WO2022090069A1 - Compositions comprenant du méfenpyr-diéthyl - Google Patents
Compositions comprenant du méfenpyr-diéthyl Download PDFInfo
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- WO2022090069A1 WO2022090069A1 PCT/EP2021/079308 EP2021079308W WO2022090069A1 WO 2022090069 A1 WO2022090069 A1 WO 2022090069A1 EP 2021079308 W EP2021079308 W EP 2021079308W WO 2022090069 A1 WO2022090069 A1 WO 2022090069A1
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- Prior art keywords
- methyl
- phenyl
- plants
- composition
- plant
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- 239000000203 mixture Substances 0.000 title claims abstract description 106
- OPGCOAPTHCZZIW-UHFFFAOYSA-N diethyl 1-(2,4-dichlorophenyl)-5-methyl-4h-pyrazole-3,5-dicarboxylate Chemical group CCOC(=O)C1(C)CC(C(=O)OCC)=NN1C1=CC=C(Cl)C=C1Cl OPGCOAPTHCZZIW-UHFFFAOYSA-N 0.000 title claims abstract description 6
- -1 inpyrflux-am Chemical compound 0.000 claims abstract description 56
- 150000001875 compounds Chemical class 0.000 claims abstract description 34
- 241000233866 Fungi Species 0.000 claims abstract description 30
- 238000000034 method Methods 0.000 claims abstract description 24
- 150000003839 salts Chemical class 0.000 claims abstract description 12
- KZOZKFJGERLOJN-UHFFFAOYSA-N 4-({6-[2-(2,4-difluorophenyl)-1,1-difluoro-2-hydroxy-3-(5-sulfanyl-1H-1,2,4-triazol-1-yl)propyl]pyridin-3-yl}oxy)benzonitrile Chemical compound FC1=C(C=CC(=C1)F)C(C(F)(F)C1=CC=C(C=N1)OC1=CC=C(C#N)C=C1)(CN1N=CNC1=S)O KZOZKFJGERLOJN-UHFFFAOYSA-N 0.000 claims abstract description 7
- JERZEQUMJNCPRJ-UHFFFAOYSA-N 2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)propan-2-ol Chemical compound C=1C=C(OC=2C=CC(Cl)=CC=2)C=C(C(F)(F)F)C=1C(O)(C)CN1C=NC=N1 JERZEQUMJNCPRJ-UHFFFAOYSA-N 0.000 claims abstract description 6
- DGOAXBPOVUPPEB-UHFFFAOYSA-N 3-(difluoromethyl)-N-methoxy-1-methyl-N-[1-(2,4,6-trichlorophenyl)propan-2-yl]pyrazole-4-carboxamide Chemical compound C=1N(C)N=C(C(F)F)C=1C(=O)N(OC)C(C)CC1=C(Cl)C=C(Cl)C=C1Cl DGOAXBPOVUPPEB-UHFFFAOYSA-N 0.000 claims abstract description 5
- 239000005737 Benzovindiflupyr Substances 0.000 claims abstract description 5
- CCCGEKHKTPTUHJ-UHFFFAOYSA-N N-[9-(dichloromethylene)-1,2,3,4-tetrahydro-1,4-methanonaphthalen-5-yl]-3-(difluoromethyl)-1-methylpyrazole-4-carboxamide Chemical compound FC(F)C1=NN(C)C=C1C(=O)NC1=CC=CC2=C1C1CCC2C1=C(Cl)Cl CCCGEKHKTPTUHJ-UHFFFAOYSA-N 0.000 claims abstract description 5
- QGTOTYJSCYHYFK-RBODFLQRSA-N fenpicoxamid Chemical compound COC1=CC=NC(C(=O)N[C@@H]2C(O[C@@H](C)[C@H](OC(=O)C(C)C)[C@@H](CC=3C=CC=CC=3)C(=O)OC2)=O)=C1OCOC(=O)C(C)C QGTOTYJSCYHYFK-RBODFLQRSA-N 0.000 claims abstract description 5
- XUQQRGKFXLAPNV-UHFFFAOYSA-N metyltetraprole Chemical compound CC1=CC=CC(N2C(N(C)N=N2)=O)=C1COC(=N1)C=CN1C1=CC=C(Cl)C=C1 XUQQRGKFXLAPNV-UHFFFAOYSA-N 0.000 claims abstract description 5
- GIPNVQZZSSKOQF-UHFFFAOYSA-N n'-(2,5-dimethyl-4-phenoxyphenyl)-n-ethyl-n-methylmethanimidamide Chemical compound C1=C(C)C(N=CN(C)CC)=CC(C)=C1OC1=CC=CC=C1 GIPNVQZZSSKOQF-UHFFFAOYSA-N 0.000 claims abstract description 5
- GBFKIHJZPMECCF-BXUZGUMPSA-N (R,R)-cyclobutrifluram Chemical compound FC(F)(F)C1=NC=CC=C1C(=O)N[C@H]1[C@@H](C=2C(=CC(Cl)=CC=2)Cl)CC1 GBFKIHJZPMECCF-BXUZGUMPSA-N 0.000 claims abstract description 4
- XCGBHLLWJZOLEM-UHFFFAOYSA-N 3-(difluoromethyl)-N-(7-fluoro-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl)-1-methyl-1H-pyrazole-4-carboxamide Chemical compound CC1CC(C)(C)C(C(=CC=2)F)=C1C=2NC(=O)C1=CN(C)N=C1C(F)F XCGBHLLWJZOLEM-UHFFFAOYSA-N 0.000 claims abstract description 4
- SWTPIYGGSMJRTB-UHFFFAOYSA-N 4,4-difluoro-3,3-dimethyl-1-quinolin-3-ylisoquinoline Chemical compound C12=CC=CC=C2C(F)(F)C(C)(C)N=C1C1=CN=C(C=CC=C2)C2=C1 SWTPIYGGSMJRTB-UHFFFAOYSA-N 0.000 claims abstract description 4
- FHFBSBQYPLFMHC-TURZUDJPSA-N N-[(2Z)-2-[2-chloro-4-(2-cyclopropylethynyl)phenyl]-2-propan-2-yloxyiminoethyl]-3-(difluoromethyl)-1-methylpyrazole-4-carboxamide Chemical compound CC(C)O\N=C(/CNC(=O)c1cn(C)nc1C(F)F)c1ccc(cc1Cl)C#CC1CC1 FHFBSBQYPLFMHC-TURZUDJPSA-N 0.000 claims abstract description 4
- DSXOWZNZGWXWMX-UHFFFAOYSA-N ipflufenoquin Chemical compound CC1=NC2=C(F)C(F)=CC=C2C=C1OC1=CC=CC(F)=C1C(C)(C)O DSXOWZNZGWXWMX-UHFFFAOYSA-N 0.000 claims abstract description 4
- JEFUQUGZXLEHLD-UHFFFAOYSA-N n-[(5-chloro-2-propan-2-ylphenyl)methyl]-n-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methylpyrazole-4-carboxamide Chemical compound CC(C)C1=CC=C(Cl)C=C1CN(C(=O)C=1C(=NN(C)C=1F)C(F)F)C1CC1 JEFUQUGZXLEHLD-UHFFFAOYSA-N 0.000 claims abstract description 4
- KKEJMLAPZVXPOF-UHFFFAOYSA-N pyraziflumid Chemical compound C1=C(F)C(F)=CC=C1C1=CC=CC=C1NC(=O)C1=NC=CN=C1C(F)(F)F KKEJMLAPZVXPOF-UHFFFAOYSA-N 0.000 claims abstract description 4
- 241000196324 Embryophyta Species 0.000 claims description 138
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- UHPMCKVQTMMPCG-UHFFFAOYSA-N 5,8-dihydroxy-2-methoxy-6-methyl-7-(2-oxopropyl)naphthalene-1,4-dione Chemical compound CC1=C(CC(C)=O)C(O)=C2C(=O)C(OC)=CC(=O)C2=C1O UHPMCKVQTMMPCG-UHFFFAOYSA-N 0.000 claims description 5
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- YTCIYOXHHQLDEI-SNVBAGLBSA-N inpyrfluxam Chemical compound C([C@H](C=12)C)C(C)(C)C2=CC=CC=1NC(=O)C1=CN(C)N=C1C(F)F YTCIYOXHHQLDEI-SNVBAGLBSA-N 0.000 claims description 3
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 31
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- 235000006008 Brassica napus var napus Nutrition 0.000 description 20
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 19
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- RHHGWWDPPROEBJ-IKGGRYGDSA-N [(2S,3S)-3-(2,6-dimethylphenyl)butan-2-yl] (2S)-2-[(3-acetyloxy-4-methoxypyridine-2-carbonyl)amino]propanoate Chemical compound COc1ccnc(C(=O)N[C@@H](C)C(=O)O[C@@H](C)[C@@H](C)c2c(C)cccc2C)c1OC(C)=O RHHGWWDPPROEBJ-IKGGRYGDSA-N 0.000 description 1
- FWOXWDSPCXTWFN-PMPSAXMXSA-N [(2S,3S)-3-(2,6-dimethylphenyl)butan-2-yl] (2S)-2-[(3-hydroxy-4-methoxypyridine-2-carbonyl)amino]propanoate Chemical compound COc1ccnc(C(=O)N[C@@H](C)C(=O)O[C@@H](C)[C@@H](C)c2c(C)cccc2C)c1O FWOXWDSPCXTWFN-PMPSAXMXSA-N 0.000 description 1
- XIIUXIUPCQMEBZ-YZVOILCLSA-N [(2S,3S)-3-(2-fluoro-4-methylphenyl)-4-methylpentan-2-yl] (2S)-2-[(3-hydroxy-4-methoxypyridine-2-carbonyl)amino]propanoate Chemical compound COc1ccnc(C(=O)N[C@@H](C)C(=O)O[C@@H](C)[C@@H](C(C)C)c2ccc(C)cc2F)c1O XIIUXIUPCQMEBZ-YZVOILCLSA-N 0.000 description 1
- QWMWCLHYCTXTGW-PMPSAXMXSA-N [(2S,3S)-3-(2-methylphenyl)butan-2-yl] (2S)-2-[(3-acetyloxy-4-methoxypyridine-2-carbonyl)amino]propanoate Chemical compound COc1ccnc(C(=O)N[C@@H](C)C(=O)O[C@@H](C)[C@@H](C)c2ccccc2C)c1OC(C)=O QWMWCLHYCTXTGW-PMPSAXMXSA-N 0.000 description 1
- LVRAKTNPPVWWTH-ILXRZTDVSA-N [(2S,3S)-3-(2-methylphenyl)butan-2-yl] (2S)-2-[(3-hydroxy-4-methoxypyridine-2-carbonyl)amino]propanoate Chemical compound COc1ccnc(C(=O)N[C@@H](C)C(=O)O[C@@H](C)[C@@H](C)c2ccccc2C)c1O LVRAKTNPPVWWTH-ILXRZTDVSA-N 0.000 description 1
- FUJRVQNTTPEJEI-PMPSAXMXSA-N [(2S,3S)-3-(4-fluoro-2,6-dimethylphenyl)butan-2-yl] (2S)-2-[(3-acetyloxy-4-methoxypyridine-2-carbonyl)amino]propanoate Chemical compound COc1ccnc(C(=O)N[C@@H](C)C(=O)O[C@@H](C)[C@@H](C)c2c(C)cc(F)cc2C)c1OC(C)=O FUJRVQNTTPEJEI-PMPSAXMXSA-N 0.000 description 1
- CPEWQSNXPQKRIV-ILXRZTDVSA-N [(2S,3S)-3-(4-fluoro-2,6-dimethylphenyl)butan-2-yl] (2S)-2-[(3-hydroxy-4-methoxypyridine-2-carbonyl)amino]propanoate Chemical compound COc1ccnc(C(=O)N[C@@H](C)C(=O)O[C@@H](C)[C@@H](C)c2c(C)cc(F)cc2C)c1O CPEWQSNXPQKRIV-ILXRZTDVSA-N 0.000 description 1
- AGEBXNZLWBQLIE-CKJXQJPGSA-N [(2S,3S)-3-(4-fluoro-2-methylphenyl)-4-methylpentan-2-yl] (2S)-2-[(3-acetyloxy-4-methoxypyridine-2-carbonyl)amino]propanoate Chemical compound COc1ccnc(C(=O)N[C@@H](C)C(=O)O[C@@H](C)[C@@H](C(C)C)c2ccc(F)cc2C)c1OC(C)=O AGEBXNZLWBQLIE-CKJXQJPGSA-N 0.000 description 1
- ZCGFNCFJTVEQIA-YZVOILCLSA-N [(2S,3S)-3-(4-fluoro-2-methylphenyl)-4-methylpentan-2-yl] (2S)-2-[(3-hydroxy-4-methoxypyridine-2-carbonyl)amino]propanoate Chemical compound C([C@H]([C@@H](OC(=O)[C@@H](NC(=O)C1=NC=CC(=C1O)OC)C)C)C1=CC=C(F)C=C1C)(C)C ZCGFNCFJTVEQIA-YZVOILCLSA-N 0.000 description 1
- DOVIOWMDXKUEFV-RDBSUJKOSA-N [(2S,3S)-3-(4-fluoro-2-methylphenyl)butan-2-yl] (2S)-2-[(3-hydroxy-4-methoxypyridine-2-carbonyl)amino]propanoate Chemical compound COc1ccnc(C(=O)N[C@@H](C)C(=O)O[C@@H](C)[C@@H](C)c2ccc(F)cc2C)c1O DOVIOWMDXKUEFV-RDBSUJKOSA-N 0.000 description 1
- KZUWDURUPGVRGB-AGIUHOORSA-N [(2S,3S)-3-[2-(trifluoromethyl)phenyl]butan-2-yl] (2S)-2-[(3-hydroxy-4-methoxypyridine-2-carbonyl)amino]propanoate Chemical compound N1=C(C(=C(C=C1)OC)O)C(=O)N[C@H](C(=O)O[C@H]([C@H](C1=C(C=CC=C1)C(F)(F)F)C)C)C KZUWDURUPGVRGB-AGIUHOORSA-N 0.000 description 1
- UGMNZUXYHPTUBX-AGIUHOORSA-N [(2S,3S)-3-[4-fluoro-2-(trifluoromethyl)phenyl]butan-2-yl] (2S)-2-[(3-acetyloxy-4-methoxypyridine-2-carbonyl)amino]propanoate Chemical compound COc1ccnc(C(=O)N[C@@H](C)C(=O)O[C@@H](C)[C@@H](C)c2ccc(F)cc2C(F)(F)F)c1OC(C)=O UGMNZUXYHPTUBX-AGIUHOORSA-N 0.000 description 1
- XXILQDOMPIRDTL-WOPDTQHZSA-N [(2S,3S)-3-[4-fluoro-2-(trifluoromethyl)phenyl]butan-2-yl] (2S)-2-[(3-hydroxy-4-methoxypyridine-2-carbonyl)amino]propanoate Chemical compound COc1ccnc(C(=O)N[C@@H](C)C(=O)O[C@@H](C)[C@@H](C)c2ccc(F)cc2C(F)(F)F)c1O XXILQDOMPIRDTL-WOPDTQHZSA-N 0.000 description 1
- HYTHFFNJKUGCJH-TYNMALBRSA-N [(2s,3r,4r,5s,6s)-3,4,5-trimethoxy-6-methyloxan-2-yl] n-[4-[1-[4-(trifluoromethoxy)phenyl]-1,2,4-triazol-3-yl]phenyl]carbamate Chemical compound CO[C@@H]1[C@H](OC)[C@@H](OC)[C@H](C)O[C@H]1OC(=O)NC1=CC=C(C2=NN(C=N2)C=2C=CC(OC(F)(F)F)=CC=2)C=C1 HYTHFFNJKUGCJH-TYNMALBRSA-N 0.000 description 1
- MLGCATYQZVMGBG-JJOTWVSXSA-N [(6s,7r,8r)-8-benzyl-3-[(3-hydroxy-4-methoxypyridine-2-carbonyl)amino]-6-methyl-4,9-dioxo-1,5-dioxonan-7-yl] 2-methylpropanoate Chemical compound COC1=CC=NC(C(=O)NC2C(O[C@@H](C)[C@H](OC(=O)C(C)C)[C@@H](CC=3C=CC=CC=3)C(=O)OC2)=O)=C1O MLGCATYQZVMGBG-JJOTWVSXSA-N 0.000 description 1
- LLRZUAWETKPZJO-DEQVHDEQSA-N [(7z,9e)-dodeca-7,9-dienyl] acetate Chemical compound CC\C=C\C=C/CCCCCCOC(C)=O LLRZUAWETKPZJO-DEQVHDEQSA-N 0.000 description 1
- ZZGJZGSVLNSDPG-WWVFNRLHSA-N [(9e,12z)-tetradeca-9,12-dienyl] acetate Chemical compound C\C=C/C\C=C\CCCCCCCCOC(C)=O ZZGJZGSVLNSDPG-WWVFNRLHSA-N 0.000 description 1
- QQODLKZGRKWIFG-RUTXASTPSA-N [(R)-cyano-(4-fluoro-3-phenoxyphenyl)methyl] (1S)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate Chemical compound CC1(C)C(C=C(Cl)Cl)[C@@H]1C(=O)O[C@@H](C#N)C1=CC=C(F)C(OC=2C=CC=CC=2)=C1 QQODLKZGRKWIFG-RUTXASTPSA-N 0.000 description 1
- FZSVSABTBYGOQH-XFFZJAGNSA-N [(e)-(3,3-dimethyl-1-methylsulfanylbutan-2-ylidene)amino] n-methylcarbamate Chemical compound CNC(=O)O\N=C(C(C)(C)C)\CSC FZSVSABTBYGOQH-XFFZJAGNSA-N 0.000 description 1
- CTJBHIROCMPUKL-WEVVVXLNSA-N [(e)-3-methylsulfonylbutan-2-ylideneamino] n-methylcarbamate Chemical compound CNC(=O)O\N=C(/C)C(C)S(C)(=O)=O CTJBHIROCMPUKL-WEVVVXLNSA-N 0.000 description 1
- BZMIHNKNQJJVRO-LVZFUZTISA-N [(e)-c-(3-chloro-2,6-dimethoxyphenyl)-n-ethoxycarbonimidoyl] benzoate Chemical compound COC=1C=CC(Cl)=C(OC)C=1C(=N/OCC)\OC(=O)C1=CC=CC=C1 BZMIHNKNQJJVRO-LVZFUZTISA-N 0.000 description 1
- KAATUXNTWXVJKI-QPIRBTGLSA-N [(s)-cyano-(3-phenoxyphenyl)methyl] 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate Chemical compound CC1(C)C(C=C(Cl)Cl)C1C(=O)O[C@H](C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 KAATUXNTWXVJKI-QPIRBTGLSA-N 0.000 description 1
- FSAVDKDHPDSCTO-WQLSENKSSA-N [(z)-2-chloro-1-(2,4-dichlorophenyl)ethenyl] diethyl phosphate Chemical compound CCOP(=O)(OCC)O\C(=C/Cl)C1=CC=C(Cl)C=C1Cl FSAVDKDHPDSCTO-WQLSENKSSA-N 0.000 description 1
- QSGNQELHULIMSJ-POHAHGRESA-N [(z)-2-chloro-1-(2,4-dichlorophenyl)ethenyl] dimethyl phosphate Chemical compound COP(=O)(OC)O\C(=C/Cl)C1=CC=C(Cl)C=C1Cl QSGNQELHULIMSJ-POHAHGRESA-N 0.000 description 1
- KVIZNNVXXNFLMU-AIIUZBJTSA-N [2,3,5,6-tetrafluoro-4-(methoxymethyl)phenyl]methyl (1r,3r)-2,2-dimethyl-3-[(e)-prop-1-enyl]cyclopropane-1-carboxylate Chemical compound FC1=C(F)C(COC)=C(F)C(F)=C1COC(=O)[C@H]1C(C)(C)[C@@H]1\C=C\C KVIZNNVXXNFLMU-AIIUZBJTSA-N 0.000 description 1
- DPJITPZADZSLBP-PIPQINALSA-N [2,3,5,6-tetrafluoro-4-(methoxymethyl)phenyl]methyl (1r,3r)-3-[(e)-2-cyanoprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate Chemical compound FC1=C(F)C(COC)=C(F)C(F)=C1COC(=O)[C@H]1C(C)(C)[C@@H]1\C=C(/C)C#N DPJITPZADZSLBP-PIPQINALSA-N 0.000 description 1
- MWFQAAWRPDRKDG-KOLCDFICSA-N [2,3,5,6-tetrafluoro-4-(methoxymethyl)phenyl]methyl (1r,3s)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate Chemical compound FC1=C(F)C(COC)=C(F)C(F)=C1COC(=O)[C@H]1C(C)(C)[C@@H]1C=C(Cl)Cl MWFQAAWRPDRKDG-KOLCDFICSA-N 0.000 description 1
- APEPLROGLDYWBS-UHFFFAOYSA-N [2,3,5,6-tetrafluoro-4-(methoxymethyl)phenyl]methyl 2,2,3,3-tetramethylcyclopropane-1-carboxylate Chemical compound FC1=C(F)C(COC)=C(F)C(F)=C1COC(=O)C1C(C)(C)C1(C)C APEPLROGLDYWBS-UHFFFAOYSA-N 0.000 description 1
- ZUSWDTWYONAOPH-UHFFFAOYSA-N [2-(trifluoromethyl)phenyl]hydrazine;hydrochloride Chemical group [Cl-].[NH3+]NC1=CC=CC=C1C(F)(F)F ZUSWDTWYONAOPH-UHFFFAOYSA-N 0.000 description 1
- AZLTWFLSZUTSRA-PNLZDCPESA-N [2-[[(2S)-1-[(2S,3S)-3-(2,4-difluorophenyl)-4-methylpentan-2-yl]oxy-1-oxopropan-2-yl]carbamoyl]-4-methoxypyridin-3-yl]oxymethyl 2-methylpropanoate Chemical compound CC(C(=O)OCOC=1C(=NC=CC=1OC)C(N[C@H](C(=O)O[C@H]([C@@H](C(C)C)C1=C(C=C(C=C1)F)F)C)C)=O)C AZLTWFLSZUTSRA-PNLZDCPESA-N 0.000 description 1
- OMMMNYMDETYBCV-AWRGLXIESA-N [2-[[(2S)-1-[(2S,3S)-3-(2,4-dimethylphenyl)-4-methylpentan-2-yl]oxy-1-oxopropan-2-yl]carbamoyl]-4-methoxypyridin-3-yl]oxymethyl 2-methylpropanoate Chemical compound CC(C(=O)OCOC=1C(=NC=CC=1OC)C(N[C@H](C(=O)O[C@H]([C@@H](C(C)C)C1=C(C=C(C=C1)C)C)C)C)=O)C OMMMNYMDETYBCV-AWRGLXIESA-N 0.000 description 1
- HUPZPHRGFQQJJW-QYZOEREBSA-N [2-[[(2S)-1-[(2S,3S)-3-(2,4-dimethylphenyl)butan-2-yl]oxy-1-oxopropan-2-yl]carbamoyl]-4-methoxypyridin-3-yl] 2-methylpropanoate Chemical compound COc1ccnc(C(=O)N[C@@H](C)C(=O)O[C@@H](C)[C@@H](C)c2ccc(C)cc2C)c1OC(=O)C(C)C HUPZPHRGFQQJJW-QYZOEREBSA-N 0.000 description 1
- DYCUULUTHZXUCR-QYZOEREBSA-N [2-[[(2S)-1-[(2S,3S)-3-(2,6-dimethylphenyl)butan-2-yl]oxy-1-oxopropan-2-yl]carbamoyl]-4-methoxypyridin-3-yl] 2-methylpropanoate Chemical compound COc1ccnc(C(=O)N[C@@H](C)C(=O)O[C@@H](C)[C@@H](C)c2c(C)cccc2C)c1OC(=O)C(C)C DYCUULUTHZXUCR-QYZOEREBSA-N 0.000 description 1
- SAMYRONVWOPFAE-SQNIBIBYSA-N [2-[[(2S)-1-[(2S,3S)-3-(4-fluoro-2,6-dimethylphenyl)butan-2-yl]oxy-1-oxopropan-2-yl]carbamoyl]-4-methoxypyridin-3-yl] 2-methylpropanoate Chemical compound COc1ccnc(C(=O)N[C@@H](C)C(=O)O[C@@H](C)[C@@H](C)c2c(C)cc(F)cc2C)c1OC(=O)C(C)C SAMYRONVWOPFAE-SQNIBIBYSA-N 0.000 description 1
- MJTVCSJLFZDQCN-SFYKDHMMSA-N [2-[[(2S)-1-[(2S,3S)-3-(4-fluoro-2-methylphenyl)-4-methylpentan-2-yl]oxy-1-oxopropan-2-yl]carbamoyl]-4-methoxypyridin-3-yl]oxymethyl 2-methylpropanoate Chemical compound CC(C(=O)OCOC=1C(=NC=CC=1OC)C(N[C@H](C(=O)O[C@H]([C@@H](C(C)C)C1=C(C=C(C=C1)F)C)C)C)=O)C MJTVCSJLFZDQCN-SFYKDHMMSA-N 0.000 description 1
- ONQOANWUUFCMNX-IKGGRYGDSA-N [2-[[(2S)-1-[(2S,3S)-3-(4-fluoro-2-methylphenyl)butan-2-yl]oxy-1-oxopropan-2-yl]carbamoyl]-4-methoxypyridin-3-yl] 2-methylpropanoate Chemical compound CC1=C(C=CC(=C1)F)[C@H](C)[C@H](C)OC(=O)[C@H](C)NC(=O)C2=NC=CC(=C2OC(=O)C(C)C)OC ONQOANWUUFCMNX-IKGGRYGDSA-N 0.000 description 1
- WVEGNVFETCYNFB-ILXRZTDVSA-N [2-[[(2S)-1-[(2S,3S)-3-[4-fluoro-2-(trifluoromethyl)phenyl]butan-2-yl]oxy-1-oxopropan-2-yl]carbamoyl]-4-methoxypyridin-3-yl] 2-methylpropanoate Chemical compound COc1ccnc(C(=O)N[C@@H](C)C(=O)O[C@@H](C)[C@@H](C)c2ccc(F)cc2C(F)(F)F)c1OC(=O)C(C)C WVEGNVFETCYNFB-ILXRZTDVSA-N 0.000 description 1
- FMPFURNXXAKYNE-UHFFFAOYSA-N [2-ethyl-3,7-dimethyl-6-[4-(trifluoromethoxy)phenoxy]quinolin-4-yl] methyl carbonate Chemical compound C1=C2C(OC(=O)OC)=C(C)C(CC)=NC2=CC(C)=C1OC1=CC=C(OC(F)(F)F)C=C1 FMPFURNXXAKYNE-UHFFFAOYSA-N 0.000 description 1
- ROVGZAWFACYCSP-MQBLHHJJSA-N [2-methyl-4-oxo-3-[(2z)-penta-2,4-dienyl]cyclopent-2-en-1-yl] (1r,3r)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)OC1C(C)=C(C\C=C/C=C)C(=O)C1 ROVGZAWFACYCSP-MQBLHHJJSA-N 0.000 description 1
- YDHZUCLRCLIJRL-UHFFFAOYSA-N [3-(4-chloro-2-fluorophenyl)-5-(2,4-difluorophenyl)-1,2-oxazol-4-yl]-pyridin-3-ylmethanol Chemical compound C=1C=CN=CC=1C(O)C=1C(C=2C(=CC(Cl)=CC=2)F)=NOC=1C1=CC=C(F)C=C1F YDHZUCLRCLIJRL-UHFFFAOYSA-N 0.000 description 1
- JLCPHMBAVCMARE-UHFFFAOYSA-N [3-[[3-[[3-[[3-[[3-[[3-[[3-[[3-[[3-[[3-[[3-[[5-(2-amino-6-oxo-1H-purin-9-yl)-3-[[3-[[3-[[3-[[3-[[3-[[5-(2-amino-6-oxo-1H-purin-9-yl)-3-[[5-(2-amino-6-oxo-1H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(4-amino-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(4-amino-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(4-amino-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(4-amino-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-5-(4-amino-2-oxopyrimidin-1-yl)oxolan-2-yl]methyl [5-(6-aminopurin-9-yl)-2-(hydroxymethyl)oxolan-3-yl] hydrogen phosphate Polymers Cc1cn(C2CC(OP(O)(=O)OCC3OC(CC3OP(O)(=O)OCC3OC(CC3O)n3cnc4c3nc(N)[nH]c4=O)n3cnc4c3nc(N)[nH]c4=O)C(COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3COP(O)(=O)OC3CC(OC3CO)n3cnc4c(N)ncnc34)n3ccc(N)nc3=O)n3cnc4c(N)ncnc34)n3ccc(N)nc3=O)n3ccc(N)nc3=O)n3ccc(N)nc3=O)n3cnc4c(N)ncnc34)n3cnc4c(N)ncnc34)n3cc(C)c(=O)[nH]c3=O)n3cc(C)c(=O)[nH]c3=O)n3ccc(N)nc3=O)n3cc(C)c(=O)[nH]c3=O)n3cnc4c3nc(N)[nH]c4=O)n3cnc4c(N)ncnc34)n3cnc4c(N)ncnc34)n3cnc4c(N)ncnc34)n3cnc4c(N)ncnc34)O2)c(=O)[nH]c1=O JLCPHMBAVCMARE-UHFFFAOYSA-N 0.000 description 1
- YNFOLTUKQNGTNH-SQNIBIBYSA-N [4-methoxy-2-[[(2S)-1-[(2S,3S)-3-(2-methylphenyl)butan-2-yl]oxy-1-oxopropan-2-yl]carbamoyl]pyridin-3-yl] 2-methylpropanoate Chemical compound COc1ccnc(C(=O)N[C@@H](C)C(=O)O[C@@H](C)[C@@H](C)c2ccccc2C)c1OC(=O)C(C)C YNFOLTUKQNGTNH-SQNIBIBYSA-N 0.000 description 1
- ODGITSKQCASNAY-PMPSAXMXSA-N [4-methoxy-2-[[(2S)-1-oxo-1-[(2S,3S)-3-[2-(trifluoromethyl)phenyl]butan-2-yl]oxypropan-2-yl]carbamoyl]pyridin-3-yl] 2-methylpropanoate Chemical compound C(C(C)C)(=O)OC=1C(=NC=CC=1OC)C(N[C@H](C(O[C@@H](C)[C@@H](C)C1=C(C=CC=C1)C(F)(F)F)=O)C)=O ODGITSKQCASNAY-PMPSAXMXSA-N 0.000 description 1
- 241000192351 [Candida] oleophila Species 0.000 description 1
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- MCVUKOYZUCWLQQ-UHFFFAOYSA-N tridecylbenzene Chemical class CCCCCCCCCCCCCC1=CC=CC=C1 MCVUKOYZUCWLQQ-UHFFFAOYSA-N 0.000 description 1
- ONCZDRURRATYFI-TVJDWZFNSA-N trifloxystrobin Chemical compound CO\N=C(\C(=O)OC)C1=CC=CC=C1CO\N=C(/C)C1=CC=CC(C(F)(F)F)=C1 ONCZDRURRATYFI-TVJDWZFNSA-N 0.000 description 1
- HSMVPDGQOIQYSR-KGENOOAVSA-N triflumizole Chemical compound C1=CN=CN1C(/COCCC)=N/C1=CC=C(Cl)C=C1C(F)(F)F HSMVPDGQOIQYSR-KGENOOAVSA-N 0.000 description 1
- XAIPTRIXGHTTNT-UHFFFAOYSA-N triflumuron Chemical compound C1=CC(OC(F)(F)F)=CC=C1NC(=O)NC(=O)C1=CC=CC=C1Cl XAIPTRIXGHTTNT-UHFFFAOYSA-N 0.000 description 1
- RROQIUMZODEXOR-UHFFFAOYSA-N triforine Chemical compound O=CNC(C(Cl)(Cl)Cl)N1CCN(C(NC=O)C(Cl)(Cl)Cl)CC1 RROQIUMZODEXOR-UHFFFAOYSA-N 0.000 description 1
- 239000003744 tubulin modulator Substances 0.000 description 1
- DBHVHTPMRCXCIY-UHFFFAOYSA-N tyclopyrazoflor Chemical compound N1=C(Cl)C(N(C(=O)CCSCCC(F)(F)F)CC)=CN1C1=CC=CN=C1 DBHVHTPMRCXCIY-UHFFFAOYSA-N 0.000 description 1
- 241001515965 unidentified phage Species 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- 244000045561 useful plants Species 0.000 description 1
- JARYYMUOCXVXNK-IMTORBKUSA-N validamycin Chemical compound N([C@H]1C[C@@H]([C@H]([C@H](O)[C@H]1O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)CO)[C@H]1C=C(CO)[C@H](O)[C@H](O)[C@H]1O JARYYMUOCXVXNK-IMTORBKUSA-N 0.000 description 1
- DBXFMOWZRXXBRN-LWKPJOBUSA-N valifenalate Chemical compound CC(C)OC(=O)N[C@@H](C(C)C)C(=O)NC(CC(=O)OC)C1=CC=C(Cl)C=C1 DBXFMOWZRXXBRN-LWKPJOBUSA-N 0.000 description 1
- LESVOLZBIFDZGS-UHFFFAOYSA-N vamidothion Chemical compound CNC(=O)C(C)SCCSP(=O)(OC)OC LESVOLZBIFDZGS-UHFFFAOYSA-N 0.000 description 1
- 230000017260 vegetative to reproductive phase transition of meristem Effects 0.000 description 1
- 229940117958 vinyl acetate Drugs 0.000 description 1
- 244000052613 viral pathogen Species 0.000 description 1
- 244000000187 viroid pathogen Species 0.000 description 1
- 239000004562 water dispersible granule Substances 0.000 description 1
- 239000003021 water soluble solvent Substances 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- WCJYTPVNMWIZCG-UHFFFAOYSA-N xylylcarb Chemical compound CNC(=O)OC1=CC=C(C)C(C)=C1 WCJYTPVNMWIZCG-UHFFFAOYSA-N 0.000 description 1
- 239000005943 zeta-Cypermethrin Substances 0.000 description 1
- 229940048462 zinc phosphide Drugs 0.000 description 1
- DUBNHZYBDBBJHD-UHFFFAOYSA-L ziram Chemical compound [Zn+2].CN(C)C([S-])=S.CN(C)C([S-])=S DUBNHZYBDBBJHD-UHFFFAOYSA-L 0.000 description 1
- FJBGIXKIXPUXBY-UHFFFAOYSA-N {2-[3-(4-chlorophenyl)propyl]-2,4,4-trimethyl-1,3-oxazolidin-3-yl}(imidazol-1-yl)methanone Chemical compound C1=CN=CN1C(=O)N1C(C)(C)COC1(C)CCCC1=CC=C(Cl)C=C1 FJBGIXKIXPUXBY-UHFFFAOYSA-N 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01H—NEW PLANTS OR NON-TRANSGENIC PROCESSES FOR OBTAINING THEM; PLANT REPRODUCTION BY TISSUE CULTURE TECHNIQUES
- A01H5/00—Angiosperms, i.e. flowering plants, characterised by their plant parts; Angiosperms characterised otherwise than by their botanic taxonomy
- A01H5/10—Seeds
Definitions
- compositions comprising mefenpyr-diethyl
- the present invention relates to compositions comprising
- the invention also relates to a method for controlling phytopathogenic harmful fungi, using the compositions as described above.
- the fungi, their habitat, their locus or the plants to be protected against fungal attack, the soil or plant propagation material are treated with a fungicidally effective amount of a composition according to the present invention.
- the invention also relates to a use of a composition according to the present invention for controlling phytopathogenic fungi.
- the invention relates to a method for improving the health of plants, wherein the plants, the locus where the plants are growing or are expected to grow, or plant propagation material from which the plants grow, are treated with an effective amount of a composition according to the present invention.
- the invention also relates to a use of a composition according to the present invention for improving the health of plants, preferably for improving plant yield.
- the invention relates to a method for protection of plant propagation material, preferably seeds, from phytopathogenic fungi, comprising contacting the plant propagation materials with a composition according to the present invention.
- the invention also relates to a use of a composition according to the present invention for protection of plant propagation material, preferably seeds, from phytopathogenic fungi.
- Typical problems arising in the control of phytopathogenic fungi are the need to reduce the dosage rates and/or improve the fungicidal activity of the used active ingredients, to reduce or avoid unfavorable environmental or toxicological effects whilst still allowing effective control of the fungi, as well as combining knock-down activity with prolonged control, that is, fast action with long lasting action.
- Another problem in relation to the use of fungicides is that the repeated and exclusive application of an individual fungicidal compound leads in many cases to a rapid selection of harmful fungi, which have developed natural or adapted resistance against the active compound in question. Therefore, there is a need for fungicidal agents that help prevent or overcome resistance.
- compositions according to the present invention show markedly enhanced fungicidal action compared to the control rates with the individual compounds.
- component (I) and component (II) can be applied simultaneously, that is jointly or separately, or in succession.
- compositions according to the present invention goes far beyond the fungicidal action of the active compounds alone (synergistic action).
- fungicidally effective amount denotes an amount of the composition or of the components of the composition, which is sufficient for controlling harmful fungi on cultivated plants or in the protection of stored products or harvest or of materials and which does not result in a substantial damage to the treated plants, the treated stored products or harvest, or to the treated materials. Such an amount can vary in a broad range and is dependent on various factors, such as the fungal species to be controlled, the treated cultivated plant, stored product, harvest or material, the climatic conditions, desired pesticidal effect and duration, locus, mode of application, and the like.
- Locus means a plant, plant propagation material (preferably seed), soil, area, material or environment in which a pest is growing or may grow.
- plant propagation material is to be understood to denote all the generative parts of the plant, such as seeds; and vegetative plant materials, such as cuttings and tubers (e. g. potatoes), which can be used for the multiplication of the plant. This includes seeds, roots, fruits, tubers, bulbs, rhizomes, shoots, sprouts and other parts of plants; including seedlings and young plants, which are to be transplanted after germination or after emergence from soil.
- propagation material denotes seeds.
- plant health or “health of the plant(s)” comprises various sorts of improvements of plants that are not connected to the control of pests.
- advantageous properties are improved crop characteristics including: emergence, crop yields, protein content, oil content, starch content, more developed root system (improved root growth), im- proved stress tolerance (e.g.
- tillering increase, increase in plant height, bigger leaf blade, less dead basal leaves, stronger tillers, greener leaf color, pigment content, photosynthetic activity, less input needed (such as fertilizers or water), less seeds needed, more productive tillers, earlier flowering, early grain maturity, less plant verse (lodging), increased shoot growth, enhanced plant vigor, increased plant stand and early and better germination; or any other advantages familiar to a person skilled in the art.
- Suitable cations are thus in particular the ions of the alkali metals, preferably sodium and potassium, of the alkaline earth metals, preferably calcium, magnesium and barium, of the transition metals, preferably manganese, copper, zinc and iron, and also the ammonium ion which, if desired, may carry one to four Ci-C4-alkyl substituents and/or one phenyl or benzyl substituent, preferably diisopropylammonium, tetramethylammonium, tetrabutylammonium, trimethylbenzylammonium, furthermore phosphonium ions, sulfonium ions, preferably tri(Ci-C4-alkyl)sulfonium, and sulfoxonium ions,
- Anions of useful acid addition salts are primarily chloride, bromide, fluoride, hydrogensulfate, sulfate, dihydrogenphosphate, hydrogenphosphate, phosphate, nitrate, bicarbonate, carbonate, hexafluorosilicate, hexafluorophosphate, benzoate, and the anions of Ci-C4-alkanoic acids, preferably formate, acetate, propionate and butyrate. They can be formed by reacting such inventive compound with an acid of the corresponding anion, preferably of hydrochloric acid, hydrobromic acid, sulfuric acid, phosphoric acid or nitric acid.
- inorganic acids examples include hydrohalic acids, such as hydrogen fluoride, hydrogen chloride, hydrogen bromide and hydrogen iodide, carbonic acid, sulfuric acid, phosphoric acid and nitric acid.
- Suitable organic acids are, for example, formic acid and alkanoic acids, such as acetic acid, trifluoroacetic acid, trichloroacetic acid and propionic acid, and also glycolic acid, thiocyanic acid, lactic acid, succinic acid, citric acid, benzoic acid and other arylcarboxylic acids, cinnamic acid, oxalic acid, alkylsulfonic acids (sulfonic acids having straight-chain or branched alkyl radicals of 1 to 20 carbon atoms), arylsulfonic acids or aryldisulfonic acids (aromatic radicals, such as phenyl and naphthyl, which carry one or two sulfonic acid groups), alkylphosphonic acids (phosphonic acids having straight-chain or branched alkyl radicals with 1 to 20 carbon atoms), arylphosphonic acids or aryldiphosphonic acids (aromatic radicals, such as phenyl and naph
- Suitable metal ions are in particular the ions of the elements of the second main group, in particular calcium and magnesium, of the third and fourth main group, in particular aluminum, tin and lead, and also of the elements of transition groups one to eight, in particular chromium, manganese, iron, cobalt, nickel, copper, zinc, and others. Particular preference is given to the metal ions of the elements of transition groups of the fourth period.
- the metals can be present in the various valencies that they can assume.
- Mefenpyr-diethyl (I) is a commercially available herbicide safener. “Safeners” are chemical compounds which prevent or reduce damage on useful plants without having a major impact on the herbicidal action of the herbicidal active components.
- Compounds (11-1) to (11-15) as well as their pesticidal action and methods for producing them are generally known (cf.: http://www.alanwood.net/pesticides/, Online Pesticide Manual, British Crop Production Council (BCPC), 2020).
- Compounds (11-1), (II-2), (II-4), (II-5), (II-6), (II-7) and (11-12) are commercially available.
- N'-(2,5-dimethyl-4-phenoxy-phenyl)-N-ethyl-N-methyl-formamidine (11-17) is known from is known from EP 2865265.
- Some compounds (II) comprise chiral centers and are generally obtained in the form of racemates.
- the R- and S-enantiomers thereof can be separated and isolated in pure form with methods known by the skilled person, e.g. by using chiral HPLC.
- compositions according to the present invention are compiled in the following Table A:
- the ratio by weight of component I) and component II) is from 20000:1 to 1 :20000, preferably from 500:1 to 1 :500, more preferably from 100:1 to 1 :100, most preferably from 50:1 to 1 :50 and in particular from 20:1 to 1 :20, including ratios from 15:1 to 1 :15, from 10:1 to 1 :10, from 8:1 to 1 :8, from 6:1 to 1 :6, from 5:1 to 1 :5, from 4:1 to 1 :4, from 3:1 to 1 :3, from 2:1 to 1 :2, or 1 :1.
- compositions according to the present invention can further contain one or more active ingredients selected from insecticides, fungicides, herbicides as additional active ingredient(s) as component (III), provided that components (II) and (III) are different from each other.
- Component (III) can be selected from:
- azoxystrobin (A.1.1), coumethoxystrobin (A.1.2), coumoxystrobin (A.1.3), dimoxystrobin (A.1.4), enestroburin (A.1.5), fenaminstrobin (A.1.6), fenoxystrobin/flufenoxystrobin (A.1.7), fluoxastrobin (A.1.8), kresoxim-methyl (A.1.9), mande- strobin (A.1.10), metominostrobin (A.1.11), orysastrobin (A.1.12), picoxystrobin (A.1.13), pyra- clostrobin (A.1.14), pyrametostrobin (A.1.15), pyraoxystrobin (A.1.16), trifloxystrobin (A.1.17), 2-(2-(3-(2,6-dichlorophenyl)-1-methyl-allylideneaminooxymethyl)-phenyl)
- respiration inhibitors diflumetorim (A.4.1); nitrophenyl derivates: binapacryl (A.4.2), dinobuton (A.4.3), dinocap (A.4.4), fluazinam (A.4.5), meptyldinocap (A.4.6), ferimzone (A.4.7); organometal compounds: fentin salts, e. g. fentin-acetate (A.4.8), fentin chloride (A.4.9) or fentin hydroxide (A.4.10); ametoctradin (A.4.11); silthiofam (A.4.12);
- - C14 demethylase inhibitors triazoles: azaconazole (B.1.1), bitertanol (B.1.2), bromu- conazole (B.1.3), cyproconazole (B.1.4), difenoconazole (B.1.5), diniconazole (B.1.6), dinicona- zole-M (B.1.7), epoxiconazole (B.1.8), fenbuconazole (B.1.9), fluquinconazole (B.1.10), flusi- lazole (B.1.11), flutriafol (B.1.12), hexaconazole (B.1.13), imibenconazole (B.1.14), ipconazole (B.1.15), metconazole (B.1.16), myclobutanil (B.1.17), oxpoconazole (B.1.18), paclobutrazole (B.1.19), penconazole (B.1.20), propi
- Sterol biosynthesis inhibitors chlorphenomizole (B.4.1); C) Nucleic acid synthesis inhibitors
- benalaxyl (C.1.1), benalaxyl-M (C.1.2), kiral- axyl (C.1.3), metalaxyl (C.1.4), metalaxyl-M (C.1.5), ofurace (C.1.6), oxadixyl (C.1.7);
- nucleic acid synthesis inhibitors hymexazole (C.2.1), octhilinone (C.2.2), oxolinic acid (C.2.3), bupirimate (C.2.4), 5-fluorocytosine (C.2.5), 5-fluoro-2-(p-tolylmethoxy)pyrimidin- 4-amine (C.2.6), 5-fluoro-2-(4-fluorophenylmethoxy)pyrimidin-4-amine (C.2.7), 5-fluoro- 2-(4-chlorophenylmethoxy)pyrimidin-4 amine (C.2.8);
- tubulin inhibitors benomyl (D.1.1), carbendazim (D.1.2), fuberidazole (D1.3), thiabendazole (D.1.4), thiophanate-methyl (D.1.5), pyridachlometyl (D.1.6), / ⁇ /-ethyl-2-[(3-ethynyl-8- methyl-6-quinolyl)oxy]butanamide (D.1.8), / ⁇ /-ethyl-2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]-2- methylsulfanyl-acetamide (D.1.9), 2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]-/ ⁇ /-(2-fluoroethyl)butan- amide (D.1.10), 2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]-/ ⁇ /-(2-fluoroethyl)-2-methoxy-ace
- diethofencarb (D.2.1), ethaboxam (D.2.2), pencycuron (D.2.3), fluopicolide (D.2.4), zoxamide (D.2.5), metrafenone (D.2.6), pyriofenone (D.2.7), phen- amacril (D.2.8);
- cyprodinil E.1.1
- mepanipyrim E.1.2
- pyrimethanil E.1.3
- blasticidin-S (E.2.1), kasugamycin (E.2.2), kasugamycin hy- drochloride-hydrate (E.2.3), mildiomycin (E.2.4), streptomycin (E.2.5), oxytetracyclin (E.2.6);
- fluoroimid F.1.1
- iprodione F.1.2
- procymidone F.1.3
- vinclozolin F.1.4
- fludioxonil F.1.5
- quinoxyfen F.2.1
- edifenphos G.1.1
- iprobenfos G.1.2
- pyrazophos G.1.3
- isoprothiolane G.1.4
- dicloran G.2.1
- quintozene G.2.2
- tecnazene G.2.3
- tolclofos-methyl G.2.4
- biphenyl G.2.5
- chloroneb G.2.6
- etridiazole G.2.7
- zinc thiazole G.2.8
- dimethomorph G.3.1
- flumorph G.3.2
- mandipropamid G.3.3
- pyrimorph G.3.4
- benthiavalicarb G.3.5
- iprovalicarb G.3.6
- valifenalate G.3.7
- propamocarb (G.4.1);
- oxathiapiprolin G.5.1
- fluoxapiprolin G.5.3
- 4-[1-[2-[3-(difluoromethyl)-5-methyl-pyrazol-1-yl]acetyl]-4-piperidyl]-/ ⁇ /-tetralin-1-yl-pyridine- 2-carboxamide G.5.4
- 4-[1-[2-[3,5-bis(difluoromethyl)pyrazol-1-yl]acetyl]-4-piperidyl]-/ ⁇ /-tetralin- 1-yl-pyridine-2-carboxamide G.5.5
- 4-[1-[2-[3-(difluoromethyl)-5-(trifluoromethyl)pyrazol-1- yl]acetyl]-4-piperidyl]-/ ⁇ /-tetralin-1-yl-pyridine-2-carboxamide G.5.6
- 4-[1-[2-[5-cyclopropyl oxathiapiprolin
- ferbam H.2.1
- mancozeb H.2.2
- maneb H.2.3
- metam H.2.4
- metiram H.2.5
- propineb H.2.6
- thiram H.2.7
- zineb H.2.8
- ziram H.2.9
- organochlorine compounds anilazine (H.3.1), chlorothalonil (H.3.2), captafol (H.3.3), captan (H.3.4), folpet (H.3.5), dichlofluanid (H.3.6), dichlorophen (H.3.7), hexachlorobenzene (H.3.8), pentachlorphenole (H.3.9) and its salts, phthalide (H.3.10), tolylfluanid (H.3.11);
- guanidine H.4.1
- dodine H.4.2
- dodine free base H.4.3
- guazatine H.4.4
- guazatine-acetate H.4.5
- iminoctadine H.4.6
- iminoctadine-triacetate H.4.7
- iminoctadine-tris(albesilate) H.4.8
- dithianon H.4.9
- 2,6-dimethyl-1/7,5/7-[1 ,4]di- thiino[2,3-c:5,6-c']dipyrrole-1 ,3,5,7(2/7,6/-/)-tetraone H.4.10
- H.4.10 2,6-dimethyl-1/7,5/7-[1 ,4]di- thiino[2,3-c:5,6-c']dipyrrole-1 ,3,5,7(2/7,6/-/)-tetraone
- - melanin synthesis inhibitors pyroquilon (1.2.1), tricyclazole (1.2.2), carpropamid (1.2.3), dicyclomet (1.2.4), fenoxanil (1.2.5);
- Microbial pesticides with fungicidal, bactericidal, viricidal and/or plant defense activator activity Ampelomyces quisqualis, Aspergillus flavus, Aureobasidium pullulans, Bacillus altitudinis, B. amyloliquefaciens, B. amyloliquefaciens ssp. plantarum (also referred to as B. velezensis), B. megaterium, B. mojavensis, B. mycoides, B. pumilus, B. simplex, B. solisalsi, B. subtilis, B. subtilis var. amyloliquefaciens, B.
- violaceusniger Talaromyces flavus, Trichoderma asperelloides, T. asperellum, T. atroviride, T. fertile, T. gamsii, T. harmatum, T. harzianum, T. polysporum, T. stromaticum, T. virens, T. viride, Typhula phacorrhiza, Ulocladium oudemansii, Verticillium dahlia, zucchini yellow mosaic virus (avirulent strain);
- Biochemical pesticides with fungicidal, bactericidal, viricidal and/or plant defense activator activity harpin protein, Reynoutria sachalinensis extract;
- Microbial pesticides with insecticidal, acaricidal, molluscidal and/or nematicidal activity Agrobacterium radiobacter, Bacillus cereus, B. firmus, B. thuringiensis, B. thuringiensis ssp. aizawai, B. t. ssp. israelensis, B. t. ssp. galleriae, B. t. ssp. kurstaki, B. t. ssp. tenebrionis, Beau- veria bassiana, B.
- Agrobacterium radiobacter Bacillus cereus, B. firmus, B. thuringiensis, B. thuringiensis ssp. aizawai, B. t. ssp. israelensis, B. t. ssp. galleriae, B. t. ssp. kurstaki, B. t. ssp. ten
- brongniartii Chromobacterium subtsugae, Cydia pomonel- la granulovirus (CpGV), Cryptophlebia leucotreta granulovirus (CrleGV), Flavobacterium spp., Helicoverpa armigera nucleopolyhedrovirus (HearNPV), Helicoverpa zea nucleopolyhedrovirus (HzNPV), Helicoverpa zea single capsid nucleopolyhedrovirus (HzSNPV), Heterorhabditis bac- teriophora, Isaria fumosorosea, Lecanicillium longisporum, L muscarium, Metarhizium anisopliae, M.
- anisopliae var. anisopliae M. anisopliae var. acridum, Nomuraea rileyi, Paecilomyces fumosoroseus, P. lilacinus, Paenibacillus popilliae, Pasteuria spp., P. nishizawae, P. penetrans, P. ramosa, P. thornea, P. usgae, Pseudomonas fluorescens, Spodoptera littoralis nucleopoly- hedrovirus (SpliNPV), Steinernema carpocapsae, S. feltiae, S. kraussei, Streptomyces galbus, S. micro fl avus,
- Microbial pesticides with plant stress reducing, plant growth regulator, plant growth promoting and/or yield enhancing activity Azospirillum amazonense, A. brasilense, A. lipofer- um, A. irakense, A. halopraeferens, Bradyrhizobium spp., B. elkanii, B. japonicum, B. liao- ningense, B. lupini, Delftia acidovorans, Glomus intraradices, Mesorhizobium spp., Rhizobium leguminosarum bv. phaseoli, R. I. bv. trifolii, R. I. bv. viciae, R. tropici, Sinorhizobium melilotr,
- Acetylcholine esterase (AChE) inhibitors aldicarb, alanycarb, bendiocarb, benfuracarb, butocarboxim, butoxycarboxim, carbaryl, carbofuran, carbosulfan, ethiofencarb, fenobucarb, formetanate, furathiocarb, isoprocarb, methiocarb, methomyl, metolcarb, oxamyl, pirimicarb, propoxur, thiodicarb, thiofanox, trimethacarb, XMC, xylylcarb, triazamate; acephate, aza- methiphos, azinphos-ethyl, azinphosmethyl, cadusafos, chlorethoxyfos, chlorfenvinphos, chlormephos, chlorpyrifos, chlorpyrifos-methyl, coumaphos, cyanopho
- O.2 GABA-gated chloride channel antagonists endosulfan, chlordane; ethiprole, fipronil, flufiprole, pyrafluprole, pyriprole;
- O.3 Sodium channel modulators acrinathrin, allethrin, d-cis-trans allethrin, d-trans allethrin, bifenthrin, kappa-bifenthrin, bioallethrin, bioallethrin S-cylclopentenyl, bioresmethrin, cyclopro- thrin, cyfluthrin, beta-cyfluthrin, cyhalothrin, lambda-cyhalothrin, gamma-cyhalothrin, cyperme- thrin, alpha-cypermethrin, beta-cypermethrin, theta-cypermethrin, zeta-cypermethrin, cyphe- nothrin, deltamethrin, empenthrin, esfenvalerate, etofenprox, fenpro
- Nicotinic acetylcholine receptor (nAChR) agonists acetamiprid, clothianidin, cycloxaprid, dinotefuran, imidacloprid, nitenpyram, thiacloprid, thiamethoxam; 4,5-dihydro-/V-nitro-
- Nicotinic acetylcholine receptor allosteric activators spinosad, spinetoram;
- Chloride channel activators abamectin, emamectin benzoate, ivermectin, lepimectin, milbemectin;
- Juvenile hormone mimics hydroprene, kinoprene, methoprene; fenoxycarb, pyriproxyfen;
- miscellaneous non-specific (multi-site) inhibitors methyl bromide and other alkyl halides; chloropicrin, sulfuryl fluoride, borax, tartar emetic;
- Mite growth inhibitors clofentezine, hexythiazox, diflovidazin; etoxazole;
- Bacillus thuringiensis Bacillus sphaericus and the insecticdal proteins they produce: Bacillus thuringiensis subsp. israelensis, Bacillus sphaericus, Bacillus thuringiensis subsp. aizawai, Bacillus thuringiensis subsp. kurstaki, Bacillus thuringiensis subsp. tenebrionis, the Bt crop proteins: CrylAb, CrylAc, CrylFa, Cry2Ab, mCry3A, Cry3Ab, Cry3Bb, Cry34/35Ab1;
- Inhibitors of mitochondrial ATP synthase diafenthiuron; azocyclotin, cyhexatin, fenbutatin oxide, propargite, tetradifon;
- Nicotinic acetylcholine receptor (nAChR) channel blockers bensultap, cartap hydrochloride, thiocyclam, thiosultap sodium;
- Inhibitors of the chitin biosynthesis type 0 bistrifluron, chlorfluazuron, diflubenzuron, flucycloxuron, flufenoxuron, hexaflumuron, lufenuron, novaluron, noviflumuron, teflubenzuron, triflumuron;
- Ecdyson receptor agonists methoxyfenozide, tebufenozide, halofenozide, fufenozide, chromafenozide;
- Octopamin receptor agonists amitraz
- Mitochondrial complex III electron transport inhibitors hydramethylnon, acequinocyl, fluacrypyrim, bifenazate;
- Mitochondrial complex I electron transport inhibitors fenazaquin, fenpyroximate, pyrim- idifen, pyridaben, tebufenpyrad, tolfenpyrad; rotenone;
- Inhibitors of the of acetyl CoA carboxylase spirodiclofen, spiromesifen, spirotetramat, spiropidion;
- Mitochondrial complex IV electron transport inhibitors aluminium phosphide, calcium phosphide, phosphine, zinc phosphide, cyanide;
- Mitochondrial complex II electron transport inhibitors cyenopyrafen, cyflumetofen
- insecticidal compounds of unknown or uncertain mode of action afidopyropen, afox- olaner, azadirachtin, amidoflumet, benzoximate, broflanilide, bromopropylate, chinomethionat, cryolite, dicloromezotiaz, dicofol, flufenerim, flometoquin, fluensulfone, fluhexafon, fluopyram, fluralaner, metoxadiazone, piperonyl butoxide, pyflubumide, pyridalyl, tioxazafen, 11-(4-chloro- 2,6-dimethylphenyl)-12-hydroxy-1 ,4-dioxa-9-azadispiro[4.2.4.2]-tetradec-11-en-10-one, 3-(4’- fluoro-2,4-dimethylbiphenyl-3-yl)-4-hydroxy-8-oxa
- component III The active substances referred to as component III, their preparation and their activity e. g. against harmful fungi is known (cf.: http://www.alanwood.net/pesticides/); these substances are commercially available.
- IIIPAC nomenclature The compounds described by IIIPAC nomenclature, their preparation and their pesticidal activity are also known (cf. Can. J. Plant Sci. 48(6), 587-94, 1968;
- WO 05/123690 WO 05/63721 ; WO 05/87772; WO 05/87773; WO 06/15866; WO 06/87325; WO 06/87343; WO 07/82098; WO 07/90624, WO 10/139271, WO 11/028657, WO 12/168188, WO 07/006670, WO 11/77514; WO 13/047749, WO 10/069882, WO 13/047441 , WO 03/16303, WO 09/90181, WO 13/007767, WO 13/010862, WO 13/127704, WO 13/024009, WO 13/24010, WO 13/047441 , WO 13/162072, WO 13/092224, WO 11/135833, CN 1907024, CN 1456054, CN 103387541 , CN 1309897, WO 12/84812, CN 1907024, WO 090944
- the solid material (dry matter) of the biopesticides (with the exception of oils such as Neem oil) are considered as active components (e. g. to be obtained after drying or evaporation of the extraction or suspension medium in case of liquid formulations of the microbial pesticides).
- the weight ratios and percentages used for a biological extract such as Quillay extract are based on the total weight of the dry content (solid material) of the respective extract(s).
- the total weight ratios of compositions comprising at least one microbial pesticide in the form of viable microbial cells including dormant forms can be determined using the amount of CFU of the respective microorganism to calculate the total weight of the respective active component with the following equation that 1 x 10 10 CFU equals one gram of total weight of the respective active component.
- Colony forming unit is measure of viable microbial cells.
- CFU may also be understood as the number of (juvenile) individual nematodes in case of nematode biopesticides, such as Steinernema feltiae.
- the weight ratio of component I) and component II) depends from the properties of the active substances used, usually it is in the range of from 1 :100 to 100:1 , regularly from 1 :50 to 50:1 , preferably from 1 :20 to 20:1 , more preferably from 1 :10 to 10:1 and in particular from 1 :4 to 4:1 , and the weight ratio of component 1) and component 3) usually it is in the range of from 1 :100 to 100:1 , regularly from 1 :50 to 50:1 , preferably from 1 :20 to 20:1 , more preferably from 1 :10 to 10:1 and in particular from 1 :4 to 4:1. Any further active components are, if desired, added in a ratio of from 20:1 to 1 :20 to the component II). These ratios are also suitable for mixtures applied by seed treatment.
- the application rates range from 1 x 10 6 to 5 x 10 16 (or more) CFU/ha, preferably from 1 x 10 8 to 1 x 10 13 CFU/ha, and even more preferably from 1 x 10 9 to 5 x 10 15 CFU/ha and in particular from 1 x 10 12 to 5 x 10 14 CFU/ha.
- the application rates regularly range from 1 x 10 5 to 1 x 10 12 (or more), preferably from 1 x 10 8 to 1 x 10 11 , more preferably from 5 x 10 8 to 1 x 10 10 individuals (e. g. in the form of eggs, juvenile or any other live stages, preferably in an infective juvenile stage) per ha.
- the application rates generally range from 1 x 10 6 to 1 x 10 12 (or more) CFU/seed, preferably from 1 x 10 6 to 1 x 10 9 CFU/seed. Furthermore, the application rates with respect to seed treatment generally range from 1 x 10 7 to 1 x 10 14 (or more) CFU per 100 kg of seed, preferably from 1 x 10 9 to 1 x 10 12 CFU per 100 kg of seed.
- the biopesticides from group L1) and/or L2) may also have insecticidal, acaricidal, mollus- cidal, pheromone, nematicidal, plant stress reducing, plant growth regulator, plant growth promoting and/or yield enhancing activity.
- the biopesticides from group L3) and/or L4) may also have fungicidal, bactericidal, viricidal, plant defense activator, plant stress reducing, plant growth regulator, plant growth promoting and/or yield enhancing activity.
- the biopesticides from group L5) may also have fungicidal, bactericidal, viricidal, plant defense activator, insecticidal, acaricidal, molluscidal, pheromone and/or nematicidal activity.
- the microbial pesticides in particular those from groups L1), L3) and L5), embrace not only the isolated, pure cultures of the respective microorganism as defined herein, but also its cell- free extract, its suspension in a whole broth culture and a metabolite-containing culture medium or a purified metabolite obtained from a whole broth culture of the microorganism.
- velezensis FZB42 isolated from soil in Brandenburg, Germany (DSM 23117; J. Plant Dis. Prot. 105, 181— 197, 1998; e. g. RhizoVital® 42 from AbiTEP GmbH, Germany), B. a. ssp. plantarum or B. velezensis MBI600 isolated from faba bean in Sutton Bonington, Nottinghamshire, U.K. at least before 1988 (also called 1430; NRRL B-50595; US 2012/0149571 A1 ; e. g. Integral® from BASF Corp., USA), B. a. ssp. plantarum or B.
- velezensis QST-713 isolated from peach orchard in 1995 in California, U.S.A. (NRRL B-21661 ; e. g. Serenade® MAX from Bayer Crop Science LP, USA), B. a. ssp. plantarum or B. velezensis TJ1000 isolated in 1992 in South Dakoda, U.S.A, (also called 1BE; ATCC BAA-390; CA 2471555 A1; e. g. QuickRootsTM from TJ Technologies, Watertown, SD, USA); B.
- CNCM 1-1582 a variant of parental strain EIP-N1 (CNCM I- 1556) isolated from soil of central plain area of Israel (WO 2009/126473, US 6,406,690; e. g. Votivo® from Bayer CropScience LP, USA), B. pumilus GHA 180 isolated from apple tree rhizosphere in Mexico (IDAC 260707-01; e. g. PRO-MIX® BX from Premier Horticulture, Quebec, Canada), B. pumilus INR-7 otherwise referred to as BU-F22 and BU-F33 isolated at least before 1993 from cucumber infested by Erwinia tracheiphila (NRRL B-50185, NRRL B-50153; US 8,445,255), B.
- pumilus KFP9F isolated from the rhizosphere of grasses in South Africa at least before 2008 (NRRL B-50754; WO 2014/029697; e. g. BAC-UP or FUSION-P from BASF Agricultural Specialities (Pty) Ltd., South Africa), B. pumilus QST 2808 was isolated from soil collected in Pohnpei, Federated States of Micronesia, in 1998 (NRRL B-30087; e. g. Sonata® or Ballad® Plus from Bayer Crop Science LP, USA), B. simplex ABU 288 (NRRL B-50304; US 8,445,255), B.
- subtilis FB17 also called UD 1022 or UD10-22 isolated from red beet roots in North America (ATCC PTA-11857; System. Appl. Microbiol. 27, 372-379, 2004; US 2010/0260735; WO 2011/109395); B. thuringiensis ssp. aizawai ABTS-1857 isolated from soil taken from a lawn in Ephraim, Wisconsin, U.S.A., in 1987 (also called ABG-6346; ATCC SD- 1372; e. g. XenTari® from BioFa AG, Munsingen, Germany), B. t. ssp.
- israeltaki ABTS-351 identical to HD-1 isolated in 1967 from diseased Pink Bollworm black larvae in Brownsville, Texas, U.S.A. (ATCC SD-1275; e. g. Dipel® DF from Valent BioSciences, IL, USA), B. t. ssp. kurstaki SB4 isolated from E. saccharina larval cadavers (NRRL B-50753; e. g. Beta Pro® from BASF Agricultural Specialities (Pty) Ltd., South Africa), B. t. ssp.
- tenebrionis NB-176-1 a mutant of strain NB-125, a wild type strain isolated in 1982 from a dead pupa of the beetle Tenebrio molitor (DSM 5480; EP 585215 B1; e. g. Novodor® from Valent BioSciences, Switzerland), Beauveria bassiana GHA (ATCC 74250; e. g. BotaniGard® 22WGP from Laverlam Int. Corp., USA), B. bassiana JW-1 (ATCC 74040; e. g. Naturalis® from CBC (Europe) S.r.l., Italy), B.
- DSM 5480 Tenebrio molitor
- EP 585215 B1 e. g. Novodor® from Valent BioSciences, Switzerland
- Beauveria bassiana GHA ATCC 74250; e. g. BotaniGard® 22WGP from Laverlam Int. Corp., USA
- B. bassiana JW-1
- bassiana PPRI 5339 isolated from the larva of the tortoise beetle Conchyloctenia punctata (NRRL 50757; e. g. BroadBand® from BASF Agricultural Specialities (Pty) Ltd., South Africa), Brady- rhizobium elkanii strains SEMI A 5019 (also called 29W) isolated in Rio de Janeiro, Brazil and SEMIA 587 isolated in 1967 in the State of Rio Grande do Sul, from an area previously inoculated with a North American isolate, and used in commercial inoculants since 1968 (Appl. Environ. Microbiol. 73(8), 2635, 2007; e. g. GELFIX 5 from BASF Agricultural Specialties Ltd., Brazil), B.
- japonicum 532c isolated from Wisconsin field in U.S.A. (Nitragin 61A152; Can. J. Plant. Sci. 70, 661-666, 1990; e. g. in Rhizoflo®, Histick®, Hicoat® Super from BASF Agricultural Specialties Ltd., Canada), B. japonicum E-109 variant of strain USDA 138 (INTA E109, SEMIA 5085; Eur. J. Soil Biol. 45, 28-35, 2009; Biol. Fertil. Soils 47, 81-89, 2011); B. japonicum strains deposited at SEMIA known from Appl. Environ. Microbiol.
- SEMIA 5079 isolated from soil in Cerrados region, Brazil by Embrapa-Cerrados used in commercial inoculants since 1992 (CPAC 15; e. g. GELFIX 5 or ADHERE 60 from BASF Agricultural Specialties Ltd., Brazil), B. japonicum SEMIA 5080 obtained under lab condtions by Embrapa- Cerrados in Brazil and used in commercial inoculants since 1992, being a natural variant of SEMIA 586 (CB1809) originally isolated in U.S.A. (CPAC 7; e. g. GELFIX 5 or ADHERE 60 from BASF Agricultural Specialties Ltd., Brazil); Burkholderia sp.
- CPAC 15 e. g. GELFIX 5 or ADHERE 60 from BASF Agricultural Specialties Ltd., Brazil
- B. japonicum SEMIA 5080 obtained under lab condtions by Embrapa- Cerrados in Brazil and used in commercial inoculants since 1992, being a natural variant of SEMI
- HSSNPV single capsid nucleopolyhedrovirus
- ABA-NPV-U e. g. Heligen® from AgBiTech Pty Ltd., Queensland, Australia
- Heterorhabditis bacteriophora e. g.
- Met52® Novozymes Biologicals BioAg Group, Canada Metschnikowia fructicola 277 isolated from grapes in the central part of Israel (US 6,994,849; NRRL Y-30752; e. g. formerly Shemer® from Agrogreen, Israel), Paecilomyces ilacinus 251 isolated from infected nematode eggs in the Philippines (AGAL 89/030550; WQ1991/02051; Crop Protection 27, 352-361 , 2008; e. g.
- Paenibacillus alvei NAS6G6 isolated from the rhizosphere of grasses in South Africa at least before 2008 (WO 2014/029697; NRRL B-50755; e.g. BAC-UP from BASF Agricultural Specialities (Pty) Ltd., South Africa), Paenibacillus strains isolated from soil samples from a variety of European locations including Germany: P. epiphyticus Lu17015 (WO 2016/020371; DSM 26971), P. polymyxa ssp. plantarum Lu16774 (WO 2016/020371; DSM 26969), P. p. ssp.
- T. fertile e. g. Trichoplus® from BASF Agricultural Specialities (Pty) Ltd., South Africa
- T. harzianum T-22 also called KRL-AG2 (ATCC 20847; BioControl 57, 687-696, 2012; e. g. Plantshield® from BioWorks Inc., USA or SabrExTM from Advanced Biological Marketing Inc., Van Wert, OH, USA).
- compositions of the present invention are suitable as fungicides effective against a broad spectrum of phytopathogenic fungi, including soil-borne fungi, in particular from the classes of Plasmodiophoromycetes, Peronosporomycetes (syn. Oomycetes), Chytridiomycetes, Zygomycetes, Ascomycetes, Basidiomycetes, and Deuteromycetes (syn. Fungi imperfecti). They can be used in crop protection as foliar fungicides, fungicides for seed dressing, and soil fungicides.
- compositions of the present invention are preferably useful in the control of phytopathogenic fungi on various cultivated plants, such as cereals, e. g. wheat, rye, barley, triticale, oats, or rice; beet, e. g. sugar beet or fodder beet; fruits, e. g. pomes (apples, pears, etc.), stone fruits (e.g. plums, peaches, almonds, cherries), or soft fruits, also called berries (strawberries, raspberries, blackberries, gooseberries, etc.); leguminous plants, e. g. lentils, peas, alfalfa, or soybeans; oil plants, e. g.
- cereals e. g. wheat, rye, barley, triticale, oats, or rice
- beet e. g. sugar beet or fodder beet
- fruits e. g. pomes (apples, pears, etc.
- oilseed rape mustard, olives, sunflowers, coconut, cocoa beans, castor oil plants, oil palms, ground nuts, or soybeans; cucurbits, e. g. squashes, cucumber, or melons; fiber plants, e. g. cotton, flax, hemp, or jute; citrus fruits, e. g. oranges, lemons, grapefruits, or mandarins; vegetables, e. g. spinach, lettuce, asparagus, cabbages, carrots, onions, tomatoes, potatoes, cucurbits, or paprika; lauraceous plants, e. g. avocados, cinnamon, or camphor; energy and raw material plants, e. g.
- corn, field corn, soybean, oilseed rape, sugar cane, or oil palm corn; tobacco; nuts; coffee; tea; bananas; vines (table grapes and grape juice grape vines); hop; turf; sweet leaf (also called Stevia); natural rubber plants; or ornamental and forestry plants, e. g. flowers, shrubs, broad-leaved trees, or evergreens (conifers, eucalypts, etc.); on the plant propagation material, such as seeds; and on the crop material of these plants.
- compositions of the present invention are used for controlling fungi on field crops, such as potatoes, sugar beets, tobacco, wheat, rye, barley, oats, rice, corn (including field corn, sweet corn, or other corns) cotton, soybeans, oilseed rape, legumes, sunflowers, coffee or sugar cane; fruits; vines; ornamentals; or vegetables, such as cucumbers, tomatoes, beans or squashes.
- field crops such as potatoes, sugar beets, tobacco, wheat, rye, barley, oats, rice, corn (including field corn, sweet corn, or other corns) cotton, soybeans, oilseed rape, legumes, sunflowers, coffee or sugar cane; fruits; vines; ornamentals; or vegetables, such as cucumbers, tomatoes, beans or squashes.
- compositions of the present invention are used for controlling fungi on cereals (such as wheat, rye, barley, oats), sugar beets and cotton.
- treatment of plant propagation materials with compositions of the present invention is used for controlling fungi on cereals, such as wheat, rye, barley and oats; rice, corn, cot- ton and soybeans.
- cultivagenesis includes random mutagenesis using X-rays or mutagenic chemicals, but also targeted mutagenesis to create mutations at a specific locus of a plant genome.
- Targeted mutagenesis frequently uses oligonucleotides or proteins like CRISPR/Cas, zinc-finger nucleases, TALENs or meganucleases.
- Genetic engineering usually uses recombinant DNA techniques to create modifications in a plant genome which under natural circumstances cannot readily be obtained by cross breeding, mutagenesis or natural recombination.
- one or more genes are integrated into the genome of a plant to add a trait or improve or modify a trait. These integrated genes are also referred to as transgenes, while plant comprising such transgenes are referred to as transgenic plants.
- the process of plant transformation usually produces several transformation events, wich differ in the genomic locus in which a transgene has been integrated. Plants comprising a specific transgene on a specific genomic locus are usually described as comprising a specific “event”, which is referred to by a specific event name. Traits which have been introduced in plants or have been modified include herbicide tolerance, insect resistance, increased yield and tolerance to abiotic conditions, like drought. Herbicide tolerance has been created by using mutagenesis and genetic engineering.
- Plants which have been rendered tolerant to acetolactate synthase (ALS) inhibitor herbicides by mutagenesis and breeding are e.g. available under the name Clearfield®.
- HPPD 4-hydroxyphenylpyruvate dioxygenase
- Transgenes to provide herbicide tolerance traits comprise: for tolerance to glyphosate: cp4 epsps, epsps grg23ace5, mepsps, 2mepsps, gat4601 , gat4621 , goxv247; for tolerance to glufosinate: pat and bar, for tolerance to 2,4-D: aad-1 , aad-12; for tolerance to dicamba: dmo; for tolerance to oxynil herbicies: bxn; for tolerance to sulfonylurea herbicides: zm-hra, csr1-2, gm-hra, S4-HrA; for tolerance to ALS inhibitors: csr1-2; and for tolerance to HPPD inhibitors: hppdPF, W336, avhppd-03.
- Transgenic corn events comprising herbicide tolerance genes include, but are not limited to, DAS40278, MON801 , MON802, MON809, MON810, MON832, MON87411 , MON87419, MON87427, MON88017, MON89034, NK603, GA21 , MZHG0JG, HCEM485, VCO-01981-5, 676, 678, 680, 33121 , 4114, 59122, 98140, Bt10, Bt176, CBH-351 , DBT418, DLL25, MS3, MS6, MZIR098, T25, TC1507 and TC6275.
- Transgenic soybean events comprising herbicide tolerance genes include, but are not limited to, GTS 40-3-2, MON87705, MON87708, MON87712, MON87769, MON89788, A2704-12, A2704-21 , A5547-127, A5547-35, DP356043, DAS44406-6, DAS68416-4, DAS-81419-2, GU262, SYHT0H2, W62, W98, FG72 and CV127.
- Transgenic cotton events comprising herbicide tolerance genes include, but are not limited to, 19-51a, 31707, 42317, 81910, 281-24-236, 3006-210-23, BXN10211 , BXN10215, BXN10222, BXN10224, MON1445, MON1698, MON88701 , MON88913, GHB119, GHB614, LLCotton25, T303-3 and T304-40.
- Transgenic canola events comprising herbicide tolerance genes are for example, but not excluding others, MON88302, HCR-1 , HCN10, HCN28, HCN92, MS1 , MS8, PHY14, PHY23, PHY35, PHY36, RF1 , RF2 and RF3.
- Transgenes to provide insect resistance preferably are toxin genes of Bacillus spp. and synthetic variants thereof, like cry1A, crylAb, cry1Ab-Ac, crylAc, cry1A.1O5, cry1 F, cry1 Fa2, cry2Ab2, cry2Ae, mcry3A, ecry3.1Ab, cry3Bb1 , cry34Ab1 , cry35Ab1 , cry9C, vip3A(a), vip3Aa20.
- transgenes of plant origin such as genes coding for protease inhibitors, like CpTI and pinll, can be used.
- a further approach uses transgenes such as dvsnf7 to produce double-stranded RNA in plants.
- Transgenic corn events comprising genes for insecticidal proteins or double stranded RNA include, but are not limited to, Bt10, Bt11 , Bt176, MON801 , MON802, MON809, MON810, MON863, MON87411, MON88017, MON89034, 33121, 4114, 5307, 59122, TC1507, TC6275, CBH-351 , MIR162, DBT418 and MZIR098.
- Transgenic soybean events comprising genes for insecticidal proteins include, but are not limited to, MON87701 , MON87751 and DAS-81419.
- Transgenic cotton events comprising genes for insecticidal proteins include, but are not limited to, SGK321, MON531, MON757, MON1076, MON15985, 31707, 31803, 31807, 31808, 42317, BNLA-601 , Eventl, COT67B, COT102, T303-3, T304-40, GFM Cry1A, GK12, MLS 9124, 281- 24-236, 3006-210-23, GHB119 and SGK321.
- Cultivated plants with increased yield have been created by using the transgene athb17 (e.g. corn event MON87403), or bbx32 (e.g. soybean event MON87712).
- athb17 e.g. corn event MON87403
- bbx32 e.g. soybean event MON87712
- Cultivated plants comprising a modified oil content have been created by using the transgenes: gm-fad2-1, Pj.D6D, Nc.Fad3, fad2-1A and fatb1-A (e.g. soybean events 260-05, MON87705 and MON87769).
- Preferred combinations of traits are combinations of herbicide tolerance traits to different groups of herbicides, combinations of insect tolerance to different kind of insects, in particular tolerance to lepidopteran and coleopteran insects, combinations of herbicide tolerance with one or several types of insect resistance, combinations of herbicide tolerance with increased yield as well as combinations of herbicide tolerance and tolerance to abiotic conditions.
- Plants comprising singular or stacked traits as well as the genes and events providing these traits are well known in the art.
- detailed information as to the mutagenized or integrated genes and the respective events are available from websites of the organizations “International Service for the Acquisition of Agri-biotech Applications (ISAAA)” (http://www.isaaa.org/gmapprovaldatabase) and the “Center for Environmental Risk Assessment (CERA)” (http://cera-gmc.org/GMCropDatabase).
- compositions of the present invention on cultivated plants may result in effects which are specific to a cultivated plant comprising a certain transgene or event. These effects might involve changes in growth behavior or changed resistance to biotic or abiotic stress factors. Such effects may in particular comprise enhanced yield, enhanced resistance or tolerance to insects, nematodes, fungal, bacterial, mycoplasma, viral or viroid pathogens as well as early vigour, early or delayed ripening, cold or heat tolerance as well as changed amino acid or fatty acid spectrum or content.
- compositions of the present invention are particularly suitable for controlling the following causal agents of plant diseases:
- Albugo spp. white rust on ornamentals, vegetables (e. g. A. Candida) and sunflowers (e. g. A. tragopogonis) Alternaria spp. (Alternaria leaf spot) on vegetables (e.g. A. dauci or A. porri), oilseed rape (A. brassicicola or brassicae), sugar beets (A. tenuis), fruits (e.g. A. grandis), rice, soybeans, potatoes and tomatoes (e. g. A. solani, A. grandis or A. alternata), tomatoes (e. g. A. solani or A. alternata) and wheat (e.g. A. triticina)', Aphanomyces spp.
- vegetables e. g. A. Candida
- sunflowers e. g. A. tragopogonis
- Alternaria spp. Alternaria leaf spot
- vegetables e.g. A. dauci or A. porri
- Ascochyta spp. on cereals and vegetables e. g. A. tritici (anthracnose) on wheat and A. hordei on barley; Aureobasidium zeae (syn. Kapatiella zeae) on corn; Bipolaris and Drechslera spp. (teleomorph: Cochliobolus spp.), e. g. Southern leaf blight (D. maydis), Northern leaf blight B. turcicum, Setosphaeria turcica) or Northern leaf spot (8. zeicola) on corn, e. g. spot blotch (B. sorokiniana) on cereals and e. g.
- sorokiniana and rice (e. g. C. miyabeanus, anamorph: H. oryzae)’, Colletotrichum (teleomorph: Glomerella) spp. (anthracnose) on cotton (e. g. C. gossypii), corn (e. g. C. graminicola: Anthracnose stalk rot), soft fruits, potatoes (e. g. C. coccodes'. black dot), beans (e. g. C. lindemuthianum), soybeans (e. g. C. truncatum or C. gloeosporioides), vegetables (e.g. C. lagenarium or C. capsici), fruits (e.g. C. C.
- liriodendri Neonectria liriodendrf. Black Foot Disease) and ornamentals; Dematophora (teleomorph: Rosellinia) necatrix (root and stem rot) on soybeans; Diaporthe spp., e. g. D. phaseolorum (damping off) on soybeans; Drechslera (syn. Helminthosporium, teleomorph: Pyrenophora) spp. on corn, cereals, such as barley (e. g. D. teres, net blotch) and wheat (e. g. D. tritici-repentis’.
- barley e. g. D. teres, net blotch
- wheat e. g. D. tritici-repentis
- Monilia spp. bloom and twig blight, brown rot) on stone fruits and other rosaceous plants; Mycosphaerella spp. on cereals, bananas, soft fruits and ground nuts, such as e. g. M. graminicola (anamorph: Zymoseptoria tritici formerly Septoria tritici'. Septoria blotch) on wheat or M. fijiensis (syn. Pseudocercospora fi- jiensis'. black Sigatoka disease) and M. musicola on bananas, M. arachidicola (syn. M. arachidis or Cercospora arachidis), M. berkeleyi on peanuts, M.
- M. graminicola anamorph: Zymoseptoria tritici formerly Septoria tritici'. Septoria blotch
- M. fijiensis syn. Pseudocercospora fi- jiensis
- phaseoli, teleomorph Diaporthe phaseolorum
- Physoderma maydis brown spots
- Physopella zeae tropical rust
- Phy- tophthora spp. wilt, root, leaf, fruit and stem root
- paprika and cucurbits e. g. P. capsici
- soybeans e. g. P. megasperma, syn. P. sojae
- potatoes and tomatoes e. g. P. infestans'. late blight
- broad-leaved trees e. g. P. ramorunr.
- Plasmodiophora brassicae club root
- Plas- mopara spp. e. g. P. viticola (grapevine downy mildew) on vines and P. halstedii on sunflowers
- Podosphaera spp. powdery mildew
- P. leucotricha on apples e. g. P. leucotricha on apples
- curcurbits P. xanthii
- Polymyxa spp. e. g. on cereals, such as barley and wheat (P. graminis) and sugar beets (P.
- Pseudocercosporella herpotrichoides (syn. Oculimacula yallundae, O. acuformis'. eyespot, tele- omorph: Tapesia yallundae) on cereals, e. g. wheat or barley; Pseudoperonospora (downy mildew) on various plants, e. g. P. cubensis on cucurbits or P. humili on hop; Pseudopezicula tra- cheiphila (red fire disease or .rotbrenner’, anamorph: Phialophora) on vines; Puccinia spp.
- rusts on various plants e. g. P. triticina (brown or leaf rust), P. striiformis (stripe or yellow rust), P. hordei (dwarf rust), P. graminis (stem or black rust) or P. recondita (brown or leaf rust) on cereals, such as e. g. wheat, barley or rye, P. sorghi (common rust) and P. polysora (Southern rust) on corn, P. kuehnii (orange rust) on sugar cane and P. asparagi on asparagus; Pyr- enopeziza spp., e.g. P.
- oli- gandrum on mushrooms Ramularia spp., e. g. P. collo-cygni (Ramularia leaf spots, Physiological leaf spots) on barley, P. areola (teleomorph: Mycosphaerella areola) on cotton and P. beticola on sugar beets; Rhizoctonia spp. on cotton, rice, potatoes, turf, corn, oilseed rape, potatoes, sugar beets, vegetables and various other plants, e. g. P. solani (root and stem rot) on soybeans, P. solani (sheath blight) on rice or P.
- P. solani root and stem rot
- rolfsii (syn. Athelia rolfsii) on soybeans, peanut, vegetables, corn, cereals and ornamentals; Septoria spp. on various plants, e. g. S. glycines (brown spot) on soybeans, S. tritici (syn. Zymoseptoria tritici, Septoria blotch) on wheat and S. (syn. Stagonospora) nodorum (Stagonospora blotch) on cereals; Uncinula (syn. Erysiphe) necator (powdery mildew, anamorph: Oidium tuckeri) on vines; Setosphaeria spp.
- nodorum (Stagonospora blotch, teleomorph: Leptosphaeria [syn. Phaeo- sphaeria] nodorum, syn. Septoria nodorum) on wheat; Synchytrium endobioticum on potatoes (potato wart disease); Taphrina spp., e. g. T. deformans (leaf curl disease) on peaches and T. pruni (plum pocket) on plums; Thielaviopsis spp. (black root rot) on tobacco, pome fruits, vegetables, soybeans and cotton, e. g. T. basicola (syn. Chalara elegans)’, Tilletia spp.
- compositions of the present invention are suitable for controlling the following causal agents of plant diseases:
- Alternaria spp. Alternaria leaf spot) on vegetables (e.g. A. dauci or A. porri), oilseed rape (A. brassicicola or brassicae), sugar beets (A. tenuis), fruits (e.g. A. grandis), rice, soybeans, potatoes and tomatoes (e. g. A. solani, A. grandis or A. alternate), tomatoes (e. g. A. solani or A. alternate) and wheat (e.g. A. triticina Botrytis cinerea (teleomorph: Botryotinia fuckeliana'. grey mold) on fruits and berries (e. g. strawberries), vegetables (e. g. lettuce, carrots, celery and cabbages); B.
- vegetables e.g. A. dauci or A. porri
- oilseed rape A. brassicicola or brassicae
- sugar beets A. tenuis
- fruits e.g. A. grandis
- rice e.
- soybeans e
- Cercospora spp. Cercospora leaf spots) on corn (e. g. Gray leaf spot: C. zeae-maydis), rice, sugar beets (e. g. C. beticola), sugar cane, vegetables, coffee, soybeans (e. g. C. sojina or C. kikuchii) and rice; Corynespora cassiicola (leaf spots) on soybeans, cotton and ornamentals, Fusarium (teleomorph: Gibberella) spp.
- Septoria spp. on various plants, e. g. S. glycines (brown spot) on soybeans, S. tritici (syn. Zymoseptoria tritici, Septoria blotch) on wheat and S. (syn. Stagonospora) nodorum (Stagonospo- ra blotch) on cereals.
- compositions of the present invention are suitable for controlling the following causal agents of plant diseases: Corynespora cassiicola (leaf spots) on soybeans, cotton and ornamentals; Ramularia spp., e. g. R. collo-cygni (Ramularia leaf spots, Physiological leaf spots) on barley, R. areola (teleomorph: Mycosphaerella areola) on cotton and R. beticola on sugar beets are controlled by the compositions according to the present invention.
- phytopathogenic fungi that are resistant to DMI, SDHI and/or Qol fungicides are controlled.
- Phytopathogenic fungi being resistant against DMI fungicides preferably comprise mutations in the CYP51 gene, most preferably said mutations are selected from 1381 T, I384L, Y459C, Y460H or any combinations thereof.
- Phytopathogenic fungi being resistant against SDHI fungicides preferably comprise mutations selected from C-H146R, C- H153R, C-N87S or any combinations thereof.
- Phytopathogenic fungi being resistant against Qol fungicides preferably comprise mutations selected from G143A.
- compositions of the present invention are also suitable for controlling harmful microorganisms in the protection of stored products or harvest, and in the protection of materials.
- stored products or harvest is understood to denote natural substances of plant or animal origin and their processed forms for which long-term protection is desired.
- Stored products of plant origin for example stalks, leafs, tubers, seeds, fruits or grains, can be protected in the freshly harvested state or in processed form, such as pre-dried, moistened, comminuted, ground, pressed or roasted, which process is also known as post-harvest treatment.
- timber whether in the form of crude timber, such as construction timber, electricity pylons and barriers, or in the form of finished articles, such as furniture or objects made from wood.
- Stored products of animal origin are hides, leather, furs, hairs and alike.
- stored products is understood to denote natural substances of plant origin and their processed forms, more preferably fruits and their processed forms, such as pomes, stone fruits, soft fruits and citrus fruits and their processed forms, where application of compounds I and compositions thereof can also prevent disadvantageous effects such as decay, discoloration or mold.
- protection of materials is to be understood to denote the protection of technical and non-living materials, such as adhesives, glues, wood, paper, paperboard, textiles, leather, paint dispersions, plastics, cooling lubricants, fiber, or fabrics against the infestation and destruction by harmful microorganisms, such as fungi and bacteria.
- the amount of active substance applied depends on the kind of application area and on the desired effect. Amounts customarily applied in the protection of materials are 0.001 g to 2 kg, preferably 0.005 g to 1 kg, of active substance per cubic meter of treated material.
- compositions of the present invention may be used for improving the health of a plant.
- the invention also relates to a method for improving plant health by treating a plant, its propagation material, and/or the locus where the plant is growing or is to grow with an effective amount of compounds I and compositions thereof, respectively.
- plant health is to be understood to denote a condition of the plant and/or its products which is determined by several indicators alone or in combination with each other, such as yield (e. g. increased biomass and/or increased content of valuable ingredients), plant vigor (e. g. improved plant growth and/or greener leaves (“greening effect”)), quality (e. g. improved content or composition of certain ingredients), and tolerance to abiotic and/or biotic stress.
- yield e. g. increased biomass and/or increased content of valuable ingredients
- plant vigor e. g. improved plant growth and/or greener leaves (“greening effect”)
- quality e. g. improved content or composition of certain ingredients
- tolerance to abiotic and/or biotic stress e. g. improved content or composition of certain ingredients
- compositions of the present invention are employed as such or in form of compositions by treating the fungi, the plants, plant propagation materials, such as seeds; soil, surfaces, materials, or rooms to be protected from fungal attack with a fungicidally effective amount of the active substances.
- the application can be carried out both before and after the infection of the plants, plant propagation materials, such as seeds; soil, surfaces, materials or rooms by the fungi.
- Plant propagation materials may be treated with compositions of the present invention prophylactically either at or before planting or transplanting.
- the amounts of active substances applied are, depending on the kind of effect desired, from 0.001 to 2 kg per ha, preferably from 0.005 to 2 kg per ha, more preferably from 0.05 to 0.9 kg per ha, and in particular from 0.1 to 0.75 kg per ha.
- amounts of active substance of generally from 0.1 to 1000 g, preferably from 1 to 1000 g, more preferably from 1 to 100 g and most preferably from 5 to 100 g, per 100 kg of plant propagation material (preferably seeds) are required.
- the amount of active substances applied depends on the kind of application area and on the desired effect. Amounts custom- arily applied in the protection of materials are 0.001 g to 2 kg, preferably 0.005 g to 1 kg, of active substances per cubic meter of treated material.
- the user applies the agrochemical composition usually from a predosage device, a knapsack sprayer, a spray tank, a spray plane, or an irrigation system.
- the agrochemical composition is made up with water, buffer, and/or further auxiliaries to the desired application concentration and the ready-to-use spray liquor or the agrochemical composition according to the invention is thus obtained.
- 20 to 2000 liters, preferably 50 to 400 liters, of the ready- to-use spray liquor are applied per hectare of agricultural useful area.
- compositions according to the present invention can be converted into customary types of agrochemical compositions, e. g. solutions, emulsions, suspensions, dusts, powders, pastes, granules, pressings, capsules, and mixtures thereof.
- agrochemical compositions e.g. solutions, emulsions, suspensions, dusts, powders, pastes, granules, pressings, capsules, and mixtures thereof.
- composition types are suspensions (e.g. SC, OD, FS), emulsifiable concentrates (e.g. EC), emulsions (e.g. EW, EO, ES, ME), capsules (e.g. CS, ZC), pastes, pastilles, wettable powders or dusts (e.g. WP, SP, WS, DP, DS), pressings (e.g.
- compositions types are defined in the “Catalogue of pesticide formulation types and international coding system”, Technical Monograph No. 2, 6 th Ed. May 2008, CropLife International.
- compositions are prepared in a known manner, such as described by Mollet and Grube- mann, Formulation technology, Wiley VCH, Weinheim, 2001; or Knowles, New developments in crop protection product formulation, Agrow Reports DS243, T&F Informa, London, 2005.
- Suitable auxiliaries are solvents, liquid carriers, solid carriers or fillers, surfactants, dispersants, emulsifiers, wetters, adjuvants, solubilizers, penetration enhancers, protective colloids, adhesion agents, thickeners, humectants, repellents, attractants, feeding stimulants, compatibilizers, bactericides, anti-freezing agents, anti-foaming agents, colorants, tackifiers and binders.
- Suitable solvents and liquid carriers are water and organic solvents, such as mineral oil fractions of medium to high boiling point, e.g. kerosene, diesel oil; oils of vegetable or animal origin; aliphatic, cyclic and aromatic hydrocarbons, e. g. toluene, paraffin, tetrahydronaphthalene, alkylated naphthalenes; alcohols, e.g. ethanol, propanol, butanol, benzylalcohol, cyclohexanol; glycols; DMSO; ketones, e.g. cyclohexanone; esters, e.g.
- mineral oil fractions of medium to high boiling point e.g. kerosene, diesel oil
- oils of vegetable or animal origin oils of vegetable or animal origin
- aliphatic, cyclic and aromatic hydrocarbons e. g. toluene, paraffin, tetrahydronaphthalene, alkylated
- lactates carbonates, fatty acid esters, gamma-butyrolactone; fatty acids; phosphonates; amines; amides, e.g. N-methylpyrrolidone, fatty acid dimethylamides; and mixtures thereof.
- Suitable solid carriers or fillers are mineral earths, e.g. silicates, silica gels, talc, kaolins, limestone, lime, chalk, clays, dolomite, diatomaceous earth, bentonite, calcium sulfate, magnesium sulfate, magnesium oxide; polysaccharides, e.g. cellulose, starch; fertilizers, e.g. ammonium sulfate, ammonium phosphate, ammonium nitrate, ureas; products of vegetable origin, e.g. cereal meal, tree bark meal, wood meal, nutshell meal, and mixtures thereof.
- mineral earths e.g. silicates, silica gels, talc, kaolins, limestone, lime, chalk, clays, dolomite, diatomaceous earth, bentonite, calcium sulfate, magnesium sulfate, magnesium oxide
- polysaccharides e.g. cellulose, starch
- fertilizers
- Suitable surfactants are surface-active compounds, such as anionic, cationic, nonionic and amphoteric surfactants, block polymers, polyelectrolytes, and mixtures thereof. Such surfactants can be used as emulsifier, dispersant, solubilizer, wetter, penetration enhancer, protective colloid, or adjuvant. Examples of surfactants are listed in McCutcheon’s, Vol.1: Emulsifiers & Detergents, McCutcheon’s Directories, Glen Rock, USA, 2008 (International Ed. or North American Ed.).
- Suitable anionic surfactants are alkali, alkaline earth or ammonium salts of sulfonates, sulfates, phosphates, carboxylates, and mixtures thereof.
- sulfonates are alkylarylsulfonates, diphenylsulfonates, alpha-olefin sulfonates, lignine sulfonates, sulfonates of fatty acids and oils, sulfonates of ethoxylated alkylphenols, sulfonates of alkoxylated arylphenols, sulfonates of condensed naphthalenes, sulfonates of dodecyl- and tridecylbenzenes, sulfonates of naphthalenes and alkylnaphthalenes, sulfosuccinates or sulfosuccinamates.
- Examples of sulfates are sulfates of fatty acids and oils, of ethoxylated alkylphenols, of alcohols, of ethoxylated alcohols, or of fatty acid esters.
- Examples of phosphates are phosphate esters.
- Examples of carboxylates are alkyl carboxylates, and carboxylated alcohol or alkylphenol ethoxylates.
- Suitable nonionic surfactants are alkoxylates, N-subsituted fatty acid amides, amine oxides, esters, sugar-based surfactants, polymeric surfactants, and mixtures thereof.
- alkoxylates are compounds such as alcohols, alkylphenols, amines, amides, arylphenols, fatty acids or fatty acid esters which have been alkoxylated with 1 to 50 equivalents.
- Ethylene oxide and/or propylene oxide may be employed for the alkoxylation, preferably ethylene oxide.
- N-subsititued fatty acid amides are fatty acid glucamides or fatty acid alkanolamides.
- esters are fatty acid esters, glycerol esters or monoglycerides.
- sugar- based surfactants are sorbitans, ethoxylated sorbitans, sucrose and glucose esters or alkylpolyglucosides.
- polymeric surfactants are home- or copolymers of vinylpyrrolidone, vinylalcohols, or vinylacetate.
- Suitable cationic surfactants are quaternary surfactants, for example quaternary ammonium compounds with one or two hydrophobic groups, or salts of long-chain primary amines.
- Suitable amphoteric surfactants are alkylbetains and imidazolines.
- Suitable block polymers are block polymers of the A-B or A-B-A type comprising blocks of polyethylene oxide and polypropylene oxide, or of the A-B-C type comprising alkanol, polyethylene oxide and polypropylene oxide.
- Suitable polyelectrolytes are polyacids or polybases. Examples of polyacids are alkali salts of polyacrylic acid or polyacid comb polymers. Examples of polybases are polyvinylamines or polyethyleneamines.
- Suitable adjuvants are compounds, which have a neglectable or even no pesticidal activity themselves, and which improve the biological performance of the inventive mixtures on the target.
- examples are surfactants, mineral or vegeable oils, and other auxilaries. Further examples are listed by Knowles, Adjuvants and additives, Agrow Reports DS256, T&F Informa UK, 2006, chapter 5.
- Suitable thickeners are polysaccharides (e.g. xanthan gum, carboxymethylcellulose), anorganic clays (organically modified or unmodified), polycarboxylates, and silicates.
- Suitable bactericides are bronopol and isothiazolinone derivatives such as alkyliso- thiazolinones and benzisothiazolinones.
- Suitable anti-freezing agents are ethylene glycol, propylene glycol, urea and glycerin.
- Suitable anti-foaming agents are silicones, long chain alcohols, and salts of fatty acids.
- Suitable colorants e.g. in red, blue, or green
- Suitable colorants are pigments of low water solubility and water- soluble dyes. Examples are inorganic colorants (e.g. iron oxide, titan oxide, iron hexacyanoferrate) and organic colorants (e.g. alizarin-, azo- and phthalocyanine colorants).
- Suitable tackifiers or binders are polyvinylpyrrolidons, polyvinylacetates, polyvinyl alcohols, polyacrylates, biological or synthetic waxes, and cellulose ethers.
- Examples for agrochemical composition types and their preparation are: i) Water-soluble concentrates (SL, LS)
- Emulsions (EW, EO, ES)
- emulsifiers e.g. calcium dodecylbenzenesulfonate and castor oil ethoxylate
- water-insoluble organic solvent e.g. aromatic hydrocarbon
- active ingredients are comminuted with addition of 2-10 wt% dispersants and wetting agents (e.g. sodium lignosulfonate and alcohol ethoxylate), 0.1- 2 wt% thickener (e.g. xanthan gum) and water ad 100 wt% to give a fine active substance suspension. Dilution with water gives a stable suspension of the active substance.
- dispersants and wetting agents e.g. sodium lignosulfonate and alcohol ethoxylate
- 0.1- 2 wt% thickener e.g. xanthan gum
- water ad 100 wt% e.g. xanthan gum
- active ingredients 50-80 wt% of active ingredients are ground finely with addition of dispersants and wetting agents (e.g. sodium lignosulfonate and alcohol ethoxylate) ad 100 wt% and prepared as water- dispersible or water-soluble granules by means of technical appliances (e. g. extrusion, spray tower, fluidized bed). Dilution with water gives a stable dispersion or solution of the active substance.
- dispersants and wetting agents e.g. sodium lignosulfonate and alcohol ethoxylate
- active ingredients 50-80 wt% of active ingredients are ground in a rotor-stator mill with addition of 1-5 wt% dispersants (e.g. sodium lignosulfonate), 1-3 wt% wetting agents (e.g. alcohol ethoxylate) and solid carrier (e.g. silica gel) ad 100 wt%. Dilution with water gives a stable dispersion or solution of the active substance.
- dispersants e.g. sodium lignosulfonate
- wetting agents e.g. alcohol ethoxylate
- solid carrier e.g. silica gel
- An oil phase comprising 5-50 wt% of active ingredients, 0-40 wt% water insoluble organic solvent (e.g. aromatic hydrocarbon), 2-15 wt% acrylic monomers (e.g. methylmethacrylate, methacrylic acid and a di- or triacrylate) are dispersed into an aqueous solution of a protective colloid (e.g. polyvinyl alcohol). Radical polymerization initiated by a radical initiator results in the formation of poly(meth)acrylate microcapsules.
- an oil phase comprising 5-50 wt% of an inventive mixture according to the invention, 0-40 wt% water insoluble organic solvent (e.g. aromatic hydrocarbon), and an isocyanate monomer (e.g.
- diphenylmethene-4,4’-diisocyanatae are dispersed into an aqueous solution of a protective colloid (e.g. polyvinyl alcohol).
- a protective colloid e.g. polyvinyl alcohol.
- the addition of a polyamine results in the formation of polyurea microcapsules.
- the monomers amount to 1-10 wt%.
- the wt% relate to the total CS composition.
- organic solvent e.g. aromatic hydrocarbon
- compositions types i) to xi) may optionally comprise further auxiliaries, such as 0.1-1 wt% bactericides, 5-15 wt% anti-freezing agents, 0.1-1 wt% anti-foaming agents, and 0.1-1 wt% colorants.
- auxiliaries such as 0.1-1 wt% bactericides, 5-15 wt% anti-freezing agents, 0.1-1 wt% anti-foaming agents, and 0.1-1 wt% colorants.
- the resulting agrochemical compositions generally comprise between 0.01 and 95%, preferably between 0.1 and 90%, in particular between 0.5 and 75%, by weight of active substances.
- the active substances are employed in a purity of from 90% to 100%, preferably from 95% to 100% (according to NMR spectrum).
- Solutions for seed treatment (LS), Suspoemulsions (SE), flowable concentrates (FS), powders for dry treatment (DS), water-dispersible powders for slurry treatment (WS), water-soluble powders (SS), emulsions (ES), emulsifiable concentrates (EC) and gels (GF) are usually employed for the purposes of treatment of plant propagation materials, particularly seeds.
- the compositions in question give, after two-to-tenfold dilution, active substance concentrations of from 0.01 to 60% by weight, preferably from 0.1 to 40%, in the ready-to-use preparations. Application can be carried out before or during sowing.
- Methods for applying the inventive mixtures and compositions thereof, respectively, on to plant propagation material, especially seeds include dressing, coating, pelleting, dusting, soaking and in-furrow application methods of the propagation material.
- the inventive compositions are applied on to the plant propagation material by a method such that germination is not induced, e. g. by seed dressing, pelleting, coating and dusting.
- oils, wetters, adjuvants, fertilizer, or micronutrients, and further pesticides may be added to the active substances or the compositions comprising them as premix or, if appropriate not until immediately prior to use (tank mix).
- pesticides e.g. herbicides, insecticides, fungicides, growth regulators, safeners
- These agents can be admixed with the compositions according to the invention in a weight ratio of 1 : 100 to 100: 1 , preferably 1 : 10 to 10: 1 .
- the user applies the composition according to the invention usually from a predosage device, a knapsack sprayer, a spray tank, a spray plane, or an irrigation system.
- the agrochemical composition is made up with water, buffer, and/or further auxiliaries to the desired application concentration and the ready-to-use spray liquor or the agrochemical composition according to the invention is thus obtained.
- 20 to 2000 liters, preferably 50 to 400 liters, of the ready-to-use spray liquor are applied per hectare of agricultural useful area.
- kits for preparing a usable fungicidal composition comprising a) a composition comprising mefentrifluconazole and at least one auxiliary; and b) a composition comprising at least one component II) and at least one auxiliary; and optionally c) a composition comprising at least one auxiliary and optionally a further active component as defined herein.
- compositions When preparing the compositions, it is preferred to employ the pure active compounds, to which further active compounds against pests, such as insecticides, herbicides, fungicides or else herbicidal or growth-regulating active compounds or fertilizers can be added as further active components according to need.
- pests such as insecticides, herbicides, fungicides or else herbicidal or growth-regulating active compounds or fertilizers can be added as further active components according to need.
- the term plant refers to an entire plant, a part of the plant or the propagation material of the plant.
- the separate or joint application of the compounds of the inventive compositions is carried out by spraying or dusting the seeds, the seedlings, the plants or the soils before or after sowing of the plants or before or after emergence of the plants.
- Customary application rates in the protection of materials are, for example, from 0.01 g to 1000 g of active compounds per m 2 treated material, desirably from 0.1 g to 50 g per m 2 .
- the content of the mixture of the active ingredients is from 0.001 to 80 weight %, preferably from 0.01 to 50 weight % and most preferably from 0.01 to 15 weight %.
- the fungicidal action of the mixtures according to the invention can be shown by the tests described below.
- the visually determined percentages of infected leaf areas are converted into efficacies in % of the untreated control.
- the efficacy (E) is calculated as follows using Abbot's formula:
- An efficacy of 0 means that the infection level of the treated plants corresponds to that of the untreated control plants; an efficacy of 100 means that the treated plants were not infected.
- the expected efficacies of active compound combinations may be determined using Colby's formula (Colby, S.R. "Calculating synergistic and antagonistic responses of herbicide combinations", Weeds, 15, pp. 20-22, 1967) and compared with the observed efficacies.
- E expected efficacy expressed in % of the untreated control, when using the mixture of the active compounds A and B at the concentrations a and b x efficacy, expressed in % of the untreated control, when using the active compound A at the concentration a y efficacy, expressed in % of the untreated control, when using the active compound B at the concentration b.
- the active compounds were formulated separately as a stock solution having a concentration of 10000 ppm in dimethyl sulfoxide.
- the stock solutions were mixed according to the ratio, pipetted onto a micro titer plate (MTP) and diluted with water to the stated concentrations.
- MTP micro titer plate
- a spore suspension Cercospora sojina in an aqueous biomalt or yeast-bactopeptone-sodiumacetate solution was then added.
- the plates were placed in a water vapor-saturated chamber at a temperature of 18°C. Using an absorption photometer, the MTPs were measured at 405 nm 7 days after the inoculation.
- the experiments 2-5 were carried out following the procedure for the Experiment 1.
- the measured parameters were compared to the growth of the active compound-free control variant (100%) and the fungus-free blank value to determine the relative growth in % of the pathogens in the respective active compounds.
- An efficacy of 0 means that the growth level of the pathogens corresponds to that of the untreated control; an efficacy of 100 means that the pathogens were not growing.
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Abstract
La présente invention concerne des compositions comprenant du méfenpyr-diéthyl et un composé choisi parmi le méfentrifluconazole, le metyltétraprole, le benzovindiflupyr, le pydiflumétofène, l'inpyrfluxam, l'isoflucypram, le cyclobutrifluram, le fluindapyr, le pyrapropoyne, le pyraziflumide, le fenpicoxamide, le florylpixoxamide, l'ipflufénoquine, la quinofumeline, le pyridachlométhyle, le 4-[[6-[2-(2,4-difluorophényl) -1,1-difluoro-2-hydroxy-3-(5-sulfanyl-1,2,4-triazol-1-yl)propyl]-3-pyridyl]oxy]benzonitrile et le N'-(2,5-diméthyl-4-phénoxy-phényl)-N-éthyl-N-méthyl-formamidine, ainsi que leurs sels acceptables sur le plan agricole. En outre, l'invention concerne l'utilisation de telles compositions et des procédés pour lutter contre des champignons nuisibles à l'aide de ces compositions.
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