CN111107745B - 杀真菌组合物 - Google Patents
杀真菌组合物 Download PDFInfo
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- CN111107745B CN111107745B CN201880059152.5A CN201880059152A CN111107745B CN 111107745 B CN111107745 B CN 111107745B CN 201880059152 A CN201880059152 A CN 201880059152A CN 111107745 B CN111107745 B CN 111107745B
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- methyl
- carboxamide
- quinoline
- fluoro
- benzyl
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- 239000000203 mixture Substances 0.000 title claims abstract description 222
- 230000000855 fungicidal effect Effects 0.000 title claims abstract description 37
- CCCGEKHKTPTUHJ-UHFFFAOYSA-N N-[9-(dichloromethylene)-1,2,3,4-tetrahydro-1,4-methanonaphthalen-5-yl]-3-(difluoromethyl)-1-methylpyrazole-4-carboxamide Chemical compound FC(F)C1=NN(C)C=C1C(=O)NC1=CC=CC2=C1C1CCC2C1=C(Cl)Cl CCCGEKHKTPTUHJ-UHFFFAOYSA-N 0.000 claims abstract description 56
- 244000063299 Bacillus subtilis Species 0.000 claims abstract description 52
- 235000014469 Bacillus subtilis Nutrition 0.000 claims abstract description 52
- 239000005780 Fluazinam Substances 0.000 claims abstract description 40
- 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 claims abstract description 40
- BQYJATMQXGBDHF-UHFFFAOYSA-N difenoconazole Chemical compound O1C(C)COC1(C=1C(=CC(OC=2C=CC(Cl)=CC=2)=CC=1)Cl)CN1N=CN=C1 BQYJATMQXGBDHF-UHFFFAOYSA-N 0.000 claims abstract description 37
- MUJOIMFVNIBMKC-UHFFFAOYSA-N fludioxonil Chemical compound C=12OC(F)(F)OC2=CC=CC=1C1=CNC=C1C#N MUJOIMFVNIBMKC-UHFFFAOYSA-N 0.000 claims abstract description 37
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- CRQQGFGUEAVUIL-UHFFFAOYSA-N chlorothalonil Chemical compound ClC1=C(Cl)C(C#N)=C(Cl)C(C#N)=C1Cl CRQQGFGUEAVUIL-UHFFFAOYSA-N 0.000 claims abstract description 36
- 239000000417 fungicide Substances 0.000 claims abstract description 36
- 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 claims abstract description 34
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- 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 claims abstract description 34
- HAORKNGNJCEJBX-UHFFFAOYSA-N cyprodinil Chemical compound N=1C(C)=CC(C2CC2)=NC=1NC1=CC=CC=C1 HAORKNGNJCEJBX-UHFFFAOYSA-N 0.000 claims abstract description 34
- STJLVHWMYQXCPB-UHFFFAOYSA-N propiconazole Chemical compound O1C(CCC)COC1(C=1C(=CC(Cl)=CC=1)Cl)CN1N=CN=C1 STJLVHWMYQXCPB-UHFFFAOYSA-N 0.000 claims abstract description 34
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- 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 claims abstract description 32
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- XTDZGXBTXBEZDN-UHFFFAOYSA-N 3-(difluoromethyl)-N-(9-isopropyl-1,2,3,4-tetrahydro-1,4-methanonaphthalen-5-yl)-1-methylpyrazole-4-carboxamide Chemical compound CC(C)C1C2CCC1C1=C2C=CC=C1NC(=O)C1=CN(C)N=C1C(F)F XTDZGXBTXBEZDN-UHFFFAOYSA-N 0.000 claims abstract description 30
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- 241000233866 Fungi Species 0.000 claims abstract description 18
- 230000003032 phytopathogenic effect Effects 0.000 claims abstract description 15
- 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 claims abstract description 7
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- 150000003839 salts Chemical class 0.000 claims description 77
- 238000000034 method Methods 0.000 claims description 39
- 239000002253 acid Substances 0.000 claims description 31
- 239000000126 substance Substances 0.000 claims description 31
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- 239000003899 bactericide agent Substances 0.000 claims description 30
- ZXQYGBMAQZUVMI-UNOMPAQXSA-N cyhalothrin Chemical compound CC1(C)C(\C=C(/Cl)C(F)(F)F)C1C(=O)OC(C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 ZXQYGBMAQZUVMI-UNOMPAQXSA-N 0.000 claims description 30
- NYPJDWWKZLNGGM-UHFFFAOYSA-N fenvalerate Chemical compound C=1C=C(Cl)C=CC=1C(C(C)C)C(=O)OC(C#N)C(C=1)=CC=CC=1OC1=CC=CC=C1 NYPJDWWKZLNGGM-UHFFFAOYSA-N 0.000 claims description 21
- 238000009472 formulation Methods 0.000 claims description 21
- 239000002671 adjuvant Substances 0.000 claims description 18
- 201000010099 disease Diseases 0.000 claims description 18
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 18
- 239000001257 hydrogen Substances 0.000 claims description 17
- 229910052739 hydrogen Inorganic materials 0.000 claims description 17
- GZUXJHMPEANEGY-UHFFFAOYSA-N bromomethane Chemical compound BrC GZUXJHMPEANEGY-UHFFFAOYSA-N 0.000 claims description 15
- 239000000463 material Substances 0.000 claims description 14
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 14
- 229910052717 sulfur Inorganic materials 0.000 claims description 13
- 239000011593 sulfur Substances 0.000 claims description 12
- 239000004308 thiabendazole Substances 0.000 claims description 12
- 229960004546 thiabendazole Drugs 0.000 claims description 12
- CWFOCCVIPCEQCK-UHFFFAOYSA-N chlorfenapyr Chemical compound BrC1=C(C(F)(F)F)N(COCC)C(C=2C=CC(Cl)=CC=2)=C1C#N CWFOCCVIPCEQCK-UHFFFAOYSA-N 0.000 claims description 11
- 150000002431 hydrogen Chemical class 0.000 claims description 11
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- 235000010296 thiabendazole Nutrition 0.000 claims description 11
- IBSREHMXUMOFBB-JFUDTMANSA-N 5u8924t11h Chemical compound O1[C@@H](C)[C@H](O)[C@@H](OC)C[C@@H]1O[C@@H]1[C@@H](OC)C[C@H](O[C@@H]2C(=C/C[C@@H]3C[C@@H](C[C@@]4(O3)C=C[C@H](C)[C@@H](C(C)C)O4)OC(=O)[C@@H]3C=C(C)[C@@H](O)[C@H]4OC\C([C@@]34O)=C/C=C/[C@@H]2C)/C)O[C@H]1C.C1=C[C@H](C)[C@@H]([C@@H](C)CC)O[C@]11O[C@H](C\C=C(C)\[C@@H](O[C@@H]2O[C@@H](C)[C@H](O[C@@H]3O[C@@H](C)[C@H](O)[C@@H](OC)C3)[C@@H](OC)C2)[C@@H](C)\C=C\C=C/2[C@]3([C@H](C(=O)O4)C=C(C)[C@@H](O)[C@H]3OC\2)O)C[C@H]4C1 IBSREHMXUMOFBB-JFUDTMANSA-N 0.000 claims description 10
- 239000005660 Abamectin Substances 0.000 claims description 10
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- JXSJBGJIGXNWCI-UHFFFAOYSA-N diethyl 2-[(dimethoxyphosphorothioyl)thio]succinate Chemical compound CCOC(=O)CC(SP(=S)(OC)OC)C(=O)OCC JXSJBGJIGXNWCI-UHFFFAOYSA-N 0.000 claims description 9
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- WNZQDUSMALZDQF-UHFFFAOYSA-N 2-benzofuran-1(3H)-one Chemical compound C1=CC=C2C(=O)OCC2=C1 WNZQDUSMALZDQF-UHFFFAOYSA-N 0.000 claims description 8
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- VQXSOUPNOZTNAI-UHFFFAOYSA-N Pyrethrin I Natural products CC(=CC1CC1C(=O)OC2CC(=O)C(=C2C)CC=C/C=C)C VQXSOUPNOZTNAI-UHFFFAOYSA-N 0.000 claims description 8
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- VEHPJKVTJQSSKL-UHFFFAOYSA-N azadirachtin Natural products O1C2(C)C(C3(C=COC3O3)O)CC3C21C1(C)C(O)C(OCC2(OC(C)=O)C(CC3OC(=O)C(C)=CC)OC(C)=O)C2C32COC(C(=O)OC)(O)C12 VEHPJKVTJQSSKL-UHFFFAOYSA-N 0.000 claims description 8
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- SBYHFKPVCBCYGV-UHFFFAOYSA-N quinuclidine Chemical compound C1CC2CCN1CC2 SBYHFKPVCBCYGV-UHFFFAOYSA-N 0.000 description 1
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- OBTWBSRJZRCYQV-UHFFFAOYSA-N sulfuryl difluoride Chemical compound FS(F)(=O)=O OBTWBSRJZRCYQV-UHFFFAOYSA-N 0.000 description 1
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- IWVCMVBTMGNXQD-UHFFFAOYSA-N terramycin dehydrate Natural products C1=CC=C2C(O)(C)C3C(O)C4C(N(C)C)C(O)=C(C(N)=O)C(=O)C4(O)C(O)=C3C(=O)C2=C1O IWVCMVBTMGNXQD-UHFFFAOYSA-N 0.000 description 1
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- RTKIYNMVFMVABJ-UHFFFAOYSA-L thimerosal Chemical compound [Na+].CC[Hg]SC1=CC=CC=C1C([O-])=O RTKIYNMVFMVABJ-UHFFFAOYSA-L 0.000 description 1
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- YFNCATAIYKQPOO-UHFFFAOYSA-N thiophanate Chemical compound CCOC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OCC YFNCATAIYKQPOO-UHFFFAOYSA-N 0.000 description 1
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- FUSNMLFNXJSCDI-UHFFFAOYSA-N tolnaftate Chemical compound C=1C=C2C=CC=CC2=CC=1OC(=S)N(C)C1=CC=CC(C)=C1 FUSNMLFNXJSCDI-UHFFFAOYSA-N 0.000 description 1
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- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
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- CRDAMVZIKSXKFV-UHFFFAOYSA-N trans-Farnesol Natural products CC(C)=CCCC(C)=CCCC(C)=CCO CRDAMVZIKSXKFV-UHFFFAOYSA-N 0.000 description 1
- UZKQTCBAMSWPJD-UQCOIBPSSA-N trans-Zeatin Natural products OCC(/C)=C\CNC1=NC=NC2=C1N=CN2 UZKQTCBAMSWPJD-UQCOIBPSSA-N 0.000 description 1
- UZKQTCBAMSWPJD-FARCUNLSSA-N trans-zeatin Chemical compound OCC(/C)=C/CNC1=NC=NC2=C1N=CN2 UZKQTCBAMSWPJD-FARCUNLSSA-N 0.000 description 1
- 230000009261 transgenic effect Effects 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- PIILXFBHQILWPS-UHFFFAOYSA-N tributyltin Chemical compound CCCC[Sn](CCCC)CCCC PIILXFBHQILWPS-UHFFFAOYSA-N 0.000 description 1
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- 229940087291 tridecyl alcohol Drugs 0.000 description 1
- DQWPFSLDHJDLRL-UHFFFAOYSA-N triethyl phosphate Chemical compound CCOP(=O)(OCC)OCC DQWPFSLDHJDLRL-UHFFFAOYSA-N 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- ITMCEJHCFYSIIV-UHFFFAOYSA-N triflic acid Chemical compound OS(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-N 0.000 description 1
- XAIPTRIXGHTTNT-UHFFFAOYSA-N triflumuron Chemical compound C1=CC(OC(F)(F)F)=CC=C1NC(=O)NC(=O)C1=CC=CC=C1Cl XAIPTRIXGHTTNT-UHFFFAOYSA-N 0.000 description 1
- SEDZOYHHAIAQIW-UHFFFAOYSA-N trimethylsilyl azide Chemical compound C[Si](C)(C)N=[N+]=[N-] SEDZOYHHAIAQIW-UHFFFAOYSA-N 0.000 description 1
- 229940036248 turpentine Drugs 0.000 description 1
- 241000701451 unidentified granulovirus Species 0.000 description 1
- KZSNJWFQEVHDMF-UHFFFAOYSA-M valinate Chemical compound CC(C)C(N)C([O-])=O KZSNJWFQEVHDMF-UHFFFAOYSA-M 0.000 description 1
- 238000009423 ventilation Methods 0.000 description 1
- 230000035899 viability Effects 0.000 description 1
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- 235000013343 vitamin Nutrition 0.000 description 1
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- 229930003231 vitamin Natural products 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 235000005282 vitamin D3 Nutrition 0.000 description 1
- 239000011647 vitamin D3 Substances 0.000 description 1
- QYSXJUFSXHHAJI-YRZJJWOYSA-N vitamin D3 Chemical compound C1(/[C@@H]2CC[C@@H]([C@]2(CCC1)C)[C@H](C)CCCC(C)C)=C\C=C1\C[C@@H](O)CCC1=C QYSXJUFSXHHAJI-YRZJJWOYSA-N 0.000 description 1
- 229940021056 vitamin d3 Drugs 0.000 description 1
- 150000003722 vitamin derivatives Chemical class 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000004562 water dispersible granule Substances 0.000 description 1
- 239000004565 water dispersible tablet Substances 0.000 description 1
- 239000004563 wettable powder Substances 0.000 description 1
- 239000012991 xanthate Substances 0.000 description 1
- 125000002256 xylenyl group Chemical class C1(C(C=CC=C1)C)(C)* 0.000 description 1
- MBMQEIFVQACCCH-QBODLPLBSA-N zearalenone Chemical compound O=C1O[C@@H](C)CCCC(=O)CCC\C=C\C2=CC(O)=CC(O)=C21 MBMQEIFVQACCCH-QBODLPLBSA-N 0.000 description 1
- 229940023877 zeatin Drugs 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- GTLDTDOJJJZVBW-UHFFFAOYSA-N zinc cyanide Chemical compound [Zn+2].N#[C-].N#[C-] GTLDTDOJJJZVBW-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/48—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
-
- 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
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
-
- 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
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
-
- 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
- A01N37/34—Nitriles
-
- 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
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Abstract
一种包含组分(A)和(B)的混合物的杀真菌组合物,其中组分(A)是具有式(I)的喹啉‑3‑甲酰胺并且组分(B)选自下组,所述组由以下组成:氟唑菌酰羟胺、苯并烯氟菌唑、苯醚甲环唑、己唑醇、嘧菌酯、咯菌腈、嘧菌环胺、氟啶胺、吡唑萘菌胺、咯喹酮、三环唑、百菌清、丙环唑、氨吡芬、戊菌唑、丙硫菌唑、代森锰锌、丁苯吗啉、苯锈啶、硫、和包含枯草芽孢杆菌菌株的生物杀真菌剂,以及所述组合物在农业或园艺中用于控制或预防植物被植物病原性微生物、优选真菌侵染的用途。
Description
本发明涉及新颖的杀真菌组合物,涉及它们在农业或园艺学中用于控制由植物病原菌(尤其是致植物病的真菌)引起的疾病的用途,并且涉及控制有用植物(尤其是水果和蔬菜)上的疾病的方法。
已经在文献中提出某些喹啉(硫代)甲酰胺化合物作为杀有害生物剂中的杀微生物活性成分。例如,WO 04039783披露了被描述为可以用作杀真菌剂的喹啉(硫代)甲酰胺化合物。另外,尽管属于多种不同化学类别的许多杀真菌化合物和组合物已被开发或正在被开发用于在有用植物作物中作为杀真菌剂使用,但在很多方面,针对具体致植物病的真菌的作物耐受性和活性并不总能满足农业实践的需要。
因此,仍然存在发现如下化合物和组合物的持续需求:具有优异生物学特性的新化合物和新组合物,用于在控制或预防致植物病的真菌侵染植物中使用;例如,具有更高的生物活性、有利的活性谱、增加的安全性、改进的物理化学特性、增加的生物降解性,或具有更宽的活性谱、改进的作物耐受性、改进的协同作用或增强特性的组合物的化合物,或显示反应更快速起效或具有较长持久残留活性的组合物,或能够减少用于有效控制植物病原菌所需的化合物和组合物的施用量和/或降低施用率,从而实现有效的耐性管理实践,降低环境影响并且减少操作人员的暴露的组合物。
使用包含具有不同作用模式的不同杀真菌化合物的混合物的组合物可以解决这些需要中的一些(例如通过将具有不同活性谱的杀真菌剂进行组合)。
因此,本发明提供了新颖的杀真菌组合物,这些杀真菌组合物包含作为活性成分的组分(A)和组分(B)的混合物,其中组分(A)是具有化学式(I)的化合物
其中
R1是氢、氟、氯或甲基;
R2是氢或氟;
R3是-C(Cl)=CH2、异丙基、1-甲基环丙基、三氟甲基、-C(CH3)=CH2、1-氟环丙基、-CF2CH3、-CF(CH3)CH3或叔丁基;
R4是氢或氟;及其盐、对映异构体和/或N-氧化物;
并且
组分(B)是选自下组的化合物,该组由以下各项组成:
氟唑菌酰羟胺(pydiflumetofen)、苯并烯氟菌唑(benzovindiflupyr)[1072957-71-1]、苯醚甲环唑(Difenoconazole)、己唑醇(Hexaconazole)、嘧菌酯(Azoxystrobin)、咯菌腈(Fludioxonil)、嘧菌环胺(Cyprodinil)、氟啶胺(Fluazinam)、吡唑萘菌胺(Isopyrazam)、咯喹酮(Pyroquilon)、三环唑(Tricyclazole)、百菌清(Chlorothalonil)、丙环唑(Propiconazole)、氨吡芬(aminopyrifen)、戊菌唑(Penconazole)、丁苯吗啉(Fenpropimorph)、苯锈啶(Fenpropidin)、硫(Sulfur)、以及包含枯草芽孢杆菌菌株的生物杀菌剂,如(包含枯草芽孢杆菌解淀粉变种(bacillus subtilisvar.amyloliquefaciens)菌株FZB24的生物杀菌剂,可从美国,弗吉尼亚州24153,塞勒姆市,企业环行街5400号,诺维信生物制品有限公司(Novozymes Biologicals Inc.,5400Corporate Circle,Salem,VA 24153,U.S.A.)获得)、(基于菌株QST713)或(基于菌株MBI600),其中组分(A)与组分(B)的重量比是从20:1至1:40。
通常,组分(A)与组分(B)的重量比是从20:1至1:40,尤其是从15:1至1:30,更尤其是处于从12:1至1:25的比率,甚至更尤其是处于从10:1至1:20的比率,并且非常尤其是从5:1和1:20。
由某些根据本发明所述的混合组合物提供的益处还可以包括,尤其包括针对保护植物对抗由真菌引起的疾病的有利水平的生物活性或对于用作农用化学品活性成分的优越特性(例如,更高的生物活性、有利的活性谱、增加的安全性、改进的物理-化学特性、或增加的生物可降解性)。
在具有化学式(I)的化合物中一个或多个可能不对称的碳原子的存在,意味着该化合物能以光学异构体形式出现,即对映异构体体或非对映异构体的形式。在R2所附接的碳原子处的特定的取代型式表示具有化学式(I)的化合物按(至少)两种对映异构体形式发生。作为围绕单键的受限的旋转的结果,还可能存在阻转异构体。本发明包括针对具有化学式(I)的化合物的所有那些可能的异构体形式(例如,几何异构体)及其混合物。同样地,化学式(I)旨在包括所有可能的互变异构体。本发明包括针对具有化学式(I)的化合物的所有可能的互变异构体形式,并且还包括外消旋化合物,即至少两种对异构体以基本上50:50的比率的混合物。
在每种情况下,根据本发明所述的具有化学式(I)的这些化合物处于游离形式、氧化形式(如N-氧化物)或盐形式(如农艺学上可用的盐形式)。
N-氧化物是叔胺的氧化形式或含氮杂芳香族化合物的氧化形式。例如,A.Albini和S.Pietra于1991年在博卡拉顿(Boca Raton)CRC出版社出版的名为“Heterocyclic N-oxides[杂环N-氧化物]”一书中描述了它们。
最优选地,组分(A)是选自如在下表X中定义的化合物编号X.001、X.002、X.003、X.004、X.005、X.006、X.007、X.008、X.009、X.010、X.011、X.012、X.013、X.014、X.015、X.016、X.017、X.018、X.019和X.020、或其(S)-对映异构体或(R)-对映异构体中之一的化合物:
表X
优选地,组分(B)是选自下组的化合物,该组由以下各项组成:氟唑菌酰羟胺、苯并烯氟菌唑[1072957-71-1]、苯醚甲环唑、己唑醇、嘧菌酯、咯菌腈、嘧菌环胺、氟啶胺、吡唑萘菌胺、丙环唑、氨吡芬、咯喹酮、三环唑、百菌清、戊菌唑、丁苯吗啉、苯锈啶、硫、以及包含枯草芽孢杆菌菌株的生物杀菌剂,如(包含枯草芽孢杆菌解淀粉变种菌株FZB24的生物杀菌剂,可从美国,弗吉尼亚州24153,塞勒姆市,企业环行街5400号,诺维信生物制品有限公司获得)。
更优选地,组分(B)是选自下组的化合物,该组由以下各项组成:氟唑菌酰羟胺、苯并烯氟菌唑[1072957-71-1]、苯醚甲环唑、己唑醇、嘧菌酯、咯菌腈、嘧菌环胺、氟啶胺、吡唑萘菌胺、丙环唑、氨吡芬、咯喹酮、三环唑以及百菌清。
这些组分(B)化合物在上文中是通过在个别情况下使用的所谓的“ISO通用名”或另一种“通用名”或商标名来提及。这些组分(B)化合物是已知的,并且是商业可购的和/或可以使用本领域中已知的程序和/或在文献中报道的程序来制备。
在根据本发明的优选的组合物中,组分(A)是化合物编号X.001,N-(1-苄基-3-氯-1-甲基-丁-3-烯基)-8-氟-喹啉-3-甲酰胺、或其盐和/或N-氧化物,并且组分(B)是选自下组的化合物,该组由以下各项组成:氟唑菌酰羟胺、苯并烯氟菌唑[1072957-71-1]、苯醚甲环唑、己唑醇、嘧菌酯、咯菌腈、嘧菌环胺、氟啶胺、吡唑萘菌胺、丙环唑、氨吡芬、咯喹酮、三环唑、百菌清、戊菌唑、丁苯吗啉、苯锈啶、硫、以及包含枯草芽孢杆菌菌株的生物杀菌剂,如(包含枯草芽孢杆菌解淀粉变种菌株FZB24的生物杀菌剂,可从美国,弗吉尼亚州24153,塞勒姆市,企业环行街5400号,诺维信生物制品有限公司获得),其中组分(A)与组分(B)的重量比是从20:1至1:40。
在优选的实施例中,此组合物包括化合物编号X.001的(S)-对映异构体、或其盐和/或N-氧化物。
可替代地,在优选的实施例中,此组合物包括化合物编号X.001的(R)-对映异构体、或其盐和/或N-氧化物。
在根据本发明的另一种优选的组合物中,组分(A)是化合物编号X.002,N-(1-苄基-1,3-二甲基-丁基)-8-氟-喹啉-3-甲酰胺、或其盐和/或N-氧化物,并且组分(B)是选自下组的化合物,该组由以下各项组成:氟唑菌酰羟胺、苯并烯氟菌唑[1072957-71-1]、苯醚甲环唑、己唑醇、嘧菌酯、咯菌腈、嘧菌环胺、氟啶胺、吡唑萘菌胺、丙环唑、氨吡芬、咯喹酮、三环唑、百菌清、戊菌唑、丁苯吗啉、苯锈啶、硫、以及包含枯草芽孢杆菌菌株的生物杀菌剂,如(包含枯草芽孢杆菌解淀粉变种菌株FZB24的生物杀菌剂,可从美国,弗吉尼亚州24153,塞勒姆市,企业环行街5400号,诺维信生物制品有限公司获得),其中组分(A)与组分(B)的重量比是从20:1至1:40。
在优选的实施例中,此组合物包括化合物编号X.002的(S)-对映异构体、或其盐和/或N-氧化物。
可替代地,在优选的实施例中,此组合物包括化合物编号X.002的(R)-对映异构体、或其盐和/或N-氧化物。
在根据本发明的另一种优选的组合物中,组分(A)是化合物编号X.003,N-[1-苄基-1-甲基-2-(1-甲基环丙基)乙基]-8-氟-喹啉-3-甲酰胺、或其盐和/或N-氧化物,并且组分(B)是选自下组的化合物,该组由以下各项组成:氟唑菌酰羟胺、苯并烯氟菌唑[1072957-71-1]、苯醚甲环唑、己唑醇、嘧菌酯、咯菌腈、嘧菌环胺、氟啶胺、吡唑萘菌胺、丙环唑、氨吡芬、咯喹酮、三环唑、百菌清、戊菌唑、丁苯吗啉、苯锈啶、硫、以及包含枯草芽孢杆菌菌株的生物杀菌剂,如(包含枯草芽孢杆菌解淀粉变种菌株FZB24的生物杀菌剂,可从美国,弗吉尼亚州24153,塞勒姆市,企业环行街5400号,诺维信生物制品有限公司获得),其中组分(A)与组分(B)的重量比是从20:1至1:40。
在优选的实施例中,此组合物包括化合物编号X.003的(S)-对映异构体、或其盐和/或N-氧化物。
可替代地,在优选的实施例中,此组合物包括化合物编号X.003的(R)-对映异构体、或其盐和/或N-氧化物。
在根据本发明的另一种优选的组合物中,组分(A)是化合物编号X.004,N-(1-苄基-3,3,3-三氟-1-甲基-丙基)-8-甲基-喹啉-3-甲酰胺、或其盐和/或N-氧化物,并且组分(B)是选自下组的化合物,该组由以下各项组成:氟唑菌酰羟胺、苯并烯氟菌唑[1072957-71-1]、苯醚甲环唑、己唑醇、嘧菌酯、咯菌腈、嘧菌环胺、氟啶胺、吡唑萘菌胺、丙环唑、氨吡芬、咯喹酮、三环唑、百菌清、戊菌唑、丁苯吗啉、苯锈啶、硫、以及包含枯草芽孢杆菌菌株的生物杀菌剂,如(包含枯草芽孢杆菌解淀粉变种菌株FZB24的生物杀菌剂,可从美国,弗吉尼亚州24153,塞勒姆市,企业环行街5400号,诺维信生物制品有限公司获得),其中组分(A)与组分(B)的重量比是从20:1至1:40。
在优选的实施例中,此组合物包括化合物编号X.004的(S)-对映异构体、或其盐和/或N-氧化物。
可替代地,在优选的实施例中,此组合物包括化合物编号X.004的(R)-对映异构体、或其盐和/或N-氧化物。
在根据本发明的另一种优选的组合物中,组分(A)是化合物编号X.005,N-(1-苄基-3,3,3-三氟-1-甲基-丙基)-8-氯-喹啉-3-甲酰胺、或其盐和/或N-氧化物,并且组分(B)是选自下组的化合物,该组由以下各项组成:氟唑菌酰羟胺、苯并烯氟菌唑[1072957-71-1]、苯醚甲环唑、己唑醇、嘧菌酯、咯菌腈、嘧菌环胺、氟啶胺、吡唑萘菌胺、丙环唑、氨吡芬、咯喹酮、三环唑、百菌清、戊菌唑、丁苯吗啉、苯锈啶、硫、以及包含枯草芽孢杆菌菌株的生物杀菌剂,如(包含枯草芽孢杆菌解淀粉变种菌株FZB24的生物杀菌剂,可从美国,弗吉尼亚州24153,塞勒姆市,企业环行街5400号,诺维信生物制品有限公司获得),其中组分(A)与组分(B)的重量比是从20:1至1:40。
在优选的实施例中,此组合物包括化合物编号X.005的(S)-对映异构体、或其盐和/或N-氧化物。
可替代地,在优选的实施例中,此组合物包括化合物编号X.005的(R)-对映异构体、或其盐和/或N-氧化物。
在根据本发明的另一种优选的组合物中,组分(A)是化合物编号X.006,N-(1-苄基-3,3,3-三氟-1-甲基-丙基)-8-氟-喹啉-3-甲酰胺、或其盐和/或N-氧化物,并且组分(B)是选自下组的化合物,该组由以下各项组成:氟唑菌酰羟胺、苯并烯氟菌唑[1072957-71-1]、苯醚甲环唑、己唑醇、嘧菌酯、咯菌腈、嘧菌环胺、氟啶胺、吡唑萘菌胺、丙环唑、氨吡芬、咯喹酮、三环唑、百菌清、戊菌唑、丁苯吗啉、苯锈啶、硫、以及包含枯草芽孢杆菌菌株的生物杀菌剂,如(包含枯草芽孢杆菌解淀粉变种菌株FZB24的生物杀菌剂,可从美国,弗吉尼亚州24153,塞勒姆市,企业环行街5400号,诺维信生物制品有限公司获得),其中组分(A)与组分(B)的重量比是从20:1至1:40。
在优选的实施例中,此组合物包括化合物编号X.006的(S)-对映异构体、或其盐和/或N-氧化物。
可替代地,在优选的实施例中,此组合物包括化合物编号X.006的(R)-对映异构体、或其盐和/或N-氧化物。
在根据本发明的另一种优选的组合物中,组分(A)是化合物编号X.007,N-(1-苄基-3,3,3-三氟-1-甲基-丙基)-7,8-二氟-喹啉-3-甲酰胺、或其盐和/或N-氧化物,并且组分(B)是选自下组的化合物,该组由以下各项组成:氟唑菌酰羟胺、苯并烯氟菌唑[1072957-71-1]、苯醚甲环唑、己唑醇、嘧菌酯、咯菌腈、嘧菌环胺、氟啶胺、吡唑萘菌胺、丙环唑、氨吡芬、咯喹酮、三环唑、百菌清、戊菌唑、丁苯吗啉、苯锈啶、硫、以及包含枯草芽孢杆菌菌株的生物杀菌剂,如(包含枯草芽孢杆菌解淀粉变种菌株FZB24的生物杀菌剂,可从美国,弗吉尼亚州24153,塞勒姆市,企业环行街5400号,诺维信生物制品有限公司获得),其中组分(A)与组分(B)的重量比是从20:1至1:40。
在优选的实施例中,此组合物包括化合物编号X.007的(S)-对映异构体、或其盐和/或N-氧化物。
可替代地,在优选的实施例中,此组合物包括化合物编号X.007的(R)-对映异构体、或其盐和/或N-氧化物。
在根据本发明的另一种优选的组合物中,组分(A)是化合物编号X.008,N-(1-苄基-1,3-二甲基-丁基)-7,8-二氟-喹啉-3-甲酰胺,、或其盐和/或N-氧化物,并且组分(B)是选自下组的化合物,该组由以下各项组成:氟唑菌酰羟胺、苯并烯氟菌唑[1072957-71-1]、苯醚甲环唑、己唑醇、嘧菌酯、咯菌腈、嘧菌环胺、氟啶胺、吡唑萘菌胺、丙环唑、氨吡芬、咯喹酮、三环唑、百菌清、戊菌唑、丁苯吗啉、苯锈啶、硫、以及包含枯草芽孢杆菌菌株的生物杀菌剂,如(包含枯草芽孢杆菌解淀粉变种菌株FZB24的生物杀菌剂,可从美国,弗吉尼亚州24153,塞勒姆市,企业环行街5400号,诺维信生物制品有限公司获得),其中组分(A)与组分(B)的重量比是从20:1至1:40。
在优选的实施例中,此组合物包括化合物编号X.008的(S)-对映异构体、或其盐和/或N-氧化物。
可替代地,在优选的实施例中,此组合物包括化合物编号X.008的(R)-对映异构体、或其盐和/或N-氧化物。
在根据本发明的另一种优选的组合物中,组分(A)是化合物编号X.009,N-(1-苄基-1,3-二甲基-丁-3-烯基)-8-氟-喹啉-3-甲酰胺、或其盐和/或N-氧化物,并且组分(B)是选自下组的化合物,该组由以下各项组成:氟唑菌酰羟胺、苯并烯氟菌唑[1072957-71-1]、苯醚甲环唑、己唑醇、嘧菌酯、咯菌腈、嘧菌环胺、氟啶胺、吡唑萘菌胺、丙环唑、氨吡芬、咯喹酮、三环唑、百菌清、戊菌唑、丁苯吗啉、苯锈啶、硫、以及包含枯草芽孢杆菌菌株的生物杀菌剂,如(包含枯草芽孢杆菌解淀粉变种菌株FZB24的生物杀菌剂,可从美国,弗吉尼亚州24153,塞勒姆市,企业环行街5400号,诺维信生物制品有限公司获得),其中组分(A)与组分(B)的重量比是从20:1至1:40。
在优选的实施例中,此组合物包括化合物编号X.009的(S)-对映异构体、或其盐和/或N-氧化物。
可替代地,在优选的实施例中,此组合物包括化合物编号X.009的(R)-对映异构体、或其盐和/或N-氧化物。
在根据本发明的另一种优选的组合物中,组分(A)是化合物编号X.010,N-(1-苄基-1,3-二甲基-丁-3-烯基)-7,8-二氟-喹啉-3-甲酰胺、或其盐和/或N-氧化物,并且组分(B)是选自下组的化合物,该组由以下各项组成:氟唑菌酰羟胺、苯并烯氟菌唑[1072957-71-1]、苯醚甲环唑、己唑醇、嘧菌酯、咯菌腈、嘧菌环胺、氟啶胺、吡唑萘菌胺、丙环唑、氨吡芬、咯喹酮、三环唑、百菌清、戊菌唑、丁苯吗啉、苯锈啶、硫、以及包含枯草芽孢杆菌菌株的生物杀菌剂,如(包含枯草芽孢杆菌解淀粉变种菌株FZB24的生物杀菌剂,可从美国,弗吉尼亚州24153,塞勒姆市,企业环行街5400号,诺维信生物制品有限公司获得),其中组分(A)与组分(B)的重量比是从20:1至1:40。
在优选的实施例中,此组合物包括化合物编号X.010的(S)-对映异构体、或其盐和/或N-氧化物。
可替代地,在优选的实施例中,此组合物包括化合物编号X.010的(R)-对映异构体、或其盐和/或N-氧化物。
在根据本发明的另一种优选的组合物中,组分(A)是化合物编号X.011,8-氟-N-[1-[(3-氟苯基)甲基]-1,3-二甲基-丁基]喹啉-3-甲酰胺、或其盐和/或N-氧化物,并且组分(B)是选自下组的化合物,该组由以下各项组成:氟唑菌酰羟胺、苯并烯氟菌唑[1072957-71-1]、苯醚甲环唑、己唑醇、嘧菌酯、咯菌腈、嘧菌环胺、氟啶胺、吡唑萘菌胺、丙环唑、氨吡芬、咯喹酮、三环唑、百菌清、戊菌唑、丁苯吗啉、苯锈啶、硫、以及包含枯草芽孢杆菌菌株的生物杀菌剂,如(包含枯草芽孢杆菌解淀粉变种菌株FZB24的生物杀菌剂,可从美国,弗吉尼亚州24153,塞勒姆市,企业环行街5400号,诺维信生物制品有限公司获得),其中组分(A)与组分(B)的重量比是从20:1至1:40。
在优选的实施例中,此组合物包括化合物编号X.011的(S)-对映异构体、或其盐和/或N-氧化物。
可替代地,在优选的实施例中,此组合物包括化合物编号X.011的(R)-对映异构体、或其盐和/或N-氧化物。
在根据本发明的另一种优选的组合物中,组分(A)是化合物编号X.012,8-氟-N-[3,3,3-三氟-1-[(3-氟苯基)甲基]-1-甲基-丙基]喹啉-3-甲酰胺、或其盐和/或N-氧化物,并且组分(B)是选自下组的化合物,该组由以下各项组成:氟唑菌酰羟胺、苯并烯氟菌唑[1072957-71-1]、苯醚甲环唑、己唑醇、嘧菌酯、咯菌腈、嘧菌环胺、氟啶胺、吡唑萘菌胺、丙环唑、氨吡芬、咯喹酮、三环唑、百菌清、戊菌唑、丁苯吗啉、苯锈啶、硫、以及包含枯草芽孢杆菌菌株的生物杀菌剂,如(包含枯草芽孢杆菌解淀粉变种菌株FZB24的生物杀菌剂,可从美国,弗吉尼亚州24153,塞勒姆市,企业环行街5400号,诺维信生物制品有限公司获得),其中组分(A)与组分(B)的重量比是从20:1至1:40。
在优选的实施例中,此组合物包括化合物编号X.012的(S)-对映异构体、或其盐和/或N-氧化物。
可替代地,在优选的实施例中,此组合物包括化合物编号X.012的(R)-对映异构体、或其盐和/或N-氧化物。
在根据本发明的另一种优选的组合物中,组分(A)是化合物编号X.013,N-[1-苄基-2-(1-氟环丙基)-1-甲基-乙基]-8-氟-喹啉-3-甲酰胺、或其盐和/或N-氧化物,并且组分(B)是选自下组的化合物,该组由以下各项组成:氟唑菌酰羟胺、苯并烯氟菌唑[1072957-71-1]、苯醚甲环唑、己唑醇、嘧菌酯、咯菌腈、嘧菌环胺、氟啶胺、吡唑萘菌胺、丙环唑、氨吡芬、咯喹酮、三环唑、百菌清、戊菌唑、丁苯吗啉、苯锈啶、硫、以及包含枯草芽孢杆菌菌株的生物杀菌剂,如(包含枯草芽孢杆菌解淀粉变种菌株FZB24的生物杀菌剂,可从美国,弗吉尼亚州24153,塞勒姆市,企业环行街5400号,诺维信生物制品有限公司获得),其中组分(A)与组分(B)的重量比是从20:1至1:40。
在优选的实施例中,此组合物包括化合物编号X.013的(S)-对映异构体、或其盐和/或N-氧化物。
可替代地,在优选的实施例中,此组合物包括化合物编号X.013的(R)-对映异构体、或其盐和/或N-氧化物。
在根据本发明的另一种优选的组合物中,组分(A)是化合物编号X.014,N-(1-苄基-3,3-二氟-1-甲基-丁基)-8-氟-喹啉-3-甲酰胺、或其盐和/或N-氧化物,并且组分(B)是选自下组的化合物,该组由以下各项组成:氟唑菌酰羟胺、苯并烯氟菌唑[1072957-71-1]、苯醚甲环唑、己唑醇、嘧菌酯、咯菌腈、嘧菌环胺、氟啶胺、吡唑萘菌胺、丙环唑、氨吡芬、咯喹酮、三环唑、百菌清、戊菌唑、丁苯吗啉、苯锈啶、硫、以及包含枯草芽孢杆菌菌株的生物杀菌剂,如(包含枯草芽孢杆菌解淀粉变种菌株FZB24的生物杀菌剂,可从美国,弗吉尼亚州24153,塞勒姆市,企业环行街5400号,诺维信生物制品有限公司获得),其中组分(A)与组分(B)的重量比是从20:1至1:40。
在优选的实施例中,此组合物包括化合物编号X.014的(S)-对映异构体、或其盐和/或N-氧化物。
可替代地,在优选的实施例中,此组合物包括化合物编号X.014的(R)-对映异构体、或其盐和/或N-氧化物。
在根据本发明的另一种优选的组合物中,组分(A)是化合物编号X.015,N-(1-苄基-3-氟-1,3-二甲基-丁基)-8-氟-喹啉-3-甲酰胺、或其盐和/或N-氧化物,并且组分(B)是选自下组的化合物,该组由以下各项组成:氟唑菌酰羟胺、苯并烯氟菌唑[1072957-71-1]、苯醚甲环唑、己唑醇、嘧菌酯、咯菌腈、嘧菌环胺、氟啶胺、吡唑萘菌胺、丙环唑、氨吡芬、咯喹酮、三环唑、百菌清、戊菌唑、丁苯吗啉、苯锈啶、硫、以及包含枯草芽孢杆菌菌株的生物杀菌剂,如(包含枯草芽孢杆菌解淀粉变种菌株FZB24的生物杀菌剂,可从美国,弗吉尼亚州24153,塞勒姆市,企业环行街5400号,诺维信生物制品有限公司获得),其中组分(A)与组分(B)的重量比是从20:1至1:40。
在优选的实施例中,此组合物包括化合物编号X.015的(S)-对映异构体、或其盐和/或N-氧化物。
可替代地,在优选的实施例中,此组合物包括化合物编号X.015的(R)-对映异构体、或其盐和/或N-氧化物。
在根据本发明的另一种优选的组合物中,组分(A)是化合物编号X.016,N-(1-苄基-1,3,3-三甲基-丁基)-8-氟-喹啉-3-甲酰胺、或其盐和/或N-氧化物,并且组分(B)是选自下组的化合物,该组由以下各项组成:氟唑菌酰羟胺、苯并烯氟菌唑[1072957-71-1]、苯醚甲环唑、己唑醇、嘧菌酯、咯菌腈、嘧菌环胺、氟啶胺、吡唑萘菌胺、丙环唑、氨吡芬、咯喹酮、三环唑、百菌清、戊菌唑、丁苯吗啉、苯锈啶、硫、以及包含枯草芽孢杆菌菌株的生物杀菌剂,如(包含枯草芽孢杆菌解淀粉变种菌株FZB24的生物杀菌剂,可从美国,弗吉尼亚州24153,塞勒姆市,企业环行街5400号,诺维信生物制品有限公司获得),其中组分(A)与组分(B)的重量比是从20:1至1:40。
在优选的实施例中,此组合物包括化合物编号X.016的(S)-对映异构体、或其盐和/或N-氧化物。
可替代地,在优选的实施例中,此组合物包括化合物编号X.016的(R)-对映异构体、或其盐和/或N-氧化物。
在根据本发明的另一种优选的组合物中,组分(A)是化合物编号X.017,N-(1-苄基-1,3-二甲基-丁基)-8-甲基-喹啉-3-甲酰胺、或其盐和/或N-氧化物,并且组分(B)是选自下组的化合物,该组由以下各项组成:氟唑菌酰羟胺、苯并烯氟菌唑[1072957-71-1]、苯醚甲环唑、己唑醇、嘧菌酯、咯菌腈、嘧菌环胺、氟啶胺、吡唑萘菌胺、丙环唑、氨吡芬、咯喹酮、三环唑、百菌清、戊菌唑、丁苯吗啉、苯锈啶、硫、以及包含枯草芽孢杆菌菌株的生物杀菌剂,如(包含枯草芽孢杆菌解淀粉变种菌株FZB24的生物杀菌剂,可从美国,弗吉尼亚州24153,塞勒姆市,企业环行街5400号,诺维信生物制品有限公司获得),其中组分(A)与组分(B)的重量比是从20:1至1:40。
在优选的实施例中,此组合物包括化合物编号X.017的(S)-对映异构体、或其盐和/或N-氧化物。
可替代地,在优选的实施例中,此组合物包括化合物编号X.017的(R)-对映异构体、或其盐和/或N-氧化物。
在根据本发明的另一种优选的组合物中,组分(A)是化合物编号X.018,N-(1-苄基-1,3-二甲基-丁基)-8-氯-喹啉-3-甲酰胺、或其盐和/或N-氧化物,并且组分(B)是选自下组的化合物,该组由以下各项组成:氟唑菌酰羟胺、苯并烯氟菌唑[1072957-71-1]、苯醚甲环唑、己唑醇、嘧菌酯、咯菌腈、嘧菌环胺、氟啶胺、吡唑萘菌胺、丙环唑、氨吡芬、咯喹酮、三环唑、百菌清、戊菌唑、丁苯吗啉、苯锈啶、硫、以及包含枯草芽孢杆菌菌株的生物杀菌剂,如(包含枯草芽孢杆菌解淀粉变种菌株FZB24的生物杀菌剂,可从美国,弗吉尼亚州24153,塞勒姆市,企业环行街5400号,诺维信生物制品有限公司获得),其中组分(A)与组分(B)的重量比是从20:1至1:40。
在优选的实施例中,此组合物包括化合物编号X.018的(S)-对映异构体、或其盐和/或N-氧化物。
可替代地,在优选的实施例中,此组合物包括化合物编号X.018的(R)-对映异构体、或其盐和/或N-氧化物。
在根据本发明的另一种优选的组合物中,组分(A)是化合物编号X.019,N-(1-苄基-1,3-二甲基-丁基)喹啉-3-甲酰胺、或其盐和/或N-氧化物,并且组分(B)是选自下组的化合物,该组由以下各项组成:氟唑菌酰羟胺、苯并烯氟菌唑[1072957-71-1]、苯醚甲环唑、己唑醇、嘧菌酯、咯菌腈、嘧菌环胺、氟啶胺、吡唑萘菌胺、丙环唑、氨吡芬、咯喹酮、三环唑、百菌清、戊菌唑、丁苯吗啉、苯锈啶、硫、以及包含枯草芽孢杆菌菌株的生物杀菌剂,如(包含枯草芽孢杆菌解淀粉变种菌株FZB24的生物杀菌剂,可从美国,弗吉尼亚州24153,塞勒姆市,企业环行街5400号,诺维信生物制品有限公司获得),其中组分(A)与组分(B)的重量比是从20:1至1:40。
在优选的实施例中,此组合物包括化合物编号X.019的(S)-对映异构体、或其盐和/或N-氧化物。
可替代地,在优选的实施例中,此组合物包括化合物编号X.019的(R)-对映异构体、或其盐和/或N-氧化物。
在根据本发明的另一种优选的组合物中,组分(A)是化合物编号X.020,N-(1-苄基-3,3,3-三氟-1-甲基-丙基)喹啉-3-甲酰胺、或其盐和/或N-氧化物,并且组分(B)是选自下组的化合物,该组由以下各项组成:氟唑菌酰羟胺、苯并烯氟菌唑[1072957-71-1]、苯醚甲环唑、己唑醇、嘧菌酯、咯菌腈、嘧菌环胺、氟啶胺、吡唑萘菌胺、丙环唑、氨吡芬、咯喹酮、三环唑、百菌清、戊菌唑、丁苯吗啉、苯锈啶、硫、以及包含枯草芽孢杆菌菌株的生物杀菌剂,如(包含枯草芽孢杆菌解淀粉变种菌株FZB24的生物杀菌剂,可从美国,弗吉尼亚州24153,塞勒姆市,企业环行街5400号,诺维信生物制品有限公司获得),其中组分(A)与组分(B)的重量比是从20:1至1:40。
在优选的实施例中,此组合物包括化合物编号X.020的(S)-对映异构体、或其盐和/或N-氧化物。
可替代地,在优选的实施例中,此组合物包括化合物编号X.020的(R)-对映异构体、或其盐和/或N-氧化物。
针对某些优选的混合配伍物,在表X(以上)中描述的具有化学式(I)的化合物[如组分(A)]:混合配伍物[组分(B)]的优选比率在下表中给出:
如本文中使用的,术语“杀真菌剂”意指控制、改变或预防真菌生长的化合物。术语“杀真菌有效量”意指能够对真菌生长产生影响的这样一种化合物或此类化合物的组合的量。控制或改变的影响包括所有从自然发育的偏离,例如杀死、阻滞等,并且预防包括在植物内或上面预防真菌感染的屏障或其他防御构造。
术语“植物”是指植物的所有有形部分,包括种子、幼苗、幼树、根、块茎、茎、秆、叶、和果实。
术语“植物繁殖材料”表示植物的所有生殖部分,例如植物的种子或营养性部分例如插条以及块茎。它包括严格意义上的种子、以及根、果实、块茎、球茎、根茎和植物各部分。
如在此使用的术语“场所”意指植物在其中或其上生长的地方,或栽培植物的种子被播种的地方,或者种子将要被置于土壤中的地方。它包括土壤、种子、以及幼苗,连同建立的植物。
贯穿本文件,表述“组合物”代表组分(A)和(B)的不同混合物或组合(包括以上定义的实施例),例如以单一的“掺水即用”的形式,以组合的喷洒混合物(该混合物由这些单一活性成分的单独配制品构成)(例如“桶混制剂”),并且当以顺序的方式(即,一个在另一个的适当短的时期之后,例如几小时或几天)施用时,以这些单独活性成分的组合使用。对于实现本发明,施用组分(A)和(B)的顺序并不是必要的。
根据本发明的组合物能有效地对抗引起植物病原疾病的有害微生物(例如微生物),特别是对抗致植物病的真菌和细菌。
本发明的组合物可以用于控制由担子菌纲、子嚢菌纲、卵菌纲和/或半知菌纲、芽枝霉纲(Blastocladiomycete)、壶菌纲(Chrytidiomycete)、球囊菌纲(Glomeromycete)和/或粒毛盘菌纲(Mucoromycete)中的广谱的真菌性植物病原体引起的植物疾病。
该组合物有效地控制广谱的植物疾病,如观赏植物、草皮、蔬菜、田地、谷类、以及水果作物的叶病原体。
这些病原体可以包括:
卵菌纲,包括疫霉病,如由辣椒疫霉菌、致病疫霉菌、大豆疫霉菌、草莓疫莓菌(Phytophthora fragariae)、烟草疫霉菌(Phytophthora nicotianae)、樟疫霉(Phytophthora cinnamomi)、柑橘生疫霉(Phytophthora citricola)、柑橘褐腐疫霉(Phytophthora citrophthora)和马铃薯绯腐病菌(Phytophthora erythroseptica)引起的那些;腐霉病,如由瓜果腐霉菌、强雄腐霉菌(Pythium arrhenomanes)、禾生腐霉菌、畸雌腐霉菌(Pythium irregulare)和终极腐霉菌引起的那些;由霜霉目如大葱霜霉菌(Peronospora destructor)、白菜霜霉菌、葡萄霜霉菌、向日葵霜霉菌、黄瓜霜霉菌、白锈菌(Albugo Candida)、水稻霜霉病和莴苣霜霉菌引起的疾病;以及其他,例如螺壳状丝囊霉、Labyrinthula zosterae、高梁霜指霉(Peronosclerospora sorghi)和禾生指梗霉(Sclerospora graminicola)引起的那些;
子囊菌纲,包括斑纹病、斑点病、瘟病或疫病和/或腐病,例如由如下引起的那些:格孢菌目如大蒜白斑病菌(Stemphylium solani)、Stagonospora tainanensis、油橄榄环梗孢菌、玉米大斑病菌(Setosphaeria turcica)、Pyrenochaeta lycoperisici、枯叶格孢腔菌、实腐茎点霉(Phoma destructiva)、Phaeosphaeria herpotrichoides、Phaeocryptocus gaeumannii、Ophiosphaerella graminicola、小麦全蚀病(Ophiobolusgraminis)、十字花科小球腔菌(Leptosphaeria maculans)、软腐病菌(Hendersoniacreberrima)、壳针孢叶枯病菌(Helminthosporium triticirepentis)、玉米大斑病菌(Setosphaeria turcica)、大豆内脐蠕孢(Drechslera glycines)、西瓜蔓枯病菌(Didymella bryoniae)、油橄榄孔雀斑病菌(Cycloconium oleagineum)、多主棒孢菌、禾旋孢腔菌、火龙果黑斑病菌(Bipolaris cactivora)、苹果黑星病菌、圆核腔菌(Pyrenophorateres)、燕麦草核腔菌(Pyrenophora tritici-repentis)、互隔链格孢菌、芸苔链格孢菌(Alternaria brassicicola)、茄链格孢菌和西红柿链格孢菌(Alternaria tomatophila);煤炱目(Capnodiales)如小麦壳针孢、颖枯壳针孢、大豆壳针孢(Septoria glycines)、落花生尾孢菌(Cercospora arachidicola)、大豆灰斑病菌、玉米灰斑病菌、荠白斑病菌(Cercosporella capsellae)以及麦叶白霉(Cercosporella herpotrichoides)、桃疮痂病菌(Cladosporium carpophilum)、散生枝孢(Cladosporium effusum)、褐孢霉(Passalorafulva)、尖孢枝孢(Cladosporium oxysporum)、Dothistroma septosporum、葡萄褐斑病菌(Isariopsis clavispora)、香蕉黑条叶斑病菌、禾生球腔菌(Mycosphaerellagraminicola)、散梗菌绒孢菌(Mycovellosiella koepkeii)、Phaeoisariopsisbataticola、葡萄褐斑病菌(Pseudocercospora vitis)、小麦基腐病菌、甜菜叶斑病菌、柱隔孢叶斑病菌(Ramularia collo-cygni);粪壳菌目如小麦全蚀病菌(Gaeumannomycesgraminis)、稻瘟病菌(Magnaporthe grisea)、稻梨孢、间座壳目如榛子东部枯萎病菌、Apiognomonia errabunda、Cytospora platani、大豆北方茎溃疡病菌、毁灭性座盘孢(Discula destructiva)、草莓日规壳菌(Gnomonia fructicola)、葡萄苦腐病菌、核桃黑盘壳菌(Melanconium juglandinum)、葡萄生拟茎点菌(Phomopsis viticola)、胡桃溃疡病菌(Sirococcus clavigignenti-juglandacearum)、干孢盾壳椿启介菌(Tubakia dryina)、Dicarpella spp.、苹果树腐烂病菌(Valsa ceratosperma);以及其他,如Actinothyriumgraminis、豌豆壳二孢、黄曲霉、烟曲霉菌、构巢曲霉、番木瓜座糙孢菌、叶斑病菌(Blumeriella jaapii)、假丝酵母属、煤炱病菌(Capnodium ramosum)、Cephaloascusspp.、麦类条斑病菌(Cephalosporium gramineum)、奇异长喙壳(Ceratocystisparadoxa)、毛壳菌属、拟白膜盘菌(Hymenoscyphus pseudoalbidus)、球孢子菌属、李属柱孢霉(Cylindrosporium padi)、双壳菌(Diplocarpon malae)、Drepanopezizacampestris、痂囊腔菌(Elsinoe ampelina)、黑附球菌、表皮癣菌属、葡萄顶枯病、白地霉、禾谷绒座壳(Gibellina cerealis)、高粱胶尾孢(Gloeocercospora sorghi)、煤烟病菌(Gloeodes pomigena)、Gloeosporium perennans;毒麦内生真菌(Gloeotiniatemulenta)、Griphospaeria corticola、利尼球梗孢(Kabatiella lini)、小孢粘束孢(Leptographium microsporum)、Leptosphaerulinia crassiasca、Lophodermiumseditiosum、禾谷盘二孢菌(Marssonina graminicola)、雪霉叶枯菌、美澳型核果褐腐病菌、稻云形病(Monographella albescens)、甜瓜黑点根腐病菌、丝环盘菌属(Naemacyclusspp.)、新榆枯萎病菌、巴西副球孢子菌、扩展青霉、杜鹃盘多毛孢霉(Pestalotiarhododendri)、霉样真霉属(Petriellidium)、无柄盘菌属、大豆茎褐腐病菌、Phyllachorapomigena、杂食动物瘤梗孢(Phymatotrichum omnivora)、隐秘囊孢菌(Physalosporaabdita)、烟草囊孢壳(Plectosporium tabacinum)、马铃薯皮斑病菌、苜蓿假盘菌(Pseudopeziza medicaginis)、芸薹埋核盘菌(Pyrenopeziza brassicae)、高粱座枝孢(Ramulispora sorghi)、Rhabdocline pseudotsugae、大麦云纹病菌(Rhynchosporiumsecalis)、稻帚枝杆孢(Sacrocladium oryzae)、足放线病菌属(Scedosporium)、仁果裂盾菌、核盘菌(Sclerotinia sclerotiorum)、小核盘菌;小核菌属、雪腐病核瑚菌(Typhulaishikariensis)、玛丽盘双端毛孢(Seimatosporium mariae)、Lepteutypa cupressi、Septocyta ruborum、Sphaceloma perseae、Sporonema phacidioides、千年枣眼点病菌(Stigmina palmivora)、Tapesia yallundae、梨外囊菌(Taphrina bullata)、棉花黑根腐病菌(Thielviopsis basicola)、Trichoseptoria fructigena、蝇粪病菌(Zygophialajamaicensis);白粉病,例如由白粉菌目如小麦白粉病菌、蓼白粉病菌、葡萄钩丝壳、黄瓜白粉病菌(Sphaerotheca fuligena)、白叉丝单囊壳、Podospaera macularis、二孢白粉菌(Golovinomyces cichoracearum)、鞑靼内丝白粉菌(Leveillula taurica)、扩散叉丝壳、棉拟粉孢霉(Oidiopsis gossypii)、榛球针壳(Phyllactinia guttata)以及花生粉孢菌(Oidium arachidis)引起的那些;霉,例如由葡萄座腔菌如小穴壳菌(Dothiorellaaromatica)、连续色二孢(Diplodia seriata)、比德瓦里球座菌(Guignardia bidwellii)、灰霉菌(Botrytis cinerea)、大葱孢盘菌(Botryotinia allii)、蚕豆孢盘菌(Botryotiniafabae)、扁桃壳梭菌(Fusicoccum amygdali)、龙眼焦腐病菌(Lasiodiplodiatheobromae)、茶生大茎点霉(Macrophoma theicola)、菜豆壳球孢菌、葫芦科叶点霉(Phyllosticta cucurbitacearum)引起的那些;炭疽病,例如由小丛壳(Glommerelales)如盘长孢状刺盘孢、瓜类炭疽菌、棉花炭疽病菌、围小丛壳、以及禾生炭疽菌引起的那些;以及枯萎病或疫病,例如由肉座菌目如笔直顶孢霉、紫麦角菌、黄色镰刀菌、禾谷镰刀菌、大豆猝死综合症病菌(Fusarium virguliforme)、尖孢镰刀菌、胶孢镰刀菌、古巴尖孢镰孢(Fusarium oxysporum f.sp.cubense)、Gerlachia nivale、藤仓赤霉、玉米赤霉(Gibberella zeae)、胶枝霉属、疣孢漆斑菌、Nectria ramulariae、绿色木霉、粉红聚端孢菌以及鳄梨根腐病原菌(Verticillium theobromae)引起的那些;
担子菌纲,包括黑穗病,例如由黑粉菌目如稻曲病菌、小麦散黑穗病菌、小麦散黑粉病菌、玉米黑粉病菌引起的那些,锈病例如由柄锈菌如Cerotelium fici、云杉帚锈病菌(Chrysomyxa arctostaphyli)、番薯鞘锈菌(Coleosporium ipomoeae)、咖啡驼孢锈菌(Hemileia vastatrix)、落花生柄锈菌、Puccinia cacabata、禾柄锈菌、隐匿柄锈菌、高粱柄锈菌、大麦柄锈菌、大麦条形柄锈菌(Puccinia striiformis f.sp.Hordei)、小麦条形柄锈菌(Puccinia striiformis f.sp.Secalis)、榛膨痂锈菌(Pucciniastrum coryli);或锈菌目如松疱锈病菌、美洲苹果锈病菌(Gymnosporangium juniperi-virginianae)、杨树叶锈病菌(Melampsora medusae)、豆薯层锈菌(Phakopsora pachyrhizi)、短尖多胞锈菌(Phragmidium mucronatum)、Physopella ampelosidis、变色疣双胞锈菌(Tranzscheliadiscolor)以及蚕豆单孢锈菌(Uromyces viciae-fabae)引起的那些;以及其他腐病和疾病,如由隐球菌属、茶饼病菌、Marasmiellus inoderma、小菇属、丝黑穗病菌(Sphacelotheca reiliana)、雪腐病核瑚菌(Typhula ishikariensis)、冰草条黑粉菌(Urocystis agropyri)、花枯锁霉(Itersonilia perplexans)、伏革菌(Corticiuminvisum)、地衣状伏革菌(Laetisaria fuciformis)、Waitea circinata、立枯丝核菌、Thanetephorus cucurmeris、大丽花叶黑粉菌(Entyloma dahliae)、Entylomellamicrospora、沼湿草尾孢黑粉菌(Neovossia moliniae)和小麦网腥黑穗病菌(Tilletiacaries)引起的那些;
芽枝霉纲,如玉蜀黍节壶菌(Physoderma maydis);
粒毛盘菌纲(Mucoromycete),如笋瓜花腐病菌(Choanephora cucurbitarum.);毛霉属;少根根霉;
连同由与以上列出的那些紧密相关的其他物种和属引起的疾病。
除了它们的杀真菌活性之外,这些组合物还可以具有针对细菌如梨火疫病菌、软腐欧文氏菌(Erwinia caratovora)、野油菜黄单胞菌、丁香假单胞菌、马铃薯疮痂病菌(Strptomyces scabies)和其他相关物种连同某些原生动物的活性。
根据本发明的组合物尤其能有效地对抗属于以下类别的致植物病的真菌:子囊菌纲(ascomycetes)(例如黑星菌属(Venturia)、柄球菌属(podosphaera)、白粉菌属(Erysiphe)、链核盘菌属(Monilinia)、球腔菌属(Mycosphaerella)、钩丝壳属(Uncinula));担子菌纲(例如种驼孢诱菌属(Hemileia)、丝核菌属(Rhizoctonia)、层锈菌属(Phakopsora)、柄锈菌属(Puccinia)、黑粉菌属(Ustilago)、腥黑粉菌属(Tilletia));半知菌类(也称作半知菌纲、例如葡萄孢属、长蠕孢属、喙孢属、镰孢霉属、壳针孢属、尾孢属、链格孢属、梨孢属和假小尾孢属;卵菌纲(例如疫霉属(Phytophthora)、霜霉属(Peronospora)、假霜霉属(Pseudoperonospora)、白锈属(Albugo)、盘梗霉属(Bremia)、腐霉属(Pythium)、假指梗霉属(Pseudosclerospora)、单轴霉属(Plasmopara))。
根据本发明的组合物可以用于其中的有用植物作物包括多年生和一年生作物,例如浆果植物,例如黑莓、蓝莓、蔓越莓、树莓以及草莓;谷类,例如大麦、玉米(maize或corn)、小米、燕麦、水稻、黑麦、高粱、黑小麦以及小麦;纤维植物,例如棉花、亚麻、大麻、黄麻和剑麻;大田作物,例如糖甜菜和饲料甜菜、咖啡豆、啤酒花、芥菜、油菜(卡诺拉)、罂粟、甘蔗、向日葵、茶以及烟草;果树,例如苹果、杏、鳄梨、香蕉、樱桃、柑橘、油桃、桃、梨以及李子;草,例如百慕大草、蓝草、本特草、蜈蚣草、牛毛草、黑麦草、圣奥古斯丁草以及结缕草;药草,如罗勒、琉璃苣、细香葱、胡荽、薰衣草、独活草、薄荷、牛至、荷兰芹、迷迭香、鼠尾草以及百里香;豆类,例如菜豆、小扁豆、豌豆以及大豆;坚果,例如杏仁、腰果、落花生、榛子、花生、山核桃、开心果以及核桃;棕榈植物,例如油棕榈;观赏植物,例如花卉、灌木和树;其他树木,例如可可、椰子、橄榄以及橡胶;蔬菜,例如芦笋、茄子、西兰花、卷心菜、胡萝卜、黄瓜、大蒜、莴苣、西葫芦、甜瓜、秋葵、洋葱、胡椒、马铃薯、南瓜、大黄、菠菜以及番茄;以及葡萄藤,例如葡萄。
作物应当被理解为是天然存在的、通过常规的育种方法获得或通过基因工程获得的那些作物。它们包括包含所谓的输出型(output)性状(例如改进的储存稳定性、更高的营养价值以及改进的风味)的作物。
作物应被理解为还包括已经被赋予对除草剂(像溴草腈)或多种类别的除草剂(例如ALS-、EPSPS-、GS-、HPPD-和PPO-抑制剂)的耐受性的那些作物。通过常规的育种方法已经赋予其对咪唑啉酮类(例如,甲氧咪草烟)的耐受性的作物的实例是夏季卡诺拉。通过遗传工程方法而被赋予了对除草剂的耐受性的作物的实例包括例如草甘膦和草丁膦抗性玉米品种,这些玉米品种在和商标名下是可商购的。
作物还应被理解为天然地是或已经赋予对害虫的抗性的那些作物。这包括通过使用重组DNA技术转化从而例如能够合成一种或多种选择性作用毒素的植物,这些毒素例如是从如产毒素的细菌已知的。可以被表达的毒素的实例包括δ-内毒素,营养期杀虫蛋白(Vip),细菌定殖线虫的杀虫蛋白,以及由蝎子、蛛形纲动物、黄蜂和真菌产生的毒素。
已经被修饰为表达苏云金芽孢杆菌毒素的作物的实例是Bt maize(先正达种子公司(Syngenta Seeds))。包括编码杀虫抗性并且由此表达多于一种毒素的多于一种基因的作物的一个实例是(先正达种子公司)。作物或其种子材料还可以是对多种类型的有害生物具有抗性(当通过遗传修饰产生时的所谓的叠加转基因事件)。例如,植物可以具有表达杀虫蛋白同时耐受除草剂的能力,例如(陶氏益农公司(Dow AgroSciences),先锋良种国际公司(Pioneer Hi-Bred International))。
根据本发明所述的组合物的优选的实例如下(其中术语“TX1”代表选自如在以上表X中定义的化合物编号X.001、X.002、X.003、X.004、X.005、X.006、X.007、X.008、X.009、X.010、X.011、X.012、X.013、X.014、X.015、X.016、X.017、X.018、X.019和X.020、或其(S)-对映异构体或(R)-对映异构体中之一的化合物:
TX1+氟唑菌酰羟胺、TX1+苯并烯氟菌唑、TX1+苯醚甲环唑、TX1+己唑醇、TX1+嘧菌酯、TX1+咯菌腈、TX1+嘧菌环胺、TX1+氟啶胺、TX1+吡唑萘菌胺、TX1+咯喹酮、TX1+三环唑、TX1+百菌清、TX1+丙环唑、TX1+戊菌唑、TX1+丁苯吗啉、TX1+苯锈啶、TX1+硫、TX1+氨吡芬、以及TX1+枯草芽孢杆菌解淀粉变种菌株FZB24(可从美国,弗吉尼亚州24153,塞勒姆市,企业环行街5400号,诺维信生物制品有限公司获得,并且在商标名下是已知的),其中组分(A)[TX1]与组分(B)[配伍物]的重量比是从20:1至1:40。
具有化学式(I)的化合物是具有化学式(X)的化合物的特定子集并且可以根据用于制备具有如以下描述的式(X)的化合物的方法制备。
具有化学式(X)的化合物如以下定义:
其中
X是O或S;
R1是氢、卤素、甲基、甲氧基或氰基;
R2和R3各自独立地是氢、卤素或甲基;
R4是氢、氰基、C1-C4烷基、或C3-C4环烷基,其中该烷基和环烷基可以任选地被独立地选自以下各项的1至3个取代基取代:卤素、氰基、C1-C3烷基、C1-C3烷氧基和C1-C3烷基硫基;
R5和R6各自独立地选自氢、卤素、C1-C4烷基、C1-C4烷氧基和C1-C4烷基硫基;或者
R5和R6与它们所附接的碳原子一起代表C=O、C=NORc、C3-C5环烷基或C2-C5烯基,其中该环烷基和烯基可以任选地被独立地选自以下各项的1至3个取代基取代:卤素、氰基、C1-C3烷基、C1-C3烷氧基和C1-C3烷基硫基;
R7是氢、C1-C5烷基、C3-C5环烷基、C2-C5烯基、C3-C5环烯基、或C2-C5炔基,其中该烷基、环烷基、烯基、炔基、环烯基可以任选地被独立地选自以下各项的1至4个取代基取代:卤素、氰基、C1-C3烷基、C1-C3烷氧基、羟基和C1-C3烷基硫基;
R8和R9各自独立地选自:氢、卤素、C1-C4烷基和C1-C4烷氧基;或者
R8和R9与它们所附接的碳原子一起代表C3-C5环烷基,其中该环烷基可以任选地被独立地选自以下各项的1至3个取代基取代:卤素、氰基、C1-C3烷基、C1-C3烷氧基和C1-C3烷基硫基;
每个R10独立地代表卤素、硝基、氰基、甲酰基、C1-C5烷基、C2-C5烯基、C2-C5炔基、C3-C6环烷基、C1-C5烷氧基、C3-C5烯基氧基、C3-C5炔基氧基、C1-C5烷硫基、-C(=NORc)C1-C5烷基、或C1-C5烷基羰基,其中该烷基、环烷基、烯基、炔基、烷氧基、烯基氧基、炔基氧基和烷基硫基可以任选地被独立地选自以下的1至5个取代基取代:卤素、C1-C3烷基、C1-C3烷氧基、氰基和C1-C3烷基硫基;n是0、1、2、3、4或5;
每个Rc独立地选自氢、C1-C4烷基、C2-C4烯基、C3-C4炔基、C3-C4环烷基(C1-C2)烷基和C3-C4环烷基,其中该烷基、环烷基、烯基和炔基基团可以任选地被独立地选自卤素和氰基的1至3个取代基取代;
R11是氢、卤素、甲基、甲氧基或氰基;并且
R12和R13各自独立地选自氢、卤素、甲基、甲氧基或羟基;及其盐和/或N-氧化物。
具有化学式(X)的这些化合物可以如在以下方案中所示来制备,其中(除非另外说明)每一变量的定义是如以上针对具有化学式(X)的化合物所定义的。如上所述,具有化学式(I)的化合物由具有化学式(X)的化合物以相同或类似的方式制备。
如在方案1中所示,具有通式(X-a)的化合物(其中R1、R2、R3、R4、R5、R6、R7、R8、R9、R10、R11、R12、R13和n是如对于具有化学式(X)的化合物所定义的并且X是O)可以通过具有化学式(II)的化合物(其中R1、R2、R3、R11、R12和R13是如对于具有化学式(X)的化合物所定义的)与具有化学式(III)的胺(其中R4、R5、R6、R7、R8、R9、R10和n是如对于具有化学式(X)的化合物所定义的)的反应进行制备。
方案1
在用于该转化的各种报道的方法中,最广泛应用的方法涉及在诸如四氢呋喃(THF)或二甲基甲酰胺(DMF)的惰性有机溶剂中用活化剂如亚硫酰氯或酰胺偶合剂如二环己基碳二亚胺处理羧酸(II)和在催化剂如二甲基氨基吡啶的存在下与胺(III)反应,如英国化学会评论(Chem.Soc.Rev.),2009,606-631或四面体(Tetrahedron)2005,10827-10852)中所描述的。
如方案2中所示,其中X为O的具有通式(X-a)的化合物也可以通过,在溶剂如二氯甲烷或乙酸中、在-20℃至+50℃之间的温度下,使具有化学式(IV)和(V)的化合物在布朗斯台德酸(acid)如硫酸或三氟甲磺酸的存在下反应来制备,如《欧洲无机化学杂志》(Eur.J.Org.Chem.)2015,2727-2732和合成(Synthesis)2000,1709-1712中所描述的。
方案2
可替代地,其中X为O的具有通式(I-a)的化合物也可以通过,在惰性有机溶剂如1,4-二噁烷中、在20℃至110℃的温度下,使具有化学式(VI)的化合物与具有化学式(III)的胺、一氧化碳、碱如三乙胺或碳酸钾和适当负载的过渡金属催化剂如钯反应来制备,如在《有机通讯》(Org.Lett.)2014,4296-4299(及其中的参考文献)中所描述的并示于方案3中。
方案3
可替代地,其中X为O的具有通式(X-a)的化合物也可以通过,在惰性有机溶剂如乙醚或THF中、在-78℃至+40℃之间的温度下,使具有化学式(VIa)的有机金属化合物与具有化学式(IIIa)的异氰酸酯反应来制备,如在应用化学国际版本(Angew.Chem.Int.Ed.)2012,9173-9175中所描述的并示于方案4中。
方案4
在醚溶剂如THF中、在-90℃和+20℃之间的温度下,通过从具有化学式(VI)化合物与烷基锂试剂如仲丁基锂的锂-卤素交换或与三正丁基镁酸盐的镁-卤素交换来制备具有化学式(VIa)的有机金属化合物通常是本领域技术人员已知的,并且在合成化学教科书如《马奇氏高级有机化学》(March’s Advanced Organic Chemistry)中有所描述。
如方案5所示,具有化学式(II)的羧酸可以通过各种方法制备并且许多是可商购的。在用于其制备的许多报道的方法中,以下已被广泛应用:
方案5
1)如在US 20070015758中所述,通过在惰性溶剂如二苯醚中、在100℃和260℃之间的温度下,与具有化学式(VIIa)的丙二酸酯衍生物反应将具有化学式(VII)的苯胺转化为具有化学式(VIIb)的喹诺酮,随后是本领域技术人员通常已知的且还描述于WO2007133637中的公知的官能团相互转化。
2)在醚溶剂如THF中、在-90℃和+20℃之间的温度下,通过与烷基锂试剂如仲丁基锂的锂-卤素交换或与三正丁基镁酸盐的镁-卤素交换将具有化学式(VI)的化合物转化为具有化学式(VIa)的有机金属中间体,随后与CO2反应。
3)如J.Am.Chem.Soc.[美国化学会志]2013,2891-2894(和其中的参考文献)或Tetrahedron[四面体]2003,8629-8640中所描述的,在一氧化碳源,碱如三乙胺,水或其等效物和含有例如钯的适当配位过渡金属催化剂存在下,转化具有化学式(VI)化合物。
如方案6所示,在钯、镍或铜催化剂存在下,在惰性溶剂如DMF中,在20℃和150℃之间的温度下,可以通过用氰化物源如氰化锌处理,从具有化学式(VI)的化合物制备具有化学式(IV)的化合物,如在有机化学杂志(J.Org.Chem.)2011,665-668或日本化学学会通报(Bull.Chem.Soc.Jpn.)1993,2776-8中所述。
方案6
如方案7所示,可以通过在惰性溶剂中用卤化剂如N-碘代琥珀酰亚胺、溴或氯处理具有化学式(VIa)的化合物来制备具有化学式(VI)的化合物,如WO 2005113539或JP2001322979中所述。可替代地,可以在0℃至80℃之间的温度下,通过用卤化剂如碘在惰性溶剂如乙腈和碱如碳酸氢钠中处理具有化学式(VIb)的炔丙基化苯胺来制备具有化学式(VI)的化合物,如在有机快报(Org.Lett.)2005,763-766中所述。
方案7
从相应的可商购的苯胺制备具有化学式(VIb)的炔丙基化苯胺对于本领域技术人员是简单的并描述于《马奇氏高级有机化学》(March’s Advanced Organic Chemistry),史密斯和马奇(Smith and March),第六版,威利(Wiley),2007中。
具有化学式(VIa)的化合物的合成通常是本领域技术人员已知的,并且大量化合物是可商购的。
如方案8所示,在惰性溶剂如乙醚中、在-90℃至60℃之间的温度下,通过分别用具有化学式(Vb)或(Vd)(其中X是锂、铝或镁盐)的有机金属物质处理具有化学式(Va)或(Vc)的羰基化合物来制备具有化学式(V)的化合物。
方案8
具有化学式(Vb)和(Vd)的试剂的一般制备、处理和反应性描述于《马奇氏高级有机化学》(March’s Advanced Organic Chemistry),史密斯和马奇(Smith and March),第六版,威利(Wiley),2007中并且通常是本领域技术人员已知的。大量的具有化学式(Va)和(Vc)的化合物(其中R4、R5、R6、R7、R8、R9、和R10是如上所定义的)也是可商购的并且它们的合成很好地描述于科学文献和合成化学教科书(如《马奇氏高级有机化学》(March’sAdvanced Organic Chemistry))中并且此外,对于本领域技术人员来说是公知的。
如方案9所示,在惰性溶剂如THF中,在-78℃和+70℃之间的温度下,可以由具有化学式(Vc)的化合物在诸如Ti(OEt)4的脱水剂存在下通过与叔丁基亚磺酰胺缩合形成具有化学式(Ve)的硫亚胺,然后可以将其用具有化学式(Vd)(其中X是锂、铝或镁盐)的有机金属试剂进行处理,随后进行磺酰胺的酸性水解,来制备具有化学式(III)的胺;该顺序通常是本领域技术人员已知的并且也描述于《化学综述》(Chem.Rev.)2010,3600-3740中。
可替代地,在惰性溶剂如THF中,在-78℃和+70℃之间的温度下,可以由具有化学式(Vcc)的化合物在诸如Ti(OEt)4的脱水剂存在下通过与叔丁基亚磺酰胺缩合形成具有化学式(Vee)的硫亚胺,然后可以将其用具有化学式(Vdd)(其中X是锂、铝或镁盐)的有机金属试剂进行处理,随后进行磺酰胺的酸性水解,来制备具有化学式(III)的胺。
方案9
可替代地,还可以由具有化学式(V)的醇在有机溶剂如乙酸中、在氯乙腈的存在下、在-10℃至50℃的温度下用强酸如硫酸处理得到具有化学式(IIIb)的酰胺,该酰胺可以在有机溶剂如乙醇或乙酸中在20℃至100℃之间的温度下用硫脲去保护,来制备具有化学式(III)的胺,如在合成(Synthesis)2000,1709-1712中所述并示于方案10中。
方案10
可替代地,具有化学式(III)的胺也可以通过具有化学式(IIIa)的中间体异氰酸酯或具有化学式(IIIc)的氨基甲酸酯(其中R14是C1-C4烷基,其可以在0℃至100℃之间的温度下用酸或碱水溶液进行水解)从具有化学式(IX)的羧酸制备,如方案11所示。
方案11
在关于将酸(IX)转化为异氰酸酯(IIIa)所报道的各种方案中,以下已得到广泛应用:
1)在惰性有机溶剂如甲苯中、在50℃和120℃之间的温度下,用二苯基磷酰基叠氮化物和胺碱如三丁胺处理酸(IX),得到异氰酸酯(IIIa),如在《澳大利亚化学杂志》(Aust.J.Chem.)1973,1591-3中所述。
2)在叠氮化物源如叠氮化钠和胺碱如三乙胺存在下,在惰性溶剂如THF中,在20℃至100℃之间的温度下,用活化剂如亚硫酰氯或丙基膦酸酐处理酸(IX),如在合成(Synthesis)2011,1477-1483中所述。
3)将酸(IX)转化为相应的异羟肟酸,然后可以用脱水剂如对甲苯磺酰氯和碱如三乙胺、在惰性有机溶剂如甲苯中、在20℃至120℃之间的温度下处理。
4)将酸(IX)转化成相应的伯羧酰胺,然后可以将该伯羧酰胺用氧化剂(如二乙酰氧基碘苯)和酸(如三氟乙酸或对甲苯磺酸)、在溶剂(如乙腈)中、在0℃至100℃之间的温度下进行处理,如在有机化学杂志(J.Org.Chem.)1984,4212-4216中所述。
5)将酸(IX)转化为相应的伯羧酰胺,然后可以将该伯羧酰胺在0℃至100℃之间的温度下、在溶剂(如水或甲醇)中,用氧化剂(如溴)和碱(如氢氧化钠)处理。
本领域技术人员将理解,具有化学式(IX)的羧酸可以由相应的酯制备。类似地,本领域技术人员将理解,可以通过用强碱如二异丙基胺锂在惰性溶剂如THF中在-78℃至20℃之间的温度下脱质子化来对这些酯的α位置进行官能化,然后与亲电子试剂如烷基碘反应,如在《马奇氏高级有机化学》(March’s Advanced Organic Chemistry),史密斯和马奇(Smith and March),第六版,威利(Wiley),2007中所述。可以重复该反应以从可商购的酯制备具有化学式(IX)的酸。
可替代地,也可以通过用还原剂如铁,在有机溶剂如乙酸中,在20℃至120℃之间的温度下,还原具有化学式(Za)的硝基化合物来制备具有化学式(III)的胺,如方案12所示。可以进而通过在惰性溶剂如己烷中,在铜催化剂存在下,在20℃和100℃之间的温度下,用苄基溴和碱如叔丁醇钠处理,由简单的具有化学式(Z)的硝基化合物来制备具有化学式(Za)的硝基化合物,如在美国化学会志(J.Am.Chem.Soc.)2012,9942-9945中所述。
方案12
具有化学式(Z)的化合物的合成通常是本领域技术人员已知的,并且大量化合物是可商购的。
可替代地,如在美国化学会志(J.Am.Chem.Soc.)2015,9555-9558中所述,还可以通过在惰性溶剂如甲苯中,在0℃至100℃之间的温度下,用三甲基甲硅烷基叠氮化物和路易斯酸催化剂如B(C6F6)3处理具有化学式(V)的化合物来制备具有化学式(III)的胺,然后在有机溶剂如甲醇中,在0℃至80℃之间的温度下,用还原剂如氢/钯还原具有化学式(XI)的中间叠氮化物,如方案13所示。
方案13
具有化学式III(其中R5、R6、R8和R9都是氢)的中间体的实例是:
本领域技术人员将认识到,具有化学式(III)的化合物可以具有手性中心,并且单独的对映异构体可以通过以下方式来制备:i)合适前体的对映选择性转化,ii)通过用富含对映异构体的酸或金属络合物分离结晶的外消旋的或部分富含外消旋的混合物的拆分,iii)使用富含对映异构体的固定相的对映异构体的层析分离。一些代表性的方案可以在手性胺合成:方法,发展与应用(Chiral Amine Synthesis:Methods,Developments andApplications),威利(Wiley),2010中找到。
如方案14所示,在20℃和150℃之间的温度下,在惰性有机溶剂如甲苯中,可以通过用脱氧硫化剂如P4S10或劳氏试剂处理,从具有通式(X-a)的化合物(其中X为O)来制备具有通式(X-b)的化合物(其中X为S)。
方案14
可替代地,具有化学式(X-a)的化合物(其中R1、R2、R3、R4、R5、R6、R7、R8、R9、R10、R11、R12、R13以及n是如对于具有化学式(X)的化合物所定义的并且X是O)可以通过在碱存在或不存在下、并且在偶联试剂和金属催化剂存在下转化具有化学式I-i的化合物(其中R1、R2、R3、R4、R5、R6、R7、R8、R9、R11、R12、R13以及n是如对于化学式(X)所定义的并且X是O并且Z表示溶剂中的氯、溴或碘)来获得。针对偶联剂、催化剂、溶剂和碱不存在特别的限制,只要是在普通偶联反应中使用的,例如在“Cross-Coupling Reactions:A Practical Guide(Topics inCurrent Chemistry)[交叉偶联反应:实用指南(当代化学专题)]”,Norio Miyaura和S.L.Buchwald)编辑(施普林格版本),或“Metal-Catalyzed Cross-Coupling Reactions[金属催化的交叉偶联反应]”,Armin de Meijere和Diederich编辑(WILEY-VCH版本)中所描述的那些。这示于方案15中。
方案15
可替代地,具有化学式(X-a)的化合物(其中R1、R2、R3、R4、R5、R6、R7、R8、R9、R10、R11、R12、R13以及n是如对于具有化学式(X)的化合物所定义的并且X是O)可以通过使用本领域技术人员已知的标准合成技术转化另一种密切相关的具有化学式(X-a)化合物而获得。非详尽实例包括氧化反应、还原反应、水解反应、偶联反应、芳香族亲核或亲电子取代反应、亲核取代反应、亲核加成反应、以及卤化反应。
以上方案中所述的某些中间体是新颖的并且如此形成本发明的另一个方面。
披露并描述于WO 2017/153380中的杀真菌的喹啉(硫代)甲酰胺化合物以及化合物X.001、X.002、X.003、X.004、X.005、X.006、X.007、X.008、X.009、X.010、X.011、X.012、X.013、X.014、X.015、X.016、X.017、X.018、X.019和X.020,及其(S)-或(R)-对映异构体中的每一种(特别是化合物F-1、F-2、F-3、F-4、F-5、F-6、F-7、F-8、F-9、F-10、F-11、F-12、F-13、F-14、F-15、F-16、F-17、F-18、F-19、F-20、F-21、F-22、F-23、F-24、F-25、F-26、F-27、F-28、F-29、F-30、F-31、F-32、F-33、F-34、F-35和F-36,如在下表F中所定义的),以及以上和以下披露并描述的杀真菌组合物,特别是二元组合物和三元组合物(本文披露的)可以用于控制或预防植物病原性疾病、尤其是如以上或以下披露并描述的植物病原性真菌。
此外,迄今为止,在披露并描述于WO 2017/153380中的杀真菌的喹啉(硫代)甲酰胺化合物以及化合物X.001、X.002、X.003、X.004、X.005、X.006、X.007、X.008、X.009、X.010、X.011、X.012、X.013、X.014、X.015、X.016、X.017、X.018、X.019和X.020,及其(S)-或(R)-对映异构体中的每一种(特别是化合物F-1、F-2、F-3、F-4、F-5、F-6、F-7、F-8、F-9、F-10、F-11、F-12、F-13、F-14、F-15、F-16、F-17、F-18、F-19、F-20、F-21、F-22、F-23、F-24、F-25、F-26、F-27、F-28、F-29、F-30、F-31、F-32、F-33、F-34、F-35和F-36,如在下表F中所定义的)与当前的商业杀真菌剂之间未观察到交叉抗性。
实际上,在科学文献中已经报道了许多目标病原体的杀真菌抗性菌株,其中观察到对一种或多种杀真菌剂具有抗性的病原体菌株,该一种或多种杀真菌剂来自以下杀真菌作用模式类别的至少每一种:甾醇去甲基化抑制剂(DMI)、醌外部抑制剂(QoI)和琥珀酸脱氢酶抑制剂(SDHI)、苯胺基嘧啶(AP)、苯基吡咯(PP)和羟基苯胺杀真菌剂、二甲酰亚胺、和苯并咪唑氨基甲酸甲酯(MBC)杀真菌剂。
参见例如:“The rising threat of fungicide resistance in plantpathogenic fungi:Botrytis as a case study[植物病原性真菌的杀真菌剂抗性的不断上升的威胁:葡萄孢属作为实例研究].”M Hahn,J Chem Biol[化学生物杂志](2014)7:133-141。另外的文献引用在下表中给出:
因此,在优选的实施例中,披露并描述于WO 2017/153380中的杀真菌杀真菌的喹啉(硫代)甲酰胺化合物以及化合物X.001、X.002、X.003、X.004、X.005、X.006、X.007、X.008、X.009、X.010、X.011、X.012、X.013、X.014、X.015、X.016、X.017、X.018、X.019和X.020,及其(S)-或(R)-对映异构体中的每一种(特别是化合物F-1、F-2、F-3、F-4、F-5、F-6、F-7、F-8、F-9、F-10、F-11、F-12、F-13、F-14、F-15、F-16、F-17、F-18、F-19、F-20、F-21、F-22、F-23、F-24、F-25、F-26、F-27、F-28、F-29、F-30、F-31、F-32、F-33、F-34、F-35和F-36,如下表F中所定义的),以及以上和以下披露并描述的杀真菌组合物,特别是二元组合物和三元组合物(本文披露的)可以用于控制植物病原性真菌,尤其是黑星菌属、核盘菌属、葡萄孢属和镰孢菌属,这些是对来自以下杀真菌MoA类别的任一种的一种或多种杀真菌剂具有抗性:甾醇去甲基化抑制剂(DMI)、醌外部抑制剂(QoI)和琥珀酸脱氢酶抑制剂(SDHI)、苯胺基嘧啶(AP)、苯基吡咯(PP)和羟基苯胺杀真菌剂、二甲酰亚胺、和苯并咪唑氨基甲酸甲酯(MBC)杀真菌剂。
此外,优选的是在施用披露并描述于WO 2017/153380中的杀真菌杀真菌的喹啉(硫代)甲酰胺化合物和化合物X.001、X.002、X.003、X.004、X.005、X.006、X.007、X.008、X.009、X.010、X.011、X.012、X.013、X.014、X.015、X.016、X.017、X.018、X.019和X.020,及其(S)-或(R)-对映异构体中的每一种(特别是化合物F-1、F-2、F-3、F-4、F-5、F-6、F-7、F-8、F-9、F-10、F-11、F-12、F-13、F-14、F-15、F-16、F-17、F-18、F-19、F-20、F-21、F-22、F-23、F-24、F-25、F-26、F-27、F-28、F-29、F-30、F-31、F-32、F-33、F-34、F-35和F-36,如下表F中所定义的),以及以上和以下披露并描述的杀真菌组合物,特别是二元组合物和三元组合物(本文披露的)时,使用佐剂并且以组合使用。优选的佐剂是:
-聚环氧乙烷/聚环氧丙烷共聚物(二嵌段和三嵌段)
-乙氧基化的烷基硅氧烷或聚硅氧烷
-烷基磺基琥珀酸盐
-脂肪酸烷基酯
-乙氧基化的脱水山梨糖醇脂肪醇/酸
-乙氧基化的脂肪醇/酸
-烷基封端的乙氧基化的脂肪醇/酸
-乙氧基化的丙氧基化脂肪醇/酸
-烷基化的植物油
-芳香族矿物油
因此,在另一个优选的实施例中,将披露并描述于WO 2017/153380中的杀真菌杀真菌的喹啉(硫代)甲酰胺化合物以及化合物X.001、X.002、X.003、X.004、X.005、X.006、X.007、X.008、X.009、X.010、X.011、X.012、X.013、X.014、X.015、X.016、X.017、X.018、X.019和X.020,及其(S)-或(R)-对映异构体中的每一种(特别是化合物F-1、F-2、F-3、F-4、F-5、F-6、F-7、F-8、F-9、F-10、F-11、F-12、F-13、F-14、F-15、F-16、F-17、F-18、F-19、F-20、F-21、F-22、F-23、F-24、F-25、F-26、F-27、F-28、F-29、F-30、F-31、F-32、F-33、F-34、F-35和F-36,如下表F中所定义的),以及以上和以下披露并描述的杀真菌组合物,特别是二元组合物和三元组合物(本文披露的)以与佐剂组合(单独地或作为单一组合物)施用到植物、其场所或其繁殖材料,该佐剂选自:聚环氧乙烷/聚环氧丙烷共聚物(二嵌段和三嵌段)、乙氧基化的烷基硅氧烷或聚硅氧烷、烷基磺基琥珀酸盐、烷基脂肪酸酯、乙氧基化的脱水山梨糖醇脂肪醇/酸、乙氧基化的脂肪醇/酸、烷基封端的乙氧基化的脂肪醇/酸、乙氧基化的丙氧基化脂肪醇/酸、烷基化的植物油、和芳香族矿物油。
可以将包括所有上述披露的实施例和其优选实例的本发明的组合物与一种或多种另外的杀有害生物剂混合,这些杀有害生物剂包括另外的杀真菌剂、杀昆虫剂、杀线虫剂、杀细菌剂、杀螨剂、生长调节剂、化学不育剂、化学信息素、驱虫剂、引诱剂、信息素、取食刺激剂或其他生物活性化合物以形成给出更广谱农业保护的多组分杀有害生物剂。
此类农业保护剂的实例与本发明的组合物可以配制为:
杀真菌剂如土菌灵、氟啶胺、苯霜灵、苯霜灵-M(克拉西(kiralaxyl))、呋霜灵、甲霜灵、甲霜灵-M(精甲霜灵)、多地辛、N'-(2,5-二甲基-4-苯氧基-苯基)-N-乙基-N-甲基-甲脒、N'-[4-(4,5-二氯-噻唑-2-基氧基)-2,5-二甲基-苯基]-N-乙基-N-甲基-甲脒、N'-[4-[[3-[(4-氯苯基)甲基]-1,2,4-噻二唑-5-基]氧基]-2,5-二甲基-苯基]-N-乙基-N-甲基-甲脒、乙菌定、3'-氯-2-甲氧基-N-[(3RS)-四氢-2-氧代呋喃-3-基]乙酰-2',6'-二甲基苯胺(clozylacon)、嘧菌环胺、嘧菌胺、嘧霉胺、二噻农、金色制霉素、杀稻瘟菌素-S、联苯、地茂散、氯硝铵、六氯苯、五氯硝基苯、四氧硝基苯(TCNB)、甲基立枯磷、苯菌酮、2,6-二氯-N-(4-三氟甲基苄基)-苯甲酰胺、氟吡菌胺(flupicolide)、硫氰苯甲酰胺、磺菌胺、苯菌灵、多菌灵、多菌灵盐酸盐、氯酚唑、麦穗宁、噻苯咪唑、甲基硫菌灵、苯噻菌胺、灭痕唑(chlobenthiazone)、噻菌灵、阿拉酸式苯、百杀辛(bethoxazin)、吡奥酚酮(IKF-309)、阿拉酸式苯-S-甲基、吡菌苯威(KIF-7767)、丁胺、3-碘-2-丙炔基正丁基氨基甲酸酯(IPBC)、碘克威(iodocarb)(异丙烷基丁基氨基甲酸酯)、异丙烷基丁基氨基甲酸酯(碘克威)、哌碳唑(picarbutrazox)、聚氨基甲酸酯、霜霉威、托普威、3-(二氟甲基)-N-(7-氟-1,1,3,3-四甲基-茚满-4-基)-1-甲基-吡唑-4-甲酰胺、双氯氰菌胺、N-[(5-氯-2-异丙基-苯基)甲基]-N-环丙基-3-(二氟甲基)-5-氟-1-甲基-吡唑-4-甲酰胺、N-环丙基-3-(二氟甲基)-5-氟-N-[(2-异丙基苯基)甲基]-1-甲基-吡唑-4-甲酰胺、环丙酰菌胺、百菌清、氟吗啉、喹啉铜、霜脲氰、氰烯菌酯、氰霜唑、氟替尼(flutianil)、噻菌腈、乙菌利、异菌脲、腐霉利、农利灵、磺酸丁嘧啶、邻敌螨消、消戊酯、消螨通、阿乐丹、消螨多、二苯胺、氯瘟膦、2,6-二甲基-[1,4]二噻英并[2,3-c:5,6-c']二吡咯-1,3,5,7(2H,6H)-四酮、氧化福美双、代森硫、福美铁、代森锰锌、代森锰、威百亩(metam)、代森联(metiram或polyram)、代森联-锌、代森钠、甲基代森锌、福美双、威百亩(vapam或metam sodium)、代森锌、福美锌、二甲基二硫醚、稻瘟灵、噻唑菌胺、乙膦酸(fosetyl)、乙膦酸铝(phosetyl-Al或fosetyl-al)、溴甲烷、碘甲烷、异硫氰酸甲酯、环菌胺、甲呋酰胺、有效霉素、链霉素、(2RS)-2-溴-2-(溴甲基)戊二腈(溴菌腈)、多果定、十二烷基胍醋酸盐、双胍盐、双胍辛胺、双胍辛胺三乙酸酯、2,4-D、2,4-DB、春日霉素、甲菌定、环酰菌胺、恶霉灵、土菌消、抑霉唑、抑霉唑硫酸盐(imazalil sulphate)、恶咪唑、稻瘟酯、咪鲜胺、氟菌唑、咪唑菌醌、波尔多混合剂、多硫化钙、乙酸铜、碳酸铜、氢氧化铜、环烷酸铜、油酸铜、氯氧化铜、羟基喹啉铜、硅酸铜、硫酸铜、脂肪酸铜、氧化亚铜、硫、甲萘威、苯酞(fthalide或phthalide)、啶菌噁唑(dingjunezuo,菌思奇(Jun Si Qi))、氟噻唑吡乙酮(oxathiapiprolin)、唑呋草、双炔酰菌胺、KSF-1002、苯杂吗(benzamorf)、烯酰吗啉、丁苯吗啉、十三吗啉、十二环吗啉、乙霉威、三苯基乙酸锡、三苯基氢氧化锡、萎锈灵、氧化萎锈灵、敌菌酮、噁唑菌酮、间-苯基苯酚、对-苯基苯酚、三溴苯酚(TBP)、2-[2-[(7,8-二氟-2-甲基-3-喹啉基)氧基]-6-氟-苯基]丙烷-2-醇、2-[2-氟-6-[(8-氟-2-甲基-3-喹啉基)氧基]苯基]丙烷-2-醇、环氟菌胺、呋酰胺、恶霜灵、氟酰胺、灭锈胺、异丙噻菌胺(isofetamid)、拌种咯、咯菌腈、戊菌隆、克瘟散、异稻瘟净、定菌磷、磷酸、叶枯酞、敌菌丹、克菌丹、灭菌磷、嗪氨灵、苯锈啶、粉病灵、蛇床子素、1-甲基环丙烯、4-CPA、矮壮素、苯哒嗪酸、2,4-滴丙酸、噻节因、茵多酸、乙烯利、氟节胺、氯吡脲、赤霉酸、赤霉素、恶霉灵、马来酰肼、助壮素、萘乙酰胺、多效唑、调环酸、调环酸钙、噻苯隆、脱叶磷(三硫代磷酸三丁酯)、抗倒酯、烯效唑、α-萘乙酸、多氧菌素D(polyoxrim)、BLAD、壳聚糖、氰菌胺、灭菌丹、3-(二氟甲基)-N-甲氧基-1-甲基-N-[1-甲基-2-(2,4,6-三氯苯基)乙基]吡唑-4-甲酰胺、联苯吡菌胺、氟唑菌酰胺、呋吡菌胺、吡唑萘菌胺、戊苯吡菌胺、吡噻菌胺、氟唑环菌胺、胺苯吡菌酮、哒菌酮、啶斑肟、啶酰菌胺、氟吡菌酰胺、二氟林、氯苯嘧啶醇、5-氟-2-(对-甲苯基甲氧基)嘧啶-4-胺、嘧菌腙、菌核净(dimetachlone或dimethaclone)、咯喹酮、丙氧喹啉、乙氧喹、喹氧灵、4,4,5-三氟-3,3-二甲基-1-(3-喹啉基)异喹啉、4,4-二氟-3,3-二甲基-1-(3-喹啉基)异喹啉、5-氟-3,3,4,4-四甲基-1-(3-喹啉基)异喹啉、9-氟-2,2-二甲基-5-(3-喹啉基)-3H-1,4-苯并氧杂吖庚因、异丁乙氧喹啉、恶喹酸(oxolinic acid)、灭螨猛(chinomethionate或oxythioquinox、quinoxymethionate)、螺环菌胺、(E)-N-甲基-2-[2-(2,5-二甲基苯氧基甲基)苯基]-2-甲氧基-亚氨基乙酰胺、(曼斯通吡(mandestrobin))、嘧菌酯、丁香菌酯、醚菌胺、烯肟菌酯(enestroburin或enoxastrobin)、烯肟菌胺(fenamistrobin)、氟菌螨酯、氟嘧菌酯、醚菌酯、曼斯通吡、苯氧菌胺(metaminostrobin)、苯氧菌胺、肟醚菌胺、啶氧菌酯、唑菌胺酯、唑胺菌酯、唑菌酯、氯啶菌酯、肟菌酯、吲唑磺菌胺、抑菌灵、对甲抑菌灵、丁-3-炔基N-[6-[[(Z)-[(1-甲基四唑-5-基)-苯基-亚甲基]氨基]氧基甲基]-2-吡啶基]氨基甲酸酯、棉隆、异噻菌胺、噻酰菌胺、噻呋酰胺、苯噻硫氰(TCMTB)、硫硅菌胺、苯酰菌胺、防霉灵、三环唑、(.+-.)-顺式-1-(4-氯苯基)-2-(1H-1,2,4-三唑-1-基)-环庚醇(环菌唑(huanjunzuo))、1-(5-溴-2-吡啶基)-2-(2,4-二氟苯基)-1,1-二氟-3-(1,2,4-三唑-1-基)丙烷-2-醇、2-(1-叔丁基)-1-(2-氯苯基)-3-(1,2,4-三唑-1-基)-丙烷-2-醇(TCDP)、阿扎康唑、联苯三唑醇(bitertanol或biloxazol)、糠菌唑、氯咪巴唑、环丙唑醇、苯醚甲环唑、地美康唑、烯唑醇、烯唑醇-M、氟环唑、乙环唑、腈苯唑、氟喹唑、氟硅唑、粉唑醇、己唑醇、亚胺唑、种菌唑、叶菌唑、腈菌唑、戊菌唑、丙环唑、丙硫菌唑、硅氟唑、戊唑醇、四氟醚唑、三唑酮、三唑醇、咪唑嗪、灭菌唑、氯氟醚菌唑、2-[[(1R,5S)-5-[(4-氟苯基)甲基]-1-羟基-2,2-二甲基-环戊基]甲基]-4H-1,2,4-三唑-3-硫酮、2-[[3-(2-氯苯基)-2-(2,4-二氟苯基)环氧乙烷-2-基]甲基]-4H-1,2,4-三唑-3-硫酮、唑嘧菌胺(依米杜姆(imidium))、异丙菌胺、霜霉灭、2-苄基-4-氯酚(苄氯酚)、烯丙醇、唑啶草酮、苯扎氯铵、氯化苦、甲酚、哒拉斯德(daracide)、二氯芬(dichlorophen或dichlorophene)、燕麦枯、双硫氧吡啶、N-(2-对氯苯甲酰基乙基)-六氯化铅丹、NNF-0721、辛噻酮、环氧嘧磺隆、丙烷脒以及丙酸。
杀昆虫剂如阿巴美丁、高灭磷、啶虫脒、磺胺螨酯(S-1955)、阿维菌素、印楝素、甲基谷硫磷、二苯基菊酯、二苯基肼酯、噻嗪酮、克百威、巴丹、氯虫苯甲酰胺(DPX-E2Y45)、溴虫腈、氟啶脲、毒死蜱、甲基毒死蜱、环虫酰肼、噻虫胺、丁氟螨酯、氟氯氰菊酯、β-氟氯氰菊酯、三氟氯氰菊酯、λ-三氯氟氰菊酯、氯氰菊酯、灭蝇胺、溴氰菊酯、丁醚脲、二嗪农、狄氏剂、除虫脲、四氟甲醚菊酯、乐果、呋虫胺、苯虫醚、依马克丁、硫丹、氰戊菊酯、乙虫腈、苯硫威、苯氧威、甲氰菊酯、氰戊菊酯、氟虫腈、氟啶虫酰胺、氟虫双酰胺、氟氰戊菊酯、氟胺氰菊酯、嘧虫胺(UR-50701)、氟虫脲、地虫硫磷、氯虫酰肼、氟铃脲、氟蚁腙、吡虫啉、茚虫威、异柳磷、虱螨脲、马拉硫磷、氰氟虫腙、四聚乙醛、甲胺磷、杀扑磷、灭多虫、烯虫酯、甲氧氯、甲氧苄氟菊酯、久效磷、甲氧虫酰肼、烯啶虫胺、硝乙脲噻唑、双苯氟脲、多氟脲(XDE-007)、杀线威、对硫磷、对硫磷-甲基、苄氯菊酯、甲拌磷、伏杀磷、亚胺硫磷、大灭虫、抗蚜威、丙溴磷、丙氟菊酯、吡蚜酮、吡嗪氟虫腈、除虫菊酯、啶虫丙醚、新喹唑啉、皮瑞普(pyriprole)、蚊蝇醚、鱼藤酮、莱诺啶、乙基多杀菌素、多杀菌素、螺螨酯、螺甲螨酯(BSN 2060)、螺虫乙酯、硫丙磷、虫酰肼、伏虫隆、七氟菊酯、特丁硫磷、杀虫威、噻虫啉、噻虫嗪、硫双威、杀虫双、四溴菊酯、唑蚜威、敌百虫和杀虫隆;
杀细菌剂如链霉素;
杀螨剂如双甲脒、灭螨猛、克氯苯、腈吡螨酯、三环锡、三氯杀螨醇、除螨灵、乙螨唑、喹螨醚、苯丁锡、甲氰菊酯、霸螨灵、噻螨酮、克螨特、哒螨灵和吡螨胺;以及
生物剂如苏云金杆菌、苏云金杆菌δ内毒素、杆状病毒和昆虫病原细菌、病毒以及真菌。
“参考”混合组合物的其他实例如下(其中术语“TX”代表选自如在以上表X中定义的化合物编号X.001、X.002、X.003、X.004、X.005、X.006、X.007、X.008、X.009、X.010、X.011、X.012、X.013、X.014、X.015、X.016、X.017、X.018、X.019和X.020、或其(S)-对映异构体或(R)-对映异构体中的一种的化合物):
佐剂,该佐剂选自由以下组成的物质组:石油(别名)(628)+TX,
杀螨剂,该杀螨剂选自由以下组成的物质组:1,1-双(4-氯苯基)-2-乙氧基乙醇(IUPAC名称)(910)+TX、2,4-二氯苯基苯磺酸(IUPAC/化学文摘名)(1059)+TX、2-氟-N-甲基-N-1-萘乙酰胺(IUPAC名称)(1295)+TX、4-氯苯基苯基砜(IUPAC名称)(981)+TX、阿巴美丁(1)+TX、灭螨醌(3)+TX、乙酰虫腈[CCN]+TX、杀螨菊酯(9)+TX、涕灭威(16)+TX、涕灭砜威(863)+TX、顺势氯氰菊酯(202)+TX、赛果(870)+TX、磺胺螨酯[CCN]+TX、果螨磷(872)+TX、胺吸磷(875)+TX、胺吸磷杀虫环(875)+TX、双甲脒(24)+TX、杀螨特(881)+TX、三氧化二砷(882)+TX、AVI382(化合物代码)+TX、AZ60541(化合物代码)+TX、乙基谷硫磷(44)+TX、甲基谷硫磷(45)+TX、偶氮苯(IUPAC名称)(888)+TX、三唑锡(46)+TX、偶氮磷(889)+TX、苯菌灵(62)+TX、苯磷[CCN]+TX、苯螨特(71)+TX、苯甲酸苄酯(IUPAC名称)[CCN]+TX、联苯肼酯(74)+TX、联苯菊酯(76)+TX、乐杀螨(907)+TX、溴灭菊酯+TX、溴烯杀(918)+TX、溴硫磷(920)+TX、溴硫磷-乙基(921)+TX、溴螨酯(94)+TX、噻嗪酮(99)+TX、丁酮威(103)+TX、丁酮砜威(104)+TX、丁基哒螨酮+TX、多硫化钙(IUPAC名称)(111)+TX、毒杀芬(941)+TX、氯灭杀威(943)+TX、甲萘威(115)+TX、克百威(118)+TX、三硫磷(947)+TX、CGA 50’439(研究代码)(125)+TX、灭螨威(126)+TX、氯杀螨(959)+TX、杀虫脒(964)+TX、杀虫脒盐酸盐(964)+TX、溴虫腈(130)+TX、杀螨醇(968)+TX、杀螨酯(970)+TX、敌螨丹(971)+TX、毒虫畏(131)+TX、乙酯杀螨醇(975)+TX、灭杀威(977)+TX、氯灭草恒(978)+TX、丙酯杀螨醇(983)+TX、毒死蜱(145)+TX、甲基毒死蜱(146)+TX、虫螨磷(994)+TX、瓜菊酯I(696)+TX,瓜菊酯II(696)+TX、瓜叶菊素(696)+TX、四螨嗪(158)+TX、氯氰碘柳胺(别名)[CCN]+TX、蝇毒磷(174)+TX、巴豆酰甲苯胺(别名)[CCN]+TX、巴毒磷(1010)+TX、硫杂灵(1013)+TX、果虫磷(1020)+TX、cyf lumetofen(CAS登记号:400882-07-7)+TX、氯氟氰菊酯(196)+TX、三环锡(199)+TX、氯氰菊酯(201)+TX、DCPM(1032)+TX、DDT(219)+TX、田乐磷(1037)+TX、田乐磷-0(1037)+TX、田乐磷-S(1037)+TX,内吸磷(1038)+TX、甲基内吸磷(224)+TX、内吸磷-0(1038)+TX、甲基内吸磷-0(224)+TX.内吸磷-S(1038)+TX、甲基内吸磷-S(224)+TX、砜吸磷-S(1039)+TX、丁醚脲(226)+TX、氯亚胺硫磷(1042)+TX、二療磷(227)+TX、笨氟磺腰(230)+TX、敌敌畏(236)+TX、dicliphos(别名)+TX、三氯杀螨醇(242)+TX、百治磷(243)+TX、除螨灵(1071)+TX、甲氟磷(1081)+TX、乐果(262)+TX、二甲杀螨霉素(别名)(653)+TX,消螨酚(1089)+TX、消螨酚(dinex-diclexine)(1089)+TX、消螨通(269)+TX、敌螨普(270)+TX、敌螨普-4[CCN]+TX、敌螨普-6[CCN]+TX二硝酯(1090)+TX、硝戊酯(1092)+TX、硝辛酯(1097)+TX、硝丁酯(1098)+TX、敌噁磷(1102)+TX、二笨砜(IUPAC名称)(1103)+TX、双疏醒(别名)[CCN]+TX,乙拌磷(278)+TX、DNOC(282)+TX、苯氧炔螨(1113)+TX、多拉菌素(别名)[CCN]+TX、硫丹(294)+TX、因毒磷(1121)+TX、EPN(297)+TX,依普菌素(别名)[CCN]+TX、乙硫磷(309)+TX,益硫磷(1134)+TX、乙螨唑(320)+TX、乙嘧硫磷(1142)+TX、抗螨唑(1147)+TX、喹螨醚(328)+TX、苯丁锡(330)+TX、苯硫威(337)+TX、甲氰菊酯(342)+TX、吡螨胺(别名)+TX、唑螨酯(345)+TX、芬螨酯(1157)+TX、氟硝二苯胺(1161)+TX、氰戊菊酯(349)+TX、氟虫猜(354)+TX、嘧螨酯(360)+TX、啶蜱脲(1166)+TX、氟螨噻(1167)+TX、氟环脲(366)+TX、氟氰戊菊酯(367)+TX、联氟螨(1169)+TX、氟虫脲(370)+TX、氟氯苯菊酯(372)+TX、氟杀螨(1174)+TX、氟胺氰菊酯(1184)+TX、FMC 1137(研究代码)(1185)+TX、伐虫脒(405)+TX、伐虫眯盐酸盐(405)+TX、安硫磷(1192)+TX、胺甲威(1193)+TX、γ-HCH(430)+TX、果绿啶(1205)+TX、苄螨醚(424)+TX、庚烯醚(432)+TX、十六碳烷基环丙烷羧酸酯(IUPAC/化学文摘名)(1216)+TX、噻螨酮(441)+TX、碘甲烷(IUPAC名称)(542)+TX、水胺硫磷(isocarbophos)(别名)(473)+TX、异丙基O-(甲氧基氨基硫代磷酰基)水杨酸酯(IUPAC名称)(473)+TX、伊维菌素(别名)[CCN]+TX、茉莉菊酯(jasmolin)I(696)+TX、茉莉菊酯II(696)+TX、碘硫磷(jodfenphos)(1248)+TX、林丹(430)+TX、虱螨脲(490)+TX、马拉硫磷(492)+TX、苄丙二腈(malonoben)(1254)+TX、灭蚜磷(mecarbam)(502)+TX、地胺磷(mephosfolan)(1261)+TX、甲硫芬(别名)[CCN]+TX、虫螨畏(methacrifos)(1266)+TX、甲胺磷(527)+TX、杀扑磷(529)+TX、灭虫威(530)+TX、灭多虫(531)+TX、溴甲烷(537)+TX、速灭威(metolcarb)(550)+TX、速灭磷(556)+TX、自克威(mexacarbate)(1290)+TX、米尔螨素(557)+TX、杀螨菌素肟(milbemycin oxime)(别名)[CCN]+TX、丙胺氟磷(mipafox)(1293)+TX、久效磷(561)+TX、茂硫磷(morphothion)(1300)+TX、莫昔克丁(别名)[CCN]+TX、二溴磷(naled)(567)+TX、NC-184(化合物代码)+TX、NC-512(化合物代码)+TX、氟蚊灵(nifluridide)(1309)+TX、尼柯霉素(别名)[CCN]+TX、戊氰威(nitrilacarb)(1313)+TX、戊氰威1:1氯化锌络合物(1313)+TX、NNI-0101(化合物代码)+TX、NNI-0250(化合物代码)+TX、氧乐果(594)+TX、杀线威(602)+TX,亚异砜磷(1324)+TX、砜拌磷(1325)+TX、pp'-DDT(219)+TX、对硫磷(615)+TX、氯菊酯(626)+TX、石油(别名)(628)+TX、芬硫磷(1330)+TX、稻丰散(631)+TX、甲拌磷(636)+TX、伏杀硫磷(637)+TX、硫环磷(1338)+TX、亚胺硫磷(638)+TX、磷胺(639)+TX、辛硫磷(642)+TX,甲基嘧啶磷(652)+TX、氯化松节油(传统名称)(1347)+TX、杀螨霉素(别名)(653)+TX、灭螨醇(1350)+TX、丙溴磷(662)+TX、蜱虱威(1354)+TX、炔螨特(671)+TX、胺丙畏(673)+TX、残杀威(678)+TX、乙噻唑磷(1360)+TX、发硫磷(1362)+TX、除虫菊酯I(696)+TX、除虫菊酯II(696)+TX、除虫菊素(696)+TX、哒螨灵(699)+TX、哒嗪硫磷(701)+TX、嘧螨醚(706)+TX、嘧啶磷(1370)+TX、喹硫磷(711)+TX、喹涕福(1381)+TX、R-1492(研究代码)(1382)+TX,RA-17(研究代码)(1383)+TX、鱼藤酮(722)+TX、八甲磷(1389)+TX、硫线磷(别名)+TX、塞拉菌素(别名)[CCN]+TX、SI-0009(化合物代码)+TX、苏硫磷(1402)+TX、螺螨酯(738)+TX、螺甲螨酯(739)+TX、SSI-121(研究代码)(1404)+TX、舒非仑(别名)[CCN]+TX、氟虫胺(750)+TX、治螟磷(753)+TX、硫黄(754)+TX、SZI-121(研究代码)(757)+TX、T-氟胺氰菊酯(398)+TX、吡螨胺(763)+TX、TEPP(1417)+TX、叔丁威(别名)+TX、杀虫畏(777)+TX、三氯杀螨砜(786)+TX、杀螨霉素(别名)(653)+TX、杀螨硫醚(1425)+TX、thiafenox(别名)+TX、抗虫威(1431)+TX、久效威(800)+TX、甲基乙拌磷(801)+TX、克杀螨(1436)+TX、苏力菌素(别名)[CCN]+TX,威菌磷(1441)+TX、笨噻螨(1443)+TX、三唑磷(820)+TX、triazuron(别名)+TX、敌百虫(824)+TX、氯笨乙丙磷(1455)+TX、一甲杀螨霉素(别名)(653)+TX、蚜灭磷(847)+TX、氟吡唑虫[CCN]和YI-5302(化合物代码)+TX,
杀藻剂,该杀藻剂选自由以下组成的物质组:百杀辛(bethoxazin)[CCN]+TX、二辛酸铜(IUPAC名称)(170)+TX、硫酸铜(172)+TX、洒布净(cybutryne)[CCN]+TX、二氯萘醌(1052)+TX、双氯芬(232)+TX、茵多酸(295)+TX、三苯锡(347)+TX、氢氧化钙[CCN]+TX、代森钠(566)+TX、灭藻醌(714)+TX、克藻胺(1379)+TX、西玛津(simazine)(730)+TX、三苯基乙酸锡(IUPAC名称)(347)以及三苯基氢氧化锡(IUPAC名称)(347)+TX,
驱蠕虫剂,该驱蠕虫剂选自由以下组成的物质组:阿巴美丁(1)+TX、克芦磷酯(1011)+TX、多拉克汀(别名)[CCN]+TX、依马克丁(291)+TX、依马克丁苯甲酸酯(291)+TX、依立诺克丁(别名)[CCN]+TX、伊维菌素(别名)[CCN]+TX、米尔倍霉素(别名)[CCN]+TX、莫昔克丁(别名)[CCN]+TX、哌嗪[CCN]+TX、塞拉菌素(selamectin)(别名)[CCN]+TX、多杀菌素(737)和硫菌灵(thiophanate)(1435)+TX,
杀鸟剂,该杀鸟剂选自由以下组成的物质组:氯醛糖(127)+TX、异狄氏剂(1122)+TX、倍硫磷(346)+TX、吡啶-4-胺(IUPAC名称)(23)和士的宁(745)+TX,
杀细菌剂,该杀细菌剂选自由以下组成的物质组:1-羟基-1H-吡啶-2-硫酮(IUPAC名称)(1222)+TX、4-(喹喔啉-2-基氨基)苯磺酰胺(IUPAC名称)(748)+TX、8-羟基喹啉硫酸盐(446)+TX、溴硝醇(97)+TX、二辛酸铜(IUPAC名称)(170)+TX、氢氧化铜(IUPAC名称)(169)+TX、甲酚[CCN]+TX、双氯酚(232)+TX、双吡硫翁(1105)+TX、多地辛(1112)+TX、敌磺钠(fenaminosulf)(1144)+TX、甲醛(404)+TX、汞加芬(别名)[CCN]+TX、春雷霉素(483)+TX、春雷霉素盐酸盐水合物(483)+TX、二(二甲基二硫代氨基甲酸盐)镍(IUPAC名称)(1308)+TX、三氯甲基吡啶(nitrapyrin)(580)+TX、辛噻酮(辛噻酮)(590)+TX、奥索利酸(606)+TX、土霉素(611)+TX、羟基喹啉硫酸钾(446)+TX、噻菌灵(658)+TX、链霉素(744)+TX、链霉素倍半硫酸盐(744)+TX、叶枯酞(766)+TX、和硫柳汞(别名)[CCN]+TX,
生物试剂,该生物试剂选自由以下组成的物质组:棉褐带卷蛾颗粒体病毒(Adoxophyes orana GV)(别名)(12)+TX、放射形土壤杆菌(别名)(13)+TX、捕食螨(别名)(19)+TX、芹菜夜蛾核多角体病毒(Anagrapha falcifera NPV)(别名)(28)+TX、Anagrusatomus(别名)(29)+TX、蚜虫寄生蜂(别名)(33)+TX、棉蚜寄生蜂(别名)(34)+TX、食蚜瘿蚊(别名)(35)+TX、苜蓿银纹夜蛾核多角体病毒(Autographa californica NPV)(别名)(38)+TX、坚强芽孢杆菌(别名)(48)+TX、球形芽孢杆菌(学名)(49)+TX、苏云金杆菌(Bacillussphaericus Neide)(学名)(51)+TX、苏云金杆菌鲇泽亚种(Bacillus thuringiensissubsp.aizawai)(学名)(51)+TX、苏云金杆菌以色列亚种(Bacillus thuringiensissubsp.israelensis)(学名)(51)+TX、苏云金杆菌日本亚种(Bacillus thuringiensissubsp.japonensis)(学名)(51)+TX、苏云金杆菌k.(Bacillus thuringiensissubsp.Kurstaki)(学名)(51)+TX、苏云金杆菌t.(Bacillus thuringiensissubsp.tenebrionis)(学名)(51)+TX、球孢白僵菌(别名)(53)+TX、布氏白僵菌(别名)(54)+TX、草蜻蛉(别名)(151)+TX、孟氏隐唇瓢虫(别名)(178)+TX、苹果蠹蛾颗粒体病毒(Cydiapomonella GV)(别名)(191)+TX、西伯利亚离颚茧蜂(别名)(212)+TX、豌豆潜叶蝇姬小蜂(别名)(254)+TX、丽蚜小蜂(学名)(293)+TX、桨角蚜小蜂(别名)(300)+TX、玉米穗夜蛾核多角体病毒(Helicoverpa zea NPV)(别名)(431)+TX、嗜菌异小杆线虫和H.megidis(别名)(433)+TX、会聚长足瓢虫(Hippodamia convergens)(别名)(442)+TX、橘粉介壳虫寄生蜂(Leptomastix dactylopii)(别名)(488)+TX、盲蝽(Macrolophus caliginosus)(别名)(491)+TX、甘蓝夜蛾核多角体病毒(Mamestra brassicae NPV)(别名)(494)+TX、Metaphycus helvolus(别名)(522)+TX、黄绿绿僵菌(Metarhizium anisopliaevar.acridum)(学名)(523)+TX、金龟子绿僵菌小孢变种(Metarhizium anisopliaevar.anisopliae)(学名)(523)+TX、松黄叶蜂(Neodiprion sertifer)核多角体病毒和红头松树叶蜂(N.Lecontei)核多角体病毒(别名)(575)+TX、小花蝽(别名)(596)+TX、玫烟色拟青霉(别名)(613)+TX、智利捕植螨(别名)(644)+TX、甜菜夜蛾(Spodoptera exiguamulticapsid)多核衣壳核多角体病毒(学名)(741)+TX、毛蚊线虫(别名)(742)+TX、小卷蛾斯氏线虫(别名)(742)+TX、夜蛾斯氏线虫(Steinernema feltiae)(别名)(742)+TX、格氏斯氏线虫(Steinernema glaseri)(别名)(742)+TX、蚱蜢斯氏线虫(Steinernema riobrave)(别名)(742)+TX、里氏斯氏线虫(Steinernema riobravis)(别名)(742)+TX、蝼蛄斯氏线虫(Steinernema scapterisci)(别名)(742)+TX、斯氏线虫属某些种(Steinernema spp.)(别名)(742)+TX、赤眼蜂属(别名)(826)+TX、西方盲走螨(别名)(844)和蜡蚧轮枝菌(别名)(848)+TX,
土壤消毒剂,该土壤消毒剂选自由以下组成的物质组:碘甲烷(IUPAC名称)(542)和甲基溴(537)+TX,
化学不育剂,该化学不育剂选自由以下组成的物质组:唑磷嗪(apholate)[CCN]+TX、双(氮丙啶)甲氨基膦硫化物(bisazir)(别名)[CCN]+TX、白消安(别名)[CCN]+TX、除虫脲(250)+TX、迪麦替夫(dimatif)(别名)[CCN]+TX、六甲蜜胺(hemel)[CCN]+TX、六甲磷(hempa)[CCN]+TX、甲基涕巴(metepa)[CCN]+TX、甲硫涕巴(methiotepa)[CCN]+TX、不育特(methyl apholate)[CCN]+TX、不孕啶(morzid)[CCN]+TX、氟幼脲(penfluron)(别名)[CCN]+TX、涕巴(tepa)[CCN]+TX、硫代六甲磷(thiohempa)(别名)[CCN]+TX、硫涕巴(别名)[CCN]+TX、曲他胺(别名)[CCN]和尿烷亚胺(别名)[CCN]+TX,
昆虫信息素,该昆虫信息素选自由以下组成的物质组:(E)-癸-5-烯-1-基乙酸酯与(E)-癸-5-烯-1-醇(IUPAC名称)(222)+TX、(E)-十三碳-4-烯-1-基乙酸酯(IUPAC名称)(829)+TX、(E)-6-甲基庚-2-烯-4-醇(IUPAC名称)(541)+TX、(E,Z)-十四碳-4,10-二烯-1-基乙酸酯(IUPAC名称)(779)+TX、(Z)-十二碳-7-烯-1-基乙酸酯(IUPAC名称)(285)+TX、(Z)-十六碳-11-烯醛(IUPAC名称)(436)+TX、(Z)-十六碳-11-烯-1-基乙酸酯(IUPAC名称)(437)+TX、(Z)-十六碳-13-烯-11-炔-1-基乙酸酯(IUPAC名称)(438)+TX、(Z)-二十-13-烯-10-酮(IUPAC名称)(448)+TX、(Z)-十四碳-7-烯-1-醛(IUPAC名称)(782)+TX、(Z)-十四碳-9-烯-1-醇(IUPAC名称)(783)+TX、(Z)-十四碳-9-烯-1-基乙酸酯(IUPAC名称)(784)+TX、(7E,9Z)-十二碳-7,9-二烯-1-基乙酸酯(IUPAC名称)(283)+TX、(9Z,11E)-十四碳-9,11-二烯-1-基乙酸酯(IUPAC名称)(780)+TX、(9Z,12E)-十四碳-9,12-二烯-1-基乙酸酯(IUPAC名称)(781)+TX、14-甲基十八-1-烯(IUPAC名称)(545)+TX、4-甲基壬醛-5-醇与4-甲基壬醛-5-酮(IUPAC名称)(544)+TX、α-多纹素(multistriatin)(别名)[CCN]+TX、西部松小蠹集合信息素(brevicomin)(别名)[CCN]+TX、十二碳二烯醇(codlelure)(别名)[CCN]+TX、十二碳二烯醇(codlemone)(别名)(167)+TX、诱蝇酮(cuelure)(别名)(179)+TX、环氧十九烷(disparlure)(277)+TX、十二碳-8-烯-1基乙酸酯(IUPAC名称)(286)+TX、十二碳-9-烯-1-基乙酸酯(IUPAC名称)(287)+TX、十二碳-8+TX、10-二烯-1-基乙酸酯(IUPAC名称)(284)+TX、多米尼加(dominicalure)(别名)[CCN]+TX、4-甲基辛酸乙酯(IUPAC名称)(317)+TX、丁香酚(别名)[CCN]+TX、南部松小蠹集合信息素(frontalin)(别名)[CCN]+TX、诱虫十六酯(gossyplure)(别名)(420)+TX、诱杀烯混剂(grandlure)(421)+TX、诱杀烯混剂I(别名)(421)+TX、诱杀烯混剂II(别名)(421)+TX、诱杀烯混剂III(别名)(421)+TX、诱杀烯混剂IV(别名)(421)+TX、醋酸十六烯酯(hexalure)[CCN]+TX、齿小蠹二烯醇(ipsdienol)(别名)[CCN]+TX、小蠢烯醇(ipsenol)(别名)[CCN]+TX、金龟子性诱剂(japonilure)(别名)(481)+TX、里尼汀(lineatin)(别名)[CCN]+TX、利特乐(litlure)(别名)[CCN]+TX、粉纹夜蛾性诱剂(looplure)(别名)[CCN]+TX、诱杀酯(medlure)[CCN]+TX、蒙托么克酸(megatomoicacid)(别名)[CCN]+TX、诱虫醚(methyl eugenol)(别名)(540)+TX、诱虫烯(muscalure)(563)+TX、十八-2,13-二烯-1-基乙酸酯(IUPAC名称)(588)+TX、十八-3,13-二烯-1-基乙酸酯(IUPAC名称)(589)+TX、贺康彼(orfralure)(别名)[CCN]+TX、oryctalure(别名)(317)+TX、非乐康(ostramone)(别名)[CCN]+TX、诱虫环(siglure)[CCN]+TX、索地丁(sordidin)(别名)(736)+TX、食菌甲诱醇(sulcatol)(别名)[CCN]+TX、十四-11-烯-1-基乙酸酯(IUPAC名称)(785)+TX、特诱酮(839)+TX、特诱酮A(别名)(839)+TX、特诱酮B1(别名)(839)+TX、特诱酮B2(别名)(839)+TX、特诱酮C(别名)(839)和创科尔(trunc-call)(别名)[CCN]+TX,
昆虫驱避剂,该昆虫驱避剂选自由以下组成的物质组:2-(辛基硫代)-乙醇(IUPAC名)(591)+TX、避蚊酮(933)+TX、丁氧基(聚丙二醇)(936)+TX、己二酸二丁酯(IUPAC名)(1046)+TX、邻苯二甲酸二丁酯(1047)+TX、丁二酸二丁酯(IUPAC名)(1048)+TX、二乙甲苯酰胺[CCN]+TX、避蚊胺[CCN]+TX、邻苯二甲酸二甲酯[CCN]+TX、乙基己二醇(1137)+TX、己酰胺(hexamide)[CCN]+TX、3-甲基喹啉-4-羧酸丁基酯(methoquin-butyl)(1276)+TX、甲基新癸酰胺[CCN]+TX、草氨酸盐[CCN]以及埃卡瑞丁[CCN]+TX,
杀昆虫剂,该杀昆虫剂选自由以下组成的物质组:1-二氯-1-硝基乙烷(IUPAC/化学文摘名)(1058)+TX、1,1-二氯-2,2-二(4-乙基苯基)乙烷(IUPAC名称)(1056)+TX、1,2-二氯丙烷(IUPAC/化学文摘名)(1062)+TX、1,2-二氯丙烷与1,3-二氯丙烯(IUPAC名称)(1063)+TX、1-溴-2-氯乙烷(IUPAC/化学文摘名)(916)+TX、2,2,2-三氯-1-(3,4-二氯苯基)乙酸乙酯(IUPAC名称)(1451)+TX、2,2-二氯乙烯基2-乙基亚磺酰基乙基甲基磷酸酯(IUPAC名称)(1066)+TX、2-(1,3-二硫戊环-2-基)苯基二甲基氨基甲酸酯(IUPAC/化学文摘名)(1109)+TX、2-(2-丁氧基乙氧基)硫氰酸乙酯(IUPAC/化学文摘名)(935)+TX、2-(4,5-二甲基-1,3-二硫戊环-2-基)苯基氨基甲酸甲酯(IUPAC/化学文摘名)(1084)+TX、2-(4-氯-3,5-二甲苯氧基)乙醇(IUPAC名称)(986)+TX、2-氯乙烯基磷酸二乙酯(IUPAC名称)(984)+TX、2-咪唑啉酮(IUPAC名称)(1225)+TX、2-异戊酰茚满-1,3-二酮(IUPAC名称)(1246)+TX、2-甲基(丙-2-炔基)氨基苯基氨基甲酸甲酯(IUPAC名称)(1284)+TX、2-氰硫基月桂酸乙酯(IUPAC名称)(1433)+TX、3-溴-1-氯丙-1-烯(IUPAC名称)(917)+TX、3-甲基-1-苯基吡唑-5-基二甲基氨基甲酸酯(IUPAC名称)(1283)+TX、4-甲基(丙-2-炔基)氨基-3,5-炔基氨基甲酸甲酯(IUPAC名称)(1285)+TX、5,5-二甲基-3-氧代环己-1-烯基二甲基氨基甲酸酯(IUPAC名称)(1085)+TX、阿巴美丁(1)+TX、高灭磷(2)+TX、啶虫脒(4)+TX、家蝇磷(acethion)(别名)[CCN]+TX、乙酰虫腈[CCN]+TX、acrinathrin(9)+TX、丙烯腈(IUPAC名称)(861)+TX、棉铃威(15)+TX、涕灭威(aldicarb)(16)+TX、涕灭砜威(aldoxycarb)(863)+TX、艾氏剂(864)+TX、烯丙菊酯(17)+TX、阿洛氨菌素(allosamidin)(别名)[CCN]+TX、除害威(allyxycarb)(866)+TX、α-氯氰菊酯(202)+TX、α-蜕皮激素(别名)[CCN]+TX、磷化铝(640)+TX、赛果(870)+TX、果螨磷(872)+TX、灭害威(873)+TX、胺吸磷(875)+TX、胺吸磷杀虫环(875)+TX、双甲脒(24)+TX、毒藜碱(anabasine)(877)+TX、乙基杀扑磷(883)+TX、AVI382(化合物代码)+TX、AZ60541(化合物代码)+TX、印楝素(别名)(41)+TX、甲基吡啶磷(42)+TX、乙基谷硫磷(44)+TX、甲基谷硫磷(45)+TX、偶氮磷(889)+TX、苏云金芽孢杆菌δ内毒素类(别名)(52)+TX、六氟硅酸钡(别名)[CCN]+TX、多硫化钡(IUPAC/化学文摘名)(892)+TX、熏菊酯[CCN]+TX、Bayer 22/190(研究代码)(893)+TX、Bayer 22408(研究代码)(894)+TX、噁虫威(58)+TX、丙硫克百威(60)+TX、杀虫磺(66)+TX、β-氟氯氰菊酯(194)+TX、β-氯氰菊酯(203)+TX、联苯菊酯(76)+TX、生物烯丙菊酯(78)+TX、生物烯丙菊酯S-环戊烯基异构体(别名)(79)+TX、戊环苄呋菊酯(bioethanomethrin)[CCN]+TX、生物氯菊酯(908)+TX、除虫菊酯(80)+TX、二(2-氯乙基)醚(IUPAC名称)(909)+TX、双三氟虫脲(83)+TX、硼砂(86)+TX、溴灭菊酯(别名)+TX、溴苯烯磷(914)+TX、溴杀烯(918)+TX、溴-DDT(别名)[CCN]+TX、溴硫磷(920)+TX、溴硫磷-乙基(921)+TX、合杀威(924)+TX、噻嗪酮(99)+TX、畜虫威(926)+TX、脱甲基丁嘧啶磷(butathiofos)(927)+TX、丁酮威(103)+TX、丁酯膦(932)+TX、丁酮砜威(104)+TX、丁基哒螨酮(别名)+TX、硫线磷(109)+TX、砷酸钙[CCN]+TX、氰化钙(444)+TX、多硫化钙(IUPAC名称)(111)+TX、毒杀芬(941)+TX、氯灭杀威(943)+TX、甲萘威(115)+TX、克百威(118)+TX、二硫化碳(IUPAC/化学文摘名)(945)+TX、四氯化碳(IUPAC名称)(946)+TX、三硫磷(947)+TX、丁硫克百成(119)+TX、巴丹(123)+TX、巴丹盐酸盐(123)+TX、西伐丁(别名)(725)+TX、冰片丹(960)+TX、氯丹(128)+TX、开蓬(963)+TX、杀虫脒(964)+TX、杀虫脒盐酸盐(964)+TX、氯氧磷(129)+TX、溴虫腈(130)+TX、毒虫畏(131)+TX、氟啶脲(132)+TX、氯甲磷(136)+TX、氯仿[CCN]+TX、氯化苦(141)+TX、氯辛硫磷(989)+TX、灭虫吡啶(990)+TX、毒死蜱(145)+TX、毒死蜱-甲基(146)+TX、虫螨磷(994)+TX、环虫酰肼(150)+TX、灰菊素I(696)+TX、灰菊素II(696)+TX、灰菊素类(696)+TX、顺式苄呋菊酯(cis-resmethrin)(别名)+TX、顺式苄呋菊酯(cismethrin)(80)+TX、功夫菊酯(别名)+TX、除线威(999)+TX、氯氰碘柳胺(别名)[CCN]+TX、噻虫胺(165)+TX、乙酰亚砷酸铜[CCN]+TX、砷酸铜[CCN]+TX、油酸铜[CCN]+TX、蝇毒磷(174)+TX、畜虫磷(1006)+TX、克罗米通(别名)[CCN]+TX、巴毒磷(1010)+TX、克芦磷酯(1011)+TX、冰晶石(别名)(177)+TX、CS708(研究代码)(1012)+TX、苯腈膦(1019)+TX、杀螟睛(184)+TX、果虫磷(1020)+TX、环虫菊酯[CCN]+TX、乙氰菊酯(188)+TX、氟氯氰菊酯(193)+TX、三氯氟氰菊酯(196)+TX、氯氰菊酯(201)+TX、苯氰菊酯(206)+TX、环丙马秦(209)+TX、畜蜱磷(别名)[CCN]+TX、d-柠檬烯(别名)[CCN]+TX、d-四甲菊酯(别名)(788)+TX、DAEP(1031)+TX、棉隆(216)+TX、DDT(219)+TX、单甲基克百威(decarbofuran)(1034)+TX、溴氰菊酯(223)+TX、田乐磷(1037)+TX、田乐磷-O(1037)+TX、田乐磷-S(1037)+TX、内吸磷(1038)+TX、内吸磷-甲基(224)+TX、内吸磷-O(1038)+TX、内吸磷-O-甲基(224)+TX、内吸磷-S(1038)+TX、内吸磷-S-甲基(224)+TX、内吸磷-S-甲基砜(1039)+TX、丁醚脲(226)+TX、氯亚胺硫磷(1042)+TX、二胺磷(1044)+TX、二嗪磷(227)+TX、异氯磷(1050)+TX、除线磷(1051)+TX、敌敌畏(236)+TX、迪克力弗斯(dicliphos)(别名)+TX、迪克莱赛尔(dicresyl)(别名)[CCN]+TX、百治磷(243)+TX、地昔尼尔(244)+TX、狄氏剂(1070)+TX、二乙基5-甲基吡唑-3-基磷酸酯(IUPAC名称)(1076)+TX、除虫脲(250)+TX、二羟丙茶碱(dilor)(别名)[CCN]+TX、四氟甲醚菊酯[CCN]+TX、甲氟磷(1081)+TX、地麦威(1085)+TX、乐果(262)+TX、苄菊酯(1083)+TX、甲基毒虫畏(265)+TX、敌蝇威(1086)+TX、消螨酚(1089)+TX、消螨酚(dinex-diclexine)(1089)+TX、丙硝酚(1093)+TX、戊硝酚(1094)+TX、达诺杀(1095)+TX、呋虫胺(271)+TX、苯虫醚(1099)+TX、蔬果磷(1100)+TX、二氧威(1101)+TX、敌恶磷(1102)+TX、乙拌磷(278)+TX、苯噻乙双硫磷(dithicrofos)(1108)+TX、DNOC(282)+TX、多拉克汀(别名)[CCN]+TX、DSP(1115)+TX、蜕皮激素(别名)[CCN]+TX、EI1642(研究代码)(1118)+TX、甲氨基阿维菌素(291)+TX、甲氨基阿维菌素苯甲酸盐(291)+TX、EMPC(1120)+TX、烯炔菊酯(292)+TX、硫丹(294)+TX、因毒磷(1121)+TX、异狄氏剂(1122)+TX、EPBP(1123)+TX、EPN(297)+TX、保幼醚(1124)+TX、依立诺克丁(别名)[CCN]+TX、高氰戊菊酯(302)+TX、牛津郡丙硫磷(etaphos)(别名)[CCN]+TX、乙硫苯威(308)+TX、乙硫磷(309)+TX、乙虫腈(310)+TX、益硫磷-甲基(1134)+TX、灭线磷(312)+TX、甲酸乙酯(IUPAC名称)[CCN]+TX、乙基-DDD(别名)(1056)+TX、二涣乙烷(316)+TX、二氯乙烷(化学名称)(1136)+TX、环氧乙烷[CCN]+T X、醚菊酯(319)+TX、乙嘧硫磷(1142)+TX、EXD(1143)+TX、伐灭磷(323)+TX、苯线磷(326)+TX、抗蜗哇(1147)+TX、皮蝇磷(1148)+TX、乙苯威(1149)+TX、五氟苯菊酯(1150)+TX、杀螟硫磷(335)+TX、仲丁威(336)+TX、fenoxacrim(1153)+TX、苯氧威(340)+TX、吨氯氰菊酯(1155)+TX、甲氰菊酯(342)+TX、吨瞒胺(别名)+TX、丰帝磷(1158)+TX、倍硫磷(346)+TX、倍硫磷[CCN]+TX、氰戊菊酯(349)+TX、氟虫肘(354)+TX、氟丈虫碗胺(358)+TX、氟虫双酰胺(flubendiamide)(CAS登记号:272451-65-7)+TX、氟氯双苯隆(1168)+TX、氟环脲(366)+TX、氟氰戊菊酯(367)+TX、联氟螨(1169)+TX、嘧虫胺[CCN]+TX、氟虫脲(370)+TX、三氟醚(1171)+TX、氟氯苯菊酯(372)+TX、氟胺氰菊酯(1184)+TX、FMC 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60-38(研究代码)(1328)+TX、芬硫磷(1330)+TX、苯醚菊酯(630)+TX、稻丰散(631)+TX、甲拌磷(636)+TX、伏杀硫磷(637)+TX、硫环磷(1338)+TX、亚胺硫磷(638)+TX、对氯硫磷(1339)+TX、磷胺(639)+TX、磷化氢(IUPAC名称)(640)+TX、辛硫磷(642)+TX、甲基辛硫磷(1340)+TX、甲胺喃磷(pirimetaphos)(1344)+TX、抗蚜威(651)+TX、乙基嘧啶磷(1345)+TX、甲基嘧啶磷(652)+TX、聚氯二环戊二烯异构体(IUPAC名称)(1346)+TX、聚氯萜烯(传统名称称)(1347)+TX、砷酸钾[CCN]+TX、硫氰酸钾[CCN]+TX、炔丙菊酯(655)+TX、早熟素I(别名)[CCN]+TX、早熟素II(别名)[CCN]+TX、早熟素III(别名)[CCN]+TX、酰胺嘧啶磷(primidophos)(1349)+TX、丙溴磷(662)+TX、丙氟菊酯[CCN]+TX、蜱虱威(1354)+TX、猛杀威(1355)+TX、丙虫磷(1356)+TX、胺丙畏(673)+TX、残杀威(678)+TX、乙噻唑磷(1360)+TX、丙硫磷(686)+TX、发硫磷(1362)+TX、氟虫清(protrifenbute)[CCN]+TX、吡蚜酮(688)+TX、吡唑硫磷(689)+TX、定菌磷(693)+TX、反灭虫菊(pyresmethrin)(1367)+TX、除虫菊酯I(696)+TX、除虫菊酯II(696)+TX、除虫菊酯类(696)+TX、哒螨灵(699)+TX、啶虫丙醚(700)+TX、哒嗪硫磷(701)+TX、嘧螨醚(706)+TX、嘧硫磷(1370)+TX、蚊蝇醚(708)+TX、苦木(别名)[CCN]+TX、喹硫磷(711)+TX、甲基喹硫磷(1376)+TX、喹塞昂(quinothion)(1380)+TX、喹硫磷(1381)+TX、R-1492(研究代码)(1382)+TX、碘醚柳胺(别名)[CCN]+TX、灭虫菊(719)+TX、鱼藤酮(722)+TX、RU 15525(研究代码)(723)+TX、RU 25475(研究代码)(1386)+TX、鱼尼丁(ryania)(别名)(1387)+TX、利阿诺定(传统名称称)(1387)+TX、藜芦碱(别名)(725)+TX、八甲磷(1389)+TX、克线丹(别名)+TX、塞拉菌素(别名)[CCN]+TX、SI-0009(化合物代码)+TX、SI-0205(化合物代码)+TX、SI-0404(化合物代码)+TX、SI-0405(化合物代码)+TX、氟硅菊酯(728)+TX、SN 72129(研究代码)(1397)+TX、砷酸钠[CCN]+TX、氰化钠(444)+TX、氟化钠(IUPAC/化学文摘名)(1399)+TX、六氟硅酸钠(1400)+TX、五氯酚钠(623)+TX、硒酸钠(IUPAC名称)(1401)+TX、硫氰酸钠[CCN]+TX、苏硫磷(1402)+TX、多杀菌素(737)+TX、螺甲螨酯(739)+TX、螺虫乙酯(spirotetrmat)(CCN)+TX、磺苯醚隆(sulcofuron)(746)+TX、磺苯醚隆钠(746)+TX、氟虫胺(750)+TX、治螟磷(753)+TX、磺酰氟(756)+TX、硫丙磷(1408)+TX、焦油(别名)(758)+TX、氟胺氰菊酯(398)+TX、噻螨威(1412)+TX、TDE(1414)+TX、虫酰肼(762)+TX、吡螨胺(763)+TX、丁嘧硫磷(764)+TX、氟苯脲(768)+TX、七氟菊酯(769)+TX、双硫磷(770)+TX、TEPP(1417)+TX、环戊烯丙菊酯(1418)+TX、叔丁威(terbam)(别名)+TX、特丁硫磷(773)+TX、四氯乙烷[CCN]+TX、杀虫畏(777)+TX、胺菊酯(787)+TX、θ-氯氰菊酯(204)+TX、噻虫啉(791)+TX、thiafenox(别名)+TX、噻虫嗪(792)+TX、噻喃磷(thicrofos)(1428)+TX、抗虫威(1431)+TX、杀虫环(798)+TX、草酸氢杀虫环(798)+TX、硫双威(799)+TX、久效威(800)+TX、甲基乙拌磷(801)+TX、硫磷嗪(1434)+TX、杀虫单(803)+TX、杀虫单-钠(803)+TX、苏云金素(别名)[CCN]+TX、唑虫酰胺(809)+TX、四溴菊酯(812)+TX、四氟苯菊酯(813)+TX、反氯菊酯(transpermethrin)(1440)+TX、威菌磷(1441)+TX、唑蚜威(818)+TX、三唑磷(820)+TX、唑呀威(triazuron)(别名)+TX、敌百虫(824)+TX、异皮绳磷(trichlormetaphos)-3(别名)[CCN]+TX、毒壤膦(1452)+TX、氯苯乙丙磷(trifenofos)(1455)+TX、杀铃脲(835)+TX、混杀威(840)+TX、烯虫硫酯(triprene)(1459)+TX、蚜灭磷(847)+TX、氟吡唑虫(vaniliprole)[CCN]+TX、藜芦定(别名)(725)+TX、藜芦碱(别名)(725)+TX、XMC(853)+TX、灭杀威(854)+TX、YI-5302(化合物代码)+TX、ζ-氯氰菊酯(205)+TX、zetamethrin(别名)+TX、磷化锌(640)+TX、唑虫磷(zolaprofos)(1469)和ZXI8901(研究代码)(858)+TX、溴氰虫酰胺[736994-63-19+TX、氯虫苯甲酰胺[500008-45-7]+TX、腈吡螨酯[560121-52-0]+TX、丁氟螨酯[400882-07-7]+TX、pyrifluquinazon[337458-27-2]+TX、乙基多杀菌素[187166-40-1+187166-15-0]+TX、螺虫乙酯[203313-25-1]+TX、氟啶虫胺腈[946578-00-3]+TX、丁烯氟虫腈[704886-18-0]+TX、氯氟醚菊酯[915288-13-0]+TX、四氟醚菊酯[84937-88-2]+TX、三氟苯嘧啶(在WO 2012/092115中披露)+TX,
杀软体动物剂,该杀软体动物剂选自由以下组成的物质组:二(三丁基锡)氧化物(IUPAC名称)(913)+TX、溴乙酰胺[CCN]+TX、砷酸钙[CCN]+TX、除线威(cloethocarb)(999)+TX、乙酰亚砷酸铜[CCN]+TX、硫酸铜(172)+TX、三苯锡(347)+TX、磷酸铁(IUPAC名称)(352)+TX、四聚乙醛(518)+TX、灭虫威(530)+TX、氯硝柳胺(576)+TX、氯硝柳胺乙醇胺盐(576)+TX、五氯酚(623)+TX、五氯苯氧化钠(623)+TX、噻螨威(tazimcarb)(1412)+TX、硫双威(799)+TX、三丁基氧化锡(913)+TX、杀螺吗啉(trifenmorph)(1454)+TX、混杀威(trimethacarb)(840)+TX、乙酸三苯基锡(IUPAC名称)(347)和三苯基氢氧化锡(IUPAC名称)(347)+TX、皮瑞普[394730-71-3]+TX,
杀线虫剂,该杀线虫剂选自由以下组成的物质组:AKD-3088(化合物代码)+TX、1,2-二溴-3-氯丙烷(IUPAC/化学文摘名)(1045)+TX、1,2-二氯丙烷(IUPAC/化学文摘名)(1062)+TX、1,2-二氯丙烷与1,3-二氯丙烯(IUPAC名称)(1063)+TX、1,3-二氯丙烯(233)+TX、3,4-二氯四氢噻吩1,1-二氧化物(IUPAC/化学文摘名)(1065)+TX、3-(4-氯苯基)-5-甲基绕丹宁(IUPAC名称)(980)+TX、5-甲基-6-硫代-1,3,5-噻二嗪烷-3-基乙酸(IUPAC名称)(1286)+TX、6-异戊烯基氨基嘌呤(别名)(210)+TX、阿巴美丁(1)+TX、乙酰虫腈[CCN]+TX、棉铃威(15)+TX、涕灭威(aldicarb)(16)+TX、涕灭砜威(aldoxycarb)(863)+TX、AZ 60541(化合物代码)+TX、benclothiaz[CCN]+TX、苯菌灵(62)+TX、丁基哒螨酮(butylpyridaben)(别名)+TX、硫线磷(cadusafos)(109)+TX、克百威(carbofuran)(118)+TX、二硫化碳(945)+TX、丁硫克百威(119)+TX、氯化苦(141)+TX、毒死蜱(145)+TX、除线威(cloethocarb)(999)+TX、细胞分裂素(cytokinins)(别名)(210)+TX,棉隆(216)+TX、DBCP(1045)+TX、DCIP(218)+TX、除线特(diamidafos)(1044)+TX、除线磷(dichlofenthion)(1051)+TX、二克磷(dicliphos)(别名)+TX、乐果(262)+TX、多拉克汀(别名)[CCN]+TX、依马克丁(291)+TX、依马克丁苯甲酸酯(291)+TX、依立诺克丁(别名)[CCN]+TX、灭线磷(312)+TX、二溴乙烷(316)+TX、苯线磷(fenamiphos)(326)+TX、吡螨胺(别名)+TX、丰索磷(fenpyrad)(1158)+TX、噻唑磷(fosthiazate)(408)+TX、丁硫环磷(fosthietan)(1196)+TX、糠醛(别名)[CCN]+TX、GY-81(研究代码)(423)+TX、速杀硫磷(heterophos)[CCN]+TX、碘甲烷(IUPAC名称)(542)+TX、isamidofos(1230)+TX、氯唑磷(isazofos)(1231)+TX、伊维菌素(别名)[CCN]+TX、激动素(别名)(210)+TX、甲基灭蚜磷(mecarphon)(1258)+TX、威百亩(519)+TX、威百亩钾盐(别名)(519)+TX、威百亩钠盐(519)+TX、甲基溴(537)+TX、异硫氰酸甲酯(543)+TX、杀螨菌素肟(milbemycin oxime)(别名)[CCN]+TX、莫昔克丁(剔名)[CCN]+TX、疣孢漆斑菌(Myrothecium verrucaria)组分(别名)(565)+TX、NC-184(化合物代码)+TX、杀线威(602)+TX、甲拌磷(636)+TX、磷胺(639)+TX、磷虫威(phosphocarb)[CCN]+TX、硫线磷(sebufos)(别名)+TX、塞拉菌素(selamectin)(别名)[CCN]+TX、多杀菌素(737)+TX、叔丁威(terbam)(别名)+TX、特丁磷(terbufos)(773)+TX、四氯噻吩(IUPAC/化学文摘名)(1422)+TX、噻菲农(别名)+TX、虫线磷(thionazin)(1434)+TX、三唑磷(triazophos)(820)+TX、唑呀威(triazuron)(别名)+TX、二甲苯酚[CCN]+TX、YI-5302(化合物代码)和玉米素(别名)(210)+TX、fluensulfone[318290-98-1]+TX,
硝化作用抑制剂,该硝化作用抑制剂选自由以下组成的物质组:乙基黄原酸钾[CCN]以及氯啶(nitrapyrin)(580)+TX,
植物激活剂,该植物激活剂选自由以下组成的物质组:噻二唑素(acibenzolar)(6)+TX、噻二唑素-S-甲基(6)+TX、烯丙苯噻唑(probenazole)(658)和大虎杖(Reynoutriasachalinensis)提取物(别名)(720)+TX,
杀鼠剂,该杀鼠剂选自由以下组成的物质组:2-异戊酰茚满-1,3-二酮(IUPAC名称)(1246)+TX、4-(喹喔啉-2-基氨基)苯磺酰胺(IUPAC名称)(748)+TX、α-氯代醇[CCN]+TX、磷化铝(640)+TX、安妥(880)+TX、三氧化二砷(882)+TX、碳酸钡(891)+TX、双鼠脲(912)+TX、溴鼠隆(89)+TX、溴敌隆(91)+TX、溴鼠胺(92)+TX、氰化钙(444)+TX、氮醛糖(127)+TX、氯鼠酮(140)+TX、维生素D3(850)+TX、氯灭鼠灵(1004)+TX、克灭鼠(1005)+TX、杀鼠萘(175)+TX、杀鼠嘧啶(1009)+TX、鼠得克(246)+TX、噻鼠灵(249)+TX、敌鼠钠(273)+TX、维生素D2(301)+TX、氟鼠灵(357)+TX、氟乙酰胺(379)+TX、鼠朴定(1183)+TX、盐酸鼠朴定(1183)+TX、γ-HCH(430)+TX、HCH(430)+TX、氢氰酸(444)+TX、碘甲烷(IUPAC名称)(542)+TX、林旦(430)+TX、磷化镁(IUPAC名称)(640)+TX、甲基溴(537)+TX、鼠特灵(1318)+TX、毒鼠磷(1336)+TX、磷化氢(IUPAC名称)(640)+TX、磷[CCN]+TX、杀鼠酮(1341)+TX、亚砷酸钾[CCN]+TX、灭鼠优(1371)+TX、海葱糖苷(1390)+TX、亚砷酸钠[CCN]+TX、氰化钠(444)+TX、氟乙酸钠(735)+TX、士的宁(745)+TX、硫酸铊[CCN]+TX、杀鼠灵(851)以及磷化锌(640)+TX,
增效剂,该增效剂选自由以下组成的物质组:2-(2-丁氧基乙氧基)乙基胡椒基酯(IUPAC名称)(934)+TX、5-(1,3-苯并二氧杂环戊烯-5-基)-3-己基环己-2-烯酮(IUPAC名称)(903)+TX、具有橙花叔醇的法呢醇(别名)(324)+TX、MB-599(研究代码)(498)+TX、MGK264(研究代码)(296)+TX、增效醚(piperonyl butoxide)(649)+TX、增效醛(piprotal)(1343)+TX、增效酯(propyl isomer)(1358)+TX、S421(研究代码)(724)+TX、增效散(sesamex)(1393)+TX、芝麻林素(sesasmolin)(1394)和亚砜(1406)+TX,
动物驱避剂,该动物驱避剂选自由以下组成的物质组:蒽醌(32)+TX、氯醛糖(127)+TX、环烷酸铜[CCN]+TX、王铜(171)+TX、二嗪磷(227)+TX、二环戊二烯(化学名称)(1069)+TX、双胍盐(guazatine)(422)+TX、双胍醋酸盐(422)+TX、灭虫威(530)+TX、吡啶-4-胺(IUPAC名称)(23)+TX、塞仑(804)+TX、混杀威(trimethacarb)(840)+TX、环烷酸锌[CCN]和福美锌(856)+TX,
杀病毒剂,该杀病毒剂选自由以下组成的物质组:衣马宁(别名)[CCN]和利巴韦林(别名)[CCN]+TX,
创伤保护剂,该创伤保护剂选自由以下组成的物质组:氧化汞(512)+TX、辛噻酮(octhilinone)(590)和甲基硫菌灵(802)+TX,
以及生物活性化合物,这些化合物选自由以下物质组成的组:阿扎康唑[60207-31-0]+TX、联苯三唑醇[70585-36-3]+TX、糠菌唑[116255-48-2]+TX、环唑醇[94361-06-5]+TX、苯醚甲环唑[119446-68-3]+TX、烯唑醇[83657-24-3]+TX、氟环唑[106325-08-0]+TX、腈苯唑[114369-43-6]+TX、氟喹唑[136426-54-5]+TX、氟硅唑[85509-19-9]+TX、粉唑醇[76674-21-0]+TX、己唑醇[79983-71-4]+TX、抑霉唑[35554-44-0]+TX、亚胺唑[86598-92-7]+TX、种菌唑[125225-28-7]+TX、叶菌唑[125116-23-6]+TX、腈菌唑[88671-89-0]+TX、稻瘟酯[101903-30-4]+TX、戊菌唑[66246-88-6]+TX、丙硫菌唑[178928-70-6]+TX、啶斑肟(pyrifenox)[88283-41-4]+TX、丙氯灵[67747-09-5]+TX、丙环唑[60207-90-1]+TX、硅氟唑(simeconazole)[149508-90-7]+TX、戊唑醇[107534-96-3]+TX、氟醚唑[112281-77-3]+TX、三唑酮[43121-43-3]+TX、三唑酮[55219-65-3]+TX、氟菌唑[99387-89-0]+TX、灭菌唑[131983-72-7]+TX、三环苯嘧醇[12771-68-5]+TX、氯苯嘧啶醇[60168-88-9]+TX、氟氯苯嘧啶醇[63284-71-9]+TX、乙嘧酚磺酸酯(bupirimate)[41483-43-6]+TX、甲菌定(dimethirimol)[5221-53-4]+TX、乙菌定(ethirimol)[23947-60-6]+TX、十二环吗啉[1593-77-7]+TX、苯锈啶(fenpropidine)[67306-00-7]+TX、丁苯吗啉[67564-91-4]+TX、螺环菌胺[118134-30-8]+TX、十三吗啉[81412-43-3]+TX、嘧菌环胺[121552-61-2]+TX、嘧菌胺[110235-47-7]+TX、嘧霉胺(pyrimethanil)[53112-28-0]+TX、拌种咯[74738-17-3]+TX、咯菌腈(fludioxonil)[131341-86-1]+TX、苯霜灵(benalaxyl)[71626-11-4]+TX、呋霜灵(furalaxyl)[57646-30-7]+TX、甲霜灵[57837-19-1]+TX、R-甲霜灵[70630-17-0]+TX、呋酰胺[58810-48-3]+TX、恶霜灵(Oxadixyl)[77732-09-3]+TX、苯菌灵[17804-35-2]+TX、多菌灵[10605-21-7]+TX、咪菌威(debacarb)[62732-91-6]+TX、麦穗宁[3878-19-1]+TX、噻苯达唑[148-79-8]+TX、乙菌利(chlozolinate)[84332-86-5]+TX、菌核利(dichlozoline)[24201-58-9]+TX、异菌脲(Iprodione)[36734-19-7]+TX、甲菌利(myclozoline)[54864-61-8]+TX、腐霉利(procymidone)[32809-16-8]+TX、乙烯菌核利(vinclozoline)[50471-44-8]+TX、啶酰菌胺(boscalid)[188425-85-6]+TX、萎锈灵[5234-68-4]+TX、甲呋酰苯胺[24691-80-3]+TX、氟酰胺(Flutolanil)[66332-96-5]+TX、灭锈胺[55814-41-0]+TX、氧化萎锈灵[5259-88-1]+TX、吡噻菌胺(penthiopyrad)[183675-82-3]+TX、噻呋菌胺[130000-40-7]+TX、双胍盐[108173-90-6]+TX、多果定(dodine)[2439-10-3][112-65-2](游离碱)+TX、双胍辛胺(iminoctadine)[13516-27-3]+TX、嘧菌酯[131860-33-8]+TX、醚菌胺[149961-52-4]+TX、烯肟菌酯{Proc.BCPC,Int.Congr.,Glasgow.2003,1,93}+TX、氟嘧菌酯[361377-29-9]+TX、甲基醚菌酯[143390-89-0]+TX、苯氧菌胺[133408-50-1]+TX、肟菌酯[141517-21-7]+TX、肟醚菌胺[248593-16-0]+TX、啶氧菌酯[117428-22-5]+TX、唑菌胺酯[175013-18-0]+TX、福美铁[14484-64-1]+TX、代森锰锌[8018-01-7]+TX、代森锰[12427-38-2]+TX、代森联[9006-42-2]+TX、甲代森锌(propineb)[12071-83-9]+TX、塞仑[137-26-8]+TX、代森锌[12122-67-7]+TX、福美锌[137-30-4]+TX、敌菌丹(captafol)[2425-06-1]+TX、克菌丹[133-06-2]+TX、苯氟磺胺[1085-98-9]+TX、唑啶草(fluoroimide)[41205-21-4]+TX、灭菌丹[133-07-3]+TX、甲苯氟磺胺[731-27-1]+TX、波尔多(bordeaux)混合物[8011-63-0]+TX、氢氧化铜(copperhydroxid)[20427-59-2]+TX、氯化铜(copperoxychlorid)[1332-40-7]+TX、硫酸铜(coppersulfat)[7758-98-7]+TX、氧化铜(copperoxid)[1317-39-1]+TX、代森锰铜(mancopper)[53988-93-5]+TX、喹啉铜(oxine-copper)[10380-28-6]+TX、敌螨普(dinocap)[131-72-6]+TX、酞菌酯(nitrothal-isopropyl)[10552-74-6]+TX、克瘟散[17109-49-8]+TX、异稻瘟净(iprobenphos)[26087-47-8]+TX、稻瘟灵(isoprothiolane)[50512-35-1]+TX、氯瘟磷(phosdiphen)[36519-00-3]+TX、克菌磷(pyrazophos)[13457-18-6]+TX、甲基托氯磷(tolclofos-甲基)[57018-04-9]+TX、苯并噻二唑(acibenzolar-S-methyl)[135158-54-2]+TX、敌菌灵[101-05-3]+TX、苯噻菌胺[413615-35-7]+TX、灭瘟素(blasticidin)-S[2079-00-7]+TX、灭螨猛(chinomethionat)[2439-01-2]+TX、地茂散(chloroneb)[2675-77-6]+TX、百菌清[1897-45-6]+TX、环氟菌胺[180409-60-3]+TX、霜脲氰[57966-95-7]+TX、二氯萘醌(dichlone)[117-80-6]+TX、双氯氰菌胺(diclocymet)[139920-32-4]+TX、哒菌酮(diclomezine)[62865-36-5]+TX、氯硝胺(dicloran)[99-30-9]+TX、乙霉威(diethofencarb)[87130-20-9]+TX、烯酰吗啉[110488-70-5]+TX、SYP-LI90(Flumorph)[211867-47-9]+TX、二噻农(dithianon)[3347-22-6]+TX、噻唑菌胺(ethaboxam)[162650-77-3]+TX、土菌灵(etridiazole)[2593-15-9]+TX、恶唑菌酮[131807-57-3]+TX、咪唑菌酮(fenamidone)[161326-34-7]+TX、稻瘟酰胺(Fenoxanil)[115852-48-7]+TX、三苯锡(fentin)[668-34-8]+TX、嘧菌腙(ferimzone)[89269-64-7]+TX、氟啶胺(fluazinam)[79622-59-6]+TX、氟吡菌胺(fluopicolide)[239110-15-7]+TX、磺菌胺(flusulfamide)[106917-52-6]+TX、环酰菌胺[126833-17-8]+TX、福赛得(fosetyl-aluminium)[39148-24-8]+TX、恶霉灵(hymexazol)[10004-44-1]+TX、丙森锌[140923-17-7]+TX、IKF-916(赛座灭(Cyazofamid))[120116-88-3]+TX、春雷霉素(kasugamycin)[6980-18-3]+TX、磺菌威(methasulfocarb)[66952-49-6]+TX、苯菌酮[220899-03-6]+TX、戊菌隆(pencycuron)[66063-05-6]+TX、苯酞[27355-22-2]+TX、多氧霉素(polyoxins)[11113-80-7]+TX、噻菌灵(probenazole)[27605-76-1]+TX、百维威(propamocarb)[25606-41-1]+TX、碘喹唑酮(proquinazid)[189278-12-4]+TX、乐喹酮(pyroquilon)[57369-32-1]+TX、喹氧灵[124495-18-7]+TX、五氯硝苯[82-68-8]+TX、硫[7704-34-9]+TX、噻酰菌胺[223580-51-6]+TX、咪唑嗪(triazoxide)[72459-58-6]+TX、三环唑[41814-78-2]+TX、嗪氨灵[26644-46-2]+TX、有效霉素[37248-47-8]+TX、苯酰菌胺(zoxamide)(RH7281)[156052-68-5]+TX、双炔酰菌胺(mandipropamid)[374726-62-2]+TX、吡蚜酮(isopyrazam)[881685-58-1]+TX、塞德因(sedaxane)[874967-67-6]+TX、3-二氟甲基-1-甲基-1H-吡唑-4-甲酸(9-二氯亚甲基-1,2,3,4-四氢-1,4-桥亚甲基-萘-5-基)-酰胺(披露于WO 2007/048556中)+TX、3-二氟甲基-1-甲基-1H-吡唑-4-甲酸(3',4',5'-三氟-联苯基-2-基)-酰胺(披露于WO 2006/087343中)+TX、[(3S,4R,4aR,6S,6aS,12R,12aS,12bS)-3-[(环丙基羰基)氧基]-1,3,4,4a,5,6,6a,12,12a,12b-十氢-6,12-二羟基-4,6a,12b-三甲基-11-氧代-9-(3-吡啶基)-2H,11H萘并[2,1-b]吡喃并[3,4-e]吡喃-4-基]甲基-环丙烷甲酸酯[915972-17-7]+TX以及1,3,5-三甲基-N-(2-甲基-1-氧丙基)-N-[3-(2-甲基丙基)-4-[2,2,2-三氟-1-甲氧基-1-(三氟甲基)乙基]苯基]-1H-吡唑-4-甲酰胺[926914-55-8]+TX,
或生物活性化合物,该生物活性化合物选自下组,该组由以下组成:N-[(5-氯-2-异丙基-苯基)甲基]-N-环丙基-3-(二氟甲基)-5-氟-1-甲基-吡唑-4-甲酰胺+TX、2,6-二甲基-1H,5H-[1,4]二硫杂[2,3-c:5,6-c']二吡咯-1,3,5,7(2H,6H)-四酮R+TX、6-乙基-5,7-二氧代-吡咯并[4,5][1,4]二硫[1,2-c]异噻唑-3-甲腈+TX、2-(二氟甲基)-N-[3-乙基-1,1-二甲基-茚满-4-基]吡啶-3-甲酰胺+TX、4-(2,6-二氟苯基)-6-甲基-5-苯基-哒嗪-3-甲腈+TX、(R)-3-(二氟甲基)-1-甲基-N-[1,1,3-三甲基林丹-4-基]吡唑-4-甲酰胺+TX、4-(2-溴-4-氟-苯基)-N-(2-氯-6-氟-苯基)-2,5-二甲基-吡唑-3-胺+TX、3-(二氟甲基)-N-(7-氟-1,1,3-三甲基-茚满-4-基)-1-甲基-吡唑-4-甲酰胺+TX、CAS 850881-30-0+TX、3-(3,4-二氯-1,2-噻唑-5-基甲氧基)-1,2-苯并噻唑1,1-二氧化物+TX、2-[2-[(2,5-二甲基苯氧基)甲基]苯基]-2-甲氧基-N-甲基-乙酰胺+TX、3-(4,4-二氟-3,4-二氢-3,3-二甲基异喹啉-1-基)喹诺酮+TX、2-[2-氟-6-[(8-氟-2-甲基-3-喹啉基)氧]苯基]丙-2-醇+TX、氟噻唑吡乙酮+TX、叔-丁基N-[6-[[[(1-甲基四唑-5-基)-苯基-亚甲基]氨基]氧甲基]-2-吡啶基]氨基甲酸酯+TX、N-[2-(3,4-二氟苯基)苯基]-3-(三氟甲基)吡嗪-2-甲酰胺+TX、3-(二氟甲基)-1-甲基-N-[(3R)-1,1,3-三甲基茚满-4-基]吡唑-4-甲酰胺+TX、2,2,2-三氟乙基N-[2-甲基-1-[[(4-甲基苯甲酰基)氨基]甲基]丙基]氨基甲酸酯+TX、(2RS)-2-[4-(4-氯苯氧基)-α,α,α-三氟-o-甲苯基]-1-(1H-1,2,4-三唑-1-基)丙-2-醇+TX、(2RS)-2-[4-(4-氯苯氧基)-α,α,α-三氟-o-甲苯基]-3-甲基-1-(1H-1,2,4-三唑-1-基)丁-2-醇+TX、2-(二氟甲基)-N-[(3R)-3-乙基-1,1-二甲基-茚满-4-基]吡啶-3-甲酰胺+TX、N'-(2,5-二甲基-4-苯氧基-苯基)-N-乙基-N-甲基-甲脒+TX、N'-[4-(4,5-二氯噻唑-2-基)氧-2,5-二甲基-苯基]-N-乙基-N-甲基-甲脒+TX、[2-[3-[2-[1-[2-[3,5-双(二氟甲基)吡唑-1-基]乙酰基]-4-哌啶基]噻唑-4-基]-4,5-二氢异噁唑-5-基]-3-氯-苯基]甲烷磺酸酯+TX、丁-3-炔基N-[6-[[(Z)-[(1-甲基四唑-5-基)-苯基-亚甲基]氨基]氧甲基]-2-吡啶基]氨基甲酸酯+TX、甲基N-[[5-[4-(2,4-二甲基苯基)三唑-2-基]-2-甲基-苯基]甲基]氨基甲酸酯+TX、3-氯-6-甲基-5-苯基-4-(2,4,6-三氟苯基)哒嗪+TX、3-氯-4-(2,6-二氟苯基)-6-甲基-5-苯基-哒嗪+TX、3-(二氟甲基)-1-甲基-N-[1,1,3-三甲基茚满-4-基]吡唑-4-酰胺+TX、1-[2-[[1-(4-氯甲苯)吡唑-3-基]氧甲基]-3-甲基-苯基]-4-甲基-四唑-5-酮+TX、1-甲基-4-[3-甲基-2-[[2-甲基-4-(3,4,5-三甲基吡唑-1-基)苯氧基]甲基]苯基]四唑-5-酮+TX、氨吡芬+TX、(Z,2E)-5-[1-(4-氯苯基)吡唑-3-基]氧基-2-甲氧基亚氨基-N,3-二甲基-戊-3-烯酰胺+TX、(4-苯氧基苯基)甲基2-氨基-6-甲基-吡啶-3-甲酸酯+TX、Florylpicoxamid(CAS1961312-55-9,IUPAC名称[(1S)-2,2-双(4-氟苯基)-1-甲基-乙基](2S)-2-[(3-乙酰氧基-4-甲氧基-吡啶-2-羰基)氨基]丙酸酯;获知于WO 2016/109257)+TX,以及
在活性成分之后的括号中的参考例如[3878-19-1]是指化学文摘登记号。上述混合配对成分是已知的。其中活性成分包括在“The Pesticide Manua”(农药手册)[ThePesticide Manual-A World Compendium;第13版;编辑:C.D.S.TomLin;The British CropProtection Coimcil[英国农作物保护委员会]中,它们在其中以上文的特定化合物的圆括号中所给出的编号来描述;例如化合物“阿巴美丁”以编号(1)来描述。其中“[CCN]”是对于上文的特定化合物来加上的,所述的化合物包括在“Compendium of Pesticide CommonNames[农药通用名概要]”中,它们可以在国际互联网[A.Wood;Compendium of Pesticide Common Names,Copyright1995-2004]上获得;例如,化合物“乙酰虫腈”描述于国际互联网地址http://www.alanwood.net/pesticides/acetoprole.html。
多数活性成分通过上文中所谓的“通用名”来表示,在不同的情形中使用相应的“ISO通用名”或其它“通用名”。若其名称不是“通用名”,则所使用的名称种类以特定化合物的圆括号中所给出的名称来代替;在该情形下,使用IUPAC名称、IUPAC/化学文摘名、“化学名称”、“传统名称”、“化合物名称”或“研究代码”,或若既不使用那些名称之一也不使用“通用名”,则使用“别名”。“CAS登记号”意指化学文摘登记号。
在“参考”混合物组合物中,具有化学式(I)的化合物的混合物[选自表X(以上)]具有以上描述的活性成分,包括选自表X(以上)的化合物,和如以上描述的活性成分,该活性成分优选地是处于从100:1至1:6000的混合比率,尤其是从50:1至1:50,更尤其是处于从20:1至1:20的比率,甚至更尤其是从10:1至1:10,非常尤其是从5:1和1:5,特别优选地是从2:1至1:2的比率,并且从4:1至2:1的比率同样是优选的,尤其是处于1:1、或5:1、或5:2、或5:3、或5:4、或4:1、或4:2、或4:3、或3:1、或3:2、或2:1、或1:5、或2:5、或3:5、或4:5、或1:4、或2:4、或3:4、或1:3、或2:3、或1:2、或1:600、或1:300、或1:150、或1:35、或2:35、或4:35、或1:75、或2:75、或4:75、或1:6000、或1:3000、或1:1500、或1:350、或2:350、或4:350、或1:750、或2:750、或4:750的比率。那些混合比率是按重量计的。
可以将如上描述的这些混合组合物(均根据本发明和“参考”混合组合物)用于控制有害生物的方法中,该方法包括将含如上描述的混合物的组合物施用于有害生物或其环境中。
包含选自表X(以上)的具有化学式(I)的化合物以及一种或多种如以上描述的活性成分的混合物可以例如以一种单一的“掺水即用”的形式施用,以组合的喷洒混合物(该混合物由这些单一活性成分的单独配制品构成)(例如一种“桶混制剂”)施用,并且当以一种顺序的方式(即,一个在另一个适度短的时期之后,例如几小时或几天)施用时组合使用这些单独活性成分来施用。施用选自表X(以上)的具有化学式(I)的这些化合物和如上描述的这些活性成分的顺序对于实施本发明并不是至关重要的。
本发明的这些组合物还可以用于作物增强。
根据本发明,‘作物增强’是指植物活力的改进、植物品质的改进,对于胁迫因素的改进的耐受力和/或提高的投入利用效率。
根据本发明,‘植物活力的改进’是指当与已经在相同条件下生长但未使用本发明的方法的对照植物的相同性状相比时,某些性状在质量或数量上被改进。这样的性状包括,但并不局限于,早的和/或改进的发芽,改进的出苗,使用更少种子的能力,增加的根的生长,更发达的根系,增加的根的结瘤,增加的芽的生长,增加的分蘖,更强的分蘖,更有效的分蘖,增加的或改进的植株站立,更少的植物颠倒(plant verse)(倒伏),植物高度的增加和/或改进,植物重量(鲜重或干重)的增加,更大的叶片,更绿的叶子颜色,增加的色素含量,增加的光合活性,更早的开花,更长的圆锥花序,早的谷物成熟期,增加的种子、果实或荚果大小,增加的荚果或穗的数量,增加的每荚果或穗的种子数量,增加的种子品质,增强的种子填充,更少的死的基生叶,延缓枯萎,改进的植物生命力,在储存组织的提高的氨基酸类化合物水平和/或需要更少的投入(例如更少的所需肥料、水和/或劳作)。活力改进的植物可以具有在任何上述性状或任意组合或两个或更多个上述性状方面的增加。
根据本发明,‘植物品质的改进’是指当与已经在相同条件下生长但未使用本发明的方法的对照植物的相同性状相比时,某些性状在质量或数量上被改进。这样的性状包括,但并不局限于,改进的植物视觉外观,减少的乙烯(减少产生和/或抑制接收),所收获材料(例如种子、果实、叶子、蔬菜)的改进的品质,(这样改进的品质可以表现为所收获材料的改进的视觉外观,改进的碳水化合物含量(例如增加的糖和/或淀粉的量值、改进的糖酸比、还原糖的减少、增加的糖形成速度),改进的蛋白含量,改进的油含量和组成,改进的营养价值,抗营养化合物的减少,改进的感官特性(例如改进的味道)和/或改进的消费者健康益处(例如增加的维生素和抗氧化剂水平)),改进的收获后特征(例如增强的贮存期和/或贮存稳定性,更容易的可加工性,更容易的化合物提取),更同质的作物发育(例如植物的同时萌发、开花和/或结果)和/或改进的种子品质(例如在随后的季节中使用)。品质改进的植物可以具有在任何上述这些性状或任意组合或两个或更多个上述性状方面的增加。
根据本发明,对胁迫因素的耐受性改良表示某些性状与在缺少本发明方法的相同条件下的对照植物的相同性状相比时定性地或定量地得到改良。这样的性状包括但并不局限于对多种非生物胁迫因素的耐受力和/或抗性增加,这些因素引发次优生长条件,例如干旱(例如导致植物水含量缺乏、水吸收潜力缺乏或向植物供水减少的任何胁迫)、受冷、受热、渗透胁迫、UV胁迫、漫灌、盐度增加(例如土壤中的盐度)、增加的矿物暴露、臭氧暴露、高度的光暴露和/或养分(例如氮和/或磷养分)利用受限。对胁迫因素耐受力改进的植物可以具有在任何上述性状或任意组合或两个或更多个上述性状方面的增加。在干旱和养分胁迫的情况下,这些耐受力改进可以归因于,例如,更高效率的吸收、利用或者保有水分和养分。
根据本发明,‘改进的投入利用效率’是指当与在相同条件下生长但未使用本发明的方法的对照植物的生长相比时,植物能够更有效地使用给定的投入水平而生长。具体而言,这些投入包括,但并不局限于肥料(例如氮、磷、钾、微量营养素)、光和水。具有改进的投入利用效率的植物可以具有对任何上述投入、或两种或更多种上述投入的任何组合的改进的使用。
本发明的其他作物增强包括减少植物高度,或减少分蘖,这在作物中或在希望具有更少的生物质和更少分蘖的条件下是有益的特征。
任何或全部以上的作物增强可以通过改进例如植物生理、植物生长与发育和/或植物株型而导致改进的产量。在本发明的上下文中,‘产量’包括,但并不局限于:(i)生物质生产、谷物产量、淀粉含量、油含量和/或蛋白含量的增加,这可以起因于:(a)由植物自身生产的量的增加或(b)改进的收获植物物质的能力,(ii)收获材料的组成上的改进(例如改进的糖酸比、改进的油组成,增加的营养价值,抗营养化合物的减少,增加的消费者健康益处)和/或(iii)增加的/易化的收获作物的能力、改进的作物可加工性和/或更好的贮存稳定性/贮存期。农业植物的产量增加意思是,在可能采取定量测量的情况下,各个植物的某一产物的产量比该植物在相同条件下(但没有应用本发明)生产的这种相同产物的产量提高可测量的数量。根据本发明,优选该产量提高至少0.5%,更优选至少1%,甚至更优选至少2%,仍更优选至少4%,优选5%或甚至更高。
任何或全部以上的作物增强可以导致土地利用改进,即:先前对于种植不可用或次优的土地可以变得可用。例如,在干旱条件下显示出生存能力增强的植物能够在降雨次优的地区(例如可能在沙漠边缘或者甚至沙漠里)种植。
在本发明的一个方面中,作物增强是在来自有害生物和/或疾病和/或非生物胁迫的压力大体上不存在下得到的。在本发明的一个方面中,植物活力、胁迫耐受性、品质和/或产量的改进是在来自有害生物和/或疾病和/或非生物胁迫的压力大体上不存在下得到的。例如,有害生物和/或疾病可以通过在本发明的方法之前,或者同时施用一种杀有害生物处理来控制。在本发明的再一个另外的方面中,植物活力、胁迫耐受力、品质和/或产量的改进是在有害生物和/或疾病不存在下得到的。在一个另外的实施例中,植物活力、品质和/或产量的改进是在非生物胁迫不存在或者大体上不存在下得到的。
本发明的这些组合物还可以在保护储存货物免受真菌攻击的领域中使用。根据本发明,术语“储存货物”应被理解为是指植物和/或动物来源的天然物质及其加工形式,其取自天然生命周期并且其被希望用于长期保护。植物来源的储存货物(例如植物或其部分(例如,茎秆、叶子、块茎、种子、果实或谷粒))可以以新鲜收割的状态或以加工形式(例如预干燥的、润湿的、粉碎的、磨碎的或烘烤的)进行保护。也落在储存货物定义下的是木材,无论为原木形式,例如建筑木材、输电塔和栅栏,或为制成品形式,例如从木材制造的家具或物体。动物来源的储存货物是兽皮、革、毛皮、毛发及类似物。根据本发明的组合物可以预防不利的作用,例如腐败、褪色或发霉。优选地,“储存货物”应被理解为是指植物来源的天然物质和/或其加工形式,更优选水果及其加工形式(例如梨果、核果、浆果和柑橘及其加工形式)。在本发明的另一个优选的实施例中,“储存货物”被理解为是指木材。
因此,本发明的另一个方面是保护储存货物的方法,该方法包括将根据本发明的组合物施用至储存货物。
本发明的组合物还可以在保护技术材料免受真菌攻击的领域中使用。根据本发明,术语“工业材料”包括纸;地毯;建筑材料;冷却和加热系统;壁板;通风和空调系统等等;优选地,“工业材料”应被理解为是指壁板。根据本发明的组合物可以预防不利的作用,例如腐败、褪色或发霉。
根据本发明的组合物通常使用配制品佐剂(如载体、溶剂和表面活性物质)以多种方式配制。这些配制品可以处于不同的实体形式,例如,处于以下形式:撒粉剂、凝胶、可湿性粉剂、水可分散性颗粒剂、水可分散性片剂、泡腾压缩片剂、可乳化的浓缩剂、微可乳化浓缩剂、水包油乳剂、可流动油、水性分散体、油性分散体、悬乳剂、胶囊悬浮液、可乳化的颗粒剂、可溶性液体、水可溶性浓缩剂(以水或水混溶性有机溶剂作为载体)、浸渍的聚合物膜或处于已知的其他形式,例如从关于杀有害生物剂的FAO和WHO标准的发展和使用的手册(Manual on Development and Use of FAO and WHO Specifications for Pesticides),联合国,第1版,二次修订(2010)中已知的。此类配制品可以直接使用或者可以使用前稀释再使用。可以利用例如水、液体肥料、微量营养素、生物有机体、油或溶剂来稀释。
可以通过例如将活性成分与配制品佐剂混合来制备这些配制品以便获得处于精细分散固体、颗粒、溶液、分散体或乳液形式的组合物。该活性成分还可以与其他佐剂(如精细分散固体、矿物油、植物或动物来源的油、改性的植物或动物的油、有机溶剂、水、表面活性物质或其组合)来一起配制。
这些活性成分还可以被包含于微胶囊中。微胶囊在多孔载体中含有活性成分。这使该活性成分能以受控的量(例如,缓慢释放)释放到环境中。微胶囊通常具有从0.1到500微米的直径。它们含有的活性成分的量按重量计是胶囊重量的约从25%至95%。这些活性成分可以处于整体性的固体的形式、处于固体或液体分散体中的精细颗粒的形式或处于合适溶液的形式。包囊的膜可以包括例如天然的或合成的橡胶、纤维素、苯乙烯/丁二烯共聚物、聚丙烯腈、聚丙烯酸酯、聚酯、聚酰胺、聚脲、聚氨酯或化学改性的聚合物以及淀粉黄原酸酯、或本领域的普通技术人员已知的其他聚合物。可替代地,可以形成非常精细的微胶囊,其中活性成分在基础物质的固体基质中是以精细分散颗粒的形式被包含的,但这些微胶囊本身未经包裹。
适合于制备根据本发明所述的这些配制品的配制品佐剂本身是已知的。作为液体载体可以使用:水、甲苯、二甲苯、石油醚、植物油、丙酮、甲基乙基酮、环己酮、酸酐、乙腈、乙酰苯、乙酸戊酯、2-丁酮、碳酸丁烯酯、氯苯、环己烷、环己醇、乙酸烷基酯、二丙酮醇、1,2-二氯丙烷、二乙醇胺、对-二乙基苯、二甘醇、松脂酸二乙二醇酯、二甘醇丁基醚、二甘醇乙基醚、二甘醇甲醚、N,N-二甲基甲酰胺、二甲基亚砜、1,4-二噁烷、二丙二醇、二丙二醇甲基醚、双丙甘醇二苯甲酸酯、二丙二醇、烷基吡咯烷酮、乙酸乙酯、2-乙基己醇、碳酸乙烯酯、1,1,1-三氯乙烷、2-庚酮、α-蒎烯、d-苧烯、乳酸乙酯、乙二醇、乙二醇丁基醚、乙二醇甲基醚、γ-丁内酯、丙三醇、乙酸甘油酯、二乙酸甘油酯、三乙酸甘油酯、十六烷、己二醇、乙酸异戊基酯、乙酸异冰片基酯、异辛烷、异佛尔酮、异丙苯、肉豆蔻酸异丙酯、乳酸、月桂胺、异亚丙基丙酮、甲氧基丙醇、甲基异戊基酮、甲基异丁基酮、月桂酸甲酯、辛酸甲酯、油酸甲酯、二氯甲烷、间二甲苯、正己烷、正辛胺、十八烷酸、辛胺乙酸酯、油酸、油烯基胺、邻二甲苯、苯酚、聚乙二醇、丙酸、乳酸丙酯、碳酸亚丙酯、丙二醇、丙二醇甲基醚、对-二甲苯、甲苯、磷酸三乙酯、三乙二醇、二甲苯磺酸、石蜡、矿物油、三氯乙烯、全氯乙烯、乙酸乙酯、乙酸戊酯、乙酸丁酯、丙二醇甲基醚、二乙二醇甲基醚、甲醇、乙醇、异丙醇以及更高分子量的醇,例如戊醇、四氢呋喃醇、己醇、辛醇、乙二醇、丙二醇、甘油、N-甲基-2-吡咯烷酮等。
适合的固体载体是例如滑石、二氧化钛、叶蜡石粘土、硅石、凹凸棒石粘土、硅藻土、石灰石、碳酸钙、膨润土、钙蒙脱土、棉籽壳、小麦粉、大豆粉、浮石、木粉、胡桃壳粉、木素和类似的物质。
许多表面活性物质可以有利地用在固体和液体配制品两者中,尤其是在使用前可被载体稀释的那些配制品中。表面活性物质可以是阴离子的、阳离子的、非离子的或聚合的并且它们可以用作乳化剂、湿润剂或助悬剂或用于其他目的。典型的表面活性物质包括例如烷基硫酸酯的盐,如十二烷基硫酸二乙醇铵;烷基芳基磺酸酯的盐,如十二烷基苯磺酸钙;烷基酚/氧化烯加成产物,如乙氧基化壬基苯酚;醇/氧化烯加成产物,如乙氧基化十三烷醇;皂,如硬脂酸钠;烷基萘磺酸酯的盐,如二丁基萘磺酸钠;磺基丁二酸二烷基酯的盐,如二(2-乙基己基)磺基丁二酸钠;山梨糖醇酯,如山梨糖醇油酸酯;季铵,如氯化十二烷基三甲基铵;脂肪酸的聚乙二醇酯,如聚乙二醇硬脂酸酯;环氧乙烷和环氧丙烷的嵌段共聚物;以及磷酸单-和二-烷酯的盐;以及还有其他物质,例如描述于McCutcheon'sDetergents and Emulsifiers Annual[麦卡琴清洁剂和乳化剂年鉴],MC出版公司(MCPublishing Corp.),里奇伍德新泽西州(1981)。
可以用于杀有害生物配制品的其他佐剂包括结晶作用抑制剂、粘度调节剂、助悬剂、染料、抗氧化剂、发泡剂、光吸收剂、混合助剂、消泡剂、络合剂、中和或改变pH的物质与缓冲液、腐蚀抑制剂、香料、湿润剂、吸收增强剂、微量营养素、增塑剂、助流剂、润滑剂、分散剂、增稠剂、防冻剂、杀微生物剂以及液体与固体肥料。
根据本发明所述的配制品可以包括添加剂,该添加剂包括植物或动物来源的油、矿物油、此类油的烷基酯或此类油与油衍生物的混合物。在根据本发明所述的配制品中的油添加剂的量通常是该待施用的混合物的0.01%到10%。例如,可以在喷雾混合物已经制备以后将该油添加剂以所希望的浓度加入喷雾罐中。优选的油添加剂包括矿物油或植物来源的油,例如菜籽油、橄榄油或葵花籽油;乳化的植物油;植物来源的油的烷基酯,例如甲基衍生物;或动物来源的油,如鱼油或牛脂。优选的油添加剂包括C8-C22脂肪酸的烷基酯,尤其是C12-C18脂肪酸的甲基衍生物,例如月桂酸、棕榈酸以及油酸的甲基酯(分别为月桂酸甲酯、棕榈酸甲酯和油酸甲酯)。许多油衍生物获知于Herbicide Adjuvants,10th Edition,Southern Illinois University,2010[除草剂佐剂纲要,第10版,南伊利诺伊大学,2010]。
这些配制品通常包括按重量计从0.1%至99%,尤其是按重量计从0.1%至95%的具有化学式(I)和(II)的化合物以及按重量计从1%至99.9%的配制品佐剂,该配制品佐剂优选地包括按重量计从0至25%的表面活性物质。而商用产品可以优选地被配制为浓缩剂,最终使用者将通常使用稀释配制品。
施用比率在宽范围之内变化并且取决于土壤的性质、施用方法、作物植物、待控制的有害生物、主要气候条件、以及受施用方法支配的其他因素、施用时间以及目标作物。一般来讲,可以将化合物以从1l/ha至2000l/ha,尤其是从10l/ha至1000l/ha的比率施用。
包含以上描述的具有化学式(I)的化合物的某些混合组合物可以示出协同效应。无论何时,活性成分组合的作用大于单独组分的作用之和时发生。对于给定的活性组分组合,预期的作用E服从所谓的科尔比(COLBY)公式并且可以按以下进行计算(科尔比(COLBY),S.R.,“计算除草剂组合的协同和拮抗反应(Calculating synergistic andantagonistic responses of herbicide combination)”.杂草(Weeds),第15期,第20-22页;1967):
ppm=每升喷洒混合物的活性成分(=a.i.)的毫克数
X=使用p ppm的活性成分按活性成分A)计的%作用
Y=使用q ppm的活性成分按活性成分B)计的%作用。
根据科尔比(COLBY),使用p+q ppm的活性成分,预期的(加性的)活性成分A)+B)的作用是:
如果实际观察到的(O)作用大于预期的作用(E),那么该组合的作用是超级加性的,即存在一种协同效应。在数学方面,协同作用对应于(O-E)的差的正值。在纯互补性添加活性物(期待的活性)的情况下,所述差(O-E)为零。所述差(O-E)的负值标志着与期待的活性相比,活性的损失。
然而,除了相对于杀真菌活性的实际协同作用外,根据本发明的组合物还可以具有另外的出人意料的有利特性。可以提及的此类有利的特性的实例是:更有利的降解性;改善的毒理学和/或生态毒理学行为;或有用植物的改善的特征,包括:出苗、作物产量、根系统更发达、分蘖增加、株高增加、叶片更大、基部叶片死亡更少、分蘖更强、叶子颜色更绿、所需肥料更少、所需种子更少、分蘖更多产、开花更早、谷粒成熟更早、植物倒伏(伏到(lodging))更少、芽生长增强、改进的植物活力以及发芽早。
根据本发明的组合物可以被施用至致植物病的微生物、有用植物、其场所、其繁殖材料、储存货物或受微生物攻击威胁的技术材料。
可以在有用植物、其繁殖材料、储存货物或技术材料被微生物感染之前或之后施用根据本发明的组合物。
要施用的根据本发明的组合物的量将取决于各种因素,例如所使用的化合物;处理的目标(例如像植物、土壤或种子);处理形式(例如像喷雾、洒粉或拌种);处理目的(例如像预防或治疗);要控制的真菌类型或施用时间。
典型地,当典型地与1至5000g a.i./ha,特别是2至2000g a.i./ha,例如100ga.i./ha、250g a.i./ha、500g a.i./ha、800g a.i./ha、1000g a.i./ha、1500g a.i./ha的组分(B)组合施用至有用植物时,组分(A)典型地是以5至2000g a.i./ha,特别是10至1000ga.i./ha,例如50g a.i./ha、75g a.i./ha、100g a.i./ha或200g a.i./ha的比率施用的。
在农业实践中,根据本发明的组合物的施用比率取决于所希望的作用的类型,并且典型地是在从20g至4000g的总组合物每公顷的范围内。
当根据本发明的组合物用于处理种子时,比率为0.001g至50g组分(A)的化合物/每kg的种子、优选从0.01g至10g/每kg的种子,以及0.001g至50g的组分(B)的化合物/每kg的种子、优选从0.01g至10g/每kg的种子,这一般是足够的。
为了避免疑问,在本申请的正文中引用文献参考、专利申请、或专利的情况下,将所述引用的全文通过引用结合在此。
实例
接下来的实例用来阐明本发明。本发明的某些化合物和组合物与已知的化合物和组合物的区别可以在于在低施用率下更大的疗效,这可以由本领域的普通技术人员使用在实例中概述的实验程序,使用更低的施用率(如果必要的话)例如,50ppm、12.5ppm、6ppm、3ppm、1.5ppm、0.8ppm或0.2ppm来证实。
贯穿本说明书,以摄氏度给出温度并且“m.p.”是指熔点。LC/MS是指液相色谱-质谱,并且该装置的说明和方法是:
方法G:
光谱记录在来自沃特斯公司的质谱仪(ACQUITY UPLC)(SQD、SQDII或ZQ单四极杆质谱仪)上,其装备有电喷射源(极性:正离子或负离子,毛细管:3.00kV,锥孔范围:30V-60V,萃取器:2.00V,源温度:150℃,去溶剂化温度:350℃,锥孔气体流量:0L/Hr,去溶剂化气体流量:650L/Hr;质量范围:100Da至900Da)以及来自沃特斯的Acquity UPLC:二元泵、加热管柱室以及二极管阵列检测器。溶剂脱气装置,二元泵,加热柱室以及二极管阵列检测器。柱:Waters UPLC HSS T3,1.8μm,30x 2.1mm,温度:60℃,DAD波长范围(nm):210至500,溶剂梯度:A=水+5%MeOH+0.05%HCOOH,B=乙腈+0.05%HCOOH;梯度:10%-100%B,在1.2min内;流量(ml/min)0.85。
方法H:
光谱记录在来自沃特斯公司的质谱仪(ACQUITY UPLC)(SQD、SQDII或ZQ单四极杆质谱仪)上,其装备有电喷射源(极性:正离子或负离子,毛细管:3.00kV,锥孔范围:30V-60V,萃取器:2.00V,源温度:150℃,去溶剂化温度:350℃,锥孔气体流量:0L/Hr,去溶剂化气体流量:650L/Hr;质量范围:100Da至900Da)以及来自沃特斯的Acquity UPLC:二元泵、加热管柱室以及二极管阵列检测器。溶剂脱气装置,二元泵,加热柱室以及二极管阵列检测器。柱:Waters UPLC HSS T3,1.8μm,30x 2.1mm,温度:60℃,DAD波长范围(nm):210至500,溶剂梯度:A=水+5%MeOH+0.05%HCOOH,B=乙腈+0.05%HCOOH;梯度:10%-100%B,在2.7min内;流量(ml/min)0.85。
配制品实例
将活性成分与助剂充分混合,并在适宜的磨中将混合物充分研磨,得到可湿性粉剂,该可湿性粉剂可以用水稀释,形成任何希望农度的悬浮剂。
将该活性成分与这些佐剂充分混合并且将混合物在适当的研磨机中充分研磨,从而提供可以直接用于种子处理的粉末。
可乳化浓缩物
在植物保护中可以使用的具有任何所要求的稀释的乳液可以通过用水稀释从这种浓缩剂中获得。
通过将该活性成分与载体混合并且将混合物在适合的研磨机中研磨而获得即用型尘粉剂。这样的粉剂还可以用于种子的干拌种。
挤出机颗粒
将该活性成分与这些佐剂混合并且研磨,并且将该混合物用水润湿。将混合物挤出并且然后在空气流中干燥。
包衣颗粒剂
活性成分[具有化学式(I)的化合物] 8%
聚乙二醇(分子量200) 3%
高岭土 89%
将精细研磨的活性成分在混合器中均匀地施用到用聚乙二醇湿润的高岭土上。以此方式获得无尘的包衣的颗粒剂。
悬浮液浓缩剂
将精细地研磨的活性成分与佐剂紧密地混合,得到悬浮液浓缩物,从该悬浮液浓缩物可以通过用水稀释获得任何所希望的稀释度的悬浮液。使用这样的稀释物,可以对活的植物连同植物繁殖材料进行处理并且对其针对微生物侵染通过喷洒、浇注或浸渍进行保护。
种子处理用的可流动性浓缩物
将精细地研磨的活性成分与佐剂紧密地混合,得到悬浮液浓缩物,从该悬浮液浓缩物可以通过用水稀释获得任何所希望的稀释度的悬浮液。使用这样的稀释物,可以对活的植物连同植物繁殖材料进行处理并且对其针对微生物侵染通过喷洒、浇注或浸渍进行保护。
缓释的胶囊悬浮液
将28份的具有化学式(I)的化合物的组合与2份的芳香族溶剂以及7份的甲苯二异氰酸酯/多亚甲基-聚苯基异氰酸酯-混合物(8:1)进行混合。将此混合物在1.2份的聚乙烯醇、0.05份的消泡剂以及51.6份的水的混合物中进行乳化直至达到所希望的粒度。向此乳液中添加在5.3份的水中的2.8份的1,6-己二胺混合物。将混合物搅拌直至聚合反应完成。
将获得的胶囊悬浮液通过加入0.25份的增稠剂以及3份的分散剂进行稳定。该胶囊悬浮液配制品包含28%的活性成分。介质胶囊的直径是8-15微米。
将所得配制品作为适用于此目的装置中的水性悬浮液施用到种子上。
制备实例
具有化学式(I)的对映异构体纯的化合物的制备可以通过外消旋混合物的手性拆
分例如使用手性层析,或通过羧酸或羧酸衍生物与对映异体纯的手性胺的偶联来实现。二
者可能的合成方法的实例报道如下:
实例1:N-(1-苄基-1,3-二甲基-丁基)喹啉-3-甲酰胺的制备
步骤1:2,4-二甲基-1-苯基-戊-2-醇的制备
在室温下将4-甲基-2-戊酮(3.0g,29.4mmol)在二乙醚(25mL)中的溶液滴加到四氢呋喃中的苄基氯化镁(2M在四氢呋喃中,22mL,44mmol)中。然后将该反应混合物温热至35℃并在此温度下老化3h。冷却至室温后,向反应中添加HCl水溶液(2M),并将混合物在水和乙酸乙酯之间分配。将有机层用盐水洗涤,经Na2SO4干燥,过滤并在真空中浓缩。将该残余物在硅胶上通过层析纯化,以提供呈无色液体的标题化合物。
1H NMR(400MHz,CDCl3)δ7.18-7.34(m,5H),2.65-2.85(m,2H),1.81-1.99(m,1H),1.42(dd,2H),1.15(s,3H),0.98(dd,6H)。
步骤2:N-(1-苄基-1,3-二甲基-丁基)-2-氯-乙酰胺的制备
向冷却至0-5℃的2,4-二甲基-1-苯基-戊-2-醇(3.6g,19mmol)和氯乙腈(2.4mL,37mmol)在乙酸(11mL)中的溶液中滴加浓硫酸(3.1mL,56mmol)。将得到的浆液温热至20℃并在此温度下搅拌3h。然后将该反应混合物用水进行稀释,并且用乙酸乙酯进行萃取。将有机层用NaHCO3水溶液、盐水洗涤,经MgSO4干燥,过滤并在真空中浓缩。将该残余物在硅胶上通过层析纯化,以提供呈无色固体的标题化合物。
1H NMR(400MHz,CDCl3)δ7.20-7.34(m,3H),7.08-7.16(m,2H),6.13(br.s.,1H),3.94(s,2H),3.21(d,1H),2.90(d,1H),1.86-1.95(m,1H),1.73-1.86(m,1H),1.54(dd,1H),1.31(s,3H),0.96(dd,6H)。
步骤3:2,4-二甲基-1-苯基-戊-2-胺的制备
将N-(1-苄基-1,3-二甲基-丁基)-2-氯-乙酰胺(3.0g,11.2mmol)、乙酸(3.9mL,67mmol)和硫脲(1.02g,13.4mmol)在乙醇(30mL)中的溶液温热至80℃,并在该温度下搅拌18h。然后将反应混合物冷却至20℃,用HCl水溶液(0.5M)稀释,通过短硅藻土垫过滤。将滤液用乙酸乙酯洗涤;然后将水层用4M的NaOH碱化并用正己烷萃取。将正己烷层用盐水洗涤,经Na2SO4干燥、过滤并真空浓缩,以提供呈浅棕色油状的标题化合物。
1H NMR(400MHz,CDCl3)δ7.14-7.34(m,5H),2.59-2.71(m,2H),1.78-1.94(m,1H),1.26-1.41(m,2H),1.05(s,3H),1.03(br.s,2H),0.98(dd,6H)。
步骤4:N-(1-苄基-1,3-二甲基-丁基)喹啉-3-甲酰胺的制备
在室温下向喹啉-3-甲酸(0.20g,1.15mmol)、2,4-二甲基-1-苯基-戊-2-胺(0.22g,1.15mmol)、三乙胺(0.14g,1.4mmol)和1-羟基-7-氮杂苯并三唑(0.16g,1.15mmol)在无水二甲基甲酰胺(5mL)中的溶液中添加N-(3-二甲基氨丙基)-N'-乙基碳二亚胺HCl(0.22g,1.15mmol),并且在20℃下将所得溶液老化18h。添加水,并且将该混合物用乙酸乙酯萃取。将有机相用盐水洗涤,经Na2SO4干燥,过滤并在真空中浓缩。将该残余物在硅胶上通过层析纯化,以提供呈白色固体的标题化合物,m.p.:121℃。
1H NMR(400MHz,CDCl3)δ9.12(d,1H),8.40(d,1H),8.13(d,1H),7.86(d,1H),7.74-7.82(m,1H),7.56-7.64(m,1H),7.16-7.30(m,5H),5.73(s,1H),3.46(d,1H),2.98(d,1H),2.17(dd,1H),1.84-1.99(m,1H),1.67(dd,1H),1.43(s,3H),1.02(d,6H)。
实例2:N-(1-苄基-1,3-二甲基-丁基)-8-氟-喹啉-3-甲酰胺的制备
将实例2类似于实例1进行制备,对于步骤4,使用8-氟-喹啉-3-甲酸代替喹啉-3-甲酸。获得呈白色固体的标题化合物。
1H NMR(400MHz,CDCl3)δ9.16(s,1H),8.47(d,1H),7.70(d,1H),7.43-7.63(m,2H),7.09-7.37(m,5H),5.74(br s,1H),3.46(d,1H),3.02(d,1H),2.17(dd,1H),1.82-2.04(m,1H),1.71(dd,1H),1.47(s,3H),1.05(d,6H)。
19F NMR(377MHz,CDCl3)δ-124.64(s)。
实例3:N-(1-苄基-1,3-二甲基-丁-3-烯基)-8-氟-喹啉-3-甲酰胺的制备步骤1:2-甲基-N-(1-甲基-2-苯基-亚乙基)丙烷-2-亚磺酰胺的制备
将1-苯基丙-2-酮(8.30g,61.9mmol)溶于四氢呋喃(75mL)中,在室温下依次添加乙醇钛(IV)(32.6g,92.8mmol)和2-甲基丙烷-2-亚磺酰胺(7.50g,61.9mmol)并将所得混合物温热至60℃。在60℃下搅拌2h后,将反应冷却至室温,并用NaHCO3水溶液淬灭。将所得混合物过滤,并将滤饼用乙酸乙酯洗涤。将合并的滤液用乙酸乙酯萃取,将有机层用盐水洗涤,用硫酸钠干燥,过滤并真空浓缩,以提供呈浅黄色油状物的标题化合物(纯度>80%,顺式-反式异构体的比例约为4:1),其原样用于下一步骤。
1H NMR(400MHz,CDCl3,主要的异构体)δ7.17-7.43(m,5H),3.72(d,1H),3.70(d,1H),2.32(s,3H),1.23(s,9H)。
步骤2:N-(1-苄基-1,3-二甲基-丁-3-烯基)-2-甲基-丙烷-2-亚磺酰胺的制备
将粗2-甲基-N-(1-甲基-2-苯基-亚乙基)丙烷-2-亚磺酰胺(80%纯度,7.4g,24.9mmol)在二氯甲烷(100mL)中的溶液缓慢添加到可商购的保持在-50℃的2-甲基烯丙基氯化镁在THF(0.5M,75mL,37.4mmol)中的溶液中。将反应混合物经4小时逐渐温热至20℃,并在20℃下搅拌过夜。然后添加饱和NH4Cl溶液,用乙酸乙酯萃取混合物,并将有机层用盐水洗涤,经硫酸钠干燥,过滤并真空浓缩。将该残余物通过快速硅胶色谱法纯化,以提供作为非对映异构体混合物的标题化合物。
1H NMR(400MHz,CDCl3,主要的异构体)δ6.94-7.18(m,5H),4.82(s,1H),4.71(s,1H),3.39(s,1H),2.76(d,1H),2.55(d,1H),2.21(d,2H),1.63(s,3H),1.06(s,3H),0.94(s,9H)。
步骤3:N-(1-苄基-1,3-二甲基-丁-3-烯基)-8-氟-喹啉-3-甲酰胺的制备
向N-(1-苄基-1,3-二甲基-丁-3-烯基)-2-甲基-丙烷-2-亚磺酰胺(5.2g,15.9mmol)在甲醇(16mL)中的冰冷的溶液中添加HCl在1,4-二噁烷(4m,6mL,24mmol)中的溶液,并将所得溶液在0-5℃下搅拌2h。然后真空中除去所有挥发物,以提供棕色胶状残余物,将该残余物用乙醚/庚烷的混合物研磨。将所得淡棕色固体真空干燥并直接用于下一步骤。
将部分上述获得的固体盐酸盐(2g,8.0mmol)悬浮于二氯甲烷(40mL)中,并在环境温度下依次添加8-氟喹啉-3-甲酸(1.68g,8.8mmol)、三乙胺(2.8mL,19.9mmol)、1-羟基-7-氮杂苯并三唑(1.2g,8.8mmol)和N-(3-二甲基氨基丙基)-N′-乙基碳二亚胺-HCl(1.72g,8.8mmol)。在20℃下将该所得混合物老化2h。然后添加水并且将该混合物用二氯甲烷萃取。将有机层用盐水洗涤,经硫酸钠干燥,过滤并在真空中浓缩。将残余物通过快速硅胶色谱法进行纯化,以提供呈白色固体的标题化合物,m.p.:115℃-117℃。
1H NMR(400MHz,CDCl3)δ9.11-9.26(m,1H),8.50(s,1H),7.72(d,1H),7.45-7.64(m,2H),7.19-7.37(m,5H),5.96(s,1H),5.01(s,1H),4.84(s,1H),3.57(d,1H),3.08(dd,2H),2.46(d,1H),1.89(s,3H),1.47(s,3H)。
19F NMR(377MHz,CDCl3)δ-124.64(s)。
实例4:N-(1-苄基-3,3,3-三氟-1-甲基-丙基)-7,8-二氟-喹啉-3-甲酰胺步骤1:2-苄基-4,4,4-三氟-2-甲基-丁酸乙酯的制备
在-70℃下将正丁基锂(2.5M在己烷中,100mL,248.9mmol)缓慢添加到二异丙基胺(35.2mL,248.9mmol)在四氢呋喃(400mL)中的溶液中。将所得溶液在-70℃下老化30min,并且然后滴加4,4,4-三氟丁酸乙酯(36g,207.4mmol)。将反应在-70℃下搅拌2h,添加苄基溴(43.2g,248.9mmol),并将反应混合物逐渐温热至室温,历时约2h。添加饱和NH4Cl溶液,并用甲基叔丁基醚萃取混合物。将有机层用水、盐水洗涤,经MgSO4干燥,过滤并在真空中浓缩。使残余的油通过硅胶短垫,将该垫用环己烷:乙酸乙酯(2:1)冲洗,并将滤液真空浓缩,得到呈浅橙色油状物的4,4,4-三氟-2-甲基-丁酸乙酯。
在-70℃下将正丁基锂(2.5M在己烷中,99mL,247.2mmol)缓慢添加到二异丙基胺(35mL,247.2mmol)在四氢呋喃(380mL)中的溶液中。将所得溶液在-70℃下老化30分钟,并且然后在-70℃下缓慢添加上面得到的粗产物(49.5g,190.2mmol,用四氢呋喃(30mL)稀释)。将所得深色溶液在-70℃下搅拌2h,然后添加碘甲烷(13.1mL,209.3mmol)。将反应混合物逐渐温热至20℃,历时约3h,然后用饱和NH4Cl溶液淬灭,并用甲基叔丁基醚萃取。将有机层用水、盐水洗涤,经MgSO4干燥,过滤并在真空中浓缩。使残余的油通过硅胶短垫,将该垫用环己烷:乙酸乙酯(2:1)冲洗,并将滤液真空浓缩,提供浅棕色油状的标题化合物(约80%纯)。
1H NMR(400MHz,CDCl3)δ7.05-7.33(m,5H),4.13(q,2H),2.98(d,1H),2.81-2.72(m,2H),2.11-2.32(m,1H),1.28(s,3H),1.21(t,3H)。
步骤2:2-苄基-4,4,4-三氟-2-甲基-丁酰胺的制备
在室温下将2-苄基-4,4,4-三氟-2-甲基-丁酸乙酯(25.5g,93.0mmol)在1,4-二噁烷(45mL)/乙醇(45mL)中的溶液用NaOH(7.6g,186mmol)处理,将所得溶液温热至90℃并在90℃下老化1h。冷却至室温后,将反应混合物浓缩至原体积的约50%。将残余物用水稀释并用环己烷洗涤。然后在冰冷却、温度<25℃下用HCl(浓)酸化该水层,并用DCM萃取混合物。将该有机层用盐水洗涤,用Na2SO4干燥,过滤并真空浓缩,以提供呈深黄色油状物的2-苄基-4,4,4-三氟-2-甲基-丁酸。
在20℃下,向粗2-苄基-4,4,4-三氟-2-甲基-丁酸(6.7g,27.2mmol)和二甲基甲酰胺(0.1mL,1.4mmol)在二氯甲烷(25mL)中的溶液中缓慢添加草酰氯(2.5mL,28.6mmol)。将所得溶液在20℃下搅拌1h,并且然后真空除去所有挥发物。将残余物溶于二氯甲烷(25mL)中,并将所得溶液缓慢添加到冰冷却的快速搅拌的氨水溶液(25wt%,21mL)中。将所得混合物逐渐温热至室温并搅拌30min,然后添加水,并将混合物用二氯甲烷萃取。将有机层用水、盐水洗涤,用Na2SO4干燥、过滤并真空浓缩,以提供呈浅棕色油状的标题化合物。
1H NMR(400MHz,CDCl3)δ7.13-7.44(m,5H),5.42(br s,2H),3.13(d,1H),2.97-3.09(m,1H),2.67(d,1H),2.18(qd,1H),1.33(s,3H)。
步骤3:4,4,4-三氟-2-甲基-1-苯基-丁-2-胺的制备
在室温下向2-苄基-4,4,4-三氟-2-甲基-丁酰胺(6.6g,26.9mmol)在乙腈(25mL)/水(25mL)中的溶液中添加二乙酰氧基碘苯(9.73g,29.6mmol)和三氟乙酸(4.6mL,59.2mmol)并将所得混合物在室温下搅拌18h。然后真空除去乙腈,用浓HCl将剩余的水性乳液调节至pH1,并用甲基叔丁基醚洗涤。将水层用NaOH(8M)碱化至pH 12,并用甲基叔丁基醚萃取。将有机层用盐水洗涤,经Na2SO4干燥、过滤并真空浓缩,以提供呈黄色油状的标题化合物。
1H NMR(400MHz,CDCl3)δ7.16-7.50(m,5H),2.81(s,2H),2.13-2.41(m,2H),1.28(s,3H)。
步骤4:N-(1-苄基-3,3,3-三氟-1-甲基-丙基)-7,8-二氟-喹啉-3-甲酰胺的制备
在室温下向7,8-二氟喹啉-3-甲酸(0.35g,1.67mmol)、4,4,4-三氟-2-甲基-1-苯基-丁-2-胺(0.40g,0.84mmol)、三乙胺(0.6mL,4.2mmol)和1-羟基-7-氮杂苯并三唑(0.27g,2.0mmol)在二氯甲烷(10mL)中的溶液中添加N-(3-二甲基氨基丙基)-N'-乙基碳二亚胺-HCl(0.39g,2.0mmol)。在室温下搅拌所得混合物15小时,并且然后用水淬灭。将混合物用二氯甲烷萃取,将有机层用水、盐水洗涤,经Na2SO4干燥,过滤并真空浓缩。将残余物通过快速硅胶色谱法进行纯化以提供呈白色固体的标题化合物,m.p.:158℃-160℃。
1H NMR(400MHz,CDCl3)δ9.07(d,1H),8.38(t,1H),7.62(ddd,1H),7.47(dt,1H),7.11-7.38(m,5H),6.14(s,1H),3.62(d,1H),3.46(dd,1H),2.96(d,1H),2.58(qd,1H),1.50(s,3H)。
19F NMR(377MHz,CDCl3)δ-59.75(s),-132.03(d),-150.23(d)。
实例5:N-(1-苄基-3,3,3-三氟-1-甲基-丙基)-8-氟-喹啉-3-甲酰胺的制备
将实例5类似于实例4进行制备,对于步骤4,使用8-氟-喹啉-3-甲酸代替7,8-二氟喹啉-3-甲酸。获得呈白色固体的标题化合物。
1H NMR(400MHz,CDCl3)δ9.14(d,1H),8.44(t,1H),7.69(d,1H),7.57(dt,1H),7.45-7.53(m,1H),7.16-7.35(m,5H),5.88(s,1H),3.65(d,1H),3.46(qd,1H),2.97(d,1H),2.61(qd,1H),1.52(s,3H)。
19F NMR(377MHz,CDCl3)δ-59.73(s),-124.46(s)。
实例6:(S)-4,4,4-三氟-2-甲基-1-苯基-丁-2-胺的制备
向4,4,4-三氟-2-二甲基-1-苯基-丁-2-胺(5.0g,23mmol)在丙腈(230mL)中的溶液里添加L-(-)-苹果酸(1.62g,11.5mmol),并且将所得混合物温热至90℃。将形成的白色浆液在90℃下搅拌2h,冷却至室温,并且通过抽吸过滤收集固体。将滤饼用丙腈洗涤,并真空干燥至白色粉末。(在第一次通过后对对映体纯度不满意的情况下,将该固体在90℃下用丙腈研磨)
将以上获得的白色粉体悬浮在甲基叔丁基醚中,并且用水性NaOH(1M)搅拌直至所有固体溶解。将层分离,并将有机层用盐水洗涤,经Na2SO4干燥、过滤并真空浓缩,以提供呈浅黄色油状的标题化合物(对映体比率>98:2)。
1H NMR(400MHz,CDCl3)δ7.16-7.50(m,5H),2.81(s,2H),2.13-2.41(m,2H),1.28(s,3H)。
[α]20 D:-2.9(CHCl3,c=1.47)
根据以下方法测量对映体比率:
SFC:沃特斯Acquity UPC2/QDa
PDA检测器沃特斯Acquity UPC2
流动相:A:CO2 B:MeOH梯度:3%B在1.8min内
ABPR:1800psi
流速:2.0ml/min
检测:220nm
样品浓度:1mg/mL在ACN/iPr 50/50中
注射:1μL
峰1:0.99min(R胺)
峰2:1.36min(S胺)
实例7:N-[(1S)-1-苄基-3,3,3-三氟-1-甲基-丙基]-8-氟-喹啉-3-甲酰胺的制备
在室温下在30分钟内,向8-氟喹啉-3-甲酸(3g,14.9mmol)在二氯甲烷(37mL)的悬浮液里添加N,N-二甲基甲酰胺(0.1mL),然后添加草酰氯(1.4mL,15.5mmol)。观察到剧烈的气体逸出。将白色悬浮液搅拌4h直至气体逸出完全结束。
将淡黄色悬浮液通过小样品的LCMS检查(用EtNH2淬灭),仍显示微量酸(M+H+=192)和碱(M+H+=219)的。进行了酰基氯(acidchloride)的粗NMR的分析:
1H NMR(400MHz,CDCl3)δppm 9.50-9.63(m,1H),9.06-9.20(m,1H),7.87-7.98(m,1H),7.75(s,1H),7.64-7.83(m,2H)。
在20min内,将(2S)-4,4,4-三氟-2-甲基-1-苯基-丁-2-胺(3g,14mmol)在二氯甲烷(7mL)和三乙胺(5mL)中的淡黄色溶液并行逐滴地添加到酰基氯的悬浮液中。然后在环境温度下将淡棕色悬浮液搅拌过夜。
将该反应混合物用额外的二氯甲烷稀释并用水性饱和NaHCO3、水以及盐水洗涤。将有机层经Na2SO4干燥,过滤并真空浓缩以提供5.3g的黄色树脂。将残余物通过快速硅胶色谱法进行纯化以提供呈灰白色固体的标题化合物。
1H NMR(400MHz,CDCl3)δ9.14(d,1H),8.44(t,1H),7.69(d,1H),7.57(dt,1H),7.45-7.53(m,1H),7.16-7.35(m,5H),5.88(s,1H),3.65(d,1H),3.46(qd,1H),2.97(d,1H),2.61(qd,1H),1.52(s,3H)。
19F NMR(377MHz,CDCl3)δ-59.73(s),-124.46(s)。
根据以下方法测量对映体比率:
SFC:沃特斯Acquity UPC2/QDa
PDA检测器沃特斯Acquity UPC2
流动相:A:CO2 B:iPr 梯度:15%B在2.8min内
ABPR:1800psi
流速:2.0ml/min
检测:234nm
样品浓度:1mg/mL在ACN/iPr 50/50中
注射:1μL
峰1(rt:1.46min):N-[(1S)-1-苄基-3,3,3-三氟-1-甲基-丙基]-8-氟-喹啉-3-甲酰胺
峰2(rt:1.83min):N-[(1R)-1-苄基-3,3,3-三氟-1-甲基-丙基]-8-氟-喹啉-3-甲酰胺
实例8:(R)-2,4-二甲基-1-苯基-戊-2-胺的制备
在室温下向2,4-二甲基-1-苯基-戊-2-胺(1.0g,5.2mmol)在乙腈(25mL)中的溶液里添加(S)-2-乙酰胺基-4-甲基-戊酸(0.45g,4.6mmol),并且将所得混合物温热至回流。将形成的白色浆液在回流下搅拌2h,冷却至室温,并且通过抽吸过滤收集固体。将滤饼用乙腈洗涤并真空干燥。
将以上获得的白色粉体悬浮在甲基叔丁基醚中,并且用水性NaOH(1M)搅拌直至所有固体溶解。将层分离,并将有机层用盐水洗涤,经Na2SO4干燥、过滤并真空浓缩,以提供呈无色油状的标题化合物(对映体比率>94:6)。
1H NMR(400MHz,CDCl3)δ7.14-7.34(m,5H),2.59-2.71(m,2H),1.78-1.94(m,1H),1.26-1.41(m,2H),1.05(s,3H),1.03(br.s,2H),0.98(dd,6H)。
[α]20 D:-9.769°(CHCl3,c=1.25)
根据以下方法测量对映体比率和/或对映异构体过量:
HPLC:沃特斯UPLC-HClass
DAD检测器:沃特斯UPLC
流动相:Hept/iPr/DEA 90/10/0.1%
流速:1.0ml/min
检测:265nm
样品浓度:1mg/mL在ACN/iPr 50/50中
注射:2μL
峰1:1.92min(S对映异构体)
峰2:2.98min(R对映异构体)
实例9:N-[(1R)-1-苄基-1,3-二甲基-丁基]-8-氟-喹啉-3-甲酰胺的制备
在室温下在2h内,向8-氟喹啉-3-甲酸(32g,167mmol)在二氯甲烷(420mL)的悬浮液里添加N,N-二甲基甲酰胺(3mL),然后添加草酰氯(17mL,201mmol)。观察到剧烈的气体逸出。将该白色悬浮液搅拌2h直至气体逸出完全结束。真空除去挥发物,并将二氯甲烷(350ml)添加到蒸发后获得的白色剩余物中,以形成白色悬浮物。
在30分钟内,将该悬浮液添加至(R)-2,4-二甲基-1-苯基-戊-2-胺(26.7g,140mmol)在含有三乙胺(98ml,700mmol)和4-二甲氨基吡啶(0.86g,7mmol)的二氯甲烷(300ml)的溶液中。将橙色溶液在室温搅拌两小时。
将该反应混合物用额外的二氯甲烷稀释并用水性饱和NaHCO3、水以及盐水洗涤。将有机层经Na2SO4干燥,过滤并在真空中浓缩以提供52g的粗材料。将残余物通过快速硅胶色谱法进行纯化,以提供呈白色固体的标题化合物,m.p.:139-141℃。
1H NMR(400MHz,CDCl3)δ9.16(s,1H),8.47(d,1H),7.70(d,1H),7.43-7.63(m,2H),7.09-7.37(m,5H),5.74(br s,1H),3.46(d,1H),3.02(d,1H),2.17(dd,1H),1.82-2.04(m,1H),1.71(dd,1H),1.47(s,3H),1.05(d,6H)。
19F NMR(377MHz,CDCl3)δ-124.67(s)。
根据以下方法测量对映体比率:
SFC:沃特斯Acquity UPC2/QDa
PDA检测器沃特斯Acquity UPC2
流动相:A:CO2 B:MeOH 梯度:25%B在1.8min内
ABPR:1800psi
流速:2.0ml/min
检测:235nm
样品浓度:1mg/mL在ACN/iPr 50/50中
注射:1μL
峰1(rt:0.99min):N-[(1S)-1-苄基-1,3-二甲基-丁基]-8-氟-喹啉-3-甲酰胺
峰2(rt:1.36min):N-[(1R)-1-苄基-1,3-二甲基-丁基]-8-氟-喹啉-3-甲酰胺
实例10:以下单一异构体的制备:
N-[(1S)-1-苄基-3,3,3-三氟-1-甲基-丙基]-7,8-二氟-喹啉-3-甲酰胺和
N-[(1R)-1-苄基-3,3,3-三氟-1-甲基-丙基]-7,8-二氟-喹啉-3-甲酰胺
通过制备型HPLC色谱法使用下文概述的条件对外消旋N-(1-苄基-3,3,3-三氟-1-甲基-丙基)-7,8-二氟-喹啉-3-甲酰胺混合物进行手性拆分。
分析型HPLC方法
SFC:沃特斯Acquity UPC2/QDa
PDA检测器沃特斯Acquity UPC2
ABPR:1800psi
流速:2.0ml/min
检测:233nm
样品浓度:1mg/mL在ACN/iPr 50/50中
注射:1μL
制备型HPLC方法:
来自沃特斯(Waters)的自动纯化系统:2767样品管理器,2489紫外/可见检测器,2545四元梯度模块。
流动相:TBME/EtOH 98/02
流速:10ml/min检测:UV 265nm
样品浓度:165mg/mL在EE/ACN中
注射:30-90μl,5-15mg
结果:
洗脱时间为1.05分钟的化合物是N-[(1R)-1-苄基-3,3,3-三氟-1-甲基-丙基]-7,8-二氟-喹啉-3-甲酰胺,对应于化合物F-22。
洗脱时间为1.51分钟的化合物是N-[(1S)-1-苄基-3,3,3-三氟-1-甲基-丙基]-7,8-二氟-喹啉-3-甲酰胺,对应于化合物F-21。
实例11:以下单一异构体的制备:
N-[(1S)-1-苄基-3,3,3-三氟-1-甲基-丙基]-8-氟-喹啉-3-甲酰胺
N-[(1R)-1-苄基-3,3,3-三氟-1-甲基-丙基]-8-氟-喹啉-3-甲酰胺
通过制备型HPLC色谱法使用下文概述的条件对外消旋N-(1-苄基-3,3,3-三氟-1-甲基-丙基)-8-氟-喹啉-3-甲酰胺混合物进行手性拆分。
分析型HPLC方法
SFC:沃特斯Acquity UPC2/QDa
PDA检测器沃特斯Acquity UPC2
流动相:A:CO2 B:iPr 梯度:15%B在2.8min内
ABPR:1800psi
流速:2.0ml/min
检测:235nm
样品浓度:1mg/mL在ACN/iPr 50/50中
注射:1μL
制备型HPLC方法:
来自沃特斯(Waters)的自动纯化系统:2767样品管理器,2489紫外/可见检测器,2545四元梯度模块。
流动相:Hept/EtOH 95/05
流速:10ml/min
检测:UV 265nm
样品浓度:10mg/mL在MeOH/DCM(1/1)中
注射:500μl
结果:
洗脱时间为1.49分钟的化合物是N-[(1S)-1-苄基-3,3,3-三氟-1-甲基-丙基]-8-氟-喹啉-3-甲酰胺,对应于化合物F-7。
洗脱时间为1.88分钟的化合物是N-[(1R)-1-苄基-3,3,3-三氟-1-甲基-丙基]-8-氟-喹啉-3-甲酰胺,对应于化合物F-8。
实例12:以下单一异构体的制备:
N-[(1R)-1-苄基-1,3-二甲基-丁基]-8-氟-喹啉-3-甲酰胺和
N-[(1S)-1-苄基-1,3-二甲基-丁基]-8-氟-喹啉-3-甲酰胺
通过制备型HPLC色谱法使用下文概述的条件对外消旋N-(1-苄基-1,3-二甲基-丁基)-8-氟-喹啉-3-甲酰胺混合物进行手性拆分。
分析型HPLC方法:
SFC:沃特斯Acquity UPC2/QDa
PDA检测器沃特斯Acquity UPC2
流动相:A:CO2 B:MeOH 梯度:25%B在1.8min内
ABPR:1800psi
流速:2.0ml/min
检测:240nm
样品浓度:1mg/mL在Hept/EtOH 90/10中
注射:3μL
制备型HPLC方法:
来自沃特斯(Waters)的自动纯化系统:2767样品管理器,2489紫外/可见检测器,2545四元梯度模块。
流动相:Hept/EtOH 90/10
流速:10ml/min
检测:UV 265nm
样品浓度:100mg/mL在MeOH/DCM(1/3)(经过滤)中
注射:150μl-250μl
洗脱时间为0.97分钟的化合物是N-[(1S)-1-苄基-1,3-二甲基-丁基]-8-氟-喹啉-3-甲酰胺,对应于化合物F-1。
洗脱时间为1.88分钟的化合物是N-[(1R)-1-苄基-1,3-二甲基-丁基]-8-氟-喹啉-3-甲酰胺,对应于化合物F-2。
实例13:以下单一异构体的制备:
N-[(1R)-1-苄基-3-氟-1,3-二甲基-丁基]-8-氟-喹啉-3-甲酰胺和
N-[(1S)-1-苄基-3-氟-1,3-二甲基-丁基]-8-氟-喹啉-3-甲酰胺
通过制备型HPLC色谱法使用下文概述的条件对外消旋N-(1-苄基-3-氟-1,3-二甲基-丁基)-8-氟-喹啉-3-甲酰胺混合物进行手性拆分。
分析型HPLC方法:
SFC:沃特斯Acquity UPC2/QDa
PDA检测器沃特斯Acquity UPC2
流动相:A:CO2 B:MeOH 梯度:30%B在1.8min内
ABPR:1800psi
流速:2.0ml/min
检测:230nm
样品浓度:1mg/mL在ACN/iPr 50/50中
注射:1μL制备型HPLC方法:
来自沃特斯(Waters)的自动纯化系统:2767样品管理器,2489紫外/可见检测器,2545四元梯度模块。
流动相:Hept/EtOH 90/10
流速:10ml/min
检测:UV 265nm
样品浓度:127mg/mL在EE中
注射:40-160μl,5-20mg
洗脱时间为0.88分钟的化合物是N-[(1R)-1-苄基-3-氟-1,3-二甲基-丁基]-8-氟-喹啉-3-甲酰胺,对应于化合物F-15。
洗脱时间为1.51分钟的化合物是N-[(1S)-1-苄基-3-氟-1,3-二甲基-丁基]-8-氟-喹啉-3-甲酰胺,对应于化合物F-16。
表E:具有化学式I的化合物的物理数据
表F:作为单个对映异构体的具有化学式(I)的化合物的物理数据
生物学实例
茄链格孢菌/番茄/叶圆片(早枯病)
将番茄叶圆片栽培品种Baby置于多孔板(24孔规格)中的琼脂上,并且用稀释在水中的配制的试验化合物喷雾。在施用后2天,用真菌的孢子悬浮液接种这些叶圆片。在气候室中在12/12h(光照/黑暗)的光方案下,在23℃/21℃(白天/夜晚)和80%rh孵育接种的叶圆片,并且在未处理的对照叶圆片上出现适当水平的疾病损害时(施用后5-7天之后),作为与未处理的相比的疾病控制百分比来评估化合物活性。
当与在相同条件下显示出广泛的疾病发展的未处理的对照相比时,以下化合物在200ppm处对茄链格孢菌给出至少80%的控制:X.010。
灰葡萄孢菌(Botryotinia fuckelian,Botrytis cinerea)/液体培养(灰霉病)
将来自低温储存的真菌分生孢子直接混入营养肉汤(沃格尔(Vogels)肉汤)中。在将试验化合物的(DMSO)溶液置于微量滴定板(96孔规格)中之后,添加含有真菌孢子的营养肉汤。将这些测试板在24℃下进行孵育并且施用之后3-4天通过光度法测定对生长的抑制。
当与在相同条件下显示出广泛的疾病发展的未处理的对照相比时,以下化合物在200ppm处对灰葡萄孢菌给出至少80%的控制:X.001、X.002、X.003、X.004、X.005、X.006、X.007、X.008、X.009、X.010、X.011、X.012、X.013、X.014、X.015、X.016、X.017、X.018、X.019、X.020、F-1、F-2、F-3、F-4、F-5、F-6、F-7、F-8、F-9、F-10、F-11、F-12、F-13、F-14、F-15、F-16、F-17、F-18、F-19、F-20、F-21、F-22、F-23、F-24、F-25、F-26、F-27、F-28、F-29、F-30、F-31、F-32、F-33、F-34、F-35、F-36。
瓜小丛壳菌(Glomerella lagenarium)(瓜类炭疽菌(Colletotrichum
lagenarium))/液体培养(炭疽病)
将来自低温储存的真菌分生孢子直接混入营养肉汤(PDB-马铃薯右旋糖肉汤)中。在将试验化合物的(DMSO)溶液置于微量滴定板(96孔规格)中之后,添加含有真菌孢子的营养肉汤。将这些测试板在24℃下孵育并且施用3-4天以后通过光度法测量对生长的抑制。
当与在相同条件下显示出广泛的疾病发展的未处理的对照相比时,以下化合物在200ppm处对瓜小丛壳菌给出至少80%的控制:X.001、X.002、X.003、X.004、X.005、X.006、X.007、X.008、X.009、X.010、X.011、X.012、X.013、X.014、X.015、X.016、X.017、X.018、X.019、X.020、F-1、F-2、F-3、F-4、F-5、F-6、F-7、F-8、F-9、F-10、F-11、F-12、F-13、F-14、F-15、F-16、F-17、F-18、F-19、F-20、F-21、F-22、F-23、F-24、F-25、F-26、F-27、F-28、F-29、F-30、F-31、F-32、F-33、F-34、F-35、F-36。
小麦白粉病菌(Blumeria graminis f.sp.Tritici,Erysiphe graminis
f.sp.tritici)/小麦/叶圆片预防性(小麦上的白粉病)
将小麦叶段栽培品种Kanzler置于多孔板(24孔规格)的琼脂上,并且用稀释在水中的配制的测试化合物进行喷雾。在施用后1天,通过在这些测试板之上摇动白粉病感染的植物来接种叶圆片。在气候箱中,在24h黑暗、随后是12h照明/12h黑暗的光方案下,在20℃和60%rh下孵育接种的叶圆片,并且在未处理的对照叶段上出现适当水平的疾病损害时(施用后6-8天),作为与未处理的相比时的疾病控制百分比来评估化合物的活性。
当与在相同条件下显示出广泛的疾病发展的未处理的对照相比时,以下化合物在200ppm处对小麦白粉病菌给出至少80%的控制:X.0010。
黄色镰刀菌/液体培养(赤霉病)
将来自低温储存的真菌分生孢子直接混入营养肉汤(PDB-马铃薯右旋糖肉汤)中。在将试验化合物的(DMSO)溶液置于微量滴定板(96孔规格)中之后,添加含有真菌孢子的营养肉汤。将这些测试板在24℃下进行孵育并且施用之后3-4天通过光度法测定对生长的抑制。
当与在相同条件下显示出广泛的疾病发展的未处理的对照相比时,以下化合物在200ppm处对黄色镰刀菌给出至少80%的控制:X.001、X.002、X.003、X.004、X.005、X.006、X.007、X.008、X.009、X.010、X.011、X.012、X.013、X.014、X.015、X.016、X.017、X.018、X.019、X.020、F-1、F-2、F-3、F-4、F-5、F-6、F-7、F-8、F-9、F-10、F-11、F-12、F-13、F-14、F-15、F-16、F-17、F-18、F-19、F-20、F-21、F-22、F-23、F-24、F-25、F-26、F-27、F-28、F-29、F-30、F-31、F-32、F-33、F-34、F-35、F-36。
黄色镰刀菌/小麦/小穗预防性(赤霉病)
将小麦小穗栽培品种Monsun置于多孔板(24孔规格)的琼脂上,并且用稀释在水中的配制的试验化合物进行喷雾。在施用后1天之后,用真菌的孢子悬浮液接种这些小穗。在人工气候室中在72h半黑暗随后是的12h光照/12h黑暗的光方案下,在20℃和60%rh孵育接种的小穗,并且在未处理的对照小穗上出现适当水平的疾病损害时(施用后6-8天之后),作为与未处理的相比时的疾病控制百分比来评估化合物的活性。
当与在相同条件下显示出广泛的疾病发展的未处理的对照相比时,以下化合物在200ppm处对黄色镰刀菌给出至少80%的控制:X.001、X.002、X.004、X.005、X.006、X.007、X.008、X.009、X.010、X.011、X.012、X.014、X.015、X.017、X.019、X.020、F-1、F-2、F-4、F-5、F-6、F-7、F-8、F-9、F-10、F-11、F-12、F-13、F-15、F-16、F-17、F-18、F-19、F-20、F-21、F-23、F-24、F-25、F-27、F-28、F-29、F-30、F-32、F-33、F-34、F-35。
小麦全蚀病菌/液体培养(谷类全蚀病)
将来自低温储存的菌丝体片段直接混入营养肉汤(PDB马铃薯右旋糖肉汤)中。在将测试化合物的(DMSO)溶液置于微量滴定板(96孔规格)中之后,添加含有真菌孢子的营养肉汤。将这些测试板在24℃下进行孵育并且施用之后4-5天通过光度法测定对生长的抑制。
当与在相同条件下显示出广泛的疾病发展的未处理的对照相比时,以下化合物在20ppm处对小麦全蚀病菌给出至少80%的控制:X.002、X.003、X.006、X.008、X.009、X.011、X.017、X.018、X.019、F-1、F-2、F-3、F-4、F-6、F-9、F-10。
玉米赤霉(禾谷镰刀菌(Fusarium graminearum)/小麦/小穗预防性(赤霉病)
将小麦小穗栽培品种Monsun置于多孔板(24孔规格)的琼脂上,并且用稀释在水中的配制的试验化合物进行喷雾。施用1天后,将小穗用真菌的孢子悬浮液接种。在人工气候室中在72h半黑暗随后是的12h光照/12h黑暗的光方案下,在20℃和60%rh孵育接种的测试叶圆片,并且在未处理的对照小穗上出现适当水平的疾病损害时(施用后6-8天之后),作为与未处理的相比时的疾病控制百分比来评估化合物的活性。
当与在相同条件下显示出广泛的疾病发展的未处理的对照相比时,以下化合物在200ppm处对玉米赤霉给出至少80%的控制:X.001、X.003、X.004、X.005、X.006、X.007、X.008、X.009、X.010、X.012、X.014、X.015、X.016、X.017、X.019、X.020、F-5、F-6、F-7、F-9、F-10、F-11、F-13、F-15、F-16、F-19、F-22、F-24、F-25、F-27、F-28、F-29、F-31、F-32、F-34、F-35。
颖枯壳针孢(Phaeosphaeria nodorum,Septoria nodorum)/小麦/叶圆片预防法
(颖斑枯病)
将小麦叶段栽培品种Kanzler置于多孔板(24孔规格)的琼脂上,并且用稀释在水中的配制的测试化合物喷雾。在施用后2天,用真菌的孢子悬浮液接种这些叶圆片。在气候室中在12h照明/12h黑暗的光方案下,在20℃和75%rh下孵育接种的测试叶圆片,并且在未处理的对照叶圆片上出现适当水平的疾病损害时(施用后5-7天),作为与未处理的相比的疾病控制百分比来评估化合物活。
当与在相同条件下显示出广泛的疾病发展的未处理的对照相比时,以下化合物在200ppm处对颖枯壳针孢给出至少80%的控制:X.0010、F-2。
雪腐明梭孢(Monographella nivalis)(雪霉叶枯菌(Microdochium
nivale))/液
体培养(谷类根腐病)
将来自低温储存的真菌分生孢子直接混入营养肉汤(PDB-马铃薯右旋糖肉汤)中。在将试验化合物的(DMSO)溶液置于微量滴定板(96孔规格)中之后,添加含有真菌孢子的营养肉汤。将这些测试板在24℃下进行孵育并且施用之后4-5天通过光度法测定对生长的抑制。
当与在相同条件下显示出广泛的疾病发展的未处理的对照相比时,以下化合物在20ppm处对雪腐明梭孢给出至少80%的控制:X.001、X.002、X.004、X.005、X.008、X.009、X.010、X.011、X.012、X.013、X.015、X.016、X.017、X.018、X.019、F-1、F-2、F-3、F-5、F-6、F-9、F-12、F-15、F-16、F-17、F-23、F-24、F-26、F-27、F-30、F-31、F-34、F-35。
落花生球腔菌(Mycosphaerella arachidis,落花生尾孢菌)/液体培养(早期叶斑
病)
将来自低温储存的真菌分生孢子直接混入营养肉汤(PDB马铃薯右旋糖肉汤)中。在将试验化合物的(DMSO)溶液置于微量滴定板(96孔规格)中之后,添加含有真菌孢子的营养肉汤。将这些测试板在24℃下进行孵育并且施用之后4-5天通过光度法测定对生长的抑制。
当与在相同条件下显示出广泛的疾病发展的未处理的对照相比时,以下化合物在20ppm处对落花生球腔菌给出至少80%的控制:X.009、X.010。
小麦隐匿柄锈菌(Puccinia recondita f.sp.Tritici)/小麦/叶圆片治疗法(褐
锈病)
将小麦叶段栽培品种Kanzler置于多孔板(24孔规格)内的琼脂上。用真菌的孢子悬浮液接种这些叶段。在19℃和75%rh下,在黑暗中储存这些板。在接种后1天,施用在水中稀释的所配制的测试化合物。在气候室中,在12h光照/12h黑暗的光照方案下,在19℃和75%rh下孵育这些叶段,并且在未处理的检验叶段中出现适当的疾病损害水平时(施用后6-8天),作为与未处理的相比的疾病控制百分比来评估化合物活性。
当与在相同条件下显示出广泛的疾病发展的未处理的对照相比时,以下化合物在200ppm处对小麦隐匿柄锈菌给出至少80%的控制:X.010。
小麦隐匿柄锈菌/小麦/叶圆片预防法(褐锈病)
将小麦叶段栽培品种Kanzler置于多孔板(24孔规格)的琼脂上,并且用稀释在水中的配制的测试化合物喷雾。在施用之后1天,将这些叶圆片用真菌的孢子悬浮液进行接种。在气候室中,在12h照明/12h黑暗的光方案下,在19℃和75%rh下孵育经接种的叶段,并且在未处理的检验叶段中出现适当水平的疾病损害时(施用后7至9天),作为与未处理的相比的疾病控制百分比评估化合物活性。
当与在相同条件下显示出广泛的疾病发展的未处理的对照相比时,以下化合物在200ppm处对小麦隐匿柄锈菌给出至少80%的控制:X.010。
稻瘟病菌(稻梨孢)/液体培养(稻瘟病)
将来自低温储存的真菌分生孢子直接混入营养肉汤(PDB马铃薯右旋糖肉汤)中。在将试验化合物的(DMSO)溶液置于微量滴定板(96孔规格)中之后,添加含有真菌孢子的营养肉汤。将这些测试板在24℃下进行孵育并且施用之后3-4天通过光度法测定对生长的抑制。
当与在相同条件下显示出广泛的疾病发展的未处理的对照相比时,以下化合物在20ppm处对稻瘟病菌给出至少80%的控制:X.001、X.002、X.003、X.004、X.005、X.006、X.007、X.008、X.009、X.010、X.011、X.012、X.013、X.014、X.015、X.016、X.017、X.018、X.020、F-1、F-2、F-3、F-4、F-5、F-7、F-8、F-11、F-12、F-13、F-14、F-15、F-16、F-17、F-18、F-19、F-20、F-21、F-22、F-23、F-24、F-25、F-26、F-27、F-28、F-29、F-30、F-31、F-32、F-34、F-35。
稻瘟病菌(稻梨孢)/稻/叶圆片预防法(稻瘟病)
将水稻叶段栽培品种Kanzler置于多孔板(24孔规格)的琼脂上,并且用稀释在水中的配制的测试化合物喷雾。在施用后2天之后,用真菌的孢子悬浮液接种这些叶段。在气候箱中,在24h黑暗,随后是12h光照/12h黑暗的光方案下,在22℃和80%rh(相对湿度)孵育这些接种的叶段,并且在未处理的检验叶段中出现适当的疾病损害水平时(施用后5-7天之后),作为与未处理的相比的疾病控制百分比来评估化合物的活性。
当与在相同条件下显示出广泛的疾病发展的未处理的对照相比时,以下化合物在200ppm处对稻瘟病菌给出至少80%的控制:X.015、X.020、F-2、F-21、F-22、F-23、F-31、F-32、F-35。
圆核腔菌/大麦/叶圆片预防法(网斑病)
将大麦叶段栽培品种Kanzler置于多孔板(24孔规格)的琼脂上,并且用稀释在水中的配制的测试化合物喷雾。在施用后2天之后用真菌的孢子悬浮液接种这些叶片段。在人工气候室中在12h光照/12h黑暗的一个光方案下,在20℃和65%rh孵育接种的叶段,并且在未处理的对照叶段上出现适当水平的疾病损害时(施用后5-7天之后),作为与未处理的相比时的疾病控制百分比来评估化合物的活性。
当与在相同条件下显示出广泛的疾病发展的未处理的对照相比时,以下化合物在200ppm处对圆核腔菌给出至少80%的控制:X.010、X.011、X.013、X.018、F-2、F-6、F-12、F-24。
核盘菌/液体培养(棉状腐病)
将新培养的液体培养真菌的菌丝体片段直接混入营养肉汤(沃格尔(Vogels)肉汤)中。在将试验化合物的(DMSO)溶液置于微量滴定板(96孔规格)中之后,添加含有真菌材料的营养肉汤。将这些测试板在24℃下进行孵育并且施用之后3-4天通过光度法测定对生长的抑制。
当与在相同条件下显示出广泛的疾病发展的未处理的对照相比时,以下化合物在20ppm处对核盘菌给出至少80%的控制:X.001、X.002、X.003、X.006、X.007、X.009、X.011、X.012、X.013、X.016、X.017、X.018、X.020、F-1、F-2、F-5、F-17、F-19、F-21、F-24、F-25、F-28、F-29、F-32、F-34、F-35。
禾生球腔菌(小麦壳针孢)/液体培养(叶枯病(Septoria blotch))
将来自低温储存的真菌分生孢子直接混入营养肉汤(PDB-马铃薯右旋糖肉汤)中。在将试验化合物的(DMSO)溶液置于微量滴定板(96孔规格)中之后,添加含有真菌孢子的营养肉汤。将这些测试板在24℃下进行孵育并且施用之后4-5天通过光度法测定对生长的抑制。
当与在相同条件下显示出广泛的疾病发展的未处理的对照相比时,以下化合物在20ppm处对禾生球腔菌给出至少80%的控制:X.002、X.004、X.010、F-3、F-16、F-35。
另外的生物学测试实例:
实例B1:稻瘟病菌(稻瘟病):
将来自低温储存的真菌分生孢子直接混入营养肉汤(PDB马铃薯右旋糖肉汤)中。在将测试化合物的(DMSO)溶液置于微量滴定板(96孔规格)中以后,添加包含真菌孢子的营养肉汤。将这些测试板在24℃下孵育并且72小时之后通过光度法确定对生长的抑制。
在该测验中,以下混合组合物(B:A)在报道的浓度(以ppm计)下给出至少80%疾病控制:
实例B2:灰葡萄孢菌(灰霉病):
将来自低温储存的真菌分生孢子直接混入营养肉汤(PDB马铃薯右旋糖肉汤)中。在将测试化合物的(DMSO)溶液置于微量滴定板(96孔规格)中以后,添加包含真菌孢子的营养肉汤。将这些测试板在24℃下孵育并且72小时之后通过光度法确定对生长的抑制。
在该测验中,以下混合组合物(B:A)在报道的浓度(以ppm计)下给出至少80%疾病控制:
实例B3:瓜小丛壳菌(又瓜类炭疽菌),葫芦炭疽病:
将来自低温储存的真菌分生孢子直接混入营养肉汤(PDB马铃薯右旋糖肉汤)中。在将测试化合物的(DMSO)溶液置于微量滴定板(96孔规格)中以后,添加包含真菌孢子的营养肉汤。将这些测试板在24℃下孵育并且72小时之后在620nm下通过光度法确定对生长的抑制。
在该测验中,以下混合组合物(B:A)在报道的浓度(以ppm计)下给出至少80%疾病控制:
实例B4:小麦壳针孢(叶疱斑症):
将来自低温储存的真菌分生孢子直接混入营养肉汤(PDB马铃薯右旋糖肉汤)中。在将测试化合物的DMSO溶液置于微量滴定板(96孔规格)中以后,并且向其中添加包含真菌孢子的营养肉汤。将这些测试板在24℃下孵育并且72小时之后通过光度法确定对生长的抑制。
在该测验中,以下混合组合物(B:A)在报道的浓度(以ppm计)下给出至少80%疾病控制:
实例B5:黄色镰刀菌(根腐病):
将来自低温储存的真菌分生孢子直接混入营养肉汤(PDB马铃薯右旋糖肉汤)中。在将测试化合物的DMSO溶液置于微量滴定板(96孔规格)中以后,并且向其中添加包含真菌孢子的营养肉汤。将这些测试板在24℃下孵育并且48小时之后通过光度法确定对生长的抑制。
在该测验中,以下混合组合物(B:A)在报道的浓度(以ppm计)下给出至少80%疾病控制:
实例B6:黑星病(苹果疮痂病):
将来自低温储存的真菌分生孢子直接混入营养肉汤(PDB马铃薯右旋糖肉汤)中。在将测试化合物的DMSO溶液置于微量滴定板(96孔规格)中以后,并且向其中添加包含真菌孢子的营养肉汤。将这些测试板在24℃下孵育并且7天之后在620nm下通过光度法确定对生长的抑制。
在该测验中,以下混合组合物(B:A)在报道的浓度(以ppm计)下给出至少80%疾病控制:
Claims (15)
1.一种杀真菌组合物,所述杀真菌组合物包含组分(A)和(B)的混合物,其中,组分(A)是具有化学式(I)的化合物
其中,
R1是氢、氟、氯或甲基;
R2是氢或氟;
R3是-C(Cl)=CH2、异丙基、1-甲基环丙基、三氟甲基、-C(CH3)=CH2、1-氟环丙基、-CF2CH3、-CF(CH3)CH3或叔丁基;
R4是氢或氟;及其盐;
并且
组分(B)是选自下组的化合物,所述组由以下各项组成:
氟唑菌酰羟胺、
苯并烯氟菌唑[1072957-71-1]、
苯醚甲环唑、
己唑醇、
嘧菌酯、
咯菌腈、
嘧菌环胺、
氟啶胺、
吡唑萘菌胺、
咯喹酮、
三环唑、
百菌清、
丙环唑、
氨吡芬、
戊菌唑、
丁苯吗啉、
苯锈啶、
硫、以及
包含枯草芽孢杆菌菌株的生物杀菌剂;
其中,组分(A)与组分(B)的重量比是从20:1至1:40。
2.根据权利要求1所述的杀真菌组合物,其中,组分(A)是选自以下项的化合物:
N-(1-苄基-3-氯-1-甲基-丁-3-烯基)-8-氟-喹啉-3-甲酰胺,
N-(1-苄基-1,3-二甲基-丁基)-8-氟-喹啉-3-甲酰胺,
N-[1-苄基-1-甲基-2-(1-甲基环丙基)乙基]-8-氟-喹啉-3-甲酰胺,
N-(1-苄基-3,3,3-三氟-1-甲基-丙基)-8-甲基-喹啉-3-甲酰胺,
N-(1-苄基-3,3,3-三氟-1-甲基-丙基)-8-氯-喹啉-3-甲酰胺,
N-(1-苄基-3,3,3-三氟-1-甲基-丙基)-8-氟-喹啉-3-甲酰胺,
N-(1-苄基-3,3,3-三氟-1-甲基-丙基)-7,8-二氟-喹啉-3-甲酰胺,
N-(1-苄基-1,3-二甲基-丁基)-7,8-二氟-喹啉-3-甲酰胺,
N-(1-苄基-1,3-二甲基-丁-3-烯基)-8-氟-喹啉-3-甲酰胺,
N-(1-苄基-1,3-二甲基-丁-3-烯基)-7,8-二氟-喹啉-3-甲酰胺,
8-氟-N-[1-[(3-氟苯基)甲基]-1,3-二甲基-丁基]喹啉-3-甲酰胺,
8-氟-N-[3,3,3-三氟-1-[(3-氟苯基)甲基]-1-甲基-丙基]喹啉-3-甲酰胺,
N-[1-苄基-2-(1-氟环丙基)-1-甲基-乙基]-8-氟-喹啉-3-甲酰胺,
N-(1-苄基-3,3-二氟-1-甲基-丁基)-8-氟-喹啉-3-甲酰胺,
N-(1-苄基-3-氟-1,3-二甲基-丁基)-8-氟-喹啉-3-甲酰胺,
N-(1-苄基-1,3,3-三甲基-丁基)-8-氟-喹啉-3-甲酰胺,
N-(1-苄基-1,3-二甲基-丁基)-8-甲基-喹啉-3-甲酰胺,
N-(1-苄基-1,3-二甲基-丁基)-8-氯-喹啉-3-甲酰胺,
N-(1-苄基-1,3-二甲基-丁基)喹啉-3-甲酰胺,以及
N-(1-苄基-3,3,3-三氟-1-甲基-丙基)喹啉-3-甲酰胺;
或其盐或对映异构体;
并且组分(B)是选自下组的化合物,所述组由以下各项组成:
氟唑菌酰羟胺、
苯并烯氟菌唑[1072957-71-1]、
苯醚甲环唑、
己唑醇、
嘧菌酯、
咯菌腈、
嘧菌环胺、
氟啶胺、
吡唑萘菌胺、
咯喹酮、
三环唑、
百菌清、
丙环唑、
氨吡芬、
戊菌唑、
丙硫菌唑、
代森锰锌、
丁苯吗啉、
苯锈啶、
硫、以及
包含枯草芽孢杆菌菌株的生物杀菌剂。
3.根据权利要求1所述的杀真菌组合物,其中,组分(A)是:
N-(1-苄基-1,3-二甲基-丁基)-8-氟-喹啉-3-甲酰胺;或其盐或对映异构体。
4.根据权利要求1所述的杀真菌组合物,其中,组分(A)是:
N-(1-苄基-3,3,3-三氟-1-甲基-丙基)-8-氟-喹啉-3-甲酰胺;或其盐或对映异构体。
5.根据权利要求1所述的杀真菌组合物,其中,组分(A)是:
N-(1-苄基-3,3,3-三氟-1-甲基-丙基)-7,8-二氟-喹啉-3-甲酰胺;或其盐或对映异构体。
6.根据权利要求1至5中任一项所述的杀真菌组合物,其中,组分(A)作为其(S)-对映异构体或盐存在。
7.根据权利要求1至5中任一项所述的杀真菌组合物,其中,组分(A)作为其(R)-对映异构体或盐存在。
8.根据权利要求1至5中任一项所述的杀真菌组合物,其中,组分(B)是选自下组的化合物,所述组由以下各项组成:氟唑菌酰羟胺、苯并烯氟菌唑[1072957-71-1]、苯醚甲环唑、己唑醇、嘧菌酯、咯菌腈、嘧菌环胺、氟啶胺、吡唑萘菌胺、丙环唑、氨吡芬、咯喹酮、三环唑、百菌清、戊菌唑、丁苯吗啉、苯锈啶、硫、以及包含枯草芽孢杆菌菌株的生物杀菌剂。
9.根据权利要求1至5中任一项所述的杀真菌组合物,其中,组分(B)是选自下组的化合物,所述组由以下各项组成:氟唑菌酰羟胺、苯并烯氟菌唑[1072957-71-1]、苯醚甲环唑、己唑醇、嘧菌酯、咯菌腈、嘧菌环胺、氟啶胺、吡唑萘菌胺、丙环唑、氨吡芬、咯喹酮、三环唑以及百菌清。
10.根据权利要求1所述的杀真菌组合物,其中,所述组合物包括一种或多种另外的杀有害生物剂,所述杀有害生物剂选自下组,所述组由以下各项组成:
杀真菌剂,选自土菌灵、氟啶胺、苯霜灵、苯霜灵-M(克拉西)、呋霜灵、甲霜灵、甲霜灵-M(精甲霜灵)、多地辛、N'-(2,5-二甲基-4-苯氧基-苯基)-N-乙基-N-甲基-甲脒、N'-[4-(4,5-二氯-噻唑-2-基氧基)-2,5-二甲基-苯基]-N-乙基-N-甲基-甲脒、N'-[4-[[3-[(4-氯苯基)甲基]-1,2,4-噻二唑-5-基]氧基]-2,5-二甲基-苯基]-N-乙基-N-甲基-甲脒、乙菌定、3'-氯-2-甲氧基-N-[(3RS)-四氢-2-氧代呋喃-3-基]乙酰-2',6'-二甲基苯胺(克拉垦)、嘧菌环胺、嘧菌胺、嘧霉胺、二噻农、金色制霉素、杀稻瘟菌素-S、联苯、地茂散、氯硝铵、六氯苯、五氯硝基苯、四氧硝基苯、甲基立枯磷、氨吡芬、苯菌酮、2,6-二氯-N-(4-三氟甲基苄基)-苯甲酰胺、氟吡菌胺、硫氰苯甲酰胺、磺菌胺、苯菌灵、多菌灵、多菌灵盐酸盐、氯酚唑、麦穗宁、噻苯咪唑、甲硫菌灵、苯噻菌胺、灭痕唑、噻菌灵、阿拉酸式苯、百杀辛、吡奥酚酮、阿拉酸式苯-S-甲基、吡菌苯威、丁胺、3-碘-2-丙炔基正丁基氨基甲酸酯、碘克威(异丙烷基丁基氨基甲酸酯)、异丙烷基丁基氨基甲酸酯(碘克威)、哌碳唑、聚氨基甲酸酯、霜霉威、托普威、3-(二氟甲基)-N-(7-氟-1,1,3,3-四甲基-茚满-4-基)-1-甲基-吡唑-4-甲酰胺、双氯氰菌胺、N-[(5-氯-2-异丙基-苯基)甲基]-N-环丙基-3-(二氟甲基)-5-氟-1-甲基-吡唑-4-甲酰胺、N-环丙基-3-(二氟甲基)-5-氟-N-[(2-异丙基苯基)甲基]-1-甲基-吡唑-4-甲酰胺、环丙酰菌胺、百菌清、氟吗啉、喹啉铜、霜脲氰、氰烯菌酯、氰霜唑、氟替尼、噻菌腈、乙菌利、异菌脲、腐霉利、农利灵、磺酸丁嘧啶、邻敌螨消、消戊酯、消螨通、阿乐丹、消螨多、二苯胺、氯瘟膦、2,6-二甲基-[1,4]二噻英并[2,3-c:5,6-c']二吡咯-1,3,5,7(2H,6H)-四酮、氧化福美双、代森硫、福美铁、代森锰锌、代森锰、威百亩、代森联(metiram或polyram)、代森联-锌、代森钠、甲基代森锌、福美双、威百亩(vapam或metam sodium)、代森锌、福美锌、二甲基二硫醚、稻瘟灵、噻唑菌胺、乙膦酸、乙膦酸铝(phosetyl-Al或fosetyl-al)、溴甲烷、碘甲烷、异硫氰酸甲酯、环菌胺、甲呋酰胺、有效霉素、链霉素、(2RS)-2-溴-2-(溴甲基)戊二腈(溴菌腈)、多果定、十二烷基胍醋酸盐、双胍盐、双胍辛胺、双胍辛胺三乙酸酯、2,4-D、2,4-DB、春日霉素、甲菌定、环酰菌胺、恶霉灵、土菌消、抑霉唑、抑霉唑硫酸盐、恶咪唑、稻瘟酯、咪鲜胺、氟菌唑、咪唑菌醌、波尔多混合剂、多硫化钙、乙酸铜、碳酸铜、氢氧化铜、环烷酸铜、油酸铜、氯氧化铜、羟基喹啉铜、硅酸铜、硫酸铜、脂肪酸铜、氧化亚铜、硫、甲萘威、苯酞(fthalide或phthalide)、啶菌噁唑(菌思奇)、氟噻唑吡乙酮、唑呋草、双炔酰菌胺、KSF-1002、苯杂吗、烯酰吗啉、丁苯吗啉、十三吗啉、十二环吗啉、乙霉威、三苯基乙酸锡、三苯基氢氧化锡、萎锈灵、氧化萎锈灵、敌菌酮、噁唑菌酮、间-苯基苯酚、对-苯基苯酚、三溴苯酚、2-[2-[(7,8-二氟-2-甲基-3-喹啉基)氧基]-6-氟-苯基]丙烷-2-醇、2-[2-氟-6-[(8-氟-2-甲基-3-喹啉基)氧基]苯基]丙烷-2-醇、环氟菌胺、呋酰胺、恶霜灵、氟酰胺、灭锈胺、异丙噻菌胺、拌种咯、咯菌腈、戊菌隆、克瘟散、异稻瘟净、定菌磷、磷酸、叶枯酞、敌菌丹、克菌丹、灭菌磷、嗪氨灵、苯锈啶、粉病灵、蛇床子素、1-甲基环丙烯、4-CPA、矮壮素、苯哒嗪酸、2,4-滴丙酸、噻节因、茵多酸、乙烯利、氟节胺、氯吡脲、赤霉酸、赤霉素、恶霉灵、马来酰肼、助壮素、萘乙酰胺、多效唑、调环酸、调环酸钙、噻苯隆、脱叶磷(三硫代磷酸三丁酯)、抗倒酯、烯效唑、α-萘乙酸、多氧菌素D、BLAD、壳聚糖、氰菌胺、灭菌丹、3-(二氟甲基)-N-甲氧基-1-甲基-N-[1-甲基-2-(2,4,6-三氯苯基)乙基]吡唑-4-甲酰胺、联苯吡菌胺、氟唑菌酰胺、呋吡菌胺、吡唑萘菌胺、戊苯吡菌胺、吡噻菌胺、氟唑环菌胺、胺苯吡菌酮、哒菌酮、啶斑肟、啶酰菌胺、氟吡菌酰胺、二氟林、氯苯嘧啶醇、5-氟-2-(对-甲苯基甲氧基)嘧啶-4-胺、嘧菌腙、菌核净(dimetachlone或dimethaclone)、咯喹酮、丙氧喹啉、乙氧喹、喹氧灵、4,4,5-三氟-3,3-二甲基-1-(3-喹啉基)异喹啉、4,4-二氟-3,3-二甲基-1-(3-喹啉基)异喹啉、5-氟-3,3,4,4-四甲基-1-(3-喹啉基)异喹啉、9-氟-2,2-二甲基-5-(3-喹啉基)-3H-1,4-苯并氧杂吖庚因、异丁乙氧喹啉、恶喹酸、灭螨猛(chinomethionate或oxythioquinox、quinoxymethionate)、螺环菌胺、(E)-N-甲基-2-[2-(2,5-二甲基苯氧基甲基)苯基]-2-甲氧基-亚氨基乙酰胺、(曼斯通吡)、嘧菌酯、丁香菌酯、醚菌胺、烯肟菌酯(enestroburin或enestroburin)、烯肟菌胺、氟菌螨酯、氟嘧菌酯、醚菌酯、曼斯通吡、苯氧菌胺、苯氧菌胺、肟醚菌胺、啶氧菌酯、唑菌胺酯、唑胺菌酯、唑菌酯、氯啶菌酯、肟菌酯、吲唑磺菌胺、抑菌灵、对甲抑菌灵、丁-3-炔基N-[6-[[(Z)-[(1-甲基四唑-5-基)-苯基-亚甲基]氨基]氧基甲基]-2-吡啶基]氨基甲酸酯、棉隆、异噻菌胺、噻酰菌胺、噻呋酰胺、苯噻硫氰、硫硅菌胺、苯酰菌胺、防霉灵、三环唑、(.+-.)-顺式-1-(4-氯苯基)-2-(1H-1,2,4-三唑-1-基)-环庚醇(环菌唑)、1-(5-溴-2-吡啶基)-2-(2,4-二氟苯基)-1,1-二氟-3-(1,2,4-三唑-1-基)丙烷-2-醇、2-(1-叔丁基)-1-(2-氯苯基)-3-(1,2,4-三唑-1-基)-丙烷-2-醇、阿扎康唑、联苯三唑醇(bitertanol或biloxazol)、糠菌唑、氯咪巴唑、环丙唑醇、苯醚甲环唑、地美康唑、烯唑醇、烯唑醇-M、氟环唑、乙环唑、腈苯唑、氟喹唑、氟硅唑、粉唑醇、己唑醇、亚胺唑、种菌唑、叶菌唑、腈菌唑、戊菌唑、丙环唑、丙硫菌唑、氯氟醚菌唑、硅氟唑、戊唑醇、四氟醚唑、三唑酮、三唑醇、咪唑嗪、灭菌唑、2-[[(1R,5S)-5-[(4-氟苯基)甲基]-1-羟基-2,2-二甲基-环戊基]甲基]-4H-1,2,4-三唑-3-硫酮、2-[[3-(2-氯苯基)-2-(2,4-二氟苯基)环氧乙烷-2-基]甲基]-4H-1,2,4-三唑-3-硫酮、唑嘧菌胺(依米杜姆)、异丙菌胺、霜霉灭、2-苄基-4-氯酚(苄氯酚)、烯丙醇、唑啶草酮、苯扎氯铵、氯化苦、甲酚、哒拉斯德、二氯芬(dichlorophen或dichlorophene)、燕麦枯、双硫氧吡啶、N-(2-对氯苯甲酰基乙基)-六氯化铅丹、NNF-0721、辛噻酮、环氧嘧磺隆、丙烷脒以及丙酸;或者
杀昆虫剂,选自阿巴美丁、高灭磷、啶虫脒、磺胺螨酯、阿维菌素、印楝素、甲基谷硫磷、二苯基菊酯、二苯基肼酯、噻嗪酮、克百威、巴丹、氯虫苯甲酰胺、溴虫腈、氟啶脲、毒死蜱、甲基毒死蜱、环虫酰肼、噻虫胺、丁氟螨酯、氟氯氰菊酯、β-氟氯氰菊酯、三氟氯氰菊酯、λ-三氯氟氰菊酯、氯氰菊酯、灭蝇胺、溴氰菊酯、丁醚脲、二嗪农、狄氏剂、除虫脲、四氟甲醚菊酯、乐果、呋虫胺、苯虫醚、依马克丁、硫丹、氰戊菊酯、乙虫腈、苯硫威、苯氧威、甲氰菊酯、氰戊菊酯、氟虫腈、氟啶虫酰胺、氟虫双酰胺、氟氰戊菊酯、氟胺氰菊酯、嘧虫胺、氟虫脲、地虫硫磷、氯虫酰肼、氟铃脲、氟蚁腙、吡虫啉、茚虫威、异柳磷、虱螨脲、马拉硫磷、氰氟虫腙、四聚乙醛、甲胺磷、杀扑磷、灭多虫、烯虫酯、甲氧氯、甲氧苄氟菊酯、久效磷、甲氧虫酰肼、烯啶虫胺、硝乙脲噻唑、双苯氟脲、多氟脲、杀线威、对硫磷、对硫磷-甲基、苄氯菊酯、甲拌磷、伏杀磷、亚胺硫磷、大灭虫、抗蚜威、丙溴磷、丙氟菊酯、吡蚜酮、吡嗪氟虫腈、除虫菊酯、啶虫丙醚、新喹唑啉、皮瑞普、蚊蝇醚、鱼藤酮、莱诺啶、乙基多杀菌素、多杀菌素、螺螨酯、螺甲螨酯、螺虫乙酯、硫丙磷、虫酰肼、伏虫隆、七氟菊酯、特丁硫磷、杀虫威、噻虫啉、噻虫嗪、硫双威、杀虫双、四溴菊酯、唑蚜威、敌百虫和杀虫隆;或者
杀细菌剂,选自链霉素;或者
杀螨剂,选自双甲脒、灭螨猛、克氯苯、腈吡螨酯、三环锡、三氯杀螨醇、除螨灵、乙螨唑、喹螨醚、苯丁锡、甲氰菊酯、霸螨灵、噻螨酮、克螨特、哒螨灵和吡螨胺;或者
生物剂,选自苏云金杆菌、苏云金杆菌δ内毒素、杆状病毒和昆虫病原细菌、病毒以及真菌。
11.根据权利要求1至5或10中任一项所述的杀真菌组合物,其中,所述组合物进一步包括农业上可接受的载体,以及任选地表面活性剂和/或配制品佐剂。
13.一种用于控制或预防有用植物或其繁殖材料上的致植物病的疾病的方法,所述方法包括将如在权利要求1至5或10中任一项所定义的杀真菌组合物施用到这些有用植物、其场所或其繁殖材料上。
14.根据权利要求13所述的方法,其中致植物病的疾病是致植物病的真菌。
15.根据权利要求13或14所述的方法,其中,将所述组合物的组分(A)和(B)以顺序的方式进行施用。
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2018
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US20220132845A1 (en) | 2022-05-05 |
AR112792A1 (es) | 2019-12-11 |
CN113651754A (zh) | 2021-11-16 |
BR122023027013A2 (pt) | 2024-01-23 |
CN111107745A (zh) | 2020-05-05 |
TWI780224B (zh) | 2022-10-11 |
US20200296963A1 (en) | 2020-09-24 |
JP7300445B2 (ja) | 2023-06-29 |
TW201919475A (zh) | 2019-06-01 |
BR112020004750A2 (pt) | 2020-09-15 |
JP2020533385A (ja) | 2020-11-19 |
BR122023027013B1 (pt) | 2024-04-30 |
US11234437B2 (en) | 2022-02-01 |
EP3681284A1 (en) | 2020-07-22 |
WO2019052930A1 (en) | 2019-03-21 |
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