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    公开号:AU2007335387A1
    申请号:U2007335387
    申请日:2007-12-20
    公开日:2008-06-26
    发明作者:Ryo Hanai；Hisashi Honda；Masanori Kobayashi；Yoshihiro Yamaji
    申请人:Kumiai Chemical Industry Co Ltd；
    IPC主号:A01N43-80
    专利说明:
    1 DESCRIPTION HERBICIDAL COMPOSITION S TECHNICAL FIELD The present invention relates to a novel herbicidal composition. BACKGROUND ART 10 It is disclosed in Patent Document 1 that isoxazoline derivatives or their salts as compounds of Component A to be incorporated in the herbicidal composition of the present invention are safe to rice, wheat, barley, corn, grain sorghum, soybean, cotton, 15 sugar beet, lawn grass, fruits and the like and have excellent herbicidal effects by themselves. Further, compounds of the after-mentioned Components B and C to be incorporated in the herbicidal composition of the present invention, are known compounds having 20 herbicidal activities, and they are disclosed, for example, in Non-patent Documents 1 to 3. Further, a group of compounds of the after-mentioned Component D to be incorporated in the herbicidal composition of the present invention, as the case 25 requires, are compounds known as phytotoxicity-reducing agents, and such compounds are disclosed in Non-patent Documents 1 and 2.
    2 Patent Document 2 discloses Examples wherein compounds represented by the formula [I] can be mixed with known herbicidal compounds. On the other hand, various herbicides have been 5 developed for practical use by the research and development over many years, and such herbicides have contributed to saving of weed-controlling operations or to the improvement of productivity of agricultural or horticultural crop plants. However, even today, it is 10 desired to develop a novel herbicide which is safer and has excellent herbicidal characteristics. Further, a herbicide to be used for crop plants is desired to be an agent which exhibits sufficient herbicidal effects against a, wide range of weeds at a low is dose by application to soil or foliage and yet exhibits high selectivity between crop plants and weeds. Patent Document 1: WO2002/062770 Patent Document 2: W02004/014138 Non-patent Document 1: Pesticide Manual 14th 20 edition, British Crop Council Non-patent Document 2: SHIBUYA INDEX 12th Edition, published by SHIBUYA INDEX RESEARCH ASSOCIATION Non-patent Document 3: Monthly Fine Chemical, vol 35, No. 7 (2006), published by CMC 25 DISCLOSURE OF THE INVENTION OBJECT TO BE ACCOMPLISHED BY THE INVENTION 3 It is an object of the present invention to provide a herbicidal composition comprising an isoxazoline derivative represented by the following formula [I] or its salt in order to control unwanted weeds in 5 cultivation of crop plants or useful plants. MEANS TO ACCOMPLISH THE OBJECT The present inventors have conducted an extensive research to accomplish the above object and as a result, 10 have found that by the combined use of Component A which is a compound selected from isoxazoline derivatives represented by the following formula [I] and their salts, and a herbicide shown by the following Component B; by the combined use of Components A and B and a herbicide 15 shown by the following Component C; by the combined use of Components A and B and a phytotoxicity-reducing agent shown by the following Component D; or by the combined use of Components A, B, C and D, not only the respective herbicidal effects are obtainable merely additively, but 20 also synergistic herbicidal effects can be obtained, or the phytotoxicity can be synergistically reduced. Namely, the present inventors have found that by the combined use of two or more such agents, the herbicidal spectrum can be broadened as compared with the herbicidal 25 ranges of the respective agents, and at the same time, the herbicidal effects can be attained at an early stage; the effects are prolonged; further, sufficient effects 4 are obtainable at a dose lower than the dose when they are used individually; at the same time, safety to rice, wheat, barley, corn, grain sorghum, soybean, cotton, sugar beet, lawn grass, fruits or the like is secured; 5 and sufficient herbicidal effects can be obtained by single application. The present invention has been accomplished on the basis of such discoveries. The present invention provides the following. 1. A herbicidal composition comprising the following 10 Component A which is at least one compound selected from the group consisting of isoxazoline derivatives of the formula [I] and their salts, and the following Component B, as active ingredients: Component A: R2 R3 R 4 R I
    R
    6 R n / S(O)g-C-Y [I] O'N 5 15 R wherein each of R' and R 2 which are independent of each other, is a hydrogen atom, a C 1
    -C
    10 alkyl group, a C 3
    -C
    8 cycloalkyl group or a C 3
    -C
    8 cycloalkyl C1-C 3 alkyl group, or R 1 and R 2 together form a C 3
    -C
    7 spiro ring together 20 with the carbon atom to which they are bonded; each of R 3 and R 4 which are independent of each other, is a hydrogen atom, a C1-Cio alkyl group, a C 3
    -C
    8 cycloalkyl group, or R 3 and R 4 together form a C 3
    -C
    7 spiro ring together with the carbon atom to which they are 5 bonded, or RI, R 2, R 3 and R 4 may form a 5- to 8-membered ring together with the carbon atoms to which they are bonded; each of R 5 and R' which are independent of each other, s is a hydrogen atom or a C 1
    -C
    1 o alkyl group; Y is a 5- or 6-membered aromatic heterocyclic or aromatic condensed heterocyclic group having an optional hetero atom selected from the group consisting of a nitrogen atom, an oxygen atom and a sulfur atom, such a 10 heterocyclic group may be substituted by from 0 to 6 same or different groups selected from the following substituent group a, adjacent two alkyl groups, alkoxy groups, alkyl and alkoxy groups, alkyl and alkylthio groups, alkyl and alkylsulfonyl groups, alkyl and 15 monoalkylamino groups, or alkyl and dialkylamino groups may be bonded to each other to form a 5- to 8-membered ring which may be substituted by from 1 to 4 halogen atoms, and when the hetero atom of such a heterocyclic group is a nitrogen atom, it may be oxidized to be an N 20 oxide; n is an integer of from 0 to 2; Substituent group a: a hydroxyl group, a thiol group, a halogen atom, a
    C
    1 -Cio alkyl group, a C 1 -CIo alkyl group mono-substituted 25 by an optional group selected from the following substituent group P, a C 1
    -C
    4 haloalkyl group, a C 3 -CE cycloalkyl group, a C 1
    -C
    1 0 alkoxy group, a C 1
    -C
    10 alkoxy 6 group mono-substituted by an optional group selected from the following substituent group y , a C 1
    -C
    4 haloalkoxy group, a C 3
    -C
    8 cycloalkyloxy group, a C 3
    -C
    8 cycloalkyl Cj
    C
    3 alkyloxy group, a C1-C10 alkylthio group, a C 1
    -C
    10 s alkylthio group mono-substituted by an optional group selected from the following substituent group y , a C 1
    -C
    4 haloalkylthio group, a C 2
    -C
    6 alkenyl group, a C 2
    -C
    6 alkenyloxy group, a C 2
    -C
    6 alkynyl group, a C 2
    -C
    6 alkynyloxy group, a C 1 -Cio alkylsulfinyl group, a C 1
    -C
    10 10 alkylsulfinyl group mono-substituted by an optional group selected from the following substituent group y , a Cj-Cio alkylsulfonyl group, a C 1 -C1O alkylsulfonyl group mono substituted by an optional group selected from the following substituent group y, a C 1
    -C
    4 haloalkylsulfinyl 15 group, a C 1 -C1 0 alkylsulfonyloxy group mono-substituted by an optional group selected from the following substituent group y , a C 1
    -C
    4 haloalkylsulfonyl group, a C 1
    -C
    10 alkylsulfonyloxy group, a C 1
    -C
    4 haloalkylsulfonyloxy group, a phenyl group which may be substituted, a phenoxy 20 group which may be substituted, a phenylthio group which may be substituted, an aromatic heterocyclic group which may be substituted, an aromatic heterocyclic oxy group which may be substituted, an aromatic heterocyclic thio group which may be substituted, a phenylsulfinyl group 25 which may be substituted, a phenylsulfonyl group which may be substituted, an aromatic heterocyclic sulfonyl group which may be substituted, a phenylsulfonyloxy group 7 which may be substituted, an acyl group, a C 1
    -C
    4 haloalkylcarbonyl group, a benzylcarbonyl group which may be substituted, a benzoyl group which may be substituted, a carboxyl group, a C 1 -Cio alkoxycarbonyl group, a 5 benzyloxycarbonyl group which may be substituted, a phenoxycarbonyl group which may be substituted, a cyano group, a carbamoyl group (a nitrogen atom of this group may independently be substituted by a C 1
    -C
    10 alkyl group or a phenyl group which may be substituted), a C 1
    -C
    6 10 acyloxy group, a C 1
    -C
    4 haloalkylcarbonyloxy group, a benzylcarbonyloxy group which may be substituted, a benzoyloxy group which may be substituted, a nitro group, and an amino group (a nitrogen atom of this group may independently be substituted by a C 1
    -C
    10 alkyl group, a 15 phenyl group which may be substituted, a C 1
    -C
    6 acyl group, a Ci-C 4 haloalkylcarbonyl group, a benzylcarbonyl group which may be substituted, a benzoyl group which may be substituted, a C 1
    -C
    10 alkylsulfonyl group, a C 1
    -C
    4 haloalkylsulfonyl group, a benzylsulfonyl group which may 20 be substituted, or a phenylsulfonyl group which may be substituted); Substituent group : a hydroxyl group, a C 3 -CS cycloalkyl group (this group may be substituted by a halogen atom or an alkyl group), 25 a C 1
    -C
    10 alkoxy group, a C 1
    -C
    10 alkylthio group, a CiCio alkylksulfonyl group, a C 1
    -C
    10 alkoxycarbonyl group, a C 2 C 6 haloalkenyl group, an amino group (a nitrogen atom of 8 this group may independently be substituted by a C 1
    -C
    10 alkyl group, a C 1
    -C
    6 acyl group, a C 1
    -C
    4 haloalkylcarbonyl group, a C 1
    -C
    10 alkylsulfonyl group, or a C 1
    -C
    4 haloalkylsulfonyl group), a carbamoyl group (a nitrogen s atom of this group may independently be substituted by a
    C
    1 -Cio alkyl group), a C 1
    -C
    6 acyl group, a C 1
    -C
    4 haloalkylcarbonyl group, a C 1
    -C
    10 alkoxyimino group, a cyano group, a phenyl group which may be substituted, and a phenoxy group which may be substituted; 10 Substituent group y : a C 1
    -C
    10 alkoxycarbonyl group, a phenyl group which may be substituted, an aromatic heterocyclic group which may be substituted, a cyano group, and a carbamoyl group (a nitrogen atom of this group may independently be 15 substituted by a C 1 -Cio alkyl group); Component B: At least one compound selected from the group consisting of: (B-1) Acetyl CoA carboxylase inhibitors 20 (a) Aryloxyphenoxypropionic acid compounds: Clodinafop-propargyl, cyhalofop-butyl, diclofop methyl, fenoxaprop-P-ethyl, fenoxaprop-ethyl, fluazifop butyl, fluazifop-P-butyl, haloxyfop, haloxyfop-P, haloxyfop-P-methyl, metamifop, propaquizafop, quizalofop 2s ethyl, quizalofop-P, quizalofop-P-ethyl, quizalofop-P tefuryl. (b) Cyclohexanedione compounds: 9 Alloxydim, butroxydim, clethodim, cycloxydim, profoxydim, sethoxydim, tepraloxydim, tralkoxydim. (c) Phenylpyrazoline compounds: Aminopyralid. s (B-2) Branched chain amino acid synthesis inhibitors (a) Sulfonylurea compounds: Amidosulfuron, azimsulfuron, bensulfuron-methyl, chlorimuron-ethyl, chlorsulfuron, cinosulfuron, cyclosulfamuron, ethametsulfuron-methyl, ethoxysulfuron, 10 flazasulfuron, flupyrsulfuron-methyl-sodium, foramsulfuron, imazosulfuron, iodosulfulon-methyl-sodium, mesosulfuron-methyl, metsulfuron-methyl, oxasulfuron, pyrazosulfuron-ethyl, sulfometuron-methyl, sulfosulfuron, triasulfuron, tribenuron-methyl, trifloxysulfuron-sodium, 15 triflusulfuron-methyl, tritosulfuron. (b) Imidazolinone compounds: Imazamethabenz-methyl, imazamox, imazapic, Imazaquin. (c) Triazolopyrimidine compounds: 20 Diclosulam, florasulam, metosulam, penoxsulam. (d) Pyrimidinyloxy(thio)benzoic acid compounds: Bispyribac-sodium, pyribenzoxim, pyriftalid, pyriminobac-methyl, pyrithiobac-sodium. (e) Sulfonylaminocarbonyltriazolinone compound: 25 Flucarbazone-sodium. (B-3) Photosynthesis II inhibitors (a) Triazine compounds: 10 Ametryn, dimethametryn, desmetryne, prometryn, propazine, simetryn, terbumeton, terbuthylazine, terbutryn, trietazine. (b) Triazinone compounds: 5 Hexazinone, metamitron. (c) Triazolinone compounds: Amicarbazone. (d) Uracil compounds: Bromacil, lenacil, terbacil. 10 (e) Pyridazinone compounds: Chloridazon. (f) Phenylcarbamate compounds: Desmedipham, phenmedipham. (g) Urea compounds: 15 Chlorbromuron, chlorotoluron, chloroxuron, dimefuron, diuron, ethidimuron, fenuron, fluometuron, isoproturon, isouron, methabenzthiazuron, metobromuron, metoxuron, monolinuron, neburon, siduron, tebuthiuron. (h) Anilide compounds: 20 Pentanochlor, propanil. (i) Hydroxybenzonitrile compounds: Ioxynil, bromofenoxim. (j) Benzothiadiazinone compounds: Bentazone. 25 (k) Phenylpyridazine compounds: Pyridate, pyridafol. (B-4) Photosynthesis I inhibitors 11 (a) Bipyridinium compounds: Diquat, paraquat. (B-5) Protoporphrin synthesis inhibitors (a) Diphenyl ether compounds: 5 Acifluorfen, bifenox, chlomethoxyfen, fluoroglycofen-ethyl, fomesafen, lactofen, oxyfluorfen. (b) Phenylphthalimide compounds: Cinidon-ethyl, flumiclorac-pentyl. (c) Thiadiazole compounds: 10 Fluthiacet-methyl, thidiazimin. (d) Oxadiazole compounds: Oxadiargyl, oxadiazon. (e) Triazolinone compounds: Azafenidin, sulfentrazone. 15 (f) Pyrimidinedione compounds: Butafenacil, benzfendizone. (g) Oxazolidinedione compounds: Pentoxazone. (h) Phenylpyrazole compounds: 20 Pyraflufen-ethyl, fluazolate. (i) Other compounds: Pyraclonil, profluazol, flufenpyr-ethyl. (B-6) 4-Hydroxyphenylpyruvate dioxygenase inhibitors, carotenoid synthesis inhibitors 25 (a) Pyridazinone compounds: Norflurazon. (b) Triketone compounds: 12 Sulcotrione. (c) Isoxazole compounds: Isoxachlortole. (d) Pyrazole compounds: 5 Benzofenap, pyrazolynate, pyrazoxyfen. (e) Triazole compounds: Amitrole. (f) Isoxazolidinone compounds: Clomazone. 10 (g) Pyridine carboxamide compounds: Picolinafen. (h) Diphenyl ether compounds: Aclonifen. (i) Urea compounds: is Fluometuron. (j) Other compounds: Beflubutamid, fluridone, flurochloridone, flurtamone, benzobicyclon. (B-7) 5-Enolpyruvylshikimate-5-phosphate synthesis 20 inhibitors (a) Glycine compounds: Sulfosate. (B-8) Glutamine synthesis inhibitors (a) Phosphinic acid compounds: 25 Bilanafos. (B-9) Folic acid synthesis inhibitors (a) Carbamate compounds: 13 Asulam. (B-10) Cell division inhibitors, ultralong chain fatty acid synthesis inhibitors (a) Dinitroaniline compounds: s Benfluralin, butralin, dinitramine, ethalfluralin, oryzalin, trifluralin. (b) Pyridine compounds: Dithiopyr, thiazopyr. (c) Benzenedicarboxylic acid compounds: 10 Chlorthal-dimethyl. (d) Phosphoroamidate compounds: Butamifos, amiprophos-methyl. (e) Benzamide compounds: Propyzamide, tebutam. 15 (f) Carbamate compounds: Carbetamide, chlorpropham, propham. (g) Chloroacetamide compounds: Acetochlor, alachlor, butachlor, dimethachlor, dimethenamid, metazachlor, pethoxamid, pretilachlor, 20 propachlor, propisochlor, S-metolachlor, thenylchlor. (h) Oxyacetamide compounds: Flufenacet, mefenacet. (i) Tetrazolinone compounds: Fentrazamide. 25 (j) Alkaneamide compounds: Diphenamid, naproanilide, napropamide. (i) Other compounds: 14 Anilofos, cafenstrole, piperophos. (B-11) Cellulose synthesis inhibitors (a) Benzonitrile compounds: Dichlobenil, chlorthiamid. 5 (b) Benzamide compounds: Isoxaben. (c) Triazolocarboxyamide compounds: Flupoxame. (B-12) Membrane disruption agents 10 (a) Dinitrophenol compounds: Dinoterb, DNOC, dinoterb. (B-13) Fatty acid synthesis inhibitors (a) Thiocarbamate compounds: Butylate, cycloate, dimepiperate, EPTC, esprocarb, is molinate, orbencarb, pebulate, prosulfocarb, thiobencarb, tiocarbazil, triallate, vernolate. (b) Benzofuran compounds: Benfuresate, ethofumesate. (c) Chlorocarboxylic acid compounds: 20 TCA, dalapon, flupropanate. (d) Phosphorodithioate compounds: Bensulide. (B-14) Auxin synthesis inhibitors (a) Phenoxycarboxylic acid compounds: 25 Clomeprop, 2,4-D, 2,4-DB, dichlorprop, dichlorprop-P, MCPA, MCPB, mecoprop, mecoprop-P, MCPA-thioethyl. (b) Benzoic acid compounds: 15 2,3,6-TBA, chloramben. (c) Pyridine carboxylic acid compounds: Fluroxypyr, picloram, triclopyr. (d) Quinoline carboxylic acid compounds: 5 Quinclorac. (e) Benzothiazole compounds: Benazolin. (B-15) Auxin transport inhibitors (a) Semicarbazone compounds: 10 Diflufenzopyr. (b) Phthalamate compounds: Naptalam. (B-16) Other inhibitors Difenzoquat, flamprop-M, bromobutide, oxaziclomefone, 15 cinmethylin, etobenzanid, fosamine, cumyluron, daimuron, methyl-dimuron, indanofan, pyributicarb, pyrimisulfan, HC-252, forchlorfenuron, thidiazuron, pyrasulfotole, maleic hydrazide, diflumetorim, fenclorim, ancymidol, flurprimidol, chlormequat, mepiquatchloride, quinmerac, 20 propoxycarbazone-sodium, propoxycarbazone, flucetosulfuron, tefuryltrion, karbutilate, metobenzuron, prodiamine, pyroxsulam, triaziflam, pinoxaden, bencarbazone, trinexapac-ethyl and prohexadione-calcium, and their salts and analogues such as acids, esters and 25 amides. 2. The herbicidal composition according to the above 1, wherein Component A is a compound of the formula [I] 16 wherein Y is a 5- or 6-membered aromatic heterocyclic group having a hetero atom selected from the group consisting of a nitrogen atom, an oxygen atom and a sulfur atom. 5 3. The herbicidal composition according to the above 1, wherein Component A is a compound of the formula [I] wherein Y is a thienyl group, a pyrazolyl group, an isoxazolyl group, an isothiazolyl group, a pyridyl group or a pyrimidinyl group. 10 4. The herbicidal composition according to the above 1, wherein Component A is a compound of the formula [I] wherein Y is a thiophen-3-yl group, a pyrazol-4-yl group, a pyrazol-5-yl group, an isoxazol-4-yl group, an isothiazol-4-yl group, a pyridin-3-yl group or a 15 pyrimidin-5-yl group. 5. The herbicidal composition according to the above 1, wherein Component A is a compound of the formula [I] wherein Y is a pyrazol-4-yl group wherein the pyrazole ring is substituted at the 3- and 5-positions by the 20 substituent group a and at the 1-position by a hydroxyl group, a C 1
    -C
    10 alkyl group, a C 1
    -C
    10 alkyl group mono substituted by an optional group selected from the substituent group p, a C 1
    -C
    4 haloalkyl group, a C 3
    -C
    8 cycloalkyl group, a C 2
    -C
    6 alkenyl group, a C 2
    -C
    6 alkynyl 25 group, a C 1
    -C
    10 alkylsulfinyl group, a C 1
    -C
    10 alkylsulfonyl group, a C 1 -Cio alkylsulfonyloxy group mono-substituted by an optional group selected from the substituent group y, 17 a C 1
    -C
    4 haloalkylsulfonyl group, a phenyl group which may be substituted, an aromatic heterocyclic group which may be substituted, a phenylsulfonyl group which may be substituted, an aromatic heterocyclic sulfonyl group 5 which may be substituted, an acyl group, a C1-C 4 haloalkylcarbonyl group, a benzylcarbonyl group which may be substituted, a benzoyl group which may be substituted, a carboxyl group, a C 1
    -C
    10 alkoxycarbonyl group, a benzyloxycarbonyl group which may be substituted, a 10 phenoxycarbonyl group which may be substituted, a carbamoyl group (a nitrogen atom of this group may independently be substituted by a C 1
    -C
    10 alkyl group or a phenyl group which may be substituted), or an amino group (a nitrogen atom of this group may independently be 15 substituted by a C 1
    -C
    10 alkyl group, a phenyl group which may be substituted, an acyl group, a C 1
    -C
    4 haloalkylcarbonyl group, a benzylcarbonyl group which may be substituted, a benzoyl group which may be substituted, a C 1
    -C
    10 alkylsulfonyl group, a C 1
    -C
    4 haloalkylsulfonyl 20 group, a benzylsulfonyl group which may be substituted, or a phenylsulfonyl group which may be substituted). 6. The herbicidal composition according to the above 1, wherein Component A is a compound of the formula [I] wherein Y is a pyrazol-5-yl group wherein the pyrazole 25 ring is substituted at the 4-position by the substituent group a and at the 1-position by a hydroxyl group, a C 1 C 10 alkyl group, a C 1 -C1O alkyl group mono-substituted by 18 an optional group selected from the substituent group @, a C 1
    -C
    4 haloalkyl group, a C 3
    -C
    8 cycloalkyl group, a C 2
    -C
    6 alkenyl group, a C 2
    -C
    6 alkynyl group, a C 1
    -C
    10 alkylsulfinyl group, a C 1
    -C
    10 alkylsulfonyl group, a C 1
    -C
    10 5 alkylsulfonyl group mono-substituted by an optional group selected from the substituent group y , a C1-C4 haloalkylsulfonyl group, a phenyl group which may be substituted, an aromatic heterocyclic group which may be substituted, a phenylsulfonyl group which may be 10 substituted, an aromatic heterocyclic sulfonyl group which may be substituted, an acyl group, a C1-C4 haloalkylcarbonyl group, a benzylcarbonyl group which may be substituted, a benzoyl group which may be substituted, a carboxyl group, a C 1
    -C
    10 alkoxycarbonyl group, a 15 benzyloxycarbonyl group which may be substituted, a phenoxycarbonyl group which may be substituted, a carbamoyl group (a nitrogen atom of this group may independently be substituted by a C 1
    -C
    10 alkyl group or a phenyl group which may be substituted), or an amino group 20 (a nitrogen atom of this group may independently be substituted by a C 1
    -C
    10 alkyl group, a phenyl group which may be substituted, an acyl group, a C 1
    -C
    4 haloalkylcarbonyl group, a benzylcarbonyl group which may be substituted, a benzoyl group which may be substituted, 2S a C 1
    -C
    10 alkylsulfonyl group, a C 1
    -C
    4 haloalkylsulfonyl group, a benzylsulfonyl group which may be substituted, or a phenylsulfonyl group which may be substituted).
    19 7. The herbicidal composition according to the above 1, wherein Component A is a compound of the formula [I] wherein each of R' and R 2 is a methyl group, each of R 3 and R 4 is a hydrogen atom, and Y is a pyrazol-4-yl group 5 wherein the pyrazole ring is substituted at the 1-, 3 and 5-positions independently by a C 1
    -C
    4 alkyl group, a
    C
    1
    -C
    4 haloalkyl group or a C 1
    -C
    4 haloalkoxy group. 8. The herbicidal composition according to the above 1, wherein Component A is 3-[(5-difluoromethoxy-l-methyl-3 10 trifluoromethylpyrazol-4-yl)methylsulfonyl]-4,5-dihydro 5,5-dimethylisoxazole. 9. The herbicidal composition according to any one of the above 1 to 8, wherein Component B is at least one compound selected from the group consisting of quizafop is ethyl, quizafop-P-ethyl, sethoxydim, pyrithiobac-sodium, bispyribac-sodium, pyrimisulfan, imazethapyr, imazaquin, chlorimuron-ethyl, diuron, bentazone, paraquat, sulfentrazone, fluthiacet-methyl, sulcotrione, norflurazon, clomazone, bilanafos, asulam, flufenacet, 20 dimethenamid-P, prosulfocarb, thiobencarb, 2,4-D, clopyralid, ametryn, isoproturon, picolinafen, trifluralin, acetochlor and triallate. 10. The herbicidal composition according to any one of the above 1 to 8, wherein Component B is imazaquin, 25 diuron, sulfentrazone, sulcotrione, norflurazon, clomazone, dimethenamid-P, prosulfocarb, isoproturon, trifluralin or triallate.
    20 11. A herbicidal composition comprising the herbicidal composition as defined in any one of the above 1 to 10 and the following Component C, as active ingredients: Component C: s At least one compound selected from the group consisting of atrazine, simazine, cyanazine, isoxaflutole, mesotrione, flumetsulam, imazethapyr, imazapyr, dicamba, clopyralid, prosulfuron, halosulfuron-methyl, rimsulfuron, bentazon, carfentrazone-ethyl, metribuzin, 10 thifensulfuron-methyl, nicosulfuron, primisulfuron-methyl, cloransulam-methyl, glufosinate, glyphosate, sulfosate, pendimethalin, linuron, prometryne, diflufenican, flumioxazin, metolachlor, their salts and analogues. 12. A herbicidal composition comprising the herbicidal 15 composition as defined in any one of the above 1 to 10 and the following Component D, as active ingredients: Component D: At least one compound selected from the group consisting of Cloquintocet-Mexyl, fenchlorazole, 20 fenchlorazole-ethyl, mefenpyr, mefenpyr-diethyl, isoxadifen, isoxadifen-ethyl, furilazole, benoxacor, dichlormid, MON4660, oxabetrinil, cyometrinil, fenclorim, cyprosulfamide, naphthalic anhydride, Flurazole, their salts and analogues. 25 13. A herbicidal composition comprising the herbicidal composition as defined in the above 11 and Component D as defined in Claim 12, as active ingredients.
    21 14. The herbicidal composition according to any one of the above 1 to 10, wherein the weight ratio of Component A:Component B is from 1:0.001 to 1:100. 15.The herbicidal composition according to the above 11, 5 wherein the weight ratio of Component A:Component B:Component C is from 1:0.001:0.001 to 1:100:100. 16.The herbicidal composition according to the above 12, wherein the weight ratio of Component A:Component B:Component D is from 1:0.001:0.001 to 1:100:100. 10 17.The herbicidal composition according to the above 13, wherein the weight ratio of Component A:Component B:Component C:Component D is from 1:0.001:0.001:0.001 to 1:100:100:100. 18. A herbicidal composition comprising the herbicidal 15 composition as defined in any one of the above 1 to 17 in an amount to show a herbicidal activity and at least one inert liquid carrier and/or solid carrier and, if necessary, further containing at least one surfactant. 19. A method for preparing the herbicidal composition as 20 defined in any one of the above 1 to 18, which comprises mixing Component A and Component B; if necessary, Component C and/or Component D; at least one inert liquid carrier and/or solid carrier; and a surfactant. 20. A method for controlling unwanted plants, which 25 comprises applying the active ingredients contained in the herbicidal composition as defined in any one of the above 1 to 18, simultaneously or dividedly, before, 22 during and/or after germination of the unwanted plants. EFFECTS OF THE INVENTION The herbicidal composition of the present invention s is not limited to a simple sum of activities obtainable by the individual components and provides herbicidal effects or phytotoxicity-reducing effects synergistically, whereby the dose of the agricultural chemicals can be reduced. Further, it is highly safe to crop plants and io capable of controlling various weeds problematic in e.g. paddy fields, upland fields, non-agricultural fields, etc., over a wide range of from pre-emergence to post emergence. is BEST MODE FOR CARRYING OUT THE INVENTION Now, definitions of terms used in this specification will be shown below. An expression like "C 1
    -C
    10 " means that in this case, the carbon number of a substituent following the 20 expression is from 1 to 10. The halogen atom represents a fluorine atom, a chlorine atom, a bromine atom or an iodine atom. The C 1
    -C
    10 alkyl group represents a straight chain or branched chain alkyl group having a carbon number of from 25 1 to 10, unless otherwise specified, and it may, for example, be a methyl group, an ethyl group, a n-propyl group, an isopropyl group, a n-butyl group, an isobutyl 23 group, a sec-butyl group, a tert-butyl group, a n-pentyl group, an isopentyl group, a neopentyl group, a n-hexyl group, an isohexyl group, a 3,3-dimethylbutyl group, a heptyl group or an octyl group. 5 The C 3 -CS cycloalkyl group represents a cycloalkyl group having a carbon number of from 3 to 8, and it may, for example, be a cyclopropyl group, a cyclobutyl group, a cyclopentyl group or a cyclohexyl group. The C 3
    -C
    8 cycloalkyl C 1
    -C
    3 alkyl group (this group may 10 be substituted by a halogen atom or an alkyl group) represents a C 1
    -C
    3 alkyl group substituted by a C 3
    -C
    8 cycloalkyl group which may be substituted by from 1 to 4 halogen atoms or a C 1
    -C
    3 alkyl group, unless otherwise specified, and it may, for example, be a i5 cyclopropylmethyl group, a 1-cyclopropylethyl group, a 2 cyclopropylethyl group, a 1-cyclopropylpropyl group, a 2 cyclopropylpropyl group, a 3-cyclopropylpropyl group, a cyclobutylmethyl group, a cyclopentylmethyl group, a cyclohexylmethyl group, a 2-chlorocyclopropyl methyl 20 group, a 2,2-dichlorocyclopropylmethyl group, a 2 fluorocyclopropylmethyl group, a 2,2 difluorocyclopropylmethyl group, a 2 methylcyclopropylmethyl group, a 2,2 dimethylcyclopropylmethyl group or a 2 25 methylcyclopropylethyl group. The C 3
    -C
    8 cycloalkyl C 1
    -C
    3 alkyl group represents an alkyl group having a carbon number of from 1 to 3, 24 substituted by a cycloalkyl group having a carbon number of from 3 to 8, and it may, for example, be a cyclopropylmethyl group, a 1-cyclopropylethyl group, a 2 cyclopropylethyl group, a 1-cyclopropylpropyl group, a 2 5 cyclopropylpropyl group, a 3-cyclopropylpropyl group, a cyclobutylmethyl group, a cyclopentylmethyl group or a cyclohexylmethyl group. The C 1
    -C
    4 haloalkyl group represents a straight chain or branched chain alkyl group having a carbon number of 10 from 1 to 4, independently substituted by from 1 to 9 halogen atoms, unless otherwise specified, and it may, for example, be a fluoromethyl group, a chloromethyl group, a bromomethyl group, a difluoromethyl group, a trifluoromethyl group, a 2,2-difluoroethyl group, a 15 2,2,2-trifluoroethyl group, or a pentafluoroethyl group. The C 2
    -C
    6 alkenyl group represents a straight chain or branched chain alkenyl group having a carbon number of from 2 to 6, and it may, for example, be an ethenyl group, a 1-propenyl group, a 2-propenyl group, an 20 isopropenyl group, a 1-butenyl group, a 2-butenyl group, a 3-butenyl group or a 2-pentenyl group. The C 2
    -C
    6 alkynyl group represents a straight chain or branched chain alkynyl group having a carbon number of from 2 to 6, and it may, for example, be an ethynyl 25 group, a 2-propynyl group, a 1-methyl-2-propynyl group, a 2-butynyl group, a 3-butynyl group, or a 2-methyl-3 butynyl group.
    25 The C 2
    -C
    6 haloalkenyl group represents a straight chain or branched chain alkenyl group having a carbon number of from 2 to 6, independently substituted by from 1 to 4 halogen atoms, unless otherwise specified, and it 5 may, for example, be a 3-chloro-2-propenyl group or a 2 chloro-2-propenyl group. The C 1
    -C
    10 alkoxy group represents an (alkyl)-O-group wherein the alkyl moiety has the above meaning, and it may, for example, be a methoxy group, an ethoxy group, a 10 n-propoxy group, an isopropoxy group, a tert-butoxy group, a n-butoxy group, a sec-butoxy group or an isobutoxy group. The C 1
    -C
    4 haloalkoxy group represents a (haloalkyl) 0-group wherein the haloalkyl moiety has the above 15 meaning, and it may, for example, be a difluoromethoxy group, a trifluoromethoxy group, 2,2-difluoroethoxy group, or a 2,2,2-trifluoroethoxy group. The C 3
    -C
    8 cycloalkyloxy group represents a (cycloalkyl)-O-group wherein the cycloalkyl moiety has 20 the above meaning, and it may, for example, be a cyclopropyloxy group, a cyclobutyloxy group, a cyclopentyloxy group, or a cyclohexyloxy group. The C 3
    -C
    8 cycloalkyl Ci-C 3 alkyloxy group represents a (cycloalkylalkyl)-0-group wherein the cycloalkylalkyl 2S moiety has the above meaning, and it may, for example, be a cyclopropylmethoxy group, a 1-cyclopropylethoxy group, a 2-cyclopropylethoxy group, a 1-cyclopropylpropoxy 26 group, a 2-cyclopropylpropoxy group, a 3 cyclopropylpropoxy group, a cyclobutylmethoxy group, a cyclopentylmethoxy group, or a cyclohexylmethoxy group. The C 2
    -C
    6 alkenyloxy group and the C 2 -C6 alkynyloxy s group, represent an (alkenyl)-O-group and an (alkynyl)-O group, wherein the alkenyl or alkynyl moiety has the above meaning, and they may, for example, be a 2 propenyloxy group, and a 2-propynyloxy group, respectively. 10 The C 1 -Cio alkoxyimino group represents an (alkoxy) N= group wherein the alkoxy moiety has the above meaning, and it may, for example, be a methoxyimino group or an ethoxyimino group. The C 1
    -C
    10 alkylthio group, the C 1
    -C
    10 alkylsulfinyl is group and the C 1
    -C
    10 alkylsulfonyl group represent an (alkyl)-S-group, an (alkyl)-SO-group and an (alkyl)-SO2 group, wherein the alkyl moiety has the above meaning, and they may, for example, be a methylthio group, an ethylthio group, a n-propylthio group, an isopropylthio 20 group, a methylsulfinyl group, a methylsulfonyl group, an ethylsulfonyl group, a n-propylsulfonyl group, or an isopropylsulfonyl group. The C 1
    -C
    10 alkylsulfonyloxy group represents an (alkylsulfonyl)-0-group wherein the alkylsulfonyl moiety 25 has the above meaning, and it may, for example, be a methylsulfonyloxy group or an ethylsulfonyloxy group. The C 1
    -C
    10 alkoxycarbonyl group represents an 27 (alkoxy)-CO-group wherein the alkoxy moiety has the above meaning, and it may, for example, be a methoxycarbonyl group, an ethoxycarbonyl group, a n-propoxycarbonyl group or an isopropoxycabonyl group. 5 The C 1
    -C
    6 acyl group represents a straight chain or branched chain aliphatic acyl group having a carbon number of from 1 to 6, and it may, for example, be a formyl group, an acetyl group, a propionyl group, an isopropionyl group, a butyryl group or a pivaloyl group. 10 The Ci-Cio acyloxy group represents an (acyl)-O-group wherein the acyl moiety has the above meaning, and it may, for example, be an acetoxy group, a propionyloxy group, an isopropionyloxy group or a pivaloyloxy group. The C 1
    -C
    4 haloalkylcarbonyl group, the C 1
    -C
    4 15 haloalkylthio group and the C 1
    -C
    4 haloalkylsulfonyl group represent a (haloalkyl)-CO-group, a (haloalkyl)-S-group and a (haloalkyl)-S0 2 -group, wherein the haloalkyl moiety has the above meaning, and they may, for example, be a chloroacetyl group, a trifluoroacetyl group, a 20 pentafluoropropionyl group, a difluoromethylthio group, a trifluoromethylthio group, a chloromethylsulfonyl group, a difluoromethylsulfonyl group, or a trifluoromethylsulfonyl group. The Ci-C 4 haloalkylcarbonyloxy group and the C 1
    -C
    4 25 haloalkylsulfonyloxy group represent a (haloalkylcarbonyl)-0-group and a (haloalkylsulfonyl)-O group, wherein the haloalkylcarbonyl moiety an the 28 haloalkylsulfonyl moiety have the above meanings, and they may, for example, be a chloroacetyloxy group, a trifluoroacetyloxy group, a chloromethylsulfonyloxy group, or a trifluoromethylsulfonyloxy group, 5 In the phenyl group (which may be substituted), the aromatic heterocyclic group (which may be substituted), the phenoxy group (which may be substituted), the aromatic heterocyclic oxy group (which may be substituted), the phenylthio group (which may be 10 substituted), the aromatic heterocyclic thio group (which may be substituted), the phenylsulfonyl group (which may be substituted), the phenylsulfonyloxy group (which may be substituted), the aromatic heterocyclic sulfonyl group (which may be substituted), the benzylcarbonyl group 15 (which may be substituted), the benzylcarbonyloxy group (which may be substituted), the benzylsulfonyl group (which may be substituted), the benzoyl group (which may be substituted), the benzoyloxy group (which may be substituted), the benzyloxycarbonyl group (which may be 20 substituted) or the phenoxycarbonyl group (which may be substituted), the "group which may be substituted" means that such a group may be substituted by e.g. a halogen atom, a C 1
    -C
    10 alkyl group, a C 1
    -C
    4 haloalkyl group, a C 1 Cio alkoxyalkyl group, a C 1
    -C
    10 alkoxy group, a C 1
    -C
    10 25 alkylthio group, a C 1 -Cio alkylsulfonyl group, a C1-C 6 acyl group, a C 1
    -C
    10 alkoxycarbonyl group, a cyano group, a carbamoyl group (the nitrogen atom in the group may be 29 independently substituted by a C1-C 10 alkyl group), a nitro group or an amino group (the nitrogen atom in the group may be independently substituted by a C 1
    -C
    10 alkyl group, a C 1
    -C
    6 acyl group, a C 1
    -C
    4 haloalkylcarbonyl 5 group, a C 1
    -C
    10 alkylsulfonyl group or a C 1
    -C
    4 haloalkylsulfonyl group). The 5- or 6-membered aromatic heterocyclic group having an optional hetero atom selected from the group consisting of a nitrogen atom, an oxygen atom and a 10 sulfur atom, may, for example, be a furyl group, a thienyl group, a pyrrolyl group, a pyrazolyl group, an isoxazolyl group, an isothiazolyl group, an oxazolyl group, a thiazolyl group, an imidazolyl group, a pyridyl group, a pyridazinyl group, a pyrimidinyl group, a 15 pyrazinyl group, a triazinyl group, a triazolyl group, an oxadiazolyl group or a thiadiazolyl group, having from 1 to 3 hetero atoms. The aromatic condensed heterocyclic group represents a group having from 1 to 3 hetero atoms optionally 20 selected from a nitrogen atom, an oxygen atom and a sulfur atom, and it may, for example, be a benzofuryl group, a benzothienyl group, an indolyl group, a benzoxazolyl group, a benzothiazolyl group, a benzoimidazolyl group, a benzoisoxazolyl group, a 25 benzoisothiazolyl group, an indazolyl group, a quinolyl group, an isoquinolyl group, a phthaladinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl 30 group or a benzotriazolyl group. The aromatic hetero ring in the aromatic heterocyclic group (which may be substituted), the aromatic heterocyclic oxy group (which may be 5 substituted), the aromatic heterocyclic thio group (which may be substituted), or the aromatic heterocyclic sulfonyl group (which may be substituted), represents a 5- or 6-membered group having from 1 to 3 hetero atoms optionally selected from a nitrogen atom, an oxygen atom 10 and a sulfur atom, and it may, for example, be a furyl group, a thienyl group, a pyrrolyl group, a pyrazolyl group, an isoxazolyl group, an isothiazolyl group, an oxazolyl group, a thiazolyl group, an imidazolyl group, a pyridyl group, a pyridazinyl group, a pyrimidinyl group, is a pyrazinyl group, a triazinyl group, a triazolyl group, an oxadiazolyl group or a thiadiazolyl group. Of a compound of the formula [I] having e.g. a hydroxyl group, a carboxyl group or an amino group in its structure, a pharmacologically acceptable salt is a salt 20 of such a group with a metal or an organic base or a salt with a mineral acid or an organic salt. The metal may be an alkali metal such as sodium or potassium, or an alkaline earth metal such as magnesium or calcium, and the organic base may, for example, be triethylamine or 25 diisopropylamine. The mineral acid may, for example, be hydrochloric acid or sulfuric acid, and the organic acid may, for example, be acetic acid, methanesulfonic acid or 31 p-tolunenesulfonic acid. Now, typical examples of the compound of the formula [I) useful for Component A will be shown in Tables 1 to 14, but the compound is not limited to such examples and 5 may, for example, include compounds exemplified in the above-mentioned Patent Document 1. The following symbols in the Tables in this specification represent the respective corresponding groups as shown below. 10 Me: Methyl group Et: Ethyl group Pr: n-Propyl group Pr-i: Isopropyl group Pr-c: Cyclopropyl group Bu: n-Butyl group Bu-i: iso-Butyl group Bu-s: sec-Butyl group Bu-t: tert-Butyl group Bu-c: Cyclobutyl group 15 Pen: n-Pentyl group Pen-c: Cyclopentyl group Hex: n-Hexyl group Hex-c: Cyclohexyl group Ph: Phenyl group Further, for example, (4-Cl)Ph represents a 4 chlorophenyl group, and 3-Hex represents a 3-hexyl group. 20 Further, in a case where a compound of the present invention contains a hydroxyl group as a substituent, it may have keto-enol tautomers, and the respective tautomers and their mixtures are also included in the compound of the present invention. 25 32 TABLE 1 RR RR R 22 R2 R2R3R R 6 RIN S(0)F- R k5 Zi
    R
    24 m.p. (,C) or Compound i R2 R3 R4 n R R6 Z R22 R23 R24 refrac No. tive index (nD 2 0 ) 1-0001 Me Me H H 2 H H S Me H H 66-68 1-0002 Me Me H H 2 H H S Cl Me H 87-88 1-0003 Me Me H H 2 H H S H H Me 95-97 1-0004 Me Me H H 2 H H S Cl H H 70-72 1-0005 Me Me H H 2 H H S H H Cl 118-119 Not 1-0006 measur Me Me H H 2 H H 0 H able 1-0007 Me Me H H 2 H H 0 H H C(=O)OMe 124-125 33 TABLE 2 R R RR R 26 R' I() Z2
    R
    6
    R
    25 Ropud 1 2 3 4 56Z 52 27 m '.(C) or Compound i R 2
    R
    3
    R
    4 n R R 6
    Z
    2 R R 2 R refractive index (nD 2 0 ) 2-0001 Me Me H H 2 H H S Me C(=NOMe)Me Me 95-96 2-0002 Me Me H H 0 H H S Me C(=NOMe)Me Me 2-0003 Me Me H H 2 H H S H H H 99-101 2-0004 Me Me H H 2 H H S H OMe H 96-97 2-0005 Me Me H H 2 H H S Cl H Cl 125-127 2-0006 Me Me H H 2 H H S Cl Cl Cl 158-160 2-0007 Me Me H H 2 H H S Me Me Me 117-117 2-0008 Me Me H H 2 H H S Me C(=O)Me Me 146-148 2-0009 Me Me H H 2 H H S Ph C(=O)Me Me 1.5730 2-0010 Me Me H H 2 H H S Ph C(=NOMe)Me e 129-131 2-0011 Me Me H H 2 H H S Cl C(=O)OMe Cl 157-158 2-0012 Me Me H H 2 H H S Cl C(=O)NHMe Cl 178-180 2-0013 Me Me H H 2 H H 0 H H 58-61 2-0014 Me Me H H 2 H H 0 Me H Cl 180-181 34 TABLE 3
    R
    2
    R
    3
    R
    4
    R
    29 Rt RR N S(O)irC |,5 NR 2 R
    R
    30 m.p. ('C) or Compound R R2 R3 R4 n R' R' R29 R28 R30 refrac No. tive index (nD 2 0 ) 3-0001 Me Me H H 0 H H CF 3 Ph Cl 89-90 3-0002 Me Me H H 2 H H CF 3 Ph Cl 132-133 Not 3-0003 Me Me H H 1 H H Ph Me Cl measur able 3-0004 Me Me H H 2 H H CF 3 Ph SO 2 Et 158-160 3-0005 Me Me H H 2 H H CF 3 Ph N(Me) 2 150-151 3-0006 Me Me H H 0 H H CF 3 Bu-t Cl 79-81 3-0007 Me Me H H 0 H H CF 3 H Cl 120-122 3-0008 Me Me H H 0 H H CF 3
    CHF
    2 Cl 41-42 3-0009 Me Me H H 0 H H Cl CHF 2
    CF
    3 89-90 3-0010 Me Me H H 2 H H CF 3
    CHF
    2 Cl 126-127 3-0011 Me Me H H 2 H H Cl CHF 2
    CF
    3 136-137 3-0012 Me Me H H 2 H H OEt Me CF 3 124-125 3-0013 Me Me H H 2 H H CF 3 Me OMe 113-114 3-0014 Me Me H H 2 H H CF 3 Me O(2-Cl)Ph 67-70 3-0015 Me Me H H 2 H H CF 3 Me OPen-c 113-114 3-0016 Me Me H H 2 H H CF 3 Me CN 105-108 3-0017 Me Me H H 2 H H Cl Et Cl 105-107 3-0018 Me Me H H 2 H H CHF 2 Me Cl 78-79 3-0019 Me Me H H 2 H H CF 3
    -(CH
    2 ) 3 0- 151-152 3-0020 Me Me H H 0 H H CHF 2 Me Cl 1.5183 3-0021 Me Me H H 0 H H CF 3 Ph F 3-0022 Me Me H H 0 H H CF 3 Ph SEt 3-0023 Me Me H H 0 H H CF 3 Ph N(Me)2 3-0024 Me Me H H 0 H H OMe Me CF 3 3-0025 Me Me H H 0 H H OH Me CF 3 3-0026 Me Me H H 0 H H OEt Me CF 3 3-0027 Me Me H H 0 H H CF 3 Me F 3-0028 Me Me H H 0 H H CF 3 Me OMe 3-0029 Me Me H H 0 H H CF 3 Me O(2-Cl)Ph 3-0030 Me Me H H 0 H H CF 3 Me OPen-c 3-0031 Me Me H H 0 H H CF 3 Me CN 3-0032 Me Me H H 0 H H Cl Et Cl 3-0033 Me Me H H 0 H H CF 3 -(CH2)30 3-0034 Me Me H H 2 H H CF 3 H Cl 138-140 35 TABLE 4 m.p. (*C) or Compound R R R R4 n Rs R R2 R2 R30 refrac No. tive index (no 2 0 ) 3-0035 Me Me H H 2 H H H Me Cl 105-106 3-0036 Me Me H H 2 H H Me Me Me 148-150 3-0037 Me Me H H 2 H H Me Me Cl 99-101 3-0038 Me Me H H 2 H H Cl Me Cl 143-145 3-0039 Me Me H H 2 H H CF 3 Me Cl 115-116 3-0040 Me Me H H 2 H H Cl e CF 3 120-122 3-0041 Me Me H H 2 H H CF 3 Me F 79-82 3-0042 Me Me H H 2 H H CF 3 Me OH 90-92 3-0043 Me Me H H 2 H H OMe Me CF 3 125-126 3-0044 Me Me H H 2 H H CF 3 Me OEt 92-94 3-0045 Me Me H H 2 H H CF 3 Me OPr-i 69-71 3-0046 Me Me H H 2 H H CF 3 Me OPr 82-83 3-0047 Me Me H H 2 H H CF 3 Me OBu-t 86-89 3-0048 Me Me H H 2 H H CF 3 Me OBu 61-62 3-0049 Me Me H H 2 H H CF 3 Me OHex-c 124-125 3-0050 Me Me H H 2 H H CF 3 Me OCH 2 Pr-c 93-94 3-0051 Me Me H H 2 H H CF 3 Me OCH 2 Pen-c 112-113 3-0052 Me Me H H 2 H H CF 3 Me OCH 2 Hex-c 56-59 3-0053 Me Me H H 2 H H CF 3 Me OCH 2 C CH 92-93 3-0054 Me Me H H 2 H H CF 3 Me OCHF 2 129-130 Not 3-0055 Me Me H H 2 H H OCHF 2 Me CF 3 measur able 3-0056 Me Me H H 2 H H CF 3 Me OCH 2
    CHF
    2 89-91 3-0057 Me Me H H 2 H H CF 3 Me OCH 2
    CF
    3 93-95 3-0058 Me Me H H 2 H H CF 3 Me OCH 2 CN 1.4872 3-0059 Me Me H H 2 H H CF 3 Me OCH 2 Ph 79-81 3-0060 Me Me H H 2 H H CF 3 Me OPh 122-123 Not 3-0061 Me Me H H 2 H H CF 3 Me O(3-Cl)Ph measur able 3-0062 Me Me H H 2 H H CF 3 Me O(3-OMe)Ph 1.5059 3-0063 Me Me H H 2 H H CF 3 Me O(4-Cl)Ph 68-69 3-0064 Me Me H H 2 H H CF 3 e O(4-Me)Ph 132-133 3-0065 Me Me H H 2 H H CF 3 Me O(4-OMe)Ph 115-117 3-0066 Me Me H H 2 H H CF 3 Me OC(=O)Me 130-131 3-0067 Me Me H H 2 H H CF 3 Me SO 2 Me 168-169 3-0068 Me Me H H 2 H H CF 3 e SEt 100-102 3-0069 Me Me H H 2 H H CF 3 Me SO 2 Et 107-108 3-0070 Me Me H H 2 H H CF 3 Me SO 2 Ph 166-168 3-0071 Me Me H H 2 H H CF 3 Me e 105-107 3-0072 Me Me H H 2 H H Ph Me Cl 127-129 36 TABLE S m.p. ("C) or Compound R1 R2 R3 R4 n RsR6 R29 R 28 R3 refrac No. tive index (nD 20 ) 3-0073 MeMe H H 2 H H CF 3 Et Cl 111-112 3-0074 MeMe H H 2 H H Cl Et CF 3 112-114 3-0075 MeMe H H 2 H H CF 3 Pr-i Cl 157-158 3-0076 MeMe H H 2 H H Cl Pr-i CF 3 135-136 3-0077 Me Me H H 2 H H CF 3 Pr Cl 89-90 3-0078 Me Me H H 2 H H Cl Pr CF 3 111-113 3-0079 MeMe H H 2 H H CF 3 Bu-t H 101-103 3-0080 MeMe H H 2 H H CF 3 Bu-t Cl 118-119 3-0081 Me Me H H 2 H H CF 3 Bu-s Cl 110-112 3-0082 Me Me H H 2 H H Cl Bu-s CF 3 110-111 3-0083 Me Me H H 2 H H CF 3 Bu-i Cl 96-98 3-0084 Me Me H H 2 H H Cl Bu-i CF 3 140-141 3-0085 Me Me H H 2 H H CF 3 Bu Cl 89-90 3-0086 MeMe H H 2 H H Cl Bu CF 3 108-110 3-0087 Me Me H H 2 H H CF 3
    CH
    2 Ph Cl 132-133 3-0088 Me Me H H 2 H H Cl CH 2 Ph CF 3 118-120 3-0089 MeMe H H 2 H H CF 3 Pen-c Cl 130-131 3-0090 MeMe H H 2 H H Cl Pen-c CF 3 147-148 3-0091 MeMe H H 2 H H CF 3 Hex-c Cl 151-152 3-0092 Me Me H H 2 H H CF 3
    CH
    2 Pr-c Cl 93-95 3-0093 Me Me H H 2 H H Cl CH 2 Pr-c CF 3 129-130 3-0094 MeMe H H 2 H H CF 3 1-cyclopropylethyl Cl 87-89 3-0095 MeMe H H 2 H H Cl 1-cyclopropylethyl CF 3 121-123 3-0096 Me Me H H 2 H H CF 3
    CH
    2 (2-Methylcyclo- Cl 102-103 propyl) 3-0097 Me Me H H 2 H H Cl CH 2 (2-Methylcyclo- CF 3 118-119 propyl) 3-0098 Me Me H H 2 H H CF 3
    CH
    2 Bu-c Cl 94-96 3-0099 Me Me H H 2 H H Cl CH 2 Bu-c CF 3 141-142 3-0100 Me Me H H 2 H H CF 3
    CH
    2 Pen-c Cl 127-129 3-0101 Me Me H H 2 H H Cl CH 2 Pen-c CF 3 146-149 3-0102 Me Me H H 2 H H CF 3
    CH
    2 Hex-c Cl 152-154 3-0103 MeMe H H 2 H H Cl CH 2 Hex-c CF 3 115-117 3-0104 Me Me H H 2 H H CF 3
    CH
    2
    CH=CH
    2 Cl 78-80 3-0105 Me Me H H 2 H H Cl CH 2
    CH=CH
    2
    CF
    3 105-106 3-0106 Me Me H H 2 H H CF 3
    CH
    2 C=CH Cl 73-74 3-0107 Me Me H H 2 H H Cl CH 2 C=CH CF 3 108-109 3-0108 MeMe H H 2 H H CF 3 CHMeC=CH Cl 95-96 3-0109 Me Me H H 2 H H Cl CHMeC=CH CF 3 116-118 3-0110 Me Me H H 2 H HCF 3
    CH
    2 C=CMe Cl 114-115 37 TABLE 6 Cmon 12342928 30 m .p, ('C) or Compound R 2 R3 4 n 6 R R R refractive No. RRR RRindex (nD 2 0 ) 3-0111 Me Me H H 2 H H Cl CH 2 C=CMe CF 3 115-116 3-0112 Me Me H H 2 H H CF 3
    CHF
    2 OMe 72-74 3-0113 Me Me H H 2 H H OMe CHF 2
    CF
    3 108-109 3-0114 Me Me H H 2 H H CF 3
    CH
    2
    CHF
    2 Cl 99-100 3-0115 Me Me H H 2 H H Cl CH 2
    CHF
    2
    CF
    3 107-109 3-0116 Me Me H H 2 H H CF 3
    CH
    2
    CF
    3 Cl 135-136 3-0117 Me Me H H 2 H H Cl CH 2
    CF
    3
    CF
    3 112-115 3-0118 Me Me H H 2 H H CF 3
    CH
    2 0Me Cl 87-89 3-0119 Me Me H H 2 H H Cl CH 2 0Me CF 3 125-128 3-0120 Me Me H H 2 H H CF 3
    CH
    2 0Et Cl 97-98 3-0121 Me Me H H 2 H H Cl CH 2 0Et CF 3 128-129 3-0122 Me Me H H 2 H H CF 3
    CH
    2
    CH
    2 OH Cl 79-81 3-0123 Me Me H H 2 H H Cl CH 2
    CH
    2 OH CF 3 93-94 3-0124 Me Me H H 2 H H CF 3
    CH
    2
    CH
    2 OMe Cl 102-104 3-0125 Me Me H H 2 H H Cl CH 2
    CH
    2 OMe CF 3 118-119 3-0126 Me Me H H 2 H H CF 3
    CH
    2
    CH
    2 OEt Cl 56-59 3-0127 Me Me H H 2 H H Cl CH 2
    CH
    2 OEt CF 3 118-119 3-0128 Me Me H H 2 H H CF 3
    CH
    2 SMe Cl 103-105 3-0129 Me Me H H 2 H H Cl CH 2 SMe CF 3 128-129 3-0130 Me Me H H 2 H H CF 3
    CH
    2
    SO
    2 Me Cl 157-159 3-0131 Me Me H H 2 H H Cl CH 2
    SO
    2 Me CF 3 165-166 3-0132 Me Me H H 2 H H CF 3
    CH
    2
    CH
    2
    SO
    2 Me Cl 155-157 3-0133 Me Me H H 2 H H Cl CH 2
    CH
    2
    SO
    2 Me CF 3 166-168 3-0134 Me Me H H 2 H H CF 3
    CH
    2 CN Cl 128-129 3-0135 Me Me H H 2 H H Cl CH 2 CN CF 3 117-118 3-0136 Me Me H H 2 H H CF 3
    CH
    2 C(=O)OEt Cl 127-129 3-0137 Me Me H H 2 H H Cl CH 2 C(=O)OEt CF 3 143-145 3-0138 Me Me H H 2 H H CF 3
    CH
    2
    C(=O)NH
    2 Cl 173-174 3-0139 Me Me H H 2 H H Cl CH 2
    C(=O)NH
    2
    CF
    3 182-183 3-0140 Me Me H H 2 H H CF 3
    CH
    2 C(=O)N(Me)2 Cl 142-143 3-0141 Me Me H H 2 H H Cl CH 2 C(=O)N(Me)2 CF 3 181-182 3-0142 Me Me H H 2 H H CF 3
    CH
    2 C(=O)Me Cl 148-149 3-0143 Me Me H H 2 H H Cl CH 2 C(=O)Me CF 3 163-164 3-0144 Me Me H H 2 H H CF 3
    CH
    2
    CH
    2 C(=O)Me Cl 89-91 3-0145 Me Me H H 2 H H Me Ph Me 140-141 3-0146 Me Me H H 2 H H Me Ph Cl 124-125 3-0147 Me Me H H 2 H H Et Ph Cl 112-113 3-0148 Me Me H H 2 H H Pr Ph Cl 122-123 38 TABLE 7 m.p. ('C) or Compound R1 R2 R3 R4 nS R6 R29 R2 R30 refrac No. tive index (nD 2 0 ) 3-0149 MeMe H H 2 H H Pr-i Ph Cl 116-117 3-0150 MeMe H H 2 H H Bu-t Ph Cl 100-102 3-0151 MeMe H H 2 H H CF 3 Ph 111-112 3-0152 MeMe H H 2 H H CF 3 Ph Me 129-132 3-0153 MeMe H H 2 H H CF 3 Ph CF 3 112-113 3-0154 MeMe H H 2 H H CF 3 Ph F 90-91 3-0155 MeMe H H 2 H H CF 3 Ph OMe 104-106 3-0156 MeMe H H 2 H H CF 3 Ph OEt 129-131 3-0157 MeMe H H 2 H H CF 3 Ph OPr-i 86-88 3-0158 MeMe H H 2 H H CF 3 Ph OPr 117-118 3-0159 MeMe H H 2 H H CF 3 Ph OBu-t 105-108 3-0160 MeMe H H 2 H H CF 3 Ph OCHF 2 90-92 3-0161 MeMe H H 2 H H CF 3 Ph SO 2 Me 167-168 3-0162 MeMe H H 2 H H CF 3 Ph CN 113-115 3-0163 MeMe H H 2 H H CF 3 (2-Cl)Ph Cl 153-154 3-0164 MeMe H H 2 H H CF 3 (3-Cl)Ph Cl 106-107 3-0165 MeMe H H 2 H H CF 3 (4-Cl)Ph Cl 142-143 3-0166 MeMe H H 2 H H CF 3 (4-F)Ph Cl 135-138 3-0167 MeMe H H 2 H H CF 3 (4-OMe)Ph Cl 136-138 3-0168 MeMe H H 2 H H CF 3 (4-Me)Ph Cl 129-130 3-0169 MeMe H H 2 H H CF 3 (4-NO 2 )Ph Cl 145-147 3-0170 MeMe H H 2 H H CF 3 (4-CN)Ph Cl 91-93 3-0171 MeMe H H 2 H H CF 3 (4-C(=O)Me)Ph Cl 133-135 3-0172 MeMe H H 2 H H CF 3 (4-C(=O)OMe)Ph Cl 121-124 3-0173 MeMe H H 2 H H CF 3 Pyrmidin-2-yl Cl 148-150 4,6 3-0174 MeMe H H 2 H H CF 3 Dimethoxypyrmidin- Cl 117-118 2-yl 3-0175 MeMe H H 2 H H CF 3
    SO
    2 Me Cl 146-148 3-0176 MeMe H H 2 H H CF 3
    SO
    2 Ph Cl 145-148 3-0177 MeMe H H 2 H H CF 3 C(=O)Me Cl 130-131 3-0178 MeMe H H 2 H H CF 3 C(=O)Ph Cl 114-117 3-0179 MeMe H H 2 H H CF 3 C(=O)OMe Cl 104-106 3-0180 MeEt H H 2 H H CF 3 Me Cl 108-110 3-0181 MeMe H H 0 H H CHF 2 Me Cl 1.5183 3-0182 MeMe H H 0 H H Ph Me Cl 76-77 3-0183 MeMe H H 0 H H CF 3 Bu-t OMe 1.4831 3-0184 MeMe H H 0 H H CF 3
    CH
    2
    C(=O)NH
    2 Cl 179-180 3-0185 MeMe H H 0 H H Me Ph Cl 58-60 3-0186 MeMe H H 0 H H CF 3 Me Cl 3-0187 MeMe H H 0 H H CF 3 Me OCHF 2 3-0188 MeMe H H 2 H H CF 3 Me OCHF 2 129-130 3-0189 MeMe H H 0 H H CF 3 Et
    OCHF
    2 3-0190 MeMe H H 2 H H CF 3 Et OCHF 2 98-100 39 TABLE 8
    R
    2
    R
    3
    R
    4
    R
    3 R R -N N_ S(0)-C z 3 k6
    R
    32 Compund 2 34 3 1 32m.p. ('C) or Compound R R 2
    R
    3
    R
    4 n Rs R 6
    Z
    3
    R
    3 R refractive index (nD 2 0 ) 4-0001 Me Me H H 2 H H 0 CF 3 Me 135-136 4-0002 Me Me H H 2 H H S Me Cl 113-114 4-0003 Me Me H H 0 H H 0 CF 3 Me 4-0004 Me Me H H 0 H H S Me Cl 4-0005 Me Me H H 2 H H 0 Me Me 178-179 4-0006 Me Me H H 2 H H 0 CF 3 OEt 89-91 4-0007 Me Me H H 2 H H 0 Ph Me 81-83 4-0008 Me Me H H 2 H H S Me OEt 109-111 TABLE 9 R2 R 3 R RI NS(0 RR 34 tN S(O)i-c / 4'N m.p. ('C) Compound R R 2
    R
    3
    R
    4 n Rs R 6 Z4 R3 R3 4 or refrac No. tive index (n 20 ) 5-0001 Me Me H H 2 H H NMe Cl Me 114-115 5-0002 Me Me H H 2 H H NMe Cl Et 107-108 5-0003 Me Me H H 2 H H NMe CF 3 H 142-143 5-0004 Me Me H H 2 H H NCHF 2
    -(CH
    2
    )
    4 - 123-125 5-0005 Me Me H H 2 H H NPh OEt Me 1.5397 5-0006 Me Me H H 2 H H NPh OCHF 2 Me 1.5339 5-0007 Me Me H H 2 H H NPh CF 3 H 99-101 5-0008 Me Me H H 2 H H NPh OCH 2
    CH=CH
    2 Me 87-90 5-0009 Me Me H H 1 H H Ph OCH 2
    CH=CH
    2 Me 1.5702 40 TABLE 10 R2 R 3
    R
    6
    RR
    6
    R
    3 N N~)~ 2z R m.p. ('C) or Compound RI R 2
    R
    3
    R
    4 n R' R 6 Z5 R 35
    R
    36 refrac No. tive index (nD 2 0 ) Not 6-0001 Me Me H H 2 H H NCHF 2
    -(CH
    2
    )
    4 - measur able 6-0002 Me Me H H 2 H H NPh H OEt 107-108 6-0003 Me Me H H 2 H H NPh H OCHF 2 1.5383 6-0004 Me Me H H 2 H H 0 Me H 100-102 6-0005 Me Me H H 0 H H CHF 2 - (CH 2
    )
    4 - 1.5264 41 TABLE 11
    R
    2
    R
    3
    R
    4
    R
    38
    R
    39 I N S(O) C R R N R37 (0) m.p. (*C) or Compound R 1
    R
    2
    R
    3
    R
    4 n Rs R 6 R3 R 38
    R
    39
    R
    40 refrac No. tive index (nD 2 0 ) 7-0001 Me Me H H 2 H H H CF 3 H H - 77-80 7-0002 Me Me H H 2 H H H CF 3 H H N-oxide 114-116 7-0003 Me Me H H 0 H H H CF 3 H H 7-0004 Me Me H H 2 H H H H H H - 130-131 7-0005 Me Me H H 2 H H H H H H N-oxide 166-168 7-0006 Me Me H H 2 H H Cl Ph H H - 118-120 7-0007 Me Me H H 2 H H OMe Ph H H - 105-106 7-0008 Me Me H H 2 H H Cl Me H H - 115-116 7-0009 Me Me H H 2 H H OMe Me H H - 134-135 7-0010 Me Me H H 2 H H Me Me H H N-oxide 198-199 7-0011 Me Me H H 2 H H Ph Ph H H - 161-162 7-0012 Me Me H H 1 H H H H H H - 97-99 (2 7-0013 Me Me H H 0 H H Chloropyridin- H H H - 154-155 3 ________ yl) methylthio ____ 42 TABLE 12 R R R ' R 4 S (0)-R4 2345 42 m.p. (*C) or Compound R1 R2 R3 R4 n s R R41 R42 R43 refrac No. tive index (nD 2 0 ) 8-0001 Me Me H H 2 H H H OMe CF 3 175-176 8-0002 Me Me H H 0 H H H OMe CF 3 8-0003 Me Me H H 2 H H H Cl Cl 119-120 8-0004 Me Me H H 2 H H H OEt CF 3 94-95 8-0005 Me Me H H 2 H H H OMe OMe 186-187 8-0006 Me Me H H 2 H H Me OMe CF 3 143-144 8-0007 Me Me H H 2 H H OMe OMe CF 3 144-145 8-0008 Me Me H H 2 H H SMe OMe CF 3 160-162 8-0009 Me Me H H 2 H H SO 2 Me OMe CF 3 144-146 8-0010 Me Me H H 2 H H NH 2 OMe CF 3 208-209 8-0011 Me Me H H 2 Pr-i H H H CF 3 112-113 8-0012 Me Me H H 0 Pr-i H H H CF 3 1.4986 43 TABLE 13
    R
    2
    R
    3 0, R Os, I N S(O).-C-YI nR 5 Compound i 2 3 4 s 1 m.p. (*C) or No. R R R R n R' R Y refractive index (nD 2 0 ) 9-0001 Me Me H H 2 H H Pyridin-2-yl 116-118 9-0002 Me Me H H 2 H H Pyridin-2-yl 1-oxide 140-143 9-0003 Me Me H H 2 H H Pyridin-4-yl 133-136 9-0004 Me Me H H 2 H H Pyridin-4-yl 1-oxide 110-113 9-0005 Not Me Me H H 2 H H 1,2,4-Oxadiazol-3-yl measurable 9-0006 3-Phenyl-1,2,4 Me Me H H 2 H H oxadiazol-5-yl 153-154 9-0007 3-Benzyl-1, 2,4 Me Me H H 2 H H oxadiazol-5-yl 108-109 9-0008 Me Me H H 2 H H 2-Chlorothiazol-4-yl 110-112 9-0009 1,4 -Dimethylimidazol Me Me H H 2 H H 5-yl 163-164 9-0010 Me Me H H 1 H H Pyridin-2-yl 81-82 9-0011 Me Me H H 1 H H Pyridin-4-yl 94-96 9-0012 1,4 -Dimethylimidazol Me Me H H 1 H H 5-yl 138-140 9-0013 1, 4-Dimethylimidazol Me Me H H 0 H H 5-yl 1.5427 44 TABLE 14
    R
    2 R3 R R R N S(O).-C-Y' M.p. ('C) Compound R 1
    R
    2
    R
    3
    R
    4 n R' R 6 Yi or refrac No. tive index (nD 2 0 ) 10-0001 Me Me H H 2 H H Benzimidazol-2-yl 171-174 10-0002 Me Me H H 2 H H Benzothiophen-2-yl 181-183 10-0003 3-Chlorobenzothiophen Me Me H H 2 H H 2-yl 109-112 10-0004 Me Me H H 2 H H Benzotriazol-1-yl 206-207 10-0005 Me Me H H 2 H H 1-Methylindazol-4-yl 128-130 10-0006 Me Me H H 2 H H Benzothiazol-2-yl 142-143 10-0007 Me Me H H 2 H H Benzothiophen-3-yl 188-191 10-0008 5-Chlorobenzothiophen Me Me H H 2 H H 3-yl 129-130 10-0009 Me Me H H 2 H H Benzoxazol-2-yl 127-129 10-0010 3-Methylbenzothiophen Me Me H H 2 H H 2-yl 161-163 10-0011 3-Bromobenzothiophen Me Me H H 2 H H 2-yl 118-119 10-0012 Me Me H H 2 H H Benzofuran-2-yl 123-124 10-0013 2-Methylbenzofuran-7 Me Me H H 2 H H yl 135-137 10-0014 Me Me H H 2 H H 3-Bromobenzofuran-2-yl 107-108 10-0015 Me Me H H 2 H H Benzothiophen-7-yl 95-97 10-0016 Me Me H H 2 H H 1-Methylindazol-7-yl 89-90 10-0017 3-Methylbenzofuran-2 Me Me H H 2 H H yl 111-112 10-0018 3-Chloro-1 Me Me H H 2 H H methylindol-2-yl 162-165 45 In the formula [I] for Component A, preferred is an isoxazoline derivative or its salt, wherein each of R 1 and R 2 which are independent of each other, is a methyl group or an ethyl group; 5 each of R3, R 4, R 5 and R 6 is a hydrogen atom; n is an integer of 2; Y is a thiophen-3-yl group (this group is necessarily substituted at the 2- and 4-positions by a halogen atom, an alkyl group, a haloalkyl group, an 10 alkoxyalkyl group, a cycloalkyl group, an alkoxy group, a haloalkoxy group, an acyl group, a haloalkylcarbonyl group, an alkoxycarbonyl group, a cyano group or a carbamoyl group (the nitrogen atom of this group may independently be substituted by an alkyl group)), 15 a pyrazol-4-yl group (this group is necessarily substituted at the 3- an 5-positions by a halogen atom, an alkyl group, a haloalkyl group, an alkoxyalkyl group, a cycloalkyl group, an alkoxy group, a haloalkoxy group, a cycloalkylalkyloxy group, a phenoxy group which may be 20 substituted, an alkylthio group, an alkylsulfonyl group, an acyl group, a haloalkylcarbonyl group, an alkoxycarbonyl group, a cyano group or a carbamoyl group (the nitrogen atom of this group may independently be substituted by an alkyl group) and further at the 1 25 position by a hydrogen atom, an alkyl group, an alkyl group mono-substituted by an optional group selected from the substituent group P, a haloalkyl group, a cycloalkyl 46 group, an alkenyl group, an alkynyl group, an alkylsulfonyl group, an alkylsulfonyl group mono substituted by an optional group selected from the substituent group y, a haloalkylsulfonyl group, a phenyl 5 group which may be substituted, an aromatic heterocyclic group which may be substituted, a phenylsulfonyl group which may be substituted, an aromatic heterocyclic sulfonyl group which may be substituted, an acyl group, a haloalkylcarbonyl group, a benzylcarbonyl group which may io be substituted, a benzoyl group which may be substituted, an alkoxycarbonyl group, a benzyloxycarbonyl group which may be substituted, a phenoxycarbonyl group which may be substituted, or a carbamoyl group (the nitrogen atom of this group may independently be substituted by an alkyl 15 group or a phenyl group which may be substituted)), a pyrazol-5-yl group (this group is necessarily substituted at the 4-position by a halogen atom, an alkyl group, a haloalkyl group, an alkoxyalkyl group, a haloalkoxy group, an acyl group, a haloalkylcarbonyl 20 group, an alkoxycarbonyl group, a cyano group or a carbamoyl group (the nitrogen atom of this group may independently be substituted by an alkyl group) and further at the 1-position by a hydrogen atom, an alkyl group, an alkyl group mono-substituted by an optional 25 group selected from the substituent group s, a haloalkyl group, a cycloalkyl group, or a phenyl group which may be substituted), 47 an isoxazol-4-yl group (this group is necessarily substituted at the 3- and 5-positions, by a halogen atom, an alkyl group, a haloalkyl group, an alkoxyalkyl group, a cycloalkyl group, an alkoxy group, a haloalkoxy group, s an alkylthio group, an alkylsulfonyl group, an acyl group, a haloalkylcarbonyl group, an alkoxycarbonyl group, a cyano group, or a carbamoyl group (the nitrogen atom of this group may independently be substituted by an alkyl group)), io an isothiazol-4-yl group (this group is necessarily substituted at the 3- and 5-positions by a halogen atom, an alkyl group, a haloalkyl group, an alkoxyalkyl group, a cycloalkyl group, an alkoxy group, a haloalkoxy group, a phenoxy group which may be substituted, an alkylthio is group, an alkylsulfonyl group, an acyl group, a haloalkylcarbonyl group, an alkoxycarbonyl group, a cyano group, or a carbamoyl group (the nitrogen atom of this group may independently be substituted by an alkyl group)), 20 a pyridin-3-yl group (this group is necessarily substituted at the 2- and 4-positions, by a halogen atom, an alkyl group, a haloalkyl group, an alkoxyalkyl group, a cycloalkyl group, an alkoxy group, a haloalkoxy group, an alkylthio group, an alkylsulfonyl group, an acyl 25 group, a haloalkylcarbonyl group, an alkoxycarbonyl group, a cyano group, or a carbamoyl group (the nitrogen atom of this group may independently be substituted by an 48 alkyl group)), or a pyrimidin-5-yl group (this group is necessarily substituted at the 4- and 6-positions by a halogen atom, an alkyl group, a haloalkyl group, an alkoxyalkyl group, 5 a cycloalkyl group, an alkoxy group, a haloalkoxy group, an alkylthio group, an alkylsulfonyl group, an acyl group, a haloalkylcarbonyl group, an alkoxycarbonyl group, a cyano group, or a carbamoyl group (the nitrogen atom of this group may independently be substituted by an 10 alkyl group)). A herbicidal compound particularly preferred as Component A is Compound No. 3-0054. The compound represented by the formula [I] can be produced by the method disclosed in Patent Document 1 or 15 methods in accordance therewith. Whereas herbicidal compounds preferred as Component B are quizalofop-P-ethyl, sethoxydim, pyrithiobac-sodium, bispyribac-sodium, pyrimisulfan, imazethapyr, imazaquin, chlorimuron-ethyl, diuron, bentazone, paraquat, 20 sulfentrazone, fluthiacet-methyl, sulcotrione, norflurazon, clomazone, bilanafos, asulam, flufenacet, dimethenamid-P, sulfentrazone, thiobencarb, 2,4-D and clopyralid, as well as their analogues such as salts, acids, esters and amides. 25 The herbicidal composition of the present invention is generally as follows, although it depends also on the relative activities of the respective Components.
    49 Per 1 part by weight of Component A, Component B is from 0.001 to 100 parts by weight, preferably from 0.01 to 50 parts by weight, more preferably from 0.05 to 30 parts by weight, and when Component D is incorporated, D s is from 0.01 to 100 parts by weight, preferably from 0.05 to 30 parts by weight. Further, per 1 part by weight of Component A, Component B is from 0.001 to 100 parts by weight, preferably from 0.01 to 50 parts by weight, more 10 preferably from 0.05 to 30 parts by weight, Component C is from 0.001 to 100 parts by weight, preferably from 0.01 to 50 parts by weight, more preferably from 0.05 to 30 parts by weight, and when Component D is incorporated, Component D is from 0.001 to 100 parts by weight, 15 preferably from 0.01 to 100 parts by weight, more preferably from 0.05 to 30 parts by weight. The herbicidal composition of the present invention may contain additive components which are commonly used for agricultural formulations, as the case requires. 20 Such additive components may, for example, be a carrier such as a solid carrier or a liquid carrier, a surfactant, a binder or an adhesion-imparting agent, a thickener, a coloring agent, an extender, a spreader, an anti-freezing agent, an anti-caking agent, a 25 disintegrating agent and a stabilizing agent. Further, an antiseptic, plant segments, etc. may be used as additive components, as the case requires. Such 50 additive components may be used alone or in combination as a mixture of two or more of them. Such additive components will be described. The solid carrier may, for example, be a natural 5 mineral such as quartz, clay, kaolinite, pyrophillite, sericite, talc, bentonite, acid clay, attapulgite, zeolite or diatomaceous earth; an inorganic salt such as calcium carbonate, ammonium sulfate, sodium sulfate or potassium chloride; synthetic silicic acid or synthetic 10 silicate; an organic solid carrier such as starch, cellulose or plant powder; or a plastic carrier such as polyethylene, polypropylene or polyvinylidene chloride. They may be used alone or in combination as a mixture of two or more of them. is The liquid carrier may, for example, be an alcohol which may be classified into a monohydric alcohol such as methanol, ethanol, propanol, isopropanol or butanol, and a polyhydric alcohol such as ethylene glycol, diethylene glycol, propylene glycol, hexylene glycol, polyethylene 20 glycol, polypropylene glycol or glycerol; a polyhydric alcohol derivative such as propylene type glycol ether; a ketone such as acetone, methyl ethyl ketone, methyl isobutyl ketone, diisobutyl ketone or cyclohexanone; an ether such as ethyl ether, dioxane, cellosolve, dipropyl 25 ether or tetrahydrofuran, an aliphatic hydrocarbon such as normal paraffin, naphthene, isoparaffin, kerosine or mineral oil; an aromatic hydrocarbon such as benzene, 51 toluene, xylene, solvent naphtha or alkyl naphthalene, a halogenated hydrocarbon such as dichloroethane, chloroform or carbon tetrachloride; an ester such as ethyl acetate, diisopropyl phthalate, dibutyl phthalate, 5 dioctyl phthalate or dimethyl adipate; a lactone such as y-butyrolactone; an amide such as dimethylformamide, dimethylformamide, dimethylacetamide or N alkylpyrrolidinone; a nitrile such as acetonitrile; a sulfur compound such as dimethylsulfoxide; a vegetable io oil such as soybean oil, rapeseed oil, cotton oil or castor oil; or water. They may be used alone or in combination as a mixture of two or more of them. The surfactant is not particularly limited, but it is preferably one to be gelled or swelled in water. It 15 may, for example, be a non-ionic surfactant such as a sorbitan fatty acid ester, a polyoxyethylene sorbitan fatty acid eater, a sucrose fatty acid ester, a polyoxyethylene fatty acid ester, a polyoxyethylene resin acid ester, a polyoxyethylene fatty acid diester, a 20 polyoxyethylene alkyl ether, a polyoxyethylene alkyl phenyl ether, a polyoxyethylene dialkyl phenyl ether, a polyoxyethylene alkyl phenyl ether formalin condensate, a polyoxyethylene polyoxypropylene block copolymer, an alkyl polyoxyethylene polypropylene block polymer ether, 25 a polyoxyethylene alkylamine, a polyoxyethylene fatty acid amide, a polyoxyethylene fatty acid bisphenyl ether, a polyalkylene benzyl phenyl ether, a polyoxyalkylene 52 styryl phenyl ether, an acetylenediol, a polyoxyalkylene added acetylenediol, a polyoxyethylene ether type silicon, an ester type silicon, a fluorinated surfactant, a polyoxyethylene castor oil, a polyoxyethylene hardened 5 castor oil; an anionic surfactant such as an alkyl sulfate, a polyoxyethylene alkyl ether sulfate, a polyoxyethylene alkyl phenyl ether sulfate, a polyoxyethylene styryl phenyl ether sulfate, an alkyl benzenesulfonate, a lignin sulfonate, an 10 alkylsulfosuccinate, a naphthalenesulfonate, an alkylnaphthalenesulfonate, a salt of a formalin condensate or naphthalenesulfonate, a salt of a formalin condensate of an alkylnaphthalenesulfonate, a fatty acid salt, a polycarboxylic acid salt, an N-methyl-fatty acid 15 sarcosinate, a resin acid salt, a polyoxyethylene alkyl ether phosphate or a polyoxyethylene alkyl phenyl ether phosphate; a cationic surfactant such as a laurylamine hydrochloride, a stearylamine hydrochloride, an oleylamine hydrochloride, a stearylamine acetate, a 20 stearylaminopropylamine acetate, an alkyltrimethylammonium chloride, or an alkyldimethylbenzalkonium chloride; or an amphoteric surfactant such as an amino acid type or a betain type. These surfactants may be used alone or in combination as 25 a mixture of two or more of them. Further, the binder or adhesive-imparting agent may, for example, be carboxymethylcellulose or its salt, 53 dextrin, water-soluble starch, guar gum, sucrose, polyvinylpyrrolidone, gum arabic, polyvinyl alcohol, polyvinyl acetate, polysodium acrylate, a polyethylene glycol having an average molecular weight of 6,000 to s 20,000, a polyethylene oxide having an average molecular weight of 100,000 to 5,000,000 or a natural phosphatide (such as cephalinic acid or lecithin). The thickener may, for example, be a water-soluble polymer such as xanthan gum, guar gum, 10 carboxylmethylcellulose, polyvinylpyrrolidone, carboxyvinyl polymer, acrylic polymer, starch derivative or polysaccharide; or an inorganic fine powder such as high purity bentonite or white carbon. The coloring agent may, for example, be an inorganic is pigment such as iron oxide, titanium oxide or Prussian blue; or an organic dye such as an arizarin dye, an azo dye or a metal phthalocyanine dye. The extender may, for example, be a silicon type surfactant, a cellulose powder, dextrin, processed starch, 20 a polyaminocarboxylic acid chelate compound, crosslinked polyvinylpyrrolidone, maleic acid and a styrene, a methacrylic acid copolymer, a half ester of a polymer of a polyhydric alcohol with a dicarboxylic anhydride, or a water-soluble salt of a polystyrene sulfonic acid. 25 The spreader may, for example, be various surfactants such as sodium dialkylsulfosuccinate, a polyoxyethylene alkyl ether, a polyoxyethylene alkyl 54 phenyl ether or a polyoxyethylene fatty acid ester, paraffin, terpene, a polyamide resin, a polyacrylate, a polyoxyethylene, wax, a polyvinyl alkyl ether, an alkylphenol formalin condensate, or a synthetic resin 5 emulsion. The anti-freezing agent may, for example, be a polyhydric alcohol such as ethylene glycol, diethylene glycol, propylene glycol or glycerol. The anticaking agent may, for example, be starch, 10 alginic acid, a polysaccharide such as mannose or galactose, polyvinylpyrrolidone, white carbon, ester gum or petroleum resin. The disintegrating agent may, for example, be sodium tripolyphosphate, sodium hexamethaphosphate, stearic acid is metal salt, a cellulose powder, dextrin, a methacrylate copolymer, a polyvinylpyrrolidone, a polyaminocarboxylic acid chelate compound, a styrene sulfonate/isobutylene/maleic anhydride copolymer or a starch/polyacrylonitrile graft copolymer. 20 The stabilizer may, for example, be a drying agent such as zeolite, quick lime or magnesium oxide; an anti oxidation agent such as a phenol type, an amine type, a sulfur type or a phosphorus type; or an ultraviolet absorber such as a salicylic acid type or a benzophenone 25 type. The antiseptic may, for example, be potassium sorbate or 1,2-benzthiazolin-3-one.
    55 The plant segments may, for example, be sawdust, coconut shellflower, corn cob or tobacco stem. In a case where the above-mentioned additive components are to be incorporated to the herbicidal s composition of the present invention, their contents may be selected by weight such that the carrier is usually from 5 to 95%, preferably from 20 to 90%, the surfactant is usually from 0.1 to 30%, preferably from 0.5 to 10%, and other additives are usually from 0.1 to 30%, 10 preferably from 0.5 to 10%. The herbicidal composition of the present invention is used as formulated into an optional formulation such as a liquid formulation, an emulsifiable concentrate, a wettable powder, a dust, an oil formulation, a granular 15 wettable powder, a flowable, an emulsified suspension agent, a granular formulation, a jumbo formulation or a suspoemulsion. At the time of such formulation, at least one other agricultural chemical such as another herbicide, a herbicidal microorganism (such as Drechslera monoceras, 20 Xanthomonas campestris pv. poae), an insecticide, a fungicide, a plant-growth-controlling agent or a fertilizer may be mixed to obtain a mixed composition. Fungicidal compounds which may be mixed or used in combination in the present invention, will be shown below. 25 Azaconazole, acibenzolar-S-methyl, azoxystrobin, amisulbrom, isoprothiolane, ipconazole, iprodione, iprovalicarb, imazalil, iprobenfos, iminoctadine- 56 triacetate, imibenconazole, etridiazole, edifenphos, ethaboxam, epoxiconazole, oxadixyl, oxytetracycline, oxycarboxin, oxpoconazole fumarate, octhilinone, oxolinic acid, ofurace, orysastrobin, kasugamycin, captafol, 5 carpropamid, carbendazime, carboxin, chinomethionat, captan, quintozene, guazatine, kresoxim-methyl, chlozolinate, chloroneb, chlorothalonil, chloroneb, cyazofamid, diethofencarb, diclocymet, dichlofluanid, diclomezine, dithianon, diniconazole, zineb, io difenoconazole, difenzoquat, cyflufenamid, diflumetorim, cyproconazole, cyprodinil, simeconazole, dimethomorph, cymoxanil, dimoxystrobin, ziram, silthiofam, streptomycin, spiroxamine, zoxamide, dazomet, thiabendazole, thiram, thiophanate-methyl, thifluzamide, tecnazene, tecloftalam, 15 tetraconazole, tebuconazole, dodine, dodemorph, triadimenol, triadimefon, triazoxide, tricyclazole, triticonazole, tridemorph, triflumizole, trifloxystrobin, triforine, tolylfluanid, tolclofos-methyl, nabam, nuarimol, paclobutrazol, validamycin, picoxystrobin, 20 bitertanol, piperalin, hymexazol, pyraclostrobin, pyrazophos, pyrifenox, pyributicarb, pyribencarb, pyrimethanil, pyroquilon, vinclozolin, ferbam, famoxadone, phenazine oxide, fenamidone, fenarimol, fenoxanil, ferimzone, fenpiclonil, fenbuconazole, fenfuram, 25 fenpropidin, fenpropimorph, fenhexamid, folpet, phthalide, bupirimate, fuberidazole, blasticidin-S, furametpyr, furalaxyl, fluazinam, fluoxastrobin, fluopicolide, 57 fluoroimide, fluquinconazole, fludioxonil, flusilazole, flusulfamide, flutolanil, flutriafol, flumorph, proquinazid, prochloraz, procymidone, prothioconazole, propamocarb, propiconazole, propineb, probenazole, s bromuconazole, hexaconazole, benalaxyl, benomyl, pefurazoate, penconazole, pencycuron, benthiavalicarb isopropyl, boscalid, fosetyl, polyoxins, polycarbamate, folpet, mandipropamid, mancozeb, maneb, myclobutanil, milneb, methasulfocarb, metalaxyl, metalaxyl-M, metiram, 10 metconazole, metominostrobin, metrafenone, mepanipyrim, mepronil, TF-991, penthiopyrad, a silver compound, an inorganic copper compound, an organic copper compound, a sulfur compound, an organic zinc compound, potassium hydrogencarbonate, sodium hydrogencarbonate, fatty acid 15 glyceride, extract from mushroom, Erwinia, pseudomonas, Bacillus, Talaromyces, Trichoderma, Fusarium. Further, insecticidal compounds which may be mixed or used in combination in the present invention will be shown below. 20 1,3-dichloropropene, acrinathrin, azamethiphos, azinphos-ethyl, azinphos-methyl, acequinocyl, acetamiprid, acetoprole, acephate, azocyclotin, abamectin, amitraz, alanycarb, aldicarb, alpha cypermethrin, allethrin, isocarbophos, isoxathion, 25 isoprocarb, imicyafos, imidacloprid, imiprothrin, indoxacarb, esfenvalerate, ethiofencarb, ethion, ethiprole, etoxazole, etofenprox, ethoprophos, emamectin, 58 endosulfan, empenthrin, oxamyl, oxydemeton-methyl, omethoate, sodium olate, cadusafos, cartap, carbaryl, carbosulfan, carbofuran, gamma-cyhalothrin, xylylcarb, quinalphos, kinoprene, quinomethionate, coumaphos, 5 clothianidin, clofentezine, chromafenozide, chlorethoxyfos, chlordane, chlorpyrifos, chlorpyrifos methyl, chlorfenapyr, chlorfenvinphos, chlorfluazuron, chlormephos, cyanophos, diafenthiuron, dienochlor, dicrotophos, dichlofenthion, cycloprothrin, dichlorvos, 10 disulfoton, dinotefuran, cyhalothrin, cyphenothrin, cyfluthrin, diflubenzuron, cyhexatin, cyflumetofen, cypermethrin, dimethylvinphos, dimethoate, silafluofen, cyromazine, spinosad, spirodiclofen, spirotetramat, supiromesifen, sulprofos, sulfotep, zeta-cypermethrin, 15 diazinon, tau-fluvalinate, thiacloprid, thiamethoxam, thiodicarb, thiocyclam, thiosultap-sodium, thiofanox, thiometon, tetrachlorvinphos, tetradifon, tetramethrin, tebupirimfos, tebufenozide, tebufenpyrad, tefluthrin, teflubenzuron, temephos, deltamethrin, terbufos, 20 tralomethrin, transfluthrin, triazamate, triazophos, trichlorfon, triflumuron, trimethacarb, tolfenpyrad, naled, nitenpyram, nemadectin, novaluron, noviflumuron, hydroprene, vamidothion, parathion, parathion-methyl, halfenprox, halofenozide, bioallethrin, bioresmethrin, 25 bistrifluron, pyridaphenthion, bifenazate, bifenthrin, pymetrozine, pyraclofos, pyridafenthion, pyridaben, pyridalyl, pyriproxyfen, pirimicarb, pyrimidifen, 59 pirimiphos-methyl, pyrethrins, fentrifanil, fipronil, fenazaquin, fenamiphos, tenitrothion, fenoxycarb, fenothiocarb, phenothrin, fenobucarb, fenthion, phenthoate, fenvalerate, fenpyroximate, fenbutatinoxide, s fenpropathrin, butocarboxim, butoxycarboxim, buprofezin, furathiocarb, prallethrin, fluacrypyrim, flucycloxuron, flucythrinate, flusulfamide, fluvalinate, flupyrazofos, flufenoxuron, flubendiamide, flumethrin, flufenerim, prothiofos, flonicamid, propaphos, propargite, propoxur, io profenofos, propetamphos, bromopropylate, beta cypermethrin, beta-cyfluthrin, hexaflumuron, hexythiazox, heptenophos, permethrin, bensultap, bendiocarb, benfuracarb, phoxim, phosalone, fosthiazate, phosphamidon, phosmet, formetanate, phorate, machin oils, 15 malathion, milbemectin, mecarbam, mesulfenfos, methomyl, metaldehyde, metaflumizone, metham-sodium, metham ammonium, methamidophos, methiocarb, methidathion, methyl isothiacyanate, methoxyfenozide, methothrin, methoprene, metolcarb, mevinphos, monocrotophos, lambda-cyhalothrin, 20 rynaxypyr, lufenuron, resmethrin, lepimectin, rotenone, CL900167, cryolite, DCIP, EPN, MEP, pyrifluquinazon, RU15525, spinetoram, XME, ZXI8901. At the time of using the mixed herbicidal composition of the present invention, the active 25 ingredients may be used directly, or a composition containing the desired active ingredients may be formulated, or the respective active ingredients may 60 separately be formulated and then mixed. In application, the respective active ingredients of the composition of the present invention may be separately applied or simultaneously applied. Further, the composition of the 5 present invention may be used as diluted with a liquid such as water or a fertilizer, or as deposited on a carrier such as a solid fertilizer, sand or soil, or on seeds or tubers of plants. With respect to the application sites, the composition of the present 10 invention may be applied to a place where weeds will be germinated or to the plants themselves. The herbicidal composition of the present invention exhibits excellent herbicidal effects at a low dose over a wide range from pre-emergence to post-emergence of is various weeds problematic in e.g. upland fields, non tilled crop fields or non-agricultural fields such as roads, parks, slopes, gardens or forests, including, for example, gramineous weeds such as barnyardgrass (Echinochloa crus-galli), crabgrass (Digitaria ciliaris), 20 greenfoxtail (Setaria viridis), annual bluegrass (Poa annua), johnsongrass (Sorghum halepense), blackgrass (Alopecurus myosuroides), wild oat (Avena fatua), broadleaf weeds such as pale smartweed (Polygonum lapathifolium), slender amaranth (Amaranthus viridis), 25 common lambsquater (Chenopodium album), common chickweed (Stellaria media), velvetleaf (Abutilon theophrasti), prickly sida (Sida spinosa), hempsesbania (Sesbania 61 exaltata), common ragweed (Ambrosia artemisifolia), morningglory (Ipomoea spp), and perennial and annual cyperaceous weeds such as purple nutsedge (Cyperus rotundus), himekugu (Cyperus brevifolius var. leiolepis), 5 annual sedge (Cyperus microiria) and rice flatsedge (Cyperus iria). Particularly, it is capable of effectively controlling the main weeds in upland fields including dicotyledonous plants such as wild buckwheat (Polygonum 10 convolvulus), pale smartweed (Polygonum lapathifolium L.), common purslane (Portulaca oleracea), common lambsquater (Chenopodium album), redroot pigweed (Amaranthus retroflexus L.), wild mustard (Kedlock) (Brassica arvensis), hempsesbania (Sesbania exaltata), is sicklepod (Cassia obtusifolia), velvetleaf (Abutilon theophrasti), prickly sida (Sida spinosa), ivyleaf morningglory (Ipomoea hederacea), Jimsonweed (Datura stramonium), black nightshade (Solanum nigrum), common cocklebur (Xanthium strumarium), sunflower (Helianthus 20 annuus), field bindweed (Convolvulus arvensis), Euphorbia helioscopia L. devils beggarticks (Bidens frondosa), common ragweed (Ambrosia artemisifolia), and monocotyledonous plants such as gramneae (Echinochloa crus-galli var. crus-galli), greenfoxtail (Setaria 25 viridis), Foxtail grass (Setaria faberi), Setaria glauca, crabgrass (Digitaria ciliaris), goosegrass (Eleusine indica), johnsongrass (Sorghum halepense), quackgrass 62 (Agropyron repens) and shattercane (Sorghum vulgare). Further, it is capable of controlling annual weeds such as Rice barnyardgrass (Echinochloa oryzicola), umbrellaplant (Cyperus difformis), monochoria (Monochoria s vaginalis) and false pimpernel (Lindernia pyxidaria), and perennial weeds such as water nutgrass (Cyperus serotinus), water chestnut (Eleocharis kuroguwai) and japanese bulrush (Scirpus juncoides), which germinate in paddy fields, over a wide range from pre-emergence to 10 post-emergence. The herbicidal composition of the present invention is highly safe to crop plants and may be used for crop plants or useful plants such as rice, wheat, barley, corn, grain sorghum, soybeans, cotton, sugar beet, rapeseed, 15 sugarcane, lawn grass, tea, fruit trees, vegetables, flowers and trees. Here, the crop plants and useful plants include so-called genetically modified crop plants and plants showing resistance against herbicides, pests, diseases, etc., by breeding and selection, such as corn 20 (such as PIOEER 31R87 RR), soybean (such as (ASGROW SN79624 RR), cotton (such as FIBERMAX 960BR), rapeseed, sugarcane, etc., which were transformed by genetic engineering and showing resistance against herbicides, pests, diseases, etc. 25 The composition of the present invention is preferably applied in the form of a formulation comprising components A and B or components A, B and C in 63 a total amount of preferably from 0.5 to 90 wt%, more preferably from 1 to 80 wt%. The formulation of the composition of the present invention may be applied as it is, but an emulsifiable concentrate, a wettable powder, a s suspension formulation or the like is usually applied as its prescribed amount is diluted with water in an amount of from 10 to 2,000 liter per 1 hectare. Further, the dose of the composition of the present invention may vary depending upon the blend ratio, the 10 weather conditions, the type of formulation, the application season, the application method, the application site, weeds to be controlled and crop plants. However, the composition is preferably applied in a total amount of components A and B or components A, B and C is being from 1 g to 10,000 g, preferably from 5 g to 4,000 g, more preferably from 10 g to 1,000, per 1 ha (hectare). EXAMPLES Now, the present invention will be described in 20 further detail with reference to Examples, but it should be understood that the present invention is by no means restricted to such specific Examples. In the following Examples, "parts" means "parts by weight". FORMULATION EXAMPLE 1: WETTABLE POWDER 25 The following components are mixed, and the obtainable mixture is pulverized to obtain a wettable powder.
    64 Compound No. 3-0054 5 parts Sulfentrazone 5 parts Polyoxyethyleneoctyl phenyl ether 0.5 part Sodium salt of alkylnaphthalenesulfonic s acid formalin condensate 0.5 part Diatomaceous earth 12 parts Clay 77 parts FORMULATION EXAMPLE 2: WETTABLE POWDER The following components are mixed, and the 10 obtainable mixture is pulverized to obtain a wettable powder. Compound No. 3-0054 5 parts Sulcotrione 10 parts Atrazine 25 parts is Polyoxyethyleneoctyl phenyl ether 0.5 part Sodium alkylnaphthalenesulfonic acid-formalin condensate 0.5 part Diatomaceous earth 10 parts Clay 49 parts 20 FORMULATION EXAMPLE 3: WETTABLE POWDER The following components are mixed, and the obtainable mixture is pulverized to obtain a wettable powder. Compound No. 3-0054 5 parts 25 Atrazine 30 parts Benoxacor 0.5 part Polyoxyethyleneoctyl phenyl ether 0.5 part 65 Sodium alkylnaphthalenesulfonic acid-formalin condensate 0.5 part Diatomaceous earth 12 parts Clay 51.5 parts 5 FORMULATION EXAMPLE 4: WETTABLE POWDER The following components are mixed, and the obtainable mixture is pulverized to obtain a wettable powder. Compound No. 3-0054 5 parts 10 Sulcotrione 10 parts Atrazine 25 parts Benoxacor 0.5 part Polyoxyethyleneoctyl phenyl ether 0.5 part Sodium salt of alkylnaphthalenesulfonic 15 acid-formalin condensate 0.5 part Diatomaceous earth 10 parts Clay 48.5 parts FORMULATION EXAMPLE 5: GRANULAR WETTABLE POWDER The following components are kneaded and extrusion 20 granulated. The obtained granules are dried by a fluidized bed dryer to obtain a granular wettable powder. Compound No. 3-0054 10 parts Chlorimuron 2.5 parts Sodium ligninsulfonate 5 parts 25 Polyoxyethylene alkyl aryl ether 1 part Calcium carbonate 81.5 parts Water 10 parts 66 FORMULATION EXAMPLE 6: FLOWABLE FORMULATION The following components are mixed by a high speed stirrer and pulverized by a wet pulverizer to obtain a flowable formulation. 5 Compound No. 3-0054 5 parts Sulcotrione 10 parts Atrazine 25 parts Benoxacor 0.5 part Sodium ligninsulfonate 2 parts 10 Polyoxyethylene alkyl aryl ether ammonium sulfate 4 parts Polyoxyethylene alkyl aryl ether 0.5 part Xanthene gum 0.1 part Bentonite 0.5 part 15 Ethylene glycol 10 parts Water 42.4 parts Now, with reference to Test Examples, the effects of the herbicidal composition of the present invention will be described. 20 TEST EXAMPLE 1: TEST 1 ON HERBICIDAL EFFECTS AGAINST WEEDS AND PHYTOTOXICITY BY UPLAND SOIL TREATMENT In a plastic pot of 14 cm in length x 23 cm in width x 8 cm in depth, upland soil was filled, and seeds of soybean (GLXMA), corn (ZEAMX), Ipomoea lacunosa L. 25 (IPOLA) and velvetleaf (ABUTH) were sown and covered with soil. A wettable powder prepared in accordance with Formulation Example 1 was weighed so that the active 67 ingredients became the prescribed amounts, diluted with water and uniformly applied to the soil surface by means of a small size spray at a rate of 500 liters per 1 hectare. Thereafter, cultivation was carried out in a 5 greenhouse, and on the 28th day after the treatment, the herbicidal effects and phytotoxicity were examined in accordance with the standards as identified in Table 15. The results are shown in Table 16. In the following Tables, 3-0054 represents Compound 10 No. 3-0054. TABLE 15 Index Herbicidal effects (growth-inhibition degree) and No. phytotoxicity 10 Herbicidal effect or phytotoxicity of 100% 9 Herbicidal effect or phytotoxicity of at least 90% and less than 100% 8 Herbicidal effect or phytotoxicity of at least 80% and less than 90% 7 Herbicidal effect or phytotoxicity of at least 70% and less than 80% 6 Herbicidal effect or phytotoxicity of at least 60% and less than 70% 5 Herbicidal effect or phytotoxicity of at least 50% and less than 60% 4 Herbicidal effect or phytotoxicity of at least 40% and less than 50% 3 Herbicidal effect or phytotoxicity of at least 30% and less than 40% 2 Herbicidal effect or phytotoxicity of at least 20% and less than 30% 1 Herbicidal effect or phytotoxicity of at least 10% and less than 20% 0 Herbicidal effect or phytotoxicity of at least 0% land less than 10% 68 TABLE 16 Herbicidal compounds gos/ GLXMA ZEAMX IPOLA ABUTH gai/ha 3-0054 25 0 0 1 6 Pyrithiobac-sodium 25 4 10 3 8 3-0054+pyrithiobac- 25+25 4 10 9 10 sodium 3-0054 100 1 1 3 8 Imazethapyr 50 0 4 4 4 3-0054+imazethapyr 100+50 1 5 8 10 3-0054 100 1 1 3 8 Imazaquin 50 0 6 5 3 3-0054+imazaquin 100+50 1 9 10 10 3-0054 100 1 1 3 8 Diuron 800 8 8 7 10 3-0054+diuron 100+800 9 9 9 10 3-0054 50 0 0 2 7 Sulfentrazone 50 1 0 6 10 3-0054+sulfentrazone 50+50 4 1 9 10 3-0054 50 0 0 2 7 Norflurazon 400 1 9 6 10 3-0054+norflurazon 50+400 1 10 10 10 3-0054 100 1 1 3 8 Clomazone 200 0 7 6 10 3-0054+clomazone 100+200 2 9 8 10 3-0054 50 0 0 2 7 Flufenacet 200 2 1 4 7 3-0054+flufenacet 50+200 2 1 8 9 3-0054 50 0 0 2 7 Dimethenamid-P 400 2 1 5 7 3-0054+dimethenamid-P 50+400 1 1 9 9 3-0054 100 1 1 3 8 Thiobencarb 1600 0 0 2 10 3-0054+thiobencarb 100+1600 0 1 8 10 3-0054 100 1 1 3 8 Clopyralid 200 10 0 6 10 3-0054+clopyralid 100+200 10 1 8 10 TEST EXAMPLE 2: TEST 2 ON HERBICIDAL EFFECTS AGAINST WEEDS AND PHYTOTOXICITY BY UPLAND SOIL TREATMENT 5 The test on herbicidal effects and phytotoxicity against wheat (TRZAW), common chickweed (STEME) and 69 Persian speedwell (VERPE) was carried out in the same manner as the above Test Example 1. The results are shown in Table 17. TABLE 17 Herbicidal compounds Dose TRZAW STEME VERPE gai/ha 3-0054 18.8 0 5 7 Isoproturon 375 0 6 5 3-0054+isoproturon 18.8+375 0 9 9 3-0054 18.8 0 5 7 Picolinafen 16 0 5 6 3-0054+picolinafen 18.8+16 0 9 9 3-0054 18.8 0 5 7 Trifluralin 250 0 10 7 3-0054+trifluralin 18.8+375 0 10 10 5 TEST EXAMPLE 3: TEST 3 ON HERBICIDAL EFFECTS AGAINST WEEDS AND PHYTOTOXICITY BY UPLAND SOIL TREATMENT The test on herbicidal effects and phytotoxicity against corn (ZEAMX), barnyardgrass (ECHCG), common 10 chickweed (STEME) and common lambsquater (CHEAL) was carried out in the same manner as the above Test Example 1. The results are shown in Table 18. TABLE 18 Herbicidal compounds Dose ZEAMX ECHCG STEME CHEAL gai/ha 3-0054 62.5 0 10 5 4 Prosulfocarb 1600 0 2 5 5 3-0054+prosulfocarb 62.5+1600 0 10 9 8 15 TEST EXAMPLE 4: TEST 4 ON HERBICIDAL EFFECTS AGAINST 70 WEEDS AND PHYTOTOXICITY BY UPLAND SOIL TREATMENT The test on herbicidal effects and phytotoxicity against wheat (TRZAW), italian ryegrass (LOLMU), common chickweed (STEME) and common lambsquater (CHEAL) was 5 carried out in the same manner as the above Test Example 1. The results are shown in Table 19. TABLE 19 Herbicidal compounds Dose TRZAW LOLMU STEME gai/ha 3-0054 50 0 8 4 riallate 1000 0 2 2 3-0054+triallate 50+1000 0 10 6 TEST EXAMPLE 5: TEST 5 ON HERBICIDAL EFFECTS AGAINST 10 WEEDS AND PHYTOTOXICITY BY UPLAND SOIL TREATMENT A field was tilled and fertilized, and seeds of Brachiaria plantaginea (BRAPL) and Sida rhombifolia (SIDRH) were sown and covered with soil. A wettable powder prepared in accordance with Formulation Example 1 15 was weighed so that the active ingredients became the prescribed amounts, diluted with water and uniformly applied to the soil surface by means of a sprayer at a rate of 200 liters per 1 hectare. Then, on the 60th day after the treatment, the herbicidal effects and 20 phytotoxicity were examined in accordance with the standards as identified in Table 15. The results are shown in Table 20.
    71 TABLE 20 Herbicidal compounds ose BRAPL SIDRH gai/ha 3-0054 150 8 7 Ametryn 1500 7 6 3-0054+ametryn 150+1500 9 9 TEST EXAMPLE 6: TEST ON HERBICIDAL EFFECTS AGAINST WEEDS AND PHYTOTOXICITY BY FOLIAGE TREATMENT IN UPLAND FILED 5 In a plastic pot of 11 cm in length x 11 cm in width x 11 cm in depth, the upland soil was filled, and seeds of corn (ZEAMX), soybean (GLXMA), greenfoxtail (SETVI), shattercane (SORVU), redroot pigweed (AMARE), Ipomoea lacunosa L. (IPOLA) and velvetleaf (ABUTH) were sown and 10 covered with soil. Then, cultivation was carried out in a greenhouse for 10 days. Then, a wettable powder prepared in accordance with Formulation Example 1 was weighed so that active ingredients would be the prescribed amounts, is diluted with water and uniformly applied on the soil surface by means of a small size spray at a rate of 500 liter per 1 hectare. Thereafter, cultivation was carried out in a greenhouse, and on the 21st day after the treatment, the herbicidal effects and phytotoxicity were 20 examined in accordance with the standards as identified in Table 15. The results are shown in Table 21.
    72 TABLE 21 Herbicidal compounds hae ZEAMX GLXMA SETVI SORVU AMARE IPOLA ABUTH Herbcidl cmpondsgai/ha ______ __ 3-0054 25 0 0 4 0 5 0 0 Quizalofop-ethyl 25 10 0 10 10 0 0 0 3-0054+quizalofop- 25+25 10 0 10 10 6 1 0 ethyl 3-0054 100 0 0 8 6 10 1 4 Sethoxydim 100 9 0 10 9 0 0 0 3-0054+sethoxydim 100+100 9 1 10 9 10 4 4 3-0054 50 0 0 7 4 7 0 0 Bispyribac-sodium 12.5 0 9 7 2 10 7 5 3-0054+bispyribac- 50+12.5 1 9 8 5 10 9 7 sodium 3-0054 50 0 0 7 4 7 0 0 Pyrithiobac-sodium 50 8 9 6 6 10 9 7 3-0054+pyrithiobac- 50+12.5 8 9 8 6 10 10 9 sodium 3-0054 100 0 0 8 6 10 1 4 Pyrimisulfan 25 2 2 6 8 10 9 10 3-0054+pyrimisulfan 100+25 0 2 10 8 10 10 10 3-0054 25 0 0 4 0 5 0 0 Chlorimuron-ethyl 6.3 4 0 1 5 10 9 10 3-0054+chlorimuron- 25+6.3 1 0 8 7 10 9 10 ethyl 3-0054 100 0 0 8 6 10 1 4 Bentazone 400 0 0 2 0 7 8 10 3-0054+bentazone 100+400 0 1 9 8 10 9 10 3-0054 100 0 0 8 6 10 1 4 Paraquat 500 6 10 6 6 10 6 9 3-0054+paraquat 100+500 5 8 9 9 10 8 10 3-0054 50 0 0 7 4 7 0 0 Fluthiacet-methyl 10 0 0 2 0 10 9 10 3-0054+fluthiacet- 50+10 0 0 9 7 10 9 10 methyl 3-0054 50 0 0 7 4 7 0 0 Sulcotrione 25 0 6 3 3 8 5 9 3-0054+sulcotrione 50+25 0 7 9 8 10 8 10 3-0054 50 0 0 7 4 7 0 0 Bilanafos 1000 9 9 9 10 10 10 10 3-0054+bilanafos 50+1000 9 9 10 10 10 10 10 3-0054 50 0 0 7 4 7 0 0 Asulam 1000 8 9 9 10 10 10 10 3-0054+asulam 50+1000 8 9 10 10 10 10 10 3-0054 50 0 0 7 4 7 0 0 2,4-D 200 0 9 2 1 10 10 10 3-0054+2,4-D 50+200 0 9 9 5 10 10 10 73 TEST EXAMPLE 7: TEST ON EFFECTS OF REDUCING PHYTOTOXICITY AGAINST CORN BY UPLAND SOIL TREATMENT In a plastic pot of 11 cm in length x 11 cm in width x 11 cm in depth, upland soil was filled, and seeds of 5 corn (ZEAMX) were sown and covered with soil. A wettable powder prepared in accordance with Formulation Example 1 was weighed so that the active ingredients would be the prescribed amounts, diluted with water and uniformly applied to the soil surface by means of a small size 10 spray at a rate of 500 liter per 1 hectare. Then, cultivation was carried out in a greenhouse, and on the 21st day after the treatment, the phytotoxicity against corn was examined in accordance with the standards as identified in Table 15. The results are shown in Table 15 22. TABLE 22 Herbicidal compounds Dose ZEAMX gai/ha 3-0054 500 3 Sulcotrione 1000 1 Atrazine 2500 0 Benoxacor 50 0 3-0054+sulcotrione+atrazine 500+1000+2500 4 3-0054+sulcotrione+atrazine+benoxacor 500+1000+2500+50 1 3-0054 500 3 Dimethenamid-P 1500 3 Benoxacor 50 0 3-0054+dimethenamid-P 500+1500 5 3-0054+dimethenamid-P+benoxacor 500+1500+50 1 74 INDUSTRIAL APPLICABILITY The herbicidal composition of the present invention is highly safe to crop plants and capable of controlling various weeds problematic in e.g. paddy fields, upland s fields or non-agricultural fields over a wide range of from pre-emergency to post-emergence. The entire disclosure of Japanese Patent Application No. 2006-344409 filed on December 21, 2006 including 10 specification, claims and summary is incorporated herein by reference in its entirety.
    权利要求:
    Claims (20)
    [1] 1. A herbicidal composition comprising the following Component A which is at least one compound selected from the group consisting of isoxazoline derivatives of the 5 formula I and their salts, and the following Component B, as active ingredients: Component A: R2 R3 R 4 R I R S(O)F-c-y [1] 0 N R5 wherein each of R 1 and R 2 which are independent of each 10 other, is a hydrogen atom, a C 1 -C 10 alkyl group, a C 3 -C 8 cycloalkyl group or a C 3 -C 8 cycloalkyl C 1 -C 3 alkyl group, or R1 and R 2 together form a C 3 -C 7 spiro ring together with the carbon atom to which they are bonded; each of R 3 and R 4 which are independent of each other, is is a hydrogen atom, a C 1 -C 10 alkyl group, a C 3 -C 8 cycloalkyl group, or R 3 and R 4 together form a C 3 -C 7 spiro ring together with the carbon atom to which they are bonded, or R 1 , R
    [2] 2 , R 3 and R 4 may form a 5- to 8-membered ring together with the carbon atoms to which they are 20 bonded; each of R 5 and R 6 which are independent of each other, is a hydrogen atom or a C 1 -C 10 alkyl group; Y is a 5- or 6-membered aromatic heterocyclic or aromatic condensed heterocyclic group having an optional 76 hetero atom selected from the group consisting of a nitrogen atom, an oxygen atom and a sulfur atom, such a heterocyclic group may be substituted by from 0 to 6 same or different groups selected from the following s substituent group a, adjacent two alkyl groups, alkoxy groups, alkyl and alkoxy groups, alkyl and alkylthio groups, alkyl and alkylsulfonyl groups, alkyl and monoalkylamino groups, or alkyl and dialkylamino groups may be bonded to each other to form a 5- to 8-membered 10 ring which may be substituted by from 1 to 4 halogen atoms, and when the hetero atom of such a heterocyclic group is a nitrogen atom, it may be oxidized to be an N oxide; n is an integer of from 0 to 2; 15 Substituent group a a hydroxyl group, a thiol group, a halogen atom, a C 1 -C 10 alkyl group, a C 1 -Cio alkyl group mono-substituted by an optional group selected from the following substituent group P, a C 1 -C 4 haloalkyl group, a C 3 -C 8 20 cycloalkyl group, a C 1 -Ci alkoxy group, a C 1 -C 10 alkoxy group mono-substituted by an optional group selected from the following substituent group y , a CI-C 4 haloalkoxy group, a C 3 -C 8 cycloalkyloxy group, a C 3 -C 8 cycloalkyl C 1 C 3 alkyloxy group, a Cl-C 10 alkylthio group, a Cl-C 10 25 alkylthio group mono-substituted by an optional group selected from the following substituent group y , a C 1 -C 4 haloalkylthio group, a C 2 -C 6 alkenyl group, a C 2 -C 6 77 alkenyloxy group, a C 2 -C 6 alkynyl group, a C 2 -C 6 alkynyloxy group, a C 1 -Cia alkylsulfinyl group, a C 1 -C 10 alkylsulfinyl group mono-substituted by an optional group selected from the following substituent group y , a C 1 -C 10 s alkylsulfonyl group, a C 1 -C 10 alkylsulfonyl group mono substituted by an optional group selected from the following substituent group y , a C 1 -C 4 haloalkylsulfinyl group, a C 1 -C1 0 alkylsulfonyloxy group mono-substituted by an optional group selected from the following substituent 10 group y , a C 1 -C 4 haloalkylsulfonyl group, a C 1 -C 10 alkylsulfonyloxy group, a CI-C 4 haloalkylsulfonyloxy group, a phenyl group which may be substituted, a phenoxy group which may be substituted, a phenylthio group which may be substituted, an aromatic heterocyclic group which 15 may be substituted, an aromatic heterocyclic oxy group which may be substituted, an aromatic heterocyclic thio group which may be substituted, a phenylsulfinyl group which may be substituted, a phenylsulfonyl group which may be substituted, an aromatic heterocyclic sulfonyl 20 group which may be substituted, a phenylsulfonyloxy group which may be substituted, an acyl group, a C1-C4 haloalkylcarbonyl group, a benzylcarbonyl group which may be substituted, a benzoyl group which may be substituted, a carboxyl group, a C 1 -Cio alkoxycarbonyl group, a 25 benzyloxycarbonyl group which may be substituted, a phenoxycarbonyl group which may be substituted, a cyano group, a carbamoyl group (a nitrogen atom of this group 78 may independently be substituted by a C 1 -C 10 alkyl group or a phenyl group which may be substituted), a C 1 -C6 acyloxy group, a C 1 -C 4 haloalkylcarbonyloxy group, a benzylcarbonyloxy group which may be substituted, a 5 benzoyloxy group which may be substituted, a nitro group, and an amino group (a nitrogen atom of this group may independently be substituted by a C 1 -Cio alkyl group, a phenyl group which may be substituted, a C 1 -C 6 acyl group, a C 1 -C 4 haloalkylcarbonyl group, a benzylcarbonyl group 10 which may be substituted, a benzoyl group which may be substituted, a C 1 -Cio alkylsulfonyl group, a C 1 -C 4 haloalkylsulfonyl group, a benzylsulfonyl group which may be substituted, or a phenylsulfonyl group which may be substituted); 15 Substituent group p: a hydroxyl group, a C 3 -C8 cycloalkyl group (this group may be substituted by a halogen atom or an alkyl group), a C 1 -C 10 alkoxy group, a C 1 -C 10 alkylthio group, a C 1 -C 10 alkylksulfonyl group, a C1-C 10 alkoxycarbonyl group, a C 2 20 C6 haloalkenyl group, an amino group (a nitrogen atom of this group may independently be substituted by a C 1 -C1 0 alkyl group, a C 1 -C 6 acyl group, a C 1 -C 4 haloalkylcarbonyl group, a C1-C1 0 alkylsulfonyl group, or a C 1 -C 4 haloalkylsulfonyl group), a carbamoyl group (a nitrogen 25 atom of this group may independently be substituted by a C 1 -C 10 alkyl group), a C 1 -C 6 acyl group, a C 1 -C 4 haloalkylcarbonyl group, a C 1 -C 10 alkoxyimino group, a 79 cyano group, a phenyl group which may be substituted, and a phenoxy group which may be substituted; Substituent group y a C 1 -C 10 alkoxycarbonyl group, a phenyl group which s may be substituted, an aromatic heterocyclic group which may be substituted, a cyano group, and a carbamoyl group (a nitrogen atom of this group may independently be substituted by a C1-C1o alkyl group); Component B: 10 At least one compound selected from the group consisting of clodinafop-propargyl, cyhalofop-butyl, diclofop-methyl, fenoxaprop-P-ethyl, fenoxaprop-ethyl, fluazifop-butyl, fluazifop-P-butyl, haloxyfop, haloxyfop P, haloxyfop-P-methyl, metamifop, propaquizafop, 15 quizalofop-ethyl, quizalofop-P, quizalofop-P-ethyl, quizalofop-P-tefuryl, alloxydim, butroxydim, clethodim, cycloxydim, profoxydim, sethoxydim, tepraloxydim, tralkoxydim, aminopyralid, amidosulfuron, azimsulfuron, bensulfuron-methyl, chlorimuron-ethyl, chlorsulfuron, 20 cinosulfuron, cyclosulfamuron, ethametsulfuron-methyl, ethoxysulfuron, flazasulfuron, flupyrsulfuron-methyl sodium, foramsulfuron, imazosulfuron, iodosulfulon methyl-sodium, mesosulfuron-methyl, metsulfuron-methyl, oxasulfuron, pyrazosulfuron-ethyl, sulfometuron-methyl, 25 sulfosulfuron, triasulfuron, tribenuron-methyl, trifloxysulfuron-sodium, triflusulfuron-methyl, tritosulfuron, imazamethabenz-methyl, imazamox, imazapic, 80 imazaquin, diclosulam, florasulam, metosulam, penoxsulam, bispyribac-sodium, pyribenzoxim, pyriftalid, pyriminobac methyl, pyrithiobac-sodium, flucarbazone-sodium, ametryn, dimethametryn, desmetryne, prometryn, propazine, simetryn, 5 terbumeton, terbuthylazine, terbutryn, trietazine, hexazinone, metamitron, amicarbazone, bromacil, lenacil, terbacil, chloridazon, desmedipham, phenmedipham, chlorbromuron, chlorotoluron, chloroxuron, dimefuron, diuron, ethidimuron, fenuron, fluometuron, isoproturon, 10 isouron, methabenzthiazuron, metobromuron, metoxuron, monolinuron, neburon, siduron, tebuthiuron, pentanochlor, propanil, ioxynil, bromofenoxim, bentazone, pyridate, pyridafol, diquat, paraquat, acifluorfen, bifenox, chlomethoxyfen, fluoroglycofen-ethyl, fomesafen, lactofen, 15 oxyfluorfen, cinidon-ethyl, flumiclorac-pentyl, fluthiacet-methyl, thidiazimin, oxadiargyi, oxadiazon, azafenidin, sulfentrazone, butafenacil, benzfendizone, pentoxazone, pyraflufen-ethyl, fluazolate, pyraclonil, profluazol, flufenpyr-ethyl, norflurazon, sulcotrione, 20 isoxachlortole, benzofenap, pyrazolynate, pyrazoxyfen, amitrole, clomazone, picolinafen, aclonifen, fluometuron, beflubutamid, fluridone, flurochloridone, flurtamone, benzobicyclon, sulfosate, bilanafos, asulam, benfluralin, butralin, dinitramine, ethalfluralin, oryzalin, 25 trifluralin, dithiopyr, thiazopyr, chlorthal-dimethyl, butamifos, amiprophos-methyl, propyzamide, tebutam, carbetamide, chlorpropham, propham, acetochlor, alachlor, 81 butachlor, dimethachlor, dimethenamid, metazachlor, pethoxamid, pretilachlor, propachlor, propisochlor, S metolachlor, thenylchlor, flufenacet, mefenacet, fentrazamide, diphenamid, naproanilide, napropamide, 5 anilofos, cafenstrole, piperophos, dichlobenil, chlorthiamid, isoxaben, flupoxame, dinoterb, DNOC, dinoterb, butylate, cycloate, dimepiperate, EPTC, esprocarb, molinate, orbencarb, pebulate, prosulfocarb, thiobencarb, tiocarbazil, triallate, vernolate, 10 benfuresate, ethofumesate, TCA, dalapon, flupropanate, bensulide, clomeprop, 2,4-D, 2,4-DB, dichlorprop, dichlorprop-P, MCPA, MCPB, mecoprop, mecoprop-P, MCPA thioethyl, 2,3,6-TBA, chloramben, fluroxypyr, picloram, triclopyr, quinclorac, benazolin, diflufenzopyr, naptalam, 15 difenzoquat, flamprop-M, bromobutide, oxaziclomefone, cinmethylin, etobenzanid, fosamine, cumyluron, daimuron, methyl-dimuron, indanofan, pyributicarb, pyrimisulfan, HC-252, forchlorfenuron, thidiazuron, pyrasulfotole, maleic hydrazide, diflumetorim, fenclorim, ancymidol, 20 flurprimidol, chlormequat chloride, mepiquatchloride, quinmerac, propoxycarbazone-sodium, propoxycarbazone, flucetosulfuron, tefuryltrion, karbutilate, metobenzuron, prodiamine, pyroxsulam, triaziflam, pinoxaden, bencarbazone, trinexapac-ethyl and prohexadione-calcium. 25 2. The herbicidal composition according to Claim 1, wherein Component A is a compound of the formula [I] wherein Y is a 5- or 6-membered aromatic heterocyclic 82 group having a hetero atom selected from the group consisting of a nitrogen atom, an oxygen atom and a sulfur atom.
    [3] 3. The herbicidal composition according to Claim 1, s wherein Component A is a compound of the formula [I] wherein Y is a thienyl group, a pyrazolyl group, an isoxazolyl group, an isothiazolyl group, a pyridyl group or a pyrimidinyl group.
    [4] 4. The herbicidal composition according to Claim 1, 10 wherein Component A is a compound of the formula [I] wherein Y is a thiophen-3-yl group, a pyrazol-4-yl group, a pyrazol-5-yl group, an isoxazol-4-yl group, an isothiazol-4-yl group, a pyridin-3-yl group or a pyrimidin-5-yl group. is
    [5] 5. The herbicidal composition according to Claim 1, wherein Component A is a compound of the formula [I] wherein Y is a pyrazol-4-yl group wherein the pyrazole ring is substituted at the 3- and 5-positions by the substituent group a and at the 1-position by a hydroxyl 20 group, a Ci-Cio alkyl group, a C 1 -C 10 alkyl group mono substituted by an optional group selected from the substituent group P, a C 1 -C 4 haloalkyl group, a C 3 -C 8 cycloalkyl group, a C 2 -C 6 alkenyl group, a C 2 -C 6 alkynyl group, a C 1 -C 10 alkylsulfinyl group, a C 1 -C 10 alkylsulfonyl 25 group, a C 1 -C 10 alkylsulfonyloxy group mono-substituted by an optional group selected from the substituent group y, a C 1 -C 4 haloalkylsulfonyl group, a phenyl group which may 83 be substituted, an aromatic heterocyclic group which may be substituted, a phenylsulfonyl group which may be substituted, an aromatic heterocyclic sulfonyl group which may be substituted, an acyl group, a C1-C4 s haloalkylcarbonyl group, a benzylcarbonyl group which may be substituted, a benzoyl group which may be substituted, a carboxyl group, a C 1 -Cio alkoxycarbonyl group, a benzyloxycarbonyl group which may be substituted, a phenoxycarbonyl group which may be substituted, a 10 carbamoyl group (a nitrogen atom of this group may independently be substituted by a C 1 -Cio alkyl group or a phenyl group which may be substituted), or an amino group (a nitrogen atom of this group may independently be substituted by a C 1 -Cio alkyl group, a phenyl group which 15 may be substituted, an acyl group, a C 1 -C 4 haloalkylcarbonyl group, a benzylcarbonyl group which may be substituted, a benzoyl group which may be substituted, a C 1 -C 10 alkylsulfonyl group, a C 1 -C 4 haloalkylsulfonyl group, a benzylsulfonyl group which may be substituted, 20 or a phenylsulfonyl group which may be substituted).
    [6] 6. The herbicidal composition according to Claim 1, wherein Component A is a compound of the formula [I] wherein Y is a pyrazol-5-yl group wherein the pyrazole ring is substituted at the 4-position by the substituent 25 group a and at the 1-position by a hydroxyl group, a C 1 Ci 0 alkyl group, a C 1 -C 10 alkyl group mono-substituted by an optional group selected from the substituent group P, 84 a C 1 -C 4 haloalkyl group, a C 3 -C 8 cycloalkyl group, a C 2 -C 6 alkenyl group, a C 2 -C 6 alkynyl group, a C 1 -C 10 alkylsulfinyl group, a C 1 -C 10 alkylsulfonyl group, a C 1 -C 10 alkylsulfonyl group mono-substituted by an optional group 5 selected from the substituent group y , a C1-C4 haloalkylsulfonyl group, a phenyl group which may be substituted, an aromatic heterocyclic group which may be substituted, a phenylsulfonyl group which may be substituted, an aromatic heterocyclic sulfonyl group 10 which may be substituted, an acyl group, a C1-C4 haloalkylcarbonyl group, a benzylcarbonyl group which may be substituted, a benzoyl group which may be substituted, a carboxyl group, a C 1 -Cio alkoxycarbonyl group, a benzyloxycarbonyl group which may be substituted, a is phenoxycarbonyl group which may be substituted, a carbamoyl group (a nitrogen atom of this group may independently be substituted by a C 1 -Cio alkyl group or a phenyl group which may be substituted), or an amino group (a nitrogen atom of this group may independently be 20 substituted by a C 1 -Cio alkyl group, a phenyl group which may be substituted, an acyl group, a C 1 -C 4 haloalkylcarbonyl group, a benzylcarbonyl group which may be substituted, a benzoyl group which may be substituted, a C 1 -C 10 alkylsulfonyl group, a C 1 -C 4 haloalkylsulfonyl 25 group, a benzylsulfonyl group which may be substituted, or a phenylsulfonyl group which may be substituted).
    [7] 7. The herbicidal composition according to Claim 1, 85 wherein Component A is a compound of the formula [I] wherein each of R 1 and R 2 is a methyl group, each of R 3 and R 4 is a hydrogen atom, and Y is a pyrazol-4-yl group wherein the pyrazole ring is substituted at the 1-, 3 5 and 5-positions independently by a C 1 -C 4 alkyl group, a C 1 -C 4 haloalkyl group or a C 1 -C 4 haloalkoxy group.
    [8] 8. The herbicidal composition according to Claim 1, wherein Component A is 3-[(5-difluoromethoxy-1-methyl-3 trifluoromethylpyrazol-4-yl)methylsulfonyl]-4,5-dihydro 10 5,5-dimethylisoxazole.
    [9] 9. The herbicidal composition according to any one of Claims 1 to 8, wherein Component B is at least one compound selected from the group consisting of quizafop ethyl, quizafop-P-ethyl, sethoxydim, pyrithiobac-sodium, 15 bispyribac-sodium, pyrimisulfan, imazethapyr, imazaquin, chlorimuron-ethyl, diuron, bentazone, paraquat, sulfentrazone, fluthiacet-methyl, sulcotrione, norflurazon, clomazone, bilanafos, asulam, flufenacet, dimethenamid-P, prosulfocarb, thiobencarb, 2,4-D, 20 clopyralid, ametryn, isoproturon, picolinafen, trifluralin, acetochlor and triallate.
    [10] 10. The herbicidal composition according to any one of Claims 1 to 8, wherein Component B is imazaquin, diuron, sulfentrazone, sulcotrione, norflurazon, clomazone, 25 dimethenamid-P, prosulfocarb, isoproturon, trifluralin or triallate.
    [11] 11. A herbicidal composition comprising the herbicidal 86 composition as defined in any one of Claims 1 to 10 and the following Component C, as active ingredients: Component C: At least one compound selected from the group 5 consisting of atrazine, simazine, cyanazine, isoxaflutole, mesotrione, flumetsulam, imazethapyr, imazapyr, dicamba, clopyralid, prosulfuron, halosulfuron-methyl, rimsulfuron, bentazon, carfentrazone-ethyl, metribuzin, thifensulfuron-methyl, nicosulfuron, primisulfuron, io cloransulam-methyl, glufosinate, glyphosate, sulfosate, pendimethalin, linuron, prometryne, diflufenican, flumioxazin, metolachlor, their salts and analogues.
    [12] 12. A herbicidal composition comprising the herbicidal composition as defined in any one of Claims 1 to 10 and is the following Component D, as active ingredients: Component D: At least one compound selected from the group consisting of Cloquintocet-Mexyl, fenchlorazole, fenchlorazole-ethyl, mefenpyr, mefenpyr-diethyl, 20 isoxadifen, isoxadifen-ethyl, furilazole, benoxacor, dichlormid, MON4660, oxabetrinil, cyometrinil, fenclorim, cyprosulfamide, naphthalic anhydride, Flurazole, their salts and analogues.
    [13] 13. A herbicidal composition comprising the herbicidal 25 composition as defined in Claim 11 and Component D as defined in Claim 12, as active ingredients.
    [14] 14. The herbicidal composition according to any one of 87 Claims 1 to 10, wherein the weight ratio of Component A:Component B is from 1:0.001 to 1:100.
    [15] 15. The herbicidal composition according to Claim 11, wherein the weight ratio of Component A:Component 5 B:Component C is from 1:0.001:0.001 to 1:100:100.
    [16] 16. The herbicidal composition according to Claim 12, wherein the weight ratio of Component A:Component B:Component D is from 1:0.001:0.001 to 1:100:100.
    [17] 17. The herbicidal composition according to Claim 13, 10 wherein the weight ratio of Component A:Component B:Component C:Component D is from 1:0.001:0.001:0.001 to 1:100:100:100.
    [18] 18. A herbicidal composition comprising the herbicidal composition as defined in any one of Claims 1 to 17 in an is amount to show a herbicidal activity and at least one inert liquid carrier and/or solid carrier and, if necessary, further containing at least one surfactant.
    [19] 19. A method for preparing the herbicidal composition as defined in any one of Claims 1 to 18, which comprises 20 mixing Component A and Component B; if necessary, Component C and/or Component D; at least one inert liquid carrier and/or solid carrier; and a surfactant.
    [20] 20. A method for controlling unwanted plants, which comprises applying the active ingredients contained in 25 the herbicidal composition as defined in any one of Claims 1 to 18, simultaneously or dividedly, before, during and/or after germination of the unwanted plants.
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    法律状态:
    2012-08-23| FGA| Letters patent sealed or granted (standard patent)|
    优先权:
    申请号 | 申请日 | 专利标题
    JP2006344409||2006-12-21||
    JP2006-344409||2006-12-21||
    PCT/JP2007/074569|WO2008075743A1|2006-12-21|2007-12-20|Herbicide composition|AU2010100642A| AU2010100642A4|2006-12-21|2010-06-21|Herbicidal composition|
    AU2012202064A| AU2012202064B2|2006-12-21|2012-04-11|Herbicide composition|
    AU2012202062A| AU2012202062C1|2006-12-21|2012-04-11|Herbicide composition|
    AU2012202066A| AU2012202066C1|2006-12-21|2012-04-11|Herbicide composition|
    AU2012202060A| AU2012202060B2|2006-12-21|2012-04-11|Herbicide composition|
    AU2012202063A| AU2012202063B9|2006-12-21|2012-04-11|Herbicide composition|
    AU2012202061A| AU2012202061C1|2006-12-21|2012-04-11|Herbicide composition|
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