JPH11228309A - Plant disease-preventing agent composition - Google Patents
Plant disease-preventing agent compositionInfo
- Publication number
- JPH11228309A JPH11228309A JP2962298A JP2962298A JPH11228309A JP H11228309 A JPH11228309 A JP H11228309A JP 2962298 A JP2962298 A JP 2962298A JP 2962298 A JP2962298 A JP 2962298A JP H11228309 A JPH11228309 A JP H11228309A
- Authority
- JP
- Japan
- Prior art keywords
- group
- carbon atoms
- atom
- component
- branched
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 35
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 title claims abstract description 33
- 201000010099 disease Diseases 0.000 title claims abstract description 31
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims abstract description 16
- 239000004480 active ingredient Substances 0.000 claims abstract description 14
- 239000012990 dithiocarbamate Substances 0.000 claims abstract description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims description 55
- -1 methylsulfoxy group Chemical group 0.000 claims description 27
- 125000000217 alkyl group Chemical group 0.000 claims description 16
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 12
- 101000623895 Bos taurus Mucin-15 Proteins 0.000 claims description 9
- 125000003277 amino group Chemical group 0.000 claims description 9
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 9
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 8
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 8
- 229910052740 iodine Inorganic materials 0.000 claims description 8
- 125000003342 alkenyl group Chemical group 0.000 claims description 7
- 229910052801 chlorine Inorganic materials 0.000 claims description 7
- 239000000126 substance Substances 0.000 claims description 7
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 6
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 6
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 6
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 6
- 125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 claims description 6
- 125000001424 substituent group Chemical group 0.000 claims description 6
- FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 claims description 4
- 125000001188 haloalkyl group Chemical group 0.000 claims description 4
- YKSNLCVSTHTHJA-UHFFFAOYSA-L maneb Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S YKSNLCVSTHTHJA-UHFFFAOYSA-L 0.000 claims description 4
- 229920002635 polyurethane Polymers 0.000 claims description 4
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims description 3
- 125000002252 acyl group Chemical group 0.000 claims description 3
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims description 3
- 125000003545 alkoxy group Chemical group 0.000 claims description 3
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 3
- 125000005332 alkyl sulfoxy group Chemical group 0.000 claims description 3
- 125000006350 alkyl thio alkyl group Chemical group 0.000 claims description 3
- 125000004414 alkyl thio group Chemical group 0.000 claims description 3
- 125000000304 alkynyl group Chemical group 0.000 claims description 3
- MDFFNEOEWAXZRQ-UHFFFAOYSA-N aminyl Chemical compound [NH2] MDFFNEOEWAXZRQ-UHFFFAOYSA-N 0.000 claims description 3
- FROZIYRKKUFAOC-UHFFFAOYSA-N amobam Chemical compound N.N.SC(=S)NCCNC(S)=S FROZIYRKKUFAOC-UHFFFAOYSA-N 0.000 claims description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 3
- 229910052731 fluorine Inorganic materials 0.000 claims description 3
- 125000001153 fluoro group Chemical group F* 0.000 claims description 3
- 125000004438 haloalkoxy group Chemical group 0.000 claims description 3
- 125000005843 halogen group Chemical group 0.000 claims description 3
- 208000015181 infectious disease Diseases 0.000 claims description 3
- 229920000940 maneb Polymers 0.000 claims description 3
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 3
- 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 claims description 3
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 claims description 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 3
- KKMLIVYBGSAJPM-UHFFFAOYSA-L propineb Chemical compound [Zn+2].[S-]C(=S)NC(C)CNC([S-])=S KKMLIVYBGSAJPM-UHFFFAOYSA-L 0.000 claims description 3
- 230000002195 synergetic effect Effects 0.000 claims description 3
- KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 claims description 3
- 239000005823 Propineb Substances 0.000 claims description 2
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- 229960002447 thiram Drugs 0.000 claims description 2
- DUBNHZYBDBBJHD-UHFFFAOYSA-L ziram Chemical compound [Zn+2].CN(C)C([S-])=S.CN(C)C([S-])=S DUBNHZYBDBBJHD-UHFFFAOYSA-L 0.000 claims description 2
- 239000005870 Ziram Substances 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 abstract description 23
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- 239000003795 chemical substances by application Substances 0.000 abstract description 6
- AMHNZOICSMBGDH-UHFFFAOYSA-L zineb Chemical compound [Zn+2].[S-]C(=S)NCCNC([S-])=S AMHNZOICSMBGDH-UHFFFAOYSA-L 0.000 abstract description 3
- DKVNPHBNOWQYFE-UHFFFAOYSA-N carbamodithioic acid Chemical compound NC(S)=S DKVNPHBNOWQYFE-UHFFFAOYSA-N 0.000 abstract 1
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- 238000009472 formulation Methods 0.000 description 9
- 239000004563 wettable powder Substances 0.000 description 9
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 8
- 238000002360 preparation method Methods 0.000 description 8
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- 239000000839 emulsion Substances 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
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- 244000068988 Glycine max Species 0.000 description 3
- 235000010469 Glycine max Nutrition 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 229910019142 PO4 Inorganic materials 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 244000061458 Solanum melongena Species 0.000 description 3
- 235000002597 Solanum melongena Nutrition 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
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- YDEXUEFDPVHGHE-GGMCWBHBSA-L disodium;(2r)-3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfonatopropyl)phenoxy]propane-1-sulfonate Chemical compound [Na+].[Na+].COC1=CC=CC(C[C@H](CS([O-])(=O)=O)OC=2C(=CC(CCCS([O-])(=O)=O)=CC=2)OC)=C1O YDEXUEFDPVHGHE-GGMCWBHBSA-L 0.000 description 3
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- 244000215068 Acacia senegal Species 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
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- 206010053615 Thermal burn Diseases 0.000 description 1
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- 241000838698 Togo Species 0.000 description 1
- 235000021307 Triticum Nutrition 0.000 description 1
- 244000098338 Triticum aestivum Species 0.000 description 1
- 241000051572 Typhula sp. Species 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 241000221566 Ustilago Species 0.000 description 1
- 241001512566 Valsa mali Species 0.000 description 1
- 241000317942 Venturia <ichneumonid wasp> Species 0.000 description 1
- 241001669638 Venturia nashicola Species 0.000 description 1
- 240000006677 Vicia faba Species 0.000 description 1
- 235000010749 Vicia faba Nutrition 0.000 description 1
- 235000002098 Vicia faba var. major Nutrition 0.000 description 1
- PTFCDOFLOPIGGS-UHFFFAOYSA-N Zinc dication Chemical compound [Zn+2] PTFCDOFLOPIGGS-UHFFFAOYSA-N 0.000 description 1
- 241001360088 Zymoseptoria tritici Species 0.000 description 1
- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000008186 active pharmaceutical agent Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000000783 alginic acid Substances 0.000 description 1
- 235000010443 alginic acid Nutrition 0.000 description 1
- 229920000615 alginic acid Polymers 0.000 description 1
- 229960001126 alginic acid Drugs 0.000 description 1
- 150000004781 alginic acids Chemical class 0.000 description 1
- 150000003973 alkyl amines Chemical class 0.000 description 1
- 150000001346 alkyl aryl ethers Chemical class 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 125000005012 alkyl thioether group Chemical group 0.000 description 1
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 1
- 235000011130 ammonium sulphate Nutrition 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 230000003064 anti-oxidating effect Effects 0.000 description 1
- 239000003429 antifungal agent Substances 0.000 description 1
- 229940121375 antifungal agent Drugs 0.000 description 1
- 235000021016 apples Nutrition 0.000 description 1
- 239000000010 aprotic solvent Substances 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 230000001580 bacterial effect Effects 0.000 description 1
- 244000052616 bacterial pathogen Species 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 208000034526 bruise Diseases 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 1
- 239000008116 calcium stearate Substances 0.000 description 1
- 235000013539 calcium stearate Nutrition 0.000 description 1
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 1
- RYAGRZNBULDMBW-UHFFFAOYSA-L calcium;3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfonatopropyl)phenoxy]propane-1-sulfonate Chemical compound [Ca+2].COC1=CC=CC(CC(CS([O-])(=O)=O)OC=2C(=CC(CCCS([O-])(=O)=O)=CC=2)OC)=C1O RYAGRZNBULDMBW-UHFFFAOYSA-L 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 239000005018 casein Substances 0.000 description 1
- BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 description 1
- 235000021240 caseins Nutrition 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 235000020971 citrus fruits Nutrition 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 description 1
- 235000019329 dioctyl sodium sulphosuccinate Nutrition 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 229940088679 drug related substance Drugs 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 239000003337 fertilizer Substances 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 229910052602 gypsum Inorganic materials 0.000 description 1
- 239000010440 gypsum Substances 0.000 description 1
- 239000004009 herbicide Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 229910052622 kaolinite Inorganic materials 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 210000003734 kidney Anatomy 0.000 description 1
- 239000004611 light stabiliser Substances 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 229910052901 montmorillonite Inorganic materials 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 235000020636 oyster Nutrition 0.000 description 1
- 239000003002 pH adjusting agent Substances 0.000 description 1
- 230000003071 parasitic effect Effects 0.000 description 1
- 235000020232 peanut Nutrition 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 239000005648 plant growth regulator Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000000244 polyoxyethylene sorbitan monooleate Substances 0.000 description 1
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920000053 polysorbate 80 Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 1
- 230000003389 potentiating effect Effects 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 230000000069 prophylactic effect Effects 0.000 description 1
- 238000010298 pulverizing process Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical compound [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- VMSRVIHUFHQIAL-UHFFFAOYSA-M sodium;n,n-dimethylcarbamodithioate Chemical compound [Na+].CN(C)C([S-])=S VMSRVIHUFHQIAL-UHFFFAOYSA-M 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 125000005346 substituted cycloalkyl group Chemical group 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 229910052902 vermiculite Inorganic materials 0.000 description 1
- 239000010455 vermiculite Substances 0.000 description 1
- 235000019354 vermiculite Nutrition 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Description
【0001】[0001]
【発明の属する技術分野】本発明は、少なくとも2種の
有効成分を有し、病害の感染に対して相乗的に増強され
た効果を有する植物保護組成物である。更に詳しくは、
有効成分の一方が植物病害防除作用を示す置換チオフェ
ン誘導体であり、他方がジチオカーバメート系化合物で
ある組成物に関する。FIELD OF THE INVENTION The present invention relates to a plant protection composition having at least two active ingredients and having a synergistically enhanced effect on disease infection. More specifically,
The present invention relates to a composition in which one of the active ingredients is a substituted thiophene derivative having a plant disease controlling action, and the other is a dithiocarbamate compound.
【0002】[0002]
【従来の技術】従来より植物病害を防除する目的で、数
多くの薬剤が実用に供されている。すなわち、特開平9
−235282号公報(欧州特許公開第737682号
公報)には、成分I(化3)2. Description of the Related Art Conventionally, many chemicals have been put to practical use for controlling plant diseases. That is, JP-A-9
JP-A-235282 (European Patent Publication No. 737,682) discloses component I (Chemical Formula 3).
【0003】[0003]
【化3】 [式中、Qは水素原子、メチル基、トリフルオロメチル
基、フッ素原子、塩素原子、臭素原子、ヨウ素原子、メ
トキシ基、メチルチオ基、メチルスルホキシ基、メチル
スルホニル基、シアノ基、アセチル基、ニトロ基、アル
コキシカルボニル基またはアミノ基を示し、Rは炭素数
1〜12の直鎖または分岐のアルキル基、炭素数1〜1
2の直鎖または分岐のハロゲノアルキル基、炭素数2〜
10の直鎖または分岐のアルケニル基、炭素数2〜10
の直鎖または分岐のハロゲノアルケニル基、炭素数2〜
10のアルキルチオアルキル基、炭素数2〜10のアル
キルオキシアルキル基、炭素数3〜10のシクロアルキ
ル基、炭素数3〜10のハロゲノ置換シクロアルキル
基、または1〜3個の置換基により置換されていてもよ
いフェニル基であり、該フェニル基の置換基は水素原
子、炭素数1〜4のアルキル基、炭素数2〜4のアルケ
ニル基、炭素数2〜4のアルキニル基、炭素数3〜6の
シクロアルキル基、炭素数1〜4のアルコキシ基、炭素
数1〜4のハロゲノアルコキシ基、炭素数1〜4のアル
キルチオ基、炭素数1〜4のアルキルスルホキシ基、炭
素数1〜4のアルキルスルホニル基、ハロゲン原子、シ
アノ基、炭素数2〜4のアシル基、炭素数2〜4のアル
コキシカルボニル基、アミノ基、または炭素数1〜3の
アルキル基で置換されたアミノ基であり、Rと−NHC
OArは互いに隣り合っており、Arは以下の(A1)
から(A8)(化4)Embedded image Wherein Q is a hydrogen atom, a methyl group, a trifluoromethyl group, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a methoxy group, a methylthio group, a methylsulfoxy group, a methylsulfonyl group, a cyano group, an acetyl group, R represents a linear or branched alkyl group having 1 to 12 carbon atoms, a nitro group, an alkoxycarbonyl group or an amino group;
2 straight-chain or branched halogenoalkyl groups, having 2 to 2 carbon atoms
10 linear or branched alkenyl groups, having 2 to 10 carbon atoms
A straight-chain or branched halogenoalkenyl group having 2 to 2 carbon atoms
Substituted by an alkylthioalkyl group having 10 carbon atoms, an alkyloxyalkyl group having 2 to 10 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, a halogeno-substituted cycloalkyl group having 3 to 10 carbon atoms, or 1 to 3 substituents A substituent of the phenyl group is a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, an alkenyl group having 2 to 4 carbon atoms, an alkynyl group having 2 to 4 carbon atoms, 6 cycloalkyl group, C 1-4 alkoxy group, C 1-4 halogenoalkoxy group, C 1-4 alkylthio group, C 1-4 alkyl sulfoxy group, C 1-4 Substituted with an alkylsulfonyl group, a halogen atom, a cyano group, an acyl group having 2 to 4 carbon atoms, an alkoxycarbonyl group having 2 to 4 carbon atoms, an amino group, or an alkyl group having 1 to 3 carbon atoms. An amino radical, R and -NHC
The OArs are adjacent to each other, and Ar is the following (A1)
To (A8)
【0004】[0004]
【化4】 (式中、R1は1トリフルオロメチル基、ジフルオロメチ
ル基、メチル基、エチはル基、塩素原子、臭素原子また
はヨウ素原子であり、R2は水素原子、メチル基、トリ
フルオロメチル基またはアミノ基であり、R3は炭素数
1〜4のアルキル基であり、nは0〜2の整数である)
で表される基である]で表される置換チオフェン誘導体
が種々の病害に対して殺菌効果を有することが知られて
いる。この化合物は、種々の病害に対して高い防除効果
を有するが、低濃度において、疫病、べと病等の病害に
対する効果が劣るという弱点を有する。Embedded image (Wherein, R1 is a trifluoromethyl group, a difluoromethyl group, a methyl group, ethyl is a chloro group, a chlorine atom, a bromine atom or an iodine atom, and R2 is a hydrogen atom, a methyl group, a trifluoromethyl group or an amino group. R3 is an alkyl group having 1 to 4 carbon atoms, and n is an integer of 0 to 2)
It is known that the substituted thiophene derivative represented by the formula has a bactericidal effect against various diseases. This compound has a high controlling effect on various diseases, but has a weak point that, at a low concentration, the effect on diseases such as plague and downy mildew is inferior.
【0005】一方、成分IIは、以下の群から選択され
た公知の化合物である。 A)ジンクエチレンビスジチオカーバメート[“ジネブ
(zineb(I)”][ザ ペスチサイド マニュア
ル(The Pesticide Manual、第8版、第848〜849
頁、The British Crop Protection Council、1987
年] B)マンガニーズエチレンビスジチオカーバメート
[“マンネブ(maneb(I)”][ザ ペスチサイ
ド マニュアル(The Pesticide Manual、第8版、第5
12〜513頁、The British Crop Protection Counci
l、1987年] C)亜鉛イオン配位マンガニーズエチレンビスジチオカ
ーバメート[“マンゼブ(mancozeb(I)”]
[ザ ペスチサイド マニュアル(The Pesticide Manu
al、第8版、第510〜511頁、The British Crop P
rotection Council、1987年] D)エチレンビスジチオカルバミン酸二アンモニウム
[“アンバム(amobam)”][ザ ペスチサイド
マニュアル(The Pesticide Manual、第8版、The Br
itish Crop Protection Council、1987] E)ビスジメチルジチオカルバモイルジンクエチレンビ
スジチオカーバメート[“ポリカーバメート(poly
carbamate”][ザ ペスチサイド マニュア
ル(The Pesticide Manual、第8版、The British Crop
Protection Council、1987] F)プロピレンビスジチオカルバミン酸亜鉛“プロピネ
ブ(propineb(I)”][ザ ペスチサイド
マニュアル(The Pesticide Manual、第8版、第715
〜716頁、The British Crop Protection Council、
1987年] G)ジンクジメチルジチオカーバメート[“ジラム(z
iram(I)”][ザペスチサイド マニュアル(Th
e Pesticide Manual、第8版、第850〜851頁、Th
e British Crop Protection Council、1987年] H)ビス(ジメチルチオカルバモイル)ジスルフィド
[“チウラム(thiram”][ザ ペスチサイド
マニュアル(The Pesticide Manual、第8版、第807
〜808頁、The British Crop Protection Council、
1987年] これらは疫病、べと病を含む比較的広範囲の病原菌に対
して予防的に効果を示すが、薬量が高く、環境への負荷
が大きい。On the other hand, component II is a known compound selected from the following group. A) Zinc ethylenebisdithiocarbamate [“Zineb (I)”] [The Pesticide Manual, 8th edition, 848-849
Page, The British Crop Protection Council, 1987
B) Manganese ethylene bisdithiocarbamate [“maneb (I)”] [The Pesticide Manual, 8th edition, 5th edition]
12-513, The British Crop Protection Counci
1, 1987] C) Zinc ion coordination manganese ethylenebisdithiocarbamate [“manzezeb (I)”]
[The Pesticide Manu
al, 8th edition, pp. 510-511, The British Crop P
rotection Council, 1987] D) Diammonium ethylenebisdithiocarbamate ["amobam"] [The Pesticide Manual, 8th edition, The Br
itish Crop Protection Council, 1987] E) Bisdimethyldithiocarbamoyl zinc ethylenebisdithiocarbamate [“Polycarbamate (poly
carbamate "] [The Pesticide Manual, 8th edition, The British Crop
Protection Council, 1987] F) Zinc propylene bisdithiocarbamate “propineb (I)” [The pestiside
Manual (The Pesticide Manual, 8th edition, 715
~ 716 pages, The British Crop Protection Council,
1987] G) Zinc dimethyldithiocarbamate ["Diram (z
iram (I) "] [Zapesticide Manual (Th
e Pesticide Manual, 8th edition, pages 850-851, Th
e British Crop Protection Council, 1987] H) Bis (dimethylthiocarbamoyl) disulfide
["Thiuram"] [The Pesticide
Manual (The Pesticide Manual, 8th edition, 807
~ 808 pages, The British Crop Protection Council,
1987] These have a prophylactic effect against a relatively wide range of pathogenic bacteria including plague and downy mildew, but have a high drug dose and a large burden on the environment.
【0006】[0006]
【発明が解決しようとする課題】従って、本発明は、成
分Iのチオフェン誘導体の一つと成分IIのジチオカー
バメート系化合物のうちの一つとの少なくとも2種の有
効成分を含有し、相乗的に増強された作用を有する植物
病害防除剤組成物を提供することを目的とする。Accordingly, the present invention comprises at least two active ingredients, one of the thiophene derivatives of component I and one of the dithiocarbamate compounds of component II, which are synergistically enhanced. It is an object of the present invention to provide a composition for controlling plant diseases having an improved action.
【0007】[0007]
【課題を解決するための手段】本発明者等は上記課題を
解決するため種々検討した結果、驚くべきことに、成分
IIのジチオカーバメート系化合物のうちの一つと成分
Iのチオフェン誘導体の一つを混合した組成物が、増強
された相乗効果を示し、従って前記課題の解決にかなう
ものであることを見出し、本発明を完成した。The present inventors have conducted various studies to solve the above-mentioned problems, and as a result, surprisingly, one of the dithiocarbamate compounds of the component II and one of the thiophene derivatives of the component I have been found. Have been found to exhibit enhanced synergistic effects and therefore meet the above-mentioned object, and have completed the present invention.
【0008】即ち本発明は、少なくとも2種の有効成分
を有し、病害の感染に対して相乗効果を有する植物保護
組成物であり、成分Iは(化5)[0008] That is, the present invention is a plant protection composition having at least two kinds of active ingredients and having a synergistic effect against infection of a disease.
【0009】[0009]
【化5】 [式中、Qは水素原子、メチル基、トリフルオロメチル
基、フッ素原子、塩素原子、臭素原子、ヨウ素原子、メ
トキシ基、メチルチオ基、メチルスルホキシ基、メチル
スルホニル基、シアノ基、アセチル基、ニトロ基、アル
コキシカルボニル基またはアミノ基を示し、Rは炭素数
1〜12の直鎖または分岐のアルキル基、炭素数1〜1
2の直鎖または分岐のハロゲノアルキル基、炭素数2〜
10の直鎖または分岐のアルケニル基、炭素数2〜10
の直鎖または分岐のハロゲノアルケニル基、炭素数2〜
10のアルキルチオアルキル基、炭素数2〜10のアル
キルオキシアルキル基、炭素数3〜10のシクロアルキ
ル基、炭素数3〜10のハロゲノ置換シクロアルキル
基、または1〜3個の置換基により置換されていてもよ
いフェニル基であり、該フェニル基の置換基は水素原
子、炭素数1〜4のアルキル基、炭素数2〜4のアルケ
ニル基、炭素数2〜4のアルキニル基、炭素数3〜6の
シクロアルキル基、炭素数1〜4のアルコキシ基、炭素
数1〜4のハロゲノアルコキシ基、炭素数1〜4のアル
キルチオ基、炭素数1〜4のアルキルスルホキシ基、炭
素数1〜4のアルキルスルホニル基、ハロゲン原子、シ
アノ基、炭素数2〜4のアシル基、炭素数2〜4のアル
コキシカルボニル基、アミノ基、または炭素数1〜3の
アルキル基で置換されたアミノ基であり、Rと−NHC
OArは互いに隣り合っており、Arは以下の(A1)
から(A8)(化6)Embedded image Wherein Q is a hydrogen atom, a methyl group, a trifluoromethyl group, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a methoxy group, a methylthio group, a methylsulfoxy group, a methylsulfonyl group, a cyano group, an acetyl group, R represents a linear or branched alkyl group having 1 to 12 carbon atoms, a nitro group, an alkoxycarbonyl group or an amino group;
2 straight-chain or branched halogenoalkyl groups, having 2 to 2 carbon atoms
10 linear or branched alkenyl groups, having 2 to 10 carbon atoms
A straight-chain or branched halogenoalkenyl group having 2 to 2 carbon atoms
Substituted by an alkylthioalkyl group having 10 carbon atoms, an alkyloxyalkyl group having 2 to 10 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, a halogeno-substituted cycloalkyl group having 3 to 10 carbon atoms, or 1 to 3 substituents A substituent of the phenyl group is a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, an alkenyl group having 2 to 4 carbon atoms, an alkynyl group having 2 to 4 carbon atoms, 6 cycloalkyl group, C 1-4 alkoxy group, C 1-4 halogenoalkoxy group, C 1-4 alkylthio group, C 1-4 alkyl sulfoxy group, C 1-4 Substituted with an alkylsulfonyl group, a halogen atom, a cyano group, an acyl group having 2 to 4 carbon atoms, an alkoxycarbonyl group having 2 to 4 carbon atoms, an amino group, or an alkyl group having 1 to 3 carbon atoms. An amino radical, R and -NHC
The OArs are adjacent to each other, and Ar is the following (A1)
To (A8)
【0010】[0010]
【化6】 (式中、R1 はトリフルオロメチル基、ジフルオロメチ
ル基、メチル基、エチル基、塩素原子、臭素原子または
ヨウ素原子であり、R2 は水素原子、メチル基、トリフ
ルオロメチル基またはアミノ基であり、nは0〜2の整
数である)で表される基である]で表される置換チオフ
ェン誘導体であり、成分IIはジチオカーバメート系化
合物である組成物である。Embedded image (Wherein, R1 is a trifluoromethyl group, a difluoromethyl group, a methyl group, an ethyl group, a chlorine atom, a bromine atom or an iodine atom, and R2 is a hydrogen atom, a methyl group, a trifluoromethyl group or an amino group, n is an integer of 0 to 2)], and the component II is a composition which is a dithiocarbamate compound.
【0011】[0011]
【発明の実施の形態】本発明の成分Iで表される化合物
のうち、好ましいものは、Arが(A1)で、R1 がC
F3 またはMe基であり、R2 がMe基;Arが(A
2)で、R1 がCF3 またはCHF2 基;Arが(A
3)で、R1 は、Me基であり、R2 は水素原子または
Me基;Arが(A4)で、R1 はMe基であり、nは
0−1;Arが(A5)であり、R1 は塩素原子;Ar
が(A6)または(A7);Arが(A8)で、R1 が
Me基であり、Rが炭素数4−8の直鎖または分岐のア
ルキル基、または炭素数1−4のアルキル基で置換して
いてもよい炭素数4−8のシクロアルキル基で表される
化合物である。特に好ましいものは、Arが(A1)
で、R1 がCF3 またはMe基であり、R2 がMe基;
Arが(A2)であり、R1 がCF3 またはCHF2 基
であり、R3 が水素原子であり、Rが炭素数4−8の直
鎖または分岐のアルキル基、または炭素数1−4のアル
キル基で置換していてもよい炭素数4−8のシクロアル
キル基で表される化合物である。BEST MODE FOR CARRYING OUT THE INVENTION Among the compounds represented by Component I of the present invention, preferred are those wherein Ar is (A1) and R1 is C
F3 or Me, R2 is Me; Ar is (A
2) wherein R1 is a CF3 or CHF2 group; Ar is (A
3) wherein R1 is a Me group, R2 is a hydrogen atom or a Me group; Ar is (A4), R1 is a Me group, n is 0-1; Ar is (A5), and R1 is Chlorine atom; Ar
Is (A6) or (A7); Ar is (A8), R1 is a Me group, and R is substituted with a linear or branched alkyl group having 4-8 carbon atoms or an alkyl group having 1-4 carbon atoms. A compound represented by a cycloalkyl group having 4 to 8 carbon atoms which may be substituted. Particularly preferred are those in which Ar is (A1)
R1 is CF3 or Me group, and R2 is Me group;
Ar is (A2), R1 is a CF3 or CHF2 group, R3 is a hydrogen atom, and R is a linear or branched alkyl group having 4-8 carbon atoms, or an alkyl group having 1-4 carbon atoms. It is a compound represented by an optionally substituted cycloalkyl group having 4 to 8 carbon atoms.
【0012】以下に、成分Iで表される化合物の具体例
の幾つかを示す。 化合物番号1: N−{2−(1,3−ジメチルブチ
ル)−3−チエニル}−2,4−ジメチルチアゾール−
5−カルボン酸アミド Rが1,3−ジメチルブチル基であり、ArがA1(R
1 =Me,R2 =Me) 化合物番号2: N−{2−(1,3−ジメチルブチ
ル)−3−チエニル}−3−トリフルオロメチル−1−
メチルピラゾール−4−カルボン酸アミド Rが1,3−ジメチルブチル基であり、ArがA2(R
1 =CF3) 化合物番号3: N−{2−(1,3−ジメチルブチ
ル)−3−チエニル}−2−メチルフラン−3−カルボ
ン酸アミド Rが1,3−ジメチルブチル基であり、ArがA3(R
1 =Me,R2 =H) 化合物番号4: N−{2−(1,3−ジメチルブチ
ル)−3−チエニル}−3−メチルチオフェン−2−カ
ルボン酸アミド Rが1,3−ジメチルブチル基であり、ArがA4(R
1 =Me,n=0) 化合物番号5: N−{2−(1,3−ジメチルブチ
ル)−3−チエニル}−2−クロロニコチン酸アミド Rが1,3−ジメチルブチル基であり、ArがA6The following are some specific examples of the compound represented by the component I. Compound No. 1: N- {2- (1,3-dimethylbutyl) -3-thienyl} -2,4-dimethylthiazole-
5-Carboxamide R is a 1,3-dimethylbutyl group, and Ar is A1 (R
1 = Me, R2 = Me) Compound No. 2: N- {2- (1,3-dimethylbutyl) -3-thienyl} -3-trifluoromethyl-1-
Methylpyrazole-4-carboxylic acid amide R is a 1,3-dimethylbutyl group, and Ar is A2 (R
1 = CF3) Compound No. 3: N- {2- (1,3-dimethylbutyl) -3-thienyl} -2-methylfuran-3-carboxylic acid amide R is 1,3-dimethylbutyl group and Ar Is A3 (R
1 = Me, R2 = H) Compound No. 4: N- {2- (1,3-dimethylbutyl) -3-thienyl} -3-methylthiophen-2-carboxylic acid amide R is 1,3-dimethylbutyl group And Ar is A4 (R
1 = Me, n = 0) Compound No. 5: N- {2- (1,3-dimethylbutyl) -3-thienyl} -2-chloronicotinamide R is a 1,3-dimethylbutyl group, and Ar is Is A6
【0013】本発明の組成物は、下記の種類の植物病害
に対して有効である:イネのいもち病(Pyricularia ory
zae)、紋枯病(Rhizoctonia solani)、ごま葉枯病(Cochl
iobolus miyabeanus)、馬鹿苗病(Gibberella fujikuro
i);ムギ類のうどんこ病(Erysiphe graminis f.sp.hord
ei; f.sp.tritici)、さび病(Puccinia striiformis; P.
graminis; P.recondita; P.hordei)、斑葉病(Pyrenoph
ora graminea)、網斑病(Pyrenophora teres)、赤かび病
(Gibberella zeae)、雪腐病(Typhula sp.; Micronectri
ella nivalis)、裸黒穂病(Ustilago tritici; U.nud
a)、なまぐさ黒穂病(Tilletia caries)、眼紋病(Pseudo
cercosporella herpotrichoides)、株腐病(Rhizoctonia
cerealis)、雲形病(Rhynchosporium secalis)、葉枯病
(Septoria tritici)、ふ枯病(Leptosphaeria nodoru
m);インゲン、キュウリ、トマト、イチゴ、ブドウ、ジ
ャガイモ、ダイズ、キャベツ、ナス、レタス等の灰色か
び病(Botrytis cinerea);ブドウのべと病(Plasmopora
viticola)、さび病(Phakopsora ampelopsidis)、うどん
こ病(Uncinula necator)、黒とう病(Elsinoe ampelin
a)、晩腐病(Glomerella cingulata);リンゴのうどんこ
病(Podosphaera leucotricha)、黒星病(Venturia inaeq
ualis)、斑点落葉病(Alternaria mali)、赤星病(Gymnos
porangium yamadae)、モニリア病(Sclerotinia mali)、
腐らん病(Valsa mali);ナシの黒斑病(Alternaria kiku
chiana)、黒星病(Venturia nashicola)、赤星病(Gymnos
porangium haraeanum)、輪紋病(Physalospora piricol
a);モモの灰星病(Sclerotinia cinerea)、黒星病(Clad
osporium carpophilum)、フォモプシス腐敗病(Phomopsi
s sp.);カキの炭そ病(Gloeosporium kaki)、落葉病(Ce
rcospora kaki; Mycosphaerella nawae)、うどんこ病(P
hyllactinia kakikora);キュウリのべと病(Pseudopero
nospora cubensis)、ウリ類のうどんこ病(Sphaerotheca
fuliginea)、炭そ病(Colletotrichum lagenarium)、つ
る枯病(Mycosphaerella melonis);トマトの輪紋病(Alt
ernaria solani)、葉かび病(Cladosporium fulvam)、疫
病(Phytophthora infestans);ナスのうどんこ病(Erysi
phe cichoracorum)、すすかび病(Mycovellosiella natt
rassii); アブラナ科野菜の黒斑病(Alternaria japoni
ca)、白斑病(Cercosporella brassicae);ネギのさび病
(Puccinia allii)、黒斑病(Alternaria porri); ダイ
ズの紫斑病(Cercospora kikukuchii)、黒とう病(Elsino
e glycinnes)、黒点病(Diaporthe phaseololum);イン
ゲンの炭そ病(Colletotrichum lindemuthianum);ラッ
カセイの黒渋病(Mycosphaerella personatum)、褐斑病(C
ercospora arachidicola);エンドウのうどんこ病(Erys
iphe pisi)、べと病(Peronospora pisi);ジャガイモの
夏疫病(Alternaria solani)、黒あざ病(Rhizoctonia so
lani)、疫病(Phytophthora infestans);ソラマメのべ
と病(Peronospora viciae)、疫病(Phytophthora nicoti
anae);チャの網もち病(Exobasidium reticulatum)、白
星病(Elsinoe leucospila)、炭そ病(Colletotrichum t
heae-sinensis);タバコの赤星病(Alternaria longipe
s)、うどんこ病(Erysiphe cichoracearum)、 炭そ病(Co
lletotrichum tabacum)、疫病(Phytophthora parasitic
a);テンサイの褐斑病(Cercospora beticola); バラの
黒星病(Diplocarpon rosae)、うどんこ病(Sphaerotheca
pannosa)、疫病(Phytophthora megasperma); キクの
褐斑病(Septoria chrysanthemi-indici)、白さび病(Puc
cinia horiana);イチゴのうどんこ病(Sphaerotheca hu
muli)、疫病(Phytophthora nicotianae);インゲン、キ
ュウリ、トマト、イチゴ、ブドウ、ジャガイモ、ダイ
ズ、キャベツ、ナス、レタス等の菌核病(Sclerotinia s
clerotiorum);カンキツの黒点病(Diaporthe citri);
ニンジンの黒葉枯病(Alternaria dauci)等。なかでも、
疫病、べと病等に対して相乗的に増強された効果を有す
る。このような増強作用は、個々の有効成分の作用の合
計からは予期されることではなかった。The compositions of the present invention are effective against the following types of plant diseases: Pyricularia ory
zae ), sheath blight ( Rhizoctonia solani ), sesame leaf blight ( Cochl
iobolus miyabeanus ), idiot disease ( Gibberella fujikuro)
i ); Powdery mildew of wheat ( Erysiphe graminis f.sp. hord)
ei; f.sp. tritici), rust (Puccinia striiformis; P.
graminis ; P. recondita ; P. hordei) , leaf spot disease ( Pyrenoph
ora graminea ), net spot disease (Pyrenophora teres ), Fusarium head blight
( Gibberella zeae ), snow rot ( Typhula sp .; Micronectri
ella nivalis ), nude smut ( Ustilago tritic i; U. nud)
a ), black smut (Tilletia caries), eye spot disease ( Pseudo
cercosporella herpotrichoides ), strain rot (Rhizoctonia
cerealis ), scald disease ( Rhynchosporium secalis ), leaf blight
( Septoria tritici ), blight ( Leptosphaeria nodoru)
m ); Botrytis cinerea such as kidney beans, cucumber, tomato, strawberry, grape, potato, soybean, cabbage, eggplant, lettuce; and downy mildew of grape (Plasmopora)
viticola), rust (Phakopsora ampelopsidis), powdery mildew (Uncinula necator), sphaceloma disease (Elsinoe ampelin
a ), late rot ( Glomerella cingulata ); powdery mildew on apples ( Podosphaera leucotricha ), scab ( Venturia inaeq)
ualis ), spot leaf rot ( Alternaria mali ), scab ( Gymnos )
porangium yamadae ), Monilia disease ( Sclerotinia mali ),
Rot rot ( Valsa mali ); Black spot of pear ( Alternaria kiku)
chiana), scab (Venturia nashicola), gymnosporangium (Gymnos
porangium haraeanum ), ring spot disease ( Physalospora piricol )
a ); Peach ash disease ( Sclerotinia cinerea ), scab ( Clad )
osporium carpophilum), Phomopsis rot (Phomopsi
s sp.); oyster anthracnose ( Gloeosporium kaki ), leaf blight ( Ce )
rcospora kaki ; Mycosphaerella nawae ), powdery mildew ( P
hyllactinia kakikora ); downy mildew of cucumber (Pseudopero
nospora cubensis), cucumber powdery mildew ( Sphaerotheca
fuliginea ), Anthracnose ( Colletotrichum lagenarium ), Vine blight ( Mycosphaerella melonis ); Tomato ring spot ( Alt
ernaria solani ), leaf mold ( Cladosporium fulvam ), plague (Phytophthora infestans); eggplant powdery mildew ( Erysi
phe cichoracorum ), mildew (Mycovellosiella natt)
rassii); Black spot of cruciferous vegetables ( Alternaria japoni
ca ), white spot disease ( Cercosporella brassicae );
(Puccinia allii), black spot disease (Alternaria porri); soybean purpura (Cercospora kikukuchii), sphaceloma disease (Elsino
e glycinnes ), black spot ( Diaporthe phaseololum ); kidney anthracnose ( Colletotrichum lindemuthianum ); peanut black spot ( Mycosphaerella personatum ), brown spot ( C
ercospora arachidicola ); powdery mildew of pea ( Erys
iphe pisi ), downy mildew (Peronospora pisi); potato summer plague ( Alternaria solani ), black bruise ( Rhizoctonia so
lani ), plague (Phytophthora infestans); broad bean downy mildew (Peronospora viciae), plague (Phytophthora nicoti)
anae); net blast of tea ( Exobasidium reticulatum ), scab ( Elsinoe leucospila ), anthracnose ( Colletotrichum t )
heae-sinensis); Tobacco scab ( Alternaria longipe)
s ), powdery mildew ( Erysiphe cichoracearum ), anthracnose ( Co
lletotrichum tabacum ), plague (Phytophthora parasitic)
a); Brown spot of sugar beet ( Cercospora beticola ); Rose scab ( Diplocarpon rosae ), powdery mildew ( Sphaerotheca )
pannosa ), plague (Phytophthora megasperma); chrysanthemum leaf spot ( Septoria chrysanthemi - indici ), white rust ( Puc
cinia horiana ); strawberry powdery mildew ( Sphaerotheca hu)
muli ), plague (Phytophthora nicotianae); S clerotinia s disease such as kidney beans, cucumber, tomato, strawberry, grape, potato, soybean, cabbage, eggplant, lettuce, etc.
clerotiorum ); citrus black spot ( diaporthe citri );
Bacterial leaf blight of carrots ( Alternaria dauci ) and the like. Above all,
It has a synergistically enhanced effect on plague, downy mildew and the like. Such a potentiating effect was not to be expected from the sum of the effects of the individual active ingredients.
【0014】本発明の殺菌剤組成物において、成分Iの
置換チオフェン誘導体と成分IIのジチオカーバメート
化合物との混合割合は特に限定されないが、通常、成分
Iの化合物1重量部に対して成分IIの化合物は0.1
〜100重量部、好ましくは0.5〜50重量部、より
好ましくは0.5〜20重量部の範囲内である。In the fungicidal composition of the present invention, the mixing ratio of the substituted thiophene derivative of the component I and the dithiocarbamate compound of the component II is not particularly limited. Compound is 0.1
To 100 parts by weight, preferably 0.5 to 50 parts by weight, more preferably 0.5 to 20 parts by weight.
【0015】本発明組成物を植物病害防除剤として使用
する場合は、処理する植物に対して原体をそのまま使用
してもよいが、一般には不活性な液体担体、固体担体、
界面活性剤、と混合し、通常用いられる製剤形態である
粉剤、水和剤、フロワブル剤、乳剤、粒剤およびその他
の一般に慣用される形態の製剤として使用される。更に
製剤上必要ならば補助剤を添加することもできる。When the composition of the present invention is used as a plant disease controlling agent, the drug substance may be used as it is for the plant to be treated, but generally an inert liquid carrier, a solid carrier,
It is mixed with a surfactant and used in the form of powders, wettable powders, flowables, emulsions, granules and other commonly used forms, which are commonly used forms. If necessary for the preparation, an auxiliary agent can be added.
【0016】ここでいう担体とは、処理すべき部位への
有効成分の到達を助け、また有効成分化合物の貯蔵、輸
送、取扱いを容易にするために配合される合成または天
然の無機または有機物質を意味する。担体としては、通
常農園芸用薬剤に使用されるものであるならば固体また
は液体のいずれでも使用でき、特定のものに限定される
ものではない。The carrier as used herein refers to a synthetic or natural inorganic or organic substance incorporated to assist in reaching the active ingredient to the site to be treated and to facilitate storage, transport, and handling of the active ingredient compound. Means As the carrier, any solid or liquid carrier can be used as long as it is generally used for agricultural and horticultural medicines, and it is not limited to a specific one.
【0017】例えば、固体担体としては、モンモリロナ
イト、カオリナイト等の粘土類;珪藻土、白土、タル
ク、バ−ミュキュライト、石膏、炭酸カルシウム、シリ
カゲル、硫安等の無機物質;大豆粉、鋸屑、小麦粉等の
植物性有機物質および尿素等が挙げられる。Examples of the solid carrier include clays such as montmorillonite and kaolinite; inorganic substances such as diatomaceous earth, terra alba, talc, vermiculite, gypsum, calcium carbonate, silica gel, and ammonium sulfate; Plant organic substances and urea.
【0018】液体担体としては、トルエン、キシレン、
クメン等の芳香族炭化水素類;ケロシン、鉱油などのパ
ラフィン系炭化水素類;アセトン、メチルエチルケトン
などのケトン類;ジオキサン、ジエチレングリコールジ
メチルエーテルなどのエーテル類;メタノール、エタノ
ール、プロパノール、エチレングリコールなどのアルコ
ール類;ジメチルホルムアミド、ジメチルスルホキシド
などの非プロトン性溶媒および水等が挙げられる。As the liquid carrier, toluene, xylene,
Aromatic hydrocarbons such as cumene; paraffinic hydrocarbons such as kerosene and mineral oil; ketones such as acetone and methyl ethyl ketone; ethers such as dioxane and diethylene glycol dimethyl ether; alcohols such as methanol, ethanol, propanol and ethylene glycol; Examples include aprotic solvents such as dimethylformamide and dimethylsulfoxide, and water.
【0019】更に、製剤の剤型、適用場面等を考慮して
目的に応じてそれぞれ単独に、または組み合わせて次の
様な補助剤を添加することができる。補助剤としては、
通常使用される界面活性剤、結合剤(例えば、リグニン
スルホン酸、アルギン酸、ポリビニルアルコール、アラ
ビアゴム、CMCナトリウム等)、安定剤(例えば、酸
化防止用としてフェノール系化合物、チオール系化合物
または高級脂肪酸エステル等を用いたり、pH調整剤と
して燐酸塩を用いたり、時に光安定剤も用いる)等を必
要に応じて単独または組み合わせて使用できる。更に場
合によっては防菌防黴のために工業用殺菌剤、防菌防黴
剤などを添加することもできる。Further, the following adjuvants can be added singly or in combination according to the purpose in consideration of the dosage form of the preparation, the application scene, and the like. As auxiliary agents,
Commonly used surfactants, binders (eg, ligninsulfonic acid, alginic acid, polyvinyl alcohol, gum arabic, sodium CMC, etc.), stabilizers (eg, phenolic compounds, thiol compounds, or higher fatty acid esters for antioxidation) Etc., a phosphate as a pH adjuster, and sometimes a light stabilizer) can be used alone or in combination as necessary. Further, depending on the case, an industrial bactericide, a bactericidal / antifungal agent or the like may be added for bactericidal / fungicidal purposes.
【0020】補助剤について更に詳しく述べる。補助剤
としては乳化、分散、拡展、湿潤、結合、安定化等の目
的ではリグニンスルホン酸塩、アルキルベンゼンスルホ
ン酸塩、アルキル硫酸エステル塩、ポリオキシアルキレ
ンアルキル硫酸塩、ポリオキシアルキレンアルキルリン
酸エステル塩等のアニオン性界面活性剤;ポリオキシア
ルキレンアルキルエーテル、ポリオキシアルキレンアル
キルアリールエーテル、ポリオキシアルキレンアルキル
アミン、ポリオキシアルキレンアルキルアミド、ポリオ
キシアルキレンアルキルアミド、ポリオキシアルキレン
アルキルチオエーテル、ポリオキシアルキレン脂肪酸エ
ステル、グリセリン脂肪酸エステル、ソルビタン脂肪酸
エステル、ポリオキシアルキレンソルビタン脂肪酸エス
テル、ポリオキシプロピレンポリオキシエチレンブロッ
クポリマー等の非イオン性界面活性剤;ステアリン酸カ
ルシウム、ワックス等の滑剤;イソプロピルヒドロジエ
ンホスフェート等の安定剤、その他メチルセルロース、
カルボキシメチルセルロース、カゼイン、アラビアゴム
等が挙げられる。しかし、これらの成分は以上のものに
限定されるものではない。The adjuvant will be described in more detail. Auxiliaries include lignin sulfonate, alkylbenzene sulfonate, alkyl sulfate, polyoxyalkylene alkyl sulfate, polyoxyalkylene alkyl phosphate for the purpose of emulsification, dispersion, spreading, wetting, bonding, stabilization, etc. Anionic surfactants such as salts; polyoxyalkylene alkyl ethers, polyoxyalkylene alkylaryl ethers, polyoxyalkylene alkylamines, polyoxyalkylene alkylamides, polyoxyalkylene alkylamides, polyoxyalkylene alkylthioethers, polyoxyalkylene fatty acids Ester, glycerin fatty acid ester, sorbitan fatty acid ester, polyoxyalkylene sorbitan fatty acid ester, polyoxypropylene polyoxyethylene block polymer Calcium stearate, lubricants such as wax; stabilizers isopropyl hydroperoxide diene phosphate, etc., other cellulose, non-ionic surfactant
Carboxymethyl cellulose, casein, gum arabic and the like can be mentioned. However, these components are not limited to those described above.
【0021】本発明組成物における有効成分組成物の含
有量は、製剤形態によっても異なるが、通常粉剤では
0.1〜30重量%、水和剤では0.1〜80重量%、
粒剤では0.5〜20重量%、乳剤では2〜50重量
%、フロワブル製剤では1〜50重量%、ドライフロワ
ブル製剤では1〜80重量%であり、好ましくは、粉剤
では0.5〜10重量%、水和剤では5〜60重量%、
乳剤では5〜20重量%、フロワブル製剤では5〜50
重量%およびドライフロワブル製剤では5〜50重量%
である。補助剤の含有量は0〜80重量%であり、担体
の含有量は100重量%から有効成分化合物のおよび補
助剤の含有量を差し引いた量である。The content of the active ingredient composition in the composition of the present invention varies depending on the form of preparation, but is usually 0.1 to 30% by weight for powders and 0.1 to 80% by weight for wettable powders.
It is 0.5 to 20% by weight for granules, 2 to 50% by weight for emulsions, 1 to 50% by weight for flowable preparations, 1 to 80% by weight for dry flowable preparations, preferably 0.5 to 20% by weight for powders. 10% by weight, 5-60% by weight for wettable powder,
5 to 20% by weight for emulsions, 5 to 50 for flowable formulations
% By weight and 5 to 50% by weight for dry flowable preparations
It is. The content of the adjuvant is 0 to 80% by weight, and the content of the carrier is 100% by weight minus the content of the active ingredient compound and the content of the adjuvant.
【0022】本発明組成物の施用方法としては種子消
毒、茎葉散布等が挙げられるが、通常当業者が利用する
どの様な施用方法にても十分な効力を発揮する。施用量
および施用濃度は対象作物、対象病害、病害の発生程
度、化合物の剤型、施用方法および各種環境条件等によ
って変動するが、散布する場合には有効成分量としてヘ
クタール当たり50〜1,000gが適当であり、望ま
しくはヘクタール当り100〜500gである。また水
和剤、フロワブル剤または乳剤を水で希釈して散布する
場合、その希釈倍率は200〜20,000倍が適当で
あり、望ましくは1,000〜5,000倍である。The method of applying the composition of the present invention includes seed disinfection, foliage application, and the like. However, any method commonly used by those skilled in the art exerts a sufficient effect. The application rate and application concentration vary depending on the target crop, the target disease, the degree of occurrence of the disease, the dosage form of the compound, the application method and various environmental conditions, etc., but when sprayed, the active ingredient amount is 50 to 1,000 g per hectare. Is suitable, desirably from 100 to 500 g per hectare. When a wettable powder, a flowable or an emulsion is diluted with water and sprayed, the dilution ratio is suitably from 200 to 20,000 times, and preferably from 1,000 to 5,000 times.
【0023】本発明の組成物は他の殺菌剤、殺虫剤、除
草剤および植物成長調節剤等の農薬、土壌改良剤または
肥効物質との混合使用は勿論のこと、これらとの混合製
剤も可能である。The composition of the present invention can be used not only in combination with other fungicides, insecticides, herbicides, plant growth regulators and other pesticides, soil improvers or fertilizers, but also in mixed preparations with these. It is possible.
【0024】次に、製剤例および試験例にて本発明を更
に詳しく説明する。尚、製剤例中の部は重量部を表す。Next, the present invention will be described in more detail with reference to formulation examples and test examples. The parts in the preparation examples represent parts by weight.
【0025】[0025]
【実施例】製剤例 1(水和剤) 化合物番号1:10部、マンネブ:30部、リグニンス
ルホン酸ナトリウム:10部、アルキルナフタレンスル
ホン酸ナトリウム:5部、ホワイトカーボン:10部お
よびけいそう土:35部を均一に粉砕混合して水和剤を
得た。Examples Formulation Example 1 (Wettable powder) Compound No. 1:10 parts, Maneb 30 parts, sodium ligninsulfonate 10 parts, sodium alkylnaphthalenesulfonate 5 parts, white carbon 10 parts and diatomaceous earth : 35 parts were uniformly ground and mixed to obtain a wettable powder.
【0026】製剤例 2(水和剤) 化合物番号2:10部、マンゼブ:50部、リグニンス
ルホン酸ナトリウム:1部、アルキルベンゼンスルホン
酸ナトリウム:2部および珪藻土:37部を粉砕混合し
て、水和剤を得た。Formulation Example 2 (Wettable powder) Compound No. 2: 10 parts, Manzeb: 50 parts, sodium ligninsulfonate: 1 part, sodium alkylbenzenesulfonate: 2 parts, and diatomaceous earth: 37 parts are pulverized and mixed. A sum was obtained.
【0027】製剤例 3(水和剤) 化合物番号1:10部、マンゼブ:50部、リグニンス
ルホン酸カルシウム:3部、ラウリル硫酸ナトリウム:
2部および珪藻土:35部を粉砕混合して、水和剤を得
た。Formulation Example 3 (Wettable powder) Compound No .: 1:10 parts, Manzeb: 50 parts, calcium ligninsulfonate: 3 parts, sodium lauryl sulfate:
2 parts and 35 parts of diatomaceous earth were pulverized and mixed to obtain a wettable powder.
【0028】製剤例 4(フロワブル剤) 化合物番号2:10部、ポリカーバメート化合物:10
部、プロピレングリコール:3部、リグニンスルホン酸
ナトリウム:2部、ジオクチルスルホサクシネートナト
リウム塩:1部、および水:74部をサンドグラインダ
ーで湿式粉砕しフロワブル剤を得た。Formulation Example 4 (Flowable agent) Compound No. 2: 10 parts, polycarbamate compound: 10
Part, propylene glycol: 3 parts, sodium lignin sulfonate: 2 parts, dioctyl sulfosuccinate sodium salt: 1 part, and water: 74 parts were wet-pulverized with a sand grinder to obtain a flowable agent.
【0029】製剤例 5(フロワブル剤) 化合物番号2:5部、マンゼブ:25部、ポリオキシエ
チレンソルビタンモノオレエート:3部、カルボキシメ
チルセルロ−ス:3部および水:64部をサンドグライ
ンダーで湿式粉砕しフロワブル剤を得た。Formulation Example 5 (floatable) Compound No. 2: 5 parts, Manzeb: 25 parts, polyoxyethylene sorbitan monooleate: 3 parts, carboxymethyl cellulose: 3 parts, and water: 64 parts with a sand grinder. The wet pulverization was performed to obtain a flowable agent.
【0030】試験例1 トマト疫病予防効果試験 温室内で直径7.5cmのプラスチックポットに5葉期
まで生育させたトマト(品種:世界一)に、製剤例2に
準じて調製した水和剤を所定濃度に希釈して、4ポット
当たり50mlずつ散布した。薬液が乾いた後、ジャガ
イモの切片上で培養したトマト疫病菌から遊走子嚢を水
で洗い流し、氷冷して遊走子が出てきた状態(1×10
5 個/ml)で噴霧接種した。温度18℃、湿度95
%以上の温室に5日間保った後、疫病の病斑が占める面
積を次の指標に従って調査して発病度を求め、下記の式
に従って防除価を算出した。結果を第1表(表1)に示
す。Test Example 1 Tomato Blight Preventive Effect Test Tomato (variety: world's best) grown in a greenhouse in a 7.5 cm-diameter plastic pot until the 5th leaf stage was treated with a wettable powder prepared according to Formulation Example 2. After dilution to a predetermined concentration, 50 ml was sprayed per 4 pots. After the medicinal solution dries, the zoospores are washed off with water from the tomato blight fungus cultured on the potato section, and the zoospores are exposed after cooling on ice (1 × 10 5).
5 cells / ml). Temperature 18 ° C, Humidity 95
% For 5 days, the area occupied by the disease spot of the plague was investigated according to the following index to determine the degree of onset, and the control value was calculated according to the following formula. The results are shown in Table 1 (Table 1).
【0031】 各処理区および無処理区の平均値を発病度とした。 防除価(%)=(1−処理区の発病度/無処理区の発病
度)×100[0031] The average value of each treated section and the untreated section was defined as the disease severity. Control value (%) = (1−Severity of treated group / Severity of untreated group) × 100
【0032】[0032]
【表1】 [Table 1]
【0033】試験例2 キュウリべと病予防効果試験 温室内で直径7.5cmのプラスチックポットに1.5
葉期まで生育させたキュウリ(品種:相模半白)に、製
剤例2に準じて調製した水和剤を所定濃度に希釈して、
4ポット当たり50mlずつ散布した。薬液が乾いた
後、キュウリべと病菌の胞子懸濁液を噴霧接種した。温
室に7日間保った後、べと病の病斑が占める面積を次の
指標に従って調査して発病度を求め、下記の式に従って
防除価を算出した。結果を第2表(表2)に示す。Test Example 2 Test for Preventive Effect of Cucumber Downy Mildew A plastic pot having a diameter of 7.5 cm was placed in a greenhouse in a pot of 1.5 cm.
To a cucumber (cultivar: Sagami Hanjiro) grown to the leaf stage, a wettable powder prepared according to Formulation Example 2 was diluted to a predetermined concentration,
50 ml was sprayed per 4 pots. After the drug solution was dried, a spore suspension of cucumber downy mildew was sprayed and inoculated. After being kept in a greenhouse for 7 days, the area occupied by the mildew spots was investigated according to the following index to determine the degree of onset, and the control value was calculated according to the following formula. The results are shown in Table 2 (Table 2).
【0034】 各処理区および無処理区の平均値を発病度とした。 防除価(%)=(1−処理区の発病度/無処理区の発病
度)×100[0034] The average value of each treated section and the untreated section was defined as the disease severity. Control value (%) = (1−Severity of treated group / Severity of untreated group) × 100
【0035】[0035]
【表2】 [Table 2]
【0036】[0036]
【発明の効果】本発明は、少なくとも2種の有効成分を
含む殺菌剤組成物であり、広範囲の植物病害、特に疫
病、べと病等に対して相乗的に増強された効果を示すこ
とから、植物病害防除剤組成物として有用である。この
ような本発明の組成物を使用することにより、慣用の方
法に比べて予期しない少量の有効成分量で、病害の防除
ができる。また、成分Iと成分IIの作用性は異なり、
成分Iは治療効果を有することから、本組成物は病害を
治療的に防除できる点も利点である。Industrial Applicability The present invention is a fungicidal composition containing at least two kinds of active ingredients, and has a synergistically enhanced effect on a wide range of plant diseases, especially plague and downy mildew. It is useful as a plant disease controlling agent composition. By using such a composition of the present invention, it is possible to control a disease with an unexpectedly small amount of an active ingredient as compared with a conventional method. In addition, the activity of component I is different from that of component II,
Since component I has a therapeutic effect, the composition is also advantageous in that it can therapeutically control diseases.
───────────────────────────────────────────────────── フロントページの続き (51)Int.Cl.6 識別記号 FI //(A01N 43/78 47:14) (72)発明者 川島 秀雄 千葉県茂原市東郷1144番地 三井化学株式 会社内 (72)発明者 明瀬 智久 千葉県茂原市東郷1144番地 三井化学株式 会社内──────────────────────────────────────────────────続 き Continued on the front page (51) Int.Cl. 6 Identification symbol FI // (A01N 43/78 47:14) (72) Inventor Hideo Kawashima 1144 Togo, Togo, Mobara-shi, Chiba Mitsui Chemicals Co., Ltd. (72 Inventor Tomohisa Akase 1144 Togo, Mobara-shi, Chiba Mitsui Chemicals, Inc.
Claims (6)
の感染に対して相乗効果を有する植物保護組成物であ
り、成分Iは(化1) 【化1】 [式中、Qは水素原子、メチル基、トリフルオロメチル
基、フッ素原子、塩素原子、臭素原子、ヨウ素原子、メ
トキシ基、メチルチオ基、メチルスルホキシ基、メチル
スルホニル基、シアノ基、アセチル基、ニトロ基、アル
コキシカルボニル基またはアミノ基を示し、Rは炭素数
1〜12の直鎖または分岐のアルキル基、炭素数1〜1
2の直鎖または分岐のハロゲノアルキル基、炭素数2〜
10の直鎖または分岐のアルケニル基、炭素数2〜10
の直鎖または分岐のハロゲノアルケニル基、炭素数2〜
10のアルキルチオアルキル基、炭素数2〜10のアル
キルオキシアルキル基、炭素数3〜10のシクロアルキ
ル基、炭素数3〜10のハロゲノ置換シクロアルキル
基、または1〜3個の置換基により置換されていてもよ
いフェニル基であり、該フェニル基の置換基は水素原
子、炭素数1〜4のアルキル基、炭素数2〜4のアルケ
ニル基、炭素数2〜4のアルキニル基、炭素数3〜6の
シクロアルキル基、炭素数1〜4のアルコキシ基、炭素
数1〜4のハロゲノアルコキシ基、炭素数1〜4のアル
キルチオ基、炭素数1〜4のアルキルスルホキシ基、炭
素数1〜4のアルキルスルホニル基、ハロゲン原子、シ
アノ基、炭素数2〜4のアシル基、炭素数2〜4のアル
コキシカルボニル基、アミノ基、または炭素数1〜3の
アルキル基で置換されたアミノ基であり、Rと−NHC
OArは互いに隣り合っており、Arは以下の(A1)
から(A8)(化2) 【化2】 (式中、R1 はトリフルオロメチル基、ジフルオロメチ
ル基、メチル基、エチル基、塩素原子、臭素原子または
ヨウ素原子であり、R2 は水素原子、メチル基、トリフ
ルオロメチル基またはアミノ基であり、nは0〜2の整
数である)で表される基である]で表される置換チオフ
ェン誘導体であり、成分IIはジチオカーバメート系化
合物である組成物。1. A plant protection composition having at least two kinds of active ingredients and having a synergistic effect against infection of a disease, wherein the component I is represented by the following formula. Wherein Q is a hydrogen atom, a methyl group, a trifluoromethyl group, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a methoxy group, a methylthio group, a methylsulfoxy group, a methylsulfonyl group, a cyano group, an acetyl group, R represents a linear or branched alkyl group having 1 to 12 carbon atoms, a nitro group, an alkoxycarbonyl group or an amino group;
2 straight-chain or branched halogenoalkyl groups, having 2 to 2 carbon atoms
10 linear or branched alkenyl groups, having 2 to 10 carbon atoms
A straight-chain or branched halogenoalkenyl group having 2 to 2 carbon atoms
Substituted by an alkylthioalkyl group having 10 carbon atoms, an alkyloxyalkyl group having 2 to 10 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, a halogeno-substituted cycloalkyl group having 3 to 10 carbon atoms, or 1 to 3 substituents A substituent of the phenyl group is a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, an alkenyl group having 2 to 4 carbon atoms, an alkynyl group having 2 to 4 carbon atoms, 6 cycloalkyl group, C 1-4 alkoxy group, C 1-4 halogenoalkoxy group, C 1-4 alkylthio group, C 1-4 alkyl sulfoxy group, C 1-4 Substituted with an alkylsulfonyl group, a halogen atom, a cyano group, an acyl group having 2 to 4 carbon atoms, an alkoxycarbonyl group having 2 to 4 carbon atoms, an amino group, or an alkyl group having 1 to 3 carbon atoms. An amino radical, R and -NHC
The OArs are adjacent to each other, and Ar is the following (A1)
To (A8) (Chemical Formula 2) (Wherein, R1 is a trifluoromethyl group, a difluoromethyl group, a methyl group, an ethyl group, a chlorine atom, a bromine atom or an iodine atom, and R2 is a hydrogen atom, a methyl group, a trifluoromethyl group or an amino group, n is an integer of 0 to 2)], and the component II is a dithiocarbamate compound.
Rは炭素数3−10の直鎖または分岐のアルキル基、炭
素数3−10の直鎖または分岐のハロゲノアルキル基、
炭素数3−10の直鎖または分岐のアルケニル基、炭素
数3−10の直鎖または分岐のハロゲノアルケニル基、
または炭素数1−4のアルキル基で置換していてもよい
炭素数3−10のシクロアルキル基である請求項1記載
の組成物。2. In the component I, Q is a hydrogen atom,
R is a straight or branched alkyl group having 3 to 10 carbon atoms, a straight or branched halogenoalkyl group having 3 to 10 carbon atoms,
A straight-chain or branched alkenyl group having 3 to 10 carbon atoms, a straight-chain or branched halogenoalkenyl group having 3 to 10 carbon atoms,
The composition according to claim 1, which is a cycloalkyl group having 3 to 10 carbon atoms which may be substituted with an alkyl group having 1 to 4 carbon atoms.
り、R1 がCF3またはMe基であり、R2がMe基であ
る請求項2記載の組成物。3. The composition according to claim 2, wherein in component I, Ar is (A1), R1 is CF3 or Me group, and R2 is Me group.
り、R1 がCF3またはCHF2基である請求項2記載の
組成物。4. The composition according to claim 2, wherein in component I, Ar is (A2) and R1 is a CF3 or CHF2 group.
がジネブ、マンネブ、マンゼブ、アンバムからなる群よ
り選ばれる一種以上である請求項2、請求項3または4
記載の組成物。5. The dithiocarbamate compound of the component II is at least one selected from the group consisting of zineb, maneb, manzeb, and ambam.
A composition as described.
がポリカーバメート、プロピネブ、ジラム、チウラムか
らなる群より選ばれる一種以上である請求項2、請求項
3または4記載の組成物。6. The composition according to claim 2, wherein the dithiocarbamate compound of the component II is at least one selected from the group consisting of polycarbamate, propineb, ziram, and thiuram.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2962298A JP3818771B2 (en) | 1998-02-12 | 1998-02-12 | Plant disease control composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2962298A JP3818771B2 (en) | 1998-02-12 | 1998-02-12 | Plant disease control composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH11228309A true JPH11228309A (en) | 1999-08-24 |
| JP3818771B2 JP3818771B2 (en) | 2006-09-06 |
Family
ID=12281195
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2962298A Expired - Lifetime JP3818771B2 (en) | 1998-02-12 | 1998-02-12 | Plant disease control composition |
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| Country | Link |
|---|---|
| JP (1) | JP3818771B2 (en) |
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| JP2005506363A (en) * | 2001-10-23 | 2005-03-03 | バイエル・クロツプサイエンス・エス・アー | Fungicidal composition based on at least one pyridylmethylbenzamide derivative and at least one dithiocarbamate derivative |
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| EP1847176A4 (en) * | 2005-02-04 | 2011-06-29 | Mitsui Chemicals Agro Inc | METHOD AND COMPOSITION FOR CONTROLLING A PLANT PATHOGENIC AGENT |
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