CN103155942B - 基于唑并嘧啶基胺的杀真菌混合物 - Google Patents
基于唑并嘧啶基胺的杀真菌混合物 Download PDFInfo
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- CN103155942B CN103155942B CN201310070474.9A CN201310070474A CN103155942B CN 103155942 B CN103155942 B CN 103155942B CN 201310070474 A CN201310070474 A CN 201310070474A CN 103155942 B CN103155942 B CN 103155942B
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- 235000013353 coffee beverage Nutrition 0.000 description 1
- 244000038559 crop plants Species 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
- HAORKNGNJCEJBX-UHFFFAOYSA-N cyprodinil Chemical compound N=1C(C)=CC(C2CC2)=NC=1NC1=CC=CC=C1 HAORKNGNJCEJBX-UHFFFAOYSA-N 0.000 description 1
- DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- MNNHAPBLZZVQHP-UHFFFAOYSA-N diammonium hydrogen phosphate Chemical compound [NH4+].[NH4+].OP([O-])([O-])=O MNNHAPBLZZVQHP-UHFFFAOYSA-N 0.000 description 1
- 125000003963 dichloro group Chemical group Cl* 0.000 description 1
- 125000004772 dichloromethyl group Chemical group [H]C(Cl)(Cl)* 0.000 description 1
- YEJGPFZQLRMXOI-PKEIRNPWSA-N diclocymet Chemical compound N#CC(C(C)(C)C)C(=O)N[C@H](C)C1=CC=C(Cl)C=C1Cl YEJGPFZQLRMXOI-PKEIRNPWSA-N 0.000 description 1
- 239000002283 diesel fuel Substances 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- UZBQIPPOMKBLAS-UHFFFAOYSA-N diethylazanide Chemical compound CC[N-]CC UZBQIPPOMKBLAS-UHFFFAOYSA-N 0.000 description 1
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- 125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
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- 229950010030 dl-alanine Drugs 0.000 description 1
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- 125000006260 ethylaminocarbonyl group Chemical group [H]N(C(*)=O)C([H])([H])C([H])([H])[H] 0.000 description 1
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- 235000011389 fruit/vegetable juice Nutrition 0.000 description 1
- 244000000004 fungal plant pathogen Species 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
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- 125000005843 halogen group Chemical group 0.000 description 1
- 230000002363 herbicidal effect Effects 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000010903 husk Substances 0.000 description 1
- 150000007857 hydrazones Chemical class 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- AGKSTYPVMZODRV-UHFFFAOYSA-N imibenconazole Chemical compound C1=CC(Cl)=CC=C1CSC(CN1N=CN=C1)=NC1=CC=C(Cl)C=C1Cl AGKSTYPVMZODRV-UHFFFAOYSA-N 0.000 description 1
- SEOVTRFCIGRIMH-UHFFFAOYSA-N indole-3-acetic acid Chemical compound C1=CC=C2C(CC(=O)O)=CNC2=C1 SEOVTRFCIGRIMH-UHFFFAOYSA-N 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- ONUFESLQCSAYKA-UHFFFAOYSA-N iprodione Chemical compound O=C1N(C(=O)NC(C)C)CC(=O)N1C1=CC(Cl)=CC(Cl)=C1 ONUFESLQCSAYKA-UHFFFAOYSA-N 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- PVTHJAPFENJVNC-MHRBZPPQSA-N kasugamycin Chemical compound N[C@H]1C[C@H](NC(=N)C(O)=O)[C@@H](C)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)[C@@H]1O PVTHJAPFENJVNC-MHRBZPPQSA-N 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- ZOTBXTZVPHCKPN-HTXNQAPBSA-N kresoxim-methyl Chemical compound CO\N=C(\C(=O)OC)C1=CC=CC=C1COC1=CC=CC=C1C ZOTBXTZVPHCKPN-HTXNQAPBSA-N 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- 239000004571 lime Substances 0.000 description 1
- 239000006028 limestone Substances 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- 235000012245 magnesium oxide Nutrition 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- BCTQJXQXJVLSIG-UHFFFAOYSA-N mepronil Chemical compound CC(C)OC1=CC=CC(NC(=O)C=2C(=CC=CC=2)C)=C1 BCTQJXQXJVLSIG-UHFFFAOYSA-N 0.000 description 1
- XWPZUHJBOLQNMN-UHFFFAOYSA-N metconazole Chemical compound C1=NC=NN1CC1(O)C(C)(C)CCC1CC1=CC=C(Cl)C=C1 XWPZUHJBOLQNMN-UHFFFAOYSA-N 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- 229920000257 metiram Polymers 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- LNOPIUAQISRISI-UHFFFAOYSA-N n'-hydroxy-2-propan-2-ylsulfonylethanimidamide Chemical compound CC(C)S(=O)(=O)CC(N)=NO LNOPIUAQISRISI-UHFFFAOYSA-N 0.000 description 1
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 1
- AIDQCFHFXWPAFG-UHFFFAOYSA-N n-formylformamide Chemical compound O=CNC=O AIDQCFHFXWPAFG-UHFFFAOYSA-N 0.000 description 1
- 125000003136 n-heptyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- YKOMOGKWTRYSHD-UHFFFAOYSA-N n-methoxypentan-3-imine Chemical compound CCC(CC)=NOC YKOMOGKWTRYSHD-UHFFFAOYSA-N 0.000 description 1
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000006501 nitrophenyl group Chemical group 0.000 description 1
- BKIMMITUMNQMOS-UHFFFAOYSA-N nonane Chemical compound CCCCCCCCC BKIMMITUMNQMOS-UHFFFAOYSA-N 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 150000002902 organometallic compounds Chemical class 0.000 description 1
- UWVQIROCRJWDKL-UHFFFAOYSA-N oxadixyl Chemical compound CC=1C=CC=C(C)C=1N(C(=O)COC)N1CCOC1=O UWVQIROCRJWDKL-UHFFFAOYSA-N 0.000 description 1
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 235000020232 peanut Nutrition 0.000 description 1
- 235000021017 pears Nutrition 0.000 description 1
- DTGXDHGNUDOWJS-UHFFFAOYSA-N pent-4-enyl butanoate Chemical compound CCCC(=O)OCCCC=C DTGXDHGNUDOWJS-UHFFFAOYSA-N 0.000 description 1
- 125000006340 pentafluoro ethyl group Chemical group FC(F)(F)C(F)(F)* 0.000 description 1
- 125000003538 pentan-3-yl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000002688 persistence Effects 0.000 description 1
- 229940044654 phenolsulfonic acid Drugs 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- ZXRDVSMSMOZCPT-UHFFFAOYSA-N phosphorodithious acid Chemical compound OP(S)S ZXRDVSMSMOZCPT-UHFFFAOYSA-N 0.000 description 1
- IBSNKSODLGJUMQ-SDNWHVSQSA-N picoxystrobin Chemical compound CO\C=C(\C(=O)OC)C1=CC=CC=C1COC1=CC=CC(C(F)(F)F)=N1 IBSNKSODLGJUMQ-SDNWHVSQSA-N 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- QXJKBPAVAHBARF-UHFFFAOYSA-N procymidone Chemical compound O=C1C2(C)CC2(C)C(=O)N1C1=CC(Cl)=CC(Cl)=C1 QXJKBPAVAHBARF-UHFFFAOYSA-N 0.000 description 1
- QXJKBPAVAHBARF-BETUJISGSA-N procymidone Chemical compound O=C([C@]1(C)C[C@@]1(C1=O)C)N1C1=CC(Cl)=CC(Cl)=C1 QXJKBPAVAHBARF-BETUJISGSA-N 0.000 description 1
- BUCOQPHDYUOJSI-UHFFFAOYSA-N prohexadione Chemical compound CCC(=O)C1C(=O)CC(C(O)=O)CC1=O BUCOQPHDYUOJSI-UHFFFAOYSA-N 0.000 description 1
- WZZLDXDUQPOXNW-UHFFFAOYSA-N propamocarb Chemical compound CCCOC(=O)NCCCN(C)C WZZLDXDUQPOXNW-UHFFFAOYSA-N 0.000 description 1
- WHMZYGMQWIBNOC-UHFFFAOYSA-N propan-2-yl n-(3,4-dimethoxyphenyl)carbamate Chemical compound COC1=CC=C(NC(=O)OC(C)C)C=C1OC WHMZYGMQWIBNOC-UHFFFAOYSA-N 0.000 description 1
- OSFBJERFMQCEQY-UHFFFAOYSA-N propylidene Chemical group [CH]CC OSFBJERFMQCEQY-UHFFFAOYSA-N 0.000 description 1
- FLVBXVXXXMLMOX-UHFFFAOYSA-N proquinazid Chemical compound C1=C(I)C=C2C(=O)N(CCC)C(OCCC)=NC2=C1 FLVBXVXXXMLMOX-UHFFFAOYSA-N 0.000 description 1
- JOOMJVFZQRQWKR-UHFFFAOYSA-N pyrazophos Chemical compound N1=C(C)C(C(=O)OCC)=CN2N=C(OP(=S)(OCC)OCC)C=C21 JOOMJVFZQRQWKR-UHFFFAOYSA-N 0.000 description 1
- XQFTVFVKLWVHNX-UHFFFAOYSA-N pyrimidin-4-one Chemical compound O=C1C=CN=C[N]1 XQFTVFVKLWVHNX-UHFFFAOYSA-N 0.000 description 1
- 125000000714 pyrimidinyl group Chemical group 0.000 description 1
- 150000004040 pyrrolidinones Chemical class 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 125000003548 sec-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- YZHUMGUJCQRKBT-UHFFFAOYSA-M sodium chlorate Chemical compound [Na+].[O-]Cl(=O)=O YZHUMGUJCQRKBT-UHFFFAOYSA-M 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 235000015096 spirit Nutrition 0.000 description 1
- 125000003003 spiro group Chemical group 0.000 description 1
- PUYXTUJWRLOUCW-UHFFFAOYSA-N spiroxamine Chemical compound O1C(CN(CC)CCC)COC11CCC(C(C)(C)C)CC1 PUYXTUJWRLOUCW-UHFFFAOYSA-N 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 125000001973 tert-pentyl group Chemical group [H]C([H])([H])C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 1
- 125000001544 thienyl group Chemical group 0.000 description 1
- 229960002447 thiram Drugs 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
- ONCZDRURRATYFI-TVJDWZFNSA-N trifloxystrobin Chemical compound CO\N=C(\C(=O)OC)C1=CC=CC=C1CO\N=C(/C)C1=CC=CC(C(F)(F)F)=C1 ONCZDRURRATYFI-TVJDWZFNSA-N 0.000 description 1
- HSMVPDGQOIQYSR-KGENOOAVSA-N triflumizole Chemical compound C1=CN=CN1C(/COCCC)=N/C1=CC=C(Cl)C=C1C(F)(F)F HSMVPDGQOIQYSR-KGENOOAVSA-N 0.000 description 1
- 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
- SBXWFLISHPUINY-UHFFFAOYSA-N triphenyltin Chemical class C1=CC=CC=C1[Sn](C=1C=CC=CC=1)C1=CC=CC=C1 SBXWFLISHPUINY-UHFFFAOYSA-N 0.000 description 1
- JARYYMUOCXVXNK-CSLFJTBJSA-N validamycin A 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-CSLFJTBJSA-N 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000011708 vitamin B3 Substances 0.000 description 1
- 235000019160 vitamin B3 Nutrition 0.000 description 1
- 239000004562 water dispersible granule Substances 0.000 description 1
- 239000003021 water soluble solvent Substances 0.000 description 1
- 238000009333 weeding Methods 0.000 description 1
- 239000004563 wettable powder Substances 0.000 description 1
- 241000228158 x Triticosecale Species 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
Abstract
本发明涉及杀真菌混合物,其以协同增效有效量包含作为活性组分的1)式(I)的唑并嘧啶基胺,其中各取代基如说明书所定义;以及2)至少一种选自下组的活性化合物(II):唑类。本发明还涉及一种使用化合物(I)和活性化合物(II)的混合物防治有害真菌的方法,化合物(I)与活性化合物(II)在生产该类混合物中的用途以及包含该混合物的组合物。
Description
本申请是申请号为200680027402.4、申请日为2006年7月20日、发明名称为“基于唑并嘧啶基胺的杀真菌混合物”的专利申请的分案申请。
本发明涉及杀真菌混合物,其以协同增效有效量包含如下化合物作为活性组分:
1)至少一种式I的唑并嘧啶基胺:
其中各取代基如下所定义:
R1为C3-C12烷基、C2-C12链烯基、C5-C12烷氧基烷基、C3-C6环烷基、苯基或苯基-C1-C4烷基;
R2为C1-C12烷基、C2-C12链烯基、C1-C4卤代烷基、C1-C4烷氧基-C1-C4烷基;
其中R1和/或R2中的脂族链可以被1-4个相同或不同的基团Ra取代:
Ra为卤素、氰基、羟基、巯基、C1-C10烷基、C1-C10卤代烷基、C3-C8环烷基、C2-C10链烯基、C2-C10炔基、C1-C6烷氧基、C1-C6烷硫基、C1-C6烷氧基-C1-C6烷基或NRARB;
RA、RB为氢和C1-C6烷基;
其中R1和/或Ra中的环状基团可以被1-4个基团Rb取代:
Rb为卤素、氰基、羟基、巯基、硝基、NRARB、C1-C10烷基、C1-C6卤代烷基、C2-C6链烯基、C2-C6炔基或C1-C6烷氧基;
R3为氢、卤素、氰基、NRARB、羟基、巯基、C1-C6烷基、C1-C6卤代烷基、C3-C8环烷基、C1-C6烷氧基、C1-C6烷硫基、C3-C8环烷氧基、C3-C8环烷硫基、羧基、甲酰基、C1-C10烷基羰基、C1-C10烷氧羰基、C2-C10链烯氧羰基、C2-C10炔氧羰基、苯基、苯氧基、苯硫基、苄氧基、苄硫基、C1-C6烷基-S(O)m-;
m为0、1或2;
A为CH或N;
和
2)至少一种选自下组的活性化合物II:
A)唑类,如双苯三唑醇(bitertanol)、糠菌唑(bromuconazole)、环唑醇(cyproconazole)、醚唑(difenoconazole)、烯唑醇(diniconazole)、烯菌灵(enilconazole)、氧唑菌(epoxiconazole)、喹唑菌酮(fluquinconazole)、腈苯唑(fenbuconazole)、氟硅唑(flusilazole)、粉唑醇(flutriafol)、己唑醇(hexaconazole)、酰胺唑(imibenconazole)、环戊唑醇(ipconazole)、环戊唑菌(metconazole)、腈菌唑(myclobutanil)、戊菌唑(penconazole)、丙环唑(propiconazole)、丙硫菌唑(prothioconazole)、硅氟唑(simeconazole)、三唑酮(triadimefon)、唑菌醇(triadimenol)、戊唑醇(tebuconazole)、氟醚唑(tetraconazole)、戊叉唑菌(triticonazole)、丙氯灵(prochloraz)、稻瘟酯(pefurazoate)、烯菌灵(imazalil)、氟菌唑(triflumizole)、氰霜唑(cyazofamid)、苯菌灵(benomyl)、多菌灵(carbendazim)、涕必灵(thiabendazole)、麦穗宁(fuberidazole)、噻唑菌胺(ethaboxam)、氯唑灵(etridiazole)、土菌消(hymexazole);
B)嗜球果伞素类(strobilurins),如腈嘧菌酯(azoxystrobin)、醚菌胺(dimoxystrobin)、烯肟菌酯(enestroburin)、氟嘧菌酯(fluoxastrobin)、亚胺菌(kresoxim-methyl)、叉氨苯酰胺(metominostrobin)、肟醚菌胺(orysastrobin)、啶氧菌酯(picoxystrobin)、唑菌胺酯(pyraclostrobin)、肟菌酯(trifloxystrobin)或(2-氯-5-[1-(3-甲基苄氧亚氨基)乙基]苄基)氨基甲酸甲酯、(2-氯-5-[1-(6-甲基吡啶-2-基甲氧亚氨基)乙基]苄基)氨基甲酸甲酯、2-(邻-(2,5-二甲基苯氧基亚甲基)苯基)-3-甲氧基丙烯酸甲酯;
C)羧酰胺,如萎锈灵(carboxin)、苯霜灵(benalaxyl)、啶酰菌胺(boscalid)、环酰菌胺(fenhexamid)、氟酰胺(flutolanil)、呋吡唑灵(furametpyr)、丙氧灭绣胺(mepronil)、甲霜灵(metalaxyl)、精甲霜灵(mefenoxam)、甲呋酰胺(ofurace)、霜灵(oxadixyl)、氧化萎锈灵(oxycarboxin)、吡噻菌胺(penthiopyrad)、溴氟唑菌(thifluzamide)、噻酰菌胺(tiadinil)、N-(4’-溴联苯-2-基)-4-二氟甲基-2-甲基噻唑-5-甲酰胺、N-(4’-三氟甲基联苯-2-基)-4-二氟甲基-2-甲基噻唑-5-甲酰胺、N-(4’-氯-3’-氟联苯-2-基)-4-二氟甲基-2-甲基噻唑-5-甲酰胺、N-(3’,4’-二氯-4-氟联苯-2-基)-3-二氟甲基-1-甲基吡唑-4-甲酰胺、N-(3',4'-二氯-5-氟联苯-2-基)-3-二氟甲基-1-甲基吡唑-4-甲酰胺、3,4-二氯-N-(2-氰基苯基)异噻唑-5-甲酰胺、烯酰吗啉(dimethomorph)、氟吗啉(flumorph)、氟联苯菌(flumetover)、氟吡菌胺(picobenzamid)、苯酰菌胺(zoxamide)、氯环丙酰胺(carpropamid)、双氯氰菌胺(diclocymet)、双炔酰菌胺(mandipropamid)、N-(2-{4-[3-(4-氯苯基)丙-2-炔氧基]-3-甲氧苯基}乙基)-2-甲磺酰氨基-3-甲基丁酰胺、N-(2-{4-[3-(4-氯苯基)-丙-2-炔氧基]-3-甲氧苯基}乙基)-2-乙磺酰氨基-3-甲基丁酰胺;
D)选自如下的杂环化合物:氟啶胺(fluazinam)、啶斑肟(pyrifenox)、磺嘧菌灵(bupirimate)、环丙嘧啶(cyprodinil)、异嘧菌醇(fenarimol)、嘧菌腙(ferimzone)、嘧菌胺(mepanipyrim)、氟苯嘧啶醇(nuarimol)、二甲嘧菌胺(pyrimethanil)、嗪氨灵(triforine)、拌种咯(fenpiclonil)、氟菌(fludioxonil)、4-十二烷基-2,6-二甲基吗啉(aldimorph)、吗菌灵(dodemorph)、丁苯吗啉(fenpropimorph)、克啉菌(tridemorph)、苯锈啶(fenpropidin)、异丙定(iprodione)、杀菌利(procymidone)、烯菌酮(vinclozolin)、唑酮菌(famoxadone)、咪唑菌酮(fenamidone)、异噻菌酮(octhilinone)、噻菌灵(probenazole)、吲唑磺菌胺(amisulbrom)、敌菌灵(anilazine)、哒菌清(diclomezine)、咯喹酮(pyroquilon)、丙氧喹啉(proquinazid)、三环唑(tricyclazole)、5-氯-7-(4-甲基哌啶-1-基)-6-(2,4,6-三氟苯基)[1,2,4]三唑并[1,5-a]嘧啶、2-丁氧基-6-碘-3-丙基苯并吡喃-4-酮、噻二唑素(acibenzolar-S-methyl)、敌菌丹(captafol)、克菌丹(captan)、棉隆(dazomet)、灭菌丹(folpet)、氰菌胺(fenoxanil)、喹氧灵(quinoxyfen)、3-[5-(4-氯苯基)-2,3-二甲基异唑烷-3-基]吡啶;
E)氨基甲酸盐类,如代森锰锌(mancozeb)、代森锰(maneb)、威百亩(metam)、代森联(metiram)、福美铁(ferbam)、甲基代森锌(propineb)、福美双(thiram)、代森锌(zineb)、福美锌(ziram)、乙霉威(diethofencarb)、异丙菌胺(iprovalicarb)、苯噻菌胺(flubenthiavalicarb)、百维灵(propamocarb)、3-(4-氯苯基)-3-(2-异丙氧羰基氨基-3-甲基丁酰氨基)丙酸甲酯;
和
F)其他活性化合物,如胍类:多果定(dodine)、双胍辛醋酸盐(iminoctadine)、双胍盐(guazatine),抗菌素类:春雷素(kasugamycin)、链霉素(streptomycin)、多氧霉素(polyoxins)、井冈霉素(validamycin A),硝基苯基衍生物:乐杀螨(binapacryl)、敌螨普(dinocap)、敌螨通(dinobuton),含硫的杂环基化合物:二噻农(dithianon)、稻瘟灵(isoprothiolane),有机金属化合物:三苯锡基盐,如薯瘟锡(fentin-acetate),有机磷化合物:克瘟散(edifenphos)、异稻瘟净(iprobenfos)、藻菌磷(fosetyl)、乙膦铝(fosetyl-Aluminum)、亚磷酸及其盐、定菌磷(pyrazophos)、甲基立枯磷(tolclofos-methyl),有机氯化合物:百菌清(chlorothalonil)、抑菌灵(dichlofluanid)、磺菌胺(flusulfamide)、六氯苯(hexachlorobenzene)、四氯苯酞(phthalide)、戊菌隆(pencycuron)、五氯硝基苯(quintozene)、甲基托布津(thiophanate-methyl)、对甲抑菌灵(tolylfluanid),无机活性化合物:波尔多液(Bordeaux混合物)、醋酸铜、氢氧化铜、王铜、碱式硫酸铜、硫,其他:环氟菌胺(cyflufenamid)、清菌脲(cymoxanil)、甲菌定(dimethirimol)、乙菌定(ethirimol)、呋氨丙灵(furalaxyl)、苯菌酮(metrafenone)和螺茂胺(spiroxamine),生长延缓剂:调环酸(prohexadione)及其盐、抗倒酯(trinexapac-ethyl)、矮壮素(chlormequat)、助壮素(mepiquat-chloride)和二氟吡隆(diflufenzopyr)。
此外,本发明涉及一种使用化合物I与活性化合物II的混合物防治有害真菌的方法、化合物I与活性化合物II在制备该类混合物中的用途以及包含这些混合物的组合物。
上面称为组分1的式I的唑并嘧啶-7-基胺、其制备及其对有害真菌的作用由文献已知(EP-A71792;EP-A141317;WO03/009687;WO05/087771;WO05/087772;WO05/087773;PCT/EP/05/002426;PCT/EP2006/050922;PCT/EP2006/060399)。
作为组分2的上述活性化合物II、其制备及其对有害真菌的作用通常是已知的(参见http://www.hclrss.demon.co.uk/index.html);它们可以市购。双苯三唑醇,β-([1,1’-联苯]-4-基氧基)-α-(1,1-二甲基乙基)-1H-1,2,4-三唑-1-乙醇(DE2324020);
糠菌唑,1-[[4-溴-2-(2,4-二氯苯基)四氢-2-呋喃基]甲基]-1H-[1,2,4]-三唑(Proc.1990Br.Crop.Prot.Conf.-Pests Dis.,第1卷,第459页);
环唑醇,2-(4-氯苯基)-3-环丙基-1-[1,2,4]三唑-1-基丁-2-醇(US4664696);
醚唑,1-{2-[2-氯-4-(4-氯苯氧基)苯基]-4-甲基-[1,3]二氧戊环-2-基甲基}-1H-[1,2,4]三唑(GB-A2098607);
烯唑醇,(βE)-β-[(2,4-二氯苯基)亚甲基]-α-(1,1-二甲基乙基)-1H-1,2,4-三唑-1-乙醇(Noyaku Kagaku,1983,第8卷,第575页);
烯菌灵(imazalil),1-[2-(2,4-二氯苯基)-2-(2-丙烯氧基)乙基]-1H-咪唑(Fruits,1973,第28卷,第545页);
氧唑菌,(2RS,3SR)-1-[3-(2-氯苯基)-2,3-环氧-2-(4-氟苯基)丙基]-1H-1,2,4-三唑(EP-A196038);
喹唑菌酮,3-(2,4-二氯苯基)-6-氟-2-[1,2,4]三唑-1-基-3H-喹唑啉-4-酮(Proc.Br.Crop Prot.Conf.-Pests Dis.,5-3,411(1992));
腈苯唑,α-[2-(4-氯苯基)乙基]-α-苯基-1H-1,2,4-三唑-1-丙腈(Proc.1988Br.Crop Prot.Conf.-Pests Dis.,第1卷,第33页);
氟硅唑,1-{[二(4-氟苯基)甲基硅烷基]甲基}-1H-[1,2,4]三唑(Proc.Br.CropProt.Conf.-Pests Dis.,1,413(1984));
粉唑醇,α-(2-氟苯基)-α-(4-氟苯基)-1H-1,2,4-三唑-1-乙醇(EP-A15756);
己唑醇,2-(2,4-二氯苯基)-1-[1,2,4]三唑-1-基己-2-醇(CAS RN79983-71-4);酰胺唑,N-(2,4-二氯苯基)-1H-1,2,4-三唑-1-硫代乙亚胺酸(4-氯苯基)甲基酯((Proc.1988Br.Crop Prot.Conf.-Pests Dis.,第2卷,第519页),
环戊唑醇,2-[(4-氯苯基)甲基]-5-(1-甲基乙基)-1-(1H-1,2,4-三唑-1-基甲基)环戊醇(EP-A267778);
环戊唑菌,5-(4-氯苄基)-2,2-二甲基-1-[1,2,4]三唑-1-基甲基环戊醇(GB857383);
腈菌唑,2-(4-氯苯基)-2-[1,2,4]三唑-1-基甲基戊腈(CAS RN88671-89-0);
戊菌唑,1-[2-(2,4-二氯苯基)戊基]-1H-[1,2,4]三唑(Pesticide Manual,第12版(2000),第712页);
丙环唑,1-[[2-(2,4-二氯苯基)-4-丙基-1,3-二氧戊环-2-基]甲基]-1H-1,2,4-三唑(BE835579);
丙硫菌唑,2-[2-(1-氯环丙基)-3-(2-氯苯基)-2-羟基丙基]-2,4-二氢[1,2,4]三唑-3-硫酮(WO96/16048);
硅氟唑,α-(4-氟苯基)-α-[(三甲基甲硅烷基)甲基]-1H-1,2,4-三唑-1-乙醇[CAS RN149508-90-7],
三唑酮,1-(4-氯苯氧基)-3,3-二甲基-1-(1H-1,2,4-三唑-1-基)-2-丁酮;
唑菌醇,β-(4-氯苯氧基)-α-(1,1-二甲基乙基)-1H-1,2,4-三唑-1-乙醇;
戊唑醇,1-(4-氯苯基)-4,4-二甲基-3-[1,2,4]三唑-1-基甲基戊-3-醇(EP-A40345);
氟醚唑,1-[2-(2,4-二氯苯基)-3-(1,1,2,2-四氟乙氧基)丙基]-1H-1,2,4-三唑(EP-A234242);
戊叉唑菌,(5E)-5-[(4-氯苯基)亚甲基]-2,2-二甲基-1-(1H-1,2,4-三唑-1-基甲基)环戊醇(FR2641277);
丙氯灵,N-{丙基-[2-(2,4,6-三氯苯氧基)乙基]}咪唑-1-甲酰胺(US3991071);稻瘟酯,2-[(2-呋喃基甲基)(1H-咪唑-1-基羰基)氨基]丁酸4-戊烯基酯[CASRN101903-30-4],
氟菌唑,(4-氯-2-三氟甲基苯基)-(2-丙氧基-1-[1,2,4]三唑-1-基亚乙基)胺(JP-A79/119462);
氰霜唑,4-氯-2-氰基-N,N-二甲基-5-(4-甲基苯基)-1H-咪唑-1-磺酰胺(CASRN120116-88-3);
苯菌灵,N-丁基-2-乙酰氨基苯并咪唑-1-甲酰胺(US3631176);
多菌灵,(1H-苯并咪唑-2-基)氨基甲酸甲酯(US3657443);
涕必灵,2-(1,3-噻唑-4-基)苯并咪唑(US3017415);
麦穗宁,2-(2-呋喃基)-1H-苯并咪唑(DE-A1209799);
噻唑菌胺,N-(氰基-2-噻吩基甲基)-4-乙基-2-(乙氨基)-5-噻唑甲酰胺(EP-A639574);
氯唑灵,
土菌消,5-甲基-1,2-唑-3-醇(JP518249,JP532202),
腈嘧菌酯,2-{2-[6-(2-氰基-1-乙烯基戊-1,3-二烯氧基)嘧啶-4-基氧基]苯基}-3-甲氧基丙烯酸甲酯(EP-A382375),
醚菌胺,(E)-2-(甲氧亚氨基)-N-甲基-2-[α-(2,5-二甲苯氧基)-邻甲苯基]乙酰胺(EP-A477631);
氟嘧菌酯,(E)-{2-[6-(2-氯苯氧基)-5-氟嘧啶-4-基氧基]苯基}(5,6-二氢-1,4,2-二嗪-3-基)甲酮O-甲基肟(WO97/27189);
亚胺菌,(E)-甲氧亚氨基[α-(邻甲苯氧基)-邻甲苯基]乙酸甲酯(EP-A253213);
叉氨苯酰胺,(E)-2-(甲氧亚氨基)-N-甲基-2-(2-苯氧基苯基)乙酰胺(EP-A398692);
肟醚菌胺,(2E)-2-(甲氧亚氨基)-2-{2-[(3E,5E,6E)-5-(甲氧亚氨基)-4,6-二甲基-2,8-二氧杂-3,7-二氮杂壬-3,6-二烯-1-基]苯基}-N-甲基乙酰胺(WO97/15552);
啶氧菌酯,3-甲氧基-2-[2-(6-三氟甲基吡啶-2-基氧基甲基)苯基]丙烯酸甲酯(EP-A278595);
唑菌胺酯,N-{2-[1-(4-氯苯基)-1H-吡唑-3-基氧基甲基]苯基}(N-甲氧基)氨基甲酸甲酯(WO96/01256);
肟菌酯,(E)-甲氧亚氨基-{(E)-α-[1-(α,α,α-三氟-间甲苯基)亚乙基氨基氧基]-邻甲苯基}乙酸甲酯(EP-A460575);
萎锈灵,5,6-二氢-2-甲基-N-苯基-1,4-氧硫杂芑-3-甲酰胺(US3249499);
苯霜灵,N-(苯基乙酰基)-N-(2,6-二甲苯基)-DL-丙氨酸甲酯(DE2903612);啶酰菌胺,2-氯-N-(4’-氯联苯-2-基)烟酰胺(EP-A545099);
环酰菌胺,N-(2,3-二氯-4-羟基苯基)-1-甲基环己烷甲酰胺(Proc.Br.CropProt.Conf.-Pests Dis.,1998,第2卷,第327页);
氟酰胺,α,α,α-三氟-3’-异丙氧基-邻甲苯甲酰苯胺(JP1104514);
呋吡唑灵,5-氯-N-(1,3-二氢-1,1,3-三甲基-4-异苯并呋喃基)-1,3-二甲基-1H-吡唑-4-甲酰胺[CAS RN123572-88-3];
丙氧灭绣胺,3’-异丙氧基-邻甲苯甲酰苯胺(US3937840);
甲霜灵,N-(甲氧基乙酰基)-N-(2,6-二甲苯基)-DL-丙氨酸甲酯(GB1500581);精甲霜灵,N-(2,6-二甲苯基)-N-(甲氧基乙酰基)-D-丙氨酸甲酯;
甲呋酰胺,(RS)-α-(2-氯-N-2,6-二甲苯基乙酰胺基)-γ-丁内酯[CAS RN58810-48-3];
霜灵,N-(2,6-二甲基苯基)-2-甲氧基-N-(2-氧代-3-唑烷基)乙酰胺(GB2058059);
氧化萎锈灵,5,6-二氢-2-甲基-1,4-氧硫杂芑-3-甲酰苯胺4,4-二氧化物(US3399214);
吡噻菌胺,N-[2-(1,3-二甲基丁基)-3-噻吩基]-1-甲基-3-(三氟甲基)-1H-吡唑-4-甲酰胺(JP10/130268);
溴氟唑菌,N-[2,6-二溴-4-(三氟甲氧基)苯基]-2-甲基-4-(三氟甲基)-5-噻唑甲酰胺;
噻酰菌胺,3’-氯-4,4’-二甲基-1,2,3-噻二唑-5-甲酰苯胺[CAS RN223580-51-6];
烯酰吗啉,3-(4-氯苯基)-3-(3,4-二甲氧基苯基)-1-吗啉-4-基丙烯酮(EP-A120321);
氟吗啉,3-(4-氟苯基)-3-(3,4-二甲氧基苯基)-1-吗啉-4-基丙烯酮(EP-A860438);
氟联苯菌,2-(3,4-二甲氧基苯基)-N-乙基-α,α,α-三氟-N-甲基对甲苯甲酰胺[AGROW No.243,22(1995)];
氟吡菌胺(picobenzamid),2,6-二氯-N-(3-氯-5-三氟甲基吡啶-2-基甲基)苯甲酰胺(WO99/42447);
苯酰菌胺,(RS)-3,5-二氯-N-(3-氯-1-乙基-1-甲基-2-氧代丙基)-对甲苯甲酰胺[CAS RN156052-68-5];
氯环丙酰胺,2,2-二氯-N-[1-(4-氯苯基)乙基]-1-乙基-3-甲基环丙烷甲酰胺[CAS RN104030-54-8];
双氯氰菌胺,2-氰基-N-[(1R)-1-(2,4-二氯苯基)乙基]-3,3-二甲基丁酰胺;
双炔酰菌胺,(RS)-2-(4-氯苯基)-N-[3-甲氧基-4-(丙-2-炔基氧基)苯乙基]-2-(丙-2-炔基氧基)乙酰胺[CAS RN374726-62-2];
氟啶胺,3-氯-N-[3-氯-2,6-二硝基-4-(三氟甲基)苯基]-5-(三氟甲基)-2-吡啶胺(The Pesticide Manual,publ.The British Crop Protection Council,第10版(1995),第474页);
啶斑肟,1-(2,4-二氯苯基)-2-(3-吡啶基)乙酮O-甲基肟(EP-A49854);
磺嘧菌灵,氨基磺酸5-丁基-2-乙基氨基-6-甲基嘧啶-4-基二甲基酯[CAS RN41483-43-6];
环丙嘧啶,(4-环丙基-6-甲基嘧啶-2-基)苯基胺(EP-A310550);
异嘧菌醇,(4-氯苯基)(2-氯苯基)嘧啶-5-基甲醇(GB1218623);
嘧菌腙,(Z)-2’-甲基苯乙酮-4,6-二甲基嘧啶-2-基腙[CAS RN89269-64-7];
嘧菌胺,(4-甲基-6-丙-1-炔基嘧啶-2-基)苯基胺(EP-A224339);
氟苯嘧啶醇,α-(2-氯苯基)-α-(4-氟苯基)-5-嘧啶甲醇(GB1218623);
二甲嘧菌胺,4,6-二甲基嘧啶-2-基苯基胺(DD-A151404);
嗪氨灵,N,N’-{哌嗪-1,4-二基二[(三氯甲基)亚甲基]}二甲酰胺(DE1901421);
拌种咯,4-(2,3-二氯苯基)-1H-吡咯-3-甲腈(Proc.1988Br.Crop Prot.Conf.-Pests Dis.,第1卷,第65页);
氟菌,4-(2,2-二氟苯并[1,3]二氧杂环戊烯-4-基)-1H-吡咯-3-甲腈(ThePesticide Manual,publ.The British Crop Protection Council,第10版(1995),第482页);
4-十二烷基-2,6-二甲基吗啉,包含65-75%2,6-二甲基吗啉和25-35%2,5-二甲基吗啉的4-烷基-2,5(或2,6)-二甲基吗啉,其中超过85%为4-十二烷基-2,5(或2,6)-二甲基吗啉且其中“烷基”还包括辛基、癸基、十四烷基和十六烷基以及其中顺/反比为1:1;
吗菌灵,4-环十二烷基-2,6-二甲基吗啉(DE1198125);
丁苯吗啉,(RS)-顺式-4-[3-(4-叔丁基苯基)-2-甲基丙基]-2,6-二甲基吗啉(DE2752096);
克啉菌,2,6-二甲基-4-十三烷基吗啉(DE1164152);
苯锈啶,(RS)-1-[3-(4-叔丁基苯基)-2-甲基丙基]哌啶(DE2752096);
异丙定,N-异丙基-3-(3,5-二氯苯基)-2,4-二氧代咪唑烷-1-甲酰胺(GB1312536);
杀菌利,N-(3,5-二氯苯基)-1,2-二甲基环丙烷-1,2-二甲酰亚胺(US3903090);
烯菌酮,3-(3,5-二氯苯基)-5-甲基-5-乙烯基唑烷-2,4-二酮(DE-OS2207576);
唑酮菌,(RS)-3-苯胺基-5-甲基-5-(4-苯氧基苯基)-1,3-唑烷-2,4-二酮;咪唑菌酮,(S)-1-苯胺基-4-甲基-2-甲硫基-4-苯基咪唑啉-5-酮;
异噻菌酮,
噻菌灵,3-烯丙氧基-1,2-苯并噻唑1,1-二氧化物;
吲唑磺菌胺,N,N-二甲基-3-(3-溴-6-氟-2-甲基吲哚-1-磺酰基)-[1,2,4]三唑-1-磺酰胺(WO03/053145);
敌菌灵,4,6-二氯-N-(2-氯苯基)-1,3,5-三嗪-2-胺(US2720480);
哒菌清,6-(3,5-二氯苯基)-对甲苯基)哒嗪-3(2H)-酮;
咯喹酮,
丙氧喹啉,6-碘-2-丙氧基-3-丙基喹唑啉-4(3H)-酮(WO97/48684);
三环唑,5-甲基-1,2,4-三唑并[3,4-b]苯并噻唑(GB1419121);
噻二唑素,苯并[1,2,3]噻二唑-7-硫代羰酸甲基酯;
敌菌丹,N-(1,1,2,2-四氯乙硫基)环己-4-烯-1,2-二甲酰亚胺;
克菌丹,2-三氯甲硫基-3a,4,7,7a-四氢异氮杂茚-1,3-二酮(US2553770);
棉隆,3,5-二甲基-1,3,5-噻二嗪烷-2-硫酮;
灭菌丹,2-三氯甲硫基异氮杂茚-1,3-二酮(US2553770);
氰菌胺,N-(1-氰基-1,2-二甲基丙基)-2-(2,4-二氯苯氧基)丙酰胺;
喹氧灵,5,7-二氯-4-(4-氟苯氧基)喹啉(US5240940);
代森锰锌,亚乙基二(二硫代氨基甲酸)锰锌配合物(US3379610);
代森锰,亚乙基二(二硫代氨基甲酸)锰(US2504404);
威百亩,甲基二硫代氨基甲酸(US2791605);
代森联,亚乙基二(二硫代氨基甲酸)锌氨合物(US3248400);
甲基代森锌,亚丙基二(二硫代氨基甲酸)锌聚合物(BE611960);
福美铁,二甲基二硫代氨基甲酸铁(3+)(US1972961);
福美双,二(二甲基硫代氨基甲酰基)二硫化物(DE642532);
福美锌,二硫代氨基甲酸二甲基酯;
代森锌,亚乙基二(二硫代氨基甲酸)锌(US2457674);
乙霉威,3,4-二乙氧基苯胺基甲酸异丙基酯;
异丙菌胺,[(1S)-2-甲基-1-(1-对甲苯基乙基氨基甲酰基)丙基]氨基甲酸异丙酯(EP-A472996);
苯噻菌胺(benthiavalicarb),{(S)-1-[(1R)-1-(6-氟苯并噻唑-2-基)乙基氨基甲酰基]-2-甲基丙基}氨基甲酸异丙基酯(JP-A09/323984);
百维灵,3-(二甲基氨基)丙基氨基甲酸丙基酯(DE1643040);
多果定,(2,4-二氯苯氧基)乙酸(US2867562);
双胍辛醋酸盐,二(8-胍基辛基)胺(GB1114155);
双胍盐,由亚氨基二(八亚甲基)二胺的酰胺化形成的产物混合物,主要是双胍辛醋酸盐;
春雷素,1L-1,3,4/2,5,6-1-脱氧-2,3,4,5,6-五羟基环己基2-氨基-2,3,4,6-四脱氧-4-(α-亚氨基甘氨酰)-α-D-阿拉伯吡喃己糖;
链霉素,O-2-脱氧-2-甲基氨基-α-L-吡喃葡糖基-(1→2)-O-5-脱氧-3-C-甲酰基-α-L-呋喃来苏糖基-(1→4)N1,N3-二脒基-D-链霉胺;
多氧霉素,5-(2-氨基-5-O-氨基甲酰基-2-脱氧-L-木质酰胺基)-1-(5-羧基-1,2,3,4-四氢-2,4-二氧代嘧啶-1-基)-1,5-二脱氧-β-D-呋喃阿洛糖醛酸及其盐;井冈霉素,
乐杀螨,3-甲基巴豆酸(RS)-2-仲丁基-4,6-二硝基苯基酯;
敌螨普,巴豆酸2,6-二硝基-4-辛基苯基酯和巴豆酸2,4-二硝基-6-辛基苯基酯的混合物,其中“辛基”为1-甲基庚基、1-乙基己基和1-丙基戊基的混合物(US2526660);
敌螨通,碳酸(RS)-2-仲丁基-4,6-二硝基苯基·异丙基酯;
二噻农,5,10-二氧代-5,10-二氢萘并[2,3-b][1,4]二噻英-2,3-二甲腈(GB857383);
稻瘟灵,吲哚-3-基乙酸;
薯瘟锡,醋酸三苯基锡(US3499086);
克瘟散,二硫代膦酸O-乙基S,S-二苯基酯;
异稻瘟净,硫代膦酸S-苄基O,O-二异丙基酯(Jpn.Pesticide Inf.,第2期,第11页(1970));
藻菌磷,乙膦铝,膦酸乙酯(铝)(FR2254276);
定菌磷,2-二乙氧基硫代膦酰氧基-5-甲基吡唑并[1,5-a]嘧啶-6-甲酸乙酯(DE1545790);
甲基立枯磷,硫代膦酸O-2,6-二氯对甲苯基O,O-二甲基酯(GB1467561);
百菌清,2,4,5,6-四氯间苯二甲腈(US3290353);
抑菌灵,N-二氯一氟甲硫基-N’,N’-二甲基-N-苯基磺酰胺(DE1193498);
磺菌胺,2’,4-二氯-α,α,α-三氟-4′-硝基间甲苯磺酰苯胺(EP-A199433);
六氯苯(C.R.Seances Acad.Agric.Fr.,第31卷,第24页(1945));
四氯苯酞(DE1643347);
戊菌隆,1-(4-氯苄基)-1-环戊基-3-苯基脲(DE2732257);
五氯硝基苯,五氯代硝基苯(DE682048);
甲基托布津,1,2-亚苯基二(亚氨基硫代羰基)二(氨基甲酸甲基酯)(DE-OS1930540);
对甲抑菌灵,N-二氯一氟甲硫基-N,N-二甲基-N-对甲苯基磺酰胺(DE1193498);
波尔多液,氢氧化钙和硫酸铜(II)的混合物;
氢氧化铜,Cu(OH)2;王铜,Cu2Cl(OH)3;
环氟菌胺,(Z)-N-[α-(环丙基甲氧亚氨基)-2,3-二氟-6-(三氟甲基)苄基]-2-苯基乙酰胺(WO96/19442);
清菌脲,1-(2-氰基-2-甲氧亚氨基乙酰基)-3-乙基脲(US3957847);
甲菌定,5-丁基-2-二甲基氨基-6-甲基嘧啶-4-醇(GB1182584);
乙菌定,5-丁基-2-乙基氨基-6-甲基嘧啶-4-醇(GB1182584);
呋氨丙灵,N-(2-糠酰基)-N-(2,6-二甲苯基)-DL-丙氨酸甲酯(GB1448810);苯菌酮,3’-溴-2,3,4,6’-四甲氧基-2’,6-二甲基苯乙酮(US5945567);
螺茂胺,(8-叔丁基-1,4-二氧杂螺[4.5]癸-2-基)二乙基胺(EP-A281842)。
根据IUPAC命名的化合物、其制备及其杀真菌作用同样是已知的:
(2-氯-5-[1-(3-甲基苄氧基亚氨基)乙基]苄基)氨基甲酸甲酯、(2-氯-5-[1-(6-甲基吡啶-2-基甲氧亚氨基)乙基]苄基)氨基甲酸甲酯(EP-A1201648);
2-(邻-((2,5-二甲基苯氧基亚甲基)苯基)-3-甲氧基丙烯酸甲酯(EP-A226917);
5-氯-7-(4-甲基哌啶-1-基)-6-(2,4,6-三氟苯基)-[1,2,4]三唑并[1,5-a]嘧啶(WO98/46608),
3,4-二氯-N-(2-氰基苯基)异噻唑-5-甲酰胺(WO99/24413),
N-(2-{4-[3-(4-氯苯基)丙-2-炔氧基]-3-甲氧苯基}乙基)-2-甲磺酰氨基-3-甲基丁酰胺、N-(2-{4-[3-(4-氯苯基)丙-2-炔氧基]-3-甲氧苯基}乙基)-2-乙磺酰氨基-3-甲基丁酰胺(WO04/049804),
N-(4’-溴联苯-2-基)-4-二氟甲基-2-甲基噻唑-5-甲酰胺、N-(4’-三氟甲基联苯-2-基)-4-二氟甲基-2-甲基噻唑-5-甲酰胺、N-(4’-氯-3’-氟联苯-2-基)-4-二氟甲基-2-甲基噻唑-5-甲酰胺、N-(3’,4’-二氯-4-氟联苯-2-基)-3-二氟甲基-1-甲基吡唑-4-甲酰胺(WO03/066609)、N-(3',4'-二氯-5-氟联苯-2-基)-3-二氟甲基-1-甲基吡唑-4-甲酰胺(WO03/053145);
2-丁氧基-6-碘-3-丙基苯并吡喃-4-酮(WO03/14103),
3-[5-(4-氯苯基)-2,3-二甲基异唑烷-3-基]吡啶(EP-A1035122);
吲唑磺菌胺,N,N-二甲基-3-(3-溴-6-氟-2-甲基吲哚-1-磺酰基)-[1,2,4]三唑-1-磺酰胺(WO03/053145);
3-(4-氯苯基)-3-(2-异丙氧基羰基氨基-3-甲基丁酰氨基)丙酸甲酯(EP-A1028125)。
为了降低已知化合物的施用率并拓宽其活性谱,本发明的目的是提供在活性化合物的总施用量降低下对有害真菌,尤其是对于某些适应症具有改进活性的混合物。
我们发现该目的由开头所定义的混合物实现。此外,我们发现与单一化合物相比,同时,即联合或分开施用化合物I和活性化合物II或依次施用化合物I和活性化合物II可以更好地防治有害真菌(协同增效混合物)。
化合物I可以用作大量不同杀真菌活性化合物的协同增效剂。同时,即联合或分开施用化合物I和活性化合物II超加和地增加了杀真菌活性。
化合物I和活性化合物II的混合物,或同时,即联合或分开使用化合物I和活性化合物II对宽范围的植物病原性真菌,尤其是选自子囊菌纲(Ascomycetes)、半知菌纲(Deuteromycetes)、卵菌纲(Oomycetes)和担子菌纲(Basidiomycetes)的真菌具有优异的活性。它们中的一些内吸有效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。
它们对在各种作物植株如香蕉、棉花、蔬菜(如黄瓜、豆类和葫芦科植物)、大麦、禾草、燕麦、咖啡、土豆、玉米、水果、稻、黑麦、大豆、西红柿、葡萄藤、小麦、观赏植物、甘蔗以及多种种子中防治大量真菌尤其重要。
它们有利地适合防治下列植物病害:
●蔬菜、油籽油菜、糖用甜菜、水果和稻上的链格孢属(Alternaria),例如土豆和西红柿上的早疫链格孢(A.solani)或链格孢(A.alternata);
●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);
●玉米、禾谷类、稻和草坪中的平脐蠕孢属(Bipolaris)和内脐蠕孢属(Drechslera),例如玉米上的玉蜀黍平脐蠕孢(D.maydis);
●禾谷类上的禾白粉菌(Blumeria graminis)(白粉病);
●草莓、蔬菜、花卉和葡萄藤上的灰葡萄孢(Botrytis cinerea)(灰霉病),
●莴苣上的莴苣盘梗霉(Bremia lactucae),
●玉米、大豆、稻和糖用甜菜上的尾孢属(Cercospora);
●玉米、禾谷类、稻上的旋孢腔菌属(Cochliobolus),例如禾谷类上的禾旋孢腔菌(Cochliobolus sativus),稻上的宫部旋孢腔菌(Cochliobolusmiyabeanus);
●大豆和棉花上的剌盘孢属(Colletotricum);
●玉米、禾谷类、稻和草坪上的内脐蠕孢属(Drechslera)、核腔菌属(Pyrenophora),例如大麦上的大麦网斑内脐蠕孢(D.teres)或小麦上的D.tritci-repentis;
●由Phaeoacremonium chlamydosporium、Ph.Aleophilum和Formitiporapunctata(同义词斑孔木层孔菌(Phellinus punctatus))引起的葡萄藤上的埃斯卡(Esca);
●玉米上的突脐蠕孢属(Exserohilum),
●黄瓜上的二孢白粉菌(Erysiphe cichoracearum)和单丝壳白粉菌(Sphaerotheca fuliginea),
●各种植物上的镰孢霉属(Fusarium)和轮枝孢属(Verticillium),例如禾谷类上的禾本科镰孢(F.graminearum)或大刀镰孢(F.culmorum)或多种植物如西红柿上的尖镰孢(F.oxysporum);
●禾谷类上的禾顶囊壳(Gaeumanomyces graminis);
●禾谷类和稻上的赤霉属(Gibberella)(例如稻上的藤仓赤霉(Gibberellafujikuroi));
●稻上的Grainstaining complex;
●玉米和稻上的长蠕孢属(Helminthosporium);
●禾谷类上的Michrodochium nivale;
●禾谷类、香蕉和花生上的球腔菌属(Mycosphaerella),例如小麦上的禾生球腔菌(M.graminicola)或香蕉上的斐济球腔菌(M.fijiensis);
●卷心菜和球茎植物上的霜霉属(Peronospora),例如卷心菜上的芸苔霜霉(P.brassicae)或洋葱上的大葱霜霉(P.destructor);
●大豆上的豆薯层锈菌(Phakopsora pachyrhizi)和山马蟥层锈菌(Phakopsara meibomiae);
●大豆和向日葵上的拟茎点霉属(Phomopsis);
●土豆和西红柿上的致病疫霉(Phytophthora infestans);
●各种植物上的疫霉属(Phytophthora),例如柿子椒上的辣椒疫霉(P.capsici);
●葡萄藤上的葡萄生单轴霉(Plasmopara viticola),
●苹果上的苹果白粉病菌(Podosphaera leucotricha),
●禾谷类上的小麦基腐病菌(Pseudocercosporella herpotrichoides),
●各种植物上的假霜霉属(Pseudoperonospora),例如黄瓜上的古巴假霜霉(P.Cubensis)或啤酒花上的葎草假霜(P.Humili);
●各种植物上的柄锈菌属(Puccinia),例如禾谷类上的小麦柄锈菌(P.triticina)、条形柄锈病(P.striformis)、大麦柄锈病(P.hordei)或禾柄锈菌(P.graminis),或芦笋上的天门冬属柄锈病(P.asparagi));
●稻上的稻瘟病菌(Pyricularia oryzae)、笹木伏革菌(Corticium sasakii)、帚梗柱孢属(Sarocladium oryzae)、稻叶鞘腐败病(S.attenuatum)、稻叶黑粉菌(Entyloma oryzae),
●草坪和禾谷类上的稻梨孢菌(Pyricularia grisea),
●草坪、稻、玉米、棉花、油籽油菜、向日葵、糖用甜菜、蔬菜和其他植物上的腐霉属(Pythium),例如各种植物上的终极腐霉菌(P.ultiumum),草坪上的瓜果腐霉(P.aphanidermatum);
●棉花、稻、土豆、草坪、玉米、油籽油菜、糖用甜菜、蔬菜和各种植物上的丝核菌属(Rhizoctonia),例如甜菜和各种植物上的立枯丝核病菌(R.solani);
●大麦、黑麦和黑小麦上的黑麦喙孢(Rhynchosporium secalis);
●油籽油菜和向日葵上的核盘菌属(Sclerotinia);
●小麦上的小麦壳针孢(Septoria tritici)和颖枯壳多孢(Stagonosporanodorum),
●葡萄藤上的葡萄钩丝壳(Erysiphe(同义词Uncinula)necator),
●玉米和草坪上的Setospaeria属,
●玉米上的丝轴黑粉菌(Sphacelotheca reilinia),
●大豆和棉花上的根串珠霉属(Thievaliopsis),
●禾谷类上的腥黑粉菌属(Tilletia),
●禾谷类、玉米和甘蔗上的黑粉菌属(Ustilago),例如玉米上的玉蜀黍黑粉菌(U.maydis);
●苹果和梨上的黑星菌属(Venturia)(黑星病),例如苹果上的苹果黑星病(V.inaequalis)。
化合物I和活性化合物II的混合物特别适于防治选自Peronosporomycetes(同义词:卵菌纲),如霜霉属、疫霉属、葡萄生单轴霉和假霜霉属的有害真菌,尤其是对应于上述那些的真菌。
化合物I和活性化合物II可以同时,即联合或分开施用,或依次施用,在分开施用的情况下,施用顺序通常对防治措施的结果没有任何影响。
在对上式所给符号的定义中,使用通常代表下列取代基的集合性术语:
卤素:氟、氯、溴和碘;
烷基:具有1-4、1-6、1-8或1-10个碳原子的饱和直链或支化烃基,例如C1-C6烷基,如甲基、乙基、丙基、1-甲基乙基、丁基、1-甲基丙基、2-甲基丙基、1,1-二甲基乙基、戊基、1-甲基丁基、2-甲基丁基、3-甲基丁基、2,2-二甲基丙基、1-乙基丙基、己基、1,1-二甲基丙基、1,2-二甲基丙基、1-甲基戊基、2-甲基戊基、3-甲基戊基、4-甲基戊基、1,1-二甲基丁基、1,2-二甲基丁基、1,3-二甲基丁基、2,2-二甲基丁基、2,3-二甲基丁基、3,3-二甲基丁基、1-乙基丁基、2-乙基丁基、1,1,2-三甲基丙基、1,2,2-三甲基丙基、1-乙基-1-甲基丙基和1-乙基-2-甲基丙基;
卤代烷基:具有1-2、1-4或1-6个碳原子的直链或支化烷基(如上所述),其中这些基团中的部分或所有氢原子可以被上述卤原子替换:尤其是C1-C2卤代烷基,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、五氟乙基或1,1,1-三氟丙-2-基。
考虑到式I的唑并嘧啶基胺的意欲用途,特别优选取代基的下列含义,在每种情况下单独或组合:
对本发明混合物特别合适的是其中R1为可以被1-3个卤素或C1-C4烷基取代的直链或支化C3-C12烷基或苯基的式I化合物。
在式I化合物的一个实施方案中,基团Ra不存在。
优选实施方案涉及其中R1为直链或支化C5-C10烷基,尤其是乙基、3,5,5-三甲基己基、正庚基、正辛基、正壬基和正癸基的式I化合物。
另一实施方案涉及如下式I化合物,其中R1为苯基,该苯基未被取代或被1-4个卤素、氰基、羟基、巯基、硝基、NRARB、C1-C10烷基、C1-C6卤代烷基、C2-C6链烯基、C2-C6炔基和C1-C6烷氧基取代。
优选的式I化合物是其中R1为对应于基团G的被取代苯基的那些:
其中
L1为氰基、卤素、羟基、巯基、硝基、NRARB、C1-C10烷基、C1-C6卤代烷基、C2-C6链烯基、C2-C6炔基和C1-C6烷氧基;以及
L2、L3相互独立地为氢或在L1下提到的基团之一,和
#表示与唑并嘧啶骨架连接的键。
在式I化合物的另一实施方案中,L1为氰基、卤素、羟基、巯基、硝基、NRARB、C1-C6烷基、卤代甲基或C1-C2烷氧基,优选氰基、卤素、C1-C6烷基、卤代甲基或C1-C2烷氧基。
在式I化合物的另一实施方案中,L2为氢或上述基团之一。
在式I化合物的另一实施方案中,L3为氢、氰基、卤素、羟基、巯基、硝基、NRARB、C1-C6烷基、卤代甲基或C1-C2烷氧基,优选氢。
优选其中R2为直链或支化C1-C12烷基、C1-C4烷氧基-C1-C4烷基或C1-C4卤代烷基的式I化合物。
在式I化合物的特别优选实施方案中,R2为甲基、乙基、正丙基、正辛基、三氟甲基或甲氧甲基,尤其是甲基、乙基、三氟甲基或甲氧甲基。
此外还优选其中R3为氢的式I化合物。
在式I化合物的另一实施方案中,R3为氨基。
式I化合物的一个实施方案涉及其中A为N的那些。这些化合物对应于其中各变量如对式I所定义的式IA:
式I化合物的另一实施方案涉及其中A为CH的那些。这些化合物对应于其中各变量如对式I所定义的式IB:
在优选化合物I的其他实施方案中,R1和R2的碳链一起不具有超过12个碳原子。
考虑到化合物I的应用,尤其优选汇编在下表中的化合物I。此外,对表中取代基所提到的基团本身为所述取代基的特别优选实施方案,与其中提到它们的组合无关。
表1
其中R1、R2和R3的组合对化合物而言在每种情况下对应于表I的一行的式IA化合物
表2
其中R1、R2和R3的组合对化合物而言在每种情况下对应于表I的一行的式IB化合物
表I
序号 | R1 | R2 | R3 |
I-1 | C6H5 | CH3 | H |
I-2 | 2-Cl-C6H4 | CH3 | H |
I-3 | 3-Cl-C6H4 | CH3 | H |
I-4 | 4-Cl-C6H4 | CH3 | H |
I-5 | 2-F-C6H4 | CH3 | H |
I-6 | 3-F-C6H4 | CH3 | H |
I-7 | 4-F-C6H4 | CH3 | H |
I-8 | 2,4-Cl2-C6H3 | CH3 | H |
I-9 | 3,4-Cl2-C6H3 | CH3 | H |
I-10 | 2,4-F2-C6H3 | CH3 | H |
I-11 | 3,4-F2-C6H3 | CH3 | H |
I-12 | 4-CH3-C6H4 | CH3 | H |
I-13 | 4-CH2CH3-C6H4 | CH3 | H |
I-14 | 4-CH2CH2CH3-C6H4 | CH3 | H |
I-15 | 4-CH(CH3)2-C6H4 | CH3 | H |
I-16 | 4-CH2CH2CH2CH3-C6H4 | CH3 | H |
I-17 | 4-C(CH3)CH2CH3-C6H4 | CH3 | H |
I-18 | 4-C(CH3)3-C6H4 | CH3 | H |
I-19 | CH2CH2CH2CH3 | CH3 | H |
I-20 | CH2CH2CH2CH2CH3 | CH3 | H |
I-21 | CH2CH2CH2CH2CH2CH3 | CH3 | H |
I-22 | CH2CH(CH3)CH2CH2CH3 | CH3 | H |
I-23 | CH2CH(CH2CH3)2 | CH3 | H |
I-24 | CH2CH2CH2CH2CH2CH2CH3 | CH3 | H |
序号 | R1 | R2 | R3 |
I-25 | CH2CH2CH2CH2CH2CH2CH2CH3 | CH3 | H |
I-26 | CH2CH2CH2CH2CH2CH2CH2CH2CH3 | CH3 | H |
I-27 | CH2CH2CH2CH2CH2CH2CH2CH2CH2CH3 | CH3 | H |
I-28 | CH2CH2CH(CH3)CH2CH(CH3)3 | CH3 | H |
I-29 | CH2CH2CH2CH3 | CH3 | NH2 |
I-30 | CH2CH2CH2CH2CH3 | CH3 | NH2 |
I-31 | CH2CH2CH2CH2CH2CH3 | CH3 | NH2 |
I-32 | CH2CH(CH3)CH2CH2CH3 | CH3 | NH2 |
I-33 | CH2CH(CH2CH3)2 | CH3 | NH2 |
I-34 | CH2CH2CH2CH2CH2CH2CH3 | CH3 | NH2 |
I-35 | CH2CH2CH2CH2CH2CH2CH2CH3 | CH3 | NH2 |
I-36 | CH2CH2CH2CH2CH2CH2CH2CH2CH3 | CH3 | NH2 |
I-37 | CH2CH2CH2CH2CH2CH2CH2CH2CH2CH3 | CH3 | NH2 |
I-38 | CH2CH2CH(CH3)CH2CH(CH3)3 | CH3 | NH2 |
I-39 | CH2CH2CH2CH3 | CH3 | CH3 |
I-40 | CH2CH2CH2CH2CH3 | CH3 | CH3 |
I-41 | CH2CH2CH2CH2CH2CH3 | CH3 | CH3 |
I-42 | CH2CH(CH3)CH2CH2CH3 | CH3 | CH3 |
I-43 | CH2CH(CH2CH3)2 | CH3 | CH3 |
I-44 | CH2CH2CH2CH2CH2CH2CH3 | CH3 | CH3 |
I-45 | CH2CH2CH2CH2CH2CH2CH2CH3 | CH3 | CH3 |
I-46 | CH2CH2CH2CH2CH2CH2CH2CH2CH3 | CH3 | CH3 |
I-47 | CH2CH2CH2CH2CH2CH2CH2CH2CH2CH3 | CH3 | CH3 |
I-48 | CH2CH2CH(CH3)CH2CH(CH3)3 | CH3 | CH3 |
I-49 | (CH2)3-O-CH3 | CH3 | H |
I-50 | (CH2)3-O-CH2CH3 | CH3 | H |
I-51 | (CH2)3-O-CH2CH2CH3 | CH3 | H |
I-52 | (CH2)3-O-CH2CH2CH2CH3 | CH3 | H |
I-53 | (CH2)3-O-CH2CH2CH2CH2CH3 | CH3 | H |
I-54 | (CH2)3-O-CH2CH2CH2CH2CH2CH3 | CH3 | H |
I-55 | (CH2)3-O-CH2CH2CH2CH2CH2CH2CH3 | CH3 | H |
I-56 | (CH2)3-O-CH2CH2CH2CH2CH2CH2CH2CH3 | CH3 | H |
I-57 | (CH2)3-O-CH2CH2CH2CH2CH2CH2CH2CH2CH3 | CH3 | H |
I-58 | (CH2)3-O-CH(CH3)2 | CH3 | H |
I-59 | (CH2)3-O-C(CH3)3 | CH3 | H |
I-60 | (CH2)3-O-CH2C(CH3)3 | CH3 | H |
I-61 | (CH2)3-O-CH(CH3)CH2C(CH3)3 | CH3 | H |
I-62 | (CH2)3-O-CH(CH2CH3)CH2C(CH3)3 | CH3 | H |
I-63 | (CH2)3-O-CH2CH(CH3)CH2CH(CH3)2 | CH3 | H |
I-64 | (CH2)3-O-CH2CH(CH2CH3)CH2CH2CH3 | CH3 | H |
I-65 | (CH2)3-O-CH2CH2CH(CH3)CH2CH(CH3)2 | CH3 | H |
序号 | R1 | R2 | R3 |
I-66 | (CH2)3-O-CH2CH2CH(CH3)CH2C(CH3)3 | CH3 | H |
I-67 | (CH2)3-O-CH2CH2CH(CH3)CH2CH2CH(CH3)2 | CH3 | H |
I-68 | (CH2)3-O-CH2CH2CH(CH3)CH2CH2CH2CH(CH3)2 | CH3 | H |
I-69 | (CH2)3-O-CH3 | CH3 | CH3 |
I-70 | (CH2)3-O-CH2CH3 | CH3 | CH3 |
I-71 | (CH2)3-O-CH2CH2CH3 | CH3 | CH3 |
I-72 | (CH2)3-O-CH2CH2CH2CH3 | CH3 | CH3 |
I-73 | (CH2)3-O-CH2CH2CH2CH2CH3 | CH3 | CH3 |
I-74 | (CH2)3-O-CH2CH2CH2CH2CH2CH3 | CH3 | CH3 |
I-75 | (CH2)3-O-CH2CH2CH2CH2CH2CH2CH3 | CH3 | CH3 |
I-76 | (CH2)3-O-CH2CH2CH2CH2CH2CH2CH2CH3 | CH3 | CH3 |
I-77 | (CH2)3-O-CH2CH2CH2CH2CH2CH2CH2CH2CH3 | CH3 | CH3 |
I-78 | (CH2)3-O-CH(CH3)2 | CH3 | CH3 |
I-79 | (CH2)3-O-C(CH3)3 | CH3 | CH3 |
I-80 | (CH2)3-O-CH2C(CH3)3 | CH3 | CH3 |
I-81 | (CH2)3-O-CH(CH3)CH2C(CH3)3 | CH3 | CH3 |
I-82 | (CH2)3-O-CH(CH2CH3)CH2C(CH3)3 | CH3 | CH3 |
I-83 | (CH2)3-O-CH2CH(CH3)CH2CH(CH3)2 | CH3 | CH3 |
I-84 | (CH2)3-O-CH2CH(CH2CH3)CH2CH2CH3 | CH3 | CH3 |
I-85 | (CH2)3-O-CH2CH2CH(CH3)CH2CH(CH3)2 | CH3 | CH3 |
I-86 | (CH2)3-O-CH2CH2CH(CH3)CH2C(CH3)3 | CH3 | CH3 |
I-87 | (CH2)3-O-CH2CH2CH(CH3)CH2CH2CH(CH3)2 | CH3 | CH3 |
I-88 | (CH2)3-O-CH2CH2CH(CH3)CH2CH2CH2CH(CH3)2 | CH3 | CH3 |
I-89 | CH2-C6H5 | CF3 | H |
I-90 | CH2-(4-Cl-C6H4) | CF3 | H |
I-91 | CH2CH2CH3 | CF3 | H |
I-92 | CH2CH2CH2CH3 | CF3 | H |
I-93 | CH2CH2CH2CH2CH3 | CF3 | H |
I-94 | CH2CH2CH2CH2CH2CH3 | CF3 | H |
I-95 | CH2CH(CH3)CH2CH2CH3 | CF3 | H |
I-96 | CH2CH(CH2CH3)2 | CF3 | H |
I-97 | CH2CH2CH2CH2CH2CH2CH3 | CF3 | H |
I-98 | CH2CH2CH2CH2CH2CH2CH2CH3 | CF3 | H |
I-99 | CH2CH2CH2CH2CH2CH2CH2CH2CH3 | CF3 | H |
I-100 | CH2CH2CH2CH2CH2CH2CH2CH2CH2CH3 | CF3 | H |
I-101 | CH2CH2CH(CH3)CH2CH(CH3)3 | CF3 | H |
I-102 | 环-C5H9 | CF3 | H |
I-103 | 环-C6H11 | CF3 | H |
I-104 | CH2CH2CH2CH3 | CH2CH3 | H |
I-105 | CH2CH2CH2CH2CH3 | CH2CH3 | H |
I-106 | CH2CH2CH2CH2CH2CH3 | CH2CH3 | H |
序号 | R1 | R2 | R3 |
I-107 | CH2CH(CH3)CH2CH2CH3 | CH2CH3 | H |
I-108 | CH2CH(CH2CH3)2 | CH2CH3 | H |
I-109 | CH2CH2CH2CH2CH2CH2CH3 | CH2CH3 | H |
I-110 | CH2CH2CH2CH2CH2CH2CH2CH3 | CH2CH3 | H |
I-111 | CH2CH2CH2CH2CH2CH2CH2CH2CH3 | CH2CH3 | H |
I-112 | CH2CH2CH2CH2CH2CH2CH2CH2CH2CH3 | CH2CH3 | H |
I-113 | CH2CH2CH(CH3)CH2CH(CH3)3 | CH2CH3 | H |
I-114 | CH2CH2CH2CH3 | CH2CH3 | NH2 |
I-115 | CH2CH2CH2CH2CH3 | CH2CH3 | NH2 |
I-116 | CH2CH2CH2CH2CH2CH3 | CH2CH3 | NH2 |
I-117 | CH2CH(CH3)CH2CH2CH3 | CH2CH3 | NH2 |
I-118 | CH2CH(CH2CH3)2 | CH2CH3 | NH2 |
I-119 | CH2CH2CH2CH2CH2CH2CH3 | CH2CH3 | NH2 |
I-120 | CH2CH2CH2CH2CH2CH2CH2CH3 | CH2CH3 | NH2 |
I-121 | CH2CH2CH2CH2CH2CH2CH2CH2CH3 | CH2CH3 | NH2 |
I-122 | CH2CH2CH2CH2CH2CH2CH2CH2CH2CH3 | CH2CH3 | NH2 |
I-123 | CH2CH2CH(CH3)CH2CH(CH3)3 | CH2CH3 | NH2 |
I-124 | CH2CH2CH2CH3 | CH2CH3 | CH3 |
I-125 | CH2CH2CH2CH2CH3 | CH2CH3 | CH3 |
I-126 | CH2CH2CH2CH2CH2CH3 | CH2CH3 | CH3 |
I-127 | CH2CH(CH3)CH2CH2CH3 | CH2CH3 | CH3 |
I-128 | CH2CH(CH2CH3)2 | CH2CH3 | CH3 |
I-129 | CH2CH2CH2CH2CH2CH2CH3 | CH2CH3 | CH3 |
I-130 | CH2CH2CH2CH2CH2CH2CH2CH3 | CH2CH3 | CH3 |
I-131 | CH2CH2CH2CH2CH2CH2CH2CH2CH3 | CH2CH3 | CH3 |
I-132 | CH2CH2CH2CH2CH2CH2CH2CH2CH2CH3 | CH2CH3 | CH3 |
I-133 | CH2CH2CH(CH3)CH2CH(CH3)3 | CH2CH3 | CH3 |
I-134 | (CH2)3-O-CH3 | CH2CH3 | H |
I-135 | (CH2)3-O-CH2CH3 | CH2CH3 | H |
I-136 | (CH2)3-O-CH2CH2CH3 | CH2CH3 | H |
I-137 | (CH2)3-O-CH2CH2CH2CH3 | CH2CH3 | H |
I-138 | (CH2)3-O-CH2CH2CH2CH2CH3 | CH2CH3 | H |
I-139 | (CH2)3-O-CH2CH2CH2CH2CH2CH3 | CH2CH3 | H |
I-140 | (CH2)3-O-CH2CH2CH2CH2CH2CH2CH3 | CH2CH3 | H |
I-141 | (CH2)3-O-CH2CH2CH2CH2CH2CH2CH2CH3 | CH2CH3 | H |
I-142 | (CH2)3-O-CH2CH2CH2CH2CH2CH2CH2CH2CH3 | CH2CH3 | H |
I-143 | (CH2)3-O-CH(CH3)2 | CH2CH3 | H |
I-144 | (CH2)3-O-C(CH3)3 | CH2CH3 | H |
I-145 | (CH2)3-O-CH2C(CH3)3 | CH2CH3 | H |
I-146 | (CH2)3-O-CH(CH3)CH2C(CH3)3 | CH2CH3 | H |
I-147 | (CH2)3-O-CH(CH2CH3)CH2C(CH3)3 | CH2CH3 | H |
序号 | R1 | R2 | R3 |
I-148 | (CH2)3-O-CH2CH(CH3)CH2CH(CH3)2 | CH2CH3 | H |
I-149 | (CH2)3-O-CH2CH(CH2CH3)CH2CH2CH3 | CH2CH3 | H |
I-150 | (CH2)3-O-CH2CH2CH(CH3)CH2CH(CH3)2 | CH2CH3 | H |
I-151 | (CH2)3-O-CH2CH2CH(CH3)CH2C(CH3)3 | CH2CH3 | H |
I-152 | (CH2)3-O-CH2CH2CH(CH3)CH2CH2CH(CH3)2 | CH2CH3 | H |
I-153 | (CH2)3-O-CH2CH2CH(CH3)CH2CH2CH2CH(CH3)2 | CH2CH3 | H |
I-154 | (CH2)3-O-CH3 | CH2CH3 | CH3 |
I-155 | (CH2)3-O-CH2CH3 | CH2CH3 | CH3 |
I-156 | (CH2)3-O-CH2CH2CH3 | CH2CH3 | CH3 |
I-157 | (CH2)3-O-CH2CH2CH2CH3 | CH2CH3 | CH3 |
I-158 | (CH2)3-O-CH2CH2CH2CH2CH3 | CH2CH3 | CH3 |
I-159 | (CH2)3-O-CH2CH2CH2CH2CH2CH3 | CH2CH3 | CH3 |
I-160 | (CH2)3-O-CH2CH2CH2CH2CH2CH2CH3 | CH2CH3 | CH3 |
I-161 | (CH2)3-O-CH2CH2CH2CH2CH2CH2CH2CH3 | CH2CH3 | CH3 |
I-162 | (CH2)3-O-CH2CH2CH2CH2CH2CH2CH2CH2CH3 | CH2CH3 | CH3 |
I-163 | (CH2)3-O-CH(CH3)2 | CH2CH3 | CH3 |
I-164 | (CH2)3-O-C(CH3)3 | CH2CH3 | CH3 |
I-165 | (CH2)3-O-CH2C(CH3)3 | CH2CH3 | CH3 |
I-166 | (CH2)3-O-CH(CH3)CH2C(CH3)3 | CH2CH3 | CH3 |
I-167 | (CH2)3-O-CH(CH2CH3)CH2C(CH3)3 | CH2CH3 | CH3 |
I-168 | (CH2)3-O-CH2CH(CH3)CH2CH(CH3)2 | CH2CH3 | CH3 |
I-169 | (CH2)3-O-CH2CH(CH2CH3)CH2CH2CH3 | CH2CH3 | CH3 |
I-170 | (CH2)3-O-CH2CH2CH(CH3)CH2CH(CH3)2 | CH2CH3 | CH3 |
I-171 | (CH2)3-O-CH2CH2CH(CH3)CH2C(CH3)3 | CH2CH3 | CH3 |
I-172 | (CH2)3-O-CH2CH2CH(CH3)CH2CH2CH(CH3)2 | CH2CH3 | CH3 |
I-173 | (CH2)3-O-CH2CH2CH(CH3)CH2CH2CH2CH(CH3)2 | CH2CH3 | CH3 |
I-174 | CH2CH2CH2CH3 | CH2CH2CH3 | H |
I-175 | CH2CH2CH2CH2CH3 | CH2CH2CH3 | H |
I-176 | CH2CH2CH2CH2CH2CH3 | CH2CH2CH3 | H |
I-177 | CH2CH(CH3)CH2CH2CH3 | CH2CH2CH3 | H |
I-178 | CH2CH(CH2CH3)2 | CH2CH2CH3 | H |
I-179 | CH2CH2CH2CH2CH2CH2CH3 | CH2CH2CH3 | H |
I-180 | CH2CH2CH2CH2CH2CH2CH2CH3 | CH2CH2CH3 | H |
I-181 | CH2CH2CH2CH2CH2CH2CH2CH2CH3 | CH2CH2CH3 | H |
I-182 | CH2CH2CH2CH2CH2CH2CH2CH2CH2CH3 | CH2CH2CH3 | H |
I-183 | CH2CH2CH(CH3)CH2CH(CH3)3 | CH2CH2CH3 | H |
I-184 | CH2-O-CH2CH2CH2CH3 | CH2CH2CH3 | H |
I-185 | CH2-O-CH2CH2CH2CH2CH3 | CH2CH2CH3 | H |
I-186 | CH2-O-CH2CH2CH2CH2CH2CH3 | CH2CH2CH3 | H |
I-187 | CH2-O-CH2CH2CH2CH2CH2CH2CH3 | CH2CH2CH3 | H |
I-188 | CH2-O-CH2CH2CH2CH2CH2CH2CH2CH3 | CH2CH2CH3 | H |
序号 | R1 | R2 | R3 |
I-189 | CH2-O-CH2CH2CH2CH2CH2CH2CH2CH2CH3 | CH2CH2CH3 | H |
I-190 | CH2-O-C(CH3)3 | CH2CH2CH3 | H |
I-191 | CH2-O-CH2C(CH3)3 | CH2CH2CH3 | H |
I-192 | CH2-O-CH(CH3)CH2C(CH3)3 | CH2CH2CH3 | H |
I-193 | CH2-O-CH(CH2CH3)CH2C(CH3)3 | CH2CH2CH3 | H |
I-194 | CH2-O-CH2CH(CH3)CH2CH(CH3)2 | CH2CH2CH3 | H |
I-195 | CH2-O-CH2CH(CH2CH3)CH2CH2CH3 | CH2CH2CH3 | H |
I-196 | CH2-O-CH2CH2CH(CH3)CH2CH(CH3)2 | CH2CH2CH3 | H |
I-197 | CH2-O-CH2CH2CH(CH3)CH2C(CH3)3 | CH2CH2CH3 | H |
I-198 | CH2-O-CH2CH2CH(CH3)CH2CH2CH(CH3)2 | CH2CH2CH3 | H |
I-199 | CH2-O-CH2CH2CH(CH3)CH2CH2CH2CH(CH3)2 | CH2CH2CH3 | H |
I-200 | (CH2)2-O-CH2CH2CH3 | CH2CH2CH3 | H |
I-201 | (CH2)2-O-CH2CH2CH2CH3 | CH2CH2CH3 | H |
I-202 | (CH2)2-O-CH2CH2CH2CH2CH3 | CH2CH2CH3 | H |
I-203 | (CH2)2-O-CH2CH2CH2CH2CH2CH3 | CH2CH2CH3 | H |
I-204 | (CH2)2-O-CH2CH2CH2CH2CH2CH2CH3 | CH2CH2CH3 | H |
I-205 | (CH2)2-O-CH2CH2CH2CH2CH2CH2CH2CH3 | CH2CH2CH3 | H |
I-206 | (CH2)2-O-CH2CH2CH2CH2CH2CH2CH2CH2CH3 | CH2CH2CH3 | H |
I-207 | (CH2)2-O-CH(CH3)2 | CH2CH2CH3 | H |
I-208 | (CH2)2-O-C(CH3)3 | CH2CH2CH3 | H |
I-209 | (CH2)2-O-CH2C(CH3)3 | CH2CH2CH3 | H |
I-210 | (CH2)2-O-CH(CH3)CH2C(CH3)3 | CH2CH2CH3 | H |
I-211 | (CH2)2-O-CH(CH2CH3)CH2C(CH3)3 | CH2CH2CH3 | H |
I-212 | (CH2)2-O-CH2CH(CH3)CH2CH(CH3)2 | CH2CH2CH3 | H |
I-213 | (CH2)2-O-CH2CH(CH2CH3)CH2CH2CH3 | CH2CH2CH3 | H |
I-214 | (CH2)2-O-CH2CH2CH(CH3)CH2CH(CH3)2 | CH2CH2CH3 | H |
I-215 | (CH2)2-O-CH2CH2CH(CH3)CH2C(CH3)3 | CH2CH2CH3 | H |
I-216 | (CH2)2-O-CH2CH2CH(CH3)CH2CH2CH(CH3)2 | CH2CH2CH3 | H |
I-217 | (CH2)2-O-CH2CH2CH(CH3)CH2CH2CH2CH(CH3)2 | CH2CH2CH3 | H |
I-218 | (CH2)3-O-CH3 | CH2CH2CH3 | H |
I-219 | (CH2)3-O-CH2CH3 | CH2CH2CH3 | H |
I-220 | (CH2)3-O-CH2CH2CH3 | CH2CH2CH3 | H |
I-221 | (CH2)3-O-CH2CH2CH2CH3 | CH2CH2CH3 | H |
I-222 | (CH2)3-O-CH2CH2CH2CH2CH3 | CH2CH2CH3 | H |
I-223 | (CH2)3-O-CH2CH2CH2CH2CH2CH3 | CH2CH2CH3 | H |
I-224 | (CH2)3-O-CH2CH2CH2CH2CH2CH2CH3 | CH2CH2CH3 | H |
I-225 | (CH2)3-O-CH2CH2CH2CH2CH2CH2CH2CH3 | CH2CH2CH3 | H |
I-226 | (CH2)3-O-CH2CH2CH2CH2CH2CH2CH2CH2CH3 | CH2CH2CH3 | H |
I-227 | (CH2)3-O-CH(CH3)2 | CH2CH2CH3 | H |
I-228 | (CH2)3-O-C(CH3)3 | CH2CH2CH3 | H |
I-229 | (CH2)3-O-CH2C(CH3)3 | CH2CH2CH3 | H |
序号 | R1 | R2 | R3 |
I-230 | (CH2)3-O-CH(CH3)CH2C(CH3)3 | CH2CH2CH3 | H |
I-231 | (CH2)3-O-CH(CH2CH3)CH2C(CH3)3 | CH2CH2CH3 | H |
I-232 | (CH2)3-O-CH2CH(CH3)CH2CH(CH3)2 | CH2CH2CH3 | H |
I-233 | (CH2)3-O-CH2CH(CH2CH3)CH2CH2CH3 | CH2CH2CH3 | H |
I-234 | (CH2)3-O-CH2CH2CH(CH3)CH2CH(CH3)2 | CH2CH2CH3 | H |
I-235 | (CH2)3-O-CH2CH2CH(CH3)CH2C(CH3)3 | CH2CH2CH3 | H |
I-236 | (CH2)3-O-CH2CH2CH(CH3)CH2CH2CH(CH3)2 | CH2CH2CH3 | H |
I-237 | (CH2)3-O-CH2CH2CH(CH3)CH2CH2CH2CH(CH3)2 | CH2CH2CH3 | H |
I-238 | CH2CH2CH3 | CH2OCH3 | H |
I-239 | CH2CH2CH2CH3 | CH2OCH3 | H |
I-240 | CH2CH2CH2CH2CH3 | CH2OCH3 | H |
I-241 | CH2CH2CH2CH2CH2CH3 | CH2OCH3 | H |
I-242 | CH2CH(CH3)CH2CH2CH3 | CH2OCH3 | H |
I-243 | CH2CH(CH2CH3)2 | CH2OCH3 | H |
I-244 | CH2CH2CH2CH2CH2CH2CH3 | CH2OCH3 | H |
I-245 | CH2CH2CH2CH2CH2CH2CH2CH3 | CH2OCH3 | H |
I-246 | CH2CH2CH2CH2CH2CH2CH2CH2CH3 | CH2OCH3 | H |
I-247 | CH2CH2CH2CH2CH2CH2CH2CH2CH2CH3 | CH2OCH3 | H |
I-248 | CH2CH2CH(CH3)CH2CH(CH3)3 | CH2OCH3 | H |
I-249 | (CH2)3-O-CH3 | CH2OCH3 | H |
I-250 | (CH2)3-O-CH2CH3 | CH2OCH3 | H |
I-251 | (CH2)3-O-CH2CH2CH3 | CH2OCH3 | H |
I-252 | (CH2)3-O-CH2CH2CH2CH3 | CH2OCH3 | H |
I-253 | (CH2)3-O-CH2CH2CH2CH2CH3 | CH2OCH3 | H |
I-254 | (CH2)3-O-CH2CH2CH2CH2CH2CH3 | CH2OCH3 | H |
I-255 | (CH2)3-O-CH2CH2CH2CH2CH2CH2CH3 | CH2OCH3 | H |
I-256 | (CH2)3-O-CH2CH2CH2CH2CH2CH2CH2CH3 | CH2OCH3 | H |
I-257 | (CH2)3-O-CH2CH2CH2CH2CH2CH2CH2CH2CH3 | CH2OCH3 | H |
I-258 | (CH2)3-O-CH(CH3)2 | CH2OCH3 | H |
I-259 | (CH2)3-O-C(CH3)3 | CH2OCH3 | H |
I-260 | (CH2)3-O-CH2C(CH3)3 | CH2OCH3 | H |
I-261 | (CH2)3-O-CH(CH3)CH2C(CH3)3 | CH2OCH3 | H |
I-262 | (CH2)3-O-CH(CH2CH3)CH2C(CH3)3 | CH2OCH3 | H |
I-263 | (CH2)3-O-CH2CH(CH3)CH2CH(CH3)2 | CH2OCH3 | H |
I-264 | (CH2)3-O-CH2CH(CH2CH3)CH2CH2CH3 | CH2OCH3 | H |
I-265 | (CH2)3-O-CH2CH2CH(CH3)CH2CH(CH3)2 | CH2OCH3 | H |
I-266 | (CH2)3-O-CH2CH2CH(CH3)CH2C(CH3)3 | CH2OCH3 | H |
I-267 | (CH2)3-O-CH2CH2CH(CH3)CH2CH2CH(CH3)2 | CH2OCH3 | H |
I-268 | (CH2)3-O-CH2CH2CH(CH3)CH2CH2CH2CH(CH3)2 | CH2OCH3 | H |
I-269 | CH3 | (CH2)3CH3 | H |
I-270 | CH2CH3 | (CH2)3CH3 | H |
序号 | R1 | R2 | R3 |
I-271 | CH2CH2CH3 | (CH2)3CH3 | H |
I-272 | CH2CH2CH2CH3 | (CH2)3CH3 | H |
I-273 | CH2CH2CH2CH2CH3 | (CH2)3CH3 | H |
I-274 | CH3 | (CH2)4CH3 | H |
I-275 | CH2CH3 | (CH2)4CH3 | H |
I-276 | CH2CH2CH3 | (CH2)4CH3 | H |
I-277 | CH2CH2CH2CH3 | (CH2)4CH3 | H |
I-278 | CH2CH2CH2CH2CH3 | (CH2)4CH3 | H |
I-279 | CH3 | (CH2)5CH3 | H |
I-280 | CH2CH3 | (CH2)5CH3 | H |
I-281 | CH2CH2CH3 | (CH2)5CH3 | H |
I-282 | CH2CH2CH2CH3 | (CH2)5CH3 | H |
I-283 | CH2CH2CH2CH2CH3 | (CH2)5CH3 | H |
I-284 | CH3 | (CH2)6CH3 | H |
I-285 | CH2CH3 | (CH2)6CH3 | H |
I-286 | CH2CH2CH3 | (CH2)6CH3 | H |
I-287 | CH2CH2CH2CH3 | (CH2)6CH3 | H |
I-288 | CH2CH2CH2CH2CH3 | (CH2)6CH3 | H |
I-289 | CH3 | (CH2)7CH3 | H |
I-290 | CH2CH3 | (CH2)7CH3 | H |
I-291 | CH2CH2CH3 | (CH2)7CH3 | H |
I-292 | CH2CH2CH2CH3 | (CH2)7CH3 | H |
I-293 | CH2CH2CH2CH2CH3 | (CH2)7CH3 | H |
I-294 | CH3 | (CH2)8CH3 | H |
I-295 | CH2CH3 | (CH2)8CH3 | H |
I-296 | CH2CH2CH3 | (CH2)8CH3 | H |
I-297 | CH2CH2CH2CH3 | (CH2)8CH3 | H |
I-298 | CH2CH2CH2CH2CH3 | (CH2)8CH3 | H |
本发明混合物的优选实施方案包含选自下列的化合物作为活性组分1:6-(3,4-二氯苯基)-5-甲基-[1,2,4]三唑并[1,5-a]嘧啶-7-基胺、6-(4-叔丁基苯基)-5-甲基-[1,2,4]三唑并[1,5-a]嘧啶-7-基胺、5-甲基-6-(3,5,5-三甲基己基)-[1,2,4]三唑并[1,5-a]嘧啶-7-基胺、5-甲基-6-辛基-[1,2,4]三唑并[1,5-a]嘧啶-7-基胺、5-乙基-6-辛基-[1,2,4]三唑并[1,5-a]嘧啶-2,7-二胺、6-乙基-5-辛基-[1,2,4]三唑并[1,5-a]嘧啶-7-基胺、5-乙基-6-辛基-[1,2,4]三唑并[1,5-a]嘧啶-7-基胺、5-乙基-6-(3,5,5-三甲基己基)-[1,2,4]三唑并[1,5-a]嘧啶-7-基胺、6-辛基-5-丙基-[1,2,4]三唑并[1,5-a]嘧啶-7-基胺、5-甲氧甲基-6-辛基-[1,2,4]三唑并[1,5-a]嘧啶-7-基胺、6-辛基-5-三氟甲基-[1,2,4]三唑并[1,5-a]嘧啶-7-基胺和5-三氟甲基-6-(3,5,5-三甲基己基)-[1,2,4]三唑并[1,5-a]嘧啶-7-基胺。
本发明混合物的其他优选实施方案涉及表1的化合物,尤其是上面的优选化合物I之一与下列活性化合物II之一的组合:
A)唑类,如环唑醇、醚唑、喹唑菌酮、氟硅唑、环戊唑菌、丙环唑、丙硫菌唑、戊唑醇、丙氯灵、氰霜唑、多菌灵、噻唑菌胺;
B)嗜球果伞素类,如腈嘧菌酯、烯肟菌酯、氟嘧菌酯、唑菌胺酯、肟菌酯或(2-氯-5-[1-(3-甲基苄氧亚氨基)乙基]苄基)氨基甲酸甲酯[B-6]、(2-氯-5-[1-(6-甲基吡啶-2-基甲氧亚氨基)乙基]苄基)氨基甲酸甲酯[B-7];
C)羧酰胺类,如苯霜灵、啶酰菌胺、甲霜灵、甲呋酰胺、霜灵、烯酰吗啉、氟吡菌胺(picobenzamid)、苯酰菌胺、双炔酰菌胺;
D)杂环化合物,如氟啶胺、环丙嘧啶、二甲嘧菌胺、吗菌灵、异丙定、烯菌酮、唑酮菌、咪唑菌酮、吲唑磺菌胺、5-氯-7-(4-甲基哌啶-1-
基)-6-(2,4,6-三氟苯基)-[1,2,4]三唑并[1,5-a]嘧啶[D-8]、克菌丹、灭菌丹;E)氨基甲酸盐类,如代森锰锌、代森锰、代森联、甲基代森锌、异丙菌胺、苯噻菌胺、3-(4-氯苯基)-3-(2-异丙氧基羰基氨基-3-甲基丁酰氨基)丙酸甲酯[E-7];和
F)其他活性化合物,选自含硫的杂环基化合物:二噻农;有机磷化合物:藻菌磷、乙膦铝、亚磷酸及其盐;有机氯化合物:百菌清、甲基托布津;无机活性化合物:波尔多液、醋酸铜、氢氧化铜、王铜、碱式硫酸铜;其他:清菌脲、苯菌酮;生长延缓剂:调环酸及其盐。
优选实施方案涉及表A中所列组合物,其中在每种情况下表A的一行对应于包含所提到的特定式I化合物(组分1)和上述组的一种活性化合物的杀真菌组合物,其中该活性化合物优选选自如上所定义的优选实施方案。
表A
行 | 组分1 | 组分2 |
A-1 | 表1,I-9 | A组活性化合物II |
A-2 | 表1,I-9 | B组活性化合物II |
A-3 | 表1,I-9 | C组活性化合物II |
A-4 | 表1,I-9 | D组活性化合物II |
A-5 | 表1,I-9 | E组活性化合物II |
A-6 | 表1,I-9 | F组活性化合物II |
行 | 组分1 | 组分2 |
A-7 | 表1,I-18 | A组活性化合物II |
A-8 | 表1,I-18 | B组活性化合物II |
A-9 | 表1,I-18 | C组活性化合物II |
A-10 | 表1,I-18 | D组活性化合物II |
A-11 | 表1,I-18 | E组活性化合物II |
A-12 | 表1,I-18 | F组活性化合物II |
A-13 | 表1,I-25 | A组活性化合物II |
A-14 | 表1,I-25 | B组活性化合物II |
A-15 | 表1,I-25 | C组活性化合物II |
A-16 | 表1,I-25 | D组活性化合物II |
A-17 | 表1,I-25 | E组活性化合物II |
A-18 | 表1,I-25 | F组活性化合物II |
A-19 | 表1,I-28 | A组活性化合物II |
A-20 | 表1,I-28 | B组活性化合物II |
A-21 | 表1,I-28 | C组活性化合物II |
A-22 | 表1,I-28 | D组活性化合物II |
A-23 | 表1,I-28 | E组活性化合物II |
A-24 | 表1,I-28 | F组活性化合物II |
A-25 | 表1,I-98 | A组活性化合物II |
A-26 | 表1,I-98 | B组活性化合物II |
A-27 | 表1,I-98 | C组活性化合物II |
A-28 | 表1,I-98 | D组活性化合物II |
A-29 | 表1,I-98 | E组活性化合物II |
A-30 | 表1,I-98 | F组活性化合物II |
A-31 | 表1,I-101 | A组活性化合物II |
A-32 | 表1,I-101 | B组活性化合物II |
A-33 | 表1,I-101 | C组活性化合物II |
A-34 | 表1,I-101 | D组活性化合物II |
A-35 | 表1,I-101 | E组活性化合物II |
A-36 | 表1,I-101 | F组活性化合物II |
A-37 | 表1,I-110 | A组活性化合物II |
A-38 | 表1,I-110 | B组活性化合物II |
A-39 | 表1,I-110 | C组活性化合物II |
A-40 | 表1,I-110 | D组活性化合物II |
A-41 | 表1,I-110 | E组活性化合物II |
A-42 | 表1,I-110 | F组活性化合物II |
行 | 组分1 | 组分2 |
A-43 | 表1,I-113 | A组活性化合物II |
A-44 | 表1,I-113 | B组活性化合物II |
A-45 | 表1,I-113 | C组活性化合物II |
A-46 | 表1,I-113 | D组活性化合物II |
A-47 | 表1,I-113 | E组活性化合物II |
A-48 | 表1,I-113 | F组活性化合物II |
A-49 | 表1,I-120 | A组活性化合物II |
A-50 | 表1,I-120 | B组活性化合物II |
A-51 | 表1,I-120 | C组活性化合物II |
A-52 | 表1,I-120 | D组活性化合物II |
A-53 | 表1,I-120 | E组活性化合物II |
A-54 | 表1,I-120 | F组活性化合物II |
A-55 | 表1,I-180 | A组活性化合物II |
A-56 | 表1,I-180 | B组活性化合物II |
A-57 | 表1,I-180 | C组活性化合物II |
A-58 | 表1,I-180 | D组活性化合物II |
A-59 | 表1,I-180 | E组活性化合物II |
A-60 | 表1,I-180 | F组活性化合物II |
A-61 | 表1,I-245 | A组活性化合物II |
A-62 | 表1,I-245 | B组活性化合物II |
A-63 | 表1,I-245 | C组活性化合物II |
A-64 | 表1,I-245 | D组活性化合物II |
A-65 | 表1,I-245 | E组活性化合物II |
A-66 | 表1,I-245 | F组活性化合物II |
A-67 | 表1,I-290 | A组活性化合物II |
A-68 | 表1,I-290 | B组活性化合物II |
A-69 | 表1,I-290 | C组活性化合物II |
A-70 | 表1,I-290 | D组活性化合物II |
A-71 | 表1,I-290 | E组活性化合物II |
A-72 | 表1,I-290 | F组活性化合物II |
上述活性化合物还可以以其可农用盐使用。这些盐通常为碱金属或碱土金属盐,如钠、钾或钙盐。
在制备混合物时,优选使用纯活性化合物,需要的话可以将它们与对抗有害真菌或其他害虫如昆虫、蜘蛛或线虫的其他活性化合物或作为其他活性组分的除草或生长调节活性化合物或肥料混合。
在本发明的优选实施方案中,使用唑并嘧啶基胺和活性化合物II的混合物。在某些条件下,可能有利的是将唑并嘧啶基胺与两种或更多种活性化合物II组合。此外,两种或更多种化合物I与一种或多种活性化合物II的混合物也可能是合适的。
在上述意义上合适的其他活性组分尤其是开头所提到的活性化合物II,尤其是上述优选活性化合物。在三元混合物的情况下,优选的第三活性组分是嗜球果伞素类,尤其是唑菌胺酯,羧酰胺类,尤其是啶酰菌胺,以及有机磷化合物,尤其是亚磷酸及其盐。
化合物I和活性化合物II通常以100:1-1:100,优选50:1-1:50,优选20:1-1:20,尤其是10:1-1:10的重量比使用。
需要的话,其他活性组分以50:1-1:50,优选20:1-1:20的比例加入化合物I中。
取决于化合物的类型和所需效果,本发明混合物的施用率为5-2000g/ha,优选50-900g/ha,尤其是50-750g/ha。
相应地,化合物I的施用率通常为1-1000g/ha,优选10-900g/ha,尤其是20-750g/ha。
取决于活性化合物II的类型,活性化合物II的施用率通常为1-2000g/ha,优选10-900g/ha,尤其是40-500g/ha。
在例如通过撒粉、包衣或浸泡种子的种子处理中,混合物的施用率通常为1-1000g/100kg种子,优选1-750g/100kg,尤其是5-500g/100kg。
防治有害真菌的方法通过在植物播种之前或之后或植物出苗之前或之后对种子、植物或土壤喷雾或撒粉以分开或联合施用化合物I和活性化合物II或化合物I与活性化合物II的混合物而进行。
可以将本发明的混合物或化合物I和活性化合物II转化成常规配制剂,例如溶液、乳液、悬浮液、粉剂、粉末、糊和颗粒。使用形式取决于特定的意欲目的;在每种情况下应确保本发明化合物精细和均匀地分布。
配制剂以已知的方式制备,例如通过将活性化合物与溶剂和/或载体混合而制备,需要的话使用乳化剂和分散剂。对该目的合适的溶剂/助剂主要为:
-水、芳族溶剂(如Solvesso产品、二甲苯)、石蜡(如矿物油馏分)、醇类(如甲醇、丁醇、戊醇、苄醇)、酮类(如环己酮、γ-丁内酯)、吡咯烷酮(NMP、NOP)、乙酸酯(乙二醇二乙酸酯)、二元醇、脂肪酸二甲基酰胺、脂肪酸及脂肪酸酯。原则上还可以使用溶剂混合物。
-载体如磨碎的天然矿物(如高岭土、粘土、滑石、白垩)和磨碎的合成矿物(如高度分散的硅石、硅酸盐);乳化剂如非离子和阴离子乳化剂(如聚氧乙烯脂肪醇醚、烷基磺酸盐和芳基磺酸盐)以及分散剂如木素亚硫酸盐废液和甲基纤维素。
所用的合适表面活性剂是木素磺酸、萘磺酸、苯酚磺酸、二丁基萘磺酸的碱金属盐、碱土金属盐和铵盐,烷基芳基磺酸盐,烷基硫酸盐,烷基磺酸盐,脂肪醇硫酸盐,脂肪酸和硫酸化脂肪醇乙二醇醚,还有磺化萘和萘衍生物与甲醛的缩合物,萘或萘磺酸与苯酚和甲醛的缩合物,聚氧乙烯辛基苯基醚,乙氧基化异辛基酚、辛基酚、壬基酚,烷基苯基聚乙二醇醚,三丁基苯基聚乙二醇醚,三硬脂基苯基聚乙二醇醚,烷基芳基聚醚醇,醇和脂肪醇/氧化乙烯缩合物,乙氧基化蓖麻油,聚氧乙烯烷基醚,乙氧基化聚氧丙烯,月桂醇聚乙二醇醚缩醛,山梨醇酯,木素亚硫酸盐废液和甲基纤维素。
适于制备可直接喷雾溶液、乳液、糊或油分散体的物质是中沸点到高沸点的矿物油馏分,如煤油或柴油,此外还有煤焦油和植物或动物来源的油,脂族、环状和芳族烃,例如甲苯、二甲苯、石蜡、四氢化萘、烷基化萘或其衍生物、甲醇、乙醇、丙醇、丁醇、环己醇、环己酮、异佛尔酮,强极性溶剂,例如二甲亚砜、N-甲基吡咯烷酮和水。
粉末、撒播用材料和可撒粉产品可以通过将活性物质与固体载体混合或同时研磨而制备。
颗粒如涂覆颗粒、浸渍颗粒和均质颗粒可以通过将活性化合物与固体载体粘附而制备。固体载体的实例是矿土如硅胶、硅酸盐、滑石、高岭土、活性粘土(attaclay)、石灰石、石灰、白垩、红玄武土、黄土、粘土、白云石、硅藻土、硫酸钙、硫酸镁、氧化镁;磨碎的合成材料;肥料如硫酸铵、磷酸铵、硝酸铵、尿素;植物来源的产品如谷粉、树皮粉、木粉和坚果壳粉,纤维素粉和其它固体载体。
种子处理用配制剂可以额外包含粘合剂和/或胶凝剂和合适的话着色剂。
配制剂通常包含0.01-95重量%,优选0.1-90重量%的活性化合物。活性化合物以90-100%,优选95-100%的纯度使用。
对于种子处理,所述配制剂在稀释2-10倍后在即用制剂中给出0.01-60重量%,优选0.1-40重量%的活性化合物浓度。
下列为本发明配制剂实例:
1.用水稀释的产品
A)水溶性浓缩物(SL、LS)
将10重量份本发明混合物溶于90重量份水或水溶性溶剂中。或者,加入湿润剂或其它助剂。活性化合物经水稀释溶解。以此方式得到活性化合物含量为10重量%的配制剂。
B)分散性浓缩物(DC)
将20重量份本发明混合物溶于70重量份环己酮中并加入10重量份分散剂如聚乙烯基吡咯烷酮。用水稀释得到分散体。活性化合物含量为20重量%。
C)乳油(EC)
将15重量份本发明混合物溶于75重量份二甲苯中并加入十二烷基苯磺酸钙和蓖麻油乙氧基化物(在每种情况下为5重量份)。用水稀释得到乳液。该配制剂的活性化合物含量为15重量%。
D)乳液(EW、EO、ES)
将25重量份本发明混合物溶于35重量份二甲苯中并加入十二烷基苯磺酸钙和蓖麻油乙氧基化物(在每种情况下为5重量份)。借助乳化机(Ultraturrax)将该混合物引入30重量份水中并制成均相乳液。用水稀释得到乳液。该配制剂的活性化合物含量为25重量%。
E)悬浮液(SC、OD、FS)
在搅拌的球磨机中,将20重量份本发明混合物粉碎并加入10重量份分散剂和湿润剂以及70重量份水或有机溶剂,得到细碎活性化合物悬浮液。用水稀释得到稳定的活性化合物悬浮液。该配制剂中的活性化合物含量为20重量%。
F)水分散性颗粒和水溶性颗粒(WG、SG)
将50重量份本发明混合物细碎研磨并加入50重量份分散剂和湿润剂,借助工业装置(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化合物分散体或溶液。该配制剂的活性化合物含量为50重量%。
G)水分散性粉末和水溶性粉末(WP、SP、SS、WS)
将75重量份本发明混合物在转子-定子磨机中研磨并加入25重量份分散剂、湿润剂和硅胶。用水稀释得到稳定的活性化合物分散体或溶液。该配制剂的活性化合物含量为75重量%。
H)凝胶配制剂
在球磨机中将20重量份本发明混合物、10重量份分散剂、1重量份胶凝剂和70重量份水或有机溶剂研磨得到精细悬浮液。用水稀释得到活性化合物含量为20重量%的稳定悬浮液。
2.不经稀释而施用的产品
I)可撒粉粉末(DP、DS)
将5重量份本发明混合物细碎研磨并与95重量份细碎高岭土充分混合。这得到活性化合物含量为5重量%的可撒粉产品。
J)颗粒(GR、FG、GG、MG)
将0.5重量份本发明混合物细碎研磨并结合99.5重量份载体。现行方法是挤出、喷雾干燥或流化床方法。这得到活性化合物含量为0.5重量%的不经稀释而施用的颗粒。
K)ULV溶液(UL)
将10重量份本发明混合物溶于90重量份有机溶剂如二甲苯中。这得到活性化合物含量为10重量%的不经稀释而施用的产品。
对于种子处理,通常使用水溶性浓缩物(LS)、悬浮液(FS)、可撒粉粉末(DS)、水分散性和水溶性粉末(WS、SS)、乳液(ES)、乳油(EC)和凝胶配制剂(GF)。这些配制剂可以未经稀释或优选稀释的形式施用于种子上。施用可以在播种前进行。
优选使用种子处理用FS配制剂。该类配制剂通常包含1-800g活性化合物/l,1-200g表面活性剂/l,0-200g防冻剂/l,0-400g粘合剂/l,0-200g着色剂/l和溶剂,优选水。
化合物I或活性化合物II的类似配制剂A-K包含相应量的各活性化合物。它们通常在施用之前在稀释到即用活性化合物浓度的过程中直接混合(桶混物)。
活性化合物在即用制剂中的浓度可以在较宽范围内变化。它们通常为0.0001-10%,优选0.01-1%。
活性化合物可以直接、以其配制剂形式或由其制备的使用形式(如可直接喷雾溶液、粉末、悬浮液或分散体、乳液、油分散体、糊、可撒粉产品、撒播用材料或颗粒),借助喷雾、雾化、撒粉、撒播或浇灌来使用。使用形式完全取决于意欲的目的;意欲在每种情况下确保本发明活性化合物的最佳可能分布。
含水使用形式可通过加入水由乳液浓缩物、糊或可湿性粉末(可喷雾粉末、油分散体)制备。为制备乳液、糊或油分散体,可借助湿润剂、增粘剂、分散剂或乳化剂将该物质直接或溶于油或溶剂中后在水中均化。然而,还可以制备由活性物质、湿润剂、增粘剂、分散剂或乳化剂以及合适的话溶剂或油组成的浓缩物且该浓缩物适于用水稀释。
活性化合物也可成功用于超低容量法(ULV),其中可以施用包含超过95重量%活性化合物的配制剂,或甚至施用不含添加剂的活性化合物。
可以向活性化合物中加入各种类型的油、润湿剂、辅助剂、除草剂、杀真菌剂、其他农药或杀菌剂,需要的话仅在紧临使用前加入(桶混物)。这些试剂通常与本发明组合物以1:100-100:1,优选1:10-10:1的重量比混合。
就此而言合适的辅助剂尤其是有机改性的聚硅氧烷,例如Break Thru醇烷氧基化物,例如Atplus MBAPlurafac和ON30;EO/PO嵌段聚合物,例如RPE2035和B;醇乙氧基化物,例如XP80;以及磺基琥珀酸二辛基酯钠,例如RA。
化合物I和II或混合物或对应配制剂通过用杀真菌有效量的混合物或在分开施用情况下的化合物I和II处理有害真菌,需要防止它们的植物、种子、土壤、区域、材料或空间而施用。施用可以在有害真菌侵染之前或之后进行。
应用实施例
化合物和混合物的杀真菌效果通过下列试验证实:
活性化合物吲唑磺菌胺、氢氧化铜、唑酮菌、亚磷酸和苯酰菌胺以市售配制剂使用且用水稀释到所述浓度。
使用溶剂/乳化剂体积比为99:1的丙酮和/或DMSO与乳化剂EL(具有乳化和分散作用的基于乙氧基化烷基酚的润湿剂)的混合物将活性化合物单独或联合制成包含25mg活性化合物并配成10ml的储备溶液。然后将该混合物用水配成100ml。用所述溶剂/乳化剂/水混合物稀释该储备溶液至下述活性化合物浓度。
应用实施例1—对致病疫霉引起的西红柿晚疫病的持久性
将栽培品种为“Great beef tomato St.Pierre”的盆栽植物的叶子用活性化合物浓度如下所述的含水悬浮液喷雾至滴流点。5天后将叶子用致病疫霉的含水孢子悬浮液接种。然后将植物放置在温度为18-20°C的水蒸气饱和室中。6天后未处理但侵染的对照植物上的晚疫病发展到可以肉眼测定侵染%的程度。
将肉眼测定的侵染叶面积百分数转化成以相对于未处理对照的%表示的效力。
使用Abbot公式按如下计算效力(E):
E=(1-α/β)·100
α对应于处理植物的真菌侵染百分数,和
β对应于未处理(对照)植物的真菌侵染百分数。
效力为0表示处理植物的侵染水平相当于未处理的对照植物;效力为100表示处理植物未受侵染。
活性化合物组合的预期效力使用Colby公式[Colby S.R.,“计算除草剂组合的协同增效和拮抗相应”,Weeds(杂草),15,20-22,1967]确定并与观察的效力比较。
Colby公式:E=x+y–x·y/100
E使用浓度为a和b的活性化合物A和B的混合物时的预期效力,以相对于未处理对照的%表示,
x使用浓度为a的活性化合物A时的效力,以相对于未处理对照的%表示,
y使用浓度为b的活性化合物B时的效力,以相对于未处理对照的%表示。
表A—单独的活性化合物
表B—表1的活性化合物的本发明混合物
*)使用Colby公式计算的效力
应用实施例2—对致病疫霉引起的西红柿晚疫病的活性,保护性处理
将盆栽西红柿植物的叶子用活性化合物浓度如下所述的含水悬浮液喷雾至滴流点。七天后将叶子用致病疫霉的含水孢子囊悬浮液侵染。然后将植物放置在温度为18-20°C的水蒸气饱和室中。6天后未处理但侵染的对照植物上的晚疫病发展到可以肉眼测定侵染%的程度。
类似于实施例1进行评价。
应用实施例3—对由葡萄生单轴霉引起的葡萄藤霜霉病的活性
将盆栽葡萄藤的叶子用活性化合物浓度如下所述的含水悬浮液喷雾至滴流点。3天后用葡萄生单轴霉的含水孢子囊悬浮液接种叶子背侧。然后首先将葡萄藤置于24°C的水蒸气饱和室中24小时,然后再放置在20-30°C的温室中5天。在这段时间以后,再次将该植物放置在潮湿室中16小时以促进孢囊柄长出。然后肉眼确定叶子背侧的侵染发展程度。
类似于实施例1进行评价。
应用实施例4—对由葡萄生单轴霉引起的葡萄藤霜霉病的活性
将盆栽葡萄藤的叶子用活性化合物浓度如下所述的含水悬浮液喷雾至滴流点。7天后用葡萄生单轴霉的含水孢子囊悬浮液接种叶子背侧。然后首先将葡萄藤置于24°C的水蒸气饱和室中24小时,然后再放置在20-30°C的温室中5天。在这段时间以后,再次将该植物放置在潮湿室中16小时以促进孢囊柄长出。然后肉眼确定叶子背侧的侵染发展程度。
类似于实施例1进行评价。
微滴定板试验
将活性化合物在DMSO中分开配制成浓度为10000ppm的储备溶液。
活性化合物氟啶胺、唑菌胺酯、氢氧化铜、苯噻菌胺、亚磷酸、吗菌灵、苯酰菌胺、磺氨黄隆和肟菌酯以市售配制剂使用且用水稀释至所述浓度。
应用实施例5—在微滴定板试验中对晚疫病病原体致病疫霉的活性
将该储备溶液用移液管移到微滴定板(MTP)上并用含水豌豆汁基真菌营养介质稀释到所述活性化合物浓度。然后加入致病疫霉的含水游动孢子悬浮液。将各板放置在温度为18°C的水蒸气饱和室中。在接种7天后使用吸收光度计在405nm下测量各MTP。
将测量的参数与不含活性化合物的对照方案的生长以及不含真菌和活性化合物的空白值比较,以确定各活性化合物中病原体的相对生长%。
应用实施例6—在微滴定板试验中对灰霉病病原体灰葡萄孢的活性
将该储备溶液用移液管移到微滴定板(MTP)上并用含水麦芽基真菌营养介质稀释到所述活性化合物浓度。然后加入灰葡萄孢的含水孢子悬浮液。将各板放置在温度为18°C的水蒸气饱和室中。在接种7天后使用吸收光度计在405nm下测量各MTP。
类似于实施例5进行评价。
应用实施例7—在微滴定板试验中对稻瘟病病原体稻瘟病菌的活性
将储备溶液按比例混合,用移液管移到微滴定板(MTP)中并用含水麦芽基真菌营养介质稀释到所述活性化合物浓度。然后加入稻瘟病菌的含水孢子悬浮液。将各板放置在温度为18°C的水蒸气饱和室中。在接种7天后使用吸收光度计在405nm下测量各MTP。
类似于实施例5进行评价。
应用实施例8—在微滴定板试验中对叶斑病病原体小麦壳针孢的活性
将储备溶液按比例混合,用移液管移到微滴定板(MTP)中并用含水麦芽基真菌营养介质稀释到所述活性化合物浓度。然后加入小麦壳针孢的含水孢子悬浮液。将各板放置在温度为18°C的水蒸气饱和室中。在接种7天后使用吸收光度计在405nm下测量各MTP。
类似于实施例5进行评价。
试验结果表明由于协同增效作用,本发明混合物的效力显著高于使用Colby公式预期的效力。
Claims (8)
1.一种杀真菌混合物,其以协同增效有效量包含如下化合物作为活性组分:
1)式I的唑并嘧啶基胺:
和
2)一种选自如下唑类的活性化合物II:环唑醇、氟硅唑、丙环唑、丙硫菌唑、戊唑醇;
其中组分1)与组分2)的重量比为1:20-20:1。
2.一种组合物,包含液体或固体载体和根据权利要求1的混合物。
3.一种防治植物病原性有害真菌的方法,其中用有效量的根据权利要求1的化合物I和一种化合物II处理有害真菌、其栖息地或需要防止真菌侵袭的植物、土壤或种子,其中化合物I与化合物II的重量比为1:20-20:1,
其中所述有害真菌为选自卵菌纲的有害真菌。
4.根据权利要求3的方法,其中同时,即联合或分开施用或依次施用根据权利要求1的化合物I和II。
5.根据权利要求3或4的方法,其中以5-2000g/ha的量施用根据权利要求1的化合物I和II或根据权利要求1的混合物。
6.根据权利要求3或4的方法,其中以1-1000g/100kg种子的量施用根据权利要求1的化合物I和II或根据权利要求1的混合物。
7.一种处理种子的方法,其中以1-1000g/100kg种子的量施用根据权利要求1的混合物。
8.一种制备根据权利要求2的组合物的方法,其中使根据权利要求1的化合物I和II与液体或固体载体混合。
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