CN107041367A - 协同杀真菌活性化合物结合物 - Google Patents
协同杀真菌活性化合物结合物 Download PDFInfo
- Publication number
- CN107041367A CN107041367A CN201611020860.7A CN201611020860A CN107041367A CN 107041367 A CN107041367 A CN 107041367A CN 201611020860 A CN201611020860 A CN 201611020860A CN 107041367 A CN107041367 A CN 107041367A
- Authority
- CN
- China
- Prior art keywords
- active compound
- formula
- group
- compound combinations
- methyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 230000000855 fungicidal effect Effects 0.000 title claims abstract description 21
- 230000002195 synergetic effect Effects 0.000 title claims description 28
- 150000001875 compounds Chemical class 0.000 claims abstract description 288
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims abstract description 40
- 239000000203 mixture Substances 0.000 claims description 45
- 241000233866 Fungi Species 0.000 claims description 16
- 230000003032 phytopathogenic effect Effects 0.000 claims description 15
- 238000002360 preparation method Methods 0.000 claims description 13
- 238000000034 method Methods 0.000 claims description 11
- CRQQGFGUEAVUIL-UHFFFAOYSA-N chlorothalonil Chemical compound ClC1=C(Cl)C(C#N)=C(Cl)C(C#N)=C1Cl CRQQGFGUEAVUIL-UHFFFAOYSA-N 0.000 claims description 9
- 230000009261 transgenic effect Effects 0.000 claims description 9
- 239000005747 Chlorothalonil Substances 0.000 claims description 8
- 239000005820 Prochloraz Substances 0.000 claims description 8
- TVLSRXXIMLFWEO-UHFFFAOYSA-N prochloraz Chemical compound C1=CN=CN1C(=O)N(CCC)CCOC1=C(Cl)C=C(Cl)C=C1Cl TVLSRXXIMLFWEO-UHFFFAOYSA-N 0.000 claims description 8
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 7
- JNPZQRQPIHJYNM-UHFFFAOYSA-N carbendazim Chemical compound C1=C[CH]C2=NC(NC(=O)OC)=NC2=C1 JNPZQRQPIHJYNM-UHFFFAOYSA-N 0.000 claims description 7
- 239000005735 Benalaxyl-M Substances 0.000 claims description 6
- 239000005736 Benthiavalicarb Substances 0.000 claims description 6
- TWFZGCMQGLPBSX-UHFFFAOYSA-N Carbendazim Natural products C1=CC=C2NC(NC(=O)OC)=NC2=C1 TWFZGCMQGLPBSX-UHFFFAOYSA-N 0.000 claims description 6
- CJPQIRJHIZUAQP-MRXNPFEDSA-N benalaxyl-M Chemical compound CC=1C=CC=C(C)C=1N([C@H](C)C(=O)OC)C(=O)CC1=CC=CC=C1 CJPQIRJHIZUAQP-MRXNPFEDSA-N 0.000 claims description 6
- VVSLYIKSEBPRSN-PELKAZGASA-N benthiavalicarb Chemical compound C1=C(F)C=C2SC([C@@H](C)NC(=O)[C@@H](NC(O)=O)C(C)C)=NC2=C1 VVSLYIKSEBPRSN-PELKAZGASA-N 0.000 claims description 6
- 239000006013 carbendazim Substances 0.000 claims description 6
- 229910052698 phosphorus Inorganic materials 0.000 claims description 6
- 239000011574 phosphorus Substances 0.000 claims description 6
- MGSIJDCPNJZOHF-YFKPBYRVSA-N 5-chloro-6-(2,4,6-trifluorophenyl)-n-[(2s)-1,1,1-trifluoropropan-2-yl]-[1,2,4]triazolo[1,5-a]pyrimidin-7-amine Chemical compound ClC1=NC2=NC=NN2C(N[C@@H](C)C(F)(F)F)=C1C1=C(F)C=C(F)C=C1F MGSIJDCPNJZOHF-YFKPBYRVSA-N 0.000 claims description 5
- PUYXTUJWRLOUCW-UHFFFAOYSA-N spiroxamine Chemical compound O1C(CN(CC)CCC)COC11CCC(C(C)(C)C)CC1 PUYXTUJWRLOUCW-UHFFFAOYSA-N 0.000 claims description 4
- BMVBXRJVLUMWNN-MRVPVSSYSA-N 5-chloro-n-[(2r)-3-methylbutan-2-yl]-6-(2,4,6-trifluorophenyl)-[1,2,4]triazolo[1,5-a]pyrimidin-7-amine Chemical compound ClC1=NC2=NC=NN2C(N[C@H](C)C(C)C)=C1C1=C(F)C=C(F)C=C1F BMVBXRJVLUMWNN-MRVPVSSYSA-N 0.000 claims description 3
- 239000004606 Fillers/Extenders Substances 0.000 claims description 3
- 239000005837 Spiroxamine Substances 0.000 claims description 3
- LMVPQMGRYSRMIW-KRWDZBQOSA-N fenamidone Chemical compound O=C([C@@](C)(N=C1SC)C=2C=CC=CC=2)N1NC1=CC=CC=C1 LMVPQMGRYSRMIW-KRWDZBQOSA-N 0.000 claims description 3
- 239000005774 Fenamidone Substances 0.000 claims description 2
- 239000004094 surface-active agent Substances 0.000 claims description 2
- JGSARLDLIJGVTE-MBNYWOFBSA-N Penicillin G Chemical compound N([C@H]1[C@H]2SC([C@@H](N2C1=O)C(O)=O)(C)C)C(=O)CC1=CC=CC=C1 JGSARLDLIJGVTE-MBNYWOFBSA-N 0.000 claims 2
- 150000002917 oxazolidines Chemical class 0.000 claims 2
- HYVWIQDYBVKITD-UHFFFAOYSA-N tolylfluanid Chemical compound CN(C)S(=O)(=O)N(SC(F)(Cl)Cl)C1=CC=C(C)C=C1 HYVWIQDYBVKITD-UHFFFAOYSA-N 0.000 claims 2
- 239000005808 Metalaxyl-M Substances 0.000 claims 1
- 229930182555 Penicillin Natural products 0.000 claims 1
- LDLMOOXUCMHBMZ-UHFFFAOYSA-N bixafen Chemical compound FC(F)C1=NN(C)C=C1C(=O)NC1=CC=C(F)C=C1C1=CC=C(Cl)C(Cl)=C1 LDLMOOXUCMHBMZ-UHFFFAOYSA-N 0.000 claims 1
- ZQEIXNIJLIKNTD-GFCCVEGCSA-N metalaxyl-M Chemical compound COCC(=O)N([C@H](C)C(=O)OC)C1=C(C)C=CC=C1C ZQEIXNIJLIKNTD-GFCCVEGCSA-N 0.000 claims 1
- 229940049954 penicillin Drugs 0.000 claims 1
- 239000000417 fungicide Substances 0.000 abstract description 7
- 239000013543 active substance Substances 0.000 abstract 2
- 241000196324 Embryophyta Species 0.000 description 110
- 230000000694 effects Effects 0.000 description 87
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 51
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 45
- -1 cyano, methyl Chemical group 0.000 description 44
- 238000012360 testing method Methods 0.000 description 41
- 239000001257 hydrogen Substances 0.000 description 37
- 229910052739 hydrogen Inorganic materials 0.000 description 37
- 239000000460 chlorine Substances 0.000 description 35
- 229910052801 chlorine Inorganic materials 0.000 description 35
- 238000002156 mixing Methods 0.000 description 34
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 32
- 239000003995 emulsifying agent Substances 0.000 description 26
- 239000002904 solvent Substances 0.000 description 26
- 229910052731 fluorine Inorganic materials 0.000 description 24
- 239000011737 fluorine Substances 0.000 description 24
- 238000009472 formulation Methods 0.000 description 24
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 24
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 23
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 22
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 21
- 230000001681 protective effect Effects 0.000 description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 17
- 238000011081 inoculation Methods 0.000 description 16
- 239000000725 suspension Substances 0.000 description 15
- 239000005869 Pyraclostrobin Substances 0.000 description 14
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 14
- HZRSNVGNWUDEFX-UHFFFAOYSA-N pyraclostrobin Chemical compound COC(=O)N(OC)C1=CC=CC=C1COC1=NN(C=2C=CC(Cl)=CC=2)C=C1 HZRSNVGNWUDEFX-UHFFFAOYSA-N 0.000 description 14
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 13
- 239000012141 concentrate Substances 0.000 description 13
- 125000002877 alkyl aryl group Chemical group 0.000 description 12
- 208000015181 infectious disease Diseases 0.000 description 12
- 239000010695 polyglycol Substances 0.000 description 12
- 229920000151 polyglycol Polymers 0.000 description 12
- 230000001225 therapeutic effect Effects 0.000 description 12
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 11
- 0 Cc1c(C)cc2N(*)C(*)Nc2c1 Chemical compound Cc1c(C)cc2N(*)C(*)Nc2c1 0.000 description 11
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 11
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 11
- 238000011156 evaluation Methods 0.000 description 10
- 229910052736 halogen Inorganic materials 0.000 description 10
- 150000002367 halogens Chemical class 0.000 description 10
- 229920000742 Cotton Polymers 0.000 description 9
- 244000299507 Gossypium hirsutum Species 0.000 description 9
- 240000005979 Hordeum vulgare Species 0.000 description 9
- 235000007340 Hordeum vulgare Nutrition 0.000 description 9
- 241000736122 Parastagonospora nodorum Species 0.000 description 9
- 235000021307 Triticum Nutrition 0.000 description 9
- 241000209140 Triticum Species 0.000 description 9
- 240000008042 Zea mays Species 0.000 description 9
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 9
- 125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 description 9
- 230000012010 growth Effects 0.000 description 9
- 238000000338 in vitro Methods 0.000 description 9
- 238000005507 spraying Methods 0.000 description 9
- 241000209094 Oryza Species 0.000 description 8
- 239000005823 Propineb Substances 0.000 description 8
- 125000001246 bromo group Chemical group Br* 0.000 description 8
- 238000011534 incubation Methods 0.000 description 8
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 8
- 239000001965 potato dextrose agar Substances 0.000 description 8
- 239000000843 powder Substances 0.000 description 8
- KKMLIVYBGSAJPM-UHFFFAOYSA-L propineb Chemical compound [Zn+2].[S-]C(=S)NC(C)CNC([S-])=S KKMLIVYBGSAJPM-UHFFFAOYSA-L 0.000 description 8
- PXMNMQRDXWABCY-UHFFFAOYSA-N 1-(4-chlorophenyl)-4,4-dimethyl-3-(1H-1,2,4-triazol-1-ylmethyl)pentan-3-ol Chemical compound C1=NC=NN1CC(O)(C(C)(C)C)CCC1=CC=C(Cl)C=C1 PXMNMQRDXWABCY-UHFFFAOYSA-N 0.000 description 7
- MPLGPKQCMGHDRP-UHFFFAOYSA-N 1-chlorocyclopropane-1-carboxamide Chemical class NC(=O)C1(Cl)CC1 MPLGPKQCMGHDRP-UHFFFAOYSA-N 0.000 description 7
- 239000005730 Azoxystrobin Substances 0.000 description 7
- 241000123650 Botrytis cinerea Species 0.000 description 7
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 7
- 244000068988 Glycine max Species 0.000 description 7
- 235000010469 Glycine max Nutrition 0.000 description 7
- 239000005802 Mancozeb Substances 0.000 description 7
- 239000005839 Tebuconazole Substances 0.000 description 7
- WFDXOXNFNRHQEC-GHRIWEEISA-N azoxystrobin Chemical compound CO\C=C(\C(=O)OC)C1=CC=CC=C1OC1=CC(OC=2C(=CC=CC=2)C#N)=NC=N1 WFDXOXNFNRHQEC-GHRIWEEISA-N 0.000 description 7
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 7
- 229910052794 bromium Inorganic materials 0.000 description 7
- 239000008187 granular material Substances 0.000 description 7
- 239000007788 liquid Substances 0.000 description 7
- 239000002689 soil Substances 0.000 description 7
- LDVVMCZRFWMZSG-OLQVQODUSA-N (3ar,7as)-2-(trichloromethylsulfanyl)-3a,4,7,7a-tetrahydroisoindole-1,3-dione Chemical compound C1C=CC[C@H]2C(=O)N(SC(Cl)(Cl)Cl)C(=O)[C@H]21 LDVVMCZRFWMZSG-OLQVQODUSA-N 0.000 description 6
- PFFIDZXUXFLSSR-UHFFFAOYSA-N 1-methyl-N-[2-(4-methylpentan-2-yl)-3-thienyl]-3-(trifluoromethyl)pyrazole-4-carboxamide Chemical compound S1C=CC(NC(=O)C=2C(=NN(C)C=2)C(F)(F)F)=C1C(C)CC(C)C PFFIDZXUXFLSSR-UHFFFAOYSA-N 0.000 description 6
- KWLVWJPJKJMCSH-UHFFFAOYSA-N 2-(4-chlorophenyl)-N-{2-[3-methoxy-4-(prop-2-yn-1-yloxy)phenyl]ethyl}-2-(prop-2-yn-1-yloxy)acetamide Chemical compound C1=C(OCC#C)C(OC)=CC(CCNC(=O)C(OCC#C)C=2C=CC(Cl)=CC=2)=C1 KWLVWJPJKJMCSH-UHFFFAOYSA-N 0.000 description 6
- 239000005745 Captan Substances 0.000 description 6
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 6
- 239000005977 Ethylene Substances 0.000 description 6
- 239000005776 Fenhexamid Substances 0.000 description 6
- 239000005780 Fluazinam Substances 0.000 description 6
- 239000005789 Folpet Substances 0.000 description 6
- 235000007164 Oryza sativa Nutrition 0.000 description 6
- 239000005816 Penthiopyrad Substances 0.000 description 6
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 6
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 6
- 229940117949 captan Drugs 0.000 description 6
- 235000013877 carbamide Nutrition 0.000 description 6
- 235000005822 corn Nutrition 0.000 description 6
- VDLGAVXLJYLFDH-UHFFFAOYSA-N fenhexamid Chemical compound C=1C=C(O)C(Cl)=C(Cl)C=1NC(=O)C1(C)CCCCC1 VDLGAVXLJYLFDH-UHFFFAOYSA-N 0.000 description 6
- UZCGKGPEKUCDTF-UHFFFAOYSA-N fluazinam Chemical compound [O-][N+](=O)C1=CC(C(F)(F)F)=C(Cl)C([N+]([O-])=O)=C1NC1=NC=C(C(F)(F)F)C=C1Cl UZCGKGPEKUCDTF-UHFFFAOYSA-N 0.000 description 6
- HKIOYBQGHSTUDB-UHFFFAOYSA-N folpet Chemical compound C1=CC=C2C(=O)N(SC(Cl)(Cl)Cl)C(=O)C2=C1 HKIOYBQGHSTUDB-UHFFFAOYSA-N 0.000 description 6
- YKSNLCVSTHTHJA-UHFFFAOYSA-L maneb Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S YKSNLCVSTHTHJA-UHFFFAOYSA-L 0.000 description 6
- 229920000940 maneb Polymers 0.000 description 6
- 235000009566 rice Nutrition 0.000 description 6
- MNHVNIJQQRJYDH-UHFFFAOYSA-N 2-[2-(1-chlorocyclopropyl)-3-(2-chlorophenyl)-2-hydroxypropyl]-1,2-dihydro-1,2,4-triazole-3-thione Chemical compound N1=CNC(=S)N1CC(C1(Cl)CC1)(O)CC1=CC=CC=C1Cl MNHVNIJQQRJYDH-UHFFFAOYSA-N 0.000 description 5
- 239000005740 Boscalid Substances 0.000 description 5
- 239000005752 Copper oxychloride Substances 0.000 description 5
- 239000005754 Cyazofamid Substances 0.000 description 5
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 5
- 241000221785 Erysiphales Species 0.000 description 5
- 239000005784 Fluoxastrobin Substances 0.000 description 5
- 241000223218 Fusarium Species 0.000 description 5
- 235000007688 Lycopersicon esculentum Nutrition 0.000 description 5
- 239000005807 Metalaxyl Substances 0.000 description 5
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical class OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 5
- 241000233622 Phytophthora infestans Species 0.000 description 5
- 239000005825 Prothioconazole Substances 0.000 description 5
- 240000003768 Solanum lycopersicum Species 0.000 description 5
- 244000061456 Solanum tuberosum Species 0.000 description 5
- 235000002595 Solanum tuberosum Nutrition 0.000 description 5
- 239000005857 Trifloxystrobin Substances 0.000 description 5
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 5
- 229940118790 boscalid Drugs 0.000 description 5
- WYEMLYFITZORAB-UHFFFAOYSA-N boscalid Chemical compound C1=CC(Cl)=CC=C1C1=CC=CC=C1NC(=O)C1=CC=CN=C1Cl WYEMLYFITZORAB-UHFFFAOYSA-N 0.000 description 5
- HKMOPYJWSFRURD-UHFFFAOYSA-N chloro hypochlorite;copper Chemical compound [Cu].ClOCl HKMOPYJWSFRURD-UHFFFAOYSA-N 0.000 description 5
- YXKMMRDKEKCERS-UHFFFAOYSA-N cyazofamid Chemical compound CN(C)S(=O)(=O)N1C(C#N)=NC(Cl)=C1C1=CC=C(C)C=C1 YXKMMRDKEKCERS-UHFFFAOYSA-N 0.000 description 5
- OAWUUPVZMNKZRY-UHFFFAOYSA-N cyprosulfamide Chemical compound COC1=CC=CC=C1C(=O)NS(=O)(=O)C1=CC=C(C(=O)NC2CC2)C=C1 OAWUUPVZMNKZRY-UHFFFAOYSA-N 0.000 description 5
- 150000002148 esters Chemical class 0.000 description 5
- UFEODZBUAFNAEU-NLRVBDNBSA-N fluoxastrobin Chemical compound C=1C=CC=C(OC=2C(=C(OC=3C(=CC=CC=3)Cl)N=CN=2)F)C=1C(=N/OC)\C1=NOCCO1 UFEODZBUAFNAEU-NLRVBDNBSA-N 0.000 description 5
- 238000003306 harvesting Methods 0.000 description 5
- ZQEIXNIJLIKNTD-UHFFFAOYSA-N methyl N-(2,6-dimethylphenyl)-N-(methoxyacetyl)alaninate Chemical compound COCC(=O)N(C(C)C(=O)OC)C1=C(C)C=CC=C1C ZQEIXNIJLIKNTD-UHFFFAOYSA-N 0.000 description 5
- 108090000623 proteins and genes Proteins 0.000 description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
- 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 5
- 239000011701 zinc Substances 0.000 description 5
- 229910052725 zinc Inorganic materials 0.000 description 5
- RYAUSSKQMZRMAI-ALOPSCKCSA-N (2S,6R)-4-[3-(4-tert-butylphenyl)-2-methylpropyl]-2,6-dimethylmorpholine Chemical compound C=1C=C(C(C)(C)C)C=CC=1CC(C)CN1C[C@H](C)O[C@H](C)C1 RYAUSSKQMZRMAI-ALOPSCKCSA-N 0.000 description 4
- QNBTYORWCCMPQP-JXAWBTAJSA-N (Z)-dimethomorph Chemical compound C1=C(OC)C(OC)=CC=C1C(\C=1C=CC(Cl)=CC=1)=C/C(=O)N1CCOCC1 QNBTYORWCCMPQP-JXAWBTAJSA-N 0.000 description 4
- WKBPZYKAUNRMKP-UHFFFAOYSA-N 1-[2-(2,4-dichlorophenyl)pentyl]1,2,4-triazole Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(CCC)CN1C=NC=N1 WKBPZYKAUNRMKP-UHFFFAOYSA-N 0.000 description 4
- HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical compound C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 description 4
- STMIIPIFODONDC-UHFFFAOYSA-N 2-(2,4-dichlorophenyl)-1-(1H-1,2,4-triazol-1-yl)hexan-2-ol Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(O)(CCCC)CN1C=NC=N1 STMIIPIFODONDC-UHFFFAOYSA-N 0.000 description 4
- PXBFMLJZNCDSMP-UHFFFAOYSA-N 2-Aminobenzamide Chemical class NC(=O)C1=CC=CC=C1N PXBFMLJZNCDSMP-UHFFFAOYSA-N 0.000 description 4
- ZQMRDENWZKMOTM-UHFFFAOYSA-N 2-butoxy-6-iodo-3-propylchromen-4-one Chemical compound C1=C(I)C=C2C(=O)C(CCC)=C(OCCCC)OC2=C1 ZQMRDENWZKMOTM-UHFFFAOYSA-N 0.000 description 4
- BMEIGUQCIYLQRT-UHFFFAOYSA-N 2-chloro-4-[(2-fluoro-2-methylpropanoyl)amino]-n,n-dimethylbenzamide Chemical compound CN(C)C(=O)C1=CC=C(NC(=O)C(C)(C)F)C=C1Cl BMEIGUQCIYLQRT-UHFFFAOYSA-N 0.000 description 4
- GKVQZPHJTZNANS-UHFFFAOYSA-N 2-ethoxy-6-iodo-3-propylchromen-4-one Chemical compound C1=C(I)C=C2C(=O)C(CCC)=C(OCC)OC2=C1 GKVQZPHJTZNANS-UHFFFAOYSA-N 0.000 description 4
- MEYCYYFOVOERCT-UHFFFAOYSA-N 2-iodochromen-4-one Chemical class C1=CC=C2OC(I)=CC(=O)C2=C1 MEYCYYFOVOERCT-UHFFFAOYSA-N 0.000 description 4
- WEDKTMOIKOKBSH-UHFFFAOYSA-N 4,5-dihydrothiadiazole Chemical compound C1CN=NS1 WEDKTMOIKOKBSH-UHFFFAOYSA-N 0.000 description 4
- NSPMIYGKQJPBQR-UHFFFAOYSA-N 4H-1,2,4-triazole Chemical compound C=1N=CNN=1 NSPMIYGKQJPBQR-UHFFFAOYSA-N 0.000 description 4
- ASMNSUBMNZQTTG-UHFFFAOYSA-N 5-chloro-7-(4-methylpiperidin-1-yl)-6-(2,4,6-trifluorophenyl)-[1,2,4]triazolo[1,5-a]pyrimidine Chemical compound C1CC(C)CCN1C1=C(C=2C(=CC(F)=CC=2F)F)C(Cl)=NC2=NC=NN12 ASMNSUBMNZQTTG-UHFFFAOYSA-N 0.000 description 4
- 241000894006 Bacteria Species 0.000 description 4
- KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 description 4
- 239000005761 Dimethomorph Substances 0.000 description 4
- 239000005762 Dimoxystrobin Substances 0.000 description 4
- 239000005778 Fenpropimorph Substances 0.000 description 4
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 4
- 239000005813 Penconazole Substances 0.000 description 4
- 239000005818 Picoxystrobin Substances 0.000 description 4
- 239000005822 Propiconazole Substances 0.000 description 4
- 241001123569 Puccinia recondita Species 0.000 description 4
- 241000228453 Pyrenophora Species 0.000 description 4
- 239000005828 Pyrimethanil Substances 0.000 description 4
- 241000813090 Rhizoctonia solani Species 0.000 description 4
- 240000006394 Sorghum bicolor Species 0.000 description 4
- 229930182692 Strobilurin Natural products 0.000 description 4
- 239000012911 assay medium Substances 0.000 description 4
- 239000000969 carrier Substances 0.000 description 4
- 244000038559 crop plants Species 0.000 description 4
- 125000004093 cyano group Chemical group *C#N 0.000 description 4
- 150000008056 dicarboxyimides Chemical class 0.000 description 4
- WXUZAHCNPWONDH-DYTRJAOYSA-N dimoxystrobin Chemical compound CNC(=O)C(=N\OC)\C1=CC=CC=C1COC1=CC(C)=CC=C1C WXUZAHCNPWONDH-DYTRJAOYSA-N 0.000 description 4
- 239000012990 dithiocarbamate Substances 0.000 description 4
- 150000004659 dithiocarbamates Chemical class 0.000 description 4
- 230000002538 fungal effect Effects 0.000 description 4
- XDDAORKBJWWYJS-UHFFFAOYSA-N glyphosate Chemical compound OC(=O)CNCP(O)(O)=O XDDAORKBJWWYJS-UHFFFAOYSA-N 0.000 description 4
- 229910052500 inorganic mineral Inorganic materials 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- IBSNKSODLGJUMQ-SDNWHVSQSA-N picoxystrobin Chemical compound CO\C=C(\C(=O)OC)C1=CC=CC=C1COC1=CC=CC(C(F)(F)F)=N1 IBSNKSODLGJUMQ-SDNWHVSQSA-N 0.000 description 4
- STJLVHWMYQXCPB-UHFFFAOYSA-N propiconazole Chemical compound O1C(CCC)COC1(C=1C(=CC(Cl)=CC=1)Cl)CN1N=CN=C1 STJLVHWMYQXCPB-UHFFFAOYSA-N 0.000 description 4
- 239000011814 protection agent Substances 0.000 description 4
- ZLIBICFPKPWGIZ-UHFFFAOYSA-N pyrimethanil Chemical compound CC1=CC(C)=NC(NC=2C=CC=CC=2)=N1 ZLIBICFPKPWGIZ-UHFFFAOYSA-N 0.000 description 4
- 238000009331 sowing Methods 0.000 description 4
- 238000002834 transmittance Methods 0.000 description 4
- 150000003852 triazoles Chemical class 0.000 description 4
- HZJKXKUJVSEEFU-UHFFFAOYSA-N 2-(4-chlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)hexanenitrile Chemical compound C=1C=C(Cl)C=CC=1C(CCCC)(C#N)CN1C=NC=N1 HZJKXKUJVSEEFU-UHFFFAOYSA-N 0.000 description 3
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- NMWKWBPNKPGATC-UHFFFAOYSA-N 4,5,6,7-tetrachloro-2-benzofuran-1(3H)-one Chemical compound ClC1=C(Cl)C(Cl)=C2COC(=O)C2=C1Cl NMWKWBPNKPGATC-UHFFFAOYSA-N 0.000 description 3
- NUTKUZBTFOZHPW-UHFFFAOYSA-N 6-iodo-2-propoxy-3-propylchromen-4-one Chemical compound C1=C(I)C=C2C(=O)C(CCC)=C(OCCC)OC2=C1 NUTKUZBTFOZHPW-UHFFFAOYSA-N 0.000 description 3
- 241000213004 Alternaria solani Species 0.000 description 3
- 239000005734 Benalaxyl Substances 0.000 description 3
- 235000006008 Brassica napus var napus Nutrition 0.000 description 3
- 240000008067 Cucumis sativus Species 0.000 description 3
- 239000005758 Cyprodinil Substances 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 239000005562 Glyphosate Substances 0.000 description 3
- 241000238631 Hexapoda Species 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
- WRYCSMQKUKOKBP-UHFFFAOYSA-N Imidazolidine Chemical compound C1CNCN1 WRYCSMQKUKOKBP-UHFFFAOYSA-N 0.000 description 3
- 241001495448 Impatiens <genus> Species 0.000 description 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 3
- 241001465754 Metazoa Species 0.000 description 3
- 239000005810 Metrafenone Substances 0.000 description 3
- 239000005811 Myclobutanil Substances 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 244000046052 Phaseolus vulgaris Species 0.000 description 3
- 235000010627 Phaseolus vulgaris Nutrition 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 125000002947 alkylene group Chemical group 0.000 description 3
- 150000001556 benzimidazoles Chemical class 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- JHRWWRDRBPCWTF-OLQVQODUSA-N captafol Chemical compound C1C=CC[C@H]2C(=O)N(SC(Cl)(Cl)C(Cl)Cl)C(=O)[C@H]21 JHRWWRDRBPCWTF-OLQVQODUSA-N 0.000 description 3
- 150000004657 carbamic acid derivatives Chemical class 0.000 description 3
- 239000004202 carbamide Substances 0.000 description 3
- 235000013339 cereals Nutrition 0.000 description 3
- 125000001309 chloro group Chemical group Cl* 0.000 description 3
- HAORKNGNJCEJBX-UHFFFAOYSA-N cyprodinil Chemical compound N=1C(C)=CC(C2CC2)=NC=1NC1=CC=CC=C1 HAORKNGNJCEJBX-UHFFFAOYSA-N 0.000 description 3
- 239000002270 dispersing agent Substances 0.000 description 3
- 239000000839 emulsion Substances 0.000 description 3
- 238000010353 genetic engineering Methods 0.000 description 3
- 230000035784 germination Effects 0.000 description 3
- 229940097068 glyphosate Drugs 0.000 description 3
- 150000002357 guanidines Chemical class 0.000 description 3
- 239000004009 herbicide Substances 0.000 description 3
- 150000002460 imidazoles Chemical class 0.000 description 3
- 150000002466 imines Chemical class 0.000 description 3
- 229930190166 impatien Natural products 0.000 description 3
- PVTHJAPFENJVNC-MHRBZPPQSA-N kasugamycin Chemical compound N[C@H]1C[C@H](NC(=N)C(O)=O)[C@@H](C)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)[C@@H]1O PVTHJAPFENJVNC-MHRBZPPQSA-N 0.000 description 3
- 235000009973 maize Nutrition 0.000 description 3
- CJPQIRJHIZUAQP-UHFFFAOYSA-N methyl N-(2,6-dimethylphenyl)-N-(phenylacetyl)alaninate Chemical compound CC=1C=CC=C(C)C=1N(C(C)C(=O)OC)C(=O)CC1=CC=CC=C1 CJPQIRJHIZUAQP-UHFFFAOYSA-N 0.000 description 3
- AMSPWOYQQAWRRM-UHFFFAOYSA-N metrafenone Chemical compound COC1=CC=C(Br)C(C)=C1C(=O)C1=C(C)C=C(OC)C(OC)=C1OC AMSPWOYQQAWRRM-UHFFFAOYSA-N 0.000 description 3
- COVZHCDOUMLCLS-UHFFFAOYSA-N n-[2-(4,4-dimethylpentan-2-yl)phenyl]-2-(trifluoromethyl)benzamide Chemical compound CC(C)(C)CC(C)C1=CC=CC=C1NC(=O)C1=CC=CC=C1C(F)(F)F COVZHCDOUMLCLS-UHFFFAOYSA-N 0.000 description 3
- KUSOHFYZOVCQCW-UHFFFAOYSA-N n-[2-(4,4-dimethylpentan-2-yl)phenyl]-2-iodobenzamide Chemical compound CC(C)(C)CC(C)C1=CC=CC=C1NC(=O)C1=CC=CC=C1I KUSOHFYZOVCQCW-UHFFFAOYSA-N 0.000 description 3
- 235000016709 nutrition Nutrition 0.000 description 3
- NSJANQIGFSGFFN-UHFFFAOYSA-N octylazanium;acetate Chemical compound CC([O-])=O.CCCCCCCC[NH3+] NSJANQIGFSGFFN-UHFFFAOYSA-N 0.000 description 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 3
- 150000003233 pyrroles Chemical class 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 238000003860 storage Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 125000001424 substituent group Chemical group 0.000 description 3
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 3
- YFNCATAIYKQPOO-UHFFFAOYSA-N thiophanate Chemical compound CCOC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OCC YFNCATAIYKQPOO-UHFFFAOYSA-N 0.000 description 3
- DQJCHOQLCLEDLL-UHFFFAOYSA-N tricyclazole Chemical compound CC1=CC=CC2=C1N1C=NN=C1S2 DQJCHOQLCLEDLL-UHFFFAOYSA-N 0.000 description 3
- 150000003672 ureas Chemical class 0.000 description 3
- RYDYYUQOUYXEFZ-LURJTMIESA-N (2s)-2-amino-3-methyl-2-methylsulfonylbutanamide Chemical compound CC(C)[C@@](N)(C(N)=O)S(C)(=O)=O RYDYYUQOUYXEFZ-LURJTMIESA-N 0.000 description 2
- WURBVZBTWMNKQT-UHFFFAOYSA-N 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)butan-2-one Chemical compound C1=NC=NN1C(C(=O)C(C)(C)C)OC1=CC=C(Cl)C=C1 WURBVZBTWMNKQT-UHFFFAOYSA-N 0.000 description 2
- YIKWKLYQRFRGPM-UHFFFAOYSA-N 1-dodecylguanidine acetate Chemical compound CC(O)=O.CCCCCCCCCCCCN=C(N)N YIKWKLYQRFRGPM-UHFFFAOYSA-N 0.000 description 2
- ZILVNHNSYBNLSZ-UHFFFAOYSA-N 2-(diaminomethylideneamino)guanidine Chemical compound NC(N)=NNC(N)=N ZILVNHNSYBNLSZ-UHFFFAOYSA-N 0.000 description 2
- WRTHZGDBUWNFCS-UHFFFAOYSA-N 2-but-3-enoxy-6-iodochromen-4-one Chemical compound O1C(OCCC=C)=CC(=O)C2=CC(I)=CC=C21 WRTHZGDBUWNFCS-UHFFFAOYSA-N 0.000 description 2
- CAAMSDWKXXPUJR-UHFFFAOYSA-N 3,5-dihydro-4H-imidazol-4-one Chemical class O=C1CNC=N1 CAAMSDWKXXPUJR-UHFFFAOYSA-N 0.000 description 2
- DCOHNGVPSJBFBA-UHFFFAOYSA-N 3-butyl-6-iodo-2-propan-2-yloxychromen-4-one Chemical compound C1=C(I)C=C2C(=O)C(CCCC)=C(OC(C)C)OC2=C1 DCOHNGVPSJBFBA-UHFFFAOYSA-N 0.000 description 2
- XKTYXVDYIKIYJP-UHFFFAOYSA-N 3h-dioxole Chemical compound C1OOC=C1 XKTYXVDYIKIYJP-UHFFFAOYSA-N 0.000 description 2
- SBUKOHLFHYSZNG-UHFFFAOYSA-N 4-dodecyl-2,6-dimethylmorpholine Chemical compound CCCCCCCCCCCCN1CC(C)OC(C)C1 SBUKOHLFHYSZNG-UHFFFAOYSA-N 0.000 description 2
- XCAKAGIKDKEPNI-UHFFFAOYSA-N 5-chloro-1-methyl-n-[2-(4-methylpentan-2-yl)phenyl]-3-(trifluoromethyl)pyrazole-4-carboxamide Chemical compound CC(C)CC(C)C1=CC=CC=C1NC(=O)C1=C(Cl)N(C)N=C1C(F)(F)F XCAKAGIKDKEPNI-UHFFFAOYSA-N 0.000 description 2
- OCQFSYGUABRLOC-UHFFFAOYSA-N 5-fluoro-1-methyl-n-[2-(4-methylpentan-2-yl)phenyl]-3-(trifluoromethyl)pyrazole-4-carboxamide Chemical compound CC(C)CC(C)C1=CC=CC=C1NC(=O)C1=C(F)N(C)N=C1C(F)(F)F OCQFSYGUABRLOC-UHFFFAOYSA-N 0.000 description 2
- HTUXYLSVGUNMGT-UHFFFAOYSA-N 6-iodo-2-pentan-2-yloxy-3-propylchromen-4-one Chemical compound C1=C(I)C=C2C(=O)C(CCC)=C(OC(C)CCC)OC2=C1 HTUXYLSVGUNMGT-UHFFFAOYSA-N 0.000 description 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 2
- 241000238876 Acari Species 0.000 description 2
- 241000223600 Alternaria Species 0.000 description 2
- 241001149961 Alternaria brassicae Species 0.000 description 2
- 235000007319 Avena orientalis Nutrition 0.000 description 2
- 244000075850 Avena orientalis Species 0.000 description 2
- 241000219310 Beta vulgaris subsp. vulgaris Species 0.000 description 2
- 241001480061 Blumeria graminis Species 0.000 description 2
- 235000014698 Brassica juncea var multisecta Nutrition 0.000 description 2
- 240000000385 Brassica napus var. napus Species 0.000 description 2
- 235000006618 Brassica rapa subsp oleifera Nutrition 0.000 description 2
- 235000004977 Brassica sinapistrum Nutrition 0.000 description 2
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- 241001157813 Cercospora Species 0.000 description 2
- 241000228437 Cochliobolus Species 0.000 description 2
- JJLJMEJHUUYSSY-UHFFFAOYSA-L Copper hydroxide Chemical compound [OH-].[OH-].[Cu+2] JJLJMEJHUUYSSY-UHFFFAOYSA-L 0.000 description 2
- 239000005750 Copper hydroxide Substances 0.000 description 2
- 235000010799 Cucumis sativus var sativus Nutrition 0.000 description 2
- 241000371644 Curvularia ravenelii Species 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- 239000005766 Dodine Substances 0.000 description 2
- 241000221787 Erysiphe Species 0.000 description 2
- 239000005867 Iprodione Substances 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- 239000005909 Kieselgur Substances 0.000 description 2
- 241000588748 Klebsiella Species 0.000 description 2
- 239000005809 Metiram Substances 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- DFPAKSUCGFBDDF-UHFFFAOYSA-N Nicotinamide Chemical compound NC(=O)C1=CC=CN=C1 DFPAKSUCGFBDDF-UHFFFAOYSA-N 0.000 description 2
- 239000005814 Pencycuron Substances 0.000 description 2
- 241001223281 Peronospora Species 0.000 description 2
- 241000233679 Peronosporaceae Species 0.000 description 2
- 241000233614 Phytophthora Species 0.000 description 2
- 241001281803 Plasmopara viticola Species 0.000 description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- 241001281802 Pseudoperonospora Species 0.000 description 2
- 241000221300 Puccinia Species 0.000 description 2
- 241000520648 Pyrenophora teres Species 0.000 description 2
- 241000231139 Pyricularia Species 0.000 description 2
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 description 2
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 2
- 241000233639 Pythium Species 0.000 description 2
- 241000918584 Pythium ultimum Species 0.000 description 2
- 241001361634 Rhizoctonia Species 0.000 description 2
- 241000221662 Sclerotinia Species 0.000 description 2
- 241000209056 Secale Species 0.000 description 2
- 235000007238 Secale cereale Nutrition 0.000 description 2
- 241001533598 Septoria Species 0.000 description 2
- 239000005835 Silthiofam Substances 0.000 description 2
- 235000021536 Sugar beet Nutrition 0.000 description 2
- 239000005842 Thiophanate-methyl Substances 0.000 description 2
- 239000005843 Thiram Substances 0.000 description 2
- 241000722133 Tilletia Species 0.000 description 2
- 241000223259 Trichoderma Species 0.000 description 2
- 235000009754 Vitis X bourquina Nutrition 0.000 description 2
- 235000012333 Vitis X labruscana Nutrition 0.000 description 2
- 240000006365 Vitis vinifera Species 0.000 description 2
- 235000014787 Vitis vinifera Nutrition 0.000 description 2
- 241000607479 Yersinia pestis Species 0.000 description 2
- 239000005870 Ziram Substances 0.000 description 2
- 239000000443 aerosol Substances 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 2
- FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 description 2
- 150000008059 anilinopyrimidines Chemical class 0.000 description 2
- 150000001491 aromatic compounds Chemical class 0.000 description 2
- METKIMKYRPQLGS-UHFFFAOYSA-N atenolol Chemical compound CC(C)NCC(O)COC1=CC=C(CC(N)=O)C=C1 METKIMKYRPQLGS-UHFFFAOYSA-N 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- RIOXQFHNBCKOKP-UHFFFAOYSA-N benomyl Chemical compound C1=CC=C2N(C(=O)NCCCC)C(NC(=O)OC)=NC2=C1 RIOXQFHNBCKOKP-UHFFFAOYSA-N 0.000 description 2
- MITFXPHMIHQXPI-UHFFFAOYSA-N benzoxaprofen Natural products N=1C2=CC(C(C(O)=O)C)=CC=C2OC=1C1=CC=C(Cl)C=C1 MITFXPHMIHQXPI-UHFFFAOYSA-N 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- 229910001956 copper hydroxide Inorganic materials 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- 125000006576 di-(C1-C3-alkyl)-aminocarbonyl group Chemical group 0.000 description 2
- 201000010099 disease Diseases 0.000 description 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 235000013399 edible fruits Nutrition 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- GOWLARCWZRESHU-AQTBWJFISA-N ferimzone Chemical compound C=1C=CC=C(C)C=1C(/C)=N\NC1=NC(C)=CC(C)=N1 GOWLARCWZRESHU-AQTBWJFISA-N 0.000 description 2
- 125000002541 furyl group Chemical group 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 230000002363 herbicidal effect Effects 0.000 description 2
- 150000007857 hydrazones Chemical class 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 229910052740 iodine Inorganic materials 0.000 description 2
- 239000011630 iodine Substances 0.000 description 2
- ONUFESLQCSAYKA-UHFFFAOYSA-N iprodione Chemical compound O=C1N(C(=O)NC(C)C)CC(=O)N1C1=CC(Cl)=CC(Cl)=C1 ONUFESLQCSAYKA-UHFFFAOYSA-N 0.000 description 2
- 238000003973 irrigation Methods 0.000 description 2
- 230000002262 irrigation Effects 0.000 description 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 2
- 229920000257 metiram Polymers 0.000 description 2
- 239000011707 mineral Substances 0.000 description 2
- 239000002480 mineral oil Substances 0.000 description 2
- 150000002780 morpholines Chemical class 0.000 description 2
- 229960003966 nicotinamide Drugs 0.000 description 2
- 239000011570 nicotinamide Substances 0.000 description 2
- JHIPUJPTQJYEQK-ZLHHXESBSA-N orysastrobin Chemical compound CNC(=O)C(=N\OC)\C1=CC=CC=C1CO\N=C(/C)\C(=N\OC)\C(\C)=N\OC JHIPUJPTQJYEQK-ZLHHXESBSA-N 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000006072 paste Substances 0.000 description 2
- OGYFATSSENRIKG-UHFFFAOYSA-N pencycuron Chemical compound C1=CC(Cl)=CC=C1CN(C(=O)NC=1C=CC=CC=1)C1CCCC1 OGYFATSSENRIKG-UHFFFAOYSA-N 0.000 description 2
- 150000003904 phospholipids Chemical class 0.000 description 2
- 230000008635 plant growth Effects 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 102000004169 proteins and genes Human genes 0.000 description 2
- QJBZDBLBQWFTPZ-UHFFFAOYSA-N pyrrolnitrin Chemical compound [O-][N+](=O)C1=C(Cl)C=CC=C1C1=CNC=C1Cl QJBZDBLBQWFTPZ-UHFFFAOYSA-N 0.000 description 2
- 230000005070 ripening Effects 0.000 description 2
- 229910052710 silicon Inorganic materials 0.000 description 2
- MXMXHPPIGKYTAR-UHFFFAOYSA-N silthiofam Chemical compound CC=1SC([Si](C)(C)C)=C(C(=O)NCC=C)C=1C MXMXHPPIGKYTAR-UHFFFAOYSA-N 0.000 description 2
- 239000004308 thiabendazole Substances 0.000 description 2
- WJCNZQLZVWNLKY-UHFFFAOYSA-N thiabendazole Chemical compound S1C=NC(C=2NC3=CC=CC=C3N=2)=C1 WJCNZQLZVWNLKY-UHFFFAOYSA-N 0.000 description 2
- 229960004546 thiabendazole Drugs 0.000 description 2
- 235000010296 thiabendazole Nutrition 0.000 description 2
- QGHREAKMXXNCOA-UHFFFAOYSA-N thiophanate-methyl Chemical compound COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC QGHREAKMXXNCOA-UHFFFAOYSA-N 0.000 description 2
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical class NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 2
- 229960002447 thiram Drugs 0.000 description 2
- KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 description 2
- 235000015112 vegetable and seed oil Nutrition 0.000 description 2
- 239000008158 vegetable oil Substances 0.000 description 2
- 230000017260 vegetative to reproductive phase transition of meristem Effects 0.000 description 2
- 150000003751 zinc Chemical class 0.000 description 2
- DUBNHZYBDBBJHD-UHFFFAOYSA-L ziram Chemical compound [Zn+2].CN(C)C([S-])=S.CN(C)C([S-])=S DUBNHZYBDBBJHD-UHFFFAOYSA-L 0.000 description 2
- XERJKGMBORTKEO-VZUCSPMQSA-N (1e)-2-(ethylcarbamoylamino)-n-methoxy-2-oxoethanimidoyl cyanide Chemical compound CCNC(=O)NC(=O)C(\C#N)=N\OC XERJKGMBORTKEO-VZUCSPMQSA-N 0.000 description 1
- VPWGKZJMAGHQMR-OVVQPSECSA-N (2e)-2-[2-[6-(3-chloro-2-methylphenoxy)-5-fluoropyrimidin-4-yl]oxyphenyl]-2-methoxyimino-n-methylacetamide Chemical compound CNC(=O)C(=N\OC)\C1=CC=CC=C1OC1=NC=NC(OC=2C(=C(Cl)C=CC=2)C)=C1F VPWGKZJMAGHQMR-OVVQPSECSA-N 0.000 description 1
- POPWFGNRCCUJGU-RSSVFQIBSA-N (2r,3e,5s,8r,9s,10s,13s,14s,17s)-3-[(e)-[(2r,5s,8r,9s,10s,13s,14s,17s)-17-hydroxy-2,10,13,17-tetramethyl-2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1h-cyclopenta[a]phenanthren-3-ylidene]hydrazinylidene]-2,10,13,17-tetramethyl-2,4,5,6,7,8,9,11,12,14,15,16-do Chemical compound C([C@]1(C)[C@@](C)(O)CC[C@H]1[C@@H]1CC2)C[C@@H]1[C@](C[C@H]1C)(C)[C@@H]2C/C1=N\N=C1/C[C@H](CC[C@@H]2[C@@H]3CC[C@]4(C)[C@@](C)(O)CC[C@H]42)[C@]3(C)C[C@H]1C POPWFGNRCCUJGU-RSSVFQIBSA-N 0.000 description 1
- XDEHMKQLKPZERH-BYPYZUCNSA-N (2s)-2-amino-3-methylbutanamide Chemical compound CC(C)[C@H](N)C(N)=O XDEHMKQLKPZERH-BYPYZUCNSA-N 0.000 description 1
- 125000006426 1-chlorocyclopropyl group Chemical group [H]C1([H])C([H])([H])C1(Cl)* 0.000 description 1
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 1
- 125000000530 1-propynyl group Chemical group [H]C([H])([H])C#C* 0.000 description 1
- XODZOJBRMYSETR-UHFFFAOYSA-N 2,3-dibutyl-6-chlorothieno[2,3-d]pyrimidin-4-one Chemical class O=C1N(CCCC)C(CCCC)=NC2=C1C=C(Cl)S2 XODZOJBRMYSETR-UHFFFAOYSA-N 0.000 description 1
- VBLANKWAHCHHPX-UHFFFAOYSA-N 2-(4-bromophenyl)-n-[2-(3,4-dimethoxyphenyl)ethyl]-2-methoxyiminoacetamide Chemical compound C=1C=C(Br)C=CC=1C(=NOC)C(=O)NCCC1=CC=C(OC)C(OC)=C1 VBLANKWAHCHHPX-UHFFFAOYSA-N 0.000 description 1
- OMKACZRYRKFLFN-UHFFFAOYSA-N 2-(4-chlorophenyl)-n-[2-(3,4-dimethoxyphenyl)ethyl]-2-methoxyiminoacetamide Chemical compound C=1C=C(Cl)C=CC=1C(=NOC)C(=O)NCCC1=CC=C(OC)C(OC)=C1 OMKACZRYRKFLFN-UHFFFAOYSA-N 0.000 description 1
- QBAYIBZITZBSFO-UHFFFAOYSA-N 2-(trifluoromethyl)benzamide Chemical compound NC(=O)C1=CC=CC=C1C(F)(F)F QBAYIBZITZBSFO-UHFFFAOYSA-N 0.000 description 1
- XAYMVFWOJIOUTA-UHFFFAOYSA-N 2-[8-[8-(diaminomethylideneamino)octylamino]octyl]guanidine;2-dodecylbenzenesulfonic acid Chemical compound CCCCCCCCCCCCC1=CC=CC=C1S(O)(=O)=O.CCCCCCCCCCCCC1=CC=CC=C1S(O)(=O)=O.CCCCCCCCCCCCC1=CC=CC=C1S(O)(=O)=O.NC(N)=NCCCCCCCCNCCCCCCCCN=C(N)N XAYMVFWOJIOUTA-UHFFFAOYSA-N 0.000 description 1
- CFWRDBDJAOHXSH-SECBINFHSA-N 2-azaniumylethyl [(2r)-2,3-diacetyloxypropyl] phosphate Chemical compound CC(=O)OC[C@@H](OC(C)=O)COP(O)(=O)OCCN CFWRDBDJAOHXSH-SECBINFHSA-N 0.000 description 1
- SJFAQWKKPLXRFZ-UHFFFAOYSA-N 2-but-2-ynoxy-6-iodo-3-propylchromen-4-one Chemical compound C1=C(I)C=C2C(=O)C(CCC)=C(OCC#CC)OC2=C1 SJFAQWKKPLXRFZ-UHFFFAOYSA-N 0.000 description 1
- YAUCKEPYKXHCFF-UHFFFAOYSA-N 2-carbamothioylsulfanylethyl carbamodithioate;manganese Chemical compound [Mn].NC(=S)SCCSC(N)=S YAUCKEPYKXHCFF-UHFFFAOYSA-N 0.000 description 1
- JMZRZEXRYJUHEB-UHFFFAOYSA-N 2-carbamothioylsulfanylethyl carbamodithioate;zinc Chemical group [Zn].NC(=S)SCCSC(N)=S JMZRZEXRYJUHEB-UHFFFAOYSA-N 0.000 description 1
- GMMOMHSLRVQSRX-UHFFFAOYSA-N 2-iodo-n-[2-(4-methylpentan-2-yl)phenyl]benzamide Chemical compound CC(C)CC(C)C1=CC=CC=C1NC(=O)C1=CC=CC=C1I GMMOMHSLRVQSRX-UHFFFAOYSA-N 0.000 description 1
- YEOYYWCXWUDVCX-UHFFFAOYSA-N 2-iodobenzamide Chemical compound NC(=O)C1=CC=CC=C1I YEOYYWCXWUDVCX-UHFFFAOYSA-N 0.000 description 1
- 125000001622 2-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C(*)C([H])=C([H])C2=C1[H] 0.000 description 1
- LSBDFXRDZJMBSC-UHFFFAOYSA-N 2-phenylacetamide Chemical class NC(=O)CC1=CC=CC=C1 LSBDFXRDZJMBSC-UHFFFAOYSA-N 0.000 description 1
- FSCWZHGZWWDELK-UHFFFAOYSA-N 3-(3,5-dichlorophenyl)-5-ethenyl-5-methyl-2,4-oxazolidinedione Chemical compound O=C1C(C)(C=C)OC(=O)N1C1=CC(Cl)=CC(Cl)=C1 FSCWZHGZWWDELK-UHFFFAOYSA-N 0.000 description 1
- 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 description 1
- YVQVOQKFMFRVGR-VGOFMYFVSA-N 5-(morpholin-4-ylmethyl)-3-[(e)-(5-nitrofuran-2-yl)methylideneamino]-1,3-oxazolidin-2-one Chemical compound O1C([N+](=O)[O-])=CC=C1\C=N\N1C(=O)OC(CN2CCOCC2)C1 YVQVOQKFMFRVGR-VGOFMYFVSA-N 0.000 description 1
- BPJQBJUREDQRRC-UHFFFAOYSA-N 5-chloro-6-(2-chloro-6-fluorophenyl)-7-(4-methylpiperidin-1-yl)-[1,2,4]triazolo[1,5-a]pyrimidine Chemical compound C1CC(C)CCN1C1=C(C=2C(=CC=CC=2F)Cl)C(Cl)=NC2=NC=NN12 BPJQBJUREDQRRC-UHFFFAOYSA-N 0.000 description 1
- PCCSBWNGDMYFCW-UHFFFAOYSA-N 5-methyl-5-(4-phenoxyphenyl)-3-(phenylamino)-1,3-oxazolidine-2,4-dione Chemical compound O=C1C(C)(C=2C=CC(OC=3C=CC=CC=3)=CC=2)OC(=O)N1NC1=CC=CC=C1 PCCSBWNGDMYFCW-UHFFFAOYSA-N 0.000 description 1
- WONPUYDAAHCRKZ-UHFFFAOYSA-N 9,10-dioxoanthracene-1,2-dicarbonitrile Chemical compound C1=CC(C#N)=C(C#N)C2=C1C(=O)C1=CC=CC=C1C2=O WONPUYDAAHCRKZ-UHFFFAOYSA-N 0.000 description 1
- 244000215068 Acacia senegal Species 0.000 description 1
- 239000005964 Acibenzolar-S-methyl Substances 0.000 description 1
- 229920001817 Agar Polymers 0.000 description 1
- RGCKGOZRHPZPFP-UHFFFAOYSA-N Alizarin Natural products C1=CC=C2C(=O)C3=C(O)C(O)=CC=C3C(=O)C2=C1 RGCKGOZRHPZPFP-UHFFFAOYSA-N 0.000 description 1
- 244000291564 Allium cepa Species 0.000 description 1
- 235000002732 Allium cepa var. cepa Nutrition 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 244000105624 Arachis hypogaea Species 0.000 description 1
- 241000235349 Ascomycota Species 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- 241000193388 Bacillus thuringiensis Species 0.000 description 1
- 241000221198 Basidiomycota Species 0.000 description 1
- 235000016068 Berberis vulgaris Nutrition 0.000 description 1
- 241000335053 Beta vulgaris Species 0.000 description 1
- XNCOSPRUTUOJCJ-UHFFFAOYSA-N Biguanide Chemical compound NC(N)=NC(N)=N XNCOSPRUTUOJCJ-UHFFFAOYSA-N 0.000 description 1
- 229940123208 Biguanide Drugs 0.000 description 1
- 241000190150 Bipolaris sorokiniana Species 0.000 description 1
- 239000004604 Blowing Agent Substances 0.000 description 1
- 241000895523 Blumeria graminis f. sp. hordei Species 0.000 description 1
- 241001465180 Botrytis Species 0.000 description 1
- 240000002791 Brassica napus Species 0.000 description 1
- 241000233684 Bremia Species 0.000 description 1
- 241000233685 Bremia lactucae Species 0.000 description 1
- 125000006577 C1-C6 hydroxyalkyl group Chemical group 0.000 description 1
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 description 1
- OVWCCAGFVSHSEY-UHFFFAOYSA-N CC(C)CC(c1ccccc1NC(C1C=CC=CC1I)=O)[IH2] Chemical compound CC(C)CC(c1ccccc1NC(C1C=CC=CC1I)=O)[IH2] OVWCCAGFVSHSEY-UHFFFAOYSA-N 0.000 description 1
- NVEQMINEPNCXKP-YAJZUCQVSA-N CC(CC(C)(C=N)C=[IH])c(cccc1)c1NC(/C(/C(C)=N)=C(\C)/NC=N)=O Chemical compound CC(CC(C)(C=N)C=[IH])c(cccc1)c1NC(/C(/C(C)=N)=C(\C)/NC=N)=O NVEQMINEPNCXKP-YAJZUCQVSA-N 0.000 description 1
- BAAVCICGWIWGQJ-YJPCLRNDSA-N CCC(C)(CNC(/C(/C=C(\CC)/Cl)=C/[C@H](C)Cl)=O)C(CCl)=O Chemical compound CCC(C)(CNC(/C(/C=C(\CC)/Cl)=C/[C@H](C)Cl)=O)C(CCl)=O BAAVCICGWIWGQJ-YJPCLRNDSA-N 0.000 description 1
- 229910021532 Calcite Inorganic materials 0.000 description 1
- 244000025254 Cannabis sativa Species 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- QWKHQYZJXFIGKO-UHFFFAOYSA-N Cc1c[nH]cc1-c(cccc1Cl)c1[N+]([O-])=O Chemical compound Cc1c[nH]cc1-c(cccc1Cl)c1[N+]([O-])=O QWKHQYZJXFIGKO-UHFFFAOYSA-N 0.000 description 1
- 241000906476 Cercospora canescens Species 0.000 description 1
- 241000760356 Chytridiomycetes Species 0.000 description 1
- 244000060011 Cocos nucifera Species 0.000 description 1
- 235000013162 Cocos nucifera Nutrition 0.000 description 1
- 240000007154 Coffea arabica Species 0.000 description 1
- 241000083547 Columella Species 0.000 description 1
- 229940126062 Compound A Drugs 0.000 description 1
- 235000009849 Cucumis sativus Nutrition 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- 239000005756 Cymoxanil Substances 0.000 description 1
- 239000005764 Dithianon Substances 0.000 description 1
- 239000005772 Famoxadone Substances 0.000 description 1
- 239000005790 Fosetyl Substances 0.000 description 1
- 241000223194 Fusarium culmorum Species 0.000 description 1
- 229920000084 Gum arabic Polymers 0.000 description 1
- 244000020551 Helianthus annuus Species 0.000 description 1
- 235000003222 Helianthus annuus Nutrition 0.000 description 1
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 description 1
- FKWDSATZSMJRLC-UHFFFAOYSA-N Iminoctadine acetate Chemical compound CC([O-])=O.CC([O-])=O.CC([O-])=O.NC([NH3+])=NCCCCCCCC[NH2+]CCCCCCCCN=C(N)[NH3+] FKWDSATZSMJRLC-UHFFFAOYSA-N 0.000 description 1
- 240000008415 Lactuca sativa Species 0.000 description 1
- 235000003228 Lactuca sativa Nutrition 0.000 description 1
- 241000228456 Leptosphaeria Species 0.000 description 1
- 241000228457 Leptosphaeria maculans Species 0.000 description 1
- 241001330975 Magnaporthe oryzae Species 0.000 description 1
- 244000070406 Malus silvestris Species 0.000 description 1
- 239000005868 Metconazole Substances 0.000 description 1
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
- 208000031888 Mycoses Diseases 0.000 description 1
- 244000061176 Nicotiana tabacum Species 0.000 description 1
- 235000002637 Nicotiana tabacum Nutrition 0.000 description 1
- 239000006057 Non-nutritive feed additive Substances 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 241001668536 Oculimacula yallundae Species 0.000 description 1
- 241000233654 Oomycetes Species 0.000 description 1
- 241000201565 Peronospora viciae f. sp. pisi Species 0.000 description 1
- 241001503460 Plasmodiophorida Species 0.000 description 1
- 241000233626 Plasmopara Species 0.000 description 1
- 241000896242 Podosphaera Species 0.000 description 1
- 241000317981 Podosphaera fuliginea Species 0.000 description 1
- 241001337928 Podosphaera leucotricha Species 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- 108010009736 Protein Hydrolysates Proteins 0.000 description 1
- 241000682843 Pseudocercosporella Species 0.000 description 1
- 241001281805 Pseudoperonospora cubensis Species 0.000 description 1
- 241000342307 Pseudoperonospora humuli Species 0.000 description 1
- 241000228454 Pyrenophora graminea Species 0.000 description 1
- 241000220324 Pyrus Species 0.000 description 1
- 206010037888 Rash pustular Diseases 0.000 description 1
- 241000221696 Sclerotinia sclerotiorum Species 0.000 description 1
- 108010016634 Seed Storage Proteins Proteins 0.000 description 1
- 239000004113 Sepiolite Substances 0.000 description 1
- 244000062793 Sorghum vulgare Species 0.000 description 1
- 241000579741 Sphaerotheca <fungi> Species 0.000 description 1
- 229940100389 Sulfonylurea Drugs 0.000 description 1
- 241001617088 Thanatephorus sasakii Species 0.000 description 1
- 241000722093 Tilletia caries Species 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- 239000007983 Tris buffer Substances 0.000 description 1
- 239000012963 UV stabilizer Substances 0.000 description 1
- 241000221576 Uromyces Species 0.000 description 1
- 241000221577 Uromyces appendiculatus Species 0.000 description 1
- 241000221566 Ustilago Species 0.000 description 1
- 241000514371 Ustilago avenae Species 0.000 description 1
- 241000007070 Ustilago nuda Species 0.000 description 1
- 241000317942 Venturia <ichneumonid wasp> Species 0.000 description 1
- 241000228452 Venturia inaequalis Species 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- 241000700605 Viruses Species 0.000 description 1
- 241000219094 Vitaceae Species 0.000 description 1
- QOXCEADXSTZKHA-UHFFFAOYSA-N [1,2,4]triazolo[1,5-a]pyrimidin-7-amine Chemical compound NC1=CC=NC2=NC=NN12 QOXCEADXSTZKHA-UHFFFAOYSA-N 0.000 description 1
- 239000000205 acacia gum Substances 0.000 description 1
- 235000010489 acacia gum Nutrition 0.000 description 1
- 230000000895 acaricidal effect Effects 0.000 description 1
- 239000000642 acaricide Substances 0.000 description 1
- UELITFHSCLAHKR-UHFFFAOYSA-N acibenzolar-S-methyl Chemical group CSC(=O)C1=CC=CC2=C1SN=N2 UELITFHSCLAHKR-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 239000008272 agar Substances 0.000 description 1
- 235000004279 alanine Nutrition 0.000 description 1
- HFVAFDPGUJEFBQ-UHFFFAOYSA-M alizarin red S Chemical compound [Na+].O=C1C2=CC=CC=C2C(=O)C2=C1C=C(S([O-])(=O)=O)C(O)=C2O HFVAFDPGUJEFBQ-UHFFFAOYSA-M 0.000 description 1
- 150000008055 alkyl aryl sulfonates Chemical class 0.000 description 1
- 150000008051 alkyl sulfates Chemical class 0.000 description 1
- 239000011717 all-trans-retinol Substances 0.000 description 1
- 235000019169 all-trans-retinol Nutrition 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 150000001448 anilines Chemical class 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 230000003042 antagnostic effect Effects 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 235000021016 apples Nutrition 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 238000000889 atomisation Methods 0.000 description 1
- 229960000892 attapulgite Drugs 0.000 description 1
- 239000005667 attractant Substances 0.000 description 1
- 239000000987 azo dye Substances 0.000 description 1
- 229940097012 bacillus thuringiensis Drugs 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 238000010352 biotechnological method Methods 0.000 description 1
- OIPMQULDKWSNGX-UHFFFAOYSA-N bis[[ethoxy(oxo)phosphaniumyl]oxy]alumanyloxy-ethoxy-oxophosphanium Chemical compound [Al+3].CCO[P+]([O-])=O.CCO[P+]([O-])=O.CCO[P+]([O-])=O OIPMQULDKWSNGX-UHFFFAOYSA-N 0.000 description 1
- 238000009395 breeding Methods 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 125000000068 chlorophenyl group Chemical group 0.000 description 1
- 235000020971 citrus fruits Nutrition 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 239000008199 coating composition Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 150000001868 cobalt Chemical class 0.000 description 1
- 235000016213 coffee Nutrition 0.000 description 1
- 235000013353 coffee beverage Nutrition 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 150000001879 copper Chemical class 0.000 description 1
- 238000005520 cutting process Methods 0.000 description 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 1
- 239000002274 desiccant Substances 0.000 description 1
- 239000000645 desinfectant Substances 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 description 1
- 125000004772 dichloromethyl group Chemical group [H]C(Cl)(Cl)* 0.000 description 1
- YEJGPFZQLRMXOI-PKEIRNPWSA-N diclocymet Chemical compound N#CC(C(C)(C)C)C(=O)N[C@H](C)C1=CC=C(Cl)C=C1Cl YEJGPFZQLRMXOI-PKEIRNPWSA-N 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 125000005805 dimethoxy phenyl group Chemical group 0.000 description 1
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 1
- PYZSVQVRHDXQSL-UHFFFAOYSA-N dithianon Chemical compound S1C(C#N)=C(C#N)SC2=C1C(=O)C1=CC=CC=C1C2=O PYZSVQVRHDXQSL-UHFFFAOYSA-N 0.000 description 1
- 239000010459 dolomite Substances 0.000 description 1
- 229910000514 dolomite Inorganic materials 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 238000010410 dusting Methods 0.000 description 1
- AWZOLILCOUMRDG-UHFFFAOYSA-N edifenphos Chemical compound C=1C=CC=CC=1SP(=O)(OCC)SC1=CC=CC=C1 AWZOLILCOUMRDG-UHFFFAOYSA-N 0.000 description 1
- 239000004495 emulsifiable concentrate Substances 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000000834 fixative Substances 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 239000004088 foaming agent Substances 0.000 description 1
- 229950000337 furaltadone Drugs 0.000 description 1
- PLHJDBGFXBMTGZ-WEVVVXLNSA-N furazolidone Chemical compound O1C([N+](=O)[O-])=CC=C1\C=N\N1C(=O)OCC1 PLHJDBGFXBMTGZ-WEVVVXLNSA-N 0.000 description 1
- 229960001625 furazolidone Drugs 0.000 description 1
- 230000004927 fusion Effects 0.000 description 1
- 238000012239 gene modification Methods 0.000 description 1
- 230000002068 genetic effect Effects 0.000 description 1
- 230000005017 genetic modification Effects 0.000 description 1
- 235000013617 genetically modified food Nutrition 0.000 description 1
- 235000003869 genetically modified organism Nutrition 0.000 description 1
- 235000021021 grapes Nutrition 0.000 description 1
- 239000003630 growth substance Substances 0.000 description 1
- 210000004209 hair Anatomy 0.000 description 1
- 150000005694 halopyrimidines Chemical class 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 150000002391 heterocyclic compounds Chemical class 0.000 description 1
- 238000003898 horticulture Methods 0.000 description 1
- 239000010903 husk Substances 0.000 description 1
- RONFGUROBZGJKP-UHFFFAOYSA-N iminoctadine Chemical compound NC(N)=NCCCCCCCCNCCCCCCCCN=C(N)N RONFGUROBZGJKP-UHFFFAOYSA-N 0.000 description 1
- 239000001023 inorganic pigment Substances 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- DCYOBGZUOMKFPA-UHFFFAOYSA-N iron(2+);iron(3+);octadecacyanide Chemical compound [Fe+2].[Fe+2].[Fe+2].[Fe+3].[Fe+3].[Fe+3].[Fe+3].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-] DCYOBGZUOMKFPA-UHFFFAOYSA-N 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- UFHLMYOGRXOCSL-UHFFFAOYSA-N isoprothiolane Chemical compound CC(C)OC(=O)C(C(=O)OC(C)C)=C1SCCS1 UFHLMYOGRXOCSL-UHFFFAOYSA-N 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 229920000126 latex Polymers 0.000 description 1
- 239000000787 lecithin Substances 0.000 description 1
- 235000010445 lecithin Nutrition 0.000 description 1
- 229940067606 lecithin Drugs 0.000 description 1
- 239000004579 marble Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- XWPZUHJBOLQNMN-UHFFFAOYSA-N metconazole Chemical compound C1=NC=NN1CC1(O)C(C)(C)CCC1CC1=CC=C(Cl)C=C1 XWPZUHJBOLQNMN-UHFFFAOYSA-N 0.000 description 1
- 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 230000000813 microbial effect Effects 0.000 description 1
- 239000003094 microcapsule Substances 0.000 description 1
- 235000019713 millet Nutrition 0.000 description 1
- 150000002751 molybdenum Chemical class 0.000 description 1
- 229910052901 montmorillonite Inorganic materials 0.000 description 1
- YEGIVZPZMYYGHT-UHFFFAOYSA-N n-[2-(4-methylpentan-2-yl)phenyl]-2-(trifluoromethyl)benzamide Chemical compound CC(C)CC(C)C1=CC=CC=C1NC(=O)C1=CC=CC=C1C(F)(F)F YEGIVZPZMYYGHT-UHFFFAOYSA-N 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229940042880 natural phospholipid Drugs 0.000 description 1
- 229920005615 natural polymer Polymers 0.000 description 1
- 230000001069 nematicidal effect Effects 0.000 description 1
- 239000005645 nematicide Substances 0.000 description 1
- 235000005152 nicotinamide Nutrition 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- JCXJVPUVTGWSNB-UHFFFAOYSA-N nitrogen dioxide Inorganic materials O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 description 1
- 235000015097 nutrients Nutrition 0.000 description 1
- 230000035764 nutrition Effects 0.000 description 1
- 238000005457 optimization Methods 0.000 description 1
- 210000000056 organ Anatomy 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- UWVQIROCRJWDKL-UHFFFAOYSA-N oxadixyl Chemical compound CC=1C=CC=C(C)C=1N(C(=O)COC)N1CCOC1=O UWVQIROCRJWDKL-UHFFFAOYSA-N 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- 239000001301 oxygen Chemical group 0.000 description 1
- 229910052625 palygorskite Inorganic materials 0.000 description 1
- 244000052769 pathogen Species 0.000 description 1
- 235000020232 peanut Nutrition 0.000 description 1
- 235000021017 pears Nutrition 0.000 description 1
- WBTYBAGIHOISOQ-UHFFFAOYSA-N pent-4-en-1-yl 2-[(2-furylmethyl)(imidazol-1-ylcarbonyl)amino]butanoate Chemical compound C1=CN=CN1C(=O)N(C(CC)C(=O)OCCCC=C)CC1=CC=CO1 WBTYBAGIHOISOQ-UHFFFAOYSA-N 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- 150000003009 phosphonic acids Chemical class 0.000 description 1
- 239000001007 phthalocyanine dye Substances 0.000 description 1
- 230000000885 phytotoxic effect Effects 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 238000003976 plant breeding Methods 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 235000012015 potatoes Nutrition 0.000 description 1
- WHHIPMZEDGBUCC-UHFFFAOYSA-N probenazole Chemical compound C1=CC=C2C(OCC=C)=NS(=O)(=O)C2=C1 WHHIPMZEDGBUCC-UHFFFAOYSA-N 0.000 description 1
- QXJKBPAVAHBARF-BETUJISGSA-N procymidone Chemical compound O=C([C@]1(C)C[C@@]1(C1=O)C)N1C1=CC(Cl)=CC(Cl)=C1 QXJKBPAVAHBARF-BETUJISGSA-N 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 239000003531 protein hydrolysate Substances 0.000 description 1
- 210000001938 protoplast Anatomy 0.000 description 1
- 229960003351 prussian blue Drugs 0.000 description 1
- 239000013225 prussian blue Substances 0.000 description 1
- 239000008262 pumice Substances 0.000 description 1
- 208000029561 pustule Diseases 0.000 description 1
- 125000004076 pyridyl group Chemical group 0.000 description 1
- 229960002132 pyrrolnitrin Drugs 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 239000005871 repellent Substances 0.000 description 1
- 230000002940 repellent Effects 0.000 description 1
- 239000011435 rock Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229910052624 sepiolite Inorganic materials 0.000 description 1
- 235000019355 sepiolite Nutrition 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- 239000004528 solution for seed treatment Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- SSGGNFYQMRDXFH-UHFFFAOYSA-N sulfanylurea Chemical class NC(=O)NS SSGGNFYQMRDXFH-UHFFFAOYSA-N 0.000 description 1
- 239000004548 suspo-emulsion Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- 229940042055 systemic antimycotics triazole derivative Drugs 0.000 description 1
- 230000009885 systemic effect Effects 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 125000000335 thiazolyl group Chemical group 0.000 description 1
- VJQYLJSMBWXGDV-UHFFFAOYSA-N tiadinil Chemical compound N1=NSC(C(=O)NC=2C=C(Cl)C(C)=CC=2)=C1C VJQYLJSMBWXGDV-UHFFFAOYSA-N 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 239000003053 toxin Substances 0.000 description 1
- 231100000765 toxin Toxicity 0.000 description 1
- 108700012359 toxins Proteins 0.000 description 1
- YWBFPKPWMSWWEA-UHFFFAOYSA-O triazolopyrimidine Chemical compound BrC1=CC=CC(C=2N=C3N=CN[N+]3=C(NCC=3C=CN=CC=3)C=2)=C1 YWBFPKPWMSWWEA-UHFFFAOYSA-O 0.000 description 1
- 125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 description 1
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 239000004552 water soluble powder Substances 0.000 description 1
- 239000004553 water soluble powder for seed treatment Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- PQHXFGUTAAIHOC-XZZSYSLUSA-N α-(methoxyimino)-n-methyl-2-[[[1-[3-(trifluoromethyl)phenyl]ethoxy]imino]methyl]benzeneacetamide Chemical compound CNC(=O)C(=N\OC)\C1=CC=CC=C1\C=N\OC(C)C1=CC=CC(C(F)(F)F)=C1 PQHXFGUTAAIHOC-XZZSYSLUSA-N 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
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
- A01N37/22—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof the nitrogen atom being directly attached to an aromatic ring system, e.g. anilides
-
- 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/32—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing >N—CO—N< or >N—CS—N< groups directly attached to a cycloaliphatic ring
-
- 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
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
-
- 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
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
-
- 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
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
- A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
- A01N43/06—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings
- A01N43/08—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings with oxygen as the ring hetero atom
-
- 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
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
- A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
- A01N43/06—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings
- A01N43/10—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings with sulfur as the ring hetero atom
-
- 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
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
- A01N43/24—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with two or more hetero atoms
- A01N43/32—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with two or more hetero atoms six-membered rings
-
- 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
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/36—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom five-membered rings
-
- 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
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
-
- 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
- A01N43/50—1,3-Diazoles; Hydrogenated 1,3-diazoles
-
- 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
- A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
-
- 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
- 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
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/647—Triazoles; Hydrogenated triazoles
- A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- 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
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/74—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
- A01N43/78—1,3-Thiazoles; Hydrogenated 1,3-thiazoles
-
- 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
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/88—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms six-membered rings with three ring hetero atoms
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
新的活性化合物结合物,包括式(I‑2)的氨甲酰,以及说明书所列的组(4)至组(24)的活性化合物,该活性化合物结合物具有非常优良的杀真菌性能。
Description
本申请是申请日为2004年10月12日的名称为“协同杀真菌活性化合物结合物”的发明专利申请201510046695.1的分案申请。发明专利申请201510046695.1是申请日为2004年10月12日的名称为“协同杀真菌活性化合物结合物”的发明专利申请201410072120.2的分案申请。发明专利申请201410072120.2是申请日为2004年10月12日的名称为“协同杀真菌活性化合物结合物”的发明专利申请201210074539.2的分案申请。发明专利申请201210074539.2是申请日为2004年10月12日的名称为“协同杀真菌活性化合物结合物”的发明专利申请200480031206.5的分案申请。
本发明涉及新的活性化合物结合物(combination),该活性化合物结合物首先含有已知的氨甲酰,其次还含有其他已知的杀真菌活性化合物,该新的活性化合物结合物非常适于防治有害的植物致病真菌。
已知某些氨甲酰具有杀真菌性能:例如WO 03/010149的N-[2-(1,3-二甲基丁基)苯基]-5-氟-1,3-二甲基-1H-吡唑-4-氨甲酰和DE-A 103 03 589的3-(三氟甲基)-N-[2-(1,3-二甲基丁基)苯基]-5-氟-1-甲基-1H-吡唑-4-氨甲酰。这些化合物的活性良好,但在低施用率下有时并不令人满意。此外,还已知许多三唑衍生物、苯胺衍生物、二甲酰亚胺和其他杂环化合物可用于防治真菌(参见EP-A 0 040 345;DE-A 22 01 063;DE-A 23 24010;Pesticide Manual,第9版(1991),第249和827页;EP-A 0 382 375和EP-A 0 515901)。但这些化合物在低施用率下并不总是具有充分的作用。并且,还已知1-(3,5-二甲基-异噁唑-4-磺酰基)-2-氯-6,6-二氟-[1,3]-二氧杂戊环并(dioxolo)-[4,5f]-苯并咪唑具有杀真菌性能(参见WO 97/06171)。最后,还已知取代的卤代嘧啶具有杀真菌性能(参见DE-A1-196 46 407、EP-B 0 712 396)。
现已发现,新的活性化合物结合物具有非常优良的杀真菌性能,所述结合物包括组(1)通式(I)的氨甲酰,以及至少一种选自以下组(2)至组(24)的活性化合物,
组(1)
其中,
R1代表氢、卤素、C1-C3-烷基或者具有1~7个氟、氯和/或溴原子的C1-C3-卤代烷基,
A代表以下A1~A8基团之一:
R2代表C1-C3-烷基,
R3代表氢、卤素、C1-C3-烷基或具有1~7个氟、氯和/或溴原子的C1-C3-卤代烷基,
R4代表氢、卤素或者C1-C3-烷基,
R5代表卤素、C1-C3-烷基或具有1~7个氟、氯和/或溴原子的C1-C3-卤代烷基,
R6代表氢、卤素、C1-C3-烷基、氨基、单-(C1-C3-烷基)-氨基或者双-(C1-C3-烷基)-氨基,
R7代表氢、卤素、C1-C3-烷基或具有1~7个氟、氯和/或溴原子的C1-C3-卤代烷基,
R8代表卤素、C1-C3-烷基或具有1~7个氟、氯和/或溴原子的C1-C3-卤代烷基,
R9代表卤素、C1-C3-烷基或具有1~7个氟、氯和/或溴原子的C1-C3-卤代烷基,
R10代表氢、卤素、C1-C3-烷基或具有1~7个氟、氯和/或溴原子的C1-C3-卤代烷基;
组(2)
通式(Ⅱ)的嗜球果伞素(Strobilurin)类
A1代表以下基团之一
A2代表NH或O,
A3代表N或CH,
L代表以下基团之一
其中标有星号(*)的键与苯环相连,
R11代表可任选由选自氯、氰基、甲基和三氟甲基的相同或不同的取代基单取代或双取代的苯基、苯氧基或吡啶基,或者代表1-(4-氯苯基)-吡唑-3-基或者代表1,2-丙二酮-二-(O-甲基肟)-1-基,
R12代表氢或氟;
组(3)
通式(Ⅲ)的三唑类
其中,
Q代表氢或SH,
m代表0或1,
R13代表氢、氟、氯、苯基或4-氯苯氧基,
R14代表氢或氯,
A4代表直接相连的键、-CH2-、-(CH2)2-或-O-,
A4还代表*-CH2-CHR17-或者*-CH=CR17-,其中标有*的键与苯环相连,在该情况下R15和R17一起代表-CH2-CH2-CH[CH(CH3)2]-或者-CH2-CH2-C(CH3)2-,
A5代表C或Si(硅),
A4还代表-N(R17)-,并且A5进一步与R15和R16一起代表基团C=N-R18,在该情况下,R17和R18一起代表以下基团:
其中标有*的键与R17相连,
R15代表氢、羟基或氰基,
R16代表1-环丙基乙基、1-氯代环丙基、C1-C4-烷基、C1-C6-羟基烷基、C1-C4-烷基羰基、C1-C2-卤代烷氧基-C1-C2-烷基、三甲基甲硅烷基-C1-C2-烷基,单氟代苯基或苯基,
R15和R16还一起代表-O-CH2-CH(R18)-O-,-O-CH2-CH(R18)-CH2-,或者代表-O-CH-(2-氯苯基)-,
R18代表氢、C1-C4-烷基或溴;
组(4)
通式(Ⅳ)的次磺酰胺类
其中R19代表氢或甲基;
组(5)
缬氨酰胺类,选自
(5-1)缬霉威(iprovalicab)
(5-2)N1-[2-(4-{[3-(4-氯苯基)-2-丙炔基]氧}-3-甲氧基苯基)乙基]-N2-(甲基磺酰基)-D-缬氨酰胺
(5-3)benthiavalicarb;
组(6)
通式(V)的氨甲酰类
其中,
X代表2-氯-3-吡啶基、在3-位由甲基或三氟甲基取代并且在5-位由氢或氯取代的1-甲基吡唑-4-基,代表4-乙基-2-乙基氨基-1,3-噻唑-5-基、1-甲基-环己基、2,2-二氯-1-乙基-3-甲基环丙基、2-氟-2-丙基,或者由选自氯和甲基的相同或不同的取代基单取代至三取代的苯基,
X还代表3,4-二氯异噻唑-5-基、5,6-二氢-2-甲基-1,4-氧硫杂环己二烯-3-基、4-甲基-1,2,3-噻二唑-5-基、4,5-二甲基-2-三甲基甲硅烷基噻吩-3-基、在4-位由甲基或三氟甲基取代并且在5-位由氢或氯取代的1-甲基吡咯-3-基,
Y代表直接相连的键、可任选由氯、氰基或氧取代的C1-C6-烷二基(亚烷基)、或者噻吩二基,
Y还代表C2-C6-烷二基(亚烷基),
Z代表氢或以下基团:
Z还代表C1-C6-烷基,
A6代表CH或N,
R20代表氢、氯、可任选由选自氯和二-(C1-C3-烷基)氨基羰基的相同或不同的取代基单取代或二取代的苯基,
R20还代表氰基或C1-C6-烷基,
R21代表氢或氯,
R22代表氢、氯、羟基、甲基或三氟甲基,
R22还代表二-(C1-C3-烷基)氨基羰基,
R20和R21进一步一起代表*-CH(CH3)-CH2-C(CH3)2-或者*-CH(CH3)-O-C(CH3)2-,其中标有*的键与R20相连;
组(7)
二硫代氨基甲酸盐类,选自
(7-1)代森锰锌(mancozeb)
(7-2)代森锰(maneb)
(7-3)代森联(metiram)
(7-4)丙森锌(propineb)
(7-5)福美双(thiram)
(7-6)代森锌(zineb)
(7-7)福美锌(ziram)
组(8)
通式(Ⅵ)的酰基丙氨酸酯(acylalanine)类
其中,
*表示所标识的碳原子具有R或S构型,优选S构型,
R23代表苄基、呋喃基或甲氧基甲基;
组(9)
通式(Ⅶ)的苯胺基嘧啶类
6
其中,
R24代表甲基、环丙基或1-丙炔基;
组(10)
通式(Ⅷ)的苯并咪唑类
其中,
R25和R26各自代表氢或一起代表-O-CF2-O-,
R27代表氢、C1-C4-烷基氨基羰基或者代表3,5-二甲基异噁唑-4-基-磺酰基,
R28代表氯、甲氧基羰基氨基、氯苯基、呋喃基或噻唑基;
组(11)
通式(Ⅸ)的氨基甲酸酯类及其相应的盐
其中,
R29代表正丙基或异丙基,
R30代表二-(C1-C2-烷基)-氨基-C2-C4-烷基或二乙氧基苯基;
组(12)
二甲酰亚胺类,选自
(12-1)敌菌丹(captafol)
(12-2)克菌丹(captan)
(12-3)灭菌丹(folpet)
(12-4)异丙定(iprodione)
(12-5)杀菌利(procymidone)
(12-6)烯菌酮(vinclozolin)
组(13)
胍类,选自
(13-1)多果定(dodine)
(13-2)克热净(guazatine)
(13-3)双胍辛胺乙酸盐(iminoctadine triacetate)
(13-4)克热净三(烷基苯磺酸盐)(iminoctadine tris(albesilate))
组(14)
咪唑类,选自
(14-1)氰霜唑(cyazofamid)
(14-2)丙氯灵(prochloraz)
(14-3)唑菌嗪(trazoxide)
(14-4)稻瘟酯(pefurazoate)
组(15)
通式(X)的吗啉类
其中,
R31和R32各自独立地代表氢或甲基,
R33代表C1-C14-烷基(优选C12-C14-烷基)、C5-C12-环烷基(优选C10-C12-环烷基)、苯基部分可由卤素或C1-C4-烷基取代的苯基-C1-C4-烷基,或者代表由氯苯基和二甲氧基苯基取代的烯丙酰,
组(16)
通式(Ⅺ)的吡咯类
其中,
R34代表氯或氰基,
R35代表氯或硝基,
R36代表氯,
R35和R36还一起代表-O-CF2-O-;
组(17)
膦酸酯类,选自
(17-1)藻菌磷(fosetyl-Al)
(17-2)膦酸;
组(18)
通式(Ⅻ)的苯基乙酰胺类
其中,
R37代表未取代的或为氟、氯、溴、甲基或乙基取代的苯基、2-萘基、1,2,3,4-四氢萘基或2,3-二氢化茚基;
组(19)
杀真菌剂类,选自
(19-1)噻二唑素(acibenzolar-S-methyl)
(19-2)百菌清(chlorothalonil)
(19-3)清菌脲(cymoxanil)
(19-4)克瘟散(edifenphos)
(19-5)噁唑酮菌(famoxadone)
(19-6)氟啶胺(fluazinam)
(19-7)氯氧化铜
(19-8)氢氧化铜
(19-9)噁霜灵(oxadixyl)
(19-10)螺噁茂胺(spiroxamine)
(19-11)二氰蒽醌(dithianon)
(19-12)苯菌酮(metrafenone)
(19-13)咪唑菌酮(fenamidone)
(19-14)2,3-二丁基-6-氯噻吩并[2,3-d]嘧啶-4(3H)-酮
(19-15)噻菌灵(probenazole)
(19-16)稻瘟灵(isoprothiolane)
(19-17)春雷霉素(kasugamycin)
(19-18)四氯苯酞
(19-19)嘧菌腙(ferimzone)
(19-20)三环唑(tricyclazole)
(19-21)N-({4-[(环丙基氨基)羰基]苯基}磺酰基)-2-甲氧基苯甲酰胺
(19-22)2-(4-氯苯基)-N-{2-[3-甲氧基-4-(丙-2-炔-1-基氧)苯基]乙基}-2-(丙-2-炔-1-基氧)乙酰胺;
组(20)
(硫)脲衍生物类,选自
(20-1)戊菌隆(pencycuron)
(20-2)甲基托布津(thiophanate-methyl)
(20-3)托布津(thiophanate-ethyl);
组(21)
通式(XⅢ)的酰胺类
其中,
A7代表直接相连的键或-O-,
A8代表-C(=O)NH或-NHC(=O)-,
R38代表氢或C1-C4-烷基,
R39代表C1-C6-烷基;
组(22)
通式(XIV)的三唑并嘧啶类
R40代表C1-C6-烷基或C2-C6-链烯基,
R41代表C1-C6-烷基,
R40和R41还一起代表由C1-C6-烷基单取代或二取代的C4-C5-烷二基(亚烷基),
R42代表溴或氯,
R43和R47各自独立地代表氢、氟、氯或甲基,
R44和R46各自独立地代表氢或氟,
R45代表氢、氟或甲基;
组(23)
通式(XV)的碘色酮(iodochromone)类
其中,
R48代表C1-C6-烷基,
R49代表C1-C6-烷基、C2-C6-链烯基或C2-C6-炔基;
组(24)
通式(XVI)的联苯氨甲酰类
其中,
R50代表氢或氟,
R51代表氟、氯、溴、甲基、三氟甲基、三氟甲氧基、-CH=N-OMe或者-C(Me)=N-OMe,
R52代表氢、氟、氯、溴、甲基或三氟甲基,
Het代表以下Het1至Het7基团之一:
R53代表碘、甲基、二氟甲基或三氟甲基,
R54代表氢、氟、氯或甲基,
R55代表甲基、二氟甲基或三氟甲基,
R56代表氯、溴、碘、甲基、二氟甲基或三氟甲基,
R57代表甲基或三氟甲基。
令人惊讶的是,本发明的活性化合物结合物的杀真菌活性显著高于单个活性化合物活性的总和。因此,存在不可预见的、真实的协同效应,而不仅仅是活性的简单叠加。
式(I)提供了组(1)化合物的总的定义。
优选以下的式(I)氨甲酰,其中:
R1代表氢、氟、氯、甲基、乙基、正丙基、异丙基、单氟甲基、二氟甲基、三氟甲基、单氯甲基、二氯甲基或三氯甲基,
A代表以下A1~A5基团之一:
R2代表甲基、乙基、正丙基或异丙基,
R3代表碘、甲基、二氟甲基或三氟甲基,
R4代表氢、氟、氯或甲基,
R5代表氯、溴、碘、甲基、二氟甲基或三氟甲基,
R6代表氢、氯、甲基、氨基或二甲基氨基,
R7代表甲基、二氟甲基或三氟甲基,
R8代表溴或甲基,
R9代表甲基或三氟甲基。
特别优选以下的式(I)氨甲酰,其中:
R1代表氢、氟、氯、甲基、乙基或三氟甲基,
A代表以下A1或A2基团之一:
R2代表甲基或异丙基,
R3代表甲基、二氟甲基或三氟甲基,
R4代表氢或氟,
R5代表碘、二氟甲基或三氟甲基。
以下的式(I)氨甲酰,其中:
R1代表氢或甲基,
A代表以下A1或A2基团之一:
R2代表甲基,
R3代表甲基,
R4代表氟,
R5代表碘或三氟甲基。
更特别优选在混合物中使用式(Ia)的化合物
其中,R1、R2、R3和R4如上定义。
更特别优选在混合物中使用式(Ib)的化合物
其中,R1和R5如上定义。
式(I)具体包括以下优选的组(1)混合组分:
(1-1)N-[2-(1,3-二甲基丁基)苯基]-1,3-二甲基-1H-吡唑-4-氨甲酰
(1-2)N-[2-(1,3-二甲基丁基)苯基]-5-氟-1,3-二甲基-1H-吡唑-4-氨甲酰(已知于WO 03/010149)
(1-3)N-[2-(1,3-二甲基丁基)苯基]-5-氯-1,3-二甲基-1H-吡唑-4-氨甲酰(已知于JP-A 10-251240)
(1-4)3-(二氟甲基)-N-[2-(1,3-二甲基丁基)苯基]-1-甲基-1H-吡唑-4-氨甲酰
(1-5)3-(三氟甲基)-N-[2-(1,3-二甲基丁基)苯基]-5-氟-1-甲基-1H-吡唑-4-氨甲酰(已知于DE-A 103 03 589)
(1-6)3-(三氟甲基)-N-[2-(1,3-二甲基丁基)苯基]-5-氯-1-甲基-1H-吡唑-4-氨甲酰(已知于JP-A 10-251240)
(1-7)1,3-二甲基-N-[2-(1,3,3-三甲基丁基)苯基]-1H-吡唑-4-氨甲酰(已知于JP-A 10-251240)
(1-8)5-氟-1,3-二甲基-N-[2-(1,3,3-三甲基丁基)苯基]-1H-吡唑-4-氨甲酰(已知于WO 03/010149)
(1-9)3-(二氟甲基)-1-甲基-N-[2-(1,3,3-三甲基丁基)苯基]-1H-吡唑-4-氨甲酰
(1-10)3-(三氟甲基)-1-甲基-N-[2-(1,3,3-三甲基丁基)苯基]-1H-吡唑-4-氨甲酰
(1-11)3-(三氟甲基)-5-氟-1-甲基-N-[2-(1,3,3-三甲基丁基)苯基]-1H-吡唑-4-氨甲酰(已知于DE-A 103 03 589)
(1-12)3-(三氟甲基)-5-氯-1-甲基-N-[2-(1,3,3-三甲基丁基)苯基]-1H-吡唑-4-氨甲酰(已知于JP-A 10-251240)
(1-13)N-[2-(1,3-二甲基丁基)苯基]-2-碘代苯甲酰胺(已知于DE-A 102 29595)
(1-14)2-碘-N-[2-(1,3,3-三甲基丁基)苯基]苯甲酰胺(已知于DE-A 102 29595)
(1-15)N-[2-(1,3-二甲基丁基)苯基]-2-(三氟甲基)苯甲酰胺(已知于DE-A 10229 595)
(1-16)2-(三氟甲基)-N-[2-(1,3,3-三甲基丁基)苯基]苯甲酰胺(已知于DE-A102 29 595)
重点强调本发明的如下活性化合物结合物,即除了所述组(1)中的(1-8)氨甲酰,即,5-氟-1,3-二甲基-N-[2-(1,3,3-三甲基丁基)苯基]-1H-吡唑-4-氨甲酰以外,还含有组(2)至(24)的一种或多种混合组分,优选一种混合组分。
重点强调本发明的如下活性化合物结合物,即除了所述组(1)的(1-2)氨甲酰,即,N-[2-(1,3-二甲基丁基)苯基]-5-氟-1,3-二甲基-1H-吡唑-4-氨甲酰以外,还含有组(2)至(24)的一种或多种混合组分,优选一种混合组分。
重点强调本发明的如下活性化合物结合物,即除了所述组(1)的(1-15)氨甲酰,即,N-[2-(1,3-二甲基丁基)苯基]-2-(三氟甲基)苯甲酰胺以外,还含有组(2)至(24)的一种或多种混合组分,优选一种混合组分。
重点强调本发明的如下活性化合物结合物,即除了所述组(1)的(1-13)氨甲酰,即,N-[2-(1,3-二甲基丁基)苯基]-2-碘代苯甲酰胺(组1)以外,还含有组(2)~(24)的一种或多种混合组分,优选一种混合组分。
式(Ⅱ)包括以下优选的组(2)混合组分:
(2-1)下式的腈嘧菌酯(已知于EP-A 0 382 375)
(2-2)下式的氟嘧菌酯(已知于DE-A 196 02 095)
(2-3)下式的(2E)-2-(2-{[6-(3-氯-2-甲基苯氧基)-5-氟-4-嘧啶基]氧}苯基)-2-(甲氧基亚氨基)-N-甲基乙酰胺(已知于DE-A 196 46 407、EP-B 0 712 396)
(2-4)下式的肟菌酯(已知于EP-A 0 460 575)
(2-5)下式的(2E)-2-(甲氧基亚氨基)-N-甲基-2-(2-{[({(1E)-1-[3-(三氟甲基)-苯基]亚乙基}氨基)氧]甲基}苯基)乙酰胺(已知于EP-A 0 569 384)
(2-6)下式的(2E)-2-(甲氧基亚氨基)-N-甲基-2-{2-[(E)-({1-[3-(三氟甲基)苯基]乙氧基}亚氨基)甲基]苯基}乙酰胺(已知于EP-A 0 569 254)
(2-7)下式的orysastrobin(已知于DE-A 195 39 324)
(2-8)下式的5-甲氧基-2-甲基-4-(2-{[({(1E)-1-[3-(三氟甲基)苯基]亚乙基}氨基)氧]甲基}苯基)-2,4-二氢-3H-1,2,4-三唑-3-酮(已知于WO 98/23155)
(2-9)下式的亚胺菌(已知于EP-A 0 253 213)
(2-10)下式的dimoxystrobin(已知于EP-A 0 398 692)
(2-11)下式的啶氧菌酯(已知于EP-A 0 278 595)
(2-12)下式的吡唑醚菌酯(已知于DE-A 44 23 612)
(2-13)下式的叉氨苯酰胺(已知于EP-A 0 398 692)
式(Ⅲ)包括以下优选的组(3)混合组分:
(3-1)下式的戊环唑(已知于DE-A 25 51 560)
(3-2)下式的乙环唑(已知于DE-A 25 51 560)
(3-3)下式的丙环唑(已知于DE-A 25 51 560)
(3-4)下式的噁醚唑(已知于EP-A 0 112 284)
(3-5)下式的糠菌唑(已知于EP-A 0 258 161)
(3-6)下式的环唑醇(已知于DE-A 34 06 993)
(3-7)下式的己唑醇(已知于DE-A 30 42 303)
(3-8)下式的戊菌唑(已知于DE-A 27 35 872)
(3-9)下式的腈菌唑(已知于EP-A 0 145 294)
(3-10)下式的氟醚唑(已知于EP-A 0 234 242)
(3-11)下式的粉唑醇(已知于EP-A 0 015 756)
(3-12)下式的氧唑菌(已知于EP-A 0 196 038)
(3-13)下式的氟硅唑(已知于EP-A 0 068 813)
(3-14)下式的硅氟唑(已知于EP-A 0 537 957)
(3-15)下式的丙硫菌唑(prothioconazole)(已知于WO 96/16048)
(3-16)下式的腈苯唑(已知于DE-A 37 21 786)
(3-17)下式的戊唑醇(已知于EP-A 0 040 345)
(3-18)下式的环戊唑醇(已知于EP-A 0 329 397)
(3-19)下式的环戊唑菌(已知于EP-A 0 329 397)
(3-20)下式的戊叉唑菌(已知于EP-A 0 378 953)
(3-21)下式的双苯三唑醇(已知于DE-A 23 24 010)
(3-22)下式的唑菌醇(已知于DE-A 23 24 010)
(3-23)下式的三唑酮(已知于DE-A 22 01 063)
(3-24)下式的喹唑菌酮(已知于EP-A 0 183 458)
(3-25)下式的唑喹菌酮(已知于EP-A 0 183 458)
式(Ⅳ)包括以下优选的组(4)混合组分:
(4-1)下式的苯氟磺胺(已知于DE-A 11 93 498)
(4-2)下式的对甲抑菌灵(已知于DE-A 11 93 498)
优选的组(5)混合组分为:
(5-1)下式的缬霉威(已知于DE-A 40 26 966)
(5-3)下式的benthiavalicarb(已知于WO 96/04252)
式(V)包括以下优选的组(6)混合组分:
(6-1)下式的2-氯-N-(1,1,3-三甲基-2,3-二氢化茚-4-基)-烟酰胺(已知于EP-A0 256 503)
(6-2)下式的啶酰菌胺(boscalid)(已知于DE-A 195 31 813)
(6-3)下式的呋吡唑灵(已知于EP-A 0 315 502)
(6-4)下式的N-(3-对甲苯基噻吩-2-基)-1-甲基-3-三氟甲基-1H-吡唑-4-氨甲酰(已知于EP-A 0 737 682)
(6-5)下式的韩乐宁(已知于EP-A 0 639 574)
(6-6)下式的环酰菌胺(已知于EP-A 0 339 418)
(6-7)下式的氯环丙酰胺(已知于EP-A 0 341 475)
(6-8)下式的2-氯-4-(2-氟-2-甲基丙酰基氨基)-N,N-二甲基苯甲酰胺(已知于EP-A 0 600 629)
(6-9)下式的picobenzamid(已知于WO 99/42447)
(6-10)下式的苯酰菌胺(已知于EP-A 0 604 019)
(6-11)下式的3,4-二氯-N-(2-氰基苯基)异噻唑-5-氨甲酰(已知于WO 99/24413)
(6-12)下式的萎锈灵(已知于US 3,249,499)
(6-13)下式的噻酰菌胺(tiadinil)(已知于US 6,616,054)
(6-14)下式的吡噻菌胺(penthiopyrad)(已知于EP-A 0 737 682)
(6-15)下式的silthiofam(已知于WO 96/18631)
(6-16)下式的N-[2-(1,3-二甲基丁基)苯基]-1-甲基-4-(三氟甲基)-1H-吡咯-3-氨甲酰(已知于WO 02/38542)
优选的组(7)混合组分为:
(7-1)代森锰锌(已知于DE-A 12 34 704),其IUPAC名称为乙撑双(二硫代氨基甲酸)锰与锌盐的(聚合)络合物
(7-2)下式的代森锰(已知于US 2,504,404)
(7-3)代森联(已知于DE-A 10 76 434),其IUPAC名称为乙撑双(二硫代氨基甲酸)氨化锌-聚(二硫化乙撑秋兰姆)
(7-4)下式的丙森锌(已知于GB 935 981)
(7-5)下式的福美双(已知于US 1,972,961)
(7-6)下式的代森锌(已知于DE-A 10 81 446)
(7-7)下式的福美锌(已知于US 2,588,428)
式(Ⅵ)包括以下优选的组(8)混合组分:
(8-1)下式的苯霜灵(已知于DE-A 29 03 612)
(8-2)下式的呋氨丙灵(已知于DE-A 25 13 732)
(8-3)下式的甲霜灵(已知于DE-A 25 15 091)
(8-4)下式的精甲霜灵(已知于WO 96/01559)
(8-5)下式的benalaxyl-M
式(Ⅶ)包括以下优选的组(9)混合组分:
(9-1)下式的嘧菌环胺(已知于EP-A 0 310 550)
(9-2)下式的嘧菌胺(已知于EP-A 0 270 111)
(9-3)下式的二甲嘧菌胺(已知于DD 151 404)
式(Ⅷ)包括以下优选的组(10)混合组分:
(10-1)下式的6-氯-5-[(3,5-二甲基异噁唑-4-基)磺酰基]-2,2-二氟-5H-[1,3]二氧杂戊环并[4,5-f]苯并咪唑(已知于WO 97/06171)
(10-2)下式的苯菌灵(已知于US 3,631,176)
(10-3)下式的多菌灵(已知于US 3,010,968)
(10-4)下式的苯咪唑菌
(10-5)下式的麦穗宁(已知于DE-A 12 09 799)
(10-6)下式的涕必灵(已知于US 3,206,468)
式(Ⅸ)包括以下优选的组(11)混合组分:
(11-1)下式的乙霉威(已知于EP-A 0 078 663)
(11-2)下式的百维灵(已知于US 3,513,241)
(11-3)下式的百维灵单盐酸盐(已知于US 3,513,241)
(11-4)下式的百维灵-藻菌磷(propamocarb-fosetyl)
优选的组(12)混合组分为:
(12-1)下式的敌菌丹(已知于US 3,178,447)
(12-2)下式的克菌丹(已知于US 2,553,770)
(12-3)下式的灭菌丹(已知于US 2,553,770)
(12-4)下式的异丙定(已知于DE-A 21 49 923)
(12-5)下式的杀菌利(已知于DE-A 20 12 656)
(12-6)下式的烯菌酮(已知于DE-A 22 07 576)
优选的组(13)混合组分为:
(13-1)下式的多果定(已知于GB 11 03 989)
(13-2)克热净(已知于GB 11 14 155)
(13-3)下式的双胍辛胺乙酸盐(已知于EP-A 0 155 509)
优选的组(14)混合组分为:
(14-1)下式的氰霜唑(已知于EP-A 0 298 196)
(14-2)下式的丙氯灵(已知于DE-A 24 29 523)
(14-3)下式的唑菌嗪(已知于DE-A 28 02 488)
(14-4)下式的稻瘟酯(已知于EP-A 0 248 086)
式(X)包括以下优选的组(15)混合组分:
(15-1)下式的aldimorph(已知于DD 140 041)
(15-2)下式的克啉菌(已知于GB 988 630)
(15-3)下式的吗菌灵(已知于DE-A 25 432 79)
(15-4)下式的丁苯吗啉(已知于DE-A 26 56 747)
(15-5)下式的烯酰吗啉(已知于EP-A 0 219 756)
式(Ⅺ)包括以下优选的组(16)混合组分:
(16-1)下式的拌种咯(已知于EP-A 0 236 272)
(16-2)下式的氟噁菌(已知于EP-A 0 206 999)
(16-3)下式的硝吡咯菌素(pyrrolnitrin)(已知于JP 65-25876)
优选的组(17)混合组分为:
(17-1)下式的藻菌磷(已知于DE-A 24 56 627)
(17-2)下式的膦酸(已知的化学品)
式(Ⅻ)包括以下优选的组(18)混合组分,所述混合组分已知于WO 96/23793中,并可各自作为E异构体或Z异构体存在。因此,式(Ⅻ)化合物可作为不同异构体的混合物存在,也可以单一异构体的形式存在。优选E异构体形式的式(Ⅻ)化合物:
(18-1)下式的2-(2,3-二氢-1H-茚-5-基)-N-[2-(3,4-二甲氧基苯基)乙基]-2-(甲氧基亚氨基)乙酰胺化合物
(18-2)下式的N-[2-(3,4-二甲氧基苯基)乙基]-2-(甲氧基亚氨基)-2-(5,6,7,8-四氢萘-2-基)乙酰胺化合物
(18-3)下式的2-(4-氯苯基)-N-[2-(3,4-二甲氧基苯基)乙基]-2-(甲氧基亚氨基)乙酰胺化合物
(18-4)下式的2-(4-溴苯基)-N-[2-(3,4-二甲氧基苯基)乙基]-2-(甲氧基亚氨基)乙酰胺化合物
(18-5)下式的2-(4-甲基苯基)-N-[2-(3,4-二甲氧基苯基)乙基]-2-(甲氧基亚氨基)乙酰胺化合物
(18-6)下式的2-(4-乙基苯基)-N-[2-(3,4-二甲氧基苯基)乙基]-2-(甲氧基亚氨基)乙酰胺化合物
优选的组(19)混合组分为:
(19-1)下式的噻二唑素(已知于EP-A 0 313 512)
(19-2)下式的百菌清(已知于US 3,290,353)
(19-3)下式的清菌脲(已知于DE-A 23 12 956)
(19-4)下式的克瘟散(已知于DE-A 14 93 736)
(19-5)下式的噁唑酮菌(已知于EP-A 0 393 911)
(19-6)下式的氟啶胺(已知于EP-A 0 031 257)
(19-9)下式的噁霜灵(已知于DE-A 30 30 026)
(19-10)下式的螺噁茂胺(已知于DE-A 37 35 555)
(19-11)下式的二氰蒽醌(已知于JP-A 44-29464)
(19-12)下式的苯菌酮(已知于EP-A 0 897 904)
(19-13)下式的咪唑菌酮(已知于EP-A 0 629 616)
(19-14)下式的2,3-二丁基-6-氯噻吩并[2,3-d]嘧啶-4(3H)-酮(已知于WO 99/14202)
(19-15)下式的噻菌灵(已知于US 3,629,428)
(19-16)下式的稻瘟灵(已知于US 3,856,814)
(19-17)下式的春雷霉素(已知于GB 1 094 567)
(19-18)下式的四氯苯酞(已知于JP-A 57-55844)
(19-19)下式的嘧菌腙(已知于EP-A 0 019 450)
(19-20)下式的三环唑(已知于DE-A 22 50 077)
(19-21)下式的N-({4-[(环丙基氨基)羰基]苯基}磺酰基)-2-甲氧基苯甲酰胺
(19-22)下式的2-(4-氯苯基)-N-{2-[3-甲氧基-4-(丙-2-炔-1-基氧)苯基]乙基}-2-(丙-2-炔-1-基氧)乙酰胺(已知于WO 01/87822)
优选的组(20)混合组分为:
(20-1)下式的戊菌隆(已知于DE-A 27 32 257)
(20-2)下式的甲基托布津(已知于DE-A 18 06 123)
(20-3)下式的托布津(已知于DE-A 18 06 123)
优选的组(21)混合组分为:
(21-1)下式的稻瘟酰胺(已知于EP-A 0 262 393)
(21-2)下式的diclocymet(已知于JP-A 7-206608)
优选的组(22)混合组分为
(22-1)下式的5-氯-N-[(1S)-2,2,2-三氟-1-甲基乙基]-6-(2,4,6-三氟苯基)[1,2,4]三唑并[1,5-a]嘧啶-7-胺(已知于US 5,986,135)
(22-2)下式的5-氯-N-[(1R)-1,2-二甲基丙基]-6-(2,4,6-三氟苯基)[1,2,4]三唑并[1,5-a]嘧啶-7-胺(已知于WO 02/38565)
(22-3)下式的5-氯-6-(2-氯-6-氟苯基)-7-(4-甲基哌啶-1-基)[1,2,4]三唑并[1,5-a]嘧啶(已知于US 5,593,996)
(22-4)下式的5-氯-6-(2,4,6-三氟苯基)-7-(4-甲基哌啶-1-基)[1,2,4]三唑并[1,5-a]嘧啶(已知于DE-A 101 24 208)
优选的组(23)混合组分为:
(23-1)下式的2-丁氧基-6-碘-3-丙基苯并吡喃-4-酮(已知于WO 03/014103)
(23-2)下式的2-乙氧基-6-碘-3-丙基苯并吡喃-4-酮(已知于WO 03/014103)
(23-3)下式的6-碘-2-丙氧基-3-丙基苯并吡喃-4-酮(已知于WO 03/014103)
(23-4)下式的2-丁-2-(炔基氧)-6-碘-3-丙基苯并吡喃-4-酮(已知于WO 03/014103)
(23-5)下式的6-碘-2-(1-甲基丁氧基)-3-丙基苯并吡喃-4-酮(已知于WO 03/014103)
(23-6)下式的2-(丁-3-烯基氧)-6-碘代苯并吡喃-4-酮(已知于WO 03/014103)
(23-7)下式的3-丁基-6-碘-2-异丙氧基苯并吡喃-4-酮(已知于WO 03/014103)
优选的组(24)混合组分为:
(24-1)下式的N-(3’,4’-二氯-5-氟-1,1’-联苯-2-基)-3-(二氟甲基)-1-甲基-1H-吡唑-4-氨甲酰(已知于WO 03/070705)
(24-2)下式的3-(二氟甲基)-N-{3’-氟-4’-[(E)-(甲氧基亚氨基)甲基]-1,1’-联苯-2-基}-1-甲基-1H-吡唑-4-氨甲酰(已知于WO02/08197)
(24-3)下式的3-(三氟甲基)-N-{3’-氟-4’-[(E)-(甲氧基亚氨基)甲基]-1,1’-联苯-2-基}-1-甲基-1H-吡唑-4-氨甲酰(已知于WO02/08197)
(24-4)下式的N-(3’,4’-二氯-1,1’-联苯-2-基)-5-氟-1,3-二甲基-1H-吡唑-4-氨甲酰(已知于WO 00/14701)
(24-5)下式的N-(4’-氯-3’-氟-1,1’-联苯-2-基)-2-甲基-4-(三氟甲基)-1,3-噻唑-5-氨甲酰(已知于WO 03/066609)
(24-6)下式的N-(4’-氯-1,1’-联苯-2-基)-4-(二氟甲基)-2-甲基-1,3-噻唑-5-氨甲酰(已知于WO 03/066610)
(24-7)下式的N-(4’-溴-1,1’-联苯-2-基)-4-(二氟甲基)-2-甲基-1,3-噻唑-5-氨甲酰(已知于WO 03/066610)
(24-8)下式的4-(二氟甲基)-2-甲基-N-[4’-(三氟甲基)-1,1’-联苯-2-基}-1,3-噻唑-5-氨甲酰(已知于WO 03/066610)
化合物(6-7)氯环丙酰胺具有三个不对称取代的碳原子。因此,化合物(6-7)可以不同异构体的混合物存在,也可以单一组分的形式存在。特别优选以下化合物:
下式的(1S,3R)-2,2-二氯-N-[(1R)-1-(4-氯苯基)乙基]-1-乙基-3-甲基环丙烷氨甲酰
以及,
下式的(1R,3S)-2,2-二氯-N-[(1R)-1-(4-氯苯基)乙基]-1-乙基-3-甲基环丙烷氨甲酰
特别优选的混合组分为下列活性化合物:
(2-1)腈嘧菌酯
(2-2)氟嘧菌酯
(2-3)(2E)-2-(2-{[6-(3-氯-2-甲基苯氧基)-5-氟-4-嘧啶基]氧}苯基)-2-(甲氧基亚氨基)-N-甲基乙酰胺
(2-4)肟菌酯
(2-5)(2E)-2-(甲氧基亚氨基)-N-甲基-2-(2-{[({(1E)-1-[3-(三氟甲基)苯基]亚乙基}氨基)氧]甲基}苯基)乙酰胺
(2-6)(2E)-2-(甲氧基亚氨基)-N-甲基-2-{2-[(E)-({1-[3-(三氟甲基)苯基]乙氧基}亚氨基)甲基]苯基}乙酰胺
(2-8)5-甲氧基-2-甲基-4-(2-{[({(1E)-1-[3-(三氟甲基)苯基]亚乙基}氨基)氧]甲基}苯基)-2,4-二氢-3H-1,2,4-三唑-3-酮
(2-9)亚胺菌
(2-10)dimoxystrobin
(2-11)啶氧菌酯
(2-12)吡唑醚菌酯
(2-13)叉氨苯酰胺
(3-3)丙环唑
(3-4)噁醚唑
(3-6)环唑醇
(3-7)己唑醇
(3-8)戊菌唑
(3-9)腈菌唑
(3-10)氟醚唑
(3-12)氧唑菌
(3-13)氟硅唑
(3-15)丙硫菌唑
(3-16)腈苯唑
(3-17)戊唑醇
(3-19)环戊唑菌
(3-21)双苯三唑醇
(3-22)唑菌醇
(3-23)三唑酮
(3-24)喹唑菌酮
(4-1)苯氟磺胺
(4-2)对甲抑菌灵
(5-1)缬霉威
(5-3)benthiavalicarb
(6-2)啶酰菌胺
(6-5)韩乐宁
(6-6)环酰菌胺
(6-7)氯环丙酰胺
(6-8)2-氯-4-[(2-氟-2-甲基丙酰基)氨基]-N,N-二甲基苯甲酰胺
(6-9)picobenzamid
(6-10)苯酰菌胺
(6-11)3,4-二氯-N-(2-氰基苯基)异噻唑-5-氨甲酰
(6-14)吡噻菌胺
(6-16)N-[2-(1,3-二甲基丁基)苯基]-1-甲基-4-(三氟甲基)-1H-吡咯-3-氨甲酰
(7-1)代森锰锌
(7-2)代森锰
(7-4)丙森锌
(7-5)福美双
(7-6)代森锌
(8-1)苯霜灵
(8-2)呋氨丙灵
(8-3)甲霜灵
(8-4)精甲霜灵
(8-5)benalaxyl-M
(9-1)嘧菌环胺
(9-2)嘧菌胺
(9-3)二甲嘧菌胺
(10-1)6-氯-5-[(3,5-二甲基异噁唑-4-基)磺酰基]-2,2-二氟-5H-[1,3]二氧杂戊环并[4,5-f]苯并咪唑
(10-3)多菌灵
(11-1)乙霉威
(11-2)百维灵
(11-3)百维灵单盐酸盐
(11-4)百维灵-藻菌磷
(12-2)克菌丹
(12-3)灭菌丹
(12-4)异丙定
(12-5)杀菌利
(13-1)多果定
(13-2)克热净
(13-3)双胍辛胺乙酸盐
(14-1)氰霜唑
(14-2)丙氯灵
(14-3)唑菌嗪
(15-4)丁苯吗啉
(15-5)烯酰吗啉
(16-2)氟噁菌
(17-1)藻菌磷
(17-2)膦酸
(19-1)噻二唑素
(19-2)百菌清
(19-3)清菌脲
(19-5)噁唑酮菌
(19-6)氟啶胺
(19-9)噁霜灵
(19-10)螺噁茂胺
(19-7)氯氧化铜
(19-13)咪唑菌酮
(19-22)2-(4-氯苯基)-N-{2-[3-甲氧基-4-(丙-2-炔-1-基氧)苯基]乙基}-2-(丙-2-炔-1-基氧)乙酰胺
(20-1)戊菌隆
(20-2)甲基托布津
(22-1)5-氯-N-[(1S)-2,2,2-三氟-1-甲基乙基]-6-(2,4,6-三氟苯基)[1,2,4]三唑并[1,5-a]嘧啶-7-胺
(22-2)5-氯-N-[(1R)-1,2-二甲基丙基]-6-(2,4,6-三氟苯基)[1,2,4]三唑并[1,5-a]嘧啶-7-胺
(22-4)5-氯-6-(2,4,6-三氟苯基)-7-(4-甲基哌啶-1-基)[1,2,4]三唑并[1,5-a]嘧啶
(23-1)2-丁氧基-6-碘-3-丙基苯并吡喃-4-酮
(23-2)2-乙氧基-6-碘-3-丙基苯并吡喃-4-酮
(23-3)6-碘-2-丙氧基-3-丙基苯并吡喃-4-酮
(24-1)N-(3’,4’-二氯-5-氟-1,1’-联苯-2-基)-3-(二氟甲基)-1-甲基-1H-吡唑-4-氨甲酰
(24-3)3-(三氟甲基)-N-{3’-氟-4’-[(E)-(甲氧基亚氨基)甲基]-1,1’-联苯-2-基}-1-甲基-1H-吡唑-4-氨甲酰
(24-7)N-(4’-溴-1,1’-联苯-2-基)-4-(二氟甲基)-2-甲基-1,3-噻唑-5-氨甲酰
更特别优选的混合组分为下列活性化合物:
(2-2)氟嘧菌酯
(2-4)肟菌酯
(2-3)(2E)-2-(2-{[6-(3-氯-2-甲基苯氧基)-5-氟-4-嘧啶基]氧}苯基)-2-(甲氧基亚氨基)-N-甲基乙酰胺
(3-15)丙硫菌唑
(3-17)戊唑醇
(3-21)双苯三唑醇
(3-22)唑菌醇
(3-24)喹唑菌酮
(4-1)苯氟磺胺
(4-2)对甲抑菌灵
(5-1)缬霉威
(6-6)环酰菌胺
(6-7)氯环丙酰胺
(6-9)picobenzamid
(6-14)吡噻菌胺
(7-4)丙森锌
(8-4)精甲霜灵
(8-5)benalaxyl-M
(9-3)二甲嘧菌胺
(10-3)多菌灵
(11-4)百维灵-藻菌磷
(12-4)异丙定
(14-2)丙氯灵
(14-3)唑菌嗪
(16-2)氟噁菌
(19-10)螺噁茂胺
(19-22)2-(4-氯苯基)-N-{2-[3-甲氧基-4-(丙-2-炔-1-基氧)苯基]乙基}-2-(丙-2-炔-1-基氧)乙酰胺
(22-4)5-氯-6-(2,4,6-三氟苯基)-7-(4-甲基哌啶-1-基)[1,2,4]三唑并[1,5-a]嘧啶
(24-1)N-(3’,4’-二氯-5-氟-1,1’-联苯-2-基)-3-(二氟甲基)-1-甲基-1H-吡唑-4-氨甲酰
如下所述,优选的活性化合物结合物包括两组活性化合物,并且分别包括至少一种组(1)的式(I)氨甲酰以及至少一种所述组(2)至(24)的活性化合物。这些结合物为活性化合物结合物A~U。
在优选的活性化合物结合物A~U中,重点强调含有组(1)的式(I)氨甲酰的结合物
其中R1和A如上所定义。
特别优选含有组(1)的式(I)氨甲酰活性化合物结合物A~U
其中
R1代表氢、氟、氯、甲基、乙基或三氟甲基,
A代表以下A1或A2基团之一:
R2代表甲基,
R3代表甲基、二氟甲基或三氟甲基,
R4代表氢或氟,
R5代表碘或三氟甲基。
更特别优选其中组(1)的式(I)氨甲酰选自下列化合物的活性化合物结合物A~U:
(1-1)N-[2-(1,3-二甲基丁基)苯基]-1,3-二甲基-1H-吡唑-4-氨甲酰
(1-2)N-[2-(1,3-二甲基丁基)苯基]-5-氟-1,3-二甲基-1H-吡唑-4-氨甲酰
(1-3)N-[2-(1,3-二甲基丁基)苯基]-5-氯-1,3-二甲基-1H-吡唑-4-氨甲酰
(1-4)3-(二氟甲基)-N-[2-(1,3-二甲基丁基)苯基]-1-甲基-1H-吡唑-4-氨甲酰
(1-5)3-(三氟甲基)-N-[2-(1,3-二甲基丁基)苯基]-5-氟-1-甲基-1H-吡唑-4-氨甲酰
(1-6)3-(三氟甲基)-N-[2-(1,3-二甲基丁基)苯基]-5-氯-1-甲基-1H-吡唑-4-氨甲酰
(1-7)1,3-二甲基-N-[2-(1,3,3-三甲基丁基)苯基]-1H-吡唑-4-氨甲酰
(1-8)5-氟-1,3-二甲基-N-[2-(1,3,3-三甲基丁基)苯基]-1H-吡唑-4-氨甲酰
(1-9)3-(二氟甲基)-1-甲基-N-[2-(1,3,3-三甲基丁基)苯基]-1H-吡唑-4-氨甲酰
(1-10)3-(三氟甲基)-1-甲基-N-[2-(1,3,3-三甲基丁基)苯基]-1H-吡唑-4-氨甲酰
(1-11)3-(三氟甲基)-5-氟-1-甲基-N-[2-(1,3,3-三甲基丁基)苯基]-1H-吡唑-4-氨甲酰
(1-12)3-(三氟甲基)-5-氯-1-甲基-N-[2-(1,3,3-三甲基丁基)苯基]-1H-吡唑-4-氨甲酰
(1-13)N-[2-(1,3-二甲基丁基)苯基]-2-碘代苯甲酰胺
(1-14)2-碘-N-[2-(1,3,3-三甲基丁基)苯基]苯甲酰胺
(1-15)N-[2-(1,3-二甲基丁基)苯基]-2-(三氟甲基)苯甲酰胺
(1-16)2-(三氟甲基)-N-[2-(1,3,3-三甲基丁基)苯基]苯甲酰胺
尤其优选其中组(1)的式(I)氨甲酰选自下列化合物的活性化合物结合物A~U:
(1-2)N-[2-(1,3-二甲基丁基)苯基]-5-氟-1,3-二甲基-1H-吡唑-4-氨甲酰
(1-8)5-氟-1,3-二甲基-N-[2-(1,3,3-三甲基丁基)苯基]-1H-吡唑-4-氨甲酰
(1-10)3-(三氟甲基)-1-甲基-N-[2-(1,3,3-三甲基丁基)苯基]-1H-吡唑-4-氨甲酰
(1-13)N-[2-(1,3-二甲基丁基)苯基]-2-碘代苯甲酰胺
(1-14)2-碘-N-[2-(1,3,3-三甲基丁基)苯基]苯甲酰胺
(1-15)N-[2-(1,3-二甲基丁基)苯基]-2-(三氟甲基)苯甲酰胺
(1-16)2-(三氟甲基)-N-[2-(1,3,3-三甲基丁基)苯基]苯甲酰胺
除了组(1)的式(I)氨甲酰以外,活性化合物结合物A还包括组(2)的式(Ⅱ)嗜球果 伞素
其中A1、L和R11如上所定义。
优选其中组(2)的式(Ⅱ)嗜球果伞素选自下列化合物的活性化合物结合物A:
(2-1)腈嘧菌酯
(2-2)氟嘧菌酯
(2-3)(2E)-2-(2-{[6-(3-氯-2-甲基苯氧基)-5-氟-4-嘧啶基]氧}苯基)-2-(甲氧基亚氨基)-N-甲基乙酰胺
(2-4)肟菌酯
(2-5)(2E)-2-(甲氧基亚氨基)-N-甲基-2-(2-{[({(1E)-1-[3-(三氟甲基)-苯基]亚乙基}氨基)氧]甲基}苯基)乙酰胺
(2-6)(2E)-2-(甲氧基亚氨基)-N-甲基-2-{2-[(E)-({1-[3-(三氟甲基)苯基]乙氧基}亚氨基)甲基]苯基}乙酰胺
(2-7)orysastrobin
(2-8)5-甲氧基-2-甲基-4-(2-{[({(1E)-1-[3-(三氟甲基)苯基]亚乙基}氨基)氧]甲基}苯基)-2,4-二氢-3H-1,2,4-三唑-3-酮
(2-9)亚胺菌
(2-10)dimoxystrobin
(2-11)啶氧菌酯
(2-12)吡唑醚菌酯
(2-13)叉氨苯酰胺
特别优选其中组(2)的式(Ⅱ)嗜球果伞素选自下列化合物的活性化合物结合物A:
(2-1)腈嘧菌酯
(2-2)氟嘧菌酯
(2-3)(2E)-2-(2-{[6-(3-氯-2-甲基苯氧基)-5-氟-4-嘧啶基]氧}苯基)-2-(甲氧基亚氨基)-N-甲基乙酰胺
(2-4)肟菌酯
(2-9)亚胺菌
(2-10)dimoxystrobin
(2-11)啶氧菌酯
(2-12)吡唑醚菌酯
(2-13)叉氨苯酰胺
重点强调下表1所列的活性化合物结合物A:
表1:活性化合物结合物A
除了组(1)的式(I)氨甲酰以外,活性化合物结合物B还包括组(3)的式(Ⅲ)三唑
其中,Q、m、R14、R15、A4、A5、R16和R17如上所定义。
优选其中组(3)的式(Ⅲ)三唑选自下列化合物的活性化合物结合物B:
(3-1)戊环唑
(3-2)乙环唑
(3-3)丙环唑
(3-4)噁醚唑
(3-5)糠菌唑
(3-6)环唑醇
(3-7)己唑醇
(3-8)戊菌唑
(3-9)腈菌唑
(3-10)氟醚唑
(3-11)粉唑醇
(3-12)氧唑菌
(3-13)氟硅唑
(3-14)硅氟唑
(3-15)丙硫菌唑
(3-16)腈苯唑
(3-17)戊唑醇
(3-18)环戊唑醇
(3-19)环戊唑菌
(3-20)戊叉唑菌
(3-21)双苯三唑醇
(3-22)唑菌醇
(3-23)三唑酮
(3-24)喹唑菌酮
(3-25)唑喹菌酮
特别优选其中组(3)的式(Ⅲ)三唑选自下列化合物的活性化合物结合物B:
(3-3)丙环唑
(3-6)环唑醇
(3-15)丙硫菌唑
(3-17)戊唑醇
(3-21)双苯三唑醇
(3-4)噁醚唑
(3-7)己唑醇
(3-19)环戊唑菌
(3-22)唑菌醇
(3-24)喹唑菌酮
重点强调下表2所列的活性化合物结合物B:
表2:活性化合物结合物B
除了组(1)的式(I)氨甲酰以外,活性化合物结合物C还包括组(4)的式(Ⅳ)次磺酰胺
其中R19如上所定义。
优选其中组(4)的式(Ⅳ)次磺酰胺选自下列化合物的活性化合物结合物C:
(4-1)苯氟磺胺
(4-2)对甲抑菌灵
重点强调下表3所列的活性化合物结合物C:
表3:活性化合物结合物C
除了组(1)的式(I)氨甲酰以外,活性化合物结合物D还包括组(5)的缬氨酰胺,所述缬氨酰胺选自:
(5-1)缬霉威
(5-2)N1-[2-(4-{[3-(4-氯苯基)-2-丙炔基]氧}-3-甲氧基苯基)乙基]-N2-(甲基磺酰基)-D-缬氨酰胺
(5-3)benthiavalicarb
优选其中的组(5)缬氨酰胺选自下列化合物的活性化合物结合物D:
(5-1)缬霉威
(5-3)benthiavalicarb
重点强调下表4所列的活性化合物结合物D:
表4:活性化合物结合物D
除了组(1)的式(I)氨甲酰以外,活性化合物结合物E还包括组(6)的式(V)氨甲酰
其中,X、Y和Z如上所定义。
优选其中的组(6)式(V)氨甲酰选自下列化合物的活性化合物结合物E:
(6-1)2-氯-N-(1,1,3-三甲基-2,3-二氢化茚-4-基)烟酰胺
(6-2)啶酰菌胺
(6-3)呋吡唑灵
(6-4)N-(3-对甲苯基噻吩-2-基)-1-甲基-3-三氟甲基-1H-吡唑-4-氨甲酰
(6-5)韩乐宁
(6-6)环酰菌胺
(6-7)氯环丙酰胺
(6-8)2-氯-4-(2-氟-2-甲基丙酰基氨基)-N,N-二甲基苯甲酰胺
(6-9)picobenzamid
(6-10)苯酰菌胺
(6-11)3,4-二氯-N-(2-氰基苯基)异噻唑-5-氨甲酰
(6-12)萎锈灵
(6-13)噻酰菌胺
(6-14)吡噻菌胺
(6-15)silthiofam
(6-16)N-[2-(1,3-二甲基丁基)苯基]-1-甲基-4-(三氟甲基)-1H-吡咯-3-氨甲酰
特别优选其中的组(6)式(V)氨甲酰选自下列化合物的活性化合物结合物E:
(6-2)啶酰菌胺
(6-5)韩乐宁
(6-6)环酰菌胺
(6-7)氯环丙酰胺
(6-8)2-氯-4-(2-氟-2-甲基丙酰基氨基)-N,N-二甲基苯甲酰胺
(6-9)picobenzamid
(6-10)苯酰菌胺
(6-11)3,4-二氯-N-(2-氰基苯基)异噻唑-5-氨甲酰
(6-14)吡噻菌胺
(6-16)N-[2-(1,3-二甲基丁基)苯基]-1-甲基-4-(三氟甲基)-1H-吡咯-3-氨甲酰
更特别优选其中的组(6)式(V)氨甲酰选自下列化合物的活性化合物结合物E:
(6-2)啶酰菌胺
(6-6)环酰菌胺
(6-7)氯环丙酰胺
(6-9)picobenzamid
(6-14)吡噻菌胺
重点强调下表5所列的活性化合物结合物E:
表5:活性化合物结合物E
除了组(1)的式(I)氨甲酰以外,活性化合物结合物F还含有组(7)的二硫代氨基甲酸盐,所述二硫代氨基甲酸盐选自:
(7-1)代森锰锌
(7-2)代森锰
(7-3)代森联
(7-4)丙森锌
(7-5)福美双
(7-6)代森锌
(7-7)福美锌
优选其中的组(7)二硫代氨基甲酸盐选自下列化合物的活性化合物结合物F:
(7-1)代森锰锌
(7-2)代森锰
(7-4)丙森锌
(7-5)福美双
(7-6)代森锌
特别优选其中的组(7)二硫代氨基甲酸盐选自下列化合物的活性化合物结合物F:
(7-1)代森锰锌
(7-4)丙森锌
重点强调下表6所列的活性化合物结合物F:
表6:活性化合物结合物F
除了(1)的式(I)氨甲酰组以外,活性化合物结合物G还含有组(8)式(Ⅵ)酰基丙氨酸酯
其中,*和R23如上所定义。
优选其中的组(8)式(Ⅵ)酰基丙氨酸酯选自下列化合物的活性化合物结合物G:
(8-1)苯霜灵
(8-2)呋氨丙灵
(8-3)甲霜灵
(8-4)精甲霜灵
(8-5)benalaxyl-M
特别优选其中组(8)式(Ⅵ)酰基丙氨酸酯选自下列化合物的活性化合物结合物G:
(8-3)甲霜灵
(8-4)精甲霜灵
(8-5)benalaxyl-M
重点强调下表7所列的活性化合物结合物G:
表7:活性化合物结合物G
除了组(1)的式(I)氨甲酰以外,活性化合物结合物H还含有组(9)的苯胺基嘧啶,所述苯氨基嘧啶选自:
(9-1)嘧菌环胺
(9-2)嘧菌胺
(9-3)二甲嘧菌胺
重点强调下表8所列的活性化合物结合物H:
表8:活性化合物结合物H
除了组(1)的式(I)氨甲酰以外,活性化合物结合物I还含有组(10)的式(Ⅷ)苯并咪唑
其中,R25、R26、R27和R28如上所定义。
优选其中的组(10)式(Ⅷ)苯并咪唑选自下列化合物的活性化合物结合物I:
(10-1)6-氯-5-[(3,5-二甲基异噁唑-4-基)磺酰基]-2,2-二氟-5H-[1,3]二氧杂戊环并[4,5-f]苯并咪唑
(10-2)苯菌灵
(10-3)多菌灵
(10-4)苯咪唑菌
(10-5)麦穗宁
(10-6)涕必灵
特别优选其中的组(10)式(Ⅷ)苯并咪唑选自下列化合物的活性化合物结合物I:
(10-3)多菌灵
重点强调下表9所列的活性化合物结合物I:
表9:活性化合物结合物I
除了组(1)的式(I)氨甲酰以外,活性化合物结合物J还含有组(11)的式(Ⅸ)氨基甲酸酯
其中,R29和R30如上所定义。
优选其中的组(11)氨基甲酸酯选自下列化合物的活性化合物结合物J:
(11-1)乙霉威
(11-2)百维灵
(11-3)百维灵单盐酸盐
(11-4)百维灵-藻菌磷
重点强调下表10所列的活性化合物结合物J:
表10:活性化合物结合物J
除了组(1)的式(I)氨甲酰以外,活性化合物结合物K还含有组(12)二甲酰亚胺,所述二甲酰亚胺选自:
(12-1)敌菌丹
(12-2)克菌丹
(12-3)灭菌丹
(12-4)异丙定
(12-5)杀菌利
(12-6)烯菌酮
优选其中的组(12)二甲酰亚胺选自下列化合物的活性化合物结合物K:
(12-2)克菌丹
(12-3)灭菌丹
(12-4)异丙定
重点强调下表11所列的活性化合物结合物K:
表11:活性化合物结合物K
除了组(1)式(I)氨甲酰以外,活性化合物结合物L还含有组(13)的胍,所述胍选自:
(13-1)多果定
(13-2)克热净
(13-3)双胍辛胺乙酸盐
(13-4)克热净三(烷基苯磺酸盐)
优选其中的组(13)胍选自下列化合物的活性化合物结合物L:
(13-1)多果定
(13-2)克热净
重点强调下表12所列的活性化合物结合物L:
表12:活性化合物结合物L
除了组(1)的式(I)氨甲酰以外,活性化合物结合物M还含有组(14)咪唑,所述咪唑选自:
(14-1)氰霜唑
(14-2)丙氯灵
(14-3)唑菌嗪
(14-4)稻瘟酯
优选其中的组(14)咪唑选自下列化合物的活性化合物结合物M:
(14-2)丙氯灵
(14-3)唑菌嗪
重点强调下表13所列的活性化合物结合物M:
表13:活性化合物结合物M
除了组(1)的式(I)氨甲酰以外,活性化合物结合物N还含有组(15)式(X)吗啉
其中,R31、R32和R33如上所定义。
优选其中的组(15)式(X)吗啉选自下列化合物的活性化合物结合物N:
(15-1)aldimorph
(15-2)克啉菌
(15-3)吗菌灵
(15-4)丁苯吗啉
(15-5)烯酰吗啉
特别优选其中的组(15)式(X)吗啉选自下列化合物的活性化合物结合物N:
(15-4)丁苯吗啉
(15-5)烯酰吗啉
重点强调下表14所列的活性化合物结合物N:
表14:活性化合物结合物N
除了组(1)的式(I)氨甲酰以外,活性化合物结合物O还含有组(16)式(Ⅺ)吡咯
其中,R34、R35和R36如上所定义。
优选其中的组(16)式(Ⅺ)吡咯选自下列化合物的活性化合物结合物O:
(16-1)拌种咯
(16-2)氟噁菌
(16-3)硝吡咯菌素
特别优选其中组(16)式(Ⅺ)吡咯选自下列化合物的活性化合物结合物O:
(16-2)氟噁菌
重点强调下表15所列的活性化合物结合物O:
表15:活性化合物结合物O
除了组(1)式(I)氨甲酰以外,活性化合物结合物P还含有组(17)膦酸酯,所述膦酸酯选自
(17-1)藻菌磷
(17-2)膦酸
重点强调下表16所列的活性化合物结合物P:
表16:活性化合物结合物P
除了组(1的)式(I)氨甲酰以外,活性化合物结合物Q还含有组(19)的杀真菌剂,所述杀真菌剂选自
(19-1)噻二唑素
(19-2)百菌清
(19-3)清菌脲
(19-4)克瘟散
(19-5)噁唑酮菌
(19-6)氟啶胺
(19-7)氯氧化铜
(19-8)氢氧化铜
(19-9)噁霜灵
(19-10)螺噁茂胺
(19-11)二氰蒽醌
(19-12)苯菌酮
(19-13)咪唑菌酮
(19-14)2,3-二丁基-6-氯噻吩并[2,3-d]嘧啶-4(3H)-酮
(19-15)噻菌灵
(19-16)稻瘟灵
(19-17)春雷霉素
(19-18)四氯苯酞
(19-19)嘧菌腙
(19-20)三环唑
(19-21)N-({4-[(环丙基氨基)羰基]苯基}磺酰基)-2-甲氧基苯甲酰胺
(19-22)2-(4-氯苯基)-N-{2-[3-甲氧基-4-(丙-2-炔-1-基氧)苯基]乙基}-2-(丙-2-炔-1-基氧)乙酰胺
优选其中的组(19)杀真菌剂选自下列化合物的活性化合物结合物Q:
(19-1)噻二唑素
(19-2)百菌清
(19-3)清菌脲
(19-5)噁唑酮菌
(19-6)氟啶胺
(19-7)氯氧化铜
(19-9)噁霜灵
(19-10)螺噁茂胺
(19-13)咪唑菌酮
(19-21)N-({4-[(环丙基氨基)羰基]苯基}磺酰基)-2-甲氧基苯甲酰胺
(19-22)2-(4-氯苯基)-N-{2-[3-甲氧基-4-(丙-2-炔-1-基氧)苯基]乙基}-2-(丙-2-炔-1-基氧)乙酰胺
特别优选其中的组(19)杀真菌剂选自下列化合物的活性化合物结合物Q:
(19-2)百菌清
(19-7)氯氧化铜
(19-10)螺噁茂胺
(19-21)N-({4-[(环丙基氨基)羰基]苯基}磺酰基)-2-甲氧基苯甲酰胺
(19-22)2-(4-氯苯基)-N-{2-[3-甲氧基-4-(丙-2-炔-1-基氧)苯基]乙基}-2-(丙-2-炔-1-基氧)乙酰胺
重点强调下表17所列的活性化合物结合物Q:
表17:活性化合物结合物Q
除了组(1)式(I)氨甲酰以外,活性化合物结合物R还含有组(20)(硫)脲衍生物,所述(硫)脲衍生物选自:
(20-1)戊菌隆
(20-2)甲基托布津
(20-3)托布津
优选其中的组(20)(硫)脲衍生物选自下列化合物的活性化合物结合物R:
(20-1)戊菌隆
(20-2)甲基托布津
重点强调下表18所列的活性化合物结合物R:
表18:活性化合物结合物R
除了组(1)式(I)氨甲酰以外,活性化合物结合物S还含有组(22)的式(XIV)三唑并嘧啶
其中,R40、R41、R42、R43、R44、R45、R46和R47如上所定义。
优选其中的组(22)式(XIV)三唑并嘧啶选自下列化合物的活性化合物结合物S:
(22-1)5-氯-N-[(1S)-2,2,2-三氟-1-甲基乙基]-6-(2,4,6-三氟苯基)[1,2,4]三唑并[1,5-a]嘧啶-7-胺
(22-2)5-氯-N-[(1R)-1,2-二甲基丙基]-6-(2,4,6-三氟苯基)[1,2,4]三唑并[1,5-a]嘧啶-7-胺
(22-3)5-氯-6-(2-氯-6-氟苯基)-7-(4-甲基哌啶-1-基)[1,2,4]三唑并[1,5-a]嘧啶
(22-4)5-氯-6-(2,4,6-三氟苯基)-7-(4-甲基哌啶-1-基)[1,2,4]三唑并[1,5-a]嘧啶
特别优选其中的组(22)式(XIV)三唑并嘧啶选自下列化合物的活性化合物结合物S:
(22-1)5-氯-N-[(1S)-2,2,2-三氟-1-甲基乙基]-6-(2,4,6-三氟苯基)[1,2,4]三唑并[1,5-a]嘧啶-7-胺
(22-2)5-氯-N-[(1R)-1,2-二甲基丙基]-6-(2,4,6-三氟苯基)[1,2,4]三唑并[1,5-a]嘧啶-7-胺
(22-4)5-氯-6-(2,4,6-三氟苯基)-7-(4-甲基哌啶-1-基)[1,2,4]三唑并[1,5-a]嘧啶
重点强调下表19所列的活性化合物结合物S:
表19:活性化合物结合物S
除了组(1)的式(I)氨甲酰以外,活性化合物结合物T还含有组(23)式(XV)碘色酮
其中,R48和R49如上所定义。
优选其中的组(23)式(XV)碘色酮选自下列化合物的活性化合物结合物T:
(23-1)2-丁氧基-6-碘-3-丙基苯并吡喃-4-酮
(23-2)2-乙氧基-6-碘-3-丙基苯并吡喃-4-酮
(23-3)6-碘-2-丙氧基-3-丙基苯并吡喃-4-酮
(23-4)2-(2-丁炔氧)-6-碘-3-丙基苯并吡喃-4-酮
(23-5)6-碘-2-(1-甲基丁氧基)-3-丙基苯并吡喃-4-酮
(23-6)2-(3-丁烯氧)-6-碘代苯并吡喃-4-酮
(23-7)3-丁基-6-碘-2-异丙氧基苯并吡喃-4-酮
特别优选其中的组(23)式(XV)碘色酮选自下列化合物的活性化合物结合物T:
(23-1)2-丁氧基-6-碘-3-丙基苯并吡喃-4-酮
(23-2)2-乙氧基-6-碘-3-丙基苯并吡喃-4-酮
重点强调下表20所列的活性化合物结合物T:
表20:活性化合物结合物T
除了组(1)的式(I)氨甲酰以外,活性化合物结合物U还含有组(24)式(XVI)联苯氨甲酰
其中,R50、R51、R52和Het如上所定义。
优选其中的组(24)式(XVI)联苯氨甲酰选自下列化合物的活性化合物结合物U:
(24-1)N-(3’,4’-二氯-5-氟-1,1’-联苯-2-基)-3-(二氟甲基)-1-甲基-1H-吡唑-4-氨甲酰
(24-2)3-(二氟甲基)-N-{3’-氟-4’-[(E)-(甲氧基亚氨基)甲基]-1,1’-联苯-2-基}-1-甲基-1H-吡唑-4-氨甲酰
(24-3)3-(三氟甲基)-N-{3’-氟-4’-[(E)-(甲氧基亚氨基)甲基]-1,1’-联苯-2-基}-1-甲基-1H-吡唑-4-氨甲酰
(24-4)N-(3’,4’-二氯-1,1’-联苯-2-基)-5-氟-1,3-二甲基-1H-吡唑-4-氨甲酰
(24-5)N-(4’-氯-3’-氟-1,1’-联苯-2-基)-2-甲基-4-(三氟甲基)-1,3-噻唑-5-氨甲酰
(24-6)N-(4’-氯-1,1’-联苯-2-基)-4-(二氟甲基)-2-甲基-1,3-噻唑-5-氨甲酰
(24-7)N-(4’-溴-1,1’-联苯-2-基)-4-(二氟甲基)-2-甲基-1,3-噻唑-5-氨甲酰
(24-8)4-(二氟甲基)-2-甲基-N-[4’-(三氟甲基)-1,1’-联苯-2-基]]]-1,3-噻唑-5-氨甲酰。
特别优选其中的组(24)式(XVI)联苯氨甲酰选自下列化合物的活性化合物结合物U:
(24-1)N-(3’,4’-二氯-5-氟-1,1’-联苯-2-基)-3-(二氟甲基)-1-甲基-1H-吡唑-4-氨甲酰
(24-3)3-(三氟甲基)-N-{3’-氟-4’-[(E)-(甲氧基亚氨基)甲基]-1,1’-联苯-2-基}-1-甲基-1H-吡唑-4-氨甲酰
(24-7)N-(4’-溴-1,1’-联苯-2-基)-4-(二氟甲基)-2-甲基-1,3-噻唑-5-氨甲酰
重点强调下表21所列的活性化合物结合物U:
表21:活性化合物结合物U
除了式(I)活性化合物以外,本发明的活性化合物结合物含有至少一种选自组(2)至(24)的活性化合物。此外,所述活性化合物结合物还可含有其他杀真菌活性添加剂。
如果本发明活性化合物结合物中的活性化合物以特定重量比存在,协同效应将特别显著。然而,发明活性化合物结合物中活性化合物的重量比也可在较宽范围内变化。通常,本发明活性化合物结合物包括混合比如下表22示例性所列的式(I)活性化合物和组(2)至(24)的混合组分。
混合比以重量计。混合比应理解为式(I)活性化合物:混合组分。
表22:混合比
在各种情况下,可对混合比进行选择以获得协同混合物。式(I)化合物和组(2)至(24)之一化合物的混合比可在同一组的各化合物之间变化。
本发明的活性化合物结合物具有优良的杀真菌性能,并且适用于防治植物致病真菌,例如根肿菌(Plasmodiophoromycetes)、卵菌(Oomycetes)、壶菌(Chytridiomycetes)、接合菌(Zygomycetes)、子囊菌(Ascomycetes)、担子菌(Basidiomycetes)、半知菌(Deuteromycetes)等。
本发明的活性化合物结合物特别适用于防治禾谷白粉菌(Erysiphe graminis)、圆核腔菌(Pyrenophora teres)和Leptosphaeria nodorum。
一些归入上述属名、可导致真菌病的病原体可作为非限制性实例给出:
腐霉属种(Pythium),例如终极腐霉(Pythium ultimum);
疫霉属种(Phytophthora),例如致病疫霉(Phytophthora infestans);
假霜霉属种(Pseudoperonospora),例如草假霜霉(Pseudoperonospora humuli)或古巴假霜霉(Pseudoperonospora cubensis);
轴霜霉属种(Plasmopara),例如葡萄生轴霜霉(Plasmopara viticola);
盘霜霉属种(Bremia),例如莴苣盘霜霉(Bremia lactucae);
霜霉属种(Peronospora),例如豌豆霜霉(Peronospora pisi)或十字花科霜霉(P.brassicae);
白粉菌属种(Erysiphe),例如禾谷白粉菌(Erysiphe graminis);
单囊壳属种(Sphaerotheca),例如凤仙花单囊壳(Sphaerotheca fuliginea);
叉丝单囊壳属种(Podosphaera),例如白叉丝单囊壳(Podosphaeraleucotricha);
黑星菌属种(Venturia),例如苹果黑星病菌(Venturia inaequalis);
核腔菌属种(Pyrenophora),例如圆核腔菌(Pyrenophora teres)或麦类核腔菌(P.graminea)(分生孢子形式:Drechslera,syn:Helminthosporium);
旋孢腔菌属种(Cochliobolus),例如禾旋孢腔菌(Cochliobolus sativus)(分生孢子形式:Drechslera,syn:Helminthosporium);
单胞锈菌属种(Uromyces),例如疣顶单胞锈菌(Uromyces appendiculatus);
柄锈菌属种(Puccinia),例如隐匿柄锈菌(Puccinia recondita);
核盘菌属种(Sclerotinia),例如核盘菌(Sclerotinia sclerotiorum);
腥黑粉菌属种(Tilletia),例如小麦网腥黑粉菌(Tilletia caries);
黑粉菌属种(Ustilago),例如裸黑粉菌(Ustilago nuda)或燕麦黑粉菌(Ustilagoavenae);
薄膜革菌属种(Pellicularia),例如佐佐木薄膜革菌(Pellicularia sasakii);
梨孢属种(Pyricularia),例如稻梨孢(Pyricularia oryzae);
镰孢属种(Fusarium),例如黄色镰孢(Fusarium culmorum);
葡萄孢属种(Botrytis),例如灰葡萄孢(Botrytis cinerea);
壳针孢属种(Septoria),例如颖枯壳针孢(Septoria nodorum);
小球腔菌属种(Leptosphaeria),例如Leptosphaeria nodorum;
尾孢属种(Cercospora),例如变灰尾孢(Cercospora canescens);
链格孢属种(Alternaria),例如芸薹链格孢(Alternaria brassicae);
假小尾孢属种(Pseudocercosporella),例如小麦基腐病菌(Pseudocercosporella herpotrichoides);及
丝核菌属种(Rhizoctonia),例如立枯丝核菌(Rhizoctonia solani)。
活性化合物结合物在防治植物病害所需浓度下具有的良好植物耐受性,使得可对整个植株(植物的地上部分和根)、离体繁殖株(propagation stock)、种子以及土壤进行处理。本发明的活性化合物结合物可叶面施用或者用于拌种。
可使用的活性化合物在防治植物病害所需浓度下具有的良好植物耐受性,使得可对种子进行处理。因此,本发明的活性化合物可用于拌种。
大部分由植物致病真菌引起的对作物的侵害早在种子贮存的过程中、种子种入土壤后、以及植物发芽的过程中和植物刚发芽后受到侵袭时就已经发生了。由于正在生长的植物的根和芽特别敏感,即使微小的侵害也可导致整个植物的死亡,因此这一阶段非常关键。故而采用适宜的组合物保护种子和正在发芽的植物非常有意义。
对在出苗后侵害植物的植物致病真菌的防治主要通过使用农作物保护剂处理土壤和植物的地上部分来进行。由于担心农作物保护剂可能对环境和人畜健康有影响,因此正在努力降低活性化合物的用量。
通过处理植物的种子防治植物致病真菌早已是公知的,并且还是一个不断改进的主题。然而,种子处理经常会产生一系列并不能总是满意地解决的问题。因此,需要开发保护种子和发芽植物的方法,以避免在播种后或植物发芽后另外施用农作物保护剂,或至少减少其施用。还需要以如下方式优化活性化合物的用量,即为种子和发芽植物提供最大保护,以使其免受植物致病真菌的侵袭,但所使用的活性化合物并不损害植物本身。具体而言,处理种子的方法还应考虑转基因植物的固有杀真菌性能,以在使用最少的农作物保护剂的情况下,达到对种子和发芽植物的最佳保护。
因此本发明还具体涉及通过使用本发明的组合物处理种子来保护种子和发芽植物免受植物致病真菌侵袭的方法,
本发明还涉及本发明组合物用于处理种子以保护种子和发芽植物免受植物致病真菌侵害的用途。
此外,本发明还涉及用本发明组合物处理过以保护其免受植物致病真菌侵害的种子。
本发明的优点之一在于本发明组合物独特的内吸性能(systemic property)意味着用这些组合物处理种子不仅保护种子本身,还保护发芽后所得到的植物免受植物致病真菌侵害。通过这种方式可省却在播种时或在刚播种后对农作物进行即时处理。
此外还应视为优点的是,本发明的混合物可具体用于转基因种子。
本发明组合物适用于保护农业、温室、森林或园艺中所用的任何植物品种的种子。具体而言,所述种子的形式有谷物(例如小麦、大麦、黑麦、粟和燕麦)、玉米、棉花、大豆、稻、马铃薯、向日葵、豆类、咖啡、甜菜(例如糖用甜菜、饲用甜菜)、花生、蔬菜(例如番茄、黄瓜、洋葱和莴苣)、草地和观赏植物的种子。对谷物(例如小麦、大麦、黑麦和燕麦)、玉米和稻的种子的处理尤为重要。
在本发明的上下文中,本发明组合物单独施用于种子或以于适当制剂中的形式施用于种子。优选地,在种子的稳定性足以避免处理过程中受到损害的状态下,对其进行处理。通常,可在收获和播种之间的任意时间点对种子进行处理。常用的种子已与植株分离,并已除去穗轴、壳、杆、表皮、茸毛或果肉。因此,例如,可使用已收获、洗净并干燥至水份含量低于15wt%(重量)的种子。或者,也可使用在干燥后,例如用水处理并再次干燥的种子。
当处理种子时,通常务必注意,以如下方式选择施用于种子的本发明组合物的量和/或其它添加剂的量,即对种子的发芽无负面影响,或不损害所得到的植物。当活性化合物在某些施用率下具有植物毒性作用时,必须牢记这一点。
本发明组合物可直接施用,即不包括其他组分并且未经稀释。通常,优选以适当的制剂形式向种子施用组合物。处理种子的适当制剂和方法已为技术人员所知晓,并且在例如下列文献中有描述:US 4,272,417A、US 4,245,432A、US 4,808,430A、US 5,876,739A、US2003/0176428 A1、WO 2002/080675 A1、WO 2002/028186 A2。
本发明的活性化合物结合物还适用于提高农作物的产量。此外,所述活性化合物结合物表现出降低的毒性以及优良的植物耐受性。
所有的植物及植物部位均可依据本发明来处理。本发明中植物的含义应被理解为所有的植物及植物种群,例如需要的及不需要的野生植物或作物植物(包括自然存在的作物植物)。作物植物可以是通过常规植物育种和优选法或通过生物技术和遗传工程方法或通过所述方法的结合而获得的植物,包括转基因植物,也包括受植物种苗权保护或不受其保护的植物品种。植物部位的含义应被理解为植物所有的地上及地下部位及器官,例如芽、叶、花和根,可列举的实例有叶、针叶、茎、干、花、子实体、果实、种子、根、块茎以及根茎。植物部位还包括采收物,以及无性与有性繁殖物,例如秧苗、块茎、根茎、插条和种子。
本发明使用活性化合物对植物及植物部位进行的处理,依据常规处理方法直接进行或使化合物作用于其环境、生境或贮存空间,所述常规处理方法包括例如浸泡、喷雾、蒸发、雾化、撒播、涂抹,在繁殖物、特别是种子的情况下,还可进行一层或多层涂布。
如上所述,可依据本发明处理所有的植物及其部位。在一个优选实施方案中,处理了野生植物种和植物栽培种,或由常规生物育种方法(如杂交或原生质体融合)获得的植物变种和植物栽培种,以及这些变种和栽培种的部位。在一个更优选实施方案中,处理了由遗传工程—如果适当的话还可与常规方法相结合—获得的转基因植物及植物栽培种(遗传修饰的生物)及其部位。术语“部位”或“植物的部位”或“植物部位”解释如上。
特别优选地,各种情形下市售或已被使用的植物均依据本发明进行处理。
依据植物种或植物栽培种、其种植地点及生长条件(土壤、气候、植物生长期、营养),本发明的处理也可产生超加和(“协同”)效应。由此,例如,对于可按本发明使用的物质或组合物,可降低其施用率和/或加宽其活性谱和/或提高其活性,可改善植物生长、提高高温或低温耐受性、提高干旱或水或土壤含盐量耐受性、提高开花品质、使采收更简易、加速成熟、提高采收产量、改善采收产品的质量和/或提高其营养价值、改善采收产品的贮存稳定性和/或其加工性能,这些超过了实际预期的效果。
优选由本发明处理的转基因植物或植物栽培种(即通过遗传工程获得)包括在遗传修饰过程中接受了遗传物质的所有植物,所述遗传物质将特别有利的有用特性(“特征”)赋予所述植物。所述特性的实例有改善植物生长、提高高温或低温耐受性、提高干旱或水或土壤含盐量耐受性、提高开花品质、使采收更简易、加速成熟、提高采收产量、改善采收产品的质量和/或提高其营养价值、改善采收产品的贮存稳定性和/或其加工性能。还特别强调的所述特性的实例为改善植物对动物及微生物害虫的抵抗力,例如对昆虫、螨虫、植物致病真菌、细菌和/或病毒的抵抗力,以及提高植物对某些除草活性化合物的耐受性。可列举的转基因植物的实例为重要的作物植物,例如谷物(小麦、稻)、玉米、大豆、马铃薯、棉花、油菜(oilseed rape)及果树(苹果、梨、柑橘类水果以及葡萄),特别强调的为玉米、大豆、马铃薯、棉花和油菜。特别强调的特性为通过在植物体内形成毒素、特别是由苏云金杆菌(Bacillus Thuringiensis)的遗传物质(例如基因CryIA(a)、CryIA(b)、CryIA(c)、CryIIA、CryIIIA、CryIIIB2、Cry9c Cry2Ab、Cry3Bb和CryIF以及其结合)形成的毒素来提高植物对昆虫的抵抗力(以下称“Bt植物”)。进一步特别强调的特性有植物对某些除草活性化合物的提高的耐受性,例如咪唑啉酮类、磺酰脲类、草甘磷(glyphosate)或phosphinotricin(例如“PAT”基因)。赋予所述需要特征的基因也可在转基因植物体内相互组合。可列举的“Bt植物”的实例有市售的商标名称为YIELD(例如玉米、棉花、大豆)、(例如玉米)、(例如玉米)、(棉花)、(棉花)以及(马铃薯)的玉米品种、棉花品种、大豆品种和马铃薯品种。可列举的具有除草剂耐受性的植物的实例有市售的商标名称为Roundup(具有草甘磷耐受性,例如玉米、棉花、大豆)、Liberty(具有phosphinotricin耐受性,例如油菜)、(具有咪唑啉酮耐受性)以及(具有磺酰脲耐受性,例如玉米)的玉米品种、棉花品种和大豆品种。可列举的具有除草剂抗性的植物(以常规的除草剂耐受性方式育种的植物)包括名称为的市售品种(例如玉米)。当然,以上叙述也适用于具有所述的或待开发的基因特征的植物栽培种,以及将在未来进行开发和/或上市的植物栽培种。
依据其具体的物理和/或化学特性,本发明的活性化合物结合物可转化为常规制剂,例如溶液剂、乳剂、悬浮剂、粉剂(powder)、粉末剂(dust)、泡沫剂、膏剂、可溶性粉剂、颗粒剂、气雾剂、悬浮乳剂(suspoemulsion)浓缩物、浸有活性化合物的天然和合成材料、聚合材料与种子包衣(coating)组合物中的微胶囊剂,以及ULV冷却与加温弥雾(warm fogging)制剂。
所述制剂以已知方式制备,例如将活性化合物或活性化合物结合物与填充剂(extender)混合,即与液体溶剂、加压液化气和/或固体载体混合,可选同时使用表面活性剂,即乳化剂和/或分散剂和/或发泡剂。
如果使用的填充剂为水,还可使用例如有机溶剂作为辅助溶剂。适合的液体溶剂主要有:芳香族化合物,例如二甲苯、甲苯或烷基萘;氯化芳香族化合物或氯化脂肪烃,例如氯苯、氯乙烯或二氯甲烷;脂肪烃,例如环己烷或石蜡(例如石油馏分);矿物油和植物油;醇,例如丁醇或乙二醇及其醚和酯;酮,例如丙酮、甲乙酮、甲基异丁基酮或环己酮;强极性溶剂,例如二甲基甲酰胺或二甲基亚砜,或水。
液化气填充剂或载体的含义应被理解为标准温度及大气压下为气态的液体,例如气溶胶推进剂—例如丁烷、丙烷、氮气及二氧化碳。
适合的固体载体为:例如铵盐和粉碎的天然矿物,如高岭土、粘土、滑石粉、白垩、石英、凹凸棒石、蒙脱石或硅藻土;以及粉碎的合成矿物,如研细的二氧化硅、氧化铝和硅酸盐。适合于颗粒剂的固体载体为:例如粉碎并分级的天然岩石,如方解石、浮石、大理石、海泡石和白云石;或合成的无机和有机粉颗粒;以及有机材料颗粒,例如锯木屑、椰壳、玉米穗轴和烟草茎。适合的乳化剂和/或发泡剂为:例如非离子和阴离子乳化剂,如聚氧乙烯脂肪酸酯、聚氧乙烯脂肪醇醚,如烷基芳基聚乙二醇醚、烷基磺酸酯、烷基硫酸酯、芳基磺酸酯或蛋白质水解产物。适合的分散剂为:例如木素亚硫酸盐废液和甲基纤维素。
制剂中可使用增粘剂,例如羧甲基纤维素;粉末、颗粒或胶乳形式的天然及合成聚合物,例如阿拉伯树胶、聚乙烯醇及聚乙酸乙烯酯;或天然磷脂,例如脑磷脂和卵磷脂,以及合成磷脂。其它添加剂可为矿物油及植物油。
可使用着色剂,例如无机颜料—例如氧化铁、氧化钛和普鲁士蓝,有机染料—例如茜素染料、偶氮染料和金属酞菁染料,以及微量营养物—例如铁盐、锰盐、硼盐、铜盐、钴盐、钼盐和锌盐。
由市售制剂制备的使用形式的活性化合物含量可在宽范围内变化。用于防治动物害虫,例如昆虫和螨虫的使用形式的活性化合物的浓度可为0.0000001~95wt%,优选0.0001~1wt%活性化合物。施用的方式与使用形式相适应。
用于防治有害植物致病真菌的制剂通常包括0.1~95wt%、优选0.5~90wt%的活性化合物。
本发明的活性化合物结合物可以其本身、其制剂形式或由其制备的使用形式使用,例如制成待用(ready-to-use)的溶液、乳油、乳剂、悬浮剂、可湿性粉剂、可溶性粉剂、粉剂和颗粒剂。以常规方式进行施用,例如灌溉(浇灌)、滴灌、喷雾、雾化(atomizing)、撒播、撒粉、喷沫(foaming)、涂布(spreading-on),以及作为用于干种处理的粉剂、用于种子处理的溶液、用于种子处理的水溶性粉剂、用于浆体(slurry)处理的水溶性粉剂,或者通过外表包被方法(encrusting)。
在市售制剂和由这些制剂制备的使用形式中,本发明的活性化合物结合物可混合有其它活性化合物,例如杀虫剂、引诱剂、消毒剂、杀菌剂、杀螨剂、杀线虫剂、杀真菌剂、生长调节剂或除草剂。
当使用本发明的活性化合物结合物时,施用率可在较宽范围内变化,这取决于施用的类型。当处理植物部位时,活性化合物结合物的施用率通常为0.1至10 000g/ha(公顷),优选10至1000g/ha。当处理种子时,活性化合物结合物的施用率通常为0.001至50g/千克种子,优选0.01至10g/千克种子。当处理土壤时,活性化合物结合物的施用率通常为0.1至10 000g/ha,优选1至5000g/ha。
活性化合物结合物可直接、以浓缩物或一般常规制剂形式,例如粉剂、颗粒剂、溶液剂、悬浮剂、乳剂或膏剂的形式使用。
上述制剂可以本身已知的方式制备,例如将活性化合物与至少一种溶剂或稀释剂、乳化剂、分散剂和/或粘合剂或固定剂、防水剂混合,需要的话还可与干燥剂及UV稳定剂混合,并且需要的话也可与着色剂、颜料及其它处理助剂混合。
以下实施例显示出了本发明活性化合物结合物的良好杀真菌活性。虽然单独的活性化合物的杀真菌活性较弱,但结合物的活性超过了活性的简单加和。
活性化合物结合物的杀真菌活性高于单独使用的活性化合物的活性总和时,杀真菌剂即会表现出协同效应。
给定的两种活性化合物的结合物的预期杀真菌活性可按照S.R.Colby的如下方法计算(“Calculating Synergistic and Antagonistic Responses of HerbicideCombination”,Weeds 15,20-22):
若
X为以施用率m g/ha施用活性化合物A时的有效率,
Y为以施用率n g/ha施用活性化合物B时的有效率,
E为以施用率m g/ha和n g/ha施用活性化合物A和B时的有效率,
则
本发明中,有效率以%计算。0%有效率表示等于对照组的效果,当有效率为100%时表示未观察到感染。
若实际的杀真菌活性高于计算值,则结合物的活性具有超加和性,即存在协同效应。此时,实测的有效率必定高于用上式计算的预期有效率(E)值。
以下实施例用于说明本发明。然而,本发明并不限于所述实施例。
应用实施例
在以下应用实施例中,分别对如下组(1)的通式(I)氨甲酰与各实施例中给出的混合组分(结构式如上所示)的混合物进行了测试。
所使用的式(I)氨甲酰:
实施例A
白粉菌试验(大麦)/治疗性
溶剂:50重量份的N,N-二甲基乙酰胺
乳化剂:1重量份的烷基芳基聚乙二醇醚
为制备活性化合物的适当制剂,将1重量份的活性化合物或活性化合物结合物与所述量的溶剂及乳化剂混合,并用水将浓缩物稀释至所需浓度。
为测试治疗活性,将大麦白粉病菌(Erysiphe graminis f.sp.hordei)的孢子播撒在植物幼苗上。在接种48小时后,将活性化合物的制剂以所述施用率喷洒植株。
将植株置于温度为约20℃、相对大气湿度为约80%的温室中,以促进霉斑(mildewpustule)的形成。
接种后6天进行评估。0%有效率表示等于对照组的效果,而100%的有效率表示未观察到感染。
下表清楚地表明,本发明活性化合物结合物的实测活性高于计算活性,即,存在协同效应。
表A
白粉菌试验(大麦)/治疗性
*实测值=实测活性
**计算值=采用Colby公式计算的活性
实施例B
圆核腔菌试验(大麦)/治疗性
溶剂:50重量份的N,N-二甲基乙酰胺
乳化剂:1重量份的烷基芳基聚乙二醇醚
为制备活性化合物的适当制剂,将1重量份的活性化合物或活性化合物结合物与所述量的溶剂及乳化剂混合,并用水将浓缩物稀释至所需浓度。
为测试治疗活性,用圆核腔菌的分生孢子悬浮液喷洒植物幼苗。将该植株置于温度为20℃、相对大气湿度为100%的培养室中48小时。然后用活性化合物的制剂以所述施用率喷洒植株。
将植株置于温度为约20℃、相对大气湿度为约80%的温室中。
接种后12天进行评估。0%有效率表示等于对照组的效果,而100%的有效率表示未观察到感染。
下表清楚地表明了,本发明活性化合物结合物的实测活性高于计算活性,即,存在协同效应。
表B
圆核腔菌试验(大麦)/治疗性
*实测值=实测活性
**计算值=采用Colby公式计算的活性
实施例C
白粉菌试验(大麦)/保护性
溶剂:50重量份的N,N-二甲基乙酰胺
乳化剂:1重量份的烷基芳基聚乙二醇醚
为制备活性化合物的适当制剂,将1重量份的活性化合物或活性化合物结合物与所述量的溶剂及乳化剂混合,并用水将浓缩物稀释至所需浓度。
为测试保护活性,用活性化合物的制剂以所述的施用率喷洒植物幼苗。
待喷涂层变干后,将大麦白粉病菌的孢子撒在植株上。
将植株置于温度为约20℃、相对大气湿度为约80%的温室中,以促进霉斑的形成。
接种后6天进行评估。0%有效率表示等于对照组的效果,而100%的有效率表示未观察到感染。
下表清楚地表明了,本发明活性化合物结合物的实测活性高于计算活性,即,存在协同效应。
表C
白粉菌试验(大麦)/保护性
*实测值=实测活性
**计算值=采用Colby公式计算的活性
实施例D
Leptosphaeria nodorum试验(小麦)/治疗性
溶剂:50重量份的N,N-二甲基乙酰胺
乳化剂:1重量份的烷基芳基聚乙二醇醚
为制备活性化合物的适当制剂,将1重量份的活性化合物或活性化合物结合物与所述量的溶剂及乳化剂混合,并用水将浓缩物稀释至所需浓度。
为测试治疗活性,用Leptosphaeria nodorum的分生孢子悬浮液喷洒植物幼苗。将该植物置于温度为20℃、相对大气湿度为100%的培养室中48小时,然后用活性化合物的制剂以所述施用率喷洒植株。
将植株置于温度为约15℃、相对大气湿度为约80%的温室中。
接种后8天进行评估。0%有效率表示等于对照组的效果,而100%的有效率表示未观察到感染。
下表清楚地表明了,本发明活性化合物结合物的实测活性高于计算活性,即,存在协同效应。
表D
Leptosphaeria nodorum试验(小麦)/治疗性
*实测值=实测活性
**计算值=采用Colby公式计算的活性
实施例E
Leptosphaeria nodorum试验(小麦)/保护性
溶剂:50重量份的N,N-二甲基乙酰胺
乳化剂:1重量份的烷基芳基聚乙二醇醚
为制备活性化合物的适当制剂,将1重量份的活性化合物或活性化合物结合物与所述量的溶剂及乳化剂混合,并用水将浓缩物稀释至所需浓度。
为测试保护活性,用活性化合物的制剂以所述的施用率喷洒植物幼苗。待喷涂层变干后,用Leptosphaeria nodorum的孢子悬浮液喷洒植株。将植株置于温度为约20℃、相对大气湿度为约100%的培养室中48小时。
将植株置于温度为约15℃、相对大气湿度为约80%的温室中。
接种后11天进行评估。0%有效率表示等于对照组的效果,而100%的有效率表示未观察到感染。
下表清楚地表明了,本发明活性化合物结合物的实测活性高于计算活性,即,存在协同效应。
表E
Leptosphaeria nodorum试验(小麦)/保护性
*实测值=实测活性
**计算值=采用Colby公式计算的活性
实施例F
隐匿柄锈菌试验(小麦)/治疗性
溶剂:50重量份的N,N-二甲基乙酰胺
乳化剂:1重量份的烷基芳基聚乙二醇醚
为制备活性化合物的适当制剂,将1重量份的活性化合物与所述量的溶剂及乳化剂混合,并用水将浓缩物稀释至所需浓度。
为测试治疗活性,用隐匿柄锈菌的分生孢子悬浮液喷洒植物幼苗。将该植株置于温度为20℃、相对大气湿度为100%的培养室中48小时.然后用活性化合物的制剂以所述施用率喷洒植株。
将植株置于温度为约20℃、相对大气湿度为约80%的温室中以促进锈疱的发育。
接种后8天进行评估。0%有效率表示等于对照组的效果,而100%的有效率表示未观察到感染。
下表清楚地表明了,本发明活性化合物结合物的实测活性高于计算活性,即,存在协同效应。
表F
隐匿柄锈菌试验(小麦)/治疗性
*实测值=实测活性
**计算值=采用Colby公式计算的活性
实施例G
凤仙花单囊壳试验(黄瓜)/保护性
溶剂:24.5重量份的丙酮
24.5重量份的二甲基乙酰胺
乳化剂:1重量份的烷基芳基聚乙二醇醚
为制备活性化合物的适当制剂,将1重量份的活性化合物与所述量的溶剂及乳化剂混合,并用水将浓缩物稀释至所需浓度。
为测试保护活性,用活性化合物的制剂以所述的施用率喷洒植物幼苗。待喷涂层变干后,用凤仙花单囊壳的水性孢子悬浮液对植株进行接种。然后将植株置于温度为约23℃、相对大气湿度为约70%的温室中。
接种后7天进行评估。0%有效率表示等于对照组的效果,而100%的有效率表示未观察到感染。
下表清楚地表明了,本发明活性化合物结合物的实测活性高于计算活性,即,存在协同效应。
表G
凤仙花单囊壳试验(黄瓜)/保护性
*实测值=实测活性
**计算值=采用Colby公式计算的活性
实施例H
茄链格孢菌(Alternaria solani)试验(番茄)/保护性
溶剂:24.5重量份的丙酮
24.5重量份的二甲基乙酰胺
乳化剂:1重量份的烷基芳基聚乙二醇醚
为制备活性化合物的适当制剂,将1重量份的活性化合物与所述量的溶剂及乳化剂混合,并用水将浓缩物稀释至所需浓度。
为测试保护活性,用活性化合物的制剂以所述的施用率喷洒植物幼苗。待喷涂层变干后,用茄链格孢菌的水性孢子悬浮液对植株进行接种。然后将植株置于温度为约20℃、相对大气湿度为100%的培养室中。
接种后3天进行评估。0%有效率表示等于对照组的效果,而100%的有效率表示未观察到感染。
下表清楚地表明了,本发明活性化合物结合物的实测活性高于计算活性,即,存在协同效应。
表H
茄链格孢菌试验(番茄)/保护性
*实测值=实测活性
**计算值=采用Colby公式计算的活性
实施例I
致病疫霉试验(番茄)/保护性
溶剂:24.5重量份的丙酮
24.5重量份的二甲基乙酰胺
乳化剂:1重量份的烷基芳基聚乙二醇醚
为制备活性化合物的适当制剂,将1重量份的活性化合物与所述量的溶剂及乳化剂混合,并用水将浓缩物稀释至所需浓度。
为测试保护活性,用活性化合物的制剂以所述的施用率喷洒植物幼苗。待喷涂层变干后,用致病疫霉的水性孢子悬浮液对植株进行接种。然后将植株置于温度为约20℃、相对大气湿度为100%的培养室中。
接种后3天进行评估。0%有效率表示等于对照组的效果,而100%的有效率表示未观察到感染。
下表清楚地表明了,本发明活性化合物结合物的实测活性高于计算活性,即,存在协同效应。
表I
致病疫霉试验(番茄)/保护性
*实测值=实测活性
**计算值=采用Colby公式计算的活性
实施例J
葡萄生轴霜霉试验(葡萄藤)/保护性
溶剂:24.5重量份的丙酮
24.5重量份的二甲基乙酰胺
乳化剂:1重量份的烷基芳基聚乙二醇醚
为制备活性化合物的适当制剂,将1重量份的活性化合物与所述量的溶剂及乳化剂混合,并用水将浓缩物稀释至所需浓度。
为测试保护活性,用活性化合物的制剂以所述的施用率喷洒植物幼苗。待喷涂层变干后,用葡萄生轴霜霉的水性孢子悬浮液对植株进行接种,并将植株置于温度为约20℃、相对大气湿度为100%的培养室中1天。然后将植株置于温度为约21℃、大气湿度为约90%的温室中4天。接着,润湿植株并置于培养室中1天。
接种后6天进行评估。0%有效率表示等于对照组的效果,而100%的有效率表示未观察到感染。
下表清楚表明了,本发明活性化合物结合物的实测活性高于计算活性,即,存在协同效应。
表J
葡萄生轴霜霉试验(葡萄藤)/保护性
*实测值=实测活性
**计算值=采用Colby公式计算的活性
实施例K
灰葡萄孢试验(豆)/保护性
溶剂:24.5重量份丙酮
24.5重量份二甲基乙酰胺
乳化剂:1重量份烷基芳基聚乙二醇醚
为制备适宜的活性化合物制剂,将1重量份活性化合物与所述量的溶剂和乳化剂混合,并将浓缩物用水稀释至所需浓度。
为测试保护活性,用活性化合物的制剂以所述的施用率喷洒植物幼苗。当喷涂层变干后,用两小块生长有灰葡萄孢群落的琼脂置于各片叶子上。将接种后的植株置于温度为约20℃、相对大气湿度为100%的暗室中。
接种后2天,对叶子受感染面积的大小进行评估。0%有效率表示等于对照组的效果,而100%的有效率表示未观察到感染。
下表清楚地表明了,本发明活性化合物结合物的实测活性高于计算活性,即,存在协同效应。
表K
灰葡萄孢试验(豆)/保护性
*实测值=实测活性
**计算值=采用Colby公式计算的活性
实施例L
稻梨孢试验(体外)/微量滴定板
使用马铃薯葡萄糖(dextrose)肉汤(PDB)作为液体试验培养基在微量滴定板中进行微量试验。使用工业级活性化合物并将其溶于丙酮中。接种使用稻梨孢的孢子悬浮液。于黑暗中和振荡(10Hz)条件下在各填满的微量滴定板的孔(cavity)中接种,三天后,通过分光光度计测定透光率。
0%有效率表示等于对照组生长情况的效果,而100%的有效率表示未观察到真菌生长。
下表清楚地表明了,本发明活性化合物结合物的实测活性高于计算活性,即,存在协同效应。
表L
稻梨孢试验(体外)/微量滴定板
*实测值=实测活性
**计算值=采用Colby公式计算的活性
实施例M
立枯丝核菌试验(体外)/微量滴定板
使用马铃薯葡萄糖肉汤(PDB)作为液体试验培养基在微量滴定板中进行微量试验。使用工业级活性化合物并将其溶于丙酮中。接种使用立枯丝核菌的菌丝体悬浮液。于黑暗中和振荡(10Hz)条件下在各填满的微量滴定板的孔中接种,5天后,通过分光光度计测定透光率。
0%有效率表示等于对照组生长情况的效果,而100%的有效率表示未观察到真菌生长。
下表清楚地表明了,本发明活性化合物结合物的实测活性高于计算活性,即,存在协同效应。
表M
立枯丝核菌试验(体外)/微量滴定板
*实测值=实测活性
**计算值=采用Colby公式计算的活性
实施例N
玉蜀黍赤霉(Gibberella aeae)试验(体外)/微量滴定板
使用马铃薯葡萄糖肉汤(PDB)作为液体试验培养基在微量滴定板中进行微量试验。使用工业级活性化合物并将其溶于丙酮中。接种使用玉蜀黍赤霉的孢子悬浮液。于黑暗中和振荡(10Hz)条件下在每个填满的微量滴定板的孔中接种,三天后,通过分光光度计测定透光率。
0%有效率表示等于对照组生长情况的效果,而100%的有效率表示未观察到真菌生长。
下表清楚地表明了,本发明活性化合物结合物的实测活性高于计算活性,即,存在协同效应。
表N
玉蜀黍赤霉试验(体外)/微量滴定板
*实测值=实测活性
**计算值=采用Colby公式计算的活性
实施例O
灰葡萄孢试验(体外)/微量滴定板
使用马铃薯葡萄糖肉汤(PDB)作为液体试验培养基在微量滴定板中进行微量试验。使用工业级活性化合物并将其溶于丙酮中。接种使用灰葡萄孢的孢子悬浮液。于黑暗中和振荡(10Hz)条件下在各填满的微量滴定板的孔中接种,7天后,通过分光光度计测定透光率。
0%有效率表示药等于对照组生长情况的效果,而100%的有效率表示未观察到真菌生长。
下表清楚表明了,本发明活性化合物结合物的实测活性高于计算活性,即,存在协同效应。
表O
灰葡萄孢试验(体外)/微量滴定板
*实测值=实测活性
**计算值=采用Colby公式计算的活性
Claims (7)
1.协同杀真菌活性化合物结合物,以50:1至1:50的重量比包括组(1)式(I-2)的氨甲酰,以及至少一种选自以下组(4)至组(24)的活性化合物:
组(1)
组(4)至组(24)
(4-2)对甲抑菌灵
(5-1)缬霉威
(5-3)benthiavalicarb
(8-4)精甲霜灵
(8-5)benalaxyl-M
(10-3)多菌灵
(11-2)百维灵
(12-4)异丙定
(14-2)丙氯灵
(14-3)唑菌嗪
(16-2)氟噁菌
(17-1)藻菌磷
(19-2)百菌清
(19-10)螺噁茂胺
(19-13)咪唑菌酮
(20-1)戊菌隆
(22-1)5-氯-N-[(1S)-2,2,2-三氟-1-甲基乙基]-6-(2,4,6-三氟苯基)[1,2,4]三唑并[1,5-a]嘧啶-7-胺
(22-2)5-氯-N-[(1R)-1,2-二甲基丙基]-6-(2,4,6-三氟苯基)[1,2,4]三唑并[1,5-a]嘧啶-7-胺
(24-1)N-(3’,4’-二氯-5-氟-1,1’-联苯-2-基)-3-(二氟甲基)-1-甲基-1H-吡唑-4-氨甲酰。
2.权利要求1的活性化合物结合物用于防治有害的植物致病真菌的用途。
3.权利要求1的活性化合物结合物用于处理种子的用途。
4.权利要求1的活性化合物结合物用于处理转基因植物的用途。
5.权利要求1的活性化合物结合物用于处理转基因植物的种子的用途。
6.防治有害的植物致病真菌的方法,其特征在于将权利要求1的活性化合物结合物施用于有害的植物致病真菌和/或其生境和/或种子。
7.制备杀真菌组合物的方法,其特征在于将权利要求1的活性化合物结合物与填充剂和/或表面活性剂混合。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE10349501.0 | 2003-10-23 | ||
DE10349501A DE10349501A1 (de) | 2003-10-23 | 2003-10-23 | Synergistische fungizide Wirkstoffkombinationen |
CN2004800312065A CN1870895B (zh) | 2003-10-23 | 2004-10-12 | 协同杀真菌活性化合物结合物 |
Related Parent Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN2004800312065A Division CN1870895B (zh) | 2003-10-23 | 2004-10-12 | 协同杀真菌活性化合物结合物 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN107041367A true CN107041367A (zh) | 2017-08-15 |
CN107041367B CN107041367B (zh) | 2019-11-12 |
Family
ID=34484970
Family Applications (6)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN201210074539.2A Expired - Lifetime CN102640756B (zh) | 2003-10-23 | 2004-10-12 | 协同杀真菌活性化合物结合物 |
CN201510046695.1A Expired - Lifetime CN104719329B (zh) | 2003-10-23 | 2004-10-12 | 协同杀真菌活性化合物结合物 |
CN201410072120.2A Expired - Lifetime CN103858898B (zh) | 2003-10-23 | 2004-10-12 | 协同杀真菌活性化合物结合物 |
CN2004800312065A Expired - Lifetime CN1870895B (zh) | 2003-10-23 | 2004-10-12 | 协同杀真菌活性化合物结合物 |
CN201611020860.7A Expired - Lifetime CN107041367B (zh) | 2003-10-23 | 2004-10-12 | 协同杀真菌活性化合物结合物 |
CN2010101220636A Expired - Lifetime CN101785462B (zh) | 2003-10-23 | 2004-10-12 | 协同杀真菌活性化合物结合物 |
Family Applications Before (4)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN201210074539.2A Expired - Lifetime CN102640756B (zh) | 2003-10-23 | 2004-10-12 | 协同杀真菌活性化合物结合物 |
CN201510046695.1A Expired - Lifetime CN104719329B (zh) | 2003-10-23 | 2004-10-12 | 协同杀真菌活性化合物结合物 |
CN201410072120.2A Expired - Lifetime CN103858898B (zh) | 2003-10-23 | 2004-10-12 | 协同杀真菌活性化合物结合物 |
CN2004800312065A Expired - Lifetime CN1870895B (zh) | 2003-10-23 | 2004-10-12 | 协同杀真菌活性化合物结合物 |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN2010101220636A Expired - Lifetime CN101785462B (zh) | 2003-10-23 | 2004-10-12 | 协同杀真菌活性化合物结合物 |
Country Status (32)
Country | Link |
---|---|
US (2) | US9339037B2 (zh) |
EP (5) | EP2796043A1 (zh) |
JP (2) | JP2007509088A (zh) |
KR (1) | KR101148026B1 (zh) |
CN (6) | CN102640756B (zh) |
AR (5) | AR046144A1 (zh) |
AU (1) | AU2004285267B2 (zh) |
BR (1) | BRPI0415758B1 (zh) |
CA (9) | CA2818767C (zh) |
CL (3) | CL2013000860A1 (zh) |
CY (2) | CY1117027T1 (zh) |
DE (1) | DE10349501A1 (zh) |
DK (3) | DK1677598T3 (zh) |
EA (1) | EA012408B1 (zh) |
EG (1) | EG24832A (zh) |
ES (3) | ES2528715T3 (zh) |
HU (2) | HUE028260T2 (zh) |
IL (1) | IL175016A (zh) |
MA (1) | MA28328A1 (zh) |
MX (1) | MXPA06004309A (zh) |
NL (1) | NL350070I1 (zh) |
NO (1) | NO20062337L (zh) |
NZ (3) | NZ591965A (zh) |
PL (3) | PL1677598T3 (zh) |
PT (3) | PT1677598E (zh) |
RS (2) | RS20060279A (zh) |
SI (3) | SI2356905T1 (zh) |
TN (1) | TNSN06115A1 (zh) |
TW (1) | TWI367722B (zh) |
UA (1) | UA83391C2 (zh) |
WO (1) | WO2005041653A2 (zh) |
ZA (1) | ZA200603104B (zh) |
Families Citing this family (95)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE10333373A1 (de) * | 2003-07-23 | 2005-02-10 | Bayer Ag | Fungizide Wirkstoffkombinationen |
DE10333371A1 (de) * | 2003-07-23 | 2005-02-10 | Bayer Ag | Fungizide Wirkstoffkombinationen |
DE10335183A1 (de) * | 2003-07-30 | 2005-02-24 | Bayer Cropscience Ag | Fungizide Wirkstoffkombinationen |
DE10341945A1 (de) * | 2003-09-11 | 2005-04-21 | Bayer Cropscience Ag | Verwendung von fungiziden Mitteln zur Beizung von Saatgut |
DE10347090A1 (de) | 2003-10-10 | 2005-05-04 | Bayer Cropscience Ag | Synergistische fungizide Wirkstoffkombinationen |
DE10349502A1 (de) * | 2003-10-23 | 2005-05-25 | Bayer Cropscience Ag | 1,3-Dimethylbutylcarboxanilide |
DE102004020840A1 (de) * | 2004-04-27 | 2005-11-24 | Bayer Cropscience Ag | Verwendung von Alkylcarbonsäureamiden als Penetrationsförderer |
DE102004029972A1 (de) * | 2004-06-21 | 2006-01-05 | Bayer Cropscience Ag | Beizmittel zur Bekämpfung von phytopathogenen Pilzen |
DE102004041532A1 (de) * | 2004-08-27 | 2006-03-02 | Bayer Cropscience Ag | Biphenylthiazolcarboxamide |
DE102004041530A1 (de) | 2004-08-27 | 2006-03-02 | Bayer Cropscience Ag | Biphenylthiazolcarboxamide |
DE102004045242A1 (de) | 2004-09-17 | 2006-03-23 | Bayer Cropscience Ag | Synergistische fungizide Wirkstoffkombinationen |
KR101302266B1 (ko) * | 2004-09-27 | 2013-09-02 | 이 아이 듀폰 디 네모아 앤드 캄파니 | 티오펜 유도체의 살진균성 혼합물 |
GB0422401D0 (en) * | 2004-10-08 | 2004-11-10 | Syngenta Participations Ag | Fungicidal compositions |
EP1847176A4 (en) * | 2005-02-04 | 2011-06-29 | Mitsui Chemicals Agro Inc | COMPOSITION AND METHOD FOR COMBATING PLANT PATHOGENS |
DE102005015850A1 (de) * | 2005-04-07 | 2006-10-12 | Bayer Cropscience Ag | Synergistische fungizide Wirkstoffkombinationen |
DE102005022147A1 (de) * | 2005-04-28 | 2006-11-02 | Bayer Cropscience Ag | Wirkstoffkombinationen |
DE102005025989A1 (de) * | 2005-06-07 | 2007-01-11 | Bayer Cropscience Ag | Carboxamide |
BRPI0612022B1 (pt) * | 2005-06-09 | 2016-12-06 | Bayer Cropscience Ag | combinações de substâncias ativas, seus usos, processos para combater fungos fitopatogênicos indesejáveis, processo para preparar composições fungicidas, revestimento de semente, e processos para revestir semente e semente transgênica |
DE102005026482A1 (de) * | 2005-06-09 | 2006-12-14 | Bayer Cropscience Ag | Wirkstoffkombinationen |
MX2007015486A (es) * | 2005-06-21 | 2008-03-04 | Bayer Cropscience Sa | Composicion fungicida que comprende un derivado de acido fosforoso, un compuesto de tipo mandelamida y un compuesto fungicida adicional. |
AR057663A1 (es) * | 2005-07-18 | 2007-12-12 | Syngenta Participations Ag | Microbiocidas de carboxamida/tioamida, composicion en base al compuesto y metodo para el control de la infestacion de plantas |
DE102005035300A1 (de) * | 2005-07-28 | 2007-02-01 | Bayer Cropscience Ag | Synergistische fungizide Wirkstoffkombinationen |
JP2009503032A (ja) * | 2005-08-05 | 2009-01-29 | ビーエーエスエフ ソシエタス・ヨーロピア | N−[2−(ハロアルコキシ(ケニルオキシ))フェニル]カルボキサミドを含む殺菌混合物 |
EP1912504A1 (en) * | 2005-08-05 | 2008-04-23 | Basf Se | Method for controlling rust infections in leguminous plants |
WO2007071656A1 (de) * | 2005-12-20 | 2007-06-28 | Basf Aktiengesellschaft | Verfahren zur bekämpfung des rostbefalls bei leguminosen |
PT1986495E (pt) | 2006-02-09 | 2013-04-04 | Syngenta Participations Ag | Composições fungicidas |
DE102006011869A1 (de) * | 2006-03-15 | 2007-09-20 | Bayer Cropscience Ag | Fungizide Wirkstoffkombinationen |
WO2007115768A2 (en) * | 2006-04-06 | 2007-10-18 | Syngenta Participations Ag | Synergistic fungicidal compositions comprising a pyrazole-4-carboxamide fungicide and at least two further pesticides |
KR20090031502A (ko) * | 2006-04-06 | 2009-03-26 | 신젠타 파티서페이션즈 아게 | 살진균 조성물 |
DE102006023263A1 (de) * | 2006-05-18 | 2007-11-22 | Bayer Cropscience Ag | Synergistische Wirkstoffkombinationen |
CN103155949A (zh) * | 2007-02-06 | 2013-06-19 | 巴斯夫欧洲公司 | 农药混合物 |
WO2008113654A2 (en) * | 2007-03-20 | 2008-09-25 | Basf Se | Method for protecting soybeans from being infected by fungi |
EP2000030A1 (de) * | 2007-06-06 | 2008-12-10 | Bayer CropScience AG | Fungizide Wirkstoffkombinationen |
EP2000028A1 (de) * | 2007-06-06 | 2008-12-10 | Bayer CropScience Aktiengesellschaft | Fungizide Wirkstoffkombinationen |
KR101182617B1 (ko) * | 2007-08-06 | 2012-09-17 | 닛뽕소다 가부시키가이샤 | 농약 조성물, 농원예용 살균제 및 식물 병해의 방제 방법 |
EP2027773A1 (de) * | 2007-08-24 | 2009-02-25 | Bayer CropScience AG | Verwendung von N-[2-(1,3-Dimethylbutyl)phenyl]-5-fluor-1,3-dimethyl-1H-pyrazol-4-carboxamid |
KR20150066600A (ko) | 2007-09-20 | 2015-06-16 | 바스프 에스이 | 살진균성 균주 및 활성 화합물을 포함하는 조합물 |
EP2207423A2 (en) * | 2007-11-02 | 2010-07-21 | Basf Se | Method for protecting cereals from being infected by fungi |
CA2714038C (en) * | 2008-02-05 | 2018-11-13 | Basf Se | Plant health composition comprising pyrazole carboxamide pesticides and methods of use. |
BRPI0907195A2 (pt) * | 2008-02-28 | 2015-07-14 | Basf Se | Método para proteger cereais da infecção por fungos nocivos, composição fungicida, agente fungicida, sementes, e, uso de uma composição |
JP5365047B2 (ja) * | 2008-03-28 | 2013-12-11 | 住友化学株式会社 | 植物病害防除組成物および植物病害防除方法 |
US20110092466A1 (en) * | 2008-05-08 | 2011-04-21 | Basf Se | Method for Protecting Soybeans from Being Infected by Fungi |
EP2119362A1 (en) * | 2008-05-15 | 2009-11-18 | Bayer CropScience AG | Method for improving the tolerance of crops to chilling temperatures and/or frost |
UA101382C2 (ru) * | 2008-07-04 | 2013-03-25 | Басф Се | Фунгицидные смеси, содержащие замещенные 1-метилпиразол-4-илкарбоксанилиды |
AR075460A1 (es) * | 2008-10-21 | 2011-04-06 | Basf Se | Uso de inhibidores de la biosintesis del esterol en plantas cultivadas |
WO2010046378A2 (en) * | 2008-10-21 | 2010-04-29 | Basf Se | Use of carboxylic amide fungicides on transgenic plants |
TWI584732B (zh) | 2008-12-19 | 2017-06-01 | 拜耳作物科學股份有限公司 | 活性化合物組合物 |
AR077432A1 (es) * | 2009-07-30 | 2011-08-24 | Marrone Bio Innovations | Combinaciones de inhibidor de patogenos de planta y metodos de uso |
CN101755824B (zh) * | 2009-11-03 | 2012-12-12 | 深圳诺普信农化股份有限公司 | 一种以氟啶胺为主要成分的杀菌组合物 |
CN101779659B (zh) * | 2009-12-16 | 2013-11-06 | 福建新农大正生物工程有限公司 | 一种杀菌组合物 |
CN101779630B (zh) * | 2009-12-18 | 2012-11-07 | 陕西美邦农资贸易有限公司 | 一种含酚菌酮与二氰蒽醌的杀菌组合物 |
MY159020A (en) * | 2009-12-25 | 2016-11-30 | Sumitomo Chemical Co | Composition and method for controlling plant diseases |
CN102119687B (zh) * | 2010-01-08 | 2013-03-20 | 南京华洲药业有限公司 | 一种含氟啶胺和稻瘟灵的增效杀菌组合物及其应用 |
CN102119700B (zh) * | 2010-01-08 | 2013-03-20 | 南京华洲药业有限公司 | 一种含氟啶胺和异稻瘟净的增效杀菌组合物及其应用 |
EP2366289A1 (en) * | 2010-03-18 | 2011-09-21 | Basf Se | Synergistic fungicidal mixtures |
CN105211069B (zh) * | 2010-10-25 | 2018-02-09 | 朗盛德国有限责任公司 | 杀真菌剂戊苯吡菌胺混合物 |
EP2443927A1 (de) | 2010-10-25 | 2012-04-25 | LANXESS Deutschland GmbH | Penflufen als Holzschutzmittel gegen holzzerstörende Basidiomyceten |
EP2443928A1 (de) | 2010-10-25 | 2012-04-25 | LANXESS Deutschland GmbH | Fungizide Penflufen Mischungen |
PH12013500874A1 (en) * | 2010-10-25 | 2013-06-03 | Lanxess Deutschland Gmbh | Penflufen as a wood preservative against xylophagous basidiomycetes |
CN102283215B (zh) * | 2011-08-31 | 2013-08-07 | 陕西上格之路生物科学有限公司 | 一种含有丁香菌酯的杀菌组合物 |
CN102726379B (zh) * | 2012-06-09 | 2015-11-18 | 广东中迅农科股份有限公司 | 吡唑醚菌酯水分散粒剂及其制备方法 |
AR093996A1 (es) * | 2012-12-18 | 2015-07-01 | Bayer Cropscience Ag | Combinaciones bactericidas y fungicidas binarias |
CN104115852A (zh) * | 2013-04-24 | 2014-10-29 | 陕西美邦农药有限公司 | 一种含氟唑菌苯胺与硫代氨基甲酸酯类的杀菌组合物 |
CN104126585B (zh) * | 2013-05-04 | 2018-06-26 | 陕西美邦农药有限公司 | 一种含氟唑菌苯胺的复配杀菌组合物 |
CN104137853A (zh) * | 2013-05-06 | 2014-11-12 | 陕西美邦农药有限公司 | 一种含氟唑菌苯胺的农药组合物 |
CN104137836B (zh) * | 2013-05-09 | 2018-06-26 | 陕西美邦农药有限公司 | 一种含氟唑菌苯胺与甲氧基丙烯酸酯类的杀菌组合物 |
CN104137844A (zh) * | 2013-05-11 | 2014-11-12 | 陕西美邦农药有限公司 | 一种含氟唑菌苯胺的高效农药组合物 |
CN104161042B (zh) * | 2013-05-18 | 2018-05-18 | 陕西美邦农药有限公司 | 一种含氟唑菌苯胺与甲氧基丙烯酸酯类的农药组合物 |
CN104170828A (zh) * | 2013-05-21 | 2014-12-03 | 陕西美邦农药有限公司 | 一种含氟唑菌苯胺与三唑类的杀菌组合物 |
CN104170826A (zh) * | 2013-05-21 | 2014-12-03 | 陕西美邦农药有限公司 | 一种含氟唑菌苯胺与酰胺类的杀菌组合物 |
CN104206388B (zh) * | 2013-05-30 | 2018-04-03 | 陕西美邦农药有限公司 | 一种含氟唑菌苯胺的农药组合物 |
CN104206387B (zh) * | 2013-05-30 | 2018-06-15 | 陕西美邦农药有限公司 | 一种含氟唑菌苯胺的增效农药组合物 |
EP3942933A1 (en) * | 2013-10-18 | 2022-01-26 | BASF Agrochemical Products B.V. | Agricultural mixtures comprising carboxamide compound |
CA2927784C (en) | 2013-10-18 | 2023-11-14 | Basf Agrochemical Products B.V. | Use of pesticidal active carboxamide derivative in soil and seed application and treatment methods |
CR20160228A (es) | 2013-10-18 | 2016-12-05 | Basf Agrochemical Products Bv | Mezclas activas como insecticidas que comprenden un compuesto de carboxamida |
US9788544B2 (en) * | 2013-11-26 | 2017-10-17 | Upl Limited | Method for controlling rust |
CN104705306A (zh) * | 2013-12-12 | 2015-06-17 | 南京华洲药业有限公司 | 一种含戊菌唑和苯霜灵的杀菌组合物及其应用 |
CN104222096A (zh) * | 2014-09-01 | 2014-12-24 | 山东煌润生物科技有限公司 | 一种含氟唑菌苯胺和醚菌酯的农药组合物 |
CN107257625A (zh) * | 2014-12-19 | 2017-10-17 | 拜耳作物科学股份公司 | 活性化合物结合物 |
EP3232784A1 (en) * | 2014-12-19 | 2017-10-25 | Bayer CropScience AG | Active compound combinations |
AR102957A1 (es) * | 2014-12-19 | 2017-04-05 | Bayer Cropscience Ag | Combinaciones de compuestos activos |
CN104719301A (zh) * | 2015-02-11 | 2015-06-24 | 安徽省农业科学院植物保护与农产品质量安全研究所 | 一种含氟唑菌苯胺和咯菌腈的杀菌组合物及其应用 |
CN104604877A (zh) * | 2015-02-11 | 2015-05-13 | 安徽省农业科学院植物保护与农产品质量安全研究所 | 一种含氟唑菌苯胺和啶酰菌胺的杀菌组合物 |
UY36571A (es) * | 2015-03-05 | 2016-09-30 | Bayer Cropscience Ag | Combinaciones de compuestos activos |
US11219211B2 (en) | 2015-03-11 | 2022-01-11 | Basf Agrochemical Products B.V. | Pesticidal mixture comprising a carboxamide compound and a biopesticide |
WO2017004744A1 (en) * | 2015-07-03 | 2017-01-12 | Bayer Cropscience (China) Co., Ltd. | Use of penflufen |
CN105918322A (zh) * | 2016-06-28 | 2016-09-07 | 佛山市盈辉作物科学有限公司 | 含有氟唑菌苯胺和精甲霜灵的杀菌组合物 |
CN106035354B (zh) * | 2016-07-04 | 2018-03-30 | 佛山市盈辉作物科学有限公司 | 含有氟唑菌苯胺和苦参碱的增效组合物 |
CN106465726A (zh) * | 2016-09-18 | 2017-03-01 | 深圳诺普信农化股份有限公司 | 一种含氟唑菌苯胺的种子处理组合物 |
CN106719694A (zh) * | 2017-04-03 | 2017-05-31 | 佛山市瑞生通科技有限公司 | 一种含氟唑菌苯胺和四氟醚唑的杀菌组合物 |
CN107027767A (zh) * | 2017-04-28 | 2017-08-11 | 北京科发伟业农药技术中心 | 含氟唑菌苯胺的杀菌组合物 |
CN109220596B (zh) * | 2018-08-28 | 2021-01-29 | 重庆市药物种植研究所 | 一种紫苏良种的育苗方法 |
CN110946142A (zh) * | 2019-12-05 | 2020-04-03 | 利民化学有限责任公司 | 一种氟唑菌苯胺杀虫组合物、杀虫剂及其应用 |
CN117121916A (zh) * | 2022-07-14 | 2023-11-28 | 青岛海利尔生物科技有限公司 | 一种含丙硫菌唑的农药组合及其应用 |
CN116210714B (zh) * | 2023-02-14 | 2024-11-12 | 上海沪联生物药业(夏邑)股份有限公司 | 一种含氟唑菌苯胺、丙硫菌唑和新烟碱类化合物的种子处理组合物 |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1178791A (zh) * | 1996-08-15 | 1998-04-15 | 三井东压化学株式会社 | 取代的羧酰苯胺衍生物和含其作为活性成分的植物疾病控制剂 |
JP2001072507A (ja) * | 1999-09-03 | 2001-03-21 | Mitsui Chemicals Inc | 植物病害防除剤組成物 |
WO2003010149A1 (de) * | 2001-07-25 | 2003-02-06 | Bayer Cropscience Ag | Pyrazolylcarboxanilide als fungizide |
Family Cites Families (190)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US1972961A (en) | 1931-05-26 | 1934-09-11 | Du Pont | Disinfectant |
US2588428A (en) | 1945-04-02 | 1952-03-11 | Goodrich Co B F | Complex amine products with dialkyl zinc dithiocarbamates as pesticides |
US2504404A (en) | 1946-06-12 | 1950-04-18 | Du Pont | Manganous ethylene bis-dithiocarbamate and fungicidal compositions containing same |
AT214708B (de) | 1948-05-18 | Exxon Research Engineering Co | Verfahren zur Bekämpfung von Schädlingen | |
DE1081446B (de) | 1955-09-20 | 1960-05-12 | Montedison Spa | Verfahren zur Herstellung von kristallinem Zinkaethylen-bisdithiocarbamat |
DE1076134B (de) | 1956-05-24 | 1960-02-25 | Lepetit Spa | Verfahren zur Gewinnung von reinem Phenoxymethylpenicillin |
DE1076434B (de) | 1957-08-17 | 1960-02-25 | Badische Anilin- S. Soda-Fabrik Aktiengesellschaft, Ludwigshafen/Rhein | Fungizide Mittel |
US3010968A (en) | 1959-11-25 | 1961-11-28 | Du Pont | Process for manufacture of certain alkyl esters of benzimidazole carbamic acids |
NL271019A (zh) | 1960-11-03 | |||
NL272405A (zh) | 1960-12-28 | |||
BE614214A (zh) | 1961-02-22 | |||
NL277376A (zh) | 1961-05-09 | |||
NL129620C (zh) | 1963-04-01 | |||
US3206468A (en) | 1963-11-15 | 1965-09-14 | Merck & Co Inc | Methods of preparing benzimidazoles |
US3178447A (en) | 1964-05-05 | 1965-04-13 | California Research Corp | N-polyhaloalkylthio compounds |
DE1209799B (de) | 1964-05-14 | 1966-01-27 | Bayer Ag | Saatgutbeizmittel gegen Fusariosen |
GB1094567A (en) | 1964-06-23 | 1967-12-13 | Zh Biseibutsu Kagaku Kenkyukai | Plant disease protective and curative compositions |
GB1114155A (en) | 1964-08-24 | 1968-05-15 | Evans Medical Ltd | Guanidino derivatives |
US3249499A (en) | 1965-04-26 | 1966-05-03 | Us Rubber Co | Control of plant diseases |
CH485776A (de) | 1965-08-26 | 1970-02-15 | Bayer Ag | Verfahren zur Herstellung von Dithiolphosphorsäuretriestern |
GB1103989A (en) | 1967-02-10 | 1968-02-21 | Union Carbide Corp | Fungicidal concentrates |
JPS4429464Y1 (zh) | 1966-04-28 | 1969-12-05 | ||
NL157191C (nl) | 1966-12-17 | Schering Ag | Werkwijze voor het bereiden van een preparaat met fungicide en fungistatische werking. | |
DE1643347B2 (de) * | 1967-08-23 | 1973-04-26 | Bayer Ag, 5090 Leverkusen | Verfahren zur herstellung von phthaliden |
US3629428A (en) | 1967-09-07 | 1971-12-21 | Meiji Seika Kaisha | Pesticide for controlling bacterial and fungal diseases of rice plant |
US4029813A (en) * | 1967-10-30 | 1977-06-14 | Nippon Soda Company Limited | Fungicidal compositions containing bisthioureido-benzenes and methods for use thereof |
US4020095A (en) * | 1967-10-30 | 1977-04-26 | Nippon Soda Company Limited | Bis-thioureido-benzenes, preparation and uses thereof |
US3745187A (en) | 1967-10-30 | 1973-07-10 | Nippon Soda Co | Bis-thioureido-benzenes and preparation thereof |
IL30778A (en) | 1967-10-30 | 1972-10-29 | Nippon Soda Co | Bis-thioureido-benzenes,their preparation,and fungicidal compositions containing them |
US3745170A (en) | 1969-03-19 | 1973-07-10 | Sumitomo Chemical Co | Novel n-(3,5-dihalophenyl)-imide compounds |
US3903090A (en) | 1969-03-19 | 1975-09-02 | Sumitomo Chemical Co | Novel n-(3,5-dihalophenyl)-imide compounds |
US4009278A (en) * | 1969-03-19 | 1977-02-22 | Sumitomo Chemical Company, Limited | Antimicrobial composition and method containing N-(3,5-dihalophenyl)-imide compounds |
US3631176A (en) | 1970-07-20 | 1971-12-28 | Du Pont | Carbamoyl substituted 2-aminobenzimidazoles |
FR2148868A6 (zh) | 1970-10-06 | 1973-03-23 | Rhone Poulenc Sa | |
US3823240A (en) | 1970-10-06 | 1974-07-09 | Rhone Poulenc Sa | Fungicidal hydantoin derivatives |
US3745198A (en) | 1970-10-09 | 1973-07-10 | Shell Oil Co | O-halovinyl phosphorothionates |
JPS5117536B2 (zh) | 1971-02-02 | 1976-06-03 | ||
BE789918A (fr) | 1971-10-12 | 1973-04-11 | Lilly Co Eli | Benzothiazoles dans la lutte contre les organismes phytopathogenes |
CA1026341A (en) | 1971-10-12 | 1978-02-14 | Eli Lilly And Company | Benzothiazole for controlling plant pathogenic organisms |
US4147791A (en) * | 1972-01-11 | 1979-04-03 | Bayer Aktiengesellschaft | 1-Substituted-1,2,4-triazole fungicidal compositions and methods for combatting fungi that infect or attack plants |
US4048318A (en) | 1972-01-11 | 1977-09-13 | Bayer Aktiengesellschaft | 1-Substituted-1,2,4-triazole fungicides |
US3912752A (en) | 1972-01-11 | 1975-10-14 | Bayer Ag | 1-Substituted-1,2,4-triazoles |
DE2207576C2 (de) | 1972-02-18 | 1985-07-25 | Basf Ag, 6700 Ludwigshafen | Oxazolidinderivate |
ZA731111B (en) | 1972-03-15 | 1974-03-27 | Du Pont | 2-cyano-2-hydroxyiminoacetamides and acetates as plant disease control agents |
DE2324010C3 (de) * | 1973-05-12 | 1981-10-08 | Bayer Ag, 5090 Leverkusen | 1-Substituierte 2-Triazolyl-2-phenoxyäthanol-Verbindungen, Verfahren zu ihrer Herstellung und ihre Verwendung zur Bekämpfung von Pilzen |
GB1469772A (en) | 1973-06-21 | 1977-04-06 | Boots Co Ltd | Fungicidal imidazole derivatives |
DE2463046C2 (de) | 1973-12-14 | 1984-05-03 | PEPRO - Société pour le Développement et la Vente de Spécialités Chimiques, Lyon | Fungizide Mittel auf Ammoniumphosphonatbasis |
FR2254276B1 (zh) * | 1973-12-14 | 1977-03-04 | Philagro Sa | |
US4094990A (en) * | 1974-04-02 | 1978-06-13 | Ciba-Geigy Corporation | Certain phytofungicidal n-furanyl carbonyl and tetrahydrofuranyl carbonyl, n-(substituted)phenyl alanines |
AR205189A1 (es) | 1974-04-02 | 1976-04-12 | Ciba Geigy Ag | Derivados de n-(1"-metoxi-carboniletil)-n-(furan-(2") carbonil) 2-6-dimetilanilina utiles como agentes microbicidas menos para usos farmaceuticos y procedimiento para su obtencion |
US4046911A (en) | 1974-04-02 | 1977-09-06 | Ciba-Geigy Corporation | N-(substituted phenyl)-n-furanoyl-alanine methyl esters and their use in fungicidal composition and methods |
OA04979A (fr) * | 1974-04-09 | 1980-11-30 | Ciba Geigy | Nouveaux dérivés de l'aniline utiles comme agents microbicides et leur procédé de préparation. |
US4206228A (en) * | 1974-04-09 | 1980-06-03 | Ciba-Geigy Corporation | Microbicidal aniline derivatives |
US4151299A (en) * | 1974-04-09 | 1979-04-24 | Ciba-Geigy Corporation | Certain aniline derivatives as microbicidal agents |
NZ179111A (en) | 1974-11-18 | 1978-03-06 | Janssen Pharmaceutica Nv | I-(aryl)-ethyl-1h-1,2,4-triazole ketals,anti-microbial and plant growth controlling compositions |
US4079062A (en) * | 1974-11-18 | 1978-03-14 | Janssen Pharmaceutica N.V. | Triazole derivatives |
US4080462A (en) * | 1974-12-13 | 1978-03-21 | The Boots Company Limited | Fungicidal compositions containing substituted imidazoles |
DE2543279A1 (de) | 1975-09-27 | 1977-04-07 | Basf Ag | Verfahren zur herstellung von n-substituierten tetrahydro-1.4-oxazinen |
JPS5312844A (en) | 1976-07-20 | 1978-02-04 | Nippon Tokushu Noyaku Seizo Kk | Nn44halogenobenzyllnnmethyl*or nonsubstitutedd*cycloalkylln**phenylurea or thiourea compounds* their preparation and fungicides containing the same as active constituents |
AU515134B2 (en) | 1976-08-10 | 1981-03-19 | Janssen Pharmaceutica N.V. | 1-(2-aryl-2-r-ethyl)-1h-1,2,4-triazoles |
DE2656747C2 (de) | 1976-12-15 | 1984-07-05 | Basf Ag, 6700 Ludwigshafen | Morpholinderivate |
US4598085A (en) | 1977-04-27 | 1986-07-01 | Janssen Pharmaceutica N.V. | Fungicidal 1-(2-aryl-2-R-ethyl)-1H-1,2,4-triazoles |
DE2802488A1 (de) | 1978-01-20 | 1979-07-26 | Bayer Ag | 3-azolyl-benzotriazine und -benzotriazin-1-oxide, verfahren zu ihrer herstellung, sowie ihre verwendung zur bekaempfung von pflanzenkrankheiten |
BG28977A3 (en) * | 1978-02-02 | 1980-08-15 | Montedison Spa | Fungicide means and method for fungus fighting |
DD140041B1 (de) | 1978-08-22 | 1986-05-07 | Gerhard Rieck | Verfahren zur herstellung von langkettigen n-alkyldimethylmorpholinen |
US4927839A (en) | 1979-03-07 | 1990-05-22 | Imperial Chemical Industries Plc | Method of preventing fungal attack on wood, hides, leather or paint films using a triazole |
US4654332A (en) | 1979-03-07 | 1987-03-31 | Imperial Chemical Industries Plc | Heterocyclic compounds |
US4551469A (en) | 1979-03-07 | 1985-11-05 | Imperial Chemical Industries Plc | Antifungal triazole ethanol derivatives |
JPS55151570A (en) | 1979-05-15 | 1980-11-26 | Takeda Chem Ind Ltd | Pyrimidine derivatives, their preparation and antimicrobial for agriculture |
US4272417A (en) | 1979-05-22 | 1981-06-09 | Cargill, Incorporated | Stable protective seed coating |
US4245432A (en) | 1979-07-25 | 1981-01-20 | Eastman Kodak Company | Seed coatings |
BE884661A (fr) | 1979-08-16 | 1981-02-09 | Sandoz Sa | Nouvelles 3-amino-oxazolidine-2-ones, leur preparation et leur utilisation comme agents fongicides |
DE3042303A1 (de) | 1979-11-13 | 1981-08-27 | Sandoz-Patent-GmbH, 7850 Lörrach | Organische verbindungen, deren herstellung und verwendung |
JPS6052146B2 (ja) * | 1979-12-25 | 1985-11-18 | 石原産業株式会社 | N−ピリジルアニリン系化合物、それらの製造方法及びそれらを含有する有害生物防除剤 |
US4347253A (en) * | 1980-04-25 | 1982-08-31 | Sandoz Ltd. | Fungicides |
AU542623B2 (en) | 1980-05-16 | 1985-02-28 | Bayer Aktiengesellschaft | 1-hydroxyethyl-azole derivatives |
DD151404A1 (de) | 1980-06-13 | 1981-10-21 | Friedrich Franke | Fungizide mittel |
DE3030026A1 (de) | 1980-08-08 | 1981-03-26 | Sandoz-Patent-GmbH, 79539 Lörrach | Fungizide |
JPS6020257B2 (ja) | 1980-09-11 | 1985-05-21 | 東和精工株式会社 | ラベラ−のラベルテ−プ送り機構 |
US5266585A (en) | 1981-05-12 | 1993-11-30 | Ciba-Geigy Corporation | Arylphenyl ether derivatives, compositions containing these compounds and use thereof |
US4496551A (en) * | 1981-06-24 | 1985-01-29 | E. I. Du Pont De Nemours And Company | Fungicidal imidazole derivatives |
AU553808B2 (en) | 1981-06-24 | 1986-07-31 | E.I. Du Pont De Nemours And Company | Organosilicon derivatives of imidazolc and 1,2,4- triazole |
US4510136A (en) * | 1981-06-24 | 1985-04-09 | E. I. Du Pont De Nemours And Company | Fungicidal 1,2,4-triazole derivatives |
OA07237A (en) | 1981-10-29 | 1984-04-30 | Sumitomo Chemical Co | Fungicidical N-phenylcarbamates. |
FI834141A (fi) | 1982-11-16 | 1984-05-17 | Ciba Geigy Ag | Foerfarande foer framstaellning av nya arylfenyleterderivat. |
CH658654A5 (de) | 1983-03-04 | 1986-11-28 | Sandoz Ag | Azolderivate, verfahren zu ihrer herstellung und mittel die diese verbindungen enthalten. |
US4920139A (en) * | 1983-11-10 | 1990-04-24 | Rohm And Haas Company | Alpha-alkyl-alpha-(4-halophenyl)-1H-1,2,4-triazole-1-propanenitrile |
CA1227801A (en) | 1983-11-10 | 1987-10-06 | Ted T. Fujimoto | .alpha.-ALKYL-.alpha.-(4-HALOPHENYL)-1H-1,2,4-TRIAZOLE-1- PROPANENITRILES |
JPS60178801A (ja) * | 1984-02-24 | 1985-09-12 | Dainippon Ink & Chem Inc | グアニジン系農園芸用殺菌剤 |
GB8429739D0 (en) | 1984-11-24 | 1985-01-03 | Fbc Ltd | Fungicides |
CA1271764A (en) | 1985-03-29 | 1990-07-17 | Stefan Karbach | Azolylmethyloxiranes, their preparation and their use as crop protection agents |
DE3511411A1 (de) * | 1985-03-29 | 1986-10-02 | Basf Ag, 6700 Ludwigshafen | Verwendung von azolylmethyloxiranen zur bekaempfung von viralen erkrankungen |
US4705800A (en) | 1985-06-21 | 1987-11-10 | Ciba-Geigy Corporation | Difluorbenzodioxyl cyanopyrrole microbicidal compositions |
EP0219756B1 (de) | 1985-10-09 | 1994-01-05 | Shell Internationale Researchmaatschappij B.V. | Neue Acrylsäureamide |
US4902705A (en) * | 1985-12-12 | 1990-02-20 | Ube Industries, Ltd. | Imidazole derivatives, an antibacterial and antifungal agent comprising said derivatives, and a process for the production of said imidazole derivatives |
IT1204773B (it) * | 1986-01-23 | 1989-03-10 | Montedison Spa | Azolilderivati fungicidi |
ES2022443B3 (es) * | 1986-03-04 | 1991-12-01 | Ciba-Geigy Ag | Utilizacion fungicida de un derivado de cianopirrol. |
CA1321588C (en) | 1986-07-02 | 1993-08-24 | Katherine Eleanor Flynn | Alpha-aryl-alpha-phenylethyl-1h-1,2,4-triazole-1- propanenitriles |
US5087635A (en) * | 1986-07-02 | 1992-02-11 | Rohm And Haas Company | Alpha-aryl-alpha-phenylethyl-1H-1,2,4-triazole-1-propanenitriles |
USRE33989E (en) | 1986-07-16 | 1992-07-07 | Basf Aktiengesellschaft | Oxime ethers and fungicides containing these compounds |
DE3623921A1 (de) * | 1986-07-16 | 1988-01-21 | Basf Ag | Oximether und diese enthaltende fungizide |
ATE82966T1 (de) | 1986-08-12 | 1992-12-15 | Mitsubishi Chem Ind | Pyridincarboxamid-derivate und ihre verwendung als fungizides mittel. |
JPS6348269A (ja) * | 1986-08-19 | 1988-02-29 | Sumitomo Chem Co Ltd | ピラゾ−ルカルボキサミド化合物およびそれを有効成分とする殺菌剤 |
FR2603039B1 (fr) | 1986-08-22 | 1990-01-05 | Rhone Poulenc Agrochimie | Derives de 2,5-dihydrofuranne a groupe triazole ou imidazole, procede de preparation, utilisation comme fongicide |
ES2043625T3 (es) | 1986-08-29 | 1994-01-01 | Shell Int Research | Derivados de acido ariloxicarboxilico, su preparacion y empleo. |
JPH0784445B2 (ja) | 1986-12-03 | 1995-09-13 | クミアイ化学工業株式会社 | ピリミジン誘導体および農園芸用殺菌剤 |
GB2201152B (en) | 1987-02-09 | 1991-08-14 | Ici Plc | Fungicidal propenoic acid derivatives |
US4808430A (en) | 1987-02-27 | 1989-02-28 | Yazaki Corporation | Method of applying gel coating to plant seeds |
DE3735555A1 (de) | 1987-03-07 | 1988-09-15 | Bayer Ag | Aminomethylheterocyclen |
CA1339133C (en) * | 1987-03-13 | 1997-07-29 | Rikuo Nasu | Imidazole compounds and biocidal composition comprising the same for controlling harmful organisms |
ES2052772T3 (es) | 1987-08-21 | 1994-07-16 | Ciba Geigy Ag | Procedimiento y agente contra enfermedades de plantas. |
US5153200A (en) | 1987-09-28 | 1992-10-06 | Ciba-Geigy Corporation | Pesticides |
EP0310550B1 (de) | 1987-09-28 | 1993-05-26 | Ciba-Geigy Ag | Schädlingsbekämpfungsmittel |
US4877441A (en) | 1987-11-06 | 1989-10-31 | Sumitomo Chemical Company Ltd. | Fungicidal substituted carboxylic acid derivatives |
JPH0762001B2 (ja) | 1988-02-16 | 1995-07-05 | 呉羽化学工業株式会社 | アゾリルメチルシクロアルカノール誘導体の製造法 |
DE3814505A1 (de) | 1988-04-29 | 1989-11-09 | Bayer Ag | Substituierte cycloalkyl- bzw. heterocyclyl-carbonsaeureanilide |
DE3815728A1 (de) * | 1988-05-07 | 1989-11-16 | Bayer Ag | Stereoisomere von n-(r)-(1-aryl-ethyl)-1-alkyl-2,2-dichlor- cyclopropancarbonsaeureamiden |
US5256683A (en) | 1988-12-29 | 1993-10-26 | Rhone-Poulenc Agrochimie | Fungicidal compositions containing (benzylidene)-azolylmethylcycloalkane |
MA21706A1 (fr) | 1988-12-29 | 1990-07-01 | Rhone Poulenc Agrochimie | Benzolidene azolylmethylcycloalcane et utilisation comme fongicide. |
US5145856A (en) | 1989-02-10 | 1992-09-08 | Imperial Chemical Industries Plc | Fungicides |
GB8903019D0 (en) | 1989-02-10 | 1989-03-30 | Ici Plc | Fungicides |
US5264440A (en) | 1989-02-10 | 1993-11-23 | Imperial Chemical Industries Plc | Fungicides |
US5223523A (en) | 1989-04-21 | 1993-06-29 | E. I. Du Pont De Nemours And Company | Fungicidal oxazolidinones |
US4957933A (en) | 1989-04-21 | 1990-09-18 | E. I. Du Pont De Nemours And Company | Fungicidal oxazolidinones |
RU2092051C1 (ru) | 1989-04-21 | 1997-10-10 | Е.И.Дюпон Де Немур Энд Компани | Производные оксазолидинона, фунгицидная композиция и способ борьбы с грибковыми заболеваниями |
US5356908A (en) | 1989-04-21 | 1994-10-18 | E. I. Du Pont De Nemours And Company | Fungicidal oxazolidinones |
EP0629609B1 (en) | 1989-05-17 | 1996-12-04 | SHIONOGI SEIYAKU KABUSHIKI KAISHA trading under the name of SHIONOGI & CO. LTD. | Process for the preparation of Alkoxyiminoacetamide derivatives and an intermediate therefor |
CH680731A5 (zh) | 1990-04-12 | 1992-10-30 | Sapec Fine Chemicals | |
PH11991042549B1 (zh) | 1990-06-05 | 2000-12-04 | ||
DE4026966A1 (de) | 1990-08-25 | 1992-02-27 | Bayer Ag | Substituierte valinamid-derivate |
US5453531A (en) | 1990-08-25 | 1995-09-26 | Bayer Aktiengesellschaft | Substituted valinamide derivatives |
ES2088572T5 (es) | 1991-01-30 | 2001-01-01 | Zeneca Ltd | Fungicidas. |
DE4117371A1 (de) | 1991-05-28 | 1992-12-03 | Basf Ag | Antimykotische mittel, die phenylessigsaeurederivate enthalten |
US5306712A (en) | 1991-10-09 | 1994-04-26 | Sanyo Company, Limited | Fungicidal silicon-containing compounds and their agrochemical and medicinal uses |
IL103614A (en) * | 1991-11-22 | 1998-09-24 | Basf Ag | Carboxamides for controlling botrytis and certain novel such compounds |
US6002016A (en) | 1991-12-20 | 1999-12-14 | Rhone-Poulenc Agrochimie | Fungicidal 2-imidazolin-5-ones and 2-imidazoline-5-thiones |
FR2706456B1 (fr) | 1993-06-18 | 1996-06-28 | Rhone Poulenc Agrochimie | Dérivés optiquement actifs de 2-imidazoline-5-ones et 2-imidazoline-5-thiones fongicides. |
US5593996A (en) | 1991-12-30 | 1997-01-14 | American Cyanamid Company | Triazolopyrimidine derivatives |
DE4231517A1 (de) * | 1992-09-21 | 1994-03-24 | Basf Ag | Carbonsäureanilide, Verfahren zu ihrer Herstellung und sie enthaltende Mittel zur Bekämpfung von Schadpilzen |
JP2783130B2 (ja) * | 1992-10-02 | 1998-08-06 | 三菱化学株式会社 | メトキシイミノ酢酸誘導体およびこれを有効成分とする農園芸用殺菌剤 |
US5304572A (en) | 1992-12-01 | 1994-04-19 | Rohm And Haas Company | N-acetonylbenzamides and their use as fungicides |
US5254584A (en) | 1992-12-18 | 1993-10-19 | Rohm And Haas Company | N-acetonylbenzamides and their use as fungicides |
ZW8594A1 (en) | 1993-08-11 | 1994-10-12 | Bayer Ag | Substituted azadioxacycbalkenes |
US5514643A (en) | 1993-08-16 | 1996-05-07 | Lucky Ltd. | 2-aminothiazolecarboxamide derivatives, processes for preparing the same and use thereof for controlling phytopathogenic organisms |
JP3517976B2 (ja) | 1993-12-03 | 2004-04-12 | 住友化学工業株式会社 | イネいもち病防除剤およびそれを用いる防除方法 |
DE4423612A1 (de) | 1994-07-06 | 1996-01-11 | Basf Ag | 2-[(Dihydro)pyrazolyl-3'-oxymethylen]-anilide, Verfahren zu ihrer Herstelung und ihre Verwendung |
US5723491A (en) * | 1994-07-11 | 1998-03-03 | Novartis Corporation | Fungicidal composition and method of controlling fungus infestation |
CA2195064C (en) | 1994-08-03 | 2000-02-01 | Masaru Shibata | Amino-acid amide derivatives, processes for preparing the same, agricultural or horticultural fungicides, and method for killing fungi |
DE19528046A1 (de) | 1994-11-21 | 1996-05-23 | Bayer Ag | Triazolyl-Derivate |
US5486621A (en) * | 1994-12-15 | 1996-01-23 | Monsanto Company | Fungicides for the control of take-all disease of plants |
US5578725A (en) | 1995-01-30 | 1996-11-26 | Regents Of The University Of Minnesota | Delta opioid receptor antagonists |
EP0737682B1 (en) | 1995-04-11 | 2002-01-09 | Mitsui Chemicals, Inc. | Substituted thiophene derivative and agricultural and horticultural fungicide containing the same as active ingredient |
WO1997006171A1 (de) | 1995-08-10 | 1997-02-20 | Bayer Aktiengesellschaft | Halogenbenzimidazole und ihre verwendung als mikrobizide |
DE19531813A1 (de) | 1995-08-30 | 1997-03-06 | Basf Ag | Bisphenylamide |
DE19539324A1 (de) | 1995-10-23 | 1997-04-24 | Basf Ag | Phenylessigsäurederivate, Verfahren und Zwischenprodukte zu ihrer Herstellung und sie enthaltende Mittel |
DE19602095A1 (de) | 1996-01-22 | 1997-07-24 | Bayer Ag | Halogenpyrimidine |
US5876739A (en) | 1996-06-13 | 1999-03-02 | Novartis Ag | Insecticidal seed coating |
DE19646407A1 (de) | 1996-11-11 | 1998-05-14 | Bayer Ag | Halogenpyrimidine |
WO1998023155A1 (en) | 1996-11-26 | 1998-06-04 | E.I. Du Pont De Nemours And Company | Arthropodicidal and fungicidal cyclic amides |
US5945567A (en) | 1997-08-20 | 1999-08-31 | American Cyanamid Company | Fungicidal 2-methoxybenzophenones |
EP0897904B1 (en) | 1997-08-20 | 2002-02-20 | Basf Aktiengesellschaft | Fungicidal 2-methoxybenzophenones |
US6001883A (en) | 1998-06-24 | 1999-12-14 | American Cyanamid Company | Fungicidal 2-methoxybenzophenones |
GB9719411D0 (en) | 1997-09-12 | 1997-11-12 | Ciba Geigy Ag | New Pesticides |
DE19750012A1 (de) | 1997-11-12 | 1999-05-20 | Bayer Ag | Isothiazolcarbonsäureamide |
TW575562B (en) | 1998-02-19 | 2004-02-11 | Agrevo Uk Ltd | Fungicides |
US6056554A (en) | 1998-09-09 | 2000-05-02 | Samole; Sidney | Apparatus and method for finding and identifying nighttime sky objects |
US5986135A (en) | 1998-09-25 | 1999-11-16 | American Cyanamid Company | Fungicidal trifluoromethylalkylamino-triazolopyrimidines |
US6503904B2 (en) | 1998-11-16 | 2003-01-07 | Syngenta Crop Protection, Inc. | Pesticidal composition for seed treatment |
JP2001072508A (ja) | 1999-09-03 | 2001-03-21 | Mitsui Chemicals Inc | 植物病害防除剤組成物 |
JP2001072510A (ja) * | 1999-09-03 | 2001-03-21 | Mitsui Chemicals Inc | 植物病害防除剤組成物 |
GB0011944D0 (en) * | 2000-05-17 | 2000-07-05 | Novartis Ag | Organic compounds |
MXPA03000688A (es) * | 2000-07-24 | 2004-11-01 | Bayer Cropscience Ag | Bifenilcarboxiamidas. |
US6660690B2 (en) | 2000-10-06 | 2003-12-09 | Monsanto Technology, L.L.C. | Seed treatment with combinations of insecticides |
US6903093B2 (en) | 2000-10-06 | 2005-06-07 | Monsanto Technology Llc | Seed treatment with combinations of pyrethrins/pyrethroids and thiamethoxam |
US6838473B2 (en) * | 2000-10-06 | 2005-01-04 | Monsanto Technology Llc | Seed treatment with combinations of pyrethrins/pyrethroids and clothiandin |
CN1221532C (zh) | 2000-11-08 | 2005-10-05 | 辛甄塔合股公司 | 吡咯甲酰胺和吡咯硫代甲酰胺及其在农药上的应用 |
AU2002221831A1 (en) | 2000-11-13 | 2002-05-21 | Basf Aktiengesellschaft | 7-(r)-amino-triazolopyrimidines, the production thereof and use of the same for combating phytopathogenic fungi |
US20020134012A1 (en) | 2001-03-21 | 2002-09-26 | Monsanto Technology, L.L.C. | Method of controlling the release of agricultural active ingredients from treated plant seeds |
DE10124208A1 (de) | 2001-05-18 | 2002-11-21 | Bayer Ag | Verwendung von Triazolopyrimidin-Derivaten als Mikrobizide |
JP4355991B2 (ja) | 2001-05-31 | 2009-11-04 | 日本農薬株式会社 | 置換アニリド誘導体、その中間体及び農園芸用薬剤並びにその使用方法 |
US6616054B1 (en) | 2001-07-02 | 2003-09-09 | Bellsouth Intellectual Property Corporation | External power supply system, apparatus and method for smart card |
FR2828196A1 (fr) | 2001-08-03 | 2003-02-07 | Aventis Cropscience Sa | Derives de chromone a action fongicide, procede de preparation et application dans le domaine de l'agriculture |
DE10204391A1 (de) | 2002-02-04 | 2003-08-14 | Bayer Cropscience Ag | Difluormethylthiazolylcarboxanilide |
DE10204390A1 (de) | 2002-02-04 | 2003-08-14 | Bayer Cropscience Ag | Disubstituierte Thiazolylcarboxanilide |
DE10215292A1 (de) | 2002-02-19 | 2003-08-28 | Bayer Cropscience Ag | Disubstitutierte Pyrazolylcarbocanilide |
DE10218231A1 (de) | 2002-04-24 | 2003-11-06 | Bayer Cropscience Ag | Methylthiophencarboxanilide |
DE10229595A1 (de) | 2002-07-02 | 2004-01-15 | Bayer Cropscience Ag | Phenylbenzamide |
US20040008775A1 (en) | 2002-07-12 | 2004-01-15 | Krit Panusopone | Method of managing reference frame and field buffers in adaptive frame/field encoding |
DE10303589A1 (de) * | 2003-01-29 | 2004-08-12 | Bayer Cropscience Ag | Pyrazolylcarboxanilide |
DE10347090A1 (de) | 2003-10-10 | 2005-05-04 | Bayer Cropscience Ag | Synergistische fungizide Wirkstoffkombinationen |
-
2003
- 2003-10-23 DE DE10349501A patent/DE10349501A1/de not_active Withdrawn
-
2004
- 2004-10-12 PT PT47902986T patent/PT1677598E/pt unknown
- 2004-10-12 RS YUP-2006/0279A patent/RS20060279A/sr unknown
- 2004-10-12 MX MXPA06004309A patent/MXPA06004309A/es active IP Right Grant
- 2004-10-12 EP EP20140175457 patent/EP2796043A1/de not_active Withdrawn
- 2004-10-12 DK DK04790298.6T patent/DK1677598T3/en active
- 2004-10-12 DK DK11156730.1T patent/DK2356905T3/en active
- 2004-10-12 CA CA2818767A patent/CA2818767C/en not_active Expired - Lifetime
- 2004-10-12 EP EP04790298.6A patent/EP1677598B1/de not_active Expired - Lifetime
- 2004-10-12 CN CN201210074539.2A patent/CN102640756B/zh not_active Expired - Lifetime
- 2004-10-12 CA CA2930246A patent/CA2930246C/en not_active Expired - Lifetime
- 2004-10-12 HU HUE11156730A patent/HUE028260T2/en unknown
- 2004-10-12 SI SI200432286T patent/SI2356905T1/sl unknown
- 2004-10-12 HU HUE11156728A patent/HUE025733T2/en unknown
- 2004-10-12 ES ES04790298.6T patent/ES2528715T3/es not_active Expired - Lifetime
- 2004-10-12 PL PL04790298T patent/PL1677598T3/pl unknown
- 2004-10-12 CN CN201510046695.1A patent/CN104719329B/zh not_active Expired - Lifetime
- 2004-10-12 CA CA2862953A patent/CA2862953C/en not_active Expired - Lifetime
- 2004-10-12 AU AU2004285267A patent/AU2004285267B2/en not_active Expired
- 2004-10-12 NZ NZ591965A patent/NZ591965A/xx not_active IP Right Cessation
- 2004-10-12 NZ NZ583659A patent/NZ583659A/en not_active IP Right Cessation
- 2004-10-12 ES ES11156730.1T patent/ES2556807T3/es not_active Expired - Lifetime
- 2004-10-12 EP EP11156730.1A patent/EP2356905B1/de not_active Expired - Lifetime
- 2004-10-12 US US10/576,058 patent/US9339037B2/en active Active
- 2004-10-12 DK DK11156728.5T patent/DK2356906T3/en active
- 2004-10-12 KR KR1020067009158A patent/KR101148026B1/ko not_active Expired - Lifetime
- 2004-10-12 PL PL11156728T patent/PL2356906T3/pl unknown
- 2004-10-12 EP EP11156728.5A patent/EP2356906B1/de not_active Expired - Lifetime
- 2004-10-12 CN CN201410072120.2A patent/CN103858898B/zh not_active Expired - Lifetime
- 2004-10-12 CN CN2004800312065A patent/CN1870895B/zh not_active Expired - Lifetime
- 2004-10-12 CA CA2761349A patent/CA2761349C/en not_active Expired - Lifetime
- 2004-10-12 SI SI200432287T patent/SI2356906T1/sl unknown
- 2004-10-12 CA CA2818909A patent/CA2818909C/en not_active Expired - Lifetime
- 2004-10-12 EP EP20110156729 patent/EP2364592A1/de not_active Withdrawn
- 2004-10-12 SI SI200432225T patent/SI1677598T1/sl unknown
- 2004-10-12 CN CN201611020860.7A patent/CN107041367B/zh not_active Expired - Lifetime
- 2004-10-12 CA CA2862956A patent/CA2862956C/en not_active Expired - Lifetime
- 2004-10-12 WO PCT/EP2004/011403 patent/WO2005041653A2/de active Application Filing
- 2004-10-12 EA EA200600602A patent/EA012408B1/ru not_active IP Right Cessation
- 2004-10-12 PL PL11156730T patent/PL2356905T3/pl unknown
- 2004-10-12 JP JP2006535996A patent/JP2007509088A/ja active Pending
- 2004-10-12 BR BRPI0415758-3A patent/BRPI0415758B1/pt active IP Right Grant
- 2004-10-12 ES ES11156728.5T patent/ES2556640T3/es not_active Expired - Lifetime
- 2004-10-12 CA CA2543053A patent/CA2543053C/en not_active Expired - Lifetime
- 2004-10-12 PT PT111567285T patent/PT2356906E/pt unknown
- 2004-10-12 CA CA2862948A patent/CA2862948C/en not_active Expired - Lifetime
- 2004-10-12 CA CA2862939A patent/CA2862939C/en not_active Expired - Lifetime
- 2004-10-12 NZ NZ546725A patent/NZ546725A/en not_active IP Right Cessation
- 2004-10-12 CN CN2010101220636A patent/CN101785462B/zh not_active Expired - Lifetime
- 2004-10-12 PT PT111567301T patent/PT2356905E/pt unknown
- 2004-10-12 RS RS20060279A patent/RS53919B1/en unknown
- 2004-10-22 TW TW093132068A patent/TWI367722B/zh not_active IP Right Cessation
- 2004-10-22 AR ARP040103853A patent/AR046144A1/es active IP Right Grant
- 2004-12-10 UA UAA200605677A patent/UA83391C2/uk unknown
-
2006
- 2006-04-18 EG EGNA2006000362 patent/EG24832A/xx active
- 2006-04-19 ZA ZA200603104A patent/ZA200603104B/xx unknown
- 2006-04-20 IL IL175016A patent/IL175016A/en active IP Right Grant
- 2006-04-21 TN TNP2006000115A patent/TNSN06115A1/en unknown
- 2006-05-19 MA MA29040A patent/MA28328A1/fr unknown
- 2006-05-23 NO NO20062337A patent/NO20062337L/no not_active Application Discontinuation
-
2011
- 2011-09-22 JP JP2011207257A patent/JP5490767B2/ja not_active Expired - Lifetime
-
2013
- 2013-03-28 CL CL2013000860A patent/CL2013000860A1/es unknown
- 2013-03-28 CL CL2013000861A patent/CL2013000861A1/es unknown
- 2013-03-28 CL CL2013000862A patent/CL2013000862A1/es unknown
-
2014
- 2014-09-03 US US14/475,727 patent/US9717247B2/en not_active Expired - Lifetime
-
2015
- 2015-05-26 AR ARP150101636A patent/AR100603A2/es active IP Right Grant
- 2015-05-26 AR ARP150101637A patent/AR103102A2/es active IP Right Grant
- 2015-05-26 AR ARP150101638A patent/AR100604A2/es active IP Right Grant
- 2015-05-26 AR ARP150101635A patent/AR100602A2/es active IP Right Grant
- 2015-12-16 CY CY20151101151T patent/CY1117027T1/el unknown
- 2015-12-16 CY CY20151101152T patent/CY1117029T1/el unknown
-
2016
- 2016-02-24 NL NL350070C patent/NL350070I1/nl unknown
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1178791A (zh) * | 1996-08-15 | 1998-04-15 | 三井东压化学株式会社 | 取代的羧酰苯胺衍生物和含其作为活性成分的植物疾病控制剂 |
JP2001072507A (ja) * | 1999-09-03 | 2001-03-21 | Mitsui Chemicals Inc | 植物病害防除剤組成物 |
WO2003010149A1 (de) * | 2001-07-25 | 2003-02-06 | Bayer Cropscience Ag | Pyrazolylcarboxanilide als fungizide |
Also Published As
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN107041367B (zh) | 协同杀真菌活性化合物结合物 | |
RU2381650C2 (ru) | Синергические фунгицидные комбинации биологически активных веществ и их применение для борьбы с нежелательными фитопатогенными грибами | |
KR101015511B1 (ko) | 살진균 활성성분 배합물 | |
CN101188935B (zh) | 协同杀真菌活性物质结合物 | |
JP2016504294A (ja) | 三元殺菌剤混合物 | |
PT2193714E (pt) | Composições fungicidas | |
TR201807009T4 (tr) | Fungisit aktif bileşen kombinasyonları. | |
RU2265331C2 (ru) | Фунгицидная композиция | |
BRPI0612030A2 (pt) | combinações de substáncias ativas fungicidas | |
CN105613497B (zh) | 一种活性成分组合物 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PB01 | Publication | ||
PB01 | Publication | ||
SE01 | Entry into force of request for substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
TA01 | Transfer of patent application right |
Effective date of registration: 20181218 Address after: Germany's Rhine River Monheim Applicant after: BAYER CROPSCIENCE AG Address before: German Monheim Applicant before: BAYER INTELLECTUAL PROPERTY GmbH |
|
TA01 | Transfer of patent application right | ||
GR01 | Patent grant | ||
GR01 | Patent grant | ||
CX01 | Expiry of patent term |
Granted publication date: 20191112 |
|
CX01 | Expiry of patent term |