearts, bamboo shoots, in addition to more vegetables with bulbs, for example onions, leeks, Florence fennel, garlic; in addition to more Brassica vegetables such as cauliflower, broccoli, kohlrabi, red cabbage, white cabbage, leaf cabbage, Savoy cabbage, Brussels sprouts, Chinese cabbage.
[00120] Regarding the use in cereal crops, cereal is to be understood as meaning, for example, wheat, barley, rye, oats, triticale but also maize and millet.
[00121] Particularly preferred for the use of the compounds according to the invention are target nematodes from the following families, preferably found in the useful cultures / plants mentioned below: Pratylenchidae, Radopholus brevicaudatus, Radopholus cavenessi, Radopholus clarus, Radopholus citrophilus, Radopholus crenatus, Radopholus inaequalis, Radopholus inanis, Radopholus capitatus, Radopholus intermedius, Radopholus laevis, Radopholus coastalis, Radopholus magniglans, Radopholus megadorus, Radopholus nativus, Radopholus neosimilus, Radopholus nigeri, Radopholus, Radopholus, Radopholus, Radopholus, Radopholus tris , Radopholus vacuus, Radopholus vangundyi, Radopholus vertexplanus, Radopholus williamsi in citrus, tropical fruit, eg, bananas, coffee, coconuts, avocado; tea, ornamental plants, lawn Pratylenchus coffeae, Pratylenchus fallax strawberries, Pratylenchus goodeyi, Pratylenchus vulnus, Pratylenchus penetrans, Pratylenchus brachyurus in tropical fruit, eg, bananas, coffee, pineapples; nuts; eg, nuts, almonds; ornamental plants, eg, roses; Particular preference is also given to Xiphinema americanum, Xiphinema diversicaudatum, Xiphinema index in crops such as vines, soft fruit, eg strawberries; conifers, eg, pines; ornamental plants, eg, roses; stone fruit Longidorus elongates in crops such as soft fruit, eg strawberries; shrubs, perennial crops Meloidogyne incognita, Meloidogyne hapla, Meloidogyne arenaria, Meloidogyne javanica in crops such as vines, peanuts, sugar cane, tomatoes Tylenchulus semipenetrans (Family: Tylenchulidae) in crops such as critical fruit, eg, oranges , grapefruits, lemons, tangerines; vines, olives, tropical fruit, eg, persimmons, - Belonolaimus longicaudatus (Family: Belonolaimidae) in crops such as citrus, eg, oranges, grapefruits, lemons, tangerines; soft fruit, e.g., strawberries; lawn, conifers, eg spruce; Mesochriconema xenoplax in crops such as grapefruits, walnuts, eg, almonds, walnuts; Rotylenchulus reniformis in crops such as tropical fruit, eg, bananas, pineapples, papayas, melons, passion fruit; coffee, in citrus fruit, eg, oranges, grapefruits; ornamental plants, eg gardenias, Helicotylenchus multicinctus euphorbia in crops such as tropical fruit, eg bananas
[00122] All plants and parts of plants can be treated according to the invention. Preferably, the compound according to formula (I) is used to treat the aerial part of the plant (eg, leaves, needles, stems, stems, flowers, fruit bodies, fruits).
[00123] In this context, plants are understood to mean all plants and plant populations such as wild plants or desired and unwanted crop plants (including naturally occurring crop plants).
[00124] Crop plants can be plants that can be obtained by traditional breeding and optimization methods or by biotechnological and recombinant methods, or combinations of these methods, including transgenic plants and including plant varieties that are capable or not capable of be protected by the Rights of Plant Breeders.
[00125] Parts of plants are understood to mean all parts and organs of aerial and underground plants such as sapling, leaf, flower and root, being examples that can be mentioned leaves, needles, stems, stems, flowers, fruit bodies, fruits and seeds, but also roots, tubers and rhizomes.
[00126] Plant parts also include crop material and vegetative and generative propagation material, for example cuttings, tubers, rhizomes, branches and seeds.
[00127] The treatment according to the invention with the active compound, of plants and parts of plants, is carried out directly or by treating their environment, habitat or storage using conventional treatment methods, for example by immersion, spraying, fumigation, nebulization, dispersion, smear, injection, and, in the case of propagating material, in particular seeds, in addition to coating with one or more coatings.
[00128] As already mentioned above, all plants and their parts can be treated according to the invention.
[00129] The terms "parts", "plant parts" or "plant parts" have been described above. ONE STEP METHOD
[00130] In the first embodiment of the invention, the method for combating and controlling nematodes in the soil of cultures comprises the step of applying a treatment of the compound according to formula (I) as described above to said cultures.
[00131] Generally, the compound according to formula (I) is applied to crop plants at a rate of 1 to 1000 g / ha, preferably 1 to 500 g / ha, more preferably 10 to 400 g / ha, the more preferably 30 to 400 g / ha.
[00132] In a specific embodiment, the compound according to formula (I) is the only nematicide applied as a treatment to the plant. In this specific embodiment, the compound according to formula (I) is applied to crop plants at a rate of 1 to 1000 g / ha, preferably 1 to 500 g / ha, more preferably 10 to 400 g / ha , most preferably 30 to 400 g / ha.
[00133] In another embodiment, the compound according to formula (I) is applied with a second nematicide applied to the plant. The second chemical nematicide can be selected from 1,2-dibromo-3-chloropropane, 1,2-dichloropropane, 1,2-dichloropropane with 1,3-dichloropropene, 1,3-dichloropropene, 1,1-dioxide of 3, 4- dichlorotetrahydrothiophene, 3- (4-chlorophenyl) -5-methylrodanine, 5-methyl-6-thioxo-1,3,5-thiadiazinan-3-ylacetic acid, 6-isopentenylaminopurine, abamectin, acetoprol, alanicarb, aldicarb, aldoxicarb , benclothiaz, benomyl, butylpyridaben, cadusafos, carbofuran, carbon disulfide, carbosulfan, chloropicrine, chlorpyrifos, cloetocarb, cytoquinins, dazomet, DBCP, DCIP, diamidafos, diclofention, diclifos, dimetoate, doramectin, benzoin and , ethylene dibromide, fenamifos, fenpirade, fensulfotion, fluensulfone, fostiazato, fostietan, furfural, GY-81, heterofos, imiciafios, imiciafos, iodometano, isamidofos, isazofos, ivermectina, cinetina, mecamfon, metam-metam-metam-metam, , methyl bromide, methyl isothiocyanate, milbemycin oxime, moxidectin, composition of Myrothecium verrucaria, oxamil, oxamyl carbamate, phorate, phosphamidon, phosphocarb, sebufos, selamectin, spinosad, terbam, terbufos, tetrachlorothiophene, thiafenox, thionazine, triazofos, triazuron, xiazines and 5 x 2 x 2 x 2 x 10 x 2 In this specific embodiment, the compound according to formula (I) is applied to crop plants at a rate of 1 to 1000 g / ha, preferably 1 to 500 g / ha, more preferably 10 to 400 g / ha and most preferably 30 to 400 g / ha and the second nematicide is applied to crop plants at a rate of 1 to 1000 g / ha, preferably 1 to 500 g / ha, more preferably 10 to 400 g / ha and the most preferably 30 to 400 g / ha.
[00134] In all of the above embodiments, the compound according to formula (I) is preferably applied as a foliar treatment to said crop plants.
[00135] The compound according to formula (I) is preferably applied to the aerial part of said culture plants. The compound according to formula (I) is preferably sprayed on the aerial part of said culture plants.
[00136] In a preferred embodiment, the treated plants are in need of protection from nematodes, in particular phytoparasitic nematodes. TWO-STEP METHOD
[00137] The invention also encompasses a method for combating and controlling nematodes comprising at least two treatments, namely: i) applying a first composition with nematicidal properties to a seed and / or to the soil surrounding a planted seed or plant; ii) and applying a second composition comprising a systemic nematicidal compound to an aerial part of the plant of said plant or plant produced from the seed; wherein the systemic nematicidal compound is selected from a compound according to the formula (! ')
where X, Y and Z are independently of each other C1-4 alkyl, C3-6 cycloalkyl, C1-4 haloalkyl, C1-4 alkoxy, halogen, phenyl or phenyl substituted by C1-4 alkyl, C1-4 haloalkyl, halogen or cyano ; men are, independently of each other, 0, 1, 2 or 3 and m + n is 0, 1, 2 or 3; G is hydrogen, a metal, ammonium, sulfonium or a latent group; R is hydrogen, C1-6 alkyl, C1-6 haloalkyl, C1-6 cyanoalkyl, benzyl, C1-4 alkoxy (C1-4) alkoxy, C1-4 alkoxy (C1-4) alkyl (C1-4) or a selected group of G ; and A is hydrogen, C1-6 alkyl, C1-6 haloalkyl, C3_6 cycloalkyl, C3_6alkyl (C1-4) cycloalkyl, or C3_6alkyl (C1-4) cycloalkyl where in the cycloalkyl fraction a methylene group is replaced by 0, S or NR0, where Ro is C1-6 alkyl or C1-6 alkoxy, or A is C2-6 alkenyl, C2_6 haloalkenyl, C3_6 alkynyl, C1-6 cyanoalkyl, benzyl, C1-4 alkoxy (C1-4) alkoxy, C1-4 alkoxy (C1-4) alkyl (C1-4) alkyl ( C1-4), oxetanil, tetrahydrofuranyl, tetrahydropyranyl, C1-6 alkylcarbonyl, C1-6 carbonyl alkoxy, C3_6carbonyl cycloalkyl, N-di (C1-6 alkyl) carbamoyl, benzoyl, C1-6 alkylsulfonyl, C1-4 alkylalkyl, C1-4 alkyl - 4-sulfinylalkyl (C1-4) or C1-4 alkylsulfonylalkyl (C1-4); or A is 0-A1 where A1 is selected from one of A, as defined above, or furanyl-alkyl (C1-4), tetrahydro-thiofuranyl, tetrahydro-thiopyranyl or 1-alkoxy (C1-4) -piperidin-4- iline or an agrochemically acceptable salt or N-oxide.
[00138] The combination of the first composition and the second composition provides synergistic control of the nematodes. By synergistic control it is understood here that the effect achieved with the combination of the first composition and the second composition is greater than the expected sum of effects of the first and second compositions taken individually. This can be measured and calculated according to the Colby method explained below.
[00139] The action to be expected E for a given combination of active ingredients obeys the so-called COLBY formula and can be calculated as follows (COLBY, SR "Calculating synergistic and antagonistic responses of herbicide combination". Weeds, Vol. 15 , pages 20-22; 1967): ppm = milligrams of active ingredient (= ai) per liter of spray mixture X =% action by active ingredient A) using p ppm active ingredient Y =% action by active ingredient B ) using q ppm of active ingredient.
[00140] According to COLBY, the expected (additive) action of active ingredients A) + B) using p + q ppm of active ingredient is

[00141] If the action actually observed (0) is greater than the action expected (E), then the action of the combination is superadditive, i.e., there is a synergistic effect. In mathematical terms, the SF synergy factor corresponds to 0 / E. In agricultural practice, an SF of> 1.2 indicates a significant improvement over the purely complementary addition of activities (expected activity), while an SF of 0.9 in the practical application routine signals a loss of activity compared to the expected activity .
[00142] Preferably, in this embodiment, the compounds of the formula (! ') Are selected from compounds in which: X, Y and Z are independently of each other methyl, ethyl, iso-propyl, n-propyl, methoxy, fluorine, bromine or chlorine; men are, independently of each other, 0, 1, 2 and m + n is 0, 1, 2; G is hydrogen, or a latency group; R is hydrogen, methyl, ethyl, iso-propyl, n-propyl, tert-butyl, sec-butyl, iso-butyl, or n-butyl; A is hydrogen, methyl, ethyl, n-propyl, iso-propyl, methoxy, ethoxy, methoxymethyl, ethoxymethyl, methoxyethyl.
[00143] More preferably, in this embodiment, the compounds of the formula (! ') Are selected from compounds in which: X, Y and Z are independently of each other methyl, ethyl, fluorine, bromine or chlorine; men are, independently of one another, 0, 1, 2 and m + n is 1, 2; G is hydrogen, or a latency group; R is hydrogen, methyl or ethyl; and A is hydrogen, methyl, ethyl, methoxy, ethoxy.
[00144] More preferably, in this embodiment, the compounds of the formula (! ') Are selected from compounds in which: X, Y and Z are independently of each other methyl or chlorine; men are, independently of each other, 0, 1, 2 and m + n is 1, 2; G is hydrogen, or a latency group; R is hydrogen, methyl; and A is hydrogen, methyl, methoxy.
[00145] In the groups of compounds of the formula (! ') Above, G is preferably hydrogen or a latent group selected from the group -C (= O) -Ra and -C (= O) -O-Ra; wherein Ra is selected from hydrogen, C1-C12 alkyl, C2-C12 alkenyl, C2-C12 alkynyl, C1-C0 haloalkyl.
[00146] In the groups of compounds of the formula (! ') Above, G is more preferably hydrogen or a latent group selected from the group -C (= O) -Ra and -C (= O) -O-Ra; where Ra is selected from the group consisting of methyl, ethyl, n-propyl, iso-propyl, n-butyl, iso-butyl, sec-butyl, tert-butyl, ethylen and propenyl, e.g., 2-propen 1-ila.
[00147] In the groups of compounds of the formula (! ') Above, G is more preferably hydrogen or - (C = 0) OCH2CH3.
[00148] Preferably, the compounds of the formula (! ') Are selected from:



[00149] More preferably, the compounds of the formula (I ') are selected from:



[00150] In an embodiment of the invention, the first composition with nematicidal properties is applied to a seed and also a first composition is applied to the soil surrounding a planted seed or plant, where the first composition applied to the seed is the same as the or different from the first composition applied to the soil surrounding a planted seed or plant.
[00151] The method according to the invention encompasses the embodiment in which the first composition comprises a chemical nematicide. The chemical nematicide is preferably selected from the group of known chemical nematicides consisting of 1,2-dibromo-3 - chloropropane, 1,2-dichloropropane, 1,2-dichloropropane with 1,3-dichloropropene, 1,3-dichloropropene, 1, 3,4-dichlorotetrahydrothiophene 1-dioxide, 3- (4-chlorophenyl) -5-methylrodanine, 5-methyl-6-thioxo-1,3,5-thiadiazinan-3-ylacetic acid, 6-isopentenylaminopurine, abamectin, acetoprol , alanicarb, aldicarb, aldoxicarb, benclothiaz, benomyl, butylpyridaben, cadusaphos, carbofuran, carbon disulfide, carbosulfan, chloropicrin, chlorpyrifos, cloetocarb, cytokines, dazomet, DBCP, DCIP, diamidae, difamma, diclamma, diclamma, diclamma, diclamma of emamectin, eprinomectin, etoprofos, ethylene dibromide, fenamiphos, fenpirade, fensulfotion, fluensulfone, fostiazate, fostietan, furfural, GY-81, heterofos, imiciafios, imiciafos, iodomethane, isamidofos, metamorphine, isazofos, - potassium, metam-sodium, methyl bromide la, methyl isothiocyanate, milbemycin oxime, moxidectin, composition of Myrothecium verrucaria, oxamil, oxamyl carbamate, phorate, phosphamidon, phosphocarb, sebufos, selamectin, spinosad, terbam, terbufos, tetrachlorothiazine, trioxide, triazine, trioxin YI-5302 and zeatin. Said chemical nematicides can be applied to the seed or soil surrounding the planted seed or plant originating from the seed or both the seed and the soil. The said chemical nematicide applied to the seed may be different from the chemical nematicide applied to the soil.
[00152] If the chemical nematicide is applied to the seed, it is applied at a rate of 0.05 to 2.0 mg / seed, preferably 0.10 to 1.0 mg / seed, more preferably 0.15 to 0, 5 mg / seed, most preferably 0.15 to 0.30 mg / seed. Preferably it is only applied to the seed.
[00153] If the chemical nematicide is applied to the soil surrounding the planted seed or plant it is applied at a rate of 0.05 to 2.0 mg / seed, preferably 0.10 to 1.0 mg / seed, more preferably 0.15 to 0.5 mg / seed, most preferably 0.15 to 0.30 mg / seed. Preferably it is only applied to the soil surrounding the planted seed or plant.
[00154] In case the chemical nematicide is applied to the seed and the soil surrounding the seed or plant it is applied at a rate of 0.05 to 2.0 mg / seed, preferably 0.10 to 1.0 mg / seed, more preferably 0.15 to 0.5 mg / seed, most preferably 0.15 to 0.30 mg / seed to seed and a rate of 1 to 1000 g / ha, preferably 1 to 500 g / ha, more preferably 10 at 400 g / ha, most preferably 30 to 400 g / ha.
[00155] Preferably, the first composition comprises a chemical nematicide selected from one or more of abamectin, phostiazate or oxamyl carbamate. Said chemical nematicides can be applied to the seed or soil surrounding the planted seed or plant originating from the seed or both the seed and the soil. Preferably, chemical nematicides are applied only to the seed.
[00156] Preferably, the first composition comprises the chemical nematicide abamectin, which can be applied to the seed or soil surrounding the planted seed or plant or to both the seed and the soil surrounding the planted seed or plant. In one embodiment, abamectin is applied only to the seeds.
[00157] If abamectin is applied only to the seed it is applied at a rate of 0.1 to 1.0 mg of active ingredient / seed, preferably 0.1 to 0.6 mg / seed, more preferably 0.1 at 0.3 mg / seed, most preferably 0.15 to 0.3 mg / seed.
[00158] If abamectin is applied only to the soil surrounding the planted seed or plant it is applied at a rate of 0.1 to 1.0 mg of active ingredient / seed, preferably 0.1 to 0.6 mg / seed , more preferably 0.1 to 0.3 mg / seed, most preferably 0.15 to 0.3 mg / seed.
[00159] If abamectin is applied to the seed and soil surrounding the seed or plant it is applied at a rate of 0.050 to 1.0 mg / seed, preferably 0.05 to 0.30 mg / seed, more preferably 0 , 10 to 0.30 mg / seed, most preferably 0.15 to 0.25 mg / seed to seed and a rate of 1 to 1000 g / ha, preferably 1 to 500 g / ha, more preferably 10 to 400 g / ha, most preferably 30 to 400 g / ha to the soil surrounding the seed or seed plant.
[00160] The first composition may comprise a biological nematicide instead of (or in addition to) the chemical nematicide. The biological nematicide is preferably selected from the group of known biological nematicides consisting of Myrothecium verrucaria, Burholderia cepacia, Bacillus chitonosporus, Paecilomyces lilacinus, Bacillus amyloliquefaciens, Bacillus firmus, Bacillus subtillis, Bacillus pumulis, and Pasteuria sp. And Pasteuria spp. usgae.
[00161] The first composition, or the second composition, or both the first composition and the second composition, may additionally comprise at least one insecticide or fungicide in addition to the nematicide.
[00162] When it is stated here that the first application is applied to the "soil" surrounding the planted seed or plant produced from said seed, this means several methods of applying the compound directly to the soil. This can be a soak application or an immersion application. The immersion application can be applied through an irrigation system. i) applying a first composition with nematicidal properties to a seed and / or to the soil surrounding a planted seed or plant; ii) and applying a second composition comprising a systemic nematicidal compound to an aerial part of the plant of said plant or plant produced from the seed;
[00163] The invention also encompasses a method to combat and control nematodes comprising at least two treatments, namely: i) applying a first composition comprising abamectin to a seed before planting and / or to the soil surrounding a planted seed or plant; ii) and applying a second composition comprising a systemic nematicidal compound to an aerial part of the plant of said previously treated plant or plant produced from said previously treated seed; wherein the systemic nematicidal compound is selected from a compound according to one or more of formulas (i) and (i ') to (viii) to (viii').
[00164] Preferably, in step (i), the first composition comprising abamectin is applied to the seed before planting.
[00165] In a preferred embodiment, the treated plants are in need of protection from nematodes, in particular phytoparasitic nematodes. EXAMPLES
[00166] In the examples below:
[00167] Compound A is:
and Compound B
Example 1: Single use of the compound according to formula (I)
[00168] POT TESTS: Cotton leaf spray against nematodes Meloidogyne incognita (RKNi) using
[00169] TEST DESIGN AND OUTLINE:
[00170] 12 clay pots of 1 L were used per treatment. Cotton: Fiber Max 966 seeds were planted in pots and allowed to germinate and grow to young plants. The vessels were artificially infested with nematodes (RKNi) 2 days after treatment.
[00171] APPLICATION: Compounds A and B and Spirotetramato comparison were sprayed as a normal leaf spray with hollow cone nozzles directed at the plants. The compounds A, B and spirotetramate used were formulated as a suspension concentration formulation at a dose rate of 100 g / ha. The compounds were diluted to a spray volume of approx. 150 L / ha, which was used in young plants. The treatment was applied when the plants had at least 2 true leaves.
[00172] The Abamectin industry comparison as a seed treatment was also included in the trials as a comparison. AVICTA ° 500 FS from Syngenta AG was used at a rate of 500 g / L as a flowable concentrate (FS) formulation and applied to the seeds as a paste to provide a rate of 0.15 mg of active ingredient per seed.
[00173] EVALUATION: The plants were removed 2 days after treatment by foliar spray to evaluate the penetration of the nematode in the roots with a staining method. The root galls / cysts were evaluated according to standard practice. Table I: Artificial infestation with nematodes 2 days after leaf spray (in the BBCH 14 culture stage)


[00174] The longer the roots, the more effective the treatment. The smaller the number of root galls per plant, the more effective the treatment.
[00175] Thus it was observed that Compounds A and B used according to the invention provided similar control against nematodes compared to the AVICTA industry standard (i.e., Abamectin used as a seed treatment). Compared to prior art tetramic acid compounds, Compounds A and B performed better than spirotetramate. Example 2: Synergistic use of a first composition comprising a nematicide with a second composition comprising compound A according to formula (! ')
[00176] POT TESTS: Seed treatments and foliar spraying on sugar beets (Beta Vulgaris cv Impulse) against root nematodes Heterodera schachtii Schmidt (SBCN) (Münster, Germany) TEST DESIGN AND OUTLINE:
[00177] 15 pots of 7 L containing 7 L of soil with an organic matter content of 2% (soaked soil + sand) were used per treatment. Seeds were planted in 1 cm deep pot soil and allowed to germinate and grow to young plants on a polyunion. During the winter months, the pots were placed in a greenhouse. The pots were artificially infested with nematodes (SBCN) when the soil was prepared for each pot and immediately before planting.
[00178] APPLICATION: Compounds A and Spirotetramato comparison were sprayed as a normal leaf spray with hollow cone nozzles directed at the plants. The compounds A and Spirotetramato used were formulated as a suspension concentration formulation at a dose rate of 100 g / ha. The first leaf spray was applied 14 days after sowing. A second leaf spray was carried out 3 weeks later.
[00179] Abamectin was used as a seed treatment. AVICTA ° 500 FS from Syngenta AG was used at a rate of 500 g / L as a flowable concentrate formulation (FS) and applied to the seeds as a paste to provide a rate of 0.6 mg of active ingredient per seed.
[00180] EVALUATION: The sugar beet plants were collected after 4 months according to the prevailing temperatures and environmental conditions. The weights of sugar beet tubers were assessed according to standard practice. Table II Average tuber weight in relation to inoculated control (%); n = 8-10


[00181] This test showed that the test method applied was appropriate for assessing the damage caused by the nematode cysts of sugar beet Heterodera schachtii over a longer period of time. There were distinct differences between infected and uninfected plants in both weight and visual assessments.
[00182] In combination with an effective seed treatment (Avicta® standard), the compound according to the invention showed that the weight of the root tubers was significantly increased in relation to the infested control and Avicta alone, much more than expected . In view of an integrated culture strategy, the application of a nematicide of seed treatment to sugar beet and following with foliar sprays of the compound of the formula (! ') Could be an attractive management program for long-term control of nematodes in over an entire growing season. The same synergy could not be observed in the combination of an abamectin seed treatment (Avicta °) with spirotetramate (Movento °). Example 3: Synergistic use of a first composition comprising a nematicide with a second composition comprising compound B according to the formula (! ')
[00183] POT TESTS: Seed treatments and foliar spraying on sugar beets (Beta Vulgaris cv Impulse) against root nematodes Heterodera schachtii Schmidt (SBCN) TEST DESIGN AND OUTLINE:
[00184] 8 x 350 mL pots containing 350 mL of soil (soil soaked at 70% and sand at 30%) were used per treatment. 1 Seed per pot was planted in 0.5 cm deep pot soil and allowed to germinate and grow to young plants. The plants were kept under constant conditions of 25 ° C during the day and 23 ° C during the night with a humidity of 50-60% with light periods of 14 hours. The pots were artificially infested with nematodes (SBCN) 7 days after sowing. For inoculation, 3 holes are drilled in the soil and 2 ml of nematode suspension is applied per hole.
[00185] APPLICATION: Compounds B and Spirotetramato comparison were sprayed as a normal leaf spray with hollow cone nozzles directed at the plants. The compounds B and Spirotetramato used were formulated as a suspension concentration formulation at a dose rate of 100 g / ha. The first leaf spray was applied 14 days after sowing (i.e., 7 days after inoculation). A second leaf spray was carried out 21 days after sowing (i.e., 14 days after inoculation).
[00186] Abamectin was used as a seed treatment. AVICTA® 400 FS from Syngenta AG was used at a rate of 400 g / L as a flowable concentrate formulation (FS) and applied to the seeds as a paste to provide a rate of 0.6 mg and 1 mg of active ingredient per seed.
[00187] EVALUATION: Sugar beet plants were collected 25 days after inoculation. Weights of sugar beet roots and sprouts were evaluated according to standard practice. The number of cysts per root system and as a function of root weight was assessed.
[00188] Table III Effectiveness in% of cyst nematodes per root system at the rate of Abamectin 1 mg / seed
Table IV Effectiveness in% of cyst nematodes per root system at the rate of Abamectin 0.6 mg / seed

[00189] This test showed that a combined application of Compound B together with Abamectin applied according to the invention has a synergistic effect against the reproduction of H. schachtii in sugar beet. It can be seen that the number of developed females has been reduced by more than Colby's formula would have expected from the unique treatments. So synergy is proven.

权利要求:
Claims (9)
[0001]
1. Use of a compound according to formula (I)
[0002]
2. Use, according to claim 1, characterized for combating and controlling phytoparasitic nematodes.
[0003]
3. Use, according to claim 1 or 2, characterized for being for fighting and controlling nematodes in perennial or annual cultures.
[0004]
4. Use according to any one of claims 1 to 3, characterized in that it is used to combat and control nematodes in vegetables and / or citrus fruits and / or grapes.
[0005]
Use according to any one of claims 1 to 4, characterized in that the compounds of formula (I) as defined in claim 1, are applied to the cultures as a leaf treatment.
[0006]
6. Method for reducing damage caused by nematodes to a plant characterized by comprising: i) application of a first composition with nematicidal properties to a seed before planting and / or to the soil surrounding a planted seed or plant, in which the first composition comprises a chemical nematicide selected from abamectin; ii) and applying a second composition comprising a systemic nematicidal compound to an aerial part of the plant of said previously treated plant or plant produced from said previously treated seed; wherein the systemic nematicidal compound is a compound according to formula (I)
[0007]
Method according to claim 6, characterized in that the first composition further comprises a biological nematicide.
[0008]
8. Method according to claim 7, characterized in that the biological nematicide is selected from the group consisting of Myrothecium verrucaria, Burholderia cepacia, Bacillus chitonosporus, Paecilomyces lilacinus, Bacillus amyloliquefaciens, Bacillus firmus, Bacillus subtillis, Bacillus pumulis, sp. , preferably Pasteuria nishizawae strain Pnl and Pasteuria usgae.
[0009]
Method according to any one of claims 6 to 8, characterized in that the first composition or the second composition, or both the first composition and the second composition, additionally comprise at least one insecticide or fungicide.

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法律状态:
2019-05-21| B06T| Formal requirements before examination|

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2020-06-30| B09A| Decision: intention to grant|

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2020-09-15| B16A| Patent or certificate of addition of invention granted|Free format text: PRAZO DE VALIDADE: 20 (VINTE) ANOS CONTADOS A PARTIR DE 21/05/2014, 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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EP13169528|2013-05-28|

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EP13169528.0|2013-05-28|

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PCT/EP2014/060411|WO2014191271A1|2013-05-28|2014-05-21|Use of tetramic acid derivatives as nematicides|

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