CN108347937A - 用于防除植物病原性真菌的取代噁二唑 - Google Patents
用于防除植物病原性真菌的取代噁二唑 Download PDFInfo
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- CN108347937A CN108347937A CN201680067174.7A CN201680067174A CN108347937A CN 108347937 A CN108347937 A CN 108347937A CN 201680067174 A CN201680067174 A CN 201680067174A CN 108347937 A CN108347937 A CN 108347937A
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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
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 1
- DZLFLBLQUQXARW-UHFFFAOYSA-N tetrabutylammonium Chemical compound CCCC[N+](CCCC)(CCCC)CCCC DZLFLBLQUQXARW-UHFFFAOYSA-N 0.000 description 1
- UBCKGWBNUIFUST-YHYXMXQVSA-N tetrachlorvinphos Chemical compound COP(=O)(OC)O\C(=C/Cl)C1=CC(Cl)=C(Cl)C=C1Cl UBCKGWBNUIFUST-YHYXMXQVSA-N 0.000 description 1
- LITQZINTSYBKIU-UHFFFAOYSA-F tetracopper;hexahydroxide;sulfate Chemical compound [OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[Cu+2].[Cu+2].[Cu+2].[Cu+2].[O-]S([O-])(=O)=O LITQZINTSYBKIU-UHFFFAOYSA-F 0.000 description 1
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- AHTPATJNIAFOLR-UHFFFAOYSA-N thifensulfuron-methyl Chemical group S1C=CC(S(=O)(=O)NC(=O)NC=2N=C(OC)N=C(C)N=2)=C1C(=O)OC AHTPATJNIAFOLR-UHFFFAOYSA-N 0.000 description 1
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- YUKQRDCYNOVPGJ-UHFFFAOYSA-N thioacetamide Chemical class CC(N)=S YUKQRDCYNOVPGJ-UHFFFAOYSA-N 0.000 description 1
- 150000003558 thiocarbamic acid derivatives Chemical class 0.000 description 1
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- QSOHVSNIQHGFJU-UHFFFAOYSA-L thiosultap disodium Chemical compound [Na+].[Na+].[O-]S(=O)(=O)SCC(N(C)C)CSS([O-])(=O)=O QSOHVSNIQHGFJU-UHFFFAOYSA-L 0.000 description 1
- 125000000464 thioxo group Chemical group S=* 0.000 description 1
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- 210000001519 tissue Anatomy 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- OBZIQQJJIKNWNO-UHFFFAOYSA-N tolclofos-methyl Chemical compound COP(=S)(OC)OC1=C(Cl)C=C(C)C=C1Cl OBZIQQJJIKNWNO-UHFFFAOYSA-N 0.000 description 1
- RSOBJVBYZCMJOS-CYBMUJFWSA-N tolprocarb Chemical compound FC(F)(F)COC(=O)N[C@@H](C(C)C)CNC(=O)C1=CC=C(C)C=C1 RSOBJVBYZCMJOS-CYBMUJFWSA-N 0.000 description 1
- IYMLUHWAJFXAQP-UHFFFAOYSA-N topramezone Chemical compound CC1=C(C(=O)C2=C(N(C)N=C2)O)C=CC(S(C)(=O)=O)=C1C1=NOCC1 IYMLUHWAJFXAQP-UHFFFAOYSA-N 0.000 description 1
- IAQRGUVFOMOMEM-ONEGZZNKSA-N trans-but-2-ene Chemical compound C\C=C\C IAQRGUVFOMOMEM-ONEGZZNKSA-N 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- NKNFWVNSBIXGLL-UHFFFAOYSA-N triazamate Chemical compound CCOC(=O)CSC1=NC(C(C)(C)C)=NN1C(=O)N(C)C NKNFWVNSBIXGLL-UHFFFAOYSA-N 0.000 description 1
- FFSJPOPLSWBGQY-UHFFFAOYSA-N triazol-4-one Chemical compound O=C1C=NN=N1 FFSJPOPLSWBGQY-UHFFFAOYSA-N 0.000 description 1
- IQGKIPDJXCAMSM-UHFFFAOYSA-N triazoxide Chemical compound N=1C2=CC=C(Cl)C=C2[N+]([O-])=NC=1N1C=CN=C1 IQGKIPDJXCAMSM-UHFFFAOYSA-N 0.000 description 1
- 125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 description 1
- QFNFRZHOXWNWAQ-UHFFFAOYSA-N triclopyricarb Chemical compound COC(=O)N(OC)C1=CC=CC=C1COC1=NC(Cl)=C(Cl)C=C1Cl QFNFRZHOXWNWAQ-UHFFFAOYSA-N 0.000 description 1
- MCVUKOYZUCWLQQ-UHFFFAOYSA-N tridecylbenzene Chemical compound CCCCCCCCCCCCCC1=CC=CC=C1 MCVUKOYZUCWLQQ-UHFFFAOYSA-N 0.000 description 1
- AZHZOGYUMMIAOF-UHFFFAOYSA-N trifludimoxazin Chemical compound O=C1N(C)C(=S)N(C)C(=O)N1C(C(=C1)F)=CC2=C1OC(F)(F)C(=O)N2CC#C AZHZOGYUMMIAOF-UHFFFAOYSA-N 0.000 description 1
- HSMVPDGQOIQYSR-KGENOOAVSA-N triflumizole Chemical compound C1=CN=CN1C(/COCCC)=N/C1=CC=C(Cl)C=C1C(F)(F)F HSMVPDGQOIQYSR-KGENOOAVSA-N 0.000 description 1
- XAIPTRIXGHTTNT-UHFFFAOYSA-N triflumuron Chemical compound C1=CC(OC(F)(F)F)=CC=C1NC(=O)NC(=O)C1=CC=CC=C1Cl XAIPTRIXGHTTNT-UHFFFAOYSA-N 0.000 description 1
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 description 1
- AKTQJCBOGPBERP-UHFFFAOYSA-N triflusulfuron Chemical compound FC(F)(F)COC1=NC(N(C)C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2C)C(O)=O)=N1 AKTQJCBOGPBERP-UHFFFAOYSA-N 0.000 description 1
- RVKCCVTVZORVGD-UHFFFAOYSA-N trinexapac-ethyl Chemical group O=C1CC(C(=O)OCC)CC(=O)C1=C(O)C1CC1 RVKCCVTVZORVGD-UHFFFAOYSA-N 0.000 description 1
- 239000002753 trypsin inhibitor Substances 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- JARYYMUOCXVXNK-IMTORBKUSA-N validamycin Chemical compound N([C@H]1C[C@@H]([C@H]([C@H](O)[C@H]1O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)CO)[C@H]1C=C(CO)[C@H](O)[C@H](O)[C@H]1O JARYYMUOCXVXNK-IMTORBKUSA-N 0.000 description 1
- DBXFMOWZRXXBRN-LWKPJOBUSA-N valifenalate Chemical compound CC(C)OC(=O)N[C@@H](C(C)C)C(=O)NC(CC(=O)OC)C1=CC=C(Cl)C=C1 DBXFMOWZRXXBRN-LWKPJOBUSA-N 0.000 description 1
- LESVOLZBIFDZGS-UHFFFAOYSA-N vamidothion Chemical compound CNC(=O)C(C)SCCSP(=O)(OC)OC LESVOLZBIFDZGS-UHFFFAOYSA-N 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000005418 vegetable material Substances 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 150000004669 very long chain fatty acids Chemical class 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 244000052613 viral pathogen Species 0.000 description 1
- 239000000664 voltage gated sodium channel blocking agent Substances 0.000 description 1
- 239000002578 wasp venom Substances 0.000 description 1
- 239000004562 water dispersible granule Substances 0.000 description 1
- 239000003021 water soluble solvent Substances 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 238000009333 weeding Methods 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000005943 zeta-Cypermethrin Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229940048462 zinc phosphide Drugs 0.000 description 1
- AMHNZOICSMBGDH-UHFFFAOYSA-L zineb Chemical compound [Zn+2].[S-]C(=S)NCCNC([S-])=S AMHNZOICSMBGDH-UHFFFAOYSA-L 0.000 description 1
- FJBGIXKIXPUXBY-UHFFFAOYSA-N {2-[3-(4-chlorophenyl)propyl]-2,4,4-trimethyl-1,3-oxazolidin-3-yl}(imidazol-1-yl)methanone Chemical compound C1=CN=CN1C(=O)N1C(C)(C)COC1(C)CCCC1=CC=C(Cl)C=C1 FJBGIXKIXPUXBY-UHFFFAOYSA-N 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/10—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing aromatic 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
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/82—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with three ring hetero atoms
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- 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
- A01N25/30—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 characterised by the surfactants
-
- 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
- A01N25/32—Ingredients for reducing the noxious effect of the active substances to organisms other than pests, e.g. toxicity reducing compositions, self-destructing compositions
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D271/00—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms
- C07D271/02—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms not condensed with other rings
- C07D271/06—1,2,4-Oxadiazoles; Hydrogenated 1,2,4-oxadiazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Plant Pathology (AREA)
- Agronomy & Crop Science (AREA)
- Toxicology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Catching Or Destruction (AREA)
Abstract
本发明涉及式(I)化合物或N‑氧化物和/或其农用盐及其在防除植物病原性有害真菌中的用途,其中各变量定义如说明书和权利要求书中所给出。此外,本发明涉及包含至少一种该式I化合物和至少一种选自由除草剂、安全剂、杀真菌剂、杀虫剂和植物生长调节剂组成的组的其他农药活性物质的混合物,和包含至少一种该式I化合物的农化组合物以及进一步包含种子的农化组合物。
Description
本发明涉及式I的新型二唑或N-氧化物和/或它们的可农用盐及其在防治植物病原性真菌中的用途,或者一种用于防除植物病原性有害真菌的方法,该方法包括用有效量的至少一种式I化合物或其N-氧化物或可农用盐处理真菌或要保护以防真菌侵袭的材料、植物、土壤或种子;本发明还涉及包含至少一种该式I化合物和至少一种选自由除草剂、安全剂、杀真菌剂、杀虫剂和植物生长调节剂组成的组的其他农药活性物质的混合物;和包含至少一种该式I化合物的农化组合物以及进一步包含种子的农化组合物。
EP 276432 A2涉及3-苯基-5-三氟甲基二唑衍生物及它们在防除植物病原性微生物中的用途。WO 2013/008162 A1描述了具有HDAC4抑制活性的三氟甲基二唑衍生物以及它们的医药用途,尤其是在治疗Huntington疾病、肌肉萎缩和糖尿病/代谢综合征中的用途。WO 2015/185485在本申请的申请日之后公开且描述了某些取代二唑在防除植物病原性真菌中的用途。
在很多情况下,尤其是在低施用率下,已知杀真菌化合物的杀真菌活性并不令人满意。基于此,本发明的目的是要提供对植物病原性真菌具有改进活性和/或更宽活性谱的化合物。该目的通过用于防治植物病原性真菌的式I的二唑和/或它们的农用盐而实现。
本发明化合物与上述现有技术文献中所描述的那些的不同在于R3R4结构部分形成环。
因此,本发明涉及式I化合物或其N-氧化物或可农用盐:
其中:
A为苯基或5或6员芳族杂环,其中所述杂环的环成员原子除碳原子之外还包括1、2、3或4个选自N、O和S的杂原子作为环成员原子;并且其中环状基团A未被取代或被1、2、3或4个相同或不同的基团RA取代;其中
RA为卤素、氰基、NO2、OH、NH2、SH、二C1-C6烷基氨基、C1-C6烷基、C1-C6烷氧基、C1-C6烷硫基、C1-C6烷基亚磺酰基、C1-C6烷基磺酰基、C2-C6链烯基、C2-C6炔基、C3-C8环烷基或C3-C8环烷氧基;并且其中任何脂族或环状结构部分未被取代或被1、2、3或4个相同或不同的基团Ra取代;其中
Ra为卤素、氰基、NO2、OH、SH、NH2、C1-C6烷基、C1-C6卤代烷基、C1-C6烷氧基、C1-C6卤代烷氧基、C1-C6烷硫基、C1-C6卤代烷硫基或C3-C8环烷基、C1-C4烷氧基-C1-C4烷基;
R1、R2彼此独立地为氢、C1-C6烷基、C2-C6链烯基、C2-C6炔基、C3-C6环烷基、C3-C6环烯基、C(=O)-(C1-C6烷基)、C(=O)-(C1-C6烷氧基)、苯基-C1-C4烷基、杂芳基-C1-C4烷基、苯基、萘基或3-10员饱和、部分不饱和或芳族单环或双环杂环,其中所述单环或双环杂环的环成员原子除碳原子之外还进一步包括1、2、3或4个选自N、O和S的杂原子作为环成员原子,并且其中所述杂环的1或2个碳环成员原子可被1或2个独立地选自C(=O)和C(=S)的基团替代;并且其中在杂芳基-C1-C4烷基中的杂芳基为5或6员芳族杂环,其中所述杂环的环成员原子除碳原子之外包括1、2、3或4个选自N、O和S的杂原子作为环成员原子;并且其中任何上述脂族或环状基团未被取代或被1、2、3个或至多最大可能数目的相同或不同的基团R1a取代;
或者R1和R2与其键合的氮原子一起形成饱和或部分不饱和单环或双环3-7员杂环,其中所述杂环除一个氮原子和一个或多个碳原子之外不含其他杂原子或还包括1、2或3个独立地选自N、O和S的其他杂原子作为环成员原子;并且其中所述杂环的一个或两个CH2基团可被一个或两个独立地选自C(=O)和C(=S)的组的基团替代;并且其中所述杂环未被取代或带有1、2、3、4个或至多最大可能数目的相同或不同的基团R1a;其中
R1a为卤素、氰基、NO2、OH、SH、NH2、C1-C6烷基、C1-C6卤代烷基、C1-C6烷氧基、C1-C6卤代烷氧基、C1-C6烷硫基、C1-C6卤代烷硫基、C3-C8环烷基、NHSO2-C1-C4烷基、(C=O)-C1-C4烷基、C(=O)-C1-C4烷氧基或C1-C6烷基磺酰基;
R3和R4与其所键合的氮原子一起形成3-7员碳环或饱和3-6员杂环,其中所述杂环除碳原子之外还包括1、2或3个独立地选自N-RN、S、S(=O)、S(=O)2和O的杂原子作为环成员原子;其中
RN为H、C1-C6烷基、SO2CH3、SO2C6H4CH3SO2-芳基;
其中所述环的1或2个CH2基团可被1或2个独立地选自C(=O)和C(=S)的组的基团替代;并且其中碳环、杂环和芳基未被取代或带有1、2、3、4个或至多最大可能数目的相同或不同的基团R3a;其中
R3a为卤素、氰基、NO2、OH、SH、NH2、C1-C6烷基、C1-C6卤代烷基、C1-C6烷氧基、C1-C6卤代烷氧基、C1-C6烷硫基、C1-C6卤代烷硫基、C3-C8环烷基、NHSO2-C1-C4烷基、-(C=O)-C1-C4烷基、C(=O)-C1-C4烷氧基或C1-C6烷基磺酰基。
式I化合物的可农用盐尤其包括其阳离子和阴离子分别对化合物I的杀真菌作用没有不利影响的那些阳离子的盐或那些酸的酸加成盐。因此,合适的阳离子特别地为碱金属(优选钠和钾)、碱土金属(优选钙、镁和钡)、过渡金属(优选锰、铜、锌和铁)的离子以及需要的话可带有1-4个C1-C4烷基取代基和/或一个苯基或苄基取代基的铵离子(优选二异丙基铵、四甲基铵、四丁基铵、三甲基苄基铵),此外还有离子、锍离子(优选三(C1-C4烷基)锍)和氧化锍离子(优选三(C1-C4烷基)氧化锍)。
可接受的酸加成盐的阴离子主要为氯离子、溴离子、氟离子、硫酸氢根、硫酸根、磷酸二氢根、磷酸氢根、磷酸根、硝酸根、碳酸氢根、碳酸根、六氟硅酸根、六氟磷酸根、苯甲酸根以及C1-C4链烷酸的阴离子(优选甲酸根、乙酸根,丙酸根和丁酸根)。它们可以通过使化合物I与相应阴离子的酸,优选盐酸、氢溴酸、硫酸、磷酸或硝酸反应而形成。
式I化合物可作为一个或多个立体异构体存在。各立体异构体包括对映异构体、非对映异构体、由绕不对称基团的单键旋转受阻产生的阻转异构体和几何异构体。它们也形成本发明主题的一部分。本领域技术人员将理解,当相对于其它立体异构体富集时或当与其它立体异构体分离时,一种立体异构体可以更具活性和/或可以显示有益效果。此外,本领域技术人员知道如何分离、富集和/或选择性制备所述立体异构体。本发明化合物可以作为立体异构体的混合物如外消旋物、各立体异构体,或者以光学活性形式存在。
式I化合物可以以不同晶型存在,其生物活性可不同。它们也形成本发明主题的一部分。
就变量而言,在制备化合物I期间得到的中间体的实施方案对应于式I化合物的实施方案。术语“化合物I”涉及式I化合物。
在上面所给变量的定义中,使用通常为所述取代基的代表的集合性术语。术语“Cn-Cm”表示每种情况下在所述取代基或取代基结构部分中可能的碳原子数。
要连接的具有两种或更多种可能性的结构部分适用如下:
在名称中不含括号的结构部分经由最后的结构部分键合,例如C2-C6链烯氧基亚氨基-C1-C4烷基经由C1-C4烷基键合,杂芳基-C1-C4烷基经由C1-C4烷基键合等。
在名称中含括号的结构部分经由第一结构部分键合,例如C(=O)-(C1-C6烷基)经由C=O键合等。
术语“卤素”涉及氟、氯、溴和碘。
术语“C1-C6烷基”涉及具有1-6个碳原子的直链或支化饱和烃基,例如甲基、乙基、丙基、1-甲基乙基、丁基、1-甲基丙基、2-甲基丙基和1,1-二甲基乙基。
术语“C1-C6卤代烷基”涉及具有1-6个碳原子的直链或支化烷基(如上所定义),其中这些基团中的部分或所有氢原子可以被如上所述的卤原子替代,例如氯甲基、溴甲基、二氯甲基、三氯甲基、氟甲基、二氟甲基、三氟甲基、氯氟甲基、二氯一氟甲基、一氯二氟甲基、1-氯乙基、1-溴乙基、1-氟乙基、2-氟乙基、2,2-二氟乙基、2,2,2-三氟乙基、2-氯-2-氟乙基、2-氯-2,2-二氟乙基、2,2-二氯-2-氟乙基、2,2,2-三氯乙基和五氟乙基、2-氟丙基、3-氟丙基、2,2-二氟丙基、2,3-二氟丙基、2-氯丙基、3-氯丙基、2,3-二氯丙基、2-溴丙基、3-溴丙基、3,3,3-三氟丙基、3,3,3-三氯丙基、CH2-C2F5、CF2-C2F5、CF(CF3)2、1-(氟甲基)-2-氟乙基、1-(氯甲基)-2-氯乙基、1-(溴甲基)-2-溴乙基、4-氟丁基、4-氯丁基、4-溴丁基或九氟丁基。
术语“C1-C6烷氧基”涉及具有1-6个碳原子的直链或支化烷基(如上定义),其在烷基中的任何位置上经由氧键合,例如甲氧基、乙氧基、正丙氧基、1-甲基乙氧基、丁氧基、1-甲基丙氧基、2-甲基丙氧基或1,1-二甲基乙氧基。
术语“C1-C6卤代烷氧基”涉及如上定义的C1-C6烷氧基,其中部分或所有氢原子可以被如上所述的卤原子替代,例如OCH2F、OCHF2、OCF3、OCH2Cl、OCHCl2、OCCl3、氯氟甲氧基、二氯一氟甲氧基、一氯二氟甲氧基、2-氟乙氧基、2-氯乙氧基、2-溴乙氧基、2-碘乙氧基、2,2-二氟乙氧基、2,2,2-三氟乙氧基、2-氯-2-氟乙氧基、2-氯-2,2-二氟乙氧基、2,2-二氯-2-氟乙氧基、2,2,2-三氯乙氧基、OC2F5、2-氟丙氧基、3-氟丙氧基、2,2-二氟丙氧基、2,3-二氟丙氧基、2-氯丙氧基、3-氯丙氧基、2,3-二氯丙氧基、2-溴丙氧基、3-溴丙氧基、3,3,3-三氟丙氧基、3,3,3-三氯丙氧基、OCH2-C2F5、OCF2-C2F5、1-(CH2F)-2-氟乙氧基、1-(CH2Cl)-2-氯乙氧基、1-(CH2Br)-2-溴乙氧基、4-氟丁氧基、4-氯丁氧基、4-溴丁氧基或九氟丁氧基。
术语“苯基-C1-C4烷基或杂芳基-C1-C4烷基”涉及具有1-4个碳原子的烷基(如上所定义),其中烷基的一个氢原子分别被苯基或杂芳基替代。
术语“C1-C4烷氧基-C1-C4烷基”涉及具有1-4个碳原子的烷基(如上所定义),其中烷基的一个氢原子被C1-C4烷氧基(如上所定义)替代。同样,术语“C1-C4烷硫基-C1-C4烷基”涉及具有1-4个碳原子的烷基(如上所定义),其中烷基的一个氢原子被C1-C4烷硫基替代。
本文所用术语“C1-C6烷硫基”涉及经由硫原子键合的具有1-6个碳原子的直链或支化烷基(如上所定义)。因此,本文所用术语“C1-C6卤代烷硫基”涉及通过硫原子在卤代烷基中的任意位置键合的具有1-6个碳原子的直链或支化卤代烷基(如上所定义)。
术语“C1-C6烷基亚磺酰基”涉及通过-S(=O)-结构部分在烷基中的任意位置键合的具有1-6个碳原子的直链或支化烷基(如上所定义),例如甲基亚磺酰基和乙基亚磺酰基等。因此,术语“C1-C6卤代烷基亚磺酰基”涉及通过-S(=O)-结构部分在卤代烷基中的任意位置键合的具有1-6个碳原子的直链或支化卤代烷基(如上所定义)。
术语“C1-C6烷基磺酰基”涉及通过-S(=O)2-结构部分在烷基中的任意位置键合的具有1-6个碳原子的直链或支化烷基(如上所定义),例如甲基磺酰基等。因此,术语“C1-C6卤代烷基磺酰基”涉及通过-S(=O)2-结构部分在卤代烷基中的任意位置键合的具有1-6个碳原子的直链或支化卤代烷基(如上所定义)。
术语“羟基C1-C4烷基”涉及具有1-4个碳原子的烷基,其中烷基的一个氢原子被OH基团替代。
术语“氨基C1-C4烷基”涉及具有1-4个碳原子的烷基,其中烷基的一个氢原子被NH2基团替代。
术语“C1-C4烷基氨基-C1-C4烷基”涉及具有1-4个碳原子的烷基(如上所定义),其中烷基的一个氢原子被通过氮键合的C1-C4烷基-NH-基团替代。同样,术语“二C1-C4烷基氨基-C1-C4烷基”涉及具有1-4个碳原子的烷基(如上所定义),其中烷基的一个氢原子被通过氮键合的(C1-C4烷基)2N-基团替代。
术语“氨基羰基-C1-C4烷基”涉及具有1-4个碳原子的烷基,其中烷基的一个氢原子被-(C=O)-NH2基团替代。
术语“C2-C6链烯基”涉及具有2-6个碳原子和在任意位置的双键的直链或支化不饱和烃基,如乙烯基、1-丙烯基、2-丙烯基(烯丙基)、1-甲基乙烯基、1-丁烯基、2-丁烯基、3-丁烯基、1-甲基-1-丙烯基、2-甲基-1-丙烯基、1-甲基-2-丙烯基、2-甲基-2-丙烯基。
术语“C2-C6炔基”涉及具有2-6个碳原子且含有至少一个叁键的直链或支化不饱和烃基,如乙炔基、1-丙炔基、2-丙炔基(炔丙基)、1-丁炔基、2-丁炔基、3-丁炔基、1-甲基-2-丙炔基。
术语“C3-C8环烷基”涉及具有3-8个碳环成员的单环饱和烃基,如环丙基(C3H5)、环丁基、环戊基、环己基、环庚基或环辛基。
术语“C3-C8环烷氧基”涉及经由氧键合的具有3-8个碳原子的环烷基(如上所定义)。
术语“C(=O)-(C1-C4烷基)”涉及如碳原子的价数所示通过基团C(=O)的碳原子连接的基团。
术语“脂族”涉及为非芳族化合物的由碳和氢组成的化合物或基团。脂环族化合物或基团为脂族和环状的有机化合物。它们含有一个或多个全碳环,其可为饱和或不饱和的,但不具有芳族特征。
术语“芳基”涉及芳族单环或多环环体系,其除了碳原子外不含杂原子或还包括1、2、3或4个独立地选自N、O和S的杂原子。
术语“杂芳基”涉及芳族单环或多环环体系,其除了碳原子外还包括1、2、3或4个独立地选自N、O和S的杂原子。
术语“环状结构部分”或“环状基团”涉及其为脂环族环或芳族环的基团,例如苯基或杂芳基。
术语“并且其中任何脂族或环状基团未被取代或被1、2、3、4个或至多最大可能数目的相同或不同的基团R1a取代”涉及脂族基团、环状基团和在一个基团中包含脂族和环状结构部分的基团,例如在如苯基-C1-C4烷基中;因此包含脂族和环状结构部分的基团,这两个结构部分可以彼此独立地被取代或未被取代。
术语“苯基”是指包含6个碳原子的芳族环体系(通常称为苯环)。在与基团A的连接中,术语“苯基”应理解为苯环或亚苯基环,其与二唑结构部分和-R3R4-基团连接。
术语“饱和或部分不饱和3、4、5、6或7员碳环”应理解为意指具有3、4、5、6或7个环成员的饱和或部分不饱和碳环二者。实例包括环丙基、环戊基、环戊烯基、环戊二烯基、环己基、环己烯基、环己二烯基、环庚基、环庚烯基、环庚二烯基等。
术语“3-10员饱和、部分不饱和或芳族单环或双环杂环,其中所述单环或双环杂环的环成员原子除碳原子之外还进一步包括1、2、3或4个选自N、O和S的杂原子作为环成员原子”应理解为意指芳族单环和双环杂芳族环体系以及饱和和部分不饱和杂环二者,例如:
含有1或2个选自N、O和S的杂原子作为环成员的3或4员饱和杂环,如环氧乙烷、氮丙啶、硫杂丙环、氧杂环丁烷、氮杂环丁烷、硫杂环丁烷(thiethane)、[1,2]二氧杂环丁烷、[1,2]二硫杂环丁烷、[1,2]二氮杂环丁烷;以及
含有1、2或3个选自N、O和S的杂原子作为环成员的5或6员饱和或部分不饱和杂环,如2-四氢呋喃基、3-四氢呋喃基、2-四氢噻吩基、3-四氢噻吩基、2-吡咯烷基、3-吡咯烷基、3-异唑烷基、4-异唑烷基、5-异唑烷基、3-异噻唑烷基、4-异噻唑烷基、5-异噻唑烷基、3-吡唑烷基、4-吡唑烷基、5-吡唑烷基、2-唑烷基、4-唑烷基、5-唑烷基、2-噻唑烷基、4-噻唑烷基、5-噻唑烷基、2-咪唑烷基、4-咪唑烷基、1,2,4-二唑烷-3-基、1,2,4-二唑烷-5-基、1,2,4-噻二唑烷-3-基、1,2,4-噻二唑烷-5-基、1,2,4-三唑烷-3-基、1,3,4-二唑烷-2-基、1,3,4-噻二唑烷-2-基、1,3,4-三唑烷-2-基、2,3-二氢呋喃-2-基、2,3-二氢呋喃-3-基、2,4-二氢呋喃-2-基、2,4-二氢呋喃-3-基、2,3-二氢噻吩-2-基、2,3-二氢噻吩-3-基、2,4-二氢噻吩-2-基、2,4-二氢噻吩-3-基、2-吡咯啉-2-基、2-吡咯啉-3-基、3-吡咯啉-2-基、3-吡咯啉-3-基、2-异唑啉-3-基、3-异唑啉-3-基、4-异唑啉-3-基、2-异唑啉-4-基、3-异唑啉-4-基、4-异唑啉-4-基、2-异唑啉-5-基、3-异唑啉-5-基、4-异唑啉-5-基、2-异噻唑啉-3-基、3-异噻唑啉-3-基、4-异噻唑啉-3-基、2-异噻唑啉-4-基、3-异噻唑啉-4-基、4-异噻唑啉-4-基、2-异噻唑啉-5-基、3-异噻唑啉-5-基、4-异噻唑啉-5-基、2,3-二氢吡唑-1-基、2,3-二氢吡唑-2-基、2,3-二氢吡唑-3-基、2,3-二氢吡唑-4-基、2,3-二氢吡唑-5-基、3,4-二氢吡唑-1-基、3,4-二氢吡唑-3-基、3,4-二氢吡唑-4-基、3,4-二氢吡唑-5-基、4,5-二氢吡唑-1-基、4,5-二氢吡唑-3-基、4,5-二氢吡唑-4-基、4,5-二氢吡唑-5-基、2,3-二氢唑-2-基、2,3-二氢唑-3-基、2,3-二氢唑-4-基、2,3-二氢唑-5-基、3,4-二氢唑-2-基、3,4-二氢唑-3-基、3,4-二氢唑-4-基、3,4-二氢唑-5-基、3,4-二氢唑-2-基、3,4-二氢唑-3-基、3,4-二氢唑-4-基、2-哌啶基、3-哌啶基、4-哌啶基、1,3-二烷-5-基、2-四氢吡喃基、4-四氢吡喃基、2-四氢噻吩基、3-六氢哒嗪基、4-六氢哒嗪基、2-六氢嘧啶基、4-六氢嘧啶基、5-六氢嘧啶基、2-哌嗪基、1,3,5-六氢三嗪-2-基和1,2,4-六氢三嗪-3-基以及还有相应的-亚基;以及
7员饱和或部分不饱和杂环,如四氢-和六氢氮杂基,如2,3,4,5-四氢[1H]氮杂-1-、-2-、-3-、-4-、-5-、-6-或-7-基,3,4,5,6-四氢[2H]氮杂-2-、-3-、-4-、-5-、-6-或-7-基,2,3,4,7-四氢[1H]氮杂-1-、-2-、-3-、-4-、-5-、-6-或-7-基,2,3,6,7-四氢[1H]氮杂-1-、-2-、-3-、-4-、-5-、-6-或-7-基,六氢氮杂-1-、-2-、-3-或-4-基,四氢-和六氢环庚三烯基,如2,3,4,5-四氢[1H]氧杂环庚三烯-2-、-3-、-4-、-5-、-6-或-7-基,2,3,4,7-四氢[1H]氧杂环庚三烯-2-、-3-、-4-、-5-、-6-或-7-基,2,3,6,7-四氢[1H]氧杂环庚三烯-2-、-3-、-4-、-5-、-6-或-7-基,六氢氮杂-1-、-2-、-3-或-4-基,四氢-和六氢-1,3-二氮杂基,四氢-和六氢-1,4-二氮杂基,四氢-和六氢-1,3-氧氮杂基,四氢-和六氢-1,4-氧氮杂基,四氢-和六氢-1,3-二氧杂基,四氢-和六氢-1,4-二氧杂基以及相应的-亚基;和
术语“5或6员杂芳基”或术语“5或6员芳族杂环”涉及除了碳原子外还包括1、2、3或4个独立地选自N、O和S的杂原子的芳族环体系,例如5员杂芳基,如吡咯-1-基、吡咯-2-基、吡咯-3-基、噻吩-2-基、噻吩-3-基、呋喃-2-基、呋喃-3-基、吡唑-1-基、吡唑-3-基、吡唑-4-基、吡唑-5-基、咪唑-1-基、咪唑-2-基、咪唑-4-基、咪唑-5-基、唑-2-基、唑-4-基、唑-5-基、异唑-3-基、异唑-4-基、异唑-5-基、噻唑-2-基、噻唑-4-基、噻唑-5-基、异噻唑-3-基、异噻唑-4-基、异噻唑-5-基、1,2,4-三唑-1-基、1,2,4-三唑-3-基、1,2,4-三唑-5-基、1,2,4-二唑-3-基、1,2,4-二唑-5-基、1,2,4-噻二唑-3-基、1,2,4-噻二唑-5-基;或者6员杂芳基,如吡啶-2-基、吡啶-3-基、吡啶-4-基、哒嗪-3-基、哒嗪-4-基、嘧啶-2-基、嘧啶-4-基、嘧啶-5-基、吡嗪-2-基、1,3,5-三嗪-2-基和1,2,4-三嗪-3-基。
就变量而言,中间体的实施方案对应于化合物I的实施方案。优选那些化合物I和适用的话,本文提供的所有子式化合物,其中所有变量彼此独立地或更优选组合地(2个或更多个如本文所定义的取代基的任意可能组合)具有以下意义:
在本发明的一个方面,A为苯基,其未被取代或被1、2、3或4个如本文所定义或优选定义的相同或不同的基团RA取代,并且其中基团-C(R3R4)-NR1R2在相对于三氟甲基二唑基团的对位上与苯基环相连。
在本发明的一个方面,A为苯基,其未被取代或被1、2、3或4个如本文所定义或优选定义的相同或不同的基团RA取代,并且其中基团-C(R3R4)-NR1R2在相对于三氟甲基二唑基团的间位上与苯基环相连。
在本发明的另一方面,A为苯基,其被1或2个如本文所定义或优选定义的相同或不同的基团RA取代,并且其中基团-C(R3R4)-NR1R2在相对于三氟甲基二唑基团的对位上与苯基环相连。
在本发明的另一方面,A为苯基,其未被取代,并且其中基团-C(R3R4)-NR1R2在相对于三氟甲基二唑基团的对位上与苯基环相连。在本发明的一个优选实施方案中,A为被选自卤素、S(=O)2N(Rb)2、C1-C6烷基的RA取代的苯基。在本发明的另一优选实施方案中,A为被卤素取代的苯基。在本发明的一个特别优选的实施方案中,A为被F取代的苯基。在本发明的另一特别优选的实施方案中,A为被Cl取代的苯基。在本发明的另一优选的实施方案中,A为被S(=O)2N(Rb)2取代的苯基。在本发明的一个特别优选的实施方案中,A为被S(=O)2NH2取代的苯基。
在本发明的另一优选实施方案中,A为被C1-C6烷基取代的苯基。在本发明的一个特别优选的实施方案中,A为被CH3取代的苯基。在本发明的另一特别优选的实施方案中,A为被CH2CH3取代的苯基。在本发明的另一特别优选的实施方案中,A为未被取代的苯基。
在一个实施方案中,A为6员芳族杂环,其中所述芳族杂环的环成员原子除碳原子之外还包括1或2个氮原子作为环成员原子;并且其中所述芳族杂环未被取代或被1或2个如本文所定义或优选定义的相同或不同的基团RA取代。
在又一实施方案中,A为6员芳族杂环,其中所述芳族杂环的环成员原子除碳原子之外还包括1或2个氮原子作为环成员原子;并且其中所述芳族杂环未被取代或被1或2个如本文所定义或优选定义的相同或不同的基团RA取代,并且其中基团–C(R3R4)-NR1R2在相对于三氟甲基二唑基团的对位上与6员芳族杂环相连。
在另一实施方案中,A为6员芳族杂环,其中所述芳族杂环的环成员原子除碳原子之外还包括1或2个氮原子作为环成员原子;并且其中所述芳族杂环未被取代或被1或2个如本文所定义或优选定义的相同或不同的基团RA取代,并且其中基团–C(R3R4)-NR1R2在相对于三氟甲基二唑基团的间位上与6员芳族杂环相连。
在另一实施方案中,A为6员芳族杂环,其中所述芳族杂环的环成员原子除碳原子之外还包括1或2个氮原子作为环成员原子;并且其中所述芳族杂环未被取代或被1或2个如本文所定义或优选定义的相同或不同的基团RA取代,并且其中基团-C(R3R4)-NR1R2在相对于三氟甲基二唑基团的邻位上与6员芳族杂环相连。
在另一实施方案中,A为6员芳族杂环,其中所述芳族杂环的环成员原子除碳原子之外还包括1或2个氮原子作为环成员原子;并且其中所述芳族杂环未被取代,并且其中基团-C(R3R4)-NR1R2在相对于三氟甲基二唑基团的对位上与6员芳族杂环相连。
在另一优选实施方案中,A为5员芳族杂环,其中所述杂环的环成员原子除碳原子之外还包括1、2、3或4个选自N、O和S的杂原子作为环成员原子;并且其中环状基团A未被取代或被1或2个如本文所定义或优选定义的相同或不同的基团RA取代。
在另一优选实施方案中,A为5员芳族杂环,其中所述杂环的环成员原子除碳原子之外还包括1、2、3或4个选自N、O和S的杂原子作为环成员原子;并且其中环状基团A未被取代。
在一个实施方案中,本发明涉及式I化合物或其N-氧化物或可农用盐,其中环状结构部分A如子式(A.1)至(A.12)中所定义。
其中#1表示与三氟甲基二唑结构部分键合的位置,并且#2表示与式I化合物的–C(R3R4)-NR1R2基团连接的位置;并且其中环状结构部分A未被取代或被1或2个相同或不同基团RA取代,并且其中RA如本文所定义或优选定义。在另一实施方案中,如子式(A.1)至(A.12)中任一个所定义的环状结构部分A未被取代或被1或2个相同或不同基团RA取代,并且其中RA为氯、氟或甲基。在一个优选实施方案中,如子式(A.1)至(A.12)中任一个所定义的环状结构部分A未被取代。
在本发明的一个优选实施方案中,RA为卤素、氰基、C1-C6烷基、C1-C6烷氧基、C2-C6链烯基、C2-C6炔基或C3-C8环烷基;并且其中任何脂族和环状结构部分未被取代或被1、2、3、4个或至多最多可能数目的如本文所定义或优选定义的相同或不同的基团Ra取代。
在本发明的另一优选实施方案中,RA为卤素、氰基、C1-C6烷基、C1-C6烷氧基、C2-C6链烯基、C2-C6炔基或C3-C8环烷基;并且其中任何脂族和环状结构部分未被取代或被1、2、3、4个或至多最多可能数目的相同或不同的选自卤素、氰基、C1-C6烷基、C1-C6烷氧基和C3-C8环烷基的基团取代;特别是氟。
更优选RA为卤素、氰基、C1-C6烷基、C1-C6卤代烷基、C1-C6烷氧基或C1-C6卤代烷氧基;特别是卤素、C1-C6烷基。在一个更优选的实施方案中,RA为氯、氟或甲基。
根据本发明,Ra为卤素、氰基、NO2、OH、SH、NH2、C1-C6烷基、C1-C6卤代烷基、C1-C6烷氧基、C1-C6卤代烷氧基、C1-C6烷硫基、C1-C6卤代烷硫基或C3-C8环烷基。在本发明的一个优选实施方案中,Ra为卤素、氰基、C1-C6烷基、C1-C6烷氧基或C3-C8环烷基。更优选Ra为卤素,特别是氟。
根据一个实施方案,R1为H。根据一个实施方案,R1为C1-C6烷基,优选甲基、乙基、正丙基、异丙基、正丁基、异丁基、叔丁基,尤其是甲基、乙基。根据另一实施方案,R1为C2-C6链烯基,优选亚乙基。根据另一实施方案,R1为C2-C6炔基,优选乙炔基、1-丙炔基。根据另一实施方案,R1为C3-C8环烷基,优选环丙基、环丁基、环戊基,尤其是环丙基、环戊基或环己基。
根据一个实施方案,R1为被卤素取代的C1-C6烷基,优选甲基、乙基、正丙基、异丙基、正丁基、异丁基、叔丁基,尤其是甲基、乙基。在本发明的一个特殊实施方案中,R1为CF3。
根据一个实施方案,R1为C(=O)-(C1-C6烷基)。根据一个实施方案,R1为C(=O)-(C1-C6烷基),其中烷基优选为甲基、乙基、正丙基、异丙基、正丁基、异丁基、叔丁基,尤其是甲基、乙基。根据一个实施方案,R1为C(=O)-(C1-C6烷氧基),其中烷氧基优选为甲氧基、乙氧基、正丙氧基、异丙氧基、正丁氧基、异丁氧基、叔丁氧基。
根据一个实施方案,R1为苯基-C1-C4烷基,其中烷基优选为甲基、乙基、正丙基、异丙基、正丁基、异丁基、叔丁基,尤其是甲基、乙基。
根据一个实施方案,R1为杂芳基-C1-C4烷基,其中烷基优选为甲基、乙基、正丙基、异丙基、正丁基、异丁基、叔丁基,尤其是甲基、乙基,并且其中杂芳基为呋喃、噻吩、吡唑、异唑、咪唑、唑、噻唑、三唑、二唑、吡咯、嘧啶。
根据一个实施方案,R1为苯基。根据另一实施方案,R1为苄基。根据另一实施方案,R1为萘基。根据一个实施方案,R1为3-10员饱和、部分不饱和或芳族单环或双环杂环,其中所述单环或双环杂环的环成员原子除碳原子之外还进一步包括1、2、3或4个选自N、O和S的杂原子作为环成员原子,并且其中所述杂环的1或2个碳环成员原子可被1或2个独立地选自C(=O)和C(=S)的基团替代;并且其中在杂芳基-C1-C4烷基中的杂芳基为5或6员芳族杂环,其中所述杂环的环成员原子除碳原子之外还包括1、2、3或4个选自N、O和S的杂原子作为环成员原子,尤其是呋喃、噻吩、吡唑、异唑、咪唑、唑、噻唑、三唑、二唑、吡咯、嘧啶。
根据另一实施方案,上述基团可带有1、2、3或4个选自甲基、乙基、丙基、丁基,优选甲基的相同或不同取代基。根据另一实施方案,上述基团可带有1、2、3或4个选自部分或完全卤化的甲基、乙基、丙基、丁基,优选部分或完全卤化的甲基,尤其是CF3的相同或不同取代基。根据另一实施方案,上述基团可带有1、2、3或4个选自甲氧基、乙氧基、丙氧基、丁氧基,优选甲氧基的相同或不同取代基。根据另一实施方案,上述基团可带有1、2、3或4个选自部分或完全卤化的甲氧基、乙氧基、丙氧基、丁氧基,优选部分或完全卤化的甲氧基,尤其是OCF3的相同或不同取代基。在本发明的一个特殊实施方案中,R1为苯基。在本发明的另一特殊实施方案中,R1为苯基,其被Cl、F、Br、I、CH3、OCH3、CF3或OCF3取代。在本发明的另一特殊实施方案中,R1为苄基,其被Cl、F、Br、I、CH3、OCH3、CF3或OCF3取代。在另一特殊实施方案中,R1为萘基,其被Cl、F、Br、I、CH3、OCH3、CF3或OCF3取代。在本发明的另一特殊实施方案中,R1为噻吩,其被Cl、F、Br、I、CH3、OCH3、CF3或OCF3取代。在本发明的另一特殊实施方案中,R1为吡咯,其被Cl、F、Br、I、CH3、OCH3、CF3或OCF3取代。在本发明的另一特殊实施方案中,R1为吡唑,其被Cl、F、Br、I、CH3、OCH3、CF3或OCF3取代。在本发明的另一特殊实施方案中,R1为嘧啶,其被Cl、F、Br、I、CH3、OCH3、CF3或OCF3取代。在本发明的另一特殊实施方案中,R1为二唑,其被Cl、F、Br、I、CH3、OCH3、CF3或OCF3取代。
在一个优选实施方案中,R1为H、C1-C6烷基、C3-C6环烷基。在一个特别优选的实施方案中,R1为H、CH3、环丙基。
根据一个实施方案,R2为H。根据一个实施方案,R2为C1-C6烷基,优选甲基、乙基、正丙基、异丙基、正丁基、异丁基、叔丁基,尤其是甲基、乙基。根据另一实施方案,R2为C2-C6链烯基,优选亚乙基。根据另一实施方案,R2为C2-C6炔基,优选乙炔基、1-丙炔基。根据另一实施方案,R2为C3-C8环烷基,优选环丙基、环丁基、环戊基,尤其是环丙基、环戊基或环己基。
根据一个实施方案,R2为C1-C6烷基,其被卤素,优选甲基、乙基、正丙基、异丙基、正丁基、异丁基、叔丁基,尤其是甲基、乙基取代。在本发明的一个特殊实施方案中,R2为CF3。
根据一个实施方案,R2为C(=O)-(C1-C6烷基)。根据一个实施方案,R2为C(=O)-(C1-C6烷基),其中烷基优选为甲基、乙基、正丙基、异丙基、正丁基、异丁基、叔丁基,尤其是甲基、乙基。根据一个实施方案,R2为C(=O)-(C1-C6烷氧基),其中烷氧基优选为甲氧基、乙氧基、正丙氧基、异丙氧基、正丁氧基、异丁氧基、叔丁氧基。
根据一个实施方案,R2为苯基-C1-C4烷基,其中烷基优选为甲基、乙基、正丙基、异丙基、正丁基、异丁基、叔丁基,尤其是甲基、乙基。
根据一个实施方案,R2为杂芳基-C1-C4烷基,其中烷基优选为甲基、乙基、正丙基、异丙基、正丁基、异丁基、叔丁基,尤其是甲基、乙基,并且其中杂芳基为呋喃、噻吩、吡唑、异唑、咪唑、唑、噻唑、三唑、二唑、吡咯、嘧啶。
根据一个实施方案,R2为苯基。根据另一实施方案,R2为苄基。根据另一实施方案,R2为萘基。根据一个实施方案,R2为3-10员饱和、部分不饱和或芳族单环或双环杂环,其中所述单环或双环杂环的环成员原子除碳原子之外还进一步包括1、2、3或4个选自N、O和S的杂原子作为环成员原子,并且其中所述杂环的1或2个碳环成员原子可被1或2个独立地选自C(=O)和C(=S)的基团替代;并且其中在杂芳基-C1-C4烷基中的杂芳基为5或6员芳族杂环,其中所述杂环的环成员原子除碳原子之外还包括1、2、3或4个选自N、O和S的杂原子作为环成员原子,尤其是呋喃、噻吩、吡唑、异唑、咪唑、唑、噻唑、三唑、二唑、吡咯、嘧啶。
根据另一实施方案,上述基团可带有1、2、3或4个选自甲基、乙基、丙基、丁基,优选甲基的相同或不同取代基。根据另一实施方案,上述基团可带有1、2、3或4个选自部分或完全卤化的甲基、乙基、丙基、丁基,优选部分或完全卤化的甲基,尤其是CF3的相同或不同取代基。根据另一实施方案,上述基团可带有1、2、3或4个选自甲氧基、乙氧基、丙氧基、丁氧基,优选甲氧基的相同或不同取代基。根据另一实施方案,上述基团可带有1、2、3或4个选自部分或完全卤化的甲氧基、乙氧基、丙氧基、丁氧基,优选部分或完全卤化的甲氧基,尤其是OCF3的相同或不同取代基。在本发明的一个特殊实施方案中,R2为苯基。在本发明的另一特殊实施方案中,R2为苯基,其被Cl、F、Br、I、CH3、OCH3、CF3或OCF3取代。在本发明的另一特殊实施方案中,R2为苄基,其被Cl、F、Br、I、CH3、OCH3、CF3或OCF3取代。在另一特殊实施方案中,R2为萘基,其被Cl、F、Br、I、CH3、OCH3、CF3或OCF3取代。在本发明的另一特殊实施方案中,R2为噻吩,其被Cl、F、Br、I、CH3、OCH3、CF3或OCF3取代。在本发明的另一特殊实施方案中,R2为吡咯,其被Cl、F、Br、I、CH3、OCH3、CF3或OCF3取代。在本发明的另一特殊实施方案中,R2为吡唑,其被Cl、F、Br、I、CH3、OCH3、CF3或OCF3取代。在本发明的另一特殊实施方案中,R2为嘧啶,其被Cl、F、Br、I、CH3、OCH3、CF3或OCF3取代。在本发明的另一特殊实施方案中,R2为二唑,其被Cl、F、Br、I、CH3、OCH3、CF3或OCF3取代。
在一个优选实施方案中,R2为H、C1-C6烷基、C2-C6链烯基、C2-C6炔基、C3-C6环烷基、苯基-C1-C4烷基、杂芳基-C1-C4烷基、苯基。在一个特别优选的实施方案中,R2为H、C1-C6烷基、C3-C6环烷基、苯基-C1-C4烷基、杂芳基-C1-C4烷基、苯基。在另一特别优选的实施方案中,R2为H、C1-C6烷基、C3-C6环烷基、苯基-C1-C4烷基、苯基。在另一特别优选的实施方案中,R2为H、CH3、CH2CH3、环丙基、苯基、苄基。
在另一优选实施方案中,R1为氢、C1-C6烷基、C2-C6链烯基、C2-C6炔基、C3-C6环烷基、C3-C6环烯基、苯基-C1-C4烷基、杂芳基-C1-C4烷基、苯基或3-10员饱和、部分不饱和或芳族单环或双环杂环,其中所述单环或双环杂环的环成员原子除碳原子之外还进一步包括1、2、3或4个选自N、O和S的杂原子作为环成员原子,并且其中所述杂环的1或2个碳环成员原子可被1或2个独立地选自C(=O)和C(=S)的基团替代;并且其中杂芳基-C1-C4烷基中的杂芳基为5或6员芳族杂环,其中所述杂环的环成员原子除碳原子之外还包括1、2、3或4个选自N、O和S的杂原子作为环成员原子;并其中任何上述脂族或环状基团未被取代或被1、2、3个或至多最大可能数目的相同或不同的基团R1a取代;其中R1a为卤素、氰基、NO2、OH、SH、NH2、C1-C6烷基、C1-C6卤代烷基、C1-C6烷氧基、C1-C6卤代烷氧基、C1-C6烷硫基、C1-C6卤代烷硫基、C3-C8环烷基、NHSO2-C1-C4烷基、(C=O)-(C1-C4烷基)、C(=O)-(C1-C4烷氧基)或C1-C6烷基磺酰基;和其中R2为C(=O)-(C1-C6烷基)、C(=O)-(C1-C6烷氧基)、C(=O)-(C1-C6卤代烷基)、C(=O)-(C1-C6卤代烷氧基)、C1-C6烷基磺酰基或C1-C6卤代烷基磺酰基。
在另一实施方案中,R1和R2相互独立地为氢、C1-C6烷基、C2-C6链烯基、C2-C6炔基、C3-C8环烷基、C(=O)-(C1-C6烷基)、C(=O)-(C1-C6烷氧基)、苯基-C1-C4烷基或苯基;和其中所述脂族或环状基团未被取代或被1、2、3、4个或至多最大可能数目的如本文所定义的相同或不同的基团R1a取代。
在另一实施方案中,R1为氢、C1-C6烷基、C2-C6链烯基或C2-C6炔基和R2为氢、C1-C6烷基、C2-C6链烯基、C2-C6炔基、C3-C8环烷基、苯基-C1-C4烷基、杂芳基-C1-C4烷基、苯基或杂芳基;和其中所述杂芳基为5或6员芳族杂环,其中所述环除碳原子之外还包括1、2、3或4个选自N、O和S的杂原子作为环成员原子;和其中任何脂族或环状基团未被取代或被1、2、3、4个或至多最大可能数目的如本文所定义的相同或不同的基团R1a取代。
在本发明的一个方面中,R1和R2相互独立地为氢、C1-C6烷基、C2-C6链烯基、C2-C6炔基、C3-C8环烷基、C(=O)-(C1-C6烷基)或C(=O)-(C1-C6烷氧基);和其中任何脂族或环状基团未被取代或被1、2、3、4个或至多最大可能数目的如本文所定义或优选所定义的相同或不同的基团R1a取代。
在另一实施方案中,R1为氢、C1-C6烷基、C2-C6链烯基、C2-C6炔基或C3-C8环烷基;优选R1为氢或C1-C6烷基;和R2为C(=O)-(C1-C6烷基)或C(=O)-(C1-C6烷氧基);和其中任何脂族或环状基团未被取代或被1、2、3、4个或至多最大可能数目的如本文所定义或优选所定义的相同或不同的基团R1a取代。
在另一实施方案中,R1为氢、C1-C6烷基、C2-C6链烯基、C2-C6炔基或C3-C8环烷基;优选R1为氢或C1-C6烷基;和R2为C(=O)-(C1-C6烷基);和其中任何脂族或环状基团未被取代或被1、2、3、4个或至多最大可能数目的选自氟、氯和甲基的相同或不同的基团取代。
在本发明的一个方面中,R1和R2相互独立地为氢、C1-C6烷基、C2-C6链烯基、C2-C6炔基、C3-C8环烷基;和其中任何脂族或环状基团未被取代或被1、2、3、4个或至多最大可能数目的如本文所定义或优选所定义的相同或不同的基团R1a取代。
在本发明的另一方面中,R1为氢、C1-C6烷基、C2-C6链烯基或C2-C6炔基和R2为苯基-C1-C4烷基、杂芳基-C1-C4烷基、苯基或杂芳基;和其中所述杂芳基为5或6员芳族杂环,其中所述环除了碳原子还包括1、2、3或4个选自N、O和S的杂原子作为环成员原子;和其中任何脂族或环状基团未被取代或被1、2、3、4个或至多最大可能数目的如本文所定义或优选所定义的相同或不同的基团R1a取代。
在本发明的另一方面中,R1为氢、C1-C6烷基、C2-C6链烯基或C2-C6炔基和R2为苯基-C1-C4烷基、杂芳基-C1-C4烷基或苯基;和其中所述杂芳基为5或6员芳族杂环,其中所述环除了碳原子还包括1、2、3或4个选自N、O和S的杂原子作为环成员原子;和其中任何脂族或环状基团未被取代或被1、2、3、4个或至多最大可能数目的如本文所定义或优选所定义的相同或不同的基团R1a取代。
在一个实施方案中,R1为氢或C1-C4烷基和R2为C3-C8环烷基,其中所述环烷基未被取代或带有1、2、3、4个或至多最大可能数目的如本文所定义或优选所定义的相同或不同的基团R1a。
在一个实施方案中,R1为氢或C1-C4烷基和R2为C1-C6烷基、C2-C6链烯基或C2-C6炔基,其中脂族基团未被取代或带有1、2、3、4个或至多最大可能数目的如本文所定义或优选所定义的相同或不同的基团R1a。
在一个实施方案中,R1为氢或C1-C4烷基和R2为苯基、5或6员芳族杂环、苯基-C1-C4烷基或杂芳基-C1-C4烷基,其中所述杂环的环成员原子除了碳原子还包括1、2、3或4个选自N、O和S的杂原子作为环成员原子;和其中任何环状基团未被取代或被1、2、3、4个或至多最大可能数目的如本文所定义或优选所定义的相同或不同的基团R1a取代。
在一个实施方案中,R1为氢或C1-C4烷基和R2为苯基-C1-C4烷基或杂芳基-C1-C4烷基;其中所述杂芳基为5或6员芳族杂环,其中所述芳族杂环的环成员原子除了碳原子还包括1、2、3或4个选自N、O和S的杂原子作为环成员原子;和其中任何脂族或环状基团未被取代或被1、2、3、4个或至多最大可能数目的如本文所定义或优选所定义的相同或不同的基团R1a取代。
在一个实施方案中,R1为氢或C1-C4烷基和R2为苯基或5或6员芳族杂环,其中所述杂环的环成员原子除了碳原子还包括1、2、3或4个选自N、O和S的杂原子作为环成员原子;和其中任何环状基团未被取代或被1、2、3、4个或至多最大可能数目的如本文所定义或优选所定义的相同或不同的基团R1a取代。
在本发明的另一方面中,R1和R2与其所键合的氮原子一起形成饱和或部分不饱和3-6员杂环,其中所述杂环除一个氮原子和一个或多个碳原子之外不含其他杂原子或还包括1、2或3个独立地选自N、O和S的其他杂原子作为环成员原子;并且其中所述杂环的一个或两个CH2基团可被一个或两个独立地选自C(=O)和C(=S)的组的基团替代;并且其中所述杂环未被取代或带有1、2、3、4个或至多最大可能数目的如本文所定义或优选定义的相同或不同的基团R1a。
在本发明的再一方面中,R1和R2与其所键合的氮原子一起形成饱和或部分不饱和3-6员杂环,其中所述杂环除一个氮原子和一个或多个碳原子之外不含其他杂原子或还包括1个选自N、O和S的额外杂原子作为环成员原子;并且其中所述杂环未被取代或带有1、2、3、4个或至多最大可能数目的如本文所定义或优选定义的相同或不同的基团R1a。在另一实施方案中,R1和R2与其所键合的氮原子一起形成饱和或部分不饱和单环5-7员杂环,其中所述杂环除一个氮原子和一个或多个碳原子之外不含其他杂原子或还包括1或2个独立地选自N、O和S的杂原子作为环成员原子;并且其中所述杂环的一个或两个CH2基团被一个或两个独立地选自C(=O)和C(=S)的组的基团替代;并且其中所述杂环未被取代或带有1、2、3、4个或至多最大可能数目的如本文所定义或优选定义的相同或不同的基团R1a;特别地R1a为卤素或C1-C6烷基。
在另一实施方案中,R1和R2与其所键合的氮原子一起形成饱和或部分不饱和单环5或6员杂环,其中所述杂环除一个氮原子和一个或多个碳原子之外不含其他杂原子或还包括1个选自N、O和S的其他杂原子作为环成员原子;并且其中所述杂环的一个或两个CH2基团可被一个或两个独立地选自C(=O)和C(=S)的组的基团替代;并且其中所述杂环未被取代或带有1、2、3、4个或至多最大可能数目的如本文所定义或优选定义的相同或不同的基团R1a;特别地R1a为卤素或C1-C6烷基。
在本发明的一个实施方案中,R1a为卤素、氰基、C1-C6烷基、C1-C6卤代烷基、C1-C6烷氧基、C1-C6卤代烷氧基或C3-C8环烷基。在本发明的另一优选方面中,R1a为卤素、氰基、C1-C6烷基、C1-C6卤代烷基、C1-C6烷氧基或C1-C6卤代烷氧基。在本发明的另一优选方面中,R1a为氟、氯、氰基、甲基、甲氧基、三氟甲基、三氟甲氧基、二氟甲基或二氟甲氧基。在本发明的一个更优选方面中,R1a为卤素或C1-C6烷基;特别地氟、氯或甲基。
在本发明的一个实施方案中,R1和R2与其所键合的氮原子一起形成饱和或部分不饱和单环或双环3-7员杂环,其中所述杂环除一个氮原子和一个或多个碳原子之外还包括1、2或3个独立地选自N、O和S的杂原子作为环成员原子;并且其中所述杂环的一个或两个CH2基团可被一个或两个独立地选自C(=O)和C(=S)的组的基团替代;并且其中所述杂环未被取代或带有1、2、3、4个或至多最大可能数目的相同或不同的基团R1a;其中R1a为卤素、氰基、NO2、OH、SH、NH2、C1-C6烷基、C1-C6卤代烷基、C1-C6烷氧基、C1-C6卤代烷氧基、C1-C6烷硫基、C1-C6卤代烷硫基、C3-C8环烷基、NHSO2-C1-C4烷基、(C=O)-C1-C4烷基、C(=O)-C1-C4烷氧基或C1-C6烷基磺酰基。
在本发明的一个实施方案中,R1和R2与其所键合的氮原子一起形成饱和或部分不饱和3-6员杂环,其中所述杂环除一个氮原子和一个或多个碳原子之外不含其他杂原子。
在本发明的一个实施方案中,R1和R2与其所键合的氮原子一起形成饱和或部分不饱和3-6员杂环,其中所述杂环的一个或两个CH2基团可被一个或两个独立地选自C(=O)和C(=S)的组的基团替代。
在本发明的一个特别优选的实施方案中,R1和R2与其所键合的氮原子一起形成1-氮杂环丙烷基(aziridinyl)。
在本发明的一个特别优选的实施方案中,R1和R2与其所键合的氮原子一起形成1-氮杂环丁烷基(azetidinyl)。
在本发明的一个特别优选的实施方案中,R1和R2与其所键合的氮原子一起形成1-吡咯烷基。
在本发明的一个特别优选的实施方案中,R1和R2与其所键合的氮原子一起形成1-哌啶基。
在本发明的一个特别优选的实施方案中,R1和R2与其所键合的氮原子一起形成1-哌嗪基。
在本发明的一个特别优选的实施方案中,R1和R2与其所键合的氮原子一起形成1-甲基-4-哌嗪基。
在本发明的一个特别优选的实施方案中,R1和R2与其所键合的氮原子一起形成4-吗啉基。
在本发明的一个实施方案中,R1a为卤素、氰基、C1-C6烷基、C1-C6卤代烷基、C1-C6烷氧基、C1-C6卤代烷氧基。在本发明的另一优选方面中,R1a为氟、氯、氰基、甲基、甲氧基、三氟甲基、三氟甲氧基、二氟甲基或二氟甲氧基。在本发明的一个更优选方面中,R1a为卤素或C1-C6烷基;特别是氟、氯或甲基。
在一个实施方案中,R3和R4与其所键合的碳原子一起形成3-7员碳环或饱和3-6员杂环,其中所述杂环除碳原子之外还包括1、2或3个独立地选自N-RN、S、S(=O)、S(=O)2和O的杂原子作为环成员原子;其中
RN为H、C1-C6烷基、SO2CH3、SO2C6H4CH3SO2-芳基;
其中所述环的1或2个CH2基团可被1或2个独立地选自C(=O)和C(=S)的组的基团替代;并且其中碳环、杂环和芳基未被取代或带有1、2、3、4个或至多最大可能数目的相同或不同的基团R3a;其中
R3a为卤素、氰基、NO2、OH、SH、NH2、C1-C6烷基、C1-C6卤代烷基、C1-C6烷氧基、C1-C6卤代烷氧基、C1-C6烷硫基、C1-C6卤代烷硫基、C3-C8环烷基、NHSO2-C1-C4烷基、-(C=O)-C1-C4烷基、C(=O)-C1-C4烷氧基或C1-C6烷基磺酰基。
在一个优选实施方案中,RN为氢、C1-C6烷基或SO2CH3;更优选RN为氢或C1-C6烷基;特别是氢或CH3。
在另一实施方案中,R3和R4与其所键合的碳原子一起形成未被取代的3-7员碳环。在本发明的一个特别优选的实施方案中,R3和R4与其所键合的碳原子一起形成环丙基。在本发明的另一特别优选的实施方案中,R3和R4与其所键合的碳原子一起形成环丁基。在本发明的一个特别优选的实施方案中,R3和R4与其所键合的碳原子一起形成环戊基。在本发明的一个特别优选的实施方案中,R3和R4与其所键合的碳原子一起形成环己基。
在一个实施方案中,R3和R4与其所键合的碳原子一起形成饱和3-7员碳环,其中所述碳环的1或2个CH2基团可被1或2个独立地选自C(=O)和C(=S)的组的基团替代;并且其中所述碳环未被取代或带有1、2、3、4个或至多最大可能数目的如本文所定义或优选所定义的相同或不同的基团R3a。
在本发明的另一实施方案中,R3和R4与其所键合的碳原子一起形成3-7员如上所定义的碳环,其带有1、2、3、4个或至多最大可能数目的相同或不同基团R3a;其中R3a为卤素、氰基、NO2、OH、SH、NH2、C1-C6烷基、C1-C6卤代烷基、C1-C6烷氧基、C1-C6卤代烷氧基、C1-C6烷硫基、C1-C6卤代烷硫基、C3-C8环烷基、NHSO2-C1-C4烷基、-(C=O)-C1-C4烷基、C(=O)-C1-C4烷氧基或C1-C6烷基磺酰基。
在本发明的一个特别优选的实施方案中,R3a为卤素、C1-C6烷基或C1-C6烷基磺酰基;特别是CH3。在本发明的另一实施方案中,R3和R4与其所键合的碳原子一起形成饱和3-6员杂环,其未被取代并且其中所述杂环除了碳原子还包括1、2或3个独立地选自N-RN、S、S(=O)、S(=O)2和O的杂原子作为环成员原子。
在本发明的一个特别优选的实施方案中,R3和R4与其所键合的碳原子一起形成3员杂环,其中所述杂环除了碳原子还包括1个独立地选自N-RN、S、S(=O)、S(=O)2和O的杂原子作为环成员原子,其中RN如本文所定义或优选定义。在本发明的一个特别优选的实施方案中,R3和R4与其所键合的碳原子一起形成3员杂环,其中所述杂环除了碳原子还包括氧原子作为环成员原子。在本发明的一个特别优选的实施方案中,R3和R4与其所键合的碳原子一起形成3员杂环,其中所述杂环除了碳原子还包括N-RN作为环成员原子。
在本发明的一个特别优选的实施方案中,R3和R4与其所键合的碳原子一起形成4员杂环,其中所述杂环除了碳原子还包括1个独立地选自N-RN、S、S(=O)、S(=O)2和O的杂原子作为环成员原子,其中RN如本文所定义或优选定义。在本发明的一个特别优选的实施方案中,R3和R4与其所键合的碳原子一起形成4员杂环,其中所述杂环除了碳原子还包括氧原子作为环成员原子。在本发明的一个特别优选的实施方案中,R3和R4与其所键合的碳原子一起形成4员杂环,其中所述杂环除了碳原子还包括N-RN作为环成员原子,其中RN如本文所定义或优选定义。
在本发明的一个特别优选的实施方案中,R3和R4与其所键合的碳原子一起形成5员杂环,其中所述杂环除了碳原子还包括1个独立地选自N-RN、S、S(=O)、S(=O)2和O的杂原子作为环成员原子,其中RN如本文所定义或优选定义。在本发明的一个特别优选的实施方案中,R3和R4与其所键合的碳原子一起形成5员杂环,其中所述杂环除了碳原子还包括氧原子作为环成员原子。在本发明的一个特别优选的实施方案中,R3和R4与其所键合的碳原子一起形成5员杂环,其中所述杂环除了碳原子还包括N-RN作为环成员原子,其中RN如本文所定义或优选定义。
在本发明的一个特别优选的实施方案中,R3和R4与其所键合的碳原子一起形成6员杂环,其中所述杂环除了碳原子还包括1个独立地选自N-RN、S、S(=O)、S(=O)2和O的杂原子作为环成员原子,其中RN如本文所定义或优选定义。在本发明的一个特别优选的实施方案中,R3和R4与其所键合的碳原子一起形成6员杂环,其中所述杂环除了碳原子还包括氧原子作为环成员原子。在本发明的一个特别优选的实施方案中,R3和R4与其所键合的碳原子一起形成6员杂环,其中所述杂环除了碳原子还包括N-RN作为环成员原子,其中RN如本文所定义或优选定义。
在一个实施方案中,本发明涉及式I化合物或其N-氧化物或可农用盐,其中R3和R4与其所键合的碳原子一起形成如子式中所定义的环:
其中#应表示与R3和R4所键合的碳原子。
在一个实施方案中,本发明涉及式I的化合物(I.1)或其N-氧化物或可农用盐,其中:
A为苯基或5或6员芳族杂环,其中所述杂环的环成员原子除碳原子之外还包括1、2、3或4个选自N、O和S的杂原子作为环成员原子;并且其中环状基团A未被取代或被1、2、3或4个相同或不同的基团RA取代;其中
RA为卤素、氰基、NO2、OH、NH2、SH、S(=O)2N(Rb)2、C1-C6烷基、C1-C6烷氧基、C1-C6烷硫基、C1-C6烷基亚磺酰基、C1-C6烷基磺酰基、C2-C6链烯基、C2-C6炔基、C3-C8环烷基或C3-C8环烷氧基;并且其中任何脂族或环状结构部分未被取代或被1、2、3或4个相同或不同的基团
Ra取代;其中
Ra为卤素、氰基、NO2、OH、SH、NH2、C1-C6烷基、C1-C6卤代烷基、C1-C6烷氧基、C1-C6卤代烷氧基、C1-C6烷硫基、C1-C6卤代烷硫基或C3-C8环烷基;
Rb独立地选自氢、卤素、氰基、NO2、OH、SH、NH2、C1-C6烷基、C1-C6卤代烷基、C1-C6烷氧基、C1-C6卤代烷氧基、C1-C6烷硫基、C1-C6卤代烷硫基和C3-C8环烷基;
R1为氢、C1-C6烷基、C2-C6链烯基、C2-C6炔基、C3-C6环烷基、C3-C6-环烯基、苯基-C1-C4烷基、杂芳基-C1-C4烷基、苯基、萘基或3-10员饱和、部分不饱和或芳族单环或双环杂环,其中所述单环或双环杂环的环成员原子除碳原子之外还进一步包括1、2、3或4个选自N、O和S的杂原子作为环成员原子,并且其中所述杂环的1或2个碳环成员原子可被1或2个独立地选自C(=O)和C(=S)的基团替代;并且其中杂芳基-C1-C4烷基中的杂芳基为5或6员芳族杂环,其中所述杂环的环成员原子除碳原子之外包括1、2、3或4个选自N、O和S的杂原子作为环成员原子;并且其中任何上述脂族或环状基团未被取代或被1、2、3个或至多最大可能数目的相同或不同的基团R1a取代;其中
R1a为卤素、氰基、NO2、OH、SH、NH2、C1-C6烷基、C1-C6卤代烷基、C1-C6烷氧基、C1-C6卤代烷氧基、C1-C6烷硫基、C1-C6卤代烷硫基、C3-C8环烷基、NHSO2-C1-C4烷基、(C=O)-C1-C4烷基、C(=O)-C1-C4烷氧基或C1-C6烷基磺酰基;
R2为C(=O)-(C1-C6烷基)、C(=O)-(C1-C6烷氧基)、(C1-C6卤代烷基)、C(=O)-(C1-C6卤代烷氧基)、C1-C6烷基磺酰基或C1-C6卤代烷基磺酰基;或者R1和R2与其所键合的氮原子一起形成饱和或部分不饱和单环或双环3-7员杂环,其中所述杂环除一个氮原子和一个或多个碳原子之外不含其他杂原子或还包括1、2或3个独立地选自N、O和S的其他杂原子作为环成员原子;并且其中所述杂环的一个或两个CH2基团可被一个或两个独立地选自C(=O)和C(=S)的组的基团替代;并且其中所述杂环未被取代或带有1、2、3、4个或至多最大可能数目的如本文所定义或优选定义的相同或不同的基团R1a;
R3和R4与其所键合的氮原子一起形成饱和单环3-5员杂环或碳环,其中所述杂环除一个或多个碳原子之外还包括1或2个独立地选自N、O和S的杂原子作为环成员原子;并且其中所述杂环或碳环未被取代或带有1、2、3、4个或至多最大可能数目的相同或不同的基团R3a;其中R3a为氢、卤素、氰基或C1-C2烷基。
在另一实施方案中,本发明涉及化合物(I.1),其中A为(A.2)。在另一实施方案中,本发明涉及化合物(I.1),其中A为(A.2),和其中A被1个如本文所定义或优选定义的基团RA取代。在再一实施方案中,本发明涉及化合物(I.1),其中A为(A.2),和其中A未被取代。
在另一实施方案中,本发明涉及化合物(I.1),其中A为(A.8)。在另一实施方案中,本发明涉及化合物(I.1),其中A为(A.8),和其中A被1个如本文所定义或优选定义的基团RA取代。在再一实施方案中,本发明涉及化合物(I.1),其中A为(A.8),和其中A未被取代。
在另一实施方案中,本发明涉及化合物(I.1),其中A为(A.4)。在另一实施方案中,本发明涉及化合物(I.1),其中A为(A.4),和其中A被1个如本文所定义或优选定义的基团RA取代。在再一实施方案中,本发明涉及化合物(I.1),其中A为(A.4),和其中A未被取代。
在一个实施方案中,本发明涉及式I化合物(I.2)或其N-氧化物或可农用盐,其中:
A为苯基或5或6员芳族杂环,其中所述杂环的环成员原子除碳原子之外还包括1、2、3或4个选自N、O和S的杂原子作为环成员原子;并且其中环状基团A未被取代或被1、2、3或4个相同或不同的基团RA取代;其中
RA为卤素、氰基、NO2、OH、NH2、SH、S(=O)2N(Rb)2、C1-C6烷基、C1-C6烷氧基、C1-C6烷硫基、C1-C6烷基亚磺酰基、C1-C6烷基磺酰基、C2-C6链烯基、C2-C6炔基、C3-C8环烷基或C3-C8环烷氧基;并且其中任何脂族或环状结构部分未被取代或被1、2、3或4个相同或不同的基团
Ra取代;其中
Ra为卤素、氰基、NO2、OH、SH、NH2、C1-C6烷基、C1-C6卤代烷基、C1-C6烷氧基、C1-C6卤代烷氧基、C1-C6烷硫基、C1-C6卤代烷硫基或C3-C8环烷基;
Rb独立地选自氢、卤素、氰基、NO2、OH、SH、NH2、C1-C6烷基、C1-C6卤代烷基、C1-C6烷氧基、C1-C6卤代烷氧基、C1-C6烷硫基、C1-C6卤代烷硫基和C3-C8环烷基;
R1为氢、C1-C6烷基、C2-C6链烯基、C2-C6炔基、C3-C6环烷基、C3-C6环烯基、苯基-C1-C4烷基、杂芳基-C1-C4烷基、苯基或3-10员饱和、部分不饱和单环或双环杂环,其中所述单环或双环杂环的环成员原子除碳原子之外还进一步包括1、2、3或4个选自N、O和S的杂原子作为环成员原子,并且其中所述杂环的1或2个碳环成员原子可被1或2个独立地选自C(=O)和C(=S)的基团替代;并且其中杂芳基-C1-C4烷基中的杂芳基为5或6员芳族杂环,其中所述杂环的环成员原子除碳原子之外还包括1、2、3或4个选自N、O和S的杂原子作为环成员原子;并且其中任何上述脂族或环状基团未被取代或被1、2、3个或至多最大可能数目的相同或不同的基团
R1a取代;其中
R1a为卤素、氰基、NO2、OH、SH、NH2、C1-C6烷基、C1-C6卤代烷基、C1-C6烷氧基、C1-C6卤代烷氧基、C1-C6烷硫基、C1-C6卤代烷硫基、C3-C8环烷基、NHSO2-C1-C4烷基、(C=O)-C1-C4烷基、C(=O)-C1-C4烷氧基或C1-C6烷基磺酰基;
R2为C(=O)-(C1-C6烷基)或C(=O)-(C1-C6烷氧基);
或者R1和R2与其所键合的氮原子一起形成饱和或部分不饱和单环5-7员杂环,其中所述杂环除一个氮原子和一个或多个碳原子之外不含其他杂原子或还包括1或2个独立地选自N、O和S的其他杂原子作为环成员原子;并且其中所述杂环的一个或两个CH2基团被一个或两个独立地选自C(=O)和C(=S)的组的基团替代;并且其中所述杂环未被取代或带有1、2、3、4个或至多最大可能数目的如本文所定义或优选定义的相同或不同的基团
R1a;特别是R1a为卤素或C1-C6烷基;
R3和R4与其所键合的氮原子一起形成饱和3或4员碳环,其中所述碳环未被取代。
在另一实施方案中,本发明涉及化合物(I.2),其中A为(A.2)。在另一实施方案中,本发明涉及化合物(I.2),其中A为(A.2),和其中A被1个如本文所定义或优选定义的基团RA取代。在再一实施方案中,本发明涉及化合物(I.2),其中A为(A.2),和其中A未被取代。
在另一实施方案中,本发明涉及化合物(I.2),其中A为(A.8)。在另一实施方案中,本发明涉及化合物(I.2),其中A为(A.8),和其中A被1个如本文所定义或优选定义的基团RA取代。在再一实施方案中,本发明涉及化合物(I.2),其中A为(A.8),和其中A未被取代。
在另一实施方案中,本发明涉及化合物(I.2),其中A为(A.4)。在另一实施方案中,本发明涉及化合物(I.2),其中A为(A.4),和其中R4为氢或CH3。在另一实施方案中,本发明涉及化合物(I.2),其中A为(A.4),和其中A被1个如本文所定义或优选定义的基团RA取代。在另一实施方案中,本发明涉及化合物(I.2),其中A为(A.4),和其中A被1个如本文所定义或优选定义的基团RA取代,和其中R3为氢和R4为氢或CH3。在再一实施方案中,本发明涉及化合物(I.2),其中A为(A.4),和其中A未被取代。在再一实施方案中,本发明涉及化合物(I.2),其中A为(A.4),和其中A未被取代,和其中R3为氢和其中R4为氢或CH3。
在一个实施方案中,本发明涉及式I化合物(I.3)或其N-氧化物或可农用盐,其中:
A为苯基或5或6员芳族杂环,其中所述杂环的环成员原子除碳原子之外还包括1、2、3或4个选自N、O和S的杂原子作为环成员原子;并且其中环状基团A未被取代或被1、2、3或4个相同或不同的基团RA取代;其中
RA为卤素、氰基、NO2、OH、NH2、SH、S(=O)2N(Rb)2、C1-C6烷基、C1-C6烷氧基、C1-C6烷硫基、C1-C6烷基亚磺酰基、C1-C6烷基磺酰基、C2-C6链烯基、C2-C6炔基、C3-C8环烷基或C3-C8环烷氧基;并且其中任何脂族或环状结构部分未被取代或被1、2、3或4个相同或不同的基团
Ra取代;其中
Ra为卤素、氰基、NO2、OH、SH、NH2、C1-C6烷基、C1-C6卤代烷基、C1-C6烷氧基、C1-C6卤代烷氧基、C1-C6烷硫基、C1-C6卤代烷硫基或C3-C8环烷基;
Rb独立地选自氢、卤素、氰基、NO2、OH、SH、NH2、C1-C6烷基、C1-C6卤代烷基、C1-C6烷氧基、C1-C6卤代烷氧基、C1-C6烷硫基、C1-C6卤代烷硫基和C3-C8环烷基;
R1为氢、C1-C6烷基、C2-C6链烯基、C2-C6炔基或C3-C8环烷基;
R2为C(=O)-(C1-C6烷基)或C(=O)-(C1-C6烷氧基);
R3和R4与其所键合的氮原子一起形成饱和3或4员碳环,其中所述碳环未被取代。
在另一实施方案中,本发明涉及化合物(I.3),其中A为(A.2)。在另一实施方案中,本发明涉及化合物(I.3),其中A为(A.2),和其中A被1个如本文所定义或优选定义的基团RA取代。在再一实施方案中,本发明涉及化合物(I.3),其中A为(A.2),和其中A未被取代。
在另一实施方案中,本发明涉及化合物(I.3),其中A为(A.8)。在另一实施方案中,本发明涉及化合物(I.3),其中A为(A.8),和其中A被1个如本文所定义或优选定义的基团RA取代。在再一实施方案中,本发明涉及化合物(I.3),其中A为(A.8),和其中A未被取代。
在另一实施方案中,本发明涉及化合物(I.3),其中A为(A.4)。在另一实施方案中,本发明涉及化合物(I.3),其中A为(A.4),和其中R4为氢或CH3。在另一实施方案中,本发明涉及化合物(I.3),其中A为(A.4),和其中A被1个如本文所定义或优选定义的基团RA取代。在另一实施方案中,本发明涉及化合物(I.3),其中A为(A.4),和其中A为被1个如本文所定义或优选定义的基团RA取代,和其中R4为氢或CH3。在再一实施方案中,本发明涉及化合物(I.3),其中A为(A.4),和其中A未被取代。在再一实施方案中,本发明涉及化合物(I.3),其中A为(A.4),和其中A未被取代,和其中R4为氢或CH3。
在一个实施方案中,本发明涉及式I化合物(I.4)或其N-氧化物或可农用盐,其中:
A为苯基或5或6员芳族杂环,其中所述杂环的环成员原子除碳原子之外还包括1、2、3或4个选自N、O和S的杂原子作为环成员原子;并且其中环状基团A未被取代或被1、2、3或4个相同或不同的基团RA取代;其中
RA为氯、氟或甲基;
R1为氢、C1-C6烷基、C2-C6链烯基、C2-C6炔基或C3-C8环烷基;
R2为C(=O)-(C1-C6烷基)或C(=O)-(C1-C6烷氧基);
R3和R4与其所键合的氮原子一起形成饱和3或4员碳环,其中所述碳环未被取代。
在另一实施方案中,本发明涉及化合物(I.4),其中A为(A.2)。在另一实施方案中,本发明涉及化合物(I.4),其中A为(A.2),和其中A被1个如本文所定义或优选定义的基团RA取代。在再一实施方案中,本发明涉及化合物(I.4),其中A为(A.2),和其中A未被取代。
在另一实施方案中,本发明涉及化合物(I.4),其中A为(A.8)。在另一实施方案中,本发明涉及化合物(I.4),其中A为(A.8),和其中A被1个如本文所定义或优选定义的基团RA取代。在再一实施方案中,本发明涉及化合物(I.4),其中A为(A.8),和其中A未被取代。
在另一实施方案中,本发明涉及化合物(I.4),其中A为(A.4)。在另一实施方案中,本发明涉及化合物(I.4),其中A为(A.4),和其中A被1个如本文所定义或优选定义的基团RA取代。在再一实施方案中,本发明涉及化合物(I.4),其中A为(A.4),和其中A未被取代。
在一个实施方案中,本发明涉及式I化合物(I.5)或其N-氧化物或可农用盐,其中:
A为苯基或5或6员芳族杂环,其中所述杂环的环成员原子除碳原子之外还包括1、2、3或4个选自N、O和S的杂原子作为环成员原子;并且其中环状基团A未被取代或被1、2、3或4个相同或不同的基团RA取代;其中
RA为卤素、氰基、NO2、OH、NH2、SH、S(=O)2N(Rb)2、C1-C6烷基、C1-C6烷氧基、C1-C6烷硫基、C1-C6烷基亚磺酰基、C1-C6烷基磺酰基、C2-C6链烯基、C2-C6炔基、C3-C8环烷基或C3-C8环烷氧基;和其中任何脂族或环状结构部分未被取代或被1、2、3或4个相同或不同的基团Ra取代;其中
Ra为卤素、氰基、NO2、OH、SH、NH2、C1-C6烷基、C1-C6卤代烷基、C1-C6烷氧基、C1-C6卤代烷氧基、C1-C6烷硫基、C1-C6卤代烷硫基或C3-C8环烷基;
Rb独立地选自氢、卤素、氰基、NO2、OH、SH、NH2、C1-C6烷基、C1-C6卤代烷基、C1-C6烷氧基、C1-C6卤代烷氧基、C1-C6烷硫基、C1-C6卤代烷硫基和C3-C8环烷基;
R1和R2与其所键合的氮原子一起形成饱和或部分不饱和单环5-7员杂环,其中所述杂环除一个氮原子和一个或多个碳原子之外不含其他杂原子或还包括1或2个独立地选自N、O和S的其他杂原子作为环成员原子;并且其中所述杂环的一个或两个CH2基团被一个或两个独立地选自C(=O)和C(=S)的组的基团替代;并且其中所述杂环未被取代或带有1、2、3、4个或至多最大可能数目的如本文所定义或优选定义的相同或不同的基团R1a;特别是R1a为卤素或C1-C6烷基;
R3和R4与其所键合的氮原子一起形成饱和单环3-5员杂环或碳环,其中所述杂环除一个或多个碳原子之外还包括1或2个独立地选自N、O和S的杂原子作为环成员原子;并且其中所述杂环或碳环未被取代或带有1、2、3、4个或至多最大可能数目的相同或不同的基团R3a;其中R3a为卤素、氰基或C1-C2烷基。
在另一实施方案中,本发明涉及化合物(I.5),其中A为(A.2)。在另一实施方案中,本发明涉及化合物(I.5),其中A为(A.2),和其中A被1个如本文所定义或优选定义的基团RA取代。在再一实施方案中,本发明涉及化合物(I.5),其中A为(A.2),和其中A未被取代。
在另一实施方案中,本发明涉及化合物(I.5),其中A为(A.8)。在另一实施方案中,本发明涉及化合物(I.5),其中A为(A.8),和其中A被1个如本文所定义或优选定义的基团RA取代。在再一实施方案中,本发明涉及化合物(I.5),其中A为(A.8),和其中A未被取代。
在另一实施方案中,本发明涉及化合物(I.5),其中A为(A.4)。在另一实施方案中,本发明涉及化合物(I.5),其中A为(A.4),和其中R4为氢或CH3。在另一实施方案中,本发明涉及化合物(I.5),其中A为(A.4),和其中A被1个如本文所定义或优选定义的基团RA取代。在另一实施方案中,本发明涉及化合物(I.5),其中A为(A.4),和其中A被1个如本文所定义或优选定义的基团RA取代,和其中R3为氢和R4为氢或CH3。在再一实施方案中,本发明涉及化合物(I.5),其中A为(A.4),和其中A未被取代。在再一实施方案中,本发明涉及化合物(I.5),其中A为(A.4),和其中A未被取代,和其中R3为氢和其中R4为氢或CH3。
在一个实施方案中,本发明涉及式I化合物(I.6)或其N-氧化物或可农用盐,其中:
A为苯基或5或6员芳族杂环,其中所述杂环的环成员原子除碳原子之外还包括1、2、3或4个选自N、O和S的杂原子作为环成员原子;并且其中环状基团A未被取代或被1、2、3或4个相同或不同的基团RA取代;其中
RA为卤素、氰基、NO2、OH、NH2、SH、S(=O)2N(Rb)2、C1-C6烷基、C1-C6烷氧基、C1-C6烷硫基、C1-C6烷基亚磺酰基、C1-C6烷基磺酰基、C2-C6链烯基、C2-C6炔基、C3-C8环烷基或C3-C8环烷氧基;和其中任何脂族或环状结构部分未被取代或被1、2、3或4个相同或不同的基团Ra取代;其中
Ra为卤素、氰基、NO2、OH、SH、NH2、C1-C6烷基、C1-C6卤代烷基、C1-C6烷氧基、C1-C6卤代烷氧基、C1-C6烷硫基、C1-C6卤代烷硫基或C3-C8环烷基;
Rb独立地选自氢、卤素、氰基、NO2、OH、SH、NH2、C1-C6烷基、C1-C6卤代烷基、C1-C6烷氧基、C1-C6卤代烷氧基、C1-C6烷硫基、C1-C6卤代烷硫基和C3-C8环烷基;
R1和R2与其所键合的氮原子一起形成饱和或部分不饱和单环5或6员杂环,其中所述杂环除一个氮原子和一个或多个碳原子之外不含其他杂原子或还包括1个独立地选自N、O和S的其他杂原子作为环成员原子;并且其中所述杂环的一个或两个CH2基团被一个或两个独立地选自C(=O)和C(=S)的组的基团替代;并且其中所述杂环未被取代或带有1、2、3、4个或至多最大可能数目的如本文所定义或优选定义的相同或不同的基团R1a;特别是R1a为卤素或C1-C6烷基;
R3和R4与其所键合的氮原子一起形成饱和3或4员碳环,其中所述碳环未被取代。
在另一实施方案中,本发明涉及化合物(I.6),其中A为(A.2)。在另一实施方案中,本发明涉及化合物(I.6),其中A为(A.2),和其中A被1个如本文所定义或优选定义的基团RA取代。在再一实施方案中,本发明涉及化合物(I.6),其中A为(A.2),和其中A未被取代。
在另一实施方案中,本发明涉及化合物(I.6),其中A为(A.8)。在另一实施方案中,本发明涉及化合物(I.6),其中A为(A.8),和其中A被1个如本文所定义或优选定义的基团RA取代。在再一实施方案中,本发明涉及化合物(I.6),其中A为(A.8),和其中A未被取代。
在另一实施方案中,本发明涉及化合物(I.6),其中A为(A.4)。在另一实施方案中,本发明涉及化合物(I.6),其中A为(A.4),和其中R4为氢或CH3。在另一实施方案中,本发明涉及化合物(I.6),其中A为(A.4),和其中A被1个如本文所定义或优选定义的基团RA取代。在另一实施方案中,本发明涉及化合物(I.6),其中A为(A.4),和其中A为被1个如本文所定义或优选定义的基团RA取代,和其中R4为氢或CH3。在再一实施方案中,本发明涉及化合物(I.6),其中A为(A.4),和其中A未被取代。在再一实施方案中,本发明涉及化合物(I.6),其中A为(A.4),和其中A未被取代,和其中R4为氢或CH3。
根据一个实施方案,本发明涉及式I.A化合物或者式I.A化合物在防治植物病原性真菌中的用途。这里,各变量如本文其他处对式I所定义,或如优选对式I所定义。
根据一个实施方案,本发明涉及式I.B化合物或者式I.B化合物在防治植物病原性真菌中的用途。这里,各变量如本文其他处对式I所定义,或如优选对式I所定义。
根据一个实施方案,本发明涉及式I.C化合物或者式I.C化合物在防治植物病原性真菌中的用途。这里,各变量如本文其他处对式I所定义,或如优选对式I所定义。
根据一个实施方案,本发明涉及式I.D化合物或者式I.D化合物在防治植物病原性真菌中的用途。这里,各变量如本文其他处对式I所定义,或如优选对式I所定义。
根据一个实施方案,本发明涉及式I.E化合物或者式I.E化合物在防治植物病原性真菌中的用途。这里,各变量如本文其他处对式I所定义,或如优选对式I所定义。
根据一个实施方案,本发明涉及式I.F化合物或者式I.F化合物在防治植物病原性真菌中的用途。这里,各变量如本文其他处对式I所定义,或如优选对式I所定义。
根据一个实施方案,本发明涉及式I.G化合物或者式I.G化合物在防治植物病原性真菌中的用途。这里,各变量如本文其他处对式I所定义,或如优选对式I所定义。
根据一个实施方案,本发明涉及式I.H化合物或者式I.H化合物在防治植物病原性真菌中的用途。这里,各变量如本文其他处对式I所定义,或如优选对式I所定义。
优选根据本发明所用化合物I和汇编在下表1-8中的本发明化合物。就本发明化合物而言,考虑如上所定义的例外。此外,对表中的取代基所提及的基团本身为所述取代基的一个特别优选的方面,与其中提及它们的组合无关。
表1
式I.A化合物,其中R1和R2对于各单独化合物而言在每种情况下对应于表A的一行(I.A.A-1至I.A.A-973)。
表2
式I.B化合物,其中R1和R2对于各单独化合物而言在每种情况下对应于表A的一行(I.B.A-1至I.B.A-973)。
表3
式I.C化合物,其中R1和R2对于各单独化合物而言在每种情况下对应于表A的一行(I.C.A-1至I.C.A-973)。
表4
式I.D化合物,其中R1和R2对于各单独化合物而言在每种情况下对应于表A的一行(I.D.A-1至I.D.A-973)。
表5
式I.E化合物,其中R1和R2对于各单独化合物而言在每种情况下对应于表A的一行(I.E.A-1至I.E.A-973)。
表6
式I.F化合物,其中R1和R2对于各单独化合物而言在每种情况下对应于表A的一行(I.F.A-1至I.F.A-973)。
表7
式I.G化合物,其中R1和R2对于各单独化合物而言在每种情况下对应于表A的一行(I.G.A-1至I.G.A-973)。
表8
式I.H化合物,其中R1和R2对于各单独化合物而言在每种情况下对应于表A的一行(I.H.A-1至I.H.A-973)。
表A:
式I化合物可以根据现有技术中所述方法或类似于现有技术中所述方法制备。合成使用可市购或可根据常规程序由可得化合物开始制备的原料。例如式I化合物可以通过使类型II的脒与三氟乙酸酐在有机溶剂,优选在醚溶剂中在0-100℃的温度下,优选在室温下反应而制备,例如如在WO2013/008162中之前所述。
类型II的化合物可由相应腈通过使类型III的化合物与羟基胺(或其HCl盐)在有机溶剂中且在碱(例如参见WO2009/074950、WO2006/013104、EP1932843)存在下反应而得到。优选地,使用醇溶剂和无机碱,最优选乙醇和碳酸钾。如果合适,可加入水以提高反应物的溶解性。该反应最好在升高的温度下,最优选在60-80℃的范围内进行。
化合物III可以由化合物IV,如果合适经由类型IIa的化合物制备。如WO2009/068682中所例示,类型IV的化合物可以通过用合适有机金属试剂在醚溶剂中在低温下处理而金属化。优选使用有机锂或有机镁化合物,且该反应最好在THF中在–78℃至0℃下进行。中间有机金属物质可以用类型IVa的亚胺分离而在含水后处理之后提供类型IIIa的化合物(R2=H)。在R2不为H的情况下,类型IIIa的化合物可以与亲电试剂R2–LG在有机溶剂中且在碱存在下在–20至100℃,最优选0-40℃的温度下进一步反应。LG表示合适的离去基团,优选卤素或磺酸根。
作为替换,其中R3和R4形成环丙基环的类型III的化合物可以由类型V的1,4-二氰基化合物以Kulinkovich类型的反应得到。例如如WO2006/074940或WO2008/101665中所示,化合物V可以与有机乙基物质,优选乙基镁卤化物在路易斯酸存在下反应,例如但不限于异丙醇钛或三氟化硼乙醚配合物以提供类型IIIb的化合物。反应优选在醚溶剂中在–78℃至70℃的温度下,更优选在乙醚中和环境温度至40℃下进行。
类型IIIb的化合物可以以逐步方式与亲电试剂R1–LG和如果合适,R2–LG进一步反应以得到类型III的化合物。反应最好在有机溶剂中且在碱存在下在–20至100℃,最优选0-40℃的温度下进行。
类型IV、Iva和/或V的化合物可以市购,或可以由合适原料通过对本领域技术人员而言显而易见的方法得到。
本发明式I化合物或包含所述化合物的组合物和包含所述化合物和组合物的混合物适合作为杀真菌剂。它们的特征在于对宽范围的植物病原性真菌[包括尤其源于如下种类或与如下中任一种密切相关的土传真菌:子囊菌纲(Ascomycetes),例如但不限于根腐菌属(Cocholiobolus)、炭疽菌属(Colletotrichum)、镰刀菌属(Fusarium)、雪霉叶枯菌属(Microdochium)、青霉属(Penicillium)、茎点霉属(Phoma)、稻瘟菌属(Magnaporthe)、Zymoseptoria和腐病菌(Pseudocercosporella);担子菌纲(Basidiomycetes),例如但不限于层锈菌属(Phakospora)、柄锈菌属(Puccinia)、丝核菌属(Rhizoctonia)、轴黑粉菌属(Sphacelotheca)、腥黑粉菌属(Tilletia)、Typhula和黑粉菌属(Ustilago);壶菌纲(Chytridiomycetes),例如但不限于壶菌属(Chytridiales)和集壶菌属(Synchytrium);半知菌纲(Deuteromycetes)(同义词不完全菌纲(Fungi imperfecti)),例如但不限于壳二孢属(Ascochyta)、色二孢菌属(Diplodia)、白粉菌属(Erysiphe)、镰刀菌属(Fusarium)、拟茎点霉属(Phomopsis)和核腔菌属(Pyrenophora);Peronosporomycetes(同义词卵菌纲(Oomycetes)),例如但不限于霜霉属(Peronospora)、腐霉属(Pythium)、疫霉属(Phytophthora);根肿菌纲(Plasmodiophoromycetes),例如但不限于根肿菌(Plasmodiophora);接合菌纲(Zygomycetes),例如但不限于根霉属(Rhizopus)]具有优异效率。
式I化合物和本发明组合物的一些内吸有效并且可以作为叶面杀真菌剂、拌种用杀真菌剂和土壤杀真菌剂用于作物保护中。此外,它们适合防治尤其发生在木材或植物根部的有害真菌。
本发明化合物I以及组合物对于在各种栽培植物如禾谷类,例如小麦、黑麦、大麦、小黑麦、燕麦或稻;甜菜,例如糖用甜菜或饲料甜菜;水果,如仁果、核果或浆果,例如苹果、梨、李、桃、杏仁、樱桃、草莓、悬钩子、黑莓或鹅莓;豆科植物,例如扁豆、豌豆、苜蓿或大豆;油料植物,例如油菜、芥菜、橄榄、向日葵、椰子、可可豆、蓖麻油植物、油棕、花生或大豆;葫芦科植物,例如南瓜、黄瓜或甜瓜;纤维植物,例如棉花、亚麻、大麻或黄麻;柑桔类水果,例如橙子、柠檬、葡萄柚或橘;蔬菜,例如菠菜、莴苣、芦笋、卷心菜、胡萝卜、洋葱、西红柿、土豆、葫芦或柿子椒;月桂类植物,例如鳄梨、肉桂或樟脑;能量和原料植物,例如玉米、大豆、油菜、甘蔗或油棕;玉米;烟草;坚果;咖啡;茶;香蕉;葡萄藤(食用葡萄和酿酒用葡萄);啤酒花;草坪;甜叶菊(也称甜菊(Stevia));天然橡胶植物或观赏和森林植物,例如花卉、灌木、阔叶树或常绿树,例如针叶树,以及植物繁殖材料如种子和这些植物的作物材料中防治大量植物病原性真菌特别重要。
优选化合物I及其组合物分别用于在大田作物,例如土豆、糖用甜菜、烟草、小麦、黑麦、大麦、燕麦、稻、玉米、棉花、大豆、油菜、豆科植物、向日葵、咖啡或甘蔗;水果;葡萄藤;观赏植物;或蔬菜如黄瓜、西红柿、菜豆或南瓜上防治大量真菌。
术语“植物繁殖材料”应理解为表示植物的所有繁殖部分如种子,以及可以用于繁殖植物的无性植物材料如插条和块茎(例如土豆)。这包括种子、根、果实、块茎、球茎、地下茎、枝、芽和其他植物部分,包括在萌发后或出苗后由土壤移植的秧苗和幼苗。这些幼苗还可以在移植之前通过经由浸渍或浇灌的完全或部分处理而保护。
优选分别将化合物I及其组合物对植物繁殖材料的处理用于在禾谷类如小麦、黑麦、大麦和燕麦;稻、玉米、棉花和大豆上防治大量真菌。
术语“栽培植物”应理解为包括已经通过育种、诱变或基因工程修饰的植物,包括但不限于上市销售或开发的农业生物技术产品(参见http://cera-gmc.org/,参见其中的GM作物数据库)。基因修饰植物是其基因材料通过使用在自然条件下不易通过杂交、突变或自然重组得到的重组DNA技术修饰的植物。通常将一个或多个基因整合到基因修饰植物的遗传材料中以改善植物的某些性能。这类基因修饰还包括但不限于蛋白质、寡肽或多肽的靶向翻译后修饰,例如通过糖基化或聚合物加成如异戊二烯化、乙酰化或法呢基化结构部分或PEG结构部分。
通过育种、诱变或基因工程修饰的植物例如因常规育种或基因工程方法而耐受特殊类别除草剂的施用,这些除草剂如植物生长素除草剂如麦草畏(dicamba)或2,4-D;漂白剂除草剂如羟基苯基丙酮酸二加氧酶(HPPD)抑制剂或八氢番茄红素去饱和酶(PDS)抑制剂;乙酰乳酸合成酶(ALS)抑制剂,例如磺酰脲类或咪唑啉酮类;烯醇丙酮酰莽草酸3-磷酸合成酶(EPSPS)抑制剂,例如草甘膦(glyphosate);谷氨酰胺合成酶(GS)抑制剂,例如草铵膦(glufosinate);原卟啉原-IX氧化酶抑制剂;类脂生物合成抑制剂如乙酰基CoA羧化酶(ACCase)抑制剂;或oxynil(即溴苯腈(bromoxynil)或碘苯腈(ioxynil))除草剂;此外,植物已经通过多次基因修饰而耐受多种类别除草剂,如耐受草甘膦和草铵膦二者或耐受草甘膦和选自ALS抑制剂、HPPD抑制剂、植物生长素抑制剂或ACCase抑制剂的另一类别除草剂二者。这些除草剂耐受性技术例如描述于Pest Managem.Sci.61,2005,246;61,2005,258;61,2005,277;61,2005,269;61,2005,286;64,2008,326;64,2008,332;Weed Sci.57,2009,108;Austral.J.Agricult.Res.58,2007,708;Science 316,2007,1185;以及其中引用的文献中。几种栽培植物已经通过常规育种方法(诱变)耐受除草剂,例如耐受咪唑啉酮类如咪草啶酸(imazamox)的夏播油菜(Canola,德国BASF SE)或耐受磺酰脲类,例如苯黄隆(tribenuron)的向日葵(DuPont,USA)。已经使用基因工程方法来赋予栽培植物如大豆、棉花、玉米、甜菜和油菜对除草剂如草甘膦和草铵膦的耐受性,它们中的一些可以以商品名(耐受草甘膦,Monsanto,U.S.A.)、(耐受咪唑啉酮,德国BASF SE)和(耐受草铵膦,德国Bayer CropScience)市购。
此外,还包括通过使用重组DNA技术而能够合成一种或多种杀虫蛋白,尤其是由芽孢杆菌属(Bacillus)细菌,特别是苏云金芽孢杆菌(Bacillus thuringiensis)已知的那些的植物,所述杀虫蛋白如δ-内毒素,例如CryIA(b),CryIA(c),CryIF,CryIF(a2),CryIIA(b),CryIIIA,CryIIIB(b1)或Cry9c;无性杀虫蛋白(VIP),例如VIP1、VIP2、VIP3或VIP3A;线虫定居细菌的杀虫蛋白,例如发光杆菌属(Photorhabdus)或致病杆菌属(Xenorhabdus);动物产生的毒素如蝎子毒素、蜘蛛毒素、黄蜂毒素或其他昆虫特异性神经毒素;真菌产生的毒素,例如链霉菌属(Streptomycetes)毒素;植物凝集素,例如豌豆或大麦凝集素;凝集素;蛋白酶抑制剂,例如胰蛋白酶抑制剂,丝氨酸蛋白酶抑制剂,patatin,半胱氨酸蛋白酶抑制剂或木瓜蛋白酶抑制剂;核糖体失活蛋白(RIP),例如蓖麻蛋白、玉米-RIP、相思豆毒蛋白、丝瓜籽蛋白、皂草素或异株腹泻毒蛋白(bryodin);类固醇代谢酶,例如3-羟基类固醇氧化酶、蜕皮甾类-IDP糖基转移酶、胆固醇氧化酶、蜕皮激素抑制剂或HMG-CoA还原酶;离子通道阻断剂,例如钠通道或钙通道阻断剂;保幼激素酯酶;利尿激素受体(helicokinin受体);合成酶,联苄合成酶,壳多糖酶或葡聚糖酶。在本发明上下文中,这些杀虫蛋白或毒素还具体理解为前毒素、杂合蛋白、截短的或其他方面改性的蛋白。杂合蛋白的特征在于蛋白域的新型组合(例如参见WO 02/015701)。该类毒素或能够合成这些毒素的基因修饰植物的其他实例例如公开于EP-A 374 753、WO 93/007278、WO 95/34656、EP-A 427 529、EP-A 451 878、WO 03/18810和WO 03/52073中。生产这些基因修饰植物的方法通常对本领域熟练技术人员是已知的且例如描述于上述出版物中。这些含于基因修饰植物中的杀虫蛋白赋予产生这些蛋白的植物以对所有分类学上为节肢动物的害虫,尤其是甲虫(鞘翅目(Coeleropta))、双翅目昆虫(双翅目(Diptera))和蛾(鳞翅目(Lepidoptera))以及线虫(线虫纲(Nematoda))的耐受性。能够合成一种或多种杀虫蛋白的基因修饰植物例如描述于上述出版物中,它们中的一些可市购,例如(产生毒素Cry1Ab的玉米品种),Plus(产生毒素Cry1Ab和Cry3Bb1的玉米品种),(产生毒素Cry9c的玉米品种),RW(产生Cry34Ab1、Cry35Ab1和酶膦丝菌素-N-乙酰转移酶[PAT]的玉米品种);33B(产生毒素Cry1Ac的棉花品种),I(产生毒素Cry1Ac的棉花品种),II(产生毒素Cry1Ac和Cry2Ab2的棉花品种);(产生VIP毒素的棉花品种);(产生毒素Cry3A的土豆品种);Bt- Bt11(例如CB)和法国Syngenta Seeds SAS的Bt176(产生毒素Cry1Ab和PAT酶的玉米品种),法国Syngenta SeedsSAS的MIR604(产生毒素Cry3A的修饰译本的玉米品种,参见WO 03/018810),比利时Monsanto Europe S.A.的MON 863(产生毒素Cry3Bb1的玉米品种),比利时MonsantoEurope S.A.的IPC 531(产生毒素Cry1Ac的修饰译本的棉花品种)和比利时PioneerOverseas Corporation的1507(产生毒素Cry1F和PAT酶的玉米品种)。
此外,还包括通过使用重组DNA技术能够合成一种或多种对细菌、病毒或真菌病原体的抗性或耐受性增强的蛋白质的植物。该类蛋白的实例是所谓的“与发病机理相关的蛋白”(PR蛋白,例如参见EP-A 0 392 225),植物病害抗性基因(例如表达针对来自墨西哥野生土豆Solanum bulbocastanum的致病疫霉(Phytophthora infestans)起作用的抗性基因的土豆品种)或T4溶菌酶(例如能够合成对细菌如Erwinia amylvora具有增强的抗性的这些蛋白的土豆品种)。生产这些基因修饰植物的方法通常对本领域熟练技术人员是已知的且例如描述于上述出版物中。
此外,还包括通过使用重组DNA技术能够合成一种或多种蛋白以提高产量(例如生物质产生、谷粒产量、淀粉含量、油含量或蛋白质含量),对干旱、盐或其他生长限制性环境因素的耐受性或对害虫以及真菌、细菌或病毒病原体的耐受性的植物。
此外,还包括通过使用重组DNA技术而含有改变量的物质含量或新物质含量以尤其改善人类或动物营养的植物,例如产生促进健康的长链ω-3脂肪酸或不饱和ω-9脂肪酸的油料作物(例如油菜,加拿大DOW Agro Sciences)。
此外,还包括通过使用重组DNA技术而含有改变量的物质含量或新物质含量以尤其改善原料生产的植物,例如产生增加量的支链淀粉的土豆(例如土豆,德国BASF SE)。
化合物I及其组合物分别特别适合防治下列植物病害:观赏植物、蔬菜(例如白锈菌(A.candida))和向日葵(例如婆罗门参白锈菌(A.tragopogonis))上的白锈菌属(Albugo)(白锈病);蔬菜、油菜(芸苔生链格孢(A.brassicola)或芸苔链格孢(A.brassicae))、糖用甜菜(A.tenuis)、水果、稻、大豆、土豆(例如早疫链格孢(A.solani)或链格孢(A.alternata))、西红柿(例如早疫链格孢或链格孢)和小麦上的链格孢属(Alternaria)(链格孢叶斑病);糖用甜菜和蔬菜上的丝囊霉属(Aphanomyces);禾谷类和蔬菜上的壳二孢属(Ascochyta),例如小麦上的A.tritici(炭疽病)和大麦上的大麦壳二孢(A.hordei);平脐蠕孢属(Bipolaris)和内脐蠕孢属(Drechslera)(有性型:旋孢腔菌属(Cochliobolus)),例如玉米上的叶斑病(玉蜀黍平脐蠕孢(D.maydis)或玉米生离蠕孢(B.zeicola)),例如禾谷类上的斑枯病(麦根腐平脐蠕孢(B.sorokiniana)以及例如稻和草坪上的稻平脐蠕孢(B.oryzae);禾谷类(例如小麦或大麦)上的小麦白粉菌(Blumeria(旧名:Erysiphe)graminis)(白粉病);水果和浆果(例如草莓)、蔬菜(例如莴苣、胡萝卜、根芹菜和卷心菜)、油菜、花卉、葡萄藤、森林植物和小麦上的灰葡萄孢(Botrytis cinerea)(有性型:灰葡萄孢霉(Botryotinia fuckeliana):灰霉病);莴苣上的莴苣盘梗霉(Bremialactucae)(霜霉病);阔叶树和常绿树上的长喙壳属(Ceratocystis)(同义词线嘴壳属(Ophiostoma))(腐烂病或枯萎病),例如榆树上的榆枯萎病菌(C.ulmi)(荷兰榆病);玉米(例如灰叶斑病:玉米尾孢菌(C.zeae-maydis))、稻、糖用甜菜(例如甜菜生尾孢(C.beticola))、甘蔗、蔬菜、咖啡、大豆(例如大豆灰斑病菌(C.sojina)或大豆紫斑病菌(C.kikuchii))和稻上的尾孢属(Cercospora)(尾孢叶斑病);西红柿(例如番茄叶霉菌(C.fulvum):叶霉病)和禾谷类(例如小麦上的草芽枝孢(C.herbarum)(穗腐病))上的枝孢属(Cladosporium);禾谷类上的麦角菌(Claviceps purpurea)(麦角病);玉米(灰色长蠕孢(C.carbonum))、禾谷类(例如禾旋孢腔菌(C.sativus),无性型:麦根腐平脐蠕孢)和稻(例如宫部旋孢腔菌(C.miyabeanus),无性型:水稻长蠕孢(H.oryzae))上的旋孢腔菌属(无性型:长蠕孢属(Helminthosporium)或平脐蠕孢属)(叶斑病);棉花(例如棉炭疽病菌(C.gossypii))、玉米(例如禾生炭疽病菌(C.graminicola):炭疽茎腐病)、浆果、土豆(例如西瓜炭疽病菌(C.coccodes):黑点病)、菜豆(例如菜豆炭疽病菌(C.lindemuthianum))和大豆(例如大豆炭疽病菌(C.truncatum)或毛豆炭疽病菌(C.gloeosporioides))上的剌盘孢属(Colletotrichum)(有性型:围小丛壳菌属(Glomerella))(炭疽病);伏革菌属(Corticium),例如稻上的笹木伏革菌(C.sasakii)(纹枯病);大豆和观赏植物上的黄瓜褐斑病菌(Corynespora cassiicola)(叶斑病);锈斑病菌属(Cycloconium),例如橄榄树上的C.oleaginum;果树、葡萄藤(例如C.liriodendri,有性型:Neonectria liriodendri:乌脚病)和观赏树上的人参生柱隔孢属(Cylindrocarpon)(例如果树腐烂病或葡萄藤乌脚病,有性型:丛赤壳属(Nectria)或杓兰菌根菌属(Neonectria));大豆上的白纹羽菌(Dematophora(有性型:Rosellinia)necatrix)(根腐病/茎腐病);北茎溃疡菌属(Diaporthe),例如大豆上的大豆北茎溃疡病菌(D.phaseolorum)(立枯疡);玉米、禾谷类如大麦(例如大麦网斑内脐蠕孢(D.teres),网斑病)和小麦(例如D.tritici-repentis:褐斑病)、稻和草坪上的内脐蠕孢属(同义词长蠕孢属,有性型:核腔菌属(Pyrenophora));由斑褐孔菌(Formitiporia(同义词Phellinus)punctata)、F.mediterranea、Phaeomoniellachlamydospora(旧名为Phaeoacremonium chlamydosporum)、Phaeoacremoniumaleophilum和/或葡萄座腔菌(Botryosphaeria obtusa)引起的葡萄藤上的埃斯卡(Esca)(葡萄藤枯萎病,干枯病);仁果(E.pyri)、浆果(覆盆子痂囊腔菌(E.veneta):炭疽病)和葡萄藤(葡萄痂囊腔菌(E.ampelina):炭疽病)上的痂囊腔菌属(Elsinoe);稻上的稻叶黑粉菌(Entyloma oryzae)(叶黑粉病);小麦上的附球菌属(Epicoccum)(黑穗病);糖用甜菜(甜菜白粉菌(E.betae))、蔬菜(例如豌豆白粉菌(E.pisi))如葫芦科植物(例如二孢白粉菌(E.cichoracearum))、卷心菜、油菜(例如E.cruciferarum)上的白粉菌属(Erysiphe)(白粉病);果树、葡萄藤和观赏树上的侧弯孢菌(Eutypa lata)(Eutypa溃疡病或枯萎病,无性型:Cytosporina lata,同义词Libertella blepharis);玉米(例如玉米大斑病菌(E.turcicum))上的突脐蠕孢属(Exserohilum)(同义词长蠕孢属);各种植物上的镰孢霉属(Fusarium)(有性型:赤霉属(Gibberella))(枯萎病,根腐病或茎腐病),例如禾谷类(例如小麦或大麦)上的禾本科镰孢(F.graminearum)或大刀镰孢(F.culmorum)(根腐病、黑星病或银尖病),西红柿上的尖镰孢(F.oxysporum),大豆上的茄镰孢(F.solani)(f.sp.glycines,现在的同义词为北美大豆猝死综合症病菌(F.virguliforme)及各自引起猝死综合症的南美大豆猝死综合症病菌(F.tucumaniae)和F.brasiliense以及玉米上的轮枝镰孢(F.verticillioides);禾谷类(例如小麦或大麦)和玉米上的禾顶囊壳(Gaeumannomyces graminis)(全蚀病);禾谷类(例如玉蜀黍赤霉(G.zeae))和稻(例如藤仓赤霉(G.fujikuroi):恶苗病)上的赤霉属;葡萄藤、仁果和其他植物上的苹果炭疽病菌(Glomerella cingulata)以及棉花上的棉炭疽病菌(G.gossypii);稻上的Grainstainingcomplex;葡萄藤上的葡萄黑腐病菌(Guignardia bidwellii)(黑腐病);蔷薇科植物和刺柏上的锈菌属(Gymnosporangium),例如梨上的G.sabinae(锈病);玉米、禾谷类和稻上的长蠕孢属(同义词内脐蠕孢属,有性型:旋孢腔菌属);驼孢锈菌属(Hemileia),例如咖啡上的咖啡驼孢锈菌(H.vastatrix)(咖啡叶锈病);葡萄藤上的褐斑拟棒束孢(Isariopsisclavispora)(同义词Cladosporium vitis);大豆和棉花上的菜豆壳球孢(Macrophominaphaseolina(同义词phaseoli))(根腐病/茎腐病);禾谷类(例如小麦或大麦)上的雪霉叶枯菌(Microdochium(同义词Fusarium)nivale(雪霉病);大豆上的扩散叉丝壳(Microsphaeradiffusa)(白粉病);丛梗孢属(Monilinia),例如核果和其他蔷薇科植物上的核果链核盘菌(M.laxa)、桃褐腐菌(M.fructicola)和M.fructigena(花腐病和枝腐病,褐腐病);禾谷类、香蕉、浆果和花生上的球腔菌属(Mycosphaerella),例如小麦上的禾生球腔菌(M.graminicola)(无性型:小麦壳针孢(Septoria tritici),壳针孢叶斑病)或香蕉上的斐济球腔菌(M.fijiensis)(Sigatoka黑斑病);卷心菜(例如芸苔霜霉(P.brassicae))、油菜(例如寄生霜霉(P.parasitica))、洋葱(例如大葱霜霉(P.destructor))、烟草(烟草霜霉(P.tabacina))和大豆(例如大豆霜霉病菌(P.manshurica))上的霜霉属(Peronospora)(霜霉病);大豆上的豆薯层锈菌(Phakopsora pachyrhizi)和山马蟥层锈菌(P.Meibomiae)(大豆锈病);例如葡萄藤(例如P.Tracheiphila和P.tetraspora)和大豆(例如大豆茎褐腐病菌(P.gregata):茎病害)上的瓶霉菌属(Phialophora);油菜和卷心菜上的黑胫茎点霉(Phomalingam)(根腐病和茎腐病)以及糖用甜菜上的甜菜茎点霉(P.betae)(根腐病、叶斑病和立枯疡);向日葵、葡萄藤(例如葡萄黑腐病菌(P.viticola):蔓割病和叶斑病)和大豆(例如茎腐病:P.phaseoli,有性型:大豆北茎溃疡病菌(Diaporthe phaseolorum))上的拟茎点霉属(Phomopsis);玉米上的玉米褐斑病菌(Physoderma maydis)(褐斑病);各种植物如柿子椒和葫芦科植物(例如辣椒疫霉(P.capsici))、大豆(例如大豆疫霉(P.megasperma),同义词P.sojae)、土豆和西红柿(例如致病疫霉(P.infestans):晚疫病)和阔叶树(例如栎树猝死病菌(P.ramorum):橡树急死病)上的疫霉属(Phytophthora)(枯萎病,根腐病,叶腐病,茎腐病和果树腐烂病);卷心菜、油菜、小萝卜和其他植物上的芸苔根肿菌(Plasmodiophorabrassicae)(根肿病);霜霉属(Plasmopara),例如葡萄藤上的葡萄生单轴霉(P.viticola)(葡萄藤霜霉病)和向日葵上的霍尔斯单轴霉(P.halstedii);蔷薇科植物、啤酒花、仁果和浆果上的叉丝单囊壳属(Podosphaera)(白粉病),例如苹果上的苹果白粉病菌(P.leucotricha);例如禾谷类如大麦和小麦(禾谷多粘菌(P.graminis))以及糖用甜菜(甜菜多粘菌(P.betae))上的多粘菌属(Polymyxa)以及由此传播的病毒病害;禾谷类如小麦或大麦上的小麦基腐病菌(Pseudocercosporella herpotrichoides)(眼斑病,有性型:Tapesia yallundae);各种植物上的假霜霉属(Pseudoperonospora)(霜霉病),例如葫芦科植物上的古巴假霜霉(P.cubensis)或啤酒花上的葎草假霜(P.humili);葡萄藤上的Pseudopezicula tracheiphila(葡萄角斑叶焦病菌或‘rotbrenner’,无性型:瓶霉属(Phialophora));各种植物上的柄锈菌属(Puccinia)(锈病),例如禾谷类如小麦、大麦或黑麦上的小麦柄锈菌(P.triticina)(褐锈病或叶锈病),条形柄锈病(P.striiformis)(条纹病或黄锈病),大麦柄锈病(P.hordei)(大麦黄矮叶锈病),禾柄锈菌(P.graminis)(茎腐病或黑锈病)或小麦叶锈菌(P.recondita)(褐锈病或叶锈病),甘蔗上的P.kuehnii(橙锈病)和芦笋上的天门冬属柄锈病(P.asparagi);小麦上的小麦黄斑叶枯病菌(Pyrenophora(无性型:Drechslera)tritici-repentis)(黄斑病)或大麦上的大麦网斑内脐蠕孢(P.teres)(网斑病);梨孢属(Pyricularia),例如稻上的稻瘟病菌(P.oryzae)(有性型:Magnaporthegrisea,稻瘟病)以及草坪和禾谷类上的稻梨孢菌(P.grisea);草坪、稻、玉米、小麦、棉花、油菜、向日葵、大豆、糖用甜菜、蔬菜和各种其他植物(例如终极腐霉菌(P.ultimum)或瓜果腐霉(P.aphanidermatum))上的腐霉属(Pythium)(立枯病);柱隔孢属(Ramularia),例如大麦上的R.collo-cygni(柱隔孢叶斑病,生理叶斑病)和糖用甜菜上的甜菜叶斑病菌(R.Beticola);棉花、稻、土豆、草坪、玉米、油菜、土豆、糖用甜菜、蔬菜和各种其他植物上的丝核菌属(Rhizoctonia),例如大豆上的立枯丝核菌(R.solani)(根腐病/茎腐病),稻上的R.solani(纹枯病)或小麦或大麦上的禾谷丝核菌(R.Cerealis)(小麦纹枯病);草莓、胡萝卜、卷心菜、葡萄藤和西红柿上的葡枝根霉(Rhizopus stolonifer)(黑霉病,软腐病);大麦、黑麦和小黑麦上的黑麦喙孢(Rhynchosporium secalis)(叶斑病);稻上的稻帚枝霉(Sarocladium oryzae)和S.attenuatum(叶鞘腐败病);蔬菜和大田作物如油菜、向日葵(例如核盘菌(S.sclerotiorum))和大豆(例如S.rolfsii或大豆菌核病(S.sclerotiorum))上的核盘菌属(Sclerotinia)(茎腐病或白绢病);各种植物上的壳针孢属(Septoria),例如大豆上的大豆壳针孢(S.glycines)(褐斑病),小麦上的小麦壳针孢(S.tritici)(壳针孢叶斑病)和禾谷类上的颖枯壳多孢(S.(同义词Stagonospora)nodorum)(斑枯病);葡萄藤上的葡萄钩丝壳(Uncinula(同义词Erysiphe)necator)(白粉病,无性型:Oidium tuckeri);玉米(例如玉米大斑病菌(S.turcicum),同义词大斑凸脐蠕孢(Helminthosporium turcicum))和草坪上的大斑病菌属(Setospaeria)(叶枯病);玉米(例如丝轴黑粉菌(S.reiliana):丝黑穗病)、小米和甘蔗上的轴黑粉菌属(Sphacelotheca)(黑穗病);葫芦科植物上的单丝壳白粉菌(Sphaerotheca fuliginea)(白粉病);土豆上的粉痂菌(Spongosporasubterranea)(粉痂病)以及由此传播的病毒病害;禾谷类上的壳多孢属(Stagonospora),例如小麦上的颖枯壳多孢(S.nodorum)(斑枯病,有性型:颖枯球腔菌(Leptosphaeria[同义词Phaeosphaeria]nodorum));土豆上的马铃薯癌肿病菌(Synchytrium endobioticum)(土豆癌肿病);外囊菌属(Taphrina),例如桃上的畸形外囊菌(T.Deformans)(缩叶病)和李上的李外囊菌(T.pruni)(囊果李);烟草、仁果、蔬菜、大豆和棉花上的根串珠霉属(Thielaviopsis)(黑色根腐病),例如黑色根腐病菌(T.basicola)(同义词Chalaraelegans);禾谷类上的腥黑粉菌属(Tilletia)(腥黑穗病或光腥黑穗病),例如小麦上的T.tritici(同义词T.caries,小麦腥黑穗病)和T.controversa(矮腥黑穗病);大麦或小麦上的肉孢核瑚菌(Typhula incarnata)(灰雪腐病);黑粉菌属(Urocystis),例如黑麦上的隐条黑粉菌(U.occulta)(条黑粉病);蔬菜如菜豆(例如疣顶单胞锈菌(U.appendiculatus),同义词U.phaseoli)和糖用甜菜(例如甜菜锈病菌(U.betae))上的单孢锈属(Uromyces)(锈病);禾谷类(例如麦散黑粉菌(U.nuda)和U.avaenae)、玉米(例如玉蜀黍黑粉菌(U.maydis):玉米黑穗病)和甘蔗上的黑粉菌属(Ustilago)(黑穗病);苹果(例如苹果黑星病(V.inaequalis))和梨上的黑星菌属(Venturia)(黑星病);以及各种植物如果树和观赏树、葡萄藤、浆果、蔬菜和大田作物上的轮生菌属(Verticillium)(枯萎病),例如草莓、油菜、土豆和西红柿上的茄黄萎病菌(V.dahliae)。
在一个优选实施方案中,化合物I及其组合物分别特别适用于防治如下植物病害:各种植物上的柄锈菌属(Puccinia)(锈病),例如但不限于禾谷类如小麦、大麦或黑麦上的小麦柄锈菌(P.triticina)(褐锈病或叶锈病)、条形柄锈病(P.striiformis)(条纹病或黄锈病),大麦柄锈病(P.hordei)(大麦黄矮叶锈病),禾柄锈菌(P.graminis)(茎腐病或黑锈病)或小麦叶锈菌(P.recondita)(褐锈病或叶锈病),各种植物上的层锈菌属(Phakopsoraceae),尤其是大豆上的豆薯层锈菌(Phakopsora pachyrhizi)和山马蟥层锈菌(P.meibomiae)(大豆锈病)。
化合物I及其组合物分别还适合在储存产品或收获产品的保护中以及在材料保护中防治有害真菌。
术语“材料保护”应理解为表示保护工业和非活体材料,如粘合剂、胶、木材、纸张和纸板、纺织品、皮革、漆分散体、塑料、冷却润滑剂、纤维或织物以防有害微生物如真菌和细菌侵袭和破坏。对于木材和其他材料的保护,特别应注意下列有害真菌:子囊菌纲真菌,例如线嘴壳属,长喙壳属,出芽短梗霉(Aureobasidium pullulans),Sclerophoma spp.,毛壳属(Chaetomium spp.),腐质霉属(Humicola spp.),彼得壳属(Petriella spp.),毛束霉属(Trichurus spp.);担子菌纲真菌,例如粉孢革菌属(Coniophora spp.),革盖菌属(Coriolus spp.),粘褶菌属(Gloeophyllum spp.),香菇属(Lentinus spp.),侧耳属(Pleurotus spp.),卧孔属(Poria spp.),干朽菌属(Serpula spp.)和干酪菌属(Tyromyces spp.),半知菌纲真菌,例如曲霉属(Aspergillus spp.),枝孢属,青霉属(Penicillium spp.),木霉属(Trichoderma spp.),链格孢属,拟青霉属(Paecilomycesspp.)和接合菌纲(Zygomycetes)真菌,例如毛霉属(Mucor spp.),此外在储存产品和收获产品的保护中应注意下列酵母真菌:假丝酵母属(Candida spp.)和酿酒酵母(Saccharomyces cerevisae)。
本发明处理方法还可以用于保护储存产品或收获产品以防真菌和微生物侵袭的领域中。根据本发明,术语“储存产品”应理解为表示植物或动物来源的天然物质及其加工形式,它们取自自然生命周期且希望长期保护。农作物来源的储存产品如植物或其部分,例如茎、叶、块茎、种子、果实或谷粒可以以新鲜收获状态或以加工形式保护,如预干燥、润湿、粉碎、研磨、压榨或烘焙,该方法也已知为收获后处理。也落入储存产品定义下的是木料,无论是未加工木料形式,如建筑木料、电线塔和栅栏,还是成品形式,如木制家具或物品。动物来源的储存产品是生皮、皮革、毛皮、毛发等。本发明的组合可以防止不利的效果如腐败、变色或霉变。优选“储存产品”应理解为表示植物来源的天然物质及其加工形式,更优选果实及其加工形式,如仁果、核果、浆果和柑橘类水果及其加工形式。
式I化合物可以以其生物学活性可能不同的不同晶型存在。它们同样为本发明的主题。
化合物I直接或以组合物形式通过用杀真菌有效量的活性物质处理真菌或需要防止真菌侵袭的植物、植物繁殖材料如种子、土壤、表面、材料或空间而使用。施用可以在植物、植物繁殖材料如种子、土壤、表面、材料或空间被真菌侵染之前和之后进行。
植物繁殖材料可以在种植或移栽时或在种植或移栽之前用化合物I本身或包含至少一种化合物I的组合物预防性地处理。
本发明还涉及包含助剂和至少一种本发明化合物I的农化组合物。
农化组合物包含杀真菌有效量的化合物I。术语“有效量”表示足以在栽培植物上或在材料保护中防治有害真菌且不对被处理植物引起显著损害的量的本发明组合物或化合物I。该量可以在宽范围内变化且取决于各种因素如待防治的真菌品种、被处理的栽培植物或材料、气候条件以及所用具体化合物I。
化合物I、其N-氧化物和盐可以转化成农化组合物常用的类型,例如溶液、乳液、悬浮液、粉剂、粉末、糊、颗粒、模压品、胶囊及其混合物。组合物类型的实例是悬浮液(例如SC、OD、FS),可乳化浓缩物(例如EC),乳液(例如EW、EO、ES、ME),胶囊(例如CS、ZC),糊,锭剂,可湿性粉末或粉剂(例如WP、SP、WS、DP、DS),模压品(例如BR、TB、DT),颗粒(例如WG、SG、GR、FG、GG、MG),杀虫制品(例如LN)以及处理植物繁殖材料如种子的凝胶配制剂(例如GF)。这些和其他组合物类型在“Catalogue of pesticide formulation types and internationalcoding system”,Technical Monograph,第2期,2008年5月第6版,CropLifeInternational中有定义。
组合物如Mollet和Grubemann,Formulation technology,Wiley VCH,Weinheim,2001;或Knowles,New developments in crop protection product formulation,AgrowReports DS243,T&F Informa,London,2005所述以已知方式制备。
合适的助剂是溶剂,液体载体,固体载体或填料,表面活性剂,分散剂,乳化剂,润湿剂,辅助剂,加溶剂,渗透促进剂,保护性胶体,粘附剂,增稠剂,保湿剂,驱除剂,引诱剂,进食刺激剂,相容剂,杀菌剂,防冻剂,消泡剂,着色剂,增粘剂和粘合剂。
合适的溶剂和液体载体是水和有机溶剂,如中到高沸点的矿物油馏分,例如煤油、柴油;植物或动物来源的油;脂族、环状和芳族烃类,例如甲苯、石蜡、四氢萘、烷基化萘;醇类,如乙醇、丙醇、丁醇、苄醇、环己醇;二醇类;DMSO;酮类,例如环己酮;酯类,例如乳酸酯、碳酸酯、脂肪酸酯、γ-丁内酯;脂肪酸;膦酸酯;胺类;酰胺类,例如N-甲基吡咯烷酮,脂肪酸二甲基酰胺;以及它们的混合物。
合适的固体载体或填料是矿土,例如硅酸盐、硅胶、滑石、高岭土、石灰石、石灰、白垩、粘土、白云石、硅藻土、膨润土、硫酸钙、硫酸镁、氧化镁;多糖,例如纤维素、淀粉;肥料,例如硫酸铵、磷酸铵、硝酸铵、脲类;植物来源的产品,例如谷粉、树皮粉、木粉和坚果壳粉,以及它们的混合物。
合适的表面活性剂是表面活性物质,如阴离子、阳离子、非离子和两性表面活性剂,嵌段聚合物,聚电解质,以及它们的混合物。该类表面活性剂可以用作乳化剂、分散剂、加溶剂、润湿剂、渗透促进剂、保护性胶体或辅助剂。表面活性剂的实例列于McCutcheon’s,第1卷:Emulsifiers&Detergents,McCutcheon’s Directories,Glen Rock,USA,2008(International Ed.或North American Ed.)中。
合适的阴离子表面活性剂是磺酸、硫酸、磷酸、羧酸的碱金属、碱土金属或铵盐以及它们的混合物。磺酸盐的实例是烷基芳基磺酸盐、二苯基磺酸盐、α-烯烃磺酸盐、木素磺酸盐、脂肪酸和油的磺酸盐、乙氧基化烷基酚的磺酸盐、烷氧基化芳基酚的磺酸盐、缩合萘的磺酸盐、十二烷基-和十三烷基苯的磺酸盐、萘和烷基萘的磺酸盐、磺基琥珀酸盐或磺基琥珀酰胺酸盐。硫酸盐的实例是脂肪酸和油的硫酸盐、乙氧基化烷基酚的硫酸盐、醇的硫酸盐、乙氧基化醇的硫酸盐或脂肪酸酯的硫酸盐。磷酸盐的实例是磷酸盐酯。羧酸盐的实例是烷基羧酸盐以及羧化醇或烷基酚乙氧基化物。
合适的非离子表面活性剂是烷氧基化物,N-取代的脂肪酸酰胺,胺氧化物,酯类,糖基表面活性剂,聚合物表面活性剂及其混合物。烷氧基化物的实例是诸如已经被1-50当量烷氧基化的醇、烷基酚、胺、酰胺、芳基酚、脂肪酸或脂肪酸酯的化合物。可以将氧化乙烯和/或氧化丙烯用于烷氧基化,优选氧化乙烯。N-取代的脂肪酸酰胺的实例是脂肪酸葡糖酰胺或脂肪酸链烷醇酰胺。酯类的实例是脂肪酸酯,甘油酯或甘油单酯。糖基表面活性剂的实例是脱水山梨醇、乙氧基化脱水山梨醇、蔗糖和葡萄糖酯或烷基聚葡糖苷。聚合物表面活性剂的实例是乙烯基吡咯烷酮、乙烯醇或乙酸乙烯酯的均聚物或共聚物。
合适的阳离子表面活性剂是季型表面活性剂,例如具有1或2个疏水性基团的季铵化合物,或长链伯胺的盐。合适的两性表面活性剂是烷基甜菜碱和咪唑啉类。合适的嵌段聚合物是包含聚氧乙烯和聚氧丙烯的嵌段的A-B或A-B-A类型嵌段聚合物,或包含链烷醇、聚氧乙烯和聚氧丙烯的A-B-C类型嵌段聚合物。合适的聚电解质是聚酸或聚碱。聚酸的实例是聚丙烯酸的碱金属盐或聚酸梳状聚合物。聚碱的实例是聚乙烯基胺或聚乙烯胺。
合适的辅助剂是本身具有可忽略的农药活性或者本身甚至没有农药活性且改善化合物I对目标物的生物学性能的化合物。实例是表面活性剂,矿物油或植物油以及其他助剂。其他实例由Knowles,Adjuvants and additives,Agrow Reports DS256,T&F InformaUK,2006,第5章列出。
合适的增稠剂是多糖(例如黄原胶、羧甲基纤维素)、无机粘土(有机改性或未改性的)、聚羧酸盐和硅酸盐。
合适的杀菌剂是拌棉醇和异噻唑啉酮衍生物如烷基异噻唑啉酮和苯并异噻唑啉酮。
合适的防冻剂是乙二醇、丙二醇、尿素和甘油。
合适的消泡剂是聚硅氧烷、长链醇和脂肪酸盐。
合适的着色剂(例如着红色、蓝色或绿色)是低水溶性颜料和水溶性染料。实例是无机着色剂(例如氧化铁、氧化钛、六氰合铁酸铁)和有机着色剂(例如茜素着色剂、偶氮着色剂和酞菁着色剂)。
合适的增粘剂或粘合剂是聚乙烯吡咯烷酮、聚乙酸乙烯酯、聚乙烯醇、聚丙烯酸酯、生物蜡或合成蜡以及纤维素醚。
组合物类型及其制备的实例为:
i)水溶性浓缩物(SL,LS)
将10-60重量%化合物I和5-15重量%润湿剂(例如醇烷氧基化物)溶于加至100重量%的水和/或水溶性溶剂(例如醇)中。活性物质在用水稀释时溶解。
ii)分散性浓缩物(DC)
将5-25重量%化合物I和1-10重量%分散剂(例如聚乙烯吡咯烷酮)溶于加至100重量%的有机溶剂(例如环己酮)中。用水稀释得到分散体。
iii)可乳化浓缩物(EC)
将15-70重量%化合物I和5-10重量%乳化剂(例如十二烷基苯磺酸钙和蓖麻油乙氧基化物)溶于加至100重量%的水不溶性有机溶剂(例如芳族烃)中。用水稀释得到乳液。
iv)乳液(EW,EO,ES)
将5-40重量%化合物I和1-10重量%乳化剂(例如十二烷基苯磺酸钙和蓖麻油乙氧基化物)溶于20-40重量%水不溶性有机溶剂(例如芳族烃)中。借助乳化机将该混合物引入加至100重量%的水中并制成均相乳液。用水稀释得到乳液。
v)悬浮液(SC,OD,FS)
在搅拌的球磨机中将20-60重量%化合物I在加入2-10重量%分散剂和润湿剂(例如木素磺酸钠和醇乙氧基化物)、0.1-2重量%增稠剂(例如黄原胶)和加至100重量%的水下粉碎,得到细碎活性物质悬浮液。用水稀释得到稳定的活性物质悬浮液。对于FS类型组合物加入至多40重量%粘合剂(例如聚乙烯醇)。
vi)水分散性颗粒和水溶性颗粒(WG,SG)
在加入加至100重量%的分散剂和润湿剂(例如木素磺酸钠和醇乙氧基化物)下精细研磨50-80重量%化合物I并借助工业装置(例如挤出机、喷雾塔、流化床)将其制成水分散性或水溶性颗粒。用水稀释得到稳定的活性物质分散体或溶液。
vii)水分散性粉末和水溶性粉末(WP,SP,WS)
将50-80重量%化合物I在加入1-5重量%分散剂(例如木素磺酸钠)、1-3重量%润湿剂(例如醇乙氧基化物)和加至100重量%的固体载体(例如硅胶)下在转子-定子磨机中研磨。用水稀释得到稳定的活性物质分散体或溶液。
viii)凝胶(GW,GF)
在搅拌的球磨机中在加入3-10重量%分散剂(例如木素磺酸钠)、1-5重量%增稠剂(例如羧甲基纤维素)和加至100重量%的水下粉碎5-25重量%化合物I,得到活性物质的精细悬浮液。用水稀释得到稳定的活性物质悬浮液。
ix)微乳液(ME)
将5-20重量%化合物I加入5-30重量%有机溶剂共混物(例如脂肪酸二甲基酰胺和环己酮)、10-25重量%表面活性剂共混物(例如醇乙氧基化物和芳基酚乙氧基化物)和加至100重量%的水中。将该混合物搅拌1小时,以自发产生热力学稳定的微乳液。
x)微胶囊(CS)
将包含5-50重量%化合物I、0-40重量%水不溶性有机溶剂(例如芳族烃)、2-15重量%丙烯酸系单体(例如甲基丙烯酸甲酯、甲基丙烯酸和二-或三丙烯酸酯)的油相分散到保护性胶体(例如聚乙烯醇)的水溶液中。自由基聚合导致形成聚(甲基)丙烯酸酯微胶囊。或者将包含5-50重量%本发明化合物I、0-40重量%水不溶性有机溶剂(例如芳族烃)和异氰酸酯单体(例如二苯基甲烷-4,4’-二异氰酸酯)的油相分散到保护性胶体(例如聚乙烯醇)的水溶液中。加入多胺(例如六亚甲基二胺)导致形成聚脲微胶囊。单体量为1-10重量%。重量%涉及整个CS组合物。
xi)可撒粉粉末(DP,DS)
将1-10重量%化合物I细碎研磨并与加至100重量%的固体载体(例如细碎高岭土)充分混合。
xii)颗粒(GR,FG)
将0.5-30重量%化合物I细碎研磨并结合加至100重量%的固体载体(例如硅酸盐)。通过挤出、喷雾干燥或流化床实现造粒。
xiii)超低容量液体(UL)
将1-50重量%化合物I溶于加至100重量%的有机溶剂(例如芳族烃)中。
组合物类型i)-xiii)可以任选包含其他助剂,如0.1-1重量%杀菌剂,5-15重量%防冻剂,0.1-1重量%消泡剂和0.1-1重量%着色剂。
农化组合物通常包含0.01-95重量%,优选0.1-90重量%,更优选1-70重量%,尤其是10-60重量%活性物质。活性物质以90-100%,优选95-100%的纯度(根据NMR光谱)使用。
为了处理植物繁殖材料,尤其是种子,通常使用种子处理用溶液(LS),悬浮乳液(SE),可流动浓缩物(FS),干处理用粉末(DS),淤浆处理用水分散性粉末(WS),水溶性粉末(SS),乳液(ES),可乳化浓缩物(EC)和凝胶(GF)。所述组合物在稀释2-10倍后在即用制剂中给出0.01-60重量%,优选0.1-40重量%的活性物质浓度。施用可以在播种之前或期间进行。化合物I及其组合物分别在植物繁殖材料,尤其是种子上的施用方法包括拌种、包衣、造粒、撒粉和浸泡以及犁沟内施用方法。优选通过不诱发萌发的方法,例如通过拌种、造粒、包衣和撒粉将化合物I或其组合物分别施用于植物繁殖材料上。
当用于植物保护中时,活性物质的施用量取决于所需效果的种类为0.001-2kg/ha,优选0.005-2kg/ha,更优选0.05-0.9kg/ha,尤其是0.1-0.75kg/ha。
在植物繁殖材料如种子例如通过撒粉、包衣或浸透种子的处理中,通常要求活性物质的量为0.1-1000g/100kg,优选1-1000g/100kg,更优选1-100g/100kg,最优选5-100g/100kg植物繁殖材料(优选种子)。
当用于保护材料或储存产品中时,活性物质的施用量取决于施用区域的种类和所需效果。在材料保护中常用的施用量例如为0.001g-2kg,优选0.005g-1kg活性物质/立方米被处理材料。
可以向活性物质或包含它们的组合物中作为预混物加入或者合适的话在紧临使用前加入(桶混合)各种类型的油、润湿剂、辅助剂、肥料或微营养素和其他农药(例如除草剂、杀虫剂、杀真菌剂、生长调节剂、安全剂、生物农药)。这些试剂可以以1:100-100:1,优选1:10-10:1的重量比与本发明组合物混合。
农药通常为通过其效果将有害物阻止、失能、杀灭或在其他方面受挫的化学或生物药剂(如农药活性成分、化合物、组合物、病毒、细菌、抗菌剂或消毒剂)。目标有害物可以包括破坏财产、引起麻烦、传播疾病或为疾病媒介物的昆虫、植物病原体、杂草、软体动物、鸟类、哺乳动物、鱼类、线虫(蛔虫)和微生物。术语“农药”还包括改变植物的预期生长、开花或繁殖率的植物生长调节剂;引起叶子或其他树叶从植物脱落通常促进收获的落叶剂;促进活体组织,如不希望的植物顶端干燥的干燥剂;活化植物生理机能以防御某些有害物的植物活化剂;降低农药对农作物的不希望除草作用的安全剂;以及影响植物生理机能例如以增强植物生长、生物质、产量或农作物的可收获物品的任何其他质量参数的植物生长促进剂。
用户通常将本发明组合物用于前剂量装置、小背包喷雾器、喷雾罐、喷雾飞机或灌溉系统。这里将该农化组合物用水、缓冲剂和/或其他助剂配制至所需施用浓度,从而得到即用喷雾液或本发明农化组合物。每公顷农业利用区通常施用20-2000升,优选50-400升即用喷雾液。
根据一个实施方案,用户可以自己在喷雾罐或任何其他种类用于施用的容器(例如种子处理转鼓、种子造粒机、小背包喷雾器)中混合本发明组合物的各组分,例如成套包装的各部分或二元或三元混合物的各部分并且合适的话可以加入其他助剂。
因此,本发明的一个实施方案为一种制备有用农药组合物的成套包装,该成套包装包含a)包含本文所定义的组分1)和至少一种助剂的组合物;和b)包含本文所定义的组分2)和至少一种助剂的组合物;以及任选c)包含至少一种助剂和任选本文所定义的另一活性组分3)的组合物。
将化合物I或包含它们的组合物以杀真菌剂的使用形式与其他杀真菌剂混合在许多情况下拓宽杀真菌活性谱或防止杀真菌剂抗药性的产生。此外,在许多情况下得到协同增效作用。
化合物I可以与其一起使用的下列农药II(例如农药活性物质和生物农药)用来说明可能的组合,但不限制它们:
A)呼吸抑制剂
Qo位点的配合物III抑制剂:腈嘧菌酯(azoxystrobin)(A.1.1)、甲香菌酯(coumethoxystrobin)(A.1.2)、丁香菌酯(coumoxystrobin)(A.1.3)、醚菌胺(dimoxystrobin)(A.1.4)、烯肟菌酯(enestroburin)(A.1.5)、烯肟菌胺(fenaminstrobin)(A.1.6)、氟菌螨酯(fenoxystrobin/flufenoxystrobin)(A.1.7)、氟嘧菌酯(fluoxastrobin)(A.1.8)、亚胺菌(kresoxim-methyl)(A.1.9)、mandestrobin(A.1.10)、叉氨苯酰胺(metominostrobin)(A.1.11)、肟醚菌胺(orysastrobin)(A.1.12)、啶氧菌酯(picoxystrobin)(A.1.13)、唑菌胺酯(pyraclostrobin)(A.1.14)、唑胺菌酯(pyrametostrobin)(A.1.15)、唑菌酯(pyraoxystrobin)(A.1.16)、肟菌酯(trifloxystrobin)(A.1.17)、2-(2-(3-(2,6-二氯苯基)-1-甲基-亚烯丙基氨基氧基甲基)-苯基)-2-甲氧基亚氨基-N-甲基-乙酰胺(A.1.18)、吡菌苯威(pyribencarb)(A.1.19)、氯啶菌酯(triclopyricarb/氯dincarb)(A.1.20)、唑酮菌(famoxadone)(A.1.21)、咪唑菌酮(fenamidone)(A.1.21)、N-[2-[(1,4-二甲基-5-苯基-吡唑-3-基)氧甲基]苯基]-N-甲氧基氨基甲酸甲酯(A.1.22)、1-[3-氯-2-[[1-(4-氯苯基)-1H-吡唑-3-基]氧基甲基]苯基]-4-甲基-四唑-5-酮(A.1.23)、1-[3-溴-2-[[1-(4-氯苯基)吡唑-3-基]氧基甲基]苯基]-4-甲基-四唑-5-酮(A.1.24)、1-[2-[[1-(4-氯苯基)吡唑-3-基]氧基甲基]-3-甲基-苯基]-4-甲基-四唑-5-酮(A.1.25)、1-[2-[[1-(4-氯苯基)吡唑-3-基]氧基甲基]-3-氟-苯基]-4-甲基-四唑-5-酮(A.1.26)、1-[2-[[1-(2,4-二氯苯基)吡唑-3-基]氧基甲基]-3-氟-苯基]-4-甲基-四唑-5-酮(A.1.27)、1-[2-[[4-(4-氯苯基)噻唑-2-基]氧基甲基]-3-甲基-苯基]-4-甲基-四唑-5-酮(A.1.28)、1-[3-氯-2-[[4-(对甲苯基)噻唑-2-基]氧基甲基]苯基]-4-甲基-四唑-5-酮(A.1.29)、1-[3-环丙基-2-[[2-甲基-4-(1-甲基吡唑-3-基)苯氧基]甲基]苯基]-4-甲基-四唑-5-酮(A.1.30)、1-[3-(二氟甲氧基)-2-[[2-甲基-4-(1-甲基吡唑-3-基)苯氧基]甲基]苯基]-4-甲基-四唑-5-酮(A.1.31)、1-甲基-4-[3-甲基-2-[[2-甲基-4-(1-甲基吡唑-3-基)苯氧基]甲基]苯基]四唑-5-酮(A.1.32)、1-甲基-4-[3-甲基-2-[[1-[3-(三氟甲基)苯基]-亚乙基氨基]氧基甲基]苯基]四唑-5-酮(A.1.33)、(Z,2E)-5-[1-(2,4-二氯苯基)吡唑-3-基]-氧基-2-甲氧基亚氨基-N,3-二甲基-戊-3-烯酰胺(A.1.34)、(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(A.1.35)、嘧螨胺(pyriminostrobin)(A.1.36)、bifujunzhi(A.1.37)、2-(邻((2,5-二甲基苯基-氧基亚甲基)苯基)-3-甲氧基丙烯酸甲基酯(A.1.38)。
Qi位点的配合物III抑制剂:氰霜唑(cyazofamid)(A.2.1)、吲唑磺菌胺(amisulbrom)(A.2.2)、[(6S,7R,8R)-8-苄基-3-[(3-羟基-4-甲氧基-吡啶-2-羰基)氨基]-6-甲基-4,9-二氧代-1,5-二氧壬烷-7-基]2-甲基丙酸酯(A.2.3)、[2-[[(7R,8R,9S)-7-苄基-9-甲基-8-(2-甲基丙酰基氧基)-2,6-二氧代-1,5-二氧壬烷-3-基]氨基甲酰基]-4-甲氧基-3-吡啶基]氧基甲基2-甲基丙酸酯(A.2.4)、[(6S,7R,8R)-8-苄基-3-[[4-甲氧基-3-(丙酰基氧基甲氧基)吡啶-2-羰基]氨基]-6-甲基-4,9-二氧代-1,5-二氧壬烷-7-基]2-甲基丙酸酯(A.2.5)。
配合物II抑制剂:麦锈灵(benodanil)(A.3.1)、苯并烯氟菌唑(benzovindiflupyr)(A.3.2)、联苯吡菌胺(bixafen)(A.3.3)、啶酰菌胺(boscalid)(A.3.4)、萎锈灵(carboxin)(A.3.5)、呋菌胺(fenfuram)(A.3.6)、氟吡菌酰胺(fluopyram)(A.3.7)、氟酰胺(flutolanil)(A.3.8)、氟唑菌酰胺(fluxapyroxad)(A.3.9)、呋吡唑灵(furametpyr)(A.3.10)、isofetamid(A.3.11)、吡唑萘菌胺(isopyrazam)(A.3.12)、丙氧灭绣胺(mepronil)(A.3.13)、氧化萎锈灵(oxycarboxin)(A.3.14)、氟唑菌苯胺(penflufen)(A.3.15)、吡噻菌胺(penthiopyrad)(A.3.16)、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(A.3.17)、N-[2-(3,4-二氟苯基)苯基]-3-(三氟甲基)吡嗪-2-甲酰胺(A.3.18)、氟唑环菌胺(sedaxane)(A.3.19)、叶枯酞(tecloftalam)(A.3.20)、溴氟唑菌(thifluzamide)(A.3.21)、3-(二氟甲基)-1-甲基-N-(1,1,3-三甲基茚满-4-基)吡唑-4-甲酰胺(A.3.22)、3-(三氟甲基)-1-甲基-N-(1,1,3-三甲基茚满-4-基)吡唑-4-甲酰胺(A.3.23)、1,3-二甲基-N-(1,1,3-三甲基茚满-4-基)吡唑-4-甲酰胺(A.3.24)、3-(三氟甲基)-1,5-二甲基-N-(1,1,3-三甲基茚满-4-基)吡唑-4-甲酰胺(A.3.25)、1,3,5-三甲基-N-(1,1,3-三甲基茚满-4-基)吡唑-4-甲酰胺(A.3.26)、3-(二氟甲基)-1,5-二甲基-N-(1,1,3-三甲基茚满-4-基)吡唑-4-甲酰胺(A.3.27)、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(A.3.28)、(E)-2-[2-[(5-氰基-2-甲基-苯氧基)甲基]苯基]-3-甲氧基丙-2-烯酸甲基酯(A.3.30)、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(A.3.31)、2-(二氟甲基)-N-(1,1,3-三甲基茚满-4-基)吡啶-3-甲酰胺(A.3.32)、2-(二氟甲基)-N-[(3R)-1,1,3-三甲基茚满-4-基]吡啶-3-甲酰胺(A.3.33)、2-(二氟甲基)-N-(3-乙基-1,1-二甲基茚满-4-基)吡啶-3-甲酰胺(A.3.34)、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(A.3.35)、2-(二氟甲基)-N-(1,1-二甲基-3-丙基茚满-4-基)吡啶-3-甲酰胺(A.3.36)、2-(二氟甲基)-N-[(3R)-1,1-二甲基-3-丙基茚满-4-基]吡啶-3-甲酰胺(A.3.37)、2-(二氟甲基)-N-(3-异丁基-1,1-二甲基茚满-4-基)吡啶-3-甲酰胺(A.3.38)、2-(二氟甲基)-N-[(3R)-3-异丁基-1,1-二甲基茚满-4-基]吡啶-3-甲酰胺(A.3.39)。
其他呼吸抑制剂:氟嘧菌胺(diflumetorim)(A.4.1);硝基苯基衍生物:乐杀螨(binapacryl)(A.4.2)、敌螨通(dinobuton)(A.4.3)、敌螨普(dinocap)(A.4.4)、氟啶胺(fluazinam)(A.4.5);meptyldinocap(A.4.6)、嘧菌腙(ferimzone)(A.4.7);有机金属化合物:三苯基锡盐,例如薯瘟锡(fentin-acetate)(A.4.8)、三苯基锡氯(fentin chloride)(A.4.9)或毒菌锡(fentin hydroxide)(A.4.10);唑嘧菌胺(ametoctradin)(A.4.11);硅噻菌胺(silthiofam)(A.4.12)。
B)甾醇生物合成抑制剂(SBI杀真菌剂)
C14脱甲基酶抑制剂:三唑类:戊环唑(azaconazole)(B.1.1)、双苯三唑醇(bitertanol)(B.1.2)、糠菌唑(bromuconazole)(B.1.3)、环唑醇(cyproconazole)(B.1.4)、醚唑(difenoconazole)(B.1.5)、烯唑醇(diniconazole)(B.1.6)、精烯唑醇(diniconazole-M)(B.1.7)、氧唑菌(epoxiconazole)(B.1.8)、腈苯唑(fenbuconazole)(B.1.9)、喹唑菌酮(fluquinconazole)(B.1.10)、氟硅唑(flusilazole)(B.1.11)、粉唑醇(flutriafol)(B.1.12)、己唑醇(hexaconazole)(B.1.13)、酰胺唑(imibenconazole)(B.1.14)、环戊唑醇(ipconazole)(B.1.15)、环戊唑菌(metconazole)(B.1.17)、腈菌唑(myclobutanil)(B.1.18)、咪唑(oxpoconazole)(B.1.19)、多效唑(paclobutrazole)(B.1.20)、戊菌唑(penconazole)(B.1.21)、丙环唑(propiconazole)(B.1.22)、丙硫菌唑(prothioconazole)(B.1.23)、硅氟唑(simeconazole)(B.1.24)、戊唑醇(tebuconazole)(B.1.25)、氟醚唑(tetraconazole)(B.1.26)、三唑酮(triadimefon)(B.1.27)、唑菌醇(triadimenol)(B.1.28)、戊叉唑菌(triticonazole)(B.1.29)、烯效唑(uniconazole)(B.1.30)、1-[rel-(2S;3R)-3-(2-氯苯基)-2-(2,4-二氟苯基)-氧杂环丙烷基甲基]-5-氰硫基-1H-[1,2,4]三唑(B.1.31)、2-[rel-(2S;3R)-3-(2-氯苯基)-2-(2,4-二氟苯基)-氧杂环丙烷基甲基]-2H-[1,2,4]三唑-3-硫醇(B.1.32)、2-[2-氯-4-(4-氯苯氧基)苯基]-1-(1,2,4-三唑-1-基)戊-2-醇(B.1.33)、1-[4-(4-氯苯氧基)-2-(三氟甲基)苯基]-1-环丙基-2-(1,2,4-三唑-1-基)乙醇(B.1.34)、2-[4-(4-氯苯氧基)-2-(三氟甲基)苯基]-1-(1,2,4-三唑-1-基)丁-2-醇(B.1.35)、2-[2-氯-4-(4-氯苯氧基)苯基]-1-(1,2,4-三唑-1-基)丁-2-醇(B.1.36)、2-[4-(4-氯苯氧基)-2-(三氟甲基)苯基]-3-甲基-1-(1,2,4-三唑-1-基)丁-2-醇(B.1.37)、2-[4-(4-氯苯氧基)-2-(三氟甲基)苯基]-1-(1,2,4-三唑-1-基)丙-2-醇(B.1.38)、2-[2-氯-4-(4-氯苯氧基)苯基]-3-甲基-1-(1,2,4-三唑-1-基)丁-2-醇(B.1.39)、2-[4-(4-氯苯氧基)-2-(三氟甲基)苯基]-1-(1,2,4-三唑-1-基)戊-2-醇(B.1.40)、2-[4-(4-氟苯氧基)-2-(三氟甲基)苯基]-1-(1,2,4-三唑-1-基)丙-2-醇(B.1.41)、2-[2-氯-4-(4-氯苯氧基)苯基]-1-(1,2,4-三唑-1-基)戊-3-炔-2-醇(B.1.42)、2-(氯甲基)-2-甲基-5-(对甲苯基甲基)-1-(1,2,4-三唑-1-基甲基)环戊醇(B.1.43);咪唑类:烯菌灵(imazalil)(B.1.44)、稻瘟酯(pefurazoate)(B.1.45)、丙氯灵(prochloraz)(B.1.46)、氟菌唑(triflumizol)(B.1.47);嘧啶类、吡啶类和哌嗪类:异嘧菌醇(fenarimol)(B.1.49)、啶斑肟(pyrifenox)(B.1.50)、嗪氨灵(triforine)(B.1.51)、[3-(4-氯-2-氟-苯基)-5-(2,4-二氟苯基)异唑-4-基]-(3-吡啶基)甲醇(B.1.52)。
δ14-还原酶抑制剂:4-十二烷基-2,6-二甲基吗啉(aldimorph)(B.2.1)、吗菌灵(dodemorph)(B.2.2)、吗菌灵乙酸盐(dodemorph-acetate)(B.2.3)、丁苯吗啉(fenpropimorph)(B.2.4)、克啉菌(tridemorph)(B.2.5)、苯锈啶(fenpropidin)(B.2.6)、粉病灵(piperalin)(B.2.7)、螺茂胺(spiroxamine)(B.2.8)。
3-酮基还原酶抑制剂:环酰菌胺(fenhexamid)(B.3.1)。
其他甾醇生物合成抑制剂:氯苯肟唑(chlorphenomizole)(B.4.1)。
C)核酸合成抑制剂
苯基酰胺类或酰基氨基酸杀真菌剂类:苯霜灵(benalaxyl)(C.1.1)、精苯霜灵(benalaxyl-M)(C.1.2)、kiralaxyl(C.1.3)、甲霜灵(metalaxyl)(C.1.4)、精甲霜灵(metalaxyl-M)(C.1.5)、甲呋酰胺(ofurace)(C.1.6)、霜灵(oxadixyl)(C.1.7)。
其他核酸合成抑制剂:土菌消(hymexazole)(C.2.1)、异噻菌酮(octhilinone)(C.2.2)、喹菌酮(oxolinic acid)(C.2.3)、磺嘧菌灵(bupirimate)(C.2.4)、5-氟胞嘧啶(C.2.5)、5-氟-2-(对甲苯基甲氧基)嘧啶-4-胺(C.2.6)、5-氟-2-(4-氟苯基甲氧基)嘧啶-4-胺(C.2.7)、5-氟-2-(4-氯苯基甲氧基)嘧啶-4-胺(C.2.8)。
D)细胞分裂和细胞骨架抑制剂
微管蛋白抑制剂:苯菌灵(benomyl)(D.1.1)、多菌灵(carbendazim)(D.1.2)、麦穗宁(fuberidazole)(D.1.3)、涕必灵(thiabendazole)(D.1.4)、甲基托布津(thiophanate-methyl)(D.1.5)、3-氯-4-(2,6-二氟苯基)-6-甲基-5-苯基-哒嗪(D.1.6)、3-氯-6-甲基-5-苯基-4-(2,4,6-三氟苯基)哒嗪(D.1.7)、N-乙基-2-[(3-乙炔基-8-甲基-6-喹啉基)氧基]丁酰胺(D.1.8)、N-乙基-2-[(3-乙炔基-8-甲基-6-喹啉基)氧基]-2-甲硫基-乙酰胺(D.1.9)、2-[(3-乙炔基-8-甲基-6-喹啉基)氧基]-N-(2-氟乙基)丁酰胺(D.1.10)、2-[(3-乙炔基-8-甲基-6-喹啉基)氧基]-N-(2-氟乙基)-2-甲氧基-乙酰胺(D.1.11)、2-[(3-乙炔基-8-甲基-6-喹啉基)氧基]-N-丙基-丁酰胺(D.1.12)、2-[(3-乙炔基-8-甲基-6-喹啉基)氧基]-2-甲氧基-N-丙基-乙酰胺(D.1.13)、2-[(3-乙炔基-8-甲基-6-喹啉基)氧基]-2-甲硫基-N-丙基-乙酰胺(D.1.14)、2-[(3-乙炔基-8-甲基-6-喹啉基)氧基]-N-(2-氟乙基)-2-甲硫基-乙酰胺(D.1.15)、4-(2-溴-4-氟-苯基)-N-(2-氯-6-氟-苯基)-2,5-二甲基-吡唑-3-胺(D.1.16)。
其他细胞分裂抑制剂:乙霉威(diethofencarb)(D.2.1)、噻唑菌胺(ethaboxam)(D.2.2)、戊菌隆(pencycuron)(D.2.3)、氟吡菌胺(fluopicolide)(D.2.4)、苯酰菌胺(zoxamide)(D.2.5)、苯菌酮(metrafenone)(D.2.6)、pyriofenone(D.2.7)。
E)氨基酸和蛋白质合成抑制剂
蛋氨酸合成抑制剂:环丙嘧啶(cyprodinil)(E.1.1)、嘧菌胺(mepanipyrim)(E.1.2)、二甲嘧菌胺(pyrimethanil)(E.1.3)。
蛋白质合成抑制剂:灭瘟素(blasticidin-S)(E.2.1)、春雷素(kasugamycin)(E.2.2)、春雷霉素盐酸盐水合物(kasugamycin hydrochloride-hydrate)(E.2.3)、米多霉素(mildiomycin)(E.2.4)、链霉素(streptomycin)(E.2.5)、土霉素(oxytetracyclin)(E.2.6)。
F)信号传导抑制剂
MAP/组氨酸激酶抑制剂:唑呋草(fluoroimid)(F.1.1)、异丙定(iprodione)(F.1.2)、杀菌利(procymidone)(F.1.3)、烯菌酮(vinclozolin)(F.1.4)、氟菌(fludioxonil)(F.1.5)。
G蛋白抑制剂:喹氧灵(quinoxyfen)(F.2.1)。
G)类脂和膜合成抑制剂
磷脂生物合成抑制剂:克瘟散(edifenphos)(G.1.1)、异稻瘟净(iprobenfos)(G.1.2)、定菌磷(pyrazophos)(G.1.3)、稻瘟灵(isoprothiolane)(G.1.4)。类脂过氧化:氯硝胺(dicloran)(G.2.1)、五氯硝基苯(quintozene)(G.2.2)、四氯硝基苯(tecnazene)(G.2.3)、甲基立枯磷(tolclofos-methyl)(G.2.4)、联苯(G.2.5)、地茂散(chloroneb)(G.2.6)、氯唑灵(etridiazole)(G.2.7)。磷脂生物合成和细胞壁沉积:烯酰吗啉(dimethomorph)(G.3.1)、氟吗啉(flumorph)(G.3.2)、双炔酰菌胺(mandipropamid)(G.3.3)、丁吡吗啉(pyrimorph)(G.3.4)、苯噻菌胺(benthiavalicarb)(G.3.5)、异丙菌胺(iprovalicarb)(G.3.6)、缬氨菌酯(valifenalate)(G.3.7)。
影响细胞膜渗透性的化合物和脂肪酸类:百维灵(propamocarb)(G.4.1)。氧甾醇结合蛋白抑制剂:oxathiapiprolin(G.5.1)、2-{3-[2-(1-{[3,5-双(二-氟甲基-1H-吡唑-1-基]乙酰基}哌啶-4-基)-1,3-噻唑-4-基]-4,5-二氢-1,2-唑-5-基}苯基甲磺酸酯(G.5.2)、2-{3-[2-(1-{[3,5-双(二-氟甲基)-1H-吡唑-1-基]乙酰基}哌啶-4-基)1,3-噻唑-4-基]-4,5-二氢-1,2-唑-5-基}-3-氯苯基甲磺酸酯(G.5.3)、4-[1-[2-[3-(二氟甲基)-5-甲基-吡唑-1-基]乙酰基]-4-哌啶基]-N-四氢化萘-1-基-吡啶-2-甲酰胺(G.5.4)、4-[1-[2-[3,5-双(二氟甲基)吡唑-1-基]乙酰基]-4-哌啶基]-N-四氢化萘-1-基-吡啶-2-甲酰胺(G.5.5)、4-[1-[2-[3-(二氟甲基)-5-(三氟甲基)吡唑-1-基]乙酰基]-4-哌啶基]-N-四氢化萘-1-基-吡啶-2-甲酰胺(G.5.6)、4-[1-[2-[5-环丙基-3-(二氟甲基)吡唑-1-基]乙酰基]-4-哌啶基]-N-四氢化萘-1-基-吡啶-2-甲酰胺(G.5.7)、4-[1-[2-[5-甲基-3-(三氟甲基)吡唑-1-基]乙酰基]-4-哌啶基]-N-四氢化萘-1-基-吡啶-2-甲酰胺(G.5.8)、4-[1-[2-[5-(二氟甲基)-3-(三氟甲基)吡唑-1-基]乙酰基]-4-哌啶基]-N-四氢化萘-1-基-吡啶-2-甲酰胺(G.5.9)、4-[1-[2-[3,5-双(三氟甲基)吡唑-1-基]乙酰基]-4-哌啶基]-N-四氢化萘-1-基-吡啶-2-甲酰胺(G.5.10)、(4-[1-[2-[5环丙基-3-(三氟甲基)吡唑-1-基]乙酰基]-4-哌啶基]-N-四氢化萘-1-基-吡啶-2-甲酰胺(G.5.11)。
H)具有多位点作用的抑制剂
无机活性物质:波尔多液(Bordeaux mixture)(H.1.1)、铜(H.1.2)、乙酸铜(H.1.3)、氢氧化铜(H.1.4)、氯氧化铜(H.1.5)、碱式硫酸铜(H.1.6)、硫(H.1.7)。硫代-和二硫代氨基甲酸酯类:福美铁(ferbam)(H.2.1)、代森锰锌(mancozeb)(H.2.2)、代森锰(maneb)(H.2.3)、威百亩(metam)(H.2.4)、代森联(metiram)(H.2.5)、甲基代森锌(propineb)(H.2.6)、福美双(thiram)(H.2.7)、代森锌(zineb)(H.2.8)、福美锌(ziram)(H.2.9)。
有机氯化合物类:敌菌灵(anilazine)(H.3.1)、百菌清(chlorothalonil)(H.3.2)、敌菌丹(captafol)(H.3.3)、克菌丹(captan)(H.3.4)、灭菌丹(folpet)(H.3.5)、抑菌灵(dichlofluanid)(H.3.6)、菌霉净(dichlorophen)(H.3.7)、六氯苯(H.3.8)、五氯酚(H.3.9)及其盐、四氯苯酞(phthalide)(H.3.10)、对甲抑菌灵(tolylfluanid)(H.3.11)。
胍类和其他:胍(H.4.1)、多果定(dodine)(H.4.2)、多果定游离碱(H.4.3)、双胍盐(guazatine)(H.4.4)、双胍醋酸盐(guazatine-acetate)(H.4.5)、双胍辛醋酸盐(iminoctadine)(H.4.6)、双胍辛醋酸盐(iminoctadine-triacetate)(H.4.7)、双八胍盐(iminoctadine-tris(albesilate))(H.4.8)、二噻农(dithianon)(H.4.9)、2,6-二甲基-1H,5H-[1,4]二噻二烯并(dithiino)[2,3-c:5,6-c']二吡咯-1,3,5,7(2H,6H)-四酮(H.4.10)。
I)细胞壁合成抑制剂
葡聚糖合成抑制剂:有效霉素(validamycin)(I.1.1)、多氧霉素(polyoxin)B(I.1.2)。
黑色素合成抑制剂:咯喹酮(pyroquilon)(I.2.1)、三环唑(tricyclazole)(I.2.2)、氯环丙酰胺(carpropamid)(I.2.3)、双氯氰菌胺(dicyclomet)(I.2.4)、氰菌胺(fenoxanil)(I.2.5)。
J)植物防御诱导剂
噻二唑素(acibenzolar-S-methyl)(J.1.1)、噻菌灵(probenazole)(J.1.2)、异噻菌胺(isotianil)(J.1.3)、噻酰菌胺(tiadinil)(J.1.4)、调环酸钙(prohexadione-calcium)(J.1.5);膦酸盐类:藻菌磷(fosetyl)(J.1.6)、藻菌磷(fosetyl-aluminum)(J.1.7)、亚磷酸及其盐(J.1.8)、碳酸氢钾或碳酸氢钠(J.1.9)、4-环丙基-N-(2,4-二甲氧基苯基)噻二唑-5-甲酰胺(J.1.10)。
K)未知作用模式
-溴硝丙二醇(bronopol)(K.1.1)、灭螨猛(chinomethionat)(K.1.2)、环氟菌胺(cyflufenamid)(K.1.3)、清菌脲(cymoxanil)(K.1.4)、棉隆(dazomet)(K.1.5)、双乙氧咪菌威(debacarb)(K.1.6)、diclocymet(K.1.7)、哒菌清(diclomezine)(K.1.8)、苯敌快(difenzoquat)(K.1.9)、野燕枯甲基硫酸酯(difenzoquat-methylsulfate)(K.1.10)、二苯胺(K.1.11)、fenitropan(K.1.12)、胺苯吡菌酮(fenpyrazamine)(K.1.13)、氟联苯菌(flumetover)(K.1.14)、磺菌胺(flusulfamide)(K.1.15)、氟噻菌净(flutianil)(K.1.16)、harpin(K.1.17)、磺菌威(methasulfocarb)(K.1.18)、氯定(nitrapyrin)(K.1.19)、异丙消(nitrothal-isopropyl)(K.1.20)、tolprocarb(K.1.21)、喹啉铜(oxin-copper)(K.1.22)、丙氧喹啉(proquinazid)(K.1.23)、异丁乙氧喹啉(tebufloquin)(K.1.24)、叶枯酞(tecloftalam)(K.1.25)、唑菌嗪(triazoxide)(K.1.26)、N'-(4-(4-氯-3-三氟甲基-苯氧基)-2,5-二甲基-苯基)-N-乙基-N-甲基甲脒(K.1.27)、N'-(4-(4-氟-3-三氟甲基-苯氧基)-2,5-二甲基-苯基)-N-乙基-N-甲基甲脒(K.1.28)、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(K.1.29)、N'-(5-溴-6-茚满-2-基氧基-2-甲基-3-吡啶基)-N-乙基-N-甲基-甲脒(K.1.30)、N'-[5-溴-6-[1-(3,5-二氟苯基)乙氧基]-2-甲基-3-吡啶基]-N-乙基-N-甲基-甲脒(K.1.31)、N'-[5-溴-6-(4-异丙基环己氧基)-2-甲基-3-吡啶基]-N-乙基-N-甲基-甲脒(K.1.32)、N'-[5-溴-2-甲基-6-(1-苯基乙氧基)-3-吡啶基]-N-乙基-N-甲基-甲脒(K.1.33)、N'-(2-甲基-5-三氟甲基-4-(3-三甲基硅烷基-丙氧基)-苯基)-N-乙基-N-甲基甲脒(K.1.34)、N'-(5-二氟甲基-2-甲基-4-(3-三甲基硅烷基-丙氧基)-苯基)-N-乙基-N-甲基甲脒(K.1.35)、2-(4-氯-苯基)-N-[4-(3,4-二甲氧基-苯基)-异唑-5-基]-2-丙-2-炔氧基-乙酰胺(K.1.36)、3-[5-(4-氯-苯基)-2,3-二甲基-异唑烷-3-基]-吡啶(pyrisoxazole)(K.1.37)、3-[5-(4-甲基苯基)-2,3-二甲基-异唑烷-3-基]-吡啶(K.1.38)、5-氯-1-(4,6-二甲氧基-嘧啶-2-基)-2-甲基-1H-苯并咪唑(K.1.39)、(Z)-3-氨基-2-氰基-3-苯基-丙-2-烯酸乙酯(K.1.40)、picarbutrazox(K.1.41)、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]氨基甲酸戊酯(K.1.42)、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(K.1.43)、2-[2-[(7,8-二氟-2-甲基-3-喹啉基)氧基]-6-氟-苯基]丙-2-醇(K.1.44)、2-[2-氟-6-[(8-氟-2-甲基-3-喹啉基)氧基]苯基]丙-2-醇(K.1.45)、3-(5-氟-3,3,4,4-四甲基-3,4-二氢异喹啉-1-基)喹啉(K.1.46)、quinofumelin(K.1.47)、3-(4,4,5-三氟-3,3-二甲基-3,4-二氢异喹啉-1-基)喹啉(K.1.48)、9-氟-2,2-二甲基-5-(3-喹啉基)-3H-1,4-苯并氧杂(benzoxazepine)(K.1.49)、2-(6-苄基-2-吡啶基)喹唑啉(K.1.50)、2-[6-(3-氟-4-甲氧基-苯基)-5-甲基-2-吡啶基]喹唑啉(K.1.51)、3-[(3,4-二氯异噻唑-5-基)甲氧基]-1,2-苯并噻唑1,1-二氧化物(K.1.52)、N'-(2,5-二甲基-4-苯氧基-苯基)-N-乙基-N-甲基-甲脒(K.1.53)。
M)生长调节剂
脱落酸(abscisic acid)(M.1.1)、先甲草胺(amidochlor)、嘧啶醇(ancymidol)、6-苄氨基嘌呤、芸苔素内酯(brassinolide)、地乐胺(butralin)、矮壮素(chlormequat)、矮壮素(chlormequat chloride)、氯化胆碱(choline chloride)、环丙酸酰胺(cyclanilide)、丁酰肼(daminozide)、敌草克(dikegulac)、噻节因(dimethipin)、2,6-二甲基吡啶(2,6-dimethylpuridine)、乙烯利(ethephon)、氟节胺(flumetralin)、调嘧醇(flurprimidol)、达草氟(fluthiacet)、吡效隆(forchlorfenuron)、赤霉酸(gibberellicacid)、抗倒胺(inabenfide)、吲哚-3-乙酸、抑芽丹(maleic hydrazide)、氟草磺(mefluidide)、助壮素(mepiquat)、氯化助壮素(mepiquat chloride)、萘乙酸、N-6-苄基腺嘌呤、多效唑(paclobutrazol)、调环酸(prohexadione)、调环酸钙(prohexadione-calcium)、茉莉酸诱导体(prohydrojasmon)、赛二唑素(thidiazuron)、抑芽唑(triapenthenol)、脱叶磷(tributyl phosphorotrithioate)、2,3,5-三碘苯甲酸、抗倒酯(trinexapac-ethyl)和烯效唑(uniconazole);
N)选自类别N.1至N.15的除草剂
N.1类脂生物合成抑制剂:枯杀达(alloxydim)(N.1.1)、枯杀达(alloxydim-sodium)(N.1.2)、丁氧环酮(butroxydim)(N.1.3)、烯草酮(clethodim)(N.1.4)、炔草酯(clodinafop)(N.1.5)、炔草酯(clodinafop-propargyl)(N.1.6)、噻草酮(cycloxydim)(N.1.7)、氰氟草酯(cyhalofop)(N.1.8)、氰氟草酯(cyhalofop-butyl)(N.1.9)、氯甲草(diclofop)(N.1.10)、禾草灵(diclofop-methyl)(N.1.11)、唑禾草灵(fenoxaprop)(N.1.12)、唑禾草灵(fenoxaprop-ethyl)(N.1.13)、高唑禾草灵(fenoxaprop-P)(N.1.14)、高唑禾草灵(fenoxaprop-P-ethyl)(N.1.15)、吡氟禾草灵(fluazifop)(N.1.16)、吡氟禾草灵(fluazifop-butyl)(N.1.17)、精吡氟禾草灵(fluazifop-P)(N.1.18)、精吡氟禾草灵(fluazifop-P-butyl)(N.1.19)、吡氟氯禾灵(haloxyfop)(N.1.20)、吡氟氯禾灵(haloxyfop-methyl)(N.1.21)、精吡氟氯禾灵(haloxyfop-P)(N.1.22)、精吡氟氯禾灵(haloxyfop-P-methyl)(N.1.23)、唑酰草胺(metamifop)(N.1.24)、唑啉草酯(pinoxaden)(N.1.25)、环苯草酮(profoxydim)(N.1.26)、喔草酯(propaquizafop)(N.1.27)、喹禾灵(quizalofop)(N.1.28)、喹禾灵(quizalofop-ethyl)(N.1.29)、喹禾灵(四氢糠基酯)(quizalofop-tefuryl)(N.1.30)、精喹禾灵(quizalofop-P)(N.1.31)、精喹禾灵(quizalofop-P-ethyl)(N.1.32)、精喹禾灵(四氢糠基酯)(quizalofop-P-tefuryl)(N.1.33)、稀禾定(sethoxydim)(N.1.34)、醌肟草(tepraloxydim)(N.1.35)、肟草酮(tralkoxydim)(N.1.36)、4-(4'-氯-4环丙基-2'-氟[1,1'-联苯基]-3-基)-5-羟基-2,2,6,6-四甲基-2H-吡喃-3(6H)-酮((N.1.37)CAS1312337-72-6);4-(2',4'-二氯-4环丙基[1,1'-联苯基]-3-基)-5-羟基-2,2,6,6-四甲基-2H-吡喃-3(6H)-酮((N.1.38)CAS 1312337-45-3);4-(4'-氯-4-乙基-2'-氟[1,1'-联苯基]-3-基)-5-羟基-2,2,6,6-四甲基-2H-吡喃-3(6H)-酮((N.1.39)CAS 1033757-93-5);4-(2',4'-二氯-4-乙基[1,1'-联苯基]-3-基)-2,2,6,6-四甲基-2H-吡喃-3,5(4H,6H)-二酮((N.1.40)CAS 1312340-84-3);5-(乙酰基氧基)-4-(4'-氯-4环丙基-2'-氟[1,1'-联苯基]-3-基)-3,6-二氢-2,2,6,6-四甲基-2H-吡喃-3-酮((N.1.41)CAS1312337-48-6);5-(乙酰基氧基)-4-(2′,4'-二氯-4环丙基-[1,1'-联苯基]-3-基)-3,6-二氢-2,2,6,6-四甲基-2H-吡喃-3-酮(N.1.42);5-(乙酰基氧基)-4-(4'-氯-4-乙基-2'-氟[1,1'-联苯基]-3-基)-3,6-二氢-2,2,6,6-四甲基-2H-吡喃-3-酮((N.1.43)CAS 1312340-82-1);5-(乙酰基氧基)-4-(2',4'-二氯-4-乙基[1,1'-联苯基]-3-基)-3,6-二氢-2,2,6,6-四甲基-2H-吡喃-3-酮((N.1.44)CAS 1033760-55-2);4-(4'-氯-4环丙基-2'-氟[1,1'-联苯基]-3-基)-5,6-二氢-2,2,6,6-四甲基-5-氧代-2H-吡喃-3-基碳酸甲基酯((N.1.45)CAS 1312337-51-1);4-(2′,4'-二氯-4环丙基-[1,1'-联苯基]-3-基)-5,6-二氢-2,2,6,6-四甲基-5-氧代-2H-吡喃-3-基碳酸甲基酯(N.1.46);4-(4'-氯-4-乙基-2'-氟[1,1'-联苯基]-3-基)-5,6-二氢-2,2,6,6-四甲基-5-氧代-2H-吡喃-3-基碳酸甲基酯((N.1.47)CAS 1312340-83-2);4-(2',4'-二氯-4-乙基[1,1'-联苯基]-3-基)-5,6-二氢-2,2,6,6-四甲基-5-氧代-2H-吡喃-3-基碳酸甲基酯((N.1.48)CAS 1033760-58-5);呋草黄(benfuresate)(N.1.49)、苏达灭(butylate)(N.1.50)、草灭特(cycloate)(N.1.51)、茅草枯(dalapon)(N.1.52)、哌草丹(dimepiperate)(N.1.53)、扑草灭(EPTC)(N.1.54)、禾草畏(esprocarb)(N.1.55)、乙呋草黄(ethofumesate)(N.1.56)、四氟丙酸(flupropanate)(N.1.57)、草达灭(molinate)(N.1.58)、坪草丹(orbencarb)(N.1.59)、克草猛(pebulate)(N.1.60)、苄草丹(prosulfocarb)(N.1.61)、TCA(N.1.62)、杀草丹(thiobencarb)(N.1.63)、丁草威(tiocarbazil)(N.1.64)、野麦畏(triallate)(N.1.65)和灭草猛(vernolate)(N.1.66);
N.2 ALS抑制剂:磺氨黄隆(amidosulfuron)(N.2.1)、四唑黄隆(azimsulfuron)(N.2.2)、苄嘧黄隆(bensulfuron)(N.2.3)、苄嘧黄隆(bensulfuron-methyl)(N.2.4)、氯嘧黄隆(chlorimuron)(N.2.5)、氯嘧黄隆(chlorimuron-ethyl)(N.2.6)、绿黄隆(chlorsulfuron)(N.2.7)、醚黄隆(cinosulfuron)(N.2.8)、环丙黄隆(cyclosulfamuron)(N.2.9)、胺苯黄隆(ethametsulfuron)(N.2.10)、胺苯黄隆(ethametsulfuron-methyl)(N.2.11)、乙氧嘧黄隆(ethoxysulfuron)(N.2.12)、啶嘧黄隆(flazasulfuron)(N.2.13)、氟吡磺隆(flucetosulfuron)(N.2.14)、氟定黄隆(flupyrsulfuron)(N.2.15)、氟定黄隆(flupyrsulfuron-methyl-sodium)(N.2.16)、甲酰氨磺隆(foramsulfuron)(N.2.17)、吡氯黄隆(halosulfuron)(N.2.18)、吡氯黄隆(halosulfuron-methyl)(N.2.19)、啶咪黄隆(imazosulfuron)(N.2.20)、碘黄隆(iodosulfuron)(N.2.21)、碘甲黄隆钠(iodosulfuron-methyl-sodium)(N.2.22)、iofensulfuron(N.2.23)、iofensulfuron-sodium(N.2.24)、甲基二磺隆(mesosulfuron)(N.2.25)、metazosulfuron(N.2.26)、甲黄隆(metsulfuron)(N.2.27)、甲黄隆(metsulfuron-methyl)(N.2.28)、烟嘧黄隆(nicosulfuron)(N.2.29)、嘧苯胺磺隆(orthosulfamuron)(N.2.30)、环丙氧黄隆(oxasulfuron)(N.2.31)、氟嘧黄隆(primisulfuron)(N.2.32)、氟嘧黄隆(primisulfuron-methyl)(N.2.33)、propyrisulfuron(N.2.34)、氟丙黄隆(prosulfuron)(N.2.35)、吡嘧黄隆(pyrazosulfuron)(N.2.36)、吡嘧黄隆(pyrazosulfuron-ethyl)(N.2.37)、玉嘧黄隆(rimsulfuron)(N.2.38)、嘧黄隆(sulfometuron)(N.2.39)、嘧黄隆(sulfometuron-methyl)(N.2.40)、乙黄黄隆(sulfosulfuron)(N.2.41)、噻黄隆(thifensulfuron)(N.2.42)、噻黄隆(thifensulfuron-methyl)(N.2.43)、醚苯黄隆(triasulfuron)(N.2.44)、苯黄隆(tribenuron)(N.2.45)、苯黄隆(tribenuron-methyl)(N.2.46)、三氟啶磺隆(trifloxysulfuron)(N.2.47)、氟胺磺隆(triflusulfuron)(N.2.48)、氟胺磺隆(triflusulfuron-methyl)(N.2.49)、三氟甲磺隆(tritosulfuron)(N.2.50)、咪草酯(imazamethabenz)(N.2.51)、咪草酯(imazamethabenz-methyl)(N.2.52)、咪草啶酸(imazamox)(N.2.53)、甲基咪草烟(imazapic)(N.2.54)、灭草烟(imazapyr)(N.2.55)、灭草喹(imazaquin)(N.2.56)、咪草烟(imazethapyr)(N.2.57)、唑嘧磺胺酸(cloransulam)(N.2.58)、唑嘧磺胺盐(cloransulam-methyl)(N.2.59)、唑嘧磺胺(diclosulam)(N.2.60)、氟唑啶草(flumetsulam)(N.2.61)、双氟磺草胺(florasulam)(N.2.62)、唑草磺胺(metosulam)(N.2.63)、五氟磺草胺(penoxsulam)(N.2.64)、pyrimisulfan(N.2.65)和啶磺草胺(pyroxsulam)(N.2.66)、双嘧苯甲酸(bispyribac)(N.2.67)、双嘧苯甲酸钠(bispyribac-sodium)(N.2.68)、嘧苯草肟(pyribenzoxim)(N.2.69)、环酯草醚(pyriftalid)(N.2.70)、肟啶草(pyriminobac)(N.2.71)、肟啶草(pyriminobac-methyl)(N.2.72)、嘧硫苯甲酸(pyrithiobac)(N.2.73)、嘧硫苯甲酸钠(pyrithiobac-sodium)(N.2.74)、4-[[[2-[(4,6-二甲氧基-2-嘧啶基)氧基]苯基]甲基]氨基]苯甲酸1-甲基乙基酯((N.2.75)CAS 420138-41-6)、4-[[[2-[(4,6-二甲氧基-2-嘧啶基)氧基]苯基]甲基]氨基]苯甲酸丙基酯((N.2.76)CAS 420138-40-5)、N-(4-溴苯基)-2-[(4,6-二甲氧基-2-嘧啶基)氧基]苯甲胺((N.2.77)CAS 420138-01-8)、氟酮磺隆(flucarbazone)(N.2.78)、氟酮磺隆钠(flucarbazone-sodium)(N.2.79)、丙苯磺隆(propoxycarbazone)(N.2.80)、丙苯磺隆(propoxycarbazone-sodium)(N.2.81)、thiencarbazone(N.2.82)、thiencarbazone-methyl(N.2.83)、triafamone(N.2.84)。
N.3光合成抑制剂:胺唑草酮(amicarbazone)(N.3.1)、氯代三嗪类(N.3.2)、莠灭净(ametryn)(N.3.3)、莠去津(atrazine)(N.3.4)、杀草敏(chloridazone)(N.3.5)、草净津(cyanazine)(N.3.6)、敌草净(desmetryn)(N.3.7)、戊草津(dimethametryn)(N.3.8)、六嗪同(hexazinone)(N.3.9)、赛克津(metribuzin)(N.3.10)、扑灭通(prometon)(N.3.11)、扑草净(prometryn)(N.3.12)、扑灭津(propazine)(N.3.13)、西玛津(simazine)(N.3.14)、西草净(simetryn)(N.3.15)、甲氧去草净(terbumeton)(N.3.16)、特丁津(terbuthylazin)(N.3.17)、去草净(terbutryn)(N.3.18)、草达津(trietazin)(N.3.19)、氯溴隆(chlorobromuron)(N.3.20)、绿麦隆(chlorotoluron)(N.3.21)、枯草隆(chloroxuron)(N.3.22)、丁隆(dimefuron)(N.3.23)、敌草隆(diuron)(N.3.24)、伏草隆(fluometuron)(N.3.25)、异丙隆(isoproturon)(N.3.26)、异恶隆(isouron)(N.3.27)、利谷隆(linuron)(N.3.28)、苯嗪草(metamitron)(N.3.29)、噻唑隆(methabenzthiazuron)(N.3.30)、色满隆(metobenzuron)(N.3.31)、甲氧隆(metoxuron)(N.3.32)、绿谷隆(monolinuron)(N.3.33)、草不隆(neburon)(N.3.34)、环草隆(siduron)(N.3.35)、丁唑隆(tebuthiuron)(N.3.36)、赛二唑素(thidiazuron)(N.3.37)、异苯敌草(desmedipham)(N.3.38)、卡草灵(karbutilat)(N.3.39)、苯敌草(phenmedipham)(N.3.40)、乙苯敌草(phenmedipham-ethyl)(N.3.41)、杀草全(bromofenoxim)(N.3.42)、溴苯腈(bromoxynil)(N.3.43)及其盐和酯、碘苯腈(ioxynil)(N.3.44)及其盐和酯、除草定(bromacil)(N.3.45)、环草定(lenacil)(N.3.46)、特草定(terbacil)(N.3.47)、噻草平(bentazon)(N.3.48)、噻草平(bentazon-sodium)(N.3.49)、达草止(pyridatre)(N.3.50)、pyridafol(N.3.51)、蔬草灭(pentanochlor)(N.3.52)、敌稗(propanil)(N.3.53)、敌草快阳离子(diquat)(N.3.54)、敌草快(diquat-dibromide)(N.3.55)、对草快阳离子(paraquat)(N.3.56)、对草快(paraquat-dichloride)(N.3.57)、对草快(paraquat-dimetilsulfate)(N.3.58);
N.4原卟啉原-IX氧化酶抑制剂:氟锁草醚(acifluorfen)(N.4.1)、氟锁草醚(acifluorfen-sodium)(N.4.2)、唑啶炔草(azafenidin)(N.4.3)、bencarbazone(N.4.4)、双苯嘧草酮(benzfendizone)(N.4.5)、治草醚(bifenox)(N.4.6)、氟丙嘧草酯(butafenacil)(N.4.7)、氟酮唑草(carfentrazone)(N.4.8)、氟酮唑草(carfentrazone-ethyl)(N.4.9)、氯硝醚(chlomethoxyfen)(N.4.10)、吲哚酮草酯(cinidon-ethyl)(N.4.11)、异丙吡草酯(fluazolate)(N.4.12)、氟哒嗪草酯(flufenpyr)(N.4.13)、氟哒嗪草酯(flufenpyr-ethyl)(N.4.14)、酰亚胺苯氧乙酸(flumiclorac)(N.4.15)、酰亚胺苯氧乙酸戊酯(flumiclorac-pentyl)(N.4.16)、氟嗪酮(flumioxazin)(N.4.17)、乙羧氟草醚(fluoroglycofen)(N.4.18)、乙羧氟草醚(fluoroglycofen-ethyl)(N.4.19)、达草氟(fluthiacet)(N.4.20)、达草氟(fluthiacet-methyl)(N.4.21)、氟黄胺草醚(fomesafen)(N.4.22)、氟硝磺酰胺(halosafen)(N.4.23)、乳氟禾草灵(lactofen)(N.4.24)、炔丙唑草(oxadiargyl)(N.4.25)、恶草灵(oxadiazon)(N.4.26)、乙氧氟草醚(oxyfluorfen)(N.4.27)、戊唑草(pentoxazone)(N.4.28)、氟唑草胺(profluazol)(N.4.29)、双唑草腈(pyraclonil)(N.4.30)、氟唑草酯(pyraflufen)(N.4.31)、氟唑草酯(pyraflufen-ethyl)(N.4.32)、嘧啶肟草醚(saflufenacil)(N.4.33)、磺胺草唑(sulfentrazone)(N.4.34)、噻二唑胺(thidiazimin)(N.4.35)、tiafenacil(N.4.36)、trifludimoxazin(N.4.37)、[3-[2-氯-4-氟-5-(1-甲基-6-三氟甲基-2,4-二氧代-1,2,3,4-四氢嘧啶-3-基)苯氧基]-2-吡啶氧基]乙酸乙酯((N.4.38)CAS 353292-31-6)、N-乙基-3-(2,6-二氯-4-三氟甲基苯氧基)-5-甲基-1H-吡唑-1-甲酰胺((N.4.39)CAS 452098-92-9)、N-四氢糠基-3-(2,6-二氯-4-三氟甲基苯氧基)-5-甲基-1H-吡唑-1-甲酰胺((N.4.40)CAS915396-43-9)、N-乙基-3-(2-氯-6-氟-4-三氟甲基苯氧基)-5-甲基-1H-吡唑-1-甲酰胺((N.4.41)CAS 452099-05-7)、N-四氢糠基-3-(2-氯-6-氟-4-三氟甲基苯氧基)-5-甲基-1H-吡唑-1-甲酰胺((N.4.42)CAS452100-03-7)、3-[7-氟-3-氧代-4-(丙-2-炔基)-3,4-二氢-2H-苯并[1,4]嗪-6-基]-1,5-二甲基-6-硫代-[1,3,5]三嗪烷(triazinan)-2,4-二酮((N.4.43)CAS 451484-50-7)、2-(2,2,7-三氟-3-氧代-4-丙-2-炔基-3,4-二氢-2H-苯并[1,4]嗪-6-基)-4,5,6,7-四氢吲哚-1,3-二酮((N.4.44)CAS 1300118-96-0)、1-甲基-6-三氟甲基-3-(2,2,7-三氟-3-氧代-4-丙-2-炔基-3,4-二氢-2H-苯并[1,4]嗪-6-基)-1H-嘧啶-2,4-二酮((N.4.45)CAS 1304113-05-0)、(E)-4-[2-氯-5-[4-氯-5-(二氟甲氧基)-1H-甲基-吡唑-3-基]-4-氟-苯氧基]-3-甲氧基丁-2-烯酸甲基酯((N.4.46)CAS 948893-00-3)、3-[7-氯-5-氟-2-(三氟甲基)-1H-苯并咪唑-4-基]-1-甲基-6-(三氟甲基)-1H-嘧啶-2,4-二酮((N.4.47)CAS212754-02-4);
N.5漂白剂除草剂:丁酰草胺(beflubutamid)(N.5.1)、吡氟草胺(diflufenican)(N.5.2)、氟草同(fluridone)(N.5.3)、氟咯草酮(flurochloridone)(N.5.4)、呋草酮(flurtamone)(N.5.5)、达草灭(norflurazon)(N.5.6)、氟吡酰草胺(picolinafen)(N.5.7)、4-(3-三氟甲基苯氧基)-2-(4-三氟甲基苯基)嘧啶((N.5.8)CAS 180608-33-7);苯并双环酮(benzobicyclon)(N.5.9)、吡草酮(benzofenap)(N.5.10)、bicyclopyrone(N.5.11)、异恶草酮(clomazone)(N.5.12)、fenquintrione(N.5.13)、异氟草(isoxaflutole)(N.5.14)、甲基磺草酮(mesotrione)(N.5.15)、pyrasulfotole(N.5.16)、吡唑特(pyrazolynate)(N.5.17)、苄草唑(pyrazoxyfen)(N.5.18)、磺草酮(sulcotrione)(N.5.19)、tefuryltrione(N.5.20)、tembotrione(N.5.21)、tolpyralate(N.5.22)、topramezone(N.5.23);苯草醚(aclonifen)(N.5.24)、杀草强(amitrole)(N.5.25)、flumeturon(N.5.26);
N.6 EPSP合成酶抑制剂:草甘膦(glyphosate)(N.6.1)、草甘膦异丙胺盐(glyphosate-isopropylammonium)(N.6.2)、草甘膦钾(N.6.3)、草硫膦(glyphosate-trimesium)(sulfosate)(N.6.4);
N.7谷氨酰胺合成酶抑制剂:双丙氨酰膦(bilanaphos(bialaphos))(N.7.1)、双丙氨酰膦(bilanaphos-sodium)(N.7.2)、草铵膦(N.7.3)、草铵膦(glufosinate-P)(N.7.4)、草铵膦(glufosinate-ammonium)(N.7.5);
N.8 DHP合成酶抑制剂:黄草灵(asulam)(N.8.1);
N.9有丝分裂抑制剂:氟草胺(benfluralin)(N.9.1)、地乐胺(butralin)(N.9.2)、敌乐胺(dinitramine)(N.9.3)、丁氟消草(ethalfluralin)(N.9.4)、氟消草(fluchloralin)(N.9.5)、黄草消(oryzalin)(N.9.6)、胺硝草(pendimethalin)(N.9.7)、氨基丙氟灵(prodiamine)(N.9.8)、氟乐灵(trifluralin)(N.9.9)、胺草磷(amiprophos)(N.9.10)、甲基胺草磷(amiprophos-methyl)(N.9.11)、草胺磷(butamiphos)(N.9.12)、敌草索(chlorthal)(N.9.13)、敌草索(chlorthal-dimethyl)(N.9.14)、氟硫草定(dithiopyr)(N.9.15)、噻氟啶草(thiazopyr)(N.9.16)、拿草特(propyzamide)(N.9.17)、丙戊草胺(tebutam)(N.9.18);长杀草(carbetamide)(N.9.19)、氯苯胺灵(chlorpropham)(N.9.20)、氟燕灵(flamprop)(N.9.21)、氟燕灵(flamprop-isopropyl)(N.9.22)、甲氟燕灵(flamprop-methyl)(N.9.23)、强氟燕灵(flamprop-M-isopropyl)(N.9.24)、麦草伏(flamprop-M-methyl)(N.9.25)、苯胺灵(propham)(N.9.26);
N.10 VLCFA抑制剂:乙草胺(acetochlor)(N.10.1)、甲草胺(alachlor)(N.10.2)、丁草胺(butachlor)(N.10.3)、克草胺(dimethachlor)(N.10.4)、噻吩草胺(dimethanamid)(N.10.5)、精噻吩草胺(dimethenamid-P)(N.10.6)、吡草胺(metazachlor)(N.10.7)、异丙甲草胺(metolachlor)(N.10.8)、S-异丙甲草胺(metolachlor-S)(N.10.9)、烯草胺(pethoxamid)(N.10.10)、丙草胺(pretilachlor)(N.10.11)、扑草胺(propachlor)(N.10.12)、异丙草胺(propisochlor)(N.10.13)、噻醚草胺(thenylchlor)(N.10.14)、氟噻草胺(flufenacet)(N.10.15)、苯噻草胺(mefenacet)(N.10.16)、草乃敌(diphenamid)(N.10.17)、萘丙胺(naproanilide)(N.10.18)、草萘胺(napropamide)(N.10.19)、精草萘胺(napropamide-M)(N.10.20)、四唑酰草胺(fentrazamide)(N.10.21)、莎稗磷(anilofos)(N.10.22)、唑草胺(cafenstrole)(N.10.23)、fenoxasulfone(N.10.24)、ipfencarbazone(N.10.25)、哌草磷(piperophos)(N.10.26)、派罗克杀草砜(pyroxasulfone)(N.10.27),式II.1,II.2、II.3、II.4、II.5、II.6、II.7、II.8和II.9的异唑啉化合物:
N.11纤维素生物合成抑制剂:草克乐(chlorthiamid)(N.11.1)、敌草腈(dichlobenil)(N.11.2)、胺草唑(flupoxam)(N.11.3)、indaziflam(N.11.4)、异恶草胺(isoxaben)(N.11.5)、苯氧丙胺津(triaziflam)(N.11.6)、1-环己基-5-五氟苯氧基-14-[1,2,4,6]硫杂三嗪-3-基胺((N.11.7)CAS 175899-01-1);
N.12去偶剂除草剂:地乐酚(dinoseb)(N.12.1)、地乐消酚(dinoterb)(N.12.2)、二硝甲酚(DNOC)(N.12.3)及其盐;
N.13植物生长素除草剂:2,4-D(N.13.1)及其盐和酯、clacyfos(N.13.2)、2,4-DB(N.13.3)及其盐和酯、aminocyclopyrachlor(N.13.4)及其盐和酯、氨草啶(aminopyralid)(N.13.5)及其盐如氨草啶二甲基铵盐(N.13.6)、氨草啶铵盐(aminopyralid-tris(2-hydroxypropyl)ammonium)(N.13.7)及其酯、草除灵(benazolin)(N.13.8)、草除灵(benazolin-ethyl)(N.13.9)、草灭平(chloramben)(N.13.10)及其盐和酯、稗草胺(clomeprop)(N.13.11)、二氯皮考啉酸(clopyralid)(N.13.12)及其盐和酯、麦草畏(dicamba)(N.13.13)及其盐和酯、2,4-滴丙酸(dichlorprop)(N.13.14)及其盐和酯、高2,4-滴丙酸(dichlorprop-P)(N.13.15)及其盐和酯、氟草烟(fluroxypyr)(N.13.16)、氟草烟(fluroxypyr-butometyl)(N.13.17)、氟氯胺啶(fluroxypyr-meptyl)(N.13.18)、halauxifen(N.13.)及其盐和酯(CAS 943832-60-8)、MCPA(N.13.)及其盐和酯、2甲4氯乙硫酯(MCPA-thioethyl)(N.13.19)、MCPB(N.13.20)及其盐和酯、2甲4氯丙酸(mecoprop)(N.13.21)及其盐和酯、高2甲4氯丙酸(mecoprop-P)(N.13.22)及其盐和酯、毒莠定(picloram)(N.13.23)及其盐和酯、二氯喹啉酸(quinclorac)(N.13.24)、喹草酸(quinmerac)(N.13.25)、TBA(2,3,6)(N.13.26)及其盐和酯、绿草定(triclopyr)(N.13.27)及其盐和酯、4-氨基-3-氯-6-(4-氯-2-氟-3-甲氧基苯基)-5-氟吡啶-2-甲酸(N.13.28)、4-氨基-3-氯-6-(4-氯-2-氟-3-甲氧基苯基)-5-氟吡啶-2-甲酸苄基酯((N.13.29)CAS1390661-72-9);
N.14植物生长素输送抑制剂:二氟吡隆(diflufenzopyr)(N.14.1)、二氟吡隆(diflufenzopyr-sodium)(N.14.2)、抑草生(naptalam)(N.14.3)和抑草生(naptalam-sodium)(N.14.4);
N.15其他除草剂:溴丁酰草胺(bromobutide)(N.15.1)、氯甲丹(chlorflurenol)(N.15.2)、氯甲丹(chlorflurenol-methyl)(N.15.3)、环庚草醚(cinmethylin)(N.15.4)、苄草隆(cumyluron)(N.15.5)、cyclopyrimorate((N.15.6)CAS 499223-49-3)及其盐和酯、茅草枯(dalapon)(N.15.7)、棉隆(dazomet)(N.15.8)、苯敌快(difenzoquat)(N.15.9)、苯敌快(difenzoquat-metilsulfate)(N.15.10)、噻节因(dimethipin)(N.15.11)、甲胂钠(DSMA)(N.15.12)、香草隆(dymron)(N.15.13)、敌草腈(endothal)(N.15.14)及其盐、乙苯酰草(etobenzanid)(N.15.15)、抑草丁(flurenol)(N.15.16)、抑草丁(flurenol-butyl)(N.15.17)、调嘧醇(flurprimidol)(N.15.18)、膦铵素(fosamine)(N.15.19)、膦铵素(fosamine-ammonium)(N.15.20)、茚草酮(indanofan)(N.15.21)、抑芽丹(maleichydrazide)(N.15.22)、氟草磺(mefluidide)(N.15.23)、威百亩(metam)(N.15.24)、methiozolin((N.15.25)CAS 403640-27-7)、叠氮甲烷(methyl azide)(N.15.26)、溴甲烷(methyl bromide)(N.15.27)、苯丙隆(methyl-dymron)(N.15.28)、碘甲烷(methyliodide)(N.15.29)、甲胂一钠(MSMA)(N.15.30)、油酸(oleic acid)(N.15.31)、氯嗪草(oxaziclomefone)(N.15.32)、壬酸(pelargonic acid)(N.15.33)、稗草畏(pyributicarb)(N.15.34)、灭藻醌(quinoclamine)(N.15.35)、灭草环(tridiphane)(N.15.36);O)选自类别O.1至O.29的杀虫剂
O.1乙酰胆碱酯酶(AChE)抑制剂:涕灭威(aldicarb)(O.1.1)、棉铃威(alanycarb)(O.1.2)、虫威(bendiocarb)(O.1.3)、丙硫克百威(benfuracarb)(O.1.4)、丁叉威(butocarboxim)(O.1.5)、氧丁叉威(butoxycarboxim)(O.1.6)、甲萘威(carbaryl)(O.1.7)、虫螨威(carbofuran)(O.1.8)、丁硫克百威(carbosulfan)(O.1.9)、苯虫威(ethiofencarb)(O.1.10)、丁苯威(fenobucarb)(O.1.11)、伐虫脒(formetanate)(O.1.12)、呋线威(furathiocarb)(O.1.13)、异丙威(isoprocarb)(O.1.14)、灭虫威(methiocarb)(O.1.15)、灭多虫(methomyl)(O.1.16)、速灭威(metolcarb)(O.1.17)、甲氨叉威(oxamyl)(O.1.18)、抗蚜威(pirimicarb)(O.1.19)、残杀威(propoxur)(O.1.20)、硫双威(thiodicarb)(O.1.21)、特氨叉威(thiofanox)(O.1.22)、混杀威(trimethacarb)(O.1.23)、二甲威(XMC)(O.1.24)、灭杀威(xylylcarb)(O.1.25)和唑蚜威(triazamate)(O.1.26);高灭磷(acephate)(O.1.27)、唑啶磷(azamethiphos)(O.1.28)、乙基谷硫磷(azinphos-ethyl)(O.1.29)、谷硫磷(azinphosmethyl)(O.1.30)、硫线磷(cadusafos)(O.1.31)、壤虫氯磷(chlorethoxyfos)(O.1.32)、毒虫畏(chlorfenvinphos)(O.1.33)、氯甲磷(chlormephos)(O.1.34)、毒死蜱(chlorpyrifos)(O.1.35)、甲基毒死蜱(chlorpyrifos-methyl)(O.1.36)、蝇毒磷(coumaphos)(O.1.37)、杀螟腈(cyanophos)(O.1.38)、甲基内吸磷(demeton-S-methyl)(O.1.39)、二嗪农(diazinon)(O.1.40)、敌敌畏(dichlorvos/DDVP)(O.1.41)、百治磷(dicrotophos)(O.1.42)、乐果(dimethoate)(O.1.43)、甲基毒虫畏(dimethylvinphos)(O.1.44)、乙拌磷(disulfoton)(O.1.45)、苯硫磷(EPN)(O.1.46)、乙硫磷(ethion)(O.1.47)、灭克磷(ethoprophos)(O.1.48)、氨磺磷(famphur)(O.1.49)、克线磷(fenamiphos)(O.1.50)、杀螟松(fenitrothion)(O.1.51)、倍硫磷(fenthion)(O.1.52)、噻唑酮磷(fosthiazate)(O.1.53)、庚虫磷(heptenophos)(O.1.54)、imicyafos(O.1.55)、丙胺磷(isofenphos)(O.1.56)、O-(甲氧基氨硫代磷酰基)水杨酸异丙酯(O.1.57)、异唑磷(isoxathion)(O.1.58)、马拉硫磷(malathion)(O.1.59)、灭蚜磷(mecarbam)(O.1.60)、甲胺磷(methamidophos)(O.1.61)、杀扑磷(methidathion)(O.1.62)、速灭磷(mevinphos)(O.1.63)、久效磷(monocrotophos)(O.1.64)、二溴磷(naled)(O.1.65)、氧化乐果(omethoate)(O.1.66)、砜吸磷(oxydemeton-methyl)(O.1.67)、一六零五(parathion)(O.1.68)、甲基一六零五(parathion-methyl)(O.1.69)、稻丰散(phenthoate)(O.1.70)、甲拌磷(phorate)(O.1.71)、伏杀磷(phosalone)(O.1.72)、亚胺硫磷(phosmet)(O.1.73)、磷胺(phosphamidon)(O.1.74)、辛硫磷(phoxim)(O.1.75)、虫螨磷(pirimiphos-methyl)(O.1.76)、丙溴磷(profenofos)(O.1.77)、烯虫磷(propetamphos)(O.1.78)、丙硫磷(prothiofos)(O.1.79)、吡唑硫磷(pyraclofos)(O.1.80)、打杀磷(pyridaphenthion)(O.1.81)、喹恶磷(quinalphos)(O.1.82)、硫特普(sulfotep)(O.1.83)、嘧丙磷(tebupirimfos)(O.1.84)、硫甲双磷(temephos)(O.1.85)、特丁磷(terbufos)(O.1.86)、杀虫畏(tetrachlorvinphos)(O.1.87)、甲基乙拌磷(thiometon)(O.1.88)、三唑磷(triazophos)(O.1.89)、敌百虫(trichlorfon)(O.1.90)、蚜灭多(vamidothion)(O.1.91);
O.2 GABA门控氯离子通道拮抗剂:硫丹(endosulfan)(O.2.1)、氯丹(chlordane)(O.2.2);乙虫清(ethiprole)(O.2.3)、锐劲特(fipronil)(O.2.4)、丁虫腈(flufiprole)(O.2.5)、吡嗪氟虫腈(pyrafluprole)(O.2.6)、吡啶氟虫腈(pyriprole)(O.2.7);
O.3钠通道调节剂:氟丙菊酯(acrinathrin)(O.3.1)、丙烯除虫菊(allethrin)(O.3.2)、右旋丙烯菊酯(d-cis-trans allethrin)(O.3.3)、右旋反式丙烯菊酯(d-transallethrin)(O.3.4)、氟氯菊酯(bifenthrin)(O.3.5)、生物烯丙菊酯(bioallethrin)(O.3.6)、2-环戊烯基生物烯丙菊酯(bioallethrin S-cyclopentenyl)(O.3.7)、生物苄呋菊酯(bioresmethrin)(O.3.8)、乙氰菊酯(cycloprothrin)(O.3.9)、氟氯氰菊酯(cyfluthrin)(O.3.10)、高效氟氯氰菊酯(beta-cyfluthrin)(O.3.11)、(RS)氯氟氰菊酯(cyhalothrin)(O.3.12)、氯氟氰菊酯(lambda-cyhalothrin)(O.3.13)、精高效氯氟氰菊酯(gamma-cyhalothrin)(O.3.14)、氯氰菊酯(cypermethrin)(O.3.15)、甲体氯氰菊酯(alpha-cypermethrin)(O.3.16)、乙体氯氰菊酯(beta-cypermethrin)(O.3.17)、高效反式氯氰菊酯(theta-cypermethrin)(O.3.18)、己体氯氰菊酯(zeta-cypermethrin)(O.3.19)、苯醚氰菊酯(cyphenothrin)(O.3.20)、溴氰菊酯(deltamethrin)(O.3.21)、烯炔菊酯(empenthrin)(O.3.22)、高氰戊菊酯(esfenvalerate)(O.3.23)、醚菊酯(etofenprox)(O.3.24)、甲氰菊酯(fenpropathrin)(O.3.25)、杀灭菊酯(fenvalerate)(O.3.26)、氟氰戊菊酯(flucythrinate)(O.3.27)、氟氯苯菊酯(flumethrin)(O.3.28)、氟胺氰菊酯(tau-fluvalinate)(O.3.29)、溴氟醚菊酯(halfenprox)(O.3.30)、heptafluthrin(O.3.31)、咪炔菊酯(imiprothrin)(O.3.32)、meperfluthrin(O.3.33)、甲氧苄氟菊酯(metofluthrin)(O.3.34)、momfluorothrin(O.3.35)、氯菊酯(permethrin)(O.3.36)、苯醚菊酯(phenothrin)(O.3.37)、炔酮菊酯(prallethrin)(O.3.38)、丙氟菊酯(profluthrin)(O.3.39)、除虫菊酯(pyrethrin(除虫菊(pyrethrum)))(O.3.40)、灭虫菊(resmethrin)(O.3.41)、灭虫硅醚(silafluofen)(O.3.42)、七氟菊酯(tefluthrin)(O.3.43)、四氟醚菊酯(tetramethylfluthrin)(O.3.44)、胺菊酯(tetramethrin)(O.3.45)、四溴菊酯(tralomethrin)(O.3.46)和四氟菊酯(transfluthrin)(O.3.47);滴滴涕(DDT)(O.3.48)、甲氧滴滴涕(methoxychlor)(O.3.49);
O.4烟碱乙酰胆碱受体激动剂(nAChR):吡虫清(acetamiprid)(O.4.1)、噻虫胺(clothianidin)(O.4.2)、环氧虫啶(cycloxaprid)(O.4.3)、呋虫胺(dinotefuran)(O.4.4)、吡虫啉(imidacloprid)(O.4.5)、硝胺烯啶(nitenpyram)(O.4.6)、噻虫啉(thiacloprid)(O.4.7)、噻虫嗪(thiamethoxam)(O.4.8);(2E-)-1-[(6-氯吡啶-3-基)甲基]-N'-硝基-2-亚戊基氨基胍(O.4.9);1-[(6-氯吡啶-3-基)甲基]-7-甲基-8-硝基-5-丙氧基-1,2,3,5,6,7-六氢咪唑并[1,2-a]吡啶(O.4.10);烟碱(O.4.11);
O.5烟碱乙酰胆碱受体变构激动剂:艾克敌105(spinosad)(O.5.1)、spinetoram(O.5.2);
O.6氯离子通道激动剂:齐墩螨素(abamectin)(O.6.1)、甲氨基阿维菌素苯甲酸盐(emamectin benzoate)(O.6.2)、伊维菌素(ivermectin)(O.6.3)、lepimectin(O.6.4)、米尔螨素(milbemectin)(O.6.5);
O.7保幼激素模拟物:蒙五一二(hydroprene)(O.7.1)、蒙七七七(kinoprene)(O.7.2)、蒙五一五(methoprene)(O.7.3);双氧威(fenoxycarb)(O.7.4)、蚊蝇醚(pyriproxyfen)(O.7.5);
O.8混杂非特异性(多位点)抑制剂:甲基溴(O.8.1)和其他烷基卤;氯化苦(chloropicrin)(O.8.2)、硫酰氟(O.8.3)、硼砂(O.8.4)、吐酒石(tartar emetic)(O.8.5);
O.9选择性同翅目进食阻断剂:拒嗪酮(pymetrozine)(O.9.1)、氟啶虫酰胺(flonicamid)(O.9.2);
O.10螨虫生长抑制剂:四螨嗪(clofentezine)(O.10.1)、噻螨酮(hexythiazox)(O.10.2)、diflovidazin(O.10.3)、特苯唑(etoxazole)(O.10.4);
O.11昆虫中肠膜的微生物干扰物:Bt作物蛋白:Cry1Ab、Cry1Ac、Cry1Fa、Cry2Ab、mCry3A、Cry3Ab、Cry3Bb、Cry34/35Ab1;
O.12线粒体ATP合成酶抑制剂:杀螨硫隆(diafenthiuron)(O.12.1);唑环锡(azocyclotin)(O.12.2)、三环锡(cyhexatin)(O.12.3)、杀螨锡(fenbutatin oxide)(O.12.4)、克螨特(propargite)(O.12.5)、三氯杀螨砜(tetradifon)(O.12.6);
O.13经由质子梯度干扰的氧化磷酸化去偶剂:氟唑虫清(chlorfenapyr)(O.13.1)、二硝甲酚(DNOC)(O.13.2)、氟虫胺(sulfluramid)(O.13.3);
O.14烟碱乙酰胆碱受体(nAChR)通道阻断剂:杀虫磺(bensultap)(O.14.1)、巴丹(cartap hydrochloride)(O.14.2)、硫环杀(thiocyclam)(O.14.3)、杀虫单(thiosultapsodium)(O.14.4);
O.15 0型几丁质生物合成抑制剂:双三氟虫脲(bistrifluron)(O.15.1)、定虫隆(chlorfluazuron)(O.15.2)、氟脲杀(diflubenzuron)(O.15.3)、氟螨脲(flucycloxuron)(O.15.4)、氟虫脲(flufenoxuron)(O.15.5)、氟铃脲(hexaflumuron)(O.15.6)、氟丙氧脲(lufenuron)(O.15.7)、双苯氟脲(novaluron)(O.15.8)、多氟脲(noviflumuron)(O.15.9)、伏虫隆(teflubenzuron)(O.15.10)、杀虫隆(triflumuron)(O.15.11);
O.16 1型几丁质生物合成抑制剂:噻嗪酮(buprofezin)(O.16.1);
O.17蜕皮干扰剂:灭蝇胺(cyromazine)(O.17.1);
O.18蜕皮激素受体激动剂:甲氧苯酰肼(甲氧基fenozide)(O.18.1)、双苯酰肼(tebufenozide)(O.18.2)、特丁苯酰肼(halofenozide)(O.18.3)、呋喃虫酰肼(fufenozide)(O.18.4)、环虫酰肼(chromafenozide)(O.18.5);
O.19章鱼胺受体激动剂:虫螨脒(amitraz)(O.19.1);
O.20线粒体复合体III电子传输抑制剂:灭蚁腙(hydramethylnon)(O.20.1)、灭螨醌(acequinocyl)(O.20.2)、嘧螨酯(fluacrypyrim)(O.20.3);
O.21线粒体复合体I电子传输抑制剂:喹螨醚(fenazaquin)(O.21.1)、唑螨酯(fenpyroximate)(O.21.2)、嘧胺苯醚(pyrimidifen)(O.21.3)、哒螨酮(pyridaben)(O.21.4)、吡螨胺(tebufenpyrad)(O.21.5)、唑虫酰胺(tolfenpyrad)(O.21.6);鱼藤酮(rotenone)(O.21.7);
O.22电压依赖性钠通道阻断剂:二唑虫(indoxacarb)(O.22.1)、氰氟虫胺(metaflumizone)(O.22.2)、2-[2-(4-氰基苯基)-1-[3-(三氟甲基)苯基]亚乙基]-N-[4-(二氟甲氧基)苯基]氨基脲(O.22.3)、N-(3-氯-2-甲基苯基)-2-[(4-氯苯基)[4-[甲基(甲基磺酰基)氨基]苯基]亚甲基]氨基脲(O.22.4);
O.23乙酰CoA羧化酶抑制剂:螺螨酯(spirodiclofen)(O.23.1)、螺甲螨酯(spiromesifen)(O.23.2)、螺虫乙酯(spirotetramat)(O.23.3);
O.24线粒体复合体IV电子传输抑制剂:磷化铝(O.24.1)、二磷化三钙(O.24.2)、膦(O.24.3)、磷化锌(O.24.4);氰化物(O.24.5);
O.25线粒体复合体II电子传输抑制剂:cyenopyrafen(O.25.1)、丁氟螨酯(cyflumetofen)(O.25.2);
O.26鱼尼汀(Ryanodine)受体调节剂:氟虫酰胺(flubendiamide)(O.26.1)、氯虫酰胺(chlorantraniliprole)(O.26.2)、溴氰虫酰胺(cyantraniliprole)(O.26.3)、cyclaniliprole(O.26.4)、tetraniliprole(O.26.5);(R)-3-氯-N1-{2-甲基-4-[1,2,2,2–四氟-1-(三氟甲基)乙基]苯基}-N2-(1-甲基-2-甲基磺酰基乙基)邻苯二甲酰胺(O.26.6)、(S)-3-氯-N1-{2-甲基-4-[1,2,2,2–四氟-1-(三氟甲基)乙基]苯基}-N2-(1-甲基-2-甲基磺酰基乙基)邻苯二甲酰胺(O.26.7)、2-[3,5-二溴-2-({[3-溴-1-(3-氯吡啶-2-基)-1H-吡唑-5-基]羰基}氨基)苯甲酰基]-1,2-二甲基肼甲酸甲基酯(O.26.8);N-[4,6-二氯-2-[(二乙基-λ-4-亚硫烷基(sulfanylidene))氨基甲酰基]-苯基]-2-(3-氯-2-吡啶基)-5-(三氟甲基)吡唑-3-甲酰胺(O.26.9);N-[4-氯-2-[(二乙基-λ-4-亚硫烷基)氨基甲酰基]-6-甲基-苯基]-2-(3-氯-2-吡啶基)-5-(三氟甲基)吡唑-3-甲酰胺(O.26.10);N-[4-氯-2-[(二-2-丙基-λ-4-亚硫烷基)氨基甲酰基]-6-甲基-苯基]-2-(3-氯-2-吡啶基)-5-(三氟甲基)吡唑-3-甲酰胺(O.26.11);N-[4,6-二氯-2-[(二-2-丙基-λ-4-亚硫烷基)氨基甲酰基]-苯基]-2-(3-氯-2-吡啶基)-5-(三氟甲基)吡唑-3-甲酰胺(O.26.12);N-[4,6-二溴-2-[(二乙基-λ-4-亚硫烷基)氨基甲酰基]-苯基]-2-(3-氯-2-吡啶基)-5-(三氟甲基)吡唑-3-甲酰胺(O.26.13);N-[2-(5-氨基-1,3,4-噻二唑-2-基)-4-氯-6-甲基苯基]-3-溴-1-(3-氯-2-吡啶基)-1H-吡唑-5-甲酰胺(O.26.14);3-氯-1-(3-氯-2-吡啶基)-N-[2,4-二氯-6-[[(1-氰基-1-甲基乙基)氨基]羰基]苯基]-1H-吡唑-5-甲酰胺(O.26.15);3-溴-N-[2,4-二氯-6-(甲基氨基甲酰基)苯基]-1-(3,5-二氯-2-吡啶基)-1H-吡唑-5-甲酰胺(O.26.16);N-[4-氯-2-[[(1,1-二甲基乙基)氨基]羰基]-6-甲基苯基]-1-(3-氯-2-吡啶基)-3-(氟甲氧基)-1H-吡唑-5-甲酰胺(O.26.17);氯氟氰虫酰胺(cyhalodiamide)(O.26.18);
O.27.未知或不确定作用模式的杀虫活性化合物:afidopyropen(O.27.1)、afoxolaner(O.27.2)、印楝素(azadirachtin)(O.27.3)、磺胺螨酯(amidoflumet)(O.27.4)、苯螨特(benzoximate)(O.27.5)、联苯肼酯(bifenazate)(O.27.6)、broflanilide(O.27.7)、溴螨酯(bromopropylate)(O.27.8)、喹菌酮(chinomethionat)(O.27.9)、冰晶石(cryolite)(O.27.10)、dicloromezotiaz(O.27.11)、三氯杀螨醇(dicofol)(O.27.12)、嘧虫胺(flufenerim)(O.27.13)、flometoquin(O.27.14)、氟噻虫砜(fluensulfone)(O.27.15)、fluhexafon(O.27.16)、氟吡菌酰胺(fluopyram)(O.27.17)、氟吡呋喃酮(flupyradifurone)(O.27.18)、fluralaner(O.27.19)、虫酮(metoxadiazone)(O.27.20)、增效醚(piperonyl butoxide)(O.27.21)、pyflubumide(O.27.22)、啶虫丙醚(pyridalyl)(O.27.23)、pyrifluquinazon(O.27.24)、氟啶虫胺腈(sulfoxaflor)(O.27.25)、tioxazafen(O.27.26)、triflumezopyrim(O.27.27)、11-(4-氯-2,6-二甲基苯基)-12-羟基-1,4-二氧杂-9-氮杂双螺[4.2.4.2]-十四碳-11-烯-10-酮(O.27.28)、3-(4’-氟-2,4-二甲基联苯-3-基)-4-羟基-8-氧杂-1-氮杂螺[4.5]癸-3-烯-2-酮(O.27.28)、1-[2-氟-4-甲基-5-[(2,2,2-三氟乙基)亚磺酰基]苯基]-3-(三氟甲基)-1H-1,2,4-三唑-5-胺(O.27.29)、(E/Z)-N-[1-[(6-氯-3-吡啶基)甲基]-2-亚吡啶基]-2,2,2-三氟-乙酰胺(O.27.31);(E/Z)-N-[1-[(6-氯-5-氟-3-吡啶基)甲基]-2-亚吡啶基]-2,2,2-三氟-乙酰胺(O.27.32);(E/Z)-2,2,2-三氟-N-[1-[(6-氟-3-吡啶基)甲基]-2-亚吡啶基]乙酰胺(O.27.33);(E/Z)-N-[1-[(6-溴-3-吡啶基)甲基]-2-亚吡啶基]-2,2,2-三氟-乙酰胺(O.27.34);(E/Z)-N-[1-[1-(6-氯-3-吡啶基)乙基]-2-亚吡啶基]-2,2,2-三氟-乙酰胺(O.27.35);(E/Z)-N-[1-[(6-氯-3-吡啶基)甲基]-2-亚吡啶基]-2,2-二氟-乙酰胺(O.27.36);(E/Z)-2-氯-N-[1-[(6-氯-3-吡啶基)甲基]-2-亚吡啶基]-2,2-二氟-乙酰胺(O.27.37);(E/Z)-N-[1-[(2-氯嘧啶-5-基)甲基]-2-亚吡啶基]-2,2,2-三氟-乙酰胺(O.27.38);(E/Z)-N-[1-[(6-氯-3-吡啶基)甲基]-2-亚吡啶基]-2,2,3,3,3-五氟丙酰胺)(O.27.39);N-[1-[(6-氯-3-吡啶基)甲基]-2-亚吡啶基]-2,2,2-三氟硫代乙酰胺(O.27.40);N-[1-[(6-氯-3-吡啶基)甲基]-2-亚吡啶基]-2,2,2-三氟-N'-异丙基乙脒(O.27.41);fluazaindolizine(O.27.42);4-[5-(3,5-二氯苯基)-5-(三氟甲基)-4H-异唑-3-基]-2-甲基-N-(1-噻烷-3-基)苯甲酰胺(O.27.43);fluxametamide(O.27.44);5-[3-[2,6-二氯-4-(3,3-二氯烯丙氧基)苯氧基]丙氧基]-1H-吡唑(O.27.45);3-(苯甲酰基甲基氨基)-N-[2-溴-4-[1,2,2,3,3,3-六氟-1-(三氟甲基)丙基]-6-(三氟甲基)苯基]-2-氟-苯甲酰胺(O.27.46);3-(苯甲酰基甲基氨基)-2-氟-N-[2-碘-4-[1,2,2,2-四氟-1-(三氟甲基)乙基]-6-(三氟甲基)苯基]-苯甲酰胺(O.27.47);N-[3-[[[2-碘-4-[1,2,2,2-四氟-1-(三氟甲基)乙基]-6-(三氟甲基)苯基]氨基]羰基]苯基]-N-甲基-苯甲酰胺(O.27.48);N-[3-[[[2-溴-4-[1,2,2,2-四氟-1-(三氟甲基)乙基]-6-(三氟甲基)苯基]氨基]羰基]-2-氟苯基]-4-氟-N-甲基-苯甲酰胺(O.27.49);4-氟-N-[2-氟-3-[[[2-碘-4-[1,2,2,2-四氟-1-(三氟甲基)乙基]-6-(三氟甲基)苯基]氨基]羰基]苯基]-N-甲基-苯甲酰胺(O.27.50);3-氟-N-[2-氟-3-[[[2-碘-4-[1,2,2,2-四氟-1-(三氟甲基)乙基]-6(三氟甲基)苯基]氨基]羰基]苯基]-N-甲基-苯甲酰胺(O.27.51);2-氯-N-[3-[[[2-碘-4-[1,2,2,2-四氟-1-(三氟甲基)乙基]-6-(三氟甲基)苯基]氨基]羰基]苯基]-3-吡啶甲酰胺(O.27.52);4-氰基-N-[2-氰基-5-[[2,6-二溴-4-[1,2,2,3,3,3-六氟-1-(三氟甲基)丙基]苯基]氨基甲酰基]苯基]-2-甲基-苯甲酰胺(O.27.53);4-氰基-3-[(4-氰基-2-甲基-苯甲酰基)氨基]-N-[2,6-二氯-4-[1,2,2,3,3,3-六氟-1-(三氟甲基)丙基]苯基]-2-氟-苯甲酰胺(O.27.54);N-[5-[[2-氯-6-氰基-4-[1,2,2,3,3,3-六氟-1-(三氟甲基)丙基]苯基]氨基甲酰基]-2-氰基-苯基]-4-氰基-2-甲基-苯甲酰胺(O.27.55);N-[5-[[2-溴-6-氯-4-[2,2,2-三氟-1-羟基-1-(三氟甲基)乙基]苯基]氨基甲酰基]-2-氰基-苯基]-4-氰基-2-甲基-苯甲酰胺(O.27.56);N-[5-[[2-溴-6-氯-4-[1,2,2,3,3,3-六氟-1-(三氟甲基)丙基]苯基]氨基甲酰基]-2-氰基-苯基]-4-氰基-2-甲基-苯甲酰胺(O.27.57);4-氰基-N-[2-氰基-5-[[2,6-二氯-4-[1,2,2,3,3,3-六氟-1-(三氟甲基)丙基]苯基]氨基甲酰基]苯基]-2-甲基-苯甲酰胺(O.27.58);4-氰基-N-[2-氰基-5-[[2,6-二氯-4-[1,2,2,2-四氟-1-(三氟甲基)乙基]苯基]氨基甲酰基]苯基]-2-甲基-苯甲酰胺(O.27.59);N-[5-[[2-溴-6-氯-4-[1,2,2,2-四氟-1-(三氟甲基)乙基]苯基]氨基甲酰基]-2-氰基-苯基]-4-氰基-2-甲基-苯甲酰胺(O.27.60);2-(1,3-二烷-2-基)-6-[2-(3-吡啶基)-5-噻唑基]-吡啶(O.27.61);2-[6-[2-(5-氟-3-吡啶基)-5-噻唑基]-2-吡啶基]-嘧啶(O.27.62);2-[6-[2-(3-吡啶基)-5-噻唑基]-2-吡啶基]-嘧啶;N-甲基磺酰基-6-[2-(3-吡啶基)噻唑-5-基]吡啶-2-甲酰胺(O.27.63);N-甲基磺酰基-6-[2-(3-吡啶基)噻唑-5-基]吡啶-2-甲酰胺(O.27.64);N-乙基-N-[4-甲基-2-(3-吡啶基)噻唑-5-基]-3-甲硫基丙酰胺(O.27.65);N-甲基-N-[4-甲基-2-(3-吡啶基)噻唑-5-基]-3-甲硫基丙酰胺(O.27.66);N,2-二甲基-N-[4-甲基-2-(3-吡啶基)噻唑-5-基]-3-甲硫基丙酰胺(O.27.67);N-乙基-2-甲基-N-[4-甲基-2-(3-吡啶基)噻唑-5-基]-3-甲硫基丙酰胺(O.27.68);N-[4-氯-2-(3-吡啶基)噻唑-5-基]-N-乙基-2-甲基-3-甲硫基丙酰胺(O.2769.);N-[4-氯-2-(3-吡啶基)噻唑-5-基]-N,2-二甲基-3-甲硫基丙酰胺(O.27.70);N-[4-氯-2-(3-吡啶基)噻唑-5-基]-N-甲基-3-甲硫基丙酰胺(O.27.71);N-[4-氯-2-(3-吡啶基)噻唑-5-基]-N-乙基-3-甲硫基丙酰胺(O.27.72);1-[(6-氯-3-吡啶基)甲基]-1,2,3,5,6,7-六氢-5-甲氧基-7-甲基-8-硝基-咪唑并[1,2-a]吡啶(O.27.73);1-[(6-氯吡啶-3-基)甲基]-7-甲基-8-硝基-1,2,3,5,6,7-六氢咪唑并[1,2-a]吡啶-5-醇(O.27.74);1-异丙基-N,5-二甲基-N-哒嗪-4-基-吡唑-4-甲酰胺(O.27.75);1-(1,2-二甲基丙基)-N-乙基-5-甲基-N-哒嗪-4-基-吡唑-4-甲酰胺(O.27.76);N,5-二甲基-N-哒嗪-4-基-1-(2,2,2-三氟-1-甲基-乙基)吡唑-4-甲酰胺(O.27.77);1-[1-(1-氰基环丙基)乙基]-N-乙基-5-甲基-N-哒嗪-4-基-吡唑-4-甲酰胺(O.27.78);N-乙基-1-(2-氟-1-甲基-丙基)-5-甲基-N-哒嗪-4-基-吡唑-4-甲酰胺(O.27.79);1-(1,2-二甲基丙基)-N,5-二甲基-N-哒嗪-4-基-吡唑-4-甲酰胺(O.27.80);1-[1-(1-氰基环丙基)乙基]-N,5-二甲基-N-哒嗪-4-基-吡唑-4-甲酰胺(O.27.81);N-甲基-1-(2-氟-1-甲基-丙基]-5-甲基-N-哒嗪-4-基-吡唑-4-甲酰胺(O.27.82);1-(4,4-二氟环己基)-N-乙基-5-甲基-N-哒嗪-4-基-吡唑-4-甲酰胺(O.27.83;1-(4,4-二氟环己基)-N,5-二甲基-N-哒嗪-4-基-吡唑-4-甲酰胺(O.27.84)、N-(1-甲基乙基)-2-(3-吡啶基)-2H-吲唑-4-甲酰胺(O.27.85);N-环丙基-2-(3-吡啶基)-2H-吲唑-4-甲酰胺(O.27.86);N-环己基-2-(3-吡啶基)-2H-吲唑-4-甲酰胺(O.27.87);2-(3-吡啶基)-N-(2,2,2-三氟乙基)-2H-吲唑-4-甲酰胺(O.27.88);2-(3-吡啶基)-N-[(四氢-2-呋喃基)甲基]-2H-吲唑-5-甲酰胺(O.27.89);2-[[2-(3-吡啶基)-2H-吲唑-5-基]羰基]肼甲酸甲基酯(O.27.90);N-[(2,2-二氟环丙基)甲基]-2-(3-吡啶基)-2H-吲唑-5-甲酰胺(O.27.91);N-(2,2-二氟丙基)-2-(3-吡啶基)-2H-吲唑-5-甲酰胺(O.27.92);2-(3-吡啶基)-N-(2-嘧啶基甲基)-2H-吲唑-5-甲酰胺(O.27.93);N-[(5-甲基-2-吡嗪基)甲基]-2-(3-吡啶基)-2H-吲唑-5-甲酰胺(O.27.94)、N-[3-氯-1-(3-吡啶基)吡唑-4-基]-N-乙基-3-(3,3,3-三氟丙基硫基)丙酰胺(O.27.95);N-[3-氯-1-(3-吡啶基)吡唑-4-基]-N-乙基-3-(3,3,3-三氟丙基亚磺酰基)丙酰胺(O.27.96);N-[3-氯-1-(3-吡啶基)吡唑-4-基]-3-[(2,2-二氟环丙基)甲基硫基]-N-乙基-丙酰胺(O.27.97);N-[3-氯-1-(3-吡啶基)吡唑-4-基]-3-[(2,2-二氟环丙基)甲基亚磺酰基]-N-乙基-丙酰胺(O.27.98);sarolaner(O.27.99)、lotilaner(O.27.100)。
称为组分2的活性物质、其制备及其例如对抗有害真菌的活性是已知的(参见:http://www.alanwood.net/pesticides/);这些物质可市购。由IUPAC命名法描述的化合物、其制备及其农药活性也是已知的(参见Can.J.Plant Sci.48(6),587-94,1968;EP-A141 317;EP-A 152 031;EP-A 226 917;EP-A 243 970;EP-A 256 503;EP-A 428 941;EP-A532 022;EP-A 1 028 125;EP-A 1 035 122;EP-A 1 201 648;EP-A 1 122 244,JP2002316902;DE 19650197;DE 10021412;DE 102005009458;US 3,296,272;US 3,325,503;WO 98/46608;WO 99/14187;WO 99/24413;WO 99/27783;WO 00/29404;WO 00/46148;WO00/65913;WO 01/54501;WO 01/56358;WO 02/22583;WO 02/40431;WO 03/10149;WO 03/11853;WO 03/14103;WO 03/16286;WO 03/53145;WO 03/61388;WO 03/66609;WO 03/74491;WO 04/49804;WO 04/83193;WO 05/120234;WO 05/123689;WO 05/123690;WO 05/63721;WO 05/87772;WO 05/87773;WO 06/15866;WO 06/87325;WO 06/87343;WO 07/82098;WO 07/90624,WO 10/139271,WO 11/028657,WO 12/168188,WO 07/006670,WO 11/77514;WO 13/047749,WO 10/069882,WO 13/047441,WO 03/16303,WO 09/90181,WO 13/007767,WO 13/010862,WO 13/127704,WO 13/024009,WO 13/24010,WO 13/047441,WO 13/162072,WO 13/092224,WO 11/135833,CN 1907024,CN 1456054,CN 103387541,CN1309897,WO 12/84812,CN 1907024,WO 09094442,WO 14/60177,WO 13/116251,WO 08/013622,WO 15/65922,WO 94/01546,EP 2865265,WO 07/129454,WO 12/165511,WO 11/081174,WO 13/47441)。
此外,本发明涉及包含至少一种化合物I(组分1)和至少一种例如选自上述A)-O)组,尤其是一种其他杀真菌剂,例如一种或多种选自A)-K)组的杀真菌剂的可用于植物保护的其他活性物质(组分2)以及需要的话一种合适的溶剂或固体载体的混合物的农化组合物。这些混合物特别令人感兴趣,因为它们中的许多在相同施用率下对有害真菌显示出更高效力。此外,用化合物I和至少一种选自上述A)-K)组的杀真菌剂的混合物防除有害真菌比用单独的化合物I或选自A)-K)组的单独杀真菌剂防除那些真菌更有效。
通过将化合物I与至少一种选自A)-O)组的活性物质一起施用,可以得到协同增效效果,即得到的效果大于单独效果的简单加和(协同增效混合物)。
这可以通过同时,即联合(例如作为桶混物)或分开,或依次施用化合物I和至少一种其他活性物质而得到,其中选择各次施用之间的时间间隔以确保最初施用的活性物质在施用其他活性物质时仍以足够量存在于作用位置。施用顺序对本发明的实施并不重要。
当依次施用化合物I和农药II时,两次施用之间的时间可以在例如2小时至7天间变化。0.25小时至30天,优选0.5小时至14天,特别是1小时至7天或1.5小时至5天,甚至更优选2小时至1天的更宽范围也是可能的。
在本发明的二元混合物和组合物中,组分1)和组分2)的重量比通常取决于所用活性物质的性能,经常为1:10,000-10,000:1,通常为1:100-100:1,常常为1:50-50:1,优选1:20-20:1,更优选1:10-10:1,甚至更优选1:4-4:1,尤其是1:2-2:1。
根据二元混合物和组合物的其他实施方案,组分1)和组分2)的重量比通常为1000:1-1:1,常常为100:1-1:1,经常为50:1-1:1,优选20:1-1:1,更优选10:1-1:1,甚至更优选4:1-1:1,尤其是2:1-1:1。
根据二元混合物和组合物的其他实施方案,组分1)和组分2)的重量比通常为1:1-1:1000,常常为1:1-1:100,经常为1:1-1:50,优选1:1-1:20,更优选1:1-1:10,甚至更优选1:1-1:4,尤其是1:1-1:2。
在三元混合物,即包含组分1)、组分2)和化合物III(组分3)的本发明组合物中,组分1)和组分2)的重量比取决于所用活性物质的性能,通常为1:100-100:1,常常为1:50-50:1,优选1:20-20:1,更优选1:10-10:1,尤其是1:4-4:1,且组分1)和组分3)的重量比通常为1:100-100:1,常常为1:50-50:1,优选1:20-20:1,更优选1:10-10:1,尤其是1:4-4:1。
需要的话,任何其他活性组分以20:1-1:20的比例加入组分1)中。
这些比例也适合通过种子处理施用的本发明混合物。
还优选如下混合物,其包含作为组分2)的至少一种选自组A)中的Qo位点的配合物III抑制剂,更优选选自化合物(A.1.1)、(A.1.4)、(A.1.8)、(A.1.9)、(A.1.10)、(A.1.12)、(A.1.13)、(A.1.14)、(A.1.17)、(A.1.21)、(A.1.24)、(A.1.25)、(A.1.26)、(A.1.27)、(A.1.30)、(A.1.31)、(A.1.32)、(A.1.34)和(A.1.35);特别是选自(A.1.1)、(A.1.4)、(A.1.8)、(A.1.9)、(A.1.13)、(A.1.14)、(A.1.17)、(A.1.24)、(A.1.25)、(A.1.26)、(A.1.27)、(A.1.30)、(A.1.31)、(A.1.32)、(A.1.34)和(A.1.35)的活性物质。
还优选如下混合物,其包含作为组分2)的至少一种选自组A)中的Qi位点的配合物III抑制剂,更优选选自化合物(A.2.1)、(A.2.3)和(A.2.4);特别是选自(A.2.3)和(A.2.4)的活性物质。
还优选如下混合物,其包含作为组分2)的至少一种选自组A)中的配合物II的抑制剂,更优选选自化合物(A.3.2)、(A.3.3)、(A.3.4)、(A.3.7)、(A.3.9)、(A.3.11)、(A.3.12)、(A.3.15)、(A.3.16)、(A.3.17)、(A.3.18)、(A.3.19)、(A.3.20)、(A.3.21)、(A.3.22)、(A.3.23)、(A.3.24)、(A.3.25)、(A.3.27)、(A.3.28)、(A.3.29)、(A.3.31)、(A.3.32)、(A.3.33)、(A.3.34)、(A.3.35)、(A.3.36)、(A.3.37)、(A.3.38)和(A.3.39);特别是选自(A.3.2)、(A.3.3)、(A.3.4)、(A.3.7)、(A.3.9)、(A.3.12)、(A.3.15)、(A.3.17)、(A.3.19)、(A.3.22)、(A.3.23)、(A.3.24)、(A.3.25)、(A.3.27)、(A.3.29)、(A.3.31)、(A.3.32)、(A.3.33)、(A.3.34)、(A.3.35)、(A.3.36)、(A.3.37)、(A.3.38)和(A.3.39)的活性物质。
还优选如下混合物,其包含作为组分2)的至少一种选自组A)中的其他呼吸抑制剂,更优选选自化合物(A.4.5)和(A.4.11);特别是(A.4.11)的活性物质。
还优选如下混合物,其包含作为组分2)的至少一种选自组B)中的C14脱甲基酶抑制剂,更优选选自化合物(B.1.4)、(B.1.5)、(B.1.8)、(B.1.10)、(B.1.11)、(B.1.12)、(B.1.13)、(B.1.17)、(B.1.18)、(B.1.21)、(B.1.22)、(B.1.23)、(B.1.25)、(B.1.26)、(B.1.29)、(B.1.34)、(B.1.37)、(B.1.38)、(B.1.43)和(B.1.46);特别是选自(B.1.5)、(B.1.8)、(B.1.10)、(B.1.17)、(B.1.22)、(B.1.23)、(B.1.25)、(B.1.33)、(B.1.34)、(B.1.37)、(B.138)、(B.1.43)和(B.1.46)的活性物质。
还优选如下混合物,其包含作为组分2)的至少一种选自组B)中的δ14-还原酶抑制剂,更优选选自化合物(B.2.4)、(B.2.5)、(B.2.6)和(B.2.8);特别是(B.2.4)的活性物质。
还优选如下混合物,其包含作为组分2)的至少一种选自组C)中的苯基酰胺和酰基氨基酸杀真菌剂,更优选选自化合物(C.1.1)、(C.1.2)、(C.1.4)和(C.1.5);特别是选自(C.1.1)和(C.1.4)的活性物质。
还优选如下混合物,其包含作为组分2)的至少一种选自组C)中的其他核酸合成抑制剂,更优选选自化合物(C.2.6),(C.2.7)和(C.2.8)的活性物质。
还优选如下混合物,其包含作为组分2)的至少一种选自组D),更优选选自化合物(D.1.1)、(D.1.2)、(D.1.5)、(D.2.4)和(D.2.6);特别是选自(D.1.2)、(D.1.5)和(D.2.6)的活性物质。
还优选如下混合物,其包含作为组分2)的至少一种选自组E),更优选选自化合物(E.1.1)、(E.1.3)、(E.2.2)和(E.2.3);特别是(E.1.3)的活性物质。
还优选如下混合物,其包含作为组分2)的至少一种选自组F),更优选选自化合物(F.1.2)、(F.1.4)和(F.1.5)的活性物质。
还优选如下混合物,其包含作为组分2)的至少一种选自组G),更优选选自化合物(G.3.1)、(G.3.3)、(G.3.6)、(G.5.1)、(G.5.2)、(G.5.3)、(G.5.4)、(G.5.5)、G.5.6)、G.5.7)、(G.5.8)、(G.5.9)、(G.5.10)和(G.5.11);特别是选自(G.3.1)、(G.5.1)、(G.5.2)和(G.5.3)的活性物质。
还优选如下混合物,其包含作为组分2)的至少一种选自组H),更优选选自化合物(H.2.2)、(H.2.3)、(H.2.5)、(H.2.7)、(H.2.8)、(H.3.2)、(H.3.4)、(H.3.5)、(H.4.9)和(H.4.10);特别是选自(H.2.2)、(H.2.5)、(H.3.2)、(H.4.9)和(H.4.10)的活性物质。
还优选如下混合物,其包含作为组分2)的至少一种选自组I),更优选选自化合物(I.2.2)和(I.2.5)的活性物质。
还优选如下混合物,其包含作为组分2)的至少一种选自组J),更优选选自化合物(J.1.2)、(J.1.5)和(J.1.8);特别是(J.1.5)的活性物质。
还优选如下混合物,其包含作为组分2)的至少一种选自组K),更优选选自化合物(K.1.41)、(K.1.42)、(K.1.44)、(K.1.45)、(K.1.47)和(K.1.49);特别是选自(K.1.41)、(K.1.44)、(K.1.45)、(K.1.47)和(K.1.49)的活性物质。
因此,本发明此外涉及包含一种式I化合物(组分1)和一种农药II(组分2)的混合物,其中农药II选自表B第B-1至B-727行的“Co.2”一栏。
另一实施方案涉及表B中所列混合物B-1至B-727,其中表B的一行在每种情况下对应于包含作为活性组分的一种如下文表I中定义的式I化合物,即如上表1-8中所定义的化合物I.A.A-1至I.A.A-973、I.B.A-1至I.B.A-973、I.C.A-1至I.C.A-973、I.D.A-1至I.D.A-973、I.E.A-1至I.E.A-973、I.F.A-1至I.F.A-973、I.G.A-1至I.G.A-973和I.H.A-1至I.H.A-973(栏“Co.1”中的组分1)和在该行中所述选自A)-O)组的相应农药II(组分2)的杀真菌混合物。
另一实施方案涉及表B中所列混合物B-1至B-727,其中表B的一行在每种情况下对应于包含作为活性组分的一种如下文表I中定义的式I化合物Ex-1至Ex-9(栏“Co.1”中的组分1)和在该行中所述选自A)-O)组的相应农药II(组分2)的杀真菌混合物。
优选表B中所述组合物以协同增效有效量包含活性组分。
表B:包含作为活性组分的一种列举的式I化合物(在Co.1栏中)和作为组分2)的一种选自A)-O)组的农药(在Co.2栏中)[例如对于如上定义的腈嘧菌酯将其编码为(A.1.1)]的混合物。
活性物质的混合物可以通过常规方法,例如通过对化合物I的组合物所给方法制备成除了活性成分外还包含至少一种惰性成分(助剂)的组合物。
关于该类组合物的常规成分,参考对含有化合物I的组合物所给解释。
本发明活性物质的混合物适合作为杀真菌剂,正如式I化合物那样。它们的特征在于对宽范围的植物病原性真菌,尤其是选自子囊菌纲(Ascomycetes)、担子菌纲(Basidiomycetes)、半知菌纲(Deuteromycetes)和Peronosporomycetes(同义词卵菌纲(Oomycetes))的真菌具有显著的效力。此外,分别参考有关化合物以及含有化合物I的组合物的杀真菌活性的解释。
I.合成实施例
式I化合物可根据下文所述方法制备。
I.1)4-(1-氨基环丙基)苄腈的制备
在-70℃下向1,4-二氰基苯(100g)在CH2Cl2(3.5L)中的溶液中滴加Ti(OiPr)4(229mL,1.0eq),然后滴加EtMgBr(3M,在Et2O中,470mL,1.4eq)。将反应混合物缓慢温热至20℃并搅拌3.5小时。加入BF3.Et2O(173mL,1.4eq)并将混合物在20℃下搅拌24小时。用水(2L)淬灭反应,随后加入1N HCl水溶液(200mL)并分离。将水层用CH2Cl2(1L)洗涤1次,然后用NaOH水溶液(10N)调节至使悬浮液通过硅藻土过滤,将滤饼用水和EtOAc洗涤。水相用EtOAc萃取。将有机层合并,用盐水洗涤,在Na2SO4上干燥,过滤并浓缩。通过硅胶层析(CH2Cl2:MeOH=20:1)纯化残余物,得到呈黄色固体状的标题化合物(16.8g,14%)。
1H NMR(400MHz,DMSO-d6,298K):δ[ppm]=0.99-1.03(m,2H),1.05-1.10(m,2H),2.40(br.s,2H),7.45-7.50(m,2H),7.68-7.73(m,2H).I.2)N-[1-(4-氰基苯基)环丙基]乙酰胺的制备
将步骤I.1)中得到的胺(1.5g)在Ac2O(30mL)中的溶液在60℃下搅拌12小时。TLC显示原料完全消耗,并浓缩反应液而得到黄色固体状的相应乙酰胺(1.8g,89%)。
1H NMR(400MHz,DMSO-d6,298K):δ[ppm]=1.18-1.23(m,2H),1.25-1.30(m,2H),1.87(s,3H),7.26(d,2H),7.72(d,2H),8.64(s,1H).I.3)N-[1-[4-(N'-羟基甲脒基)苯基]环丙基]乙酰胺的制备
将步骤I.2)中得到的乙酸盐(2.0g,1.0eq)、NH2OH.HCl(1.74g,2.5eq)和Na2CO3(2.6g,2.5eq)在EtOH(50mL)和H2O(10mL)中的混合物在80℃下在回流下搅拌12小时。将溶剂蒸发至干,并将残余物用水(3×30mL)洗涤。收集所得沉淀并减压干燥而得到黄色固体状的标题化合物(1.8g,77%)。
1H NMR(400MHz,DMSO-d6,298K):δ[ppm]=1.10-1.13(m,2H),1.15(m,2H),1.84(s,3H),5.72(br.s,2H),7.04-7.13(m,2H),7.50-7.60(m,2H),8.55(s,1H),9.53(s,1H).
I.4)N-[1-[4-[5-(三氟甲基)-1,2,4-二唑-3-基]苯基]-环丙基]乙酰胺的制备
在环境温度下,向步骤I.3)中得到的脒(1.8g,1.0eq)在CHCl3(200mL)和吡啶(3mL)中的溶液中加入三氟乙酸酐(3.0g,在2mL CHCl3中)。在4小时后,LCMS显示原料完全转化,并将混合物倒入H2O(50mL)中。通过加入HCl水溶液(3N)将水相调节至pH~4-5,并将混合物用CH2Cl2(30mL)萃取。将有机相在Na2SO4上干燥,过滤并浓缩。将粗产物悬浮于石油醚中并过滤,得到白色固体状的目标化合物(1.8g,79%)。
1H NMR(400MHz,DMSO-d6,298K):δ[ppm]=1.17-1.24(m,2H),1.25-1.35(m,2H),1.88(s,3H),7.30-7.35(m,2H),7.92-7.98(m,2H),8.65(s,1H).
以类似方式制备表I中所列的化合物。
表I:式I.A的化合物Ex-1至Ex-9,其中R1和R2的含义如各行所定义。
*HPLC:高效液相色谱;HPLC柱Kinetex XB C18 1.7μ(50×2.1mm);洗脱液:乙腈/水+0.1%三氟乙酸(在60℃下1.5分钟内梯度为5:95-100:0,1.5分钟内流动梯度为0.8-1.0ml/min)。MS:四极杆电喷雾电离,80V(正极模式)。
Rt:保留时间,以分钟计。
II.杀真菌活性的生物学实施例
式I化合物的杀真菌作用由下列试验证实:
玻璃房试验
喷雾溶液在几个步骤中制备:储备溶液如下制备:将溶剂-乳化剂关系为99:1的丙酮和/或二甲亚砜和基于乙氧基化烷基酚的润湿剂/乳化剂Wettol的混合物加入25mg化合物而得到5ml的总量。然后加入水至总量为100ml。将该储备溶液用所述溶剂-乳化剂-水混合物稀释至给定浓度。应用实施例II.1:对大豆上由豆薯层锈菌(Phakopsora pachyrhizi)引起的大豆锈病的治疗作用
将盆栽大豆秧苗的叶子用豆薯层锈菌的孢子接种。为了确保人工接种成功,将植株转移到相对湿度约95%和20-24℃的潮湿室中并保持24小时。第二天,将植株用含有如下所述的浓度的活性成分或其混合物的含水悬浮液喷雾至滴流。使植株空气干燥。然后,将测试植株在23-27℃和60-80%相对湿度下在温室中培养14天。以患病叶面积%肉眼评价叶子上的真菌侵袭程度。
在该测试中,已用32ppm活性化合物Ex-2、Ex-3处理的植株显示出至多2%的患病叶面积,而未经处理的植株显示出100%的患病叶面积。应用实施例II.2:对大豆上由豆薯层锈菌(Phakopsora pachyrhizi)引起的大豆锈病的保护性防治
将盆栽大豆秧苗的叶子用含有如下所述的浓度的活性成分或其混合物的含水悬浮液喷雾至滴流。使植株空气干燥。将测试植株在23-27℃和60-80%相对湿度下在温室中培养2天。然后将植株用豆薯层锈菌的孢子接种。为了确保人工接种成功,将植株转移到相对湿度约95%和20-24℃的潮湿室中并保持24小时。将测试植株在23-27℃和60-80%相对湿度下在温室中培养14天。以患病叶面积%肉眼评价叶子上的真菌侵袭程度。
在该测试中,已用32ppm活性化合物Ex-2、Ex-3、Ex-6处理的植株显示出至多7%的患病叶面积,而未经处理的植株显示出90%的患病叶面积。
应用实施例II.3:对小麦上由小麦叶锈菌(Puccinia recondita)引起的褐锈病的治疗性防治。
将盆栽小麦秧苗的首先发育的2片叶子用小麦叶锈菌的孢子接种。为了确保人工接种成功,将植株转移到不含光且相对湿度95-99%和20-24℃的潮湿室中并保持24小时。第二天,将植株在20-24℃和65-70%相对湿度下在温室中培养3天。然后,将植株用含有如下所述的浓度的活性成分或其混合物的含水悬浮液喷雾至滴流。使植株空气干燥。然后,将测试植株在20-24℃和65-70%相对湿度下在温室中培养8天。以患病叶面积%肉眼评价叶子上的真菌侵袭程度。
在该试验中,已用63ppm的活性化合物Ex-2处理的植株显示出1%的患病叶面积,而未经处理的植株显示出90%的患病叶面积。
应用实施例II.4:对小麦上由小麦叶锈菌(Puccinia recondita)引起的褐锈病的预防性防治。
将盆栽小麦秧苗的首先发育的2片叶子用含有如下所述的浓度的活性成分或其混合物的含水悬浮液喷雾至滴流。第二天,将植株用小麦叶锈菌的孢子接种。为了确保人工接种成功,将植株转移到不含光且相对湿度95-99%和20-24℃的潮湿室中并保持24小时。然后,将测试植株在20-24℃和65-70%相对湿度下在温室中培养6天。以患病叶面积%肉眼评价叶子上的真菌侵袭程度。
在该试验中,已用63ppm的活性化合物Ex-2处理的植株显示出2%的患病叶面积,而未经处理的植株显示出90%的患病叶面积。
Claims (11)
1.式I化合物或其N-氧化物或可农用盐:
其中:
A为苯基或5或6员芳族杂环,其中所述杂环的环成员原子除碳原子之外还包括1、2、3或4个选自N、O和S的杂原子作为环成员原子;并且其中环状基团A未被取代或被1、2、3或4个相同或不同的基团RA取代;其中
RA为卤素、氰基、NO2、OH、NH2、SH、二C1-C6烷基氨基、C1-C6烷基、C1-C6烷氧基、C1-C6烷硫基、C1-C6烷基亚磺酰基、C1-C6烷基磺酰基、C2-C6链烯基、C2-C6炔基、C3-C8环烷基或C3-C8环烷氧基;
并且其中任何脂族或环状结构部分未被取代或被1、2、3或4个相同或不同的基团Ra取代;其中
Ra为卤素、氰基、NO2、OH、SH、NH2、C1-C6烷基、C1-C6卤代烷基、C1-C6烷氧基、C1-C6卤代烷氧基、C1-C6烷硫基、C1-C6卤代烷硫基或C3-C8环烷基、C1-C4烷氧基-C1-C4烷基;
R1、R2彼此独立地为氢、C1-C6烷基、C2-C6链烯基、C2-C6炔基、C3-C6环烷基、C3-C6环烯基、C(=O)-(C1-C6烷基)、C(=O)-(C1-C6烷氧基)、苯基-C1-C4烷基、杂芳基-C1-C4烷基、苯基、萘基或3-10员饱和、部分不饱和或芳族单环或双环杂环,其中所述单环或双环杂环的环成员原子除碳原子之外还进一步包括1、2、3或4个选自N、O和S的杂原子作为环成员原子,并且其中所述杂环的1或2个碳环成员原子可被1或2个独立地选自C(=O)和C(=S)的基团替代;并且其中在杂芳基-C1-C4烷基中的杂芳基为5或6员芳族杂环,其中所述杂环的环成员原子除碳原子之外包括1、2、3或4个选自N、O和S的杂原子作为环成员原子;并且其中任何上述脂族或环状基团未被取代或被1、2、3个或至多最大可能数目的相同或不同的基团R1a取代;
或者R1和R2与其键合的氮原子一起形成饱和或部分不饱和单环或双环3-7员杂环,其中所述杂环除一个氮原子和一个或多个碳原子之外不含其他杂原子或还包括1、2或3个独立地选自N、O和S的其他杂原子作为环成员原子;并且其中所述杂环的一个或两个CH2基团可被一个或两个独立地选自C(=O)和C(=S)的组的基团替代;并且其中所述杂环未被取代或带有1、2、3、4个或至多最大可能数目的相同或不同的基团R1a;其中
R1a为卤素、氰基、NO2、OH、SH、NH2、C1-C6烷基、C1-C6卤代烷基、C1-C6烷氧基、C1-C6卤代烷氧基、C1-C6烷硫基、C1-C6卤代烷硫基、C3-C8环烷基、NHSO2-C1-C4烷基、(C=O)-C1-C4烷基、C(=O)-C1-C4烷氧基或C1-C6烷基磺酰基;
R3和R4与其所键合的氮原子一起形成3-7员碳环或饱和3-6员杂环,其中所述杂环除碳原子之外还包括1、2或3个独立地选自N-RN、S、S(=O)、S(=O)2和O的杂原子作为环成员原子;其中
RN为H、C1-C6烷基、SO2CH3、SO2C6H4CH3SO2-芳基;
其中所述环的1或2个CH2基团可被1或2个独立地选自C(=O)和C(=S)的组的基团替代;并且其中碳环、杂环和芳基未被取代或带有1、2、3、4个或至多最大可能数目的相同或不同的基团R3a;其中
R3a为卤素、氰基、NO2、OH、SH、NH2、C1-C6烷基、C1-C6卤代烷基、C1-C6烷氧基、C1-C6卤代烷氧基、C1-C6烷硫基、C1-C6卤代烷硫基、C3-C8环烷基、NHSO2-C1-C4烷基、-(C=O)-C1-C4烷基、C(=O)-C1-C4烷氧基或C1-C6烷基磺酰基。
2.根据权利要求1的化合物,其中A为苯基环,其未被取代或被1、2、3或4个相同或不同的基团RA取代;其中RA为卤素、氰基、C1-C6烷基、C1-C6卤代烷基、C1-C6烷氧基或C1-C6卤代烷氧基。
3.根据权利要求1或2的化合物,其中A为苯基环,其未被取代。
4.根据权利要求1的化合物,其中A为噻吩环,其未被取代。
5.根据权利要求1-4中任一项的化合物,其中R1、R2彼此独立地为氢、C1-C6烷基、C2-C6链烯基、C2-C6炔基、C3-C8环烷基、C(=O)-(C1-C6烷基)或C(=O)-(C1-C6烷氧基);并且其中任何脂族或环状基团未被取代或被1、2、3、4个或至多最大可能数目的如权利要求1所定义的相同或不同的基团R1a取代。
6.根据权利要求1-5中任一项的化合物,其中R3和R4与其所键合的碳原子一起形成3-7员碳环,其中所述环的1或2个CH2基团可被1或2个独立地选自C(=O)和C(=S)的组的基团替代;并且其中所述碳环未被取代或带有1、2、3、4个或至多最大可能数目的相同或不同的基团R3a;其中
R3a为卤素、氰基、NO2、OH、SH、NH2、C1-C6烷基、C1-C6卤代烷基、C1-C6烷氧基、C1-C6卤代烷氧基、C1-C6烷硫基、C1-C6卤代烷硫基、C3-C8环烷基、NHSO2-C1-C4烷基、(C=O)-C1-C4烷基、C(=O)-C1-C4烷氧基或C1-C6烷基磺酰基。
7.一种混合物,包含至少一种根据权利要求1-6中任一项的式I化合物和至少一种选自由除草剂、安全剂、杀真菌剂、杀虫剂和植物生长调节剂组成的组的其他农药活性物质。
8.一种农化组合物,其包含助剂和至少一种根据权利要求1-6中任一项的式I化合物或其N-氧化物或可农用盐。
9.根据权利要求8的农化组合物,其所述助剂选自阴离子、阳离子和非离子表面活性剂的组。
10.根据权利要求8或9的农化组合物,其进一步包含种子,其中式I化合物或其N-氧化物或可农用盐的量为0.1g至10kg/100kg种子。
11.一种用于防除植物病原性有害真菌的方法,所述方法包括用有效量的至少一种如权利要求1-6中任一项所定义的式I化合物或其N-氧化物或可农用盐处理真菌或要保护以防真菌侵袭的材料、植物、土壤或种子。
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2016
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- 2016-11-16 BR BR112018008413A patent/BR112018008413A2/pt active Search and Examination
- 2016-11-16 JP JP2018525742A patent/JP2019502661A/ja not_active Withdrawn
- 2016-11-16 CR CR20180332A patent/CR20180332A/es unknown
- 2016-11-16 US US15/777,281 patent/US10499644B2/en not_active Expired - Fee Related
- 2016-11-16 AU AU2016355949A patent/AU2016355949A1/en not_active Abandoned
- 2016-11-16 EA EA201891153A patent/EA201891153A1/ru unknown
- 2016-11-16 WO PCT/EP2016/077816 patent/WO2017085098A1/en active Application Filing
- 2016-11-16 EP EP16797867.5A patent/EP3376867A1/en not_active Withdrawn
- 2016-11-16 KR KR1020187017224A patent/KR20180083417A/ko not_active Withdrawn
- 2016-11-16 MX MX2018006235A patent/MX2018006235A/es unknown
- 2016-11-16 CA CA3003946A patent/CA3003946A1/en not_active Abandoned
- 2016-11-18 AR ARP160103552A patent/AR106762A1/es unknown
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- 2018-06-13 ZA ZA2018/03947A patent/ZA201803947B/en unknown
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| CN108137517A (zh) * | 2015-10-02 | 2018-06-08 | 先正达参股股份有限公司 | 杀微生物的噁二唑衍生物 |
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Also Published As
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| IL259161A (en) | 2018-06-28 |
| CR20180332A (es) | 2018-10-18 |
| EA201891153A1 (ru) | 2018-11-30 |
| MX2018006235A (es) | 2018-08-01 |
| WO2017085098A1 (en) | 2017-05-26 |
| JP2019502661A (ja) | 2019-01-31 |
| AR106762A1 (es) | 2018-02-14 |
| CA3003946A1 (en) | 2017-05-26 |
| CL2018001348A1 (es) | 2018-06-22 |
| ZA201803947B (en) | 2019-09-25 |
| US10499644B2 (en) | 2019-12-10 |
| KR20180083417A (ko) | 2018-07-20 |
| CO2018005382A2 (es) | 2018-05-31 |
| AU2016355949A1 (en) | 2018-05-10 |
| BR112018008413A2 (pt) | 2018-10-23 |
| EP3376867A1 (en) | 2018-09-26 |
| US20180325114A1 (en) | 2018-11-15 |
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