TW200930297A - Fungicidal mixtures - Google Patents
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- TW200930297A TW200930297A TW097146943A TW97146943A TW200930297A TW 200930297 A TW200930297 A TW 200930297A TW 097146943 A TW097146943 A TW 097146943A TW 97146943 A TW97146943 A TW 97146943A TW 200930297 A TW200930297 A TW 200930297A
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/647—Triazoles; Hydrogenated triazoles
- A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
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Abstract
Description
200930297 九、發明說明: 【發明所屬之技術領域】 殺真菌混合物包含協同作用有效量之以下各物作為活性 組份: 1) 通式I之唑基曱基氧呒 0、 N /\200930297 IX. Description of the invention: [Technical field to which the invention pertains] The fungicidal mixture contains a synergistically effective amount of the following components as active components: 1) oxazolylhydrazones of the formula I 0, N /\
f、N —CH2—C——CH I I (i)f, N - CH2 - C - CH I I (i)
A BA B
其中 A 為經2個F取代之苯基, B 為未經取代之吡啶基、噻吩基、噻唑基、噁唑基 或呋喃基或經1至3個以下取代基取代之苯基:自 素、N02、胺基、(VC4烷基、CVCU烷氧基、 C4齒烧基、C1-C4齒烧氧基、C1-C4烧基胺基、Cl_ c4二烷基胺基、硫基或匚,-^烷基硫基, 其中限制條件為若A為2,4-二氟苯基,則B不為鄰 甲基苯基,Wherein A is a phenyl group substituted by 2 F, and B is an unsubstituted pyridyl group, a thienyl group, a thiazolyl group, an oxazolyl group or a furyl group or a phenyl group substituted with 1 to 3 or less substituents: N02, amine group, (VC4 alkyl, CVCU alkoxy, C4 dentate, C1-C4 dentate oxy, C1-C4 alkylamino, Cl_c4 dialkylamino, thio or hydrazine, - ^alkylthio, wherein the restriction is that if A is 2,4-difluorophenyl, then B is not o-methylphenyl,
及其植物相谷之酸加成鹽或金屬鹽,及 2) 選自以下各物之殺真菌化合物II 2.1)選自由以下各物組成之群之嗜毬果傘素(strobiiurin): 亞托敏(azoxystrobin)、醚菌胺(dimoXyStrobin)、烯肟菌酯 (enestroburin)、氟氧菌胺(fluoxastrobin)、克收欣 (kresoxim-methyl)、苯氧菌胺(rneth〇minostrobin)、奥瑞菌 胺(orysastrobin)、。定氧菌胺(pic〇XyStr〇bin)、百克敏 136128.doc 200930297 (pyraclostrobin)、百博卡(pyribencarb)、三氟敏 (trifloxystrobin)、2-(2-(6-(3-氯-2-甲基苯氧基)-5-氟嘧啶-4-基氧基)苯基)-2-甲氧基亞胺基-N-甲基乙醯胺、2-(鄰 ((2,5·—甲基本基氧基亞曱基)苯基)_3 -曱氧基〇比β坐-丙稀酸 甲酯、3-甲氧基-2-(2-(Ν-(4-甲氧基苯基)環丙烷羧醯亞胺 醯基硫基曱基)苯基)丙烯酸曱酯、2-(2-(3-(2,6-二氣苯基)-1-甲基亞烯丙基胺基氧基甲基)苯基)-2-甲氧基亞胺基-N-甲 基乙醯胺; 2.2)選自由以下各物組成之群之羧醯胺: -苯胺基甲醯(carboxanilide):苯霜靈(benalaxyl)、精苯霜 靈(benalaxyl-M)、麥銹靈(benodanil)、雙昔芬 (bixafen)、博克利(boscalid)、萎銹靈(carboxin)、曱呋 醯胺(fenfuram)、環醯菌胺(fenhexamid)、氟多寧 (flutolanil)、福拉比(furametpyr)、異皮拉姆 (isopyrazam)、異噻菌胺(isotianil)、克拉昔(kiralaxyl)、 滅銹胺(mepronil)、滅達樂(metalaxyl)、精甲霜靈 (metalaxyl-M)(甲霜靈(mefenoxam))、呋醯胺(ofurace)、 歐殺斯(oxadixyl)、氧化萎銹靈(oxycarboxin)、吡噻菌胺 (penthiopyrad)、克枯爛(tecloftalam)、噻氟菌胺 (thifluzamide)、汰敵寧(tiadinil)、2-胺基-4-甲基喧《坐-5-苯胺基甲醯、2-氣_N-(1,1,3_三曱基茚滿-4-基)菸鹼醯 胺、N-(3',4'-二氯-5-氟聯苯-2-基)-3-二氟甲基-1-甲基-1H-吡唑-4-曱醯胺、N-[2-(l,3-二曱基丁基)苯基]-5·氟· 1,3-二曱基-1H-吡唑-4_甲醯胺、N-(4,-氣-3,,5-二氟聯苯- 136128.doc -8 * 200930297 2- 基)-3-二氟甲基-1-甲基-1H-吡唑-4-甲醯胺、N-(4'-氯-3',5-二氟聯苯-2-基)-3-三氟甲基-1-甲基-1H-吡唑-4-甲醢 胺、N-(3’,4' -二氣-5 -氣聯苯-2 -基)-3-三氣甲基-1-甲基_ 111-吡唑-4-甲醯胺、;^-(3|,5-二氟-4'-甲基聯苯-2-基)-3-二氟甲基-1-甲基-1H-吡唑-4-甲醯胺、Ν-(3·,5-二氟-4·-曱 基聯苯-2-基)-3-三氟甲基-1-甲基-1Η-吡唑-4-甲醯胺、Ν-(2-二環丙-2-基苯基)-3-二氟甲基-1-甲基-1H-吡唑-4-甲 酿胺、N -(順式-2 -二環丙-2 -基本基)-3 -二氣甲基-1 -甲基_ 1H-吡唑-4-甲醯胺、N-(反式-2-二環丙-2-基苯基)-3-二氟 甲基-1-曱基-1H-吡唑-4-甲醯胺、N-(2'-氟-4’-氯-5'-曱基 聯苯-2-基)-1-甲基-3-三氟甲基-1H-吡唑-4-甲醯胺、Ν-ρ·〆^-三 氟聯苯-2-基 )-1-曱基-3-三 氟曱基-1H-吡唑-4-甲醯胺、Ν-(3·,4’,5·-三氟聯苯-2-基)-1-曱基-3-二氟曱基-1H-吡唑-4-甲醯胺、N-(2、4、5’-三氟聯苯-2-基)-1-曱基- 3- 二氟曱基-1H-吡唑-4-甲醢胺、Ν-(3',4',5·-三氟聯苯-2-基)-3-氣氟曱基-1-曱基-1Η-吡唑-4-曱醯胺、Ν-(4'-(三氟 甲基硫基)聯苯-2 -基)-3 -二乳甲基-1 -甲基-1Η - °比0坐-4 -甲 酿胺、Ν-(4^(三氣曱基硫基)聯苯-2-基)-1-甲基-3-三氣 甲基-1H-吡唑-4-曱醯胺、N'-(4-(4-氯-3-三氟曱基苯氧 基)-2,5-二曱基苯基)-N-乙基-N-曱基甲脒、N'-(4-(4-氟-3-三氟曱基苯氧基)-2,5-二曱基苯基)-N-乙基-N-曱基曱 脒、Ν·-(2-曱基-5-三氟甲基-4-(3-三甲基矽烷基丙氧基) 苯基)-N-乙基-N-甲基甲腓及N’-(5-二氟曱基-2-曱基-4-(3-三曱基矽烷基丙氧基)苯基)-N-乙基-N-甲基甲脒、N- 136128.doc -9- 200930297 (2·,4'_二氟聯苯-2-基)-3-二氟甲基-1-曱基-1H-吡唑-4-甲 醢胺、Ν-(2',4’-二氣聯苯_2_基)_3_二氟甲基甲基_m_ 吼唑-4-甲醯胺、N-(2,,5,-二氟聯苯-2-基)-3-二氟曱基-1-曱基-1H-吡唑-4-甲醯胺、n-(2,,5'-二氣聯苯-2-基)-3-二 氟甲基-1-甲基-1H-吡唑_4_甲醯胺、N_(3',5,_二氟聯苯-2-基)-3 - 一*氣曱基-1-甲基-1H-0比0圭-4-甲酿胺、N-(3',5' -二 氣聯苯-2-基)-3-二氟甲基-j-甲基_1H_吡唑_4_曱醯胺、N_ (3'-氟聯苯-2-基)-3-二氟曱基-1-甲基-1H-吡唑-4-甲醯 胺、Ν-(3·-氯聯苯-2-基)-3-二氟甲基-1-甲基-1H-吡唑-4-甲醯胺、Ν-(2·-氟聯苯_2_基)_3_二氟甲基-1-甲基-1H-"比 唑-4-甲醯胺、Ν-(2·-氣聯苯-2-基)-3-二氟甲基-1-曱基-111-吡唑-4-甲醯胺、>^[2-(1,1,2,3,3,3_六氟丙氧基)苯 基]-3-二氟曱基-1-曱基-1H-吡唑-4-曱醯胺、N-[2-(1,1,2,2·四氟乙氧基)苯基]_3-二氟甲基-1-甲基-1H-吡唑-4-甲醯胺、Ν-(2·(1,3,3-三甲基丁基)苯基)-1,3-二甲基-5-氟-1Η-吡唑-4_甲醯胺、N-[l,2,3,4-四氫-9-(1-甲基乙基)-1,4-甲橋萘-5-基]-3-(二氟甲基)-1-甲基-1H·吡唑-4-甲醯 胺; -緩酸酿嗎琳(carboxylic acid morpholide):達滅芬 (dimethomorph)、氟嗎琳(flumorph); -苯甲醯胺:氟美醯胺(flumetover)、氟"比菌胺 (fluopicolide)、氟0比菌酿胺(fluopyram)、氣苯酿胺 (zoxamide)、N-(3-乙基-3,5,5-三曱基環己基)-3-甲醯基 胺基-2-羥基苯甲醯胺; 136128.doc -10- 200930297 -其他缓酿胺:加普胺(carpropamid)、二氯西莫 (diclocymet)、雙炔醯菌胺(mandipropamid)、經四環素 (oxytetracyclin)、石夕硫芬(silthiofam)、N-(6-甲氧基口比 啶-3-基)環丙烷甲醯胺; 2.3)選自由以下各物組成之群之唑類:And an acid addition salt or a metal salt thereof, and 2) a fungicidal compound II selected from the group consisting of: strobiiurin selected from the group consisting of: (azoxystrobin), dimethomycin (dimoXyStrobin), enestroburin, fluoxastrobin, kresoxim-methyl, rneth〇minostrobin, oriprozamide (orysastrobin),. Aqueousoxin (pic〇XyStr〇bin), Baikemin 136128.doc 200930297 (pyraclostrobin), pyribencarb, trifloxystrobin, 2-(2-(6-(3-chloro-2) -Methylphenoxy)-5-fluoropyrimidin-4-yloxy)phenyl)-2-methoxyimino-N-methylacetamide, 2-(o ((2,5·) —methyl-based oxyalkylidene)phenyl)_3 -decyloxyindole ratio β-sodium methacrylate, 3-methoxy-2-(2-(Ν-(4-methoxybenzene) Cyclopropane carboxy quinone iminyl thio sulfhydryl) phenyl) decyl acrylate, 2-(2-(3-(2,6-di-phenyl)-1-methylallylamine Benzyloxymethyl)phenyl)-2-methoxyimino-N-methylacetamide; 2.2) Carboxamide which is selected from the group consisting of: - carboxanilide : benaxyl, benalaxyl-M, benodanil, bixafen, boscalid, carboxin, furfurylamine Fenfuram), fenhexamid, flutolanil, furametpyr, isopyrazam, isotianil, carat (kiralaxyl), mepronil, metalaxyl, metalaxyl-M (mefenoxam), ofurace, oxadixyl, Oxycarboxin, penthiopyrad, tecloftalam, thifluzamide, tiadinil, 2-amino-4-methylindole -5-anilinoguanidine, 2-gas_N-(1,1,3-tridecylindan-4-yl)nicotinamide, N-(3',4'-dichloro-5- Fluorbiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-decylamine, N-[2-(l,3-dimercaptobutyl)phenyl ]-5·Fluorate 1,3-dimercapto-1H-pyrazole-4-formamide, N-(4,-gas-3,,5-difluorobiphenyl-136128.doc -8 * 200930297 2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide, N-(4'-chloro-3',5-difluorobiphenyl-2-yl) -3-trifluoromethyl-1-methyl-1H-pyrazole-4-carboxamide, N-(3',4'-di-5-ethanebiphenyl-2-yl)-3-tri Gas methyl-1-methyl_111-pyrazole-4-carboxamide,;^-(3|,5-difluoro-4'-methylbiphenyl-2-yl)-3-difluoromethyl -1-methyl-1H-pyrazole-4-carboxamide, Ν-(3·,5-two Fluoro-4·-mercaptobiphenyl-2-yl)-3-trifluoromethyl-1-methyl-1Η-pyrazole-4-carboxamide, Ν-(2-dicycloprop-2-yl) Phenyl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-cartoamine, N-(cis-2-bicycloprop-2-yl)-3-dimethoxy -1 -methyl-1H-pyrazole-4-carboxamide, N-(trans-2-dicyclopropan-2-ylphenyl)-3-difluoromethyl-1-indolyl-1H -pyrazole-4-carboxamide, N-(2'-fluoro-4'-chloro-5'-mercaptobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H- Pyrazole-4-carboxamide, Ν-ρ·〆^-trifluorobiphenyl-2-yl)-1-mercapto-3-trifluoromethyl-1H-pyrazole-4-carboxamide, hydrazine -(3·,4',5·-trifluorobiphenyl-2-yl)-1-mercapto-3-difluoroindolyl-1H-pyrazole-4-carboxamide, N-(2, 4 , 5'-Trifluorobiphenyl-2-yl)-1-indolyl-3-difluoroindolyl-1H-pyrazole-4-carboxamide, Ν-(3',4',5·-three Fluorobiphenyl-2-yl)-3-fluorofluoroindol-1-yl-1Η-pyrazole-4-decylamine, Ν-(4'-(trifluoromethylthio)biphenyl-2 -yl)-3 -di-lactylmethyl-1 -methyl-1Η - ° ratio - 0 - 4 - tyranamine, Ν-(4^(trimethylsulfonylthio)biphenyl-2-yl)- 1-methyl-3-tris-methyl-1H-pyrazole-4-decylamine, N'-(4-(4-chloro-3-trifluoro) Phenyloxy)-2,5-diamidinophenyl)-N-ethyl-N-mercaptomethylhydrazine, N'-(4-(4-fluoro-3-trifluorodecylphenoxy) -2,5-diamidinophenyl)-N-ethyl-N-indenyl hydrazine, hydrazine--(2-mercapto-5-trifluoromethyl-4-(3-trimethyldecyl) Propyloxy)phenyl)-N-ethyl-N-methylformamidine and N'-(5-difluorodecyl-2-mercapto-4-(3-tridecylfluorenylpropyloxy) Phenyl)-N-ethyl-N-methylformamidine, N-136128.doc -9- 200930297 (2·,4'-difluorobiphenyl-2-yl)-3-difluoromethyl-1 -mercapto-1H-pyrazole-4-carboxamide, Ν-(2',4'-di-biphenyl-2-yl)_3_difluoromethylmethyl_m_carbazole-4-carboxamidine Amine, N-(2,5,-difluorobiphenyl-2-yl)-3-difluoroindol-1-yl-1H-pyrazole-4-carboxamide, n-(2,, 5'-di-biphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole_4_formamidine, N_(3',5,-difluorobiphenyl-2 -yl)-3 -a-1 gas fluorenyl-1-methyl-1H-0 than 0 ke-4-cartoamine, N-(3',5'-di-biphenyl-2-yl)-3 -difluoromethyl-j-methyl_1H_pyrazole_4_decylamine, N_(3'-fluorobiphenyl-2-yl)-3-difluorodecyl-1-methyl-1H- Pyrazole-4-carbamide, Ν-(3·-chlorobiphenyl-2-yl)-3-difluoro -1-methyl-1H-pyrazole-4-carboxamide, Ν-(2·-fluorobiphenyl-2-yl)_3_difluoromethyl-1-methyl-1H-" -4-carboxamide, Ν-(2·-biphenyl-2-yl)-3-difluoromethyl-1-indolyl-111-pyrazole-4-carboxamide, >^[2 -(1,1,2,3,3,3-hexafluoropropoxy)phenyl]-3-difluoroindol-1-yl-1H-pyrazole-4-nonylamine, N-[ 2-(1,1,2,2·tetrafluoroethoxy)phenyl]_3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide, Ν-(2·(1 ,3,3-trimethylbutyl)phenyl)-1,3-dimethyl-5-fluoro-1Η-pyrazole-4-formamide, N-[l,2,3,4-tetra Hydrogen-9-(1-methylethyl)-1,4-methylnaphthalen-5-yl]-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide - carboxylic acid morpholide: dimethomorph, flumorph; - benzamide: flumetover, flu " fluopicolide Fluoryram, zoxamide, N-(3-ethyl-3,5,5-trimethylcyclohexyl)-3-carboxamido-2- Hydroxybenzamide; 136128.doc -10- 200930297 - Other slow-acting amines: carpropamid, diclosan ( Diclocymet), mandipropamid, oxytetracyclin, silthiofam, N-(6-methoxyl-pyridin-3-yl)cyclopropanecarboxamide; 2.3) Select the azoles of the following groups:
-三°坐:阿紮康唾(azaconazole)、雙苯三峻醇 (bitertanol)、糠菌嗤(bromuconazole)、環克 β坐 (cyproconazole)、苯喊曱環 坐(difenoconazole)、達克利 (diniconazole)、達克利-M、氟環 '•坐(epoxiconazole)、芬 布康"坐(fenbuconazole)、氣奎康 β圭(fiUqUinc〇nazole)、護 碎得(fusilazole)、護汰芬(flutriafol)、六康嗤 (hexaconazole)、易胺口坐(imibenconazole)、依普克嗅 (ipconazole)、葉菌唾(metconazole)、腈菌唆 (myclobutanil)、嗯 σ米吐(oxpoconazole)、多效0圭 (paclobutrazole)、平克嗤(penconazole)、普克利 (propiconazole)、普硫康嗤(prothioconazole)、石夕氟峻 (simeconazole)、得克利(tebuconazole)、氟醚唆 (tetraconazole)、三泰芬(triadimefon)、三泰隆 (triadimenol)、環菌 《坐(triticonazole)、稀效嗤 (uniconazole)、1-(4-氯苯基)-2-([1,2,4]三0坐-1-基)-環庚 醇; -啼峻:赛座滅(cyazofamid)、依滅列(imazalil)、硫酸依 滅列、稻痕酯(pefurazoate)、撲克拉(prochloraz)、賽福 座(triflumizole); I36128.doc 200930297 _苯并咪唑:苯菌靈(benomy1)、貝芬替(carbendazim)、麥 穗靈(fuberidazole)、噻苯咪唑(thiabendaz〇le); 八他乙塞博胺(ethaboxam)、依得利(etridiazole)、惡 黴靈(hymeXaz〇le)、^(4·氣苯基)·卜(丙炔·2基氧基)3_ (4-(3,4-二甲氧基苯基)異噁唑_5•基)丙_2_酮、2_(4_氯苯 基)-N-[4-(3,4-二曱氧基苯基)異噁唑·5_基]_2_丙_2_炔基 氧基乙醯胺; 2.4)選自由以下各物組成之群之含氮雜環基化合物: -0比啶:扶吉胺(fluazinam)、比芬諾(pyrifenox)、3-[5-(4-氣苯基)-2,3-二曱基異嗯峻咬-3-基]比咬、3-[5-(4-甲基 苯基)-2,3-二曱基異"惡吐咬_3_基]。比0定、2,3,5,6-四氣-4-甲烧項酿基0比咬、3,4,5_三氣》比"定-2,6-二曱腈、N-( 1-(5-溴-3-氣吡啶-2-基)乙基)-2,4-二氣菸鹼醯胺、N-((5-溴-3-氯0比咬-2-基)甲基)-2,4 -二氯於驗酿胺; -確η定:讀酸丁嘴α定(bupirimate)、赛普洛(cyprodinil)、氟 喷菌胺(diflumetorim)、芬瑞莫(fenarimol)、响菌膝 (ferimzone)、滅派林(mepanipyrim)、氯口定(nitrapyrin)、 尼瑞莫(nuarimol)、派美尼(pyrimethanil); -派嗪:賽福寧(triforins); • 0比洛:護汰寧(fludioxonil)、拌種洛(fenpiclonil); -嗎琳:阿迪嗎琳(aldimorph)、嗎菌靈(dodemorph)、乙酸 嗎菌靈、粉銹琳(fenPr〇Pim〇rph)、三得芬(tridemorph); -哌啶:苯銹啶(fenpropidin); -二缓甲醯亞胺:唾0夫草(fluoroimide)、依普同 136128.doc -12- 200930297 (iprodione)、撲滅寧(procymidone)、免克寧 (vinclozolin); -非芳族5員雜環:》惡唾菌酮(famoxadone)、13米《坐菌綱 (fenamidone)、氟替尼(flutianil)、辛噻酮(octhilinone)、 噻菌靈(probenazole)、S-烯丙基5-胺基-2_異丙基-3-側氧 基-4-鄰甲苯基-2,3-二氫吡唑-1-硫基甲酸酯; -其他:阿西本唾-S-甲基(acibenzolar-S-methyl)、引峻績 菌胺(amisulbrom)、敵菌靈(anilazine)、滅瘟素 (blasticidin-S)、四氣丹(captafol)、卡普坦(captan)、滅 蟎猛(chinomethionat)、邁隆(dazomet)、咪菌威 (debacarb)、達菌清(diclomezine)、苯敵快 (difenzoquat)、曱基硫酸苯敵快、禾草靈(fen〇xanU)、 福爾培(folpet)、奥索利酸(ox〇iinic acid)、粉病靈 (piperalin)、普奎那茲(proquinazid)、咯喹酮 (pyroquilone)、快諾芬(quin〇xyfen)、三唑嗪 (triazoxide)、三赛唑(triCyClazole)、5_ 氣 _7_(4 曱基派 啶-1-基)-6-(2,4’6-三氟苯基三唑并[15 a]嘧啶、 2-丁氧基-6-碘-3-丙基咣烯_4·酮、5•氯甲氧基 嘧啶-2-基)-2-甲基-1H-苯并咪唑、6_(3,4_二氣笨基)_5甲 基-[1,2,4]三唑并[l,5-a]嘧啶_7·基胺、6_(4第三丁基苯 基)-5-曱基-[1’2’4]二唑并[15_a]嘧啶_7基胺、5甲基_6_ (3,5,5-三甲基己基)-[1,2,4]三唑并⑴“]嘧啶·7基胺、 5-甲基-6-辛基-[1’2,4]三唑并[l 5_a]嘧啶_7基胺、6•甲 基-5-辛基-[1,2,4]三嗤并[ny嘧啶_7基胺、&乙基 136128.doc -13- 200930297 辛基-[1,2,4]三唑并[! 5 ]嘧 J唱啶_7-基胺、5-乙基·6-辛基_ [1,2’4]三唑并n,5-a]嘧啶_7基胺、%乙基邻,三甲 基己基H!,2,4]三嗤并Π,5·朴定_7_基胺、6辛基$丙 基-[1,2,4]二唾并7 r J街啶—7-基胺、5·曱氧基甲基-6_ 辛基-[1,2,4]二嗤并[u.a]嘴咬_7_基胺、^辛基I三氣 甲基-[1,2,4]三嗤并喷咬_7_基胺及^三氣甲基^ (3,5,5-三曱基己基Hl,2’4]三嗤并⑴叫嘴咬_7_基胺; 2.5)選自由以下各物組成之群之胺基甲酸酯及二硫代胺基 甲酸酯: _硫代及二硫代胺基甲酸醋:福美鐵(ferba⑷、錳粉克 (mancozeb)、錳乃浦(maneb)、威百畝(metam)、磺菌威 (methasulfocarb)、免得爛(metiram)、甲基辞乃浦 (propineb)、得恩地(thiram)、鋅乃浦(zineb)、福美鋅 (ziram); -胺基甲酸醋·乙黴威(diethofencarb)、苯嘆瓦利 (benthiavalicarb)、綠黴威(iprovaHcarb)、霜黴威 (propamocarb)、鹽酸霜黴威、伐利苯(valiphenal)、N_ (1-(1-(4-氰基苯基)乙烷磺醯基)丁 _2-基)胺基曱酸4-氟苯 酯; 2·6)選自由以下各物組成之群之其他殺真菌劑: -脈:多寧(dodine)、多寧游離驗、雙胍鹽(guazatine)、乙 酸雙脈鹽、雙胍辛胺(iminoctadine)、三乙酸雙胍辛胺、 參(烧苯績酸)雙胍辛胺(iminoctadine tris(albesilate)); 抗生素:春日黴素(kasugamycin)、春日黴素鹽酸鹽水合 136128.doc -14- 200930297 物、多氧菌素(polyoxins)、鍵黴素(streptomycin)、維利 微素 A(validamycin A); •确基本竹生物· 百蟎克(binapacryl)、氣硝胺(dicloran)、大脫蟎 (dinobuton)、白粉克(dinocap)、酿菌醋(nitrothal-isopropyl)、四氯石肖基苯(tecnazene); -有機金屬化合物:三苯錫鹽(fentin salt),諸如三苯醋錫 (fentin acetate)、三苯錫氣(fentin chloride)、三苯基氩 氧化錫(fentin hydroxide); -含硫雜環基化合物:稻痕靈(isoprothiolane)、腈硫酿 (dithianon); -有機鱗化合物:護粒松(edifenphos)、三乙填酸 (fosetyl)、乙攝銘(fosetyl-aluminum)、丙基喜樂松 (iprobenfos) ' 白粉松(pyrazophos)、甲基·脫克松 (tolclofos-methyl); -有機氯化合物:四氣異苯腈(chlorothalonil)、益發靈 (dichlofluanid)、雙氣紛(dichlorophen)、續菌胺 (flusulfamide)、六氣苯(hexachlorobenzene)、賓克隆 (pencycuron)、五氣苯盼(pentachlorophenol)及其鹽、苯 酞(phthalide)、奎脫辛(quintozene)、甲基多保淨 (thiophanate-methyl)、益洛寧(tolylfluanid)、N-(4-氣-2-硝基苯基)-N-乙基-4-曱基苯磺醯胺; -無機活性化合物:亞碟酸及其鹽、硫、波爾多混合液 (Bordeaux mixture)、銅鹽,諸如醋酸銅、氫氧化銅、氣 136128.doc 200930297 氧化酮、鹼式硫酸銅; -其他:聯.苯、演硝丙二醇(bronopol)、°塞芬胺 (cyflufenamid)、霜脲氰(cymoxanil)、二苯胺 (diphenylamine)、美曲芬諾(metrafenone)、滅粉黴素 (mildiomycin) > 喧琳銅(oxine copper)、調環酸-約 (prohexadione-calcium)、螺環菌胺(spiroxamine)、益洛 寧、N-(環丙基曱氧基亞胺基-(6-二氟甲氧基-2,3-二氟苯 基)甲基)-2-苯基乙醯胺、Ν·-(4-(4-氣-3-三氟甲基苯氧 ® 基)-2,5-二甲基苯基)-Ν-乙基-Ν-甲基甲脒、Ν·-(4-(4-氟- 3-三氟甲基苯氧基)-2,5-二甲基苯基)-Ν-乙基-Ν-甲基曱 脒、Ν'-(2-甲基-5-三氟甲基_4-(3-三曱基矽烷基丙氧基) 苯基)-Ν-乙基-Ν-甲基甲脒、Ν,-(5-二氟曱基-2-甲基-4-(3-三甲基矽烷基丙氧基)苯基)-Ν-乙基甲基甲腓、Ν-甲基-N-(l,2,3,4-四氫萘-1-基)-2-{1-[2·(5·甲基-3-三氟甲 基°比唑-1-基)乙酿基]〇底咬_4_基}噻峻_4·甲醯胺、(r)_N-• 甲基-N-(l,2,3,4-四氫萘-1-基)-2·{1-[2·(5-甲基-3-三氟曱 基"比唑-1-基)乙酿基]派咬_4-基}噻唑甲醯胺、乙酸6-第三丁基-8-氟-2,3-二曱基喹啉-4-基酯、甲氧基乙酸6-第三丁基-8-氟-2,3-二曱基啥啭-4-基酯。 此外’本發明係關於殺真菌混合物用於控制植物病原性 真菌之用途及包含其之組合物。 【先前技術】 組份1之唑基甲基氧ρ元、其製備及其在農作物保護方面 之用途自 WO2007147778 及 ΕΡ 06115766.5(WO2007147778 136128.doc -16 - 200930297 基於其)已知。 上文敍述作為組份2之活性化合物、其製備及其對抗真 函病原體之作用為已知(參看http://www.hclrss.demon.co.uk/index.html ; http://www.alanwood.net/pesticides/);其可購得。具有 IUPAC命名之化合物、其製備及其殺真菌活性同樣為已知 (參看 Can. J. piant sci. 48(6),587-94,1968 ; EP-A 141 317 ; EP-A 152 031 ; EP-A 226 917 ; EP-A 243 970 ; EP-A 256 503 ; HP-A 428 941 ; EP-A 532 022 ; EP-A 1 028 ’ 125 ; EP-A 1 035 122 ; EP-A 1 201 648 ; EP-A 1 122 244、- Three-degree sitting: azaconazole, bitertanol, bromuconazole, cyproconazole, difenoconazole, diniconazole ), Dakli-M, fluorocyclic 'epoxiconazole, fenbucon', fenbuconazole, fiUqUinc〇nazole, fusilazole, flurifaol , hexaconazole, imibenconazole, ipconazole, metconazole, myclobutanil, oxpoconazole, multi-effect (paclobutrazole), penconazole, propiconazole, prothioconazole, simeconazole, tebuconazole, tetraconazole, and trimethoate Triadimefon), triadimenol, cyclobacteria, triticonazole, uniconazole, 1-(4-chlorophenyl)-2-([1,2,4]three-zero -1- Base)-cycloheptanol; - 啼 :: cyazofamid, imazalil, sulfuric acid Column, pefurazoate, prochloraz, triflumizole; I36128.doc 200930297 _benzimidazole: benomyl (benomy1), fenfenex (carbendazim), wheat earling (fuberidazole) ), thiabendaz〇le; ethaboxam, etridiazole, hymeXaz〇le, ^(4·gasphenyl)·b (propyne) · 2 - oxy) 3 - (4-(3,4-dimethoxyphenyl)isoxazole _5 yl) propan-2-one, 2-(4-chlorophenyl)-N-[4- (3,4-dimethoxyphenyl)isoxazol-5-yl]_2-propan-2-alkynylacetamide; 2.4) a nitrogen-containing heterocyclic group selected from the group consisting of the following Compound: -0 pyridine: fluazinam, pyrifenox, 3-[5-(4-phenylphenyl)-2,3-diindenyl thiophene-3-yl] More than bite, 3-[5-(4-methylphenyl)-2,3-dimercapto- " vomiting bite _3_ base]. Than 0, 2, 3, 5, 6 - 4 gas - 4 A burning item, brewing base 0 bite, 3, 4, 5_ three gas ratio "definite-2,6-dicarbonitrile, N- (1-(5-Bromo-3-azinopyridin-2-yl)ethyl)-2,4-di-nicotinamide, N-((5-bromo-3-chloro- 0-bit-2-yl) ) methyl)-2,4-dichloro in the amine; - η determinate: read bupirimate, cyprodinil, diflumetorim, fenremore ( Fenarimol), ferimzone, mepanipyrim, nitrapyrin, nuarimol, pyrimethanil; -pyrazine: triforins; 0 比洛: fludioxonil, fenpiclonil; - lin: adimorph, dodemorph, acetic acid carbendazim, rust lin (fenPr〇Pim〇rph ), tridemorph; - piperidine: fenpropidin; - bismuthimide: fluoroimide, 136128.doc -12- 200930297 (iprodione), Procymidone, vinclozolin; - non-aromatic 5-membered heterocyclic ring: "famoxadone", 13 m "Saccharomyces cerevisiae" Idone), flutianil, octhilinone, probenazole, S-allyl 5-amino-2-isopropyl-3-oxo-4-o-toluene Base-2,3-dihydropyrazole-1-thiocarbamate; -Others: acibenzolar-S-methyl, amisulbrom, carbendazim (anilazine), blasticidin-S, captafol, captan, chinomethionat, dazomet, debacarb, dabacteria (diclomezine), difenzoquat, thiol sulfate, fen〇xanU, folpet, ox〇iinic acid, piperalin ), proquinazid, pyroquilone, quin〇xyfen, triazoxide, triCyClazole, 5_gas_7_(4-decylpyridinium- 1-yl)-6-(2,4'6-trifluorophenyltriazolo[15a]pyrimidine, 2-butoxy-6-iodo-3-propylnonene_4·one, 5• Chloromethoxypyrimidin-2-yl)-2-methyl-1H-benzimidazole, 6-(3,4-dioxaphenyl)_5-methyl-[1,2,4] Azolo[l,5-a]pyrimidin-7-amine, 6-(4-tert-butylphenyl)-5-mercapto-[1'2'4]diazolo[15-a]pyrimidin-7-amine ,5-methyl_6_(3,5,5-trimethylhexyl)-[1,2,4]triazolo(1)"]pyrimidin-7-amine, 5-methyl-6-octyl-[1 '2,4]triazolo[l 5_a]pyrimidin-7-amine, 6•methyl-5-octyl-[1,2,4]triazino[ny-pyrimidine-7-amine, &ethyl 136128.doc -13- 200930297 Octyl-[1,2,4]triazolo[! 5 ]pyrimazin-7-ylamine, 5-ethyl-6-octyl_[1,2'4 Triazolo-n,5-a]pyrimidin-7-amine, %ethyl- ortho-, trimethylhexyl H!, 2,4]trim-indenyl, 5-decyl-7-ylamine, 6-octyl $propyl-[1,2,4]disaphthyl 7 r J street pyridine-7-ylamine, 5·decyloxymethyl-6_octyl-[1,2,4]diindole[ua] Mouth bite _7_ylamine, ^octyl I tris-methyl-[1,2,4] triterpene and bleed _7_ylamine and ^three gas methyl ^ (3,5,5-triterpenoid Hexyl group Hl, 2'4] triterpene (1) is called a mouth bite _7_ylamine; 2.5) a group of urethane and dithiocarbamate selected from the group consisting of: _ thio And dithiocarbamate formic acid: fermifine (ferba (4), manganese powder (mancozeb), manganese napu (ma) Neb), metam, methasulfocarb, metiram, propineb, thiram, zineb, ziram ; - methionine vinegar · diethofencarb, benthiavalicarb, iprovaHcarb, propamocarb, propamocarb hydrochloride, valiphenal, N_ ( 4-(1-(4-cyanophenyl)ethanesulfonyl)butan-2-yl)aminobutanoic acid 4-fluorophenyl ester; 2·6) selected from the group consisting of the following Fungal agents: - pulse: dodine, donut free test, guazatine, acetic acid double vein salt, dioctyl octylamine (iminoctadine), dicaprylin triacetate, ginseng (burning benzoic acid) bismuth Amine (iminoctadine tris (albesilate)); antibiotics: kasugamycin, kasugamycin hydrochloride 136128.doc -14- 200930297, polyoxins, streptomycin, weili Validamycin A; • Basic bamboo biology · binapacryl, dicloran, dinobuton, Dinocap, nitrothal-isopropyl, tecnazene; - organometallic compound: fentin salt, such as fentin acetate, triphenyltin Fentin chloride, fentin hydroxide; - sulfur-containing heterocyclic compounds: isoprothiolane, dithianon; - organic scale compounds: edifenphos , foetyl, fosetyl-aluminum, iprobenfos 'pyrazophos, tolclofos-methyl; -organochlorine compound: four Chlorothalonil, dichlofluanid, dichlorophen, flusulfamide, hexachlorobenzene, pencycuron, pentachlorophenol and Salt, phthalide, quintozene, thiophanate-methyl, tolylfluanid, N-(4-gas-2-nitrophenyl)-N- Ethyl-4-mercaptobenzenesulfonamide; -Inorganic active compound: Asian acid Salt, sulfur, Bordeaux mixture, copper salt, such as copper acetate, copper hydroxide, gas 136128.doc 200930297 oxy ketone, basic copper sulphate; - other: benzene, nitrocellulose (bronopol) , ° cyflufenamid, cymoxanil, diphenylamine, metrafenone, mildiomycin > oxine copper, cyclamate -prohexadione-calcium, spiroxamine, proronin, N-(cyclopropyl decyloxyimino-(6-difluoromethoxy-2,3-difluorophenyl) )methyl)-2-phenylacetamide, Ν·-(4-(4-carbo-3-trifluoromethylphenoxy)-2,5-dimethylphenyl)-indole-B Base-oxime-methylformamidine, Ν-(4-(4-fluoro-3-trifluoromethylphenoxy)-2,5-dimethylphenyl)-oxime-ethyl-oxime-methyl Base, Ν'-(2-methyl-5-trifluoromethyl_4-(3-tridecyldecylpropoxy)phenyl)-indole-ethyl-hydrazine-methylformamidine, Ν,-(5-Difluorodecyl-2-methyl-4-(3-trimethyldecylpropoxy)phenyl)-indole-ethylmethylformamidine, oxime-methyl-N- (l,2,3,4-tetrahydronaphthalen-1-yl)-2-{1- [2·(5·methyl-3-trifluoromethyl°bazol-1-yl)ethyl aryl] 〇 bottom bite _4_ base} thia _4·carbamamine, (r)_N-• Methyl-N-(l,2,3,4-tetrahydronaphthalen-1-yl)-2·{1-[2·(5-methyl-3-trifluoromethyl) "乙)基基]派咬_4-基}thiazolecarbamamine, acetic acid 6-t-butyl-8-fluoro-2,3-dimercaptoquinolin-4-yl ester, methoxyacetic acid 6 - Tert-butyl-8-fluoro-2,3-dimercaptoin-4-yl ester. Further, the present invention relates to the use of a fungicidal mixture for controlling a phytopathogenic fungus and a composition comprising the same. [Prior Art] The azolylmethyloxy fluorocarbon of the component 1, its preparation and its use in crop protection are known from WO2007147778 and ΕΡ 06115766.5 (WO2007147778 136128.doc -16 - 200930297 based thereon). The active compounds described above as component 2, their preparation and their action against pathogenic pathogens are known (see http://www.hclrss.demon.co.uk/index.html; http://www. Alanwood.net/pesticides/); it is commercially available. Compounds having the IUPAC nomenclature, their preparation and their fungicidal activity are also known (see Can. J. piant sci. 48(6), 587-94, 1968; EP-A 141 317; EP-A 152 031; -A 226 917 ; EP-A 256 503 ; HP-A 428 941 ; EP-A 532 022 ; EP-A 1 028 ' 125 ; EP-A 1 035 122 ; EP-A 1 201 648 ; EP-A 1 122 244,
JP 2002316902 ; DE 19650197 ; DE 10021412 ; DE 102005009458 ; US 3,296,272 ; US 3,325,503 ; WOJP 2002316902; DE 19650197; DE 10021412; DE 102005009458; US 3,296,272; US 3,325,503; WO
98/46608 ; WO 99/14187 ; WO 99/24413 ; WO 99/27783 ; WO 00/29404 ; WO 00/46148 ; WO 00/65913 ; WO98/46608; WO 99/14187; WO 99/24413; WO 99/27783; WO 00/29404; WO 00/46148; WO 00/65913;
01/54501 ; WO 01/56358 ; WO 02/22583 ; WO 02/40431 ; WO 03/10149 ; WO 03/1 1853 ; WO 03/14103 ; WO 03/16286 ; WO 03/53145 ; WO 03/61388 ; WO 03/66609 ;01/54501; WO 01/56358; WO 02/22583; WO 02/40431; WO 03/10149; WO 03/1 1853; WO 03/14103; WO 03/16286; WO 03/53145; WO 03/61388; WO 03/66609;
WO 03/74491 ; WO 04/49804 ; WO 05/120234 ; WOWO 03/74491; WO 04/49804; WO 05/120234; WO
05/123689 ; WO 05/123690 ; WO 05/63721 ; WO 05/87772 ; WO 05/87773 ; WO 06/15866 ; WO 06/87325 ; WO 06/87343 ; WO 07/82098 ; WO 07/90624) ° 【發明内容】 考慮到減少施用量及擴大已知化合物之活性範圍,本發 明之一目標為提供在減少之所施用活性化合物總量下展示 改良之對抗尤其某些適應症之有害真菌之活性的混合物。 136128.doc -17- 200930297 因此’已發現起先定義之混合物。因此,本發明亦尤其 係關於包含至少一種通式Hb合物及至少一種其他殺真菌 活性化合物(組份2)(例如一或多種、例如1或2種上文所提 及之群2.1至2.6之活性化合物)及若適當一或多種農業上可 接受之載劑的殺真菌組合物。此外,已發現同時(聯合或 單獨)施用化合物丨及化合物Π或化合物丨與化合物π連續施 ' 用允許比個別化合物更佳之有害真菌控制(協同作用混合 ❹ 物)。考慮到減少施用量’此等混合物受到關注,此係因 為許多物質以減少之活性化合物總量施用,具有改良之對 抗有害真菌的活性,對某些適應症尤為如此。同時(聯合 或單獨)施用化合物I及化合物π以超加性方式增加殺 活性。 在本發明之意義上,聯合施用意謂至少一種化合物I與 至少一種其他活性化合物以足以有效控制真菌生長之量同 時存在於作用場所(亦即待控制之損害植物之真菌及其棲 ❿ 息地’諸如受感染之植物、植物繁殖物質(尤其種子)、土 壤、物質或空間以及待保護以防真菌侵襲之㈣、植物繁 殖物質(尤其種子)、土壤、物質或空間)。此可藉由以下來 實ί見.聯合施用聯合活性化合物製齊丨中之化合物:及至少 一種其他活性化合物或同時施用在至少兩種單獨活性化合 物製劑中之化合物I及至少一種其他活性化合物,或將活 生化σ物連續施用於作用場所,個別活性化合物施用之間 時門間隔經選擇使得首先施用之活性化合物在其他活性 化口物施用時以足夠量存在於作用場所上。活性化合物施 136128.doc 200930297 用次序不重要。 由於氮原子之鹼性,所以化合物I能夠與無機酸或有機 酸或與金屬離子形成鹽或加合物。 無機酸之實例為氫鹵酸(諸如,氟化氫、氯化氫、溴化 氫及碘化氫)、碳酸、硫酸、磷酸及硝酸。 • 合適之有機酸為(例如)甲酸及烷酸,諸如乙酸、三氟乙 • 酸、三氯乙酸及丙酸,以及乙醇酸、硫氰酸、乳酸、丁二 酸、檸檬酸、苯曱酸、肉桂酸、乙二酸、烷基磺酸(具有i ® 至20個碳原子之直鏈或支鏈烷基的磺酸)、芳基磺酸或芳 基二磺酸(載有一或兩個磺酸基之芳族基(諸如,苯基及萘 基))、烷基膦酸(具有1至20個碳原子之直鏈或支鏈烷基的 膦酸)、芳基膦酸或芳基二膦酸(載有一或兩個磷酸基之芳 族基(諸如’笨基及萘基)),其中烷基或芳基可載有其他取 代基,例如對甲苯磺酸、水楊酸、對胺基水楊酸、2_苯氧 基苯曱酸、2-乙醯氧基苯甲酸等。 φ 合適金屬離子尤其為第二主族元素(尤其鈣及鎂)之離 子、第三及第四主族元素(尤其鋁、錫及鉛)之離子以及一 至八過渡族元素(尤其鉻、錳、鐵、鈷、鎳、銅、鋅及其 他)之離子。尤其較佳為第四週期過渡族元素之金屬離 • 子。金屬可以其可呈現之各種價數存在。 【實施方式】 在上式中給出之符號的定義中,使用一般代表以下取代 基之共同術語: 鹵素:氟、氣、溴及碘; 136128.doc -19- 200930297 烷基及複合基團(諸如,烷基胺基)之烷基部分:較佳具 有1至4個碳原子之飽和直鏈或支鏈烴基,諸如甲基、乙 基、丙基、1-甲基乙基、丁基、甲基丙基、2_甲基丙基 及l,l-二甲基乙基。 鹵烧基:如上所提及之烷基’其中此等基團中之—些或 所有氫原子經如上所提及之齒原子置換。在一實施例中, 烷基經特定鹵原子(較佳,氟、氣或溴)取代至少一次或全 部取代。在另一實施例中,烷基經不同_原子部分或完全 鹵化;在混合齒素取代之狀況下,氣與氟之組合為較佳。 尤其較佳為(C1-C4)鹵烷基,更佳為(Cl_C2)鹵烷基,諸如氣 甲基、溴曱基、二氣曱基、三氣甲基、氟曱基、二氟甲 基、二氟甲基、氣氟甲基、二氣氟曱基、氣二氟甲基、^ 氣乙基、1-溴乙基、丨_氟乙基、2_氟乙基、2,2_二氟乙 基、2,2,2·三氟乙基、2_氣_2_氟乙基、2_氣_2,2_二氟乙 基、2’2-二氣_2_氟乙基、2,2,2-三氣乙基、五氟乙基或 1,1,1-三氟丙-2-基。 院氧基:經由氧連接之較佳具有丨至4個碳原子的如上定 義之烷基。較佳烷氧基之實例為:曱氧基、乙氧基、正丙 氧基、1_甲基乙氧基、丁氧基、1-曱基丙氧基、2-甲基丙 氧基或1,1-二曱基乙氧基。 齒烧氧基:如上定義之烷氧基,其中此等基團中之一些 或所有氮原子經如上文在齒烷基下所述之齒原子(尤其 氟*、氣或漠)置換。較佳鹵烷氧基之實例為〇CH2F、 〇CHF2、〇cf3、〇CH2C1、〇CHCl2、〇ccl3、氣氟甲氡 136128.doc ·20· 200930297 基、二氣氟曱氧基、氣二氟曱氧基、2_氣乙氧基、2_氣乙 氧基2-填乙氧基、2_填乙氧基、2,2-二氟乙氧基、hi 三氟乙氧基、2-氣-2_氟乙氧基、2_氯_2,2_二氟乙氧基、 ’2 —氣-2-氟乙氧基、2,2,2-三氯乙氧基、〇C2f5、2_氟丙 • 氧基、%氣丙氧基、2,2·二氟丙氧基、2,3-二氟丙氧基、2_ • &丙氧基、3_氣丙氧基、2,3-二氣丙氧基、2·溴丙氧基、 3溴丙氧基、3,3,3-三氟丙氧基、3,3,3·三氣丙氧基、 φ 〇CH2-C2F5、0叫他、l-(CH2F)-2-氟乙氧基、^ (CH2C1)-2_氣乙氧基、l-(CH2Br)-2-溴乙氧基、4·氟丁氧 基、4-氣丁氧基、4_溴丁氧基或九氟丁氧基。 院硫基:經由硫原子連接之如上定義之烷基。 式I化合物含有對掌性中心且一般以外消旋體或赤式與 蘇式之非對映異構體混合物形式獲得。例如基於不同溶解 性或藉由管柱層析法,可將本發明之化合物之赤式及蘇式 非對映異構體分開且分離,呈純形式。使用已知之方法, ❹ 該等均一非對映異構體對可用於獲得均一對映異構體。合 成中獲得之均一非對映異構體或對映異構體與其混合物均 適用作抗菌劑。此相應地適用於殺真菌組合物。此處較佳 為環Β與三唑基曱基取代基順式排列之對映異構體對或對 ’ 映異構體。 化合物I可以生物活性可能不同之各種結晶變體存在。 此等物質包括在本發明之範疇内。 在根據本發明使用之式I化合物中,以下取代基含義在 獨自或組合之各狀況下尤其為較佳。此處,若適當,較佳 136128.doc -21 200930297 取代基或較佳取代基組合相應適用於本發明之化合物之前 驅體。 取代基A為經2個F取代之笨基,因此產生下式人丨至八6總 共6個取代基:WO 05/123690; WO 05/63721; WO 05/87772; WO 05/87773; WO 06/15866; WO 06/87325; WO 06/87343; WO 07/82098; WO 07/90624) SUMMARY OF THE INVENTION In view of reducing the amount of application and expanding the range of activity of known compounds, it is an object of the present invention to provide an improved display of the activity against harmful fungi, particularly of certain indications, at a reduced total amount of active compound applied. mixture. 136128.doc -17- 200930297 Therefore, the mixture defined at the beginning has been found. Accordingly, the invention is also particularly concerned with the inclusion of at least one Hb compound of the formula and at least one other fungicidal active compound (Component 2) (for example one or more, for example 1 or 2, of the groups 2.1 to 2.6 mentioned above) An active compound) and a fungicidal composition according to one or more agriculturally acceptable carriers. In addition, it has been found that simultaneous (in combination or separate) administration of the compound hydrazine and the compound hydrazine or the compound hydrazine with the compound π continuous application allows for better harmful fungal control (synergy mixed mash) than the individual compounds. Considering the reduced application rate, these mixtures are of concern because many substances are applied in a reduced total amount of active compound with improved activity against harmful fungi, especially for certain indications. Simultaneously (in combination or separately) administration of Compound I and Compound π increases the killing activity in a superadditive manner. In the sense of the present invention, co-administration means that at least one compound I and at least one other active compound are present simultaneously in the field of action (ie, the fungus that damages the plant to be controlled and its habitat) in an amount sufficient to effectively control the growth of the fungus. 'such as infected plants, plant propagation material (especially seeds), soil, matter or space and (4) to be protected against fungal attack, plant propagation material (especially seeds), soil, matter or space). This can be achieved by the combination of a compound of the active compound in combination with at least one other active compound or a compound I and at least one other active compound which are administered simultaneously in at least two separate active compound formulations, Alternatively, the biochemical sigma is applied continuously to the site of application, and the gate spacing between individual active compound administrations is selected such that the first active compound is present in the active site in a sufficient amount when administered. The active compound is applied 136128.doc 200930297 The order is not important. Due to the basicity of the nitrogen atom, the compound I can form a salt or an adduct with a mineral acid or an organic acid or with a metal ion. Examples of inorganic acids are hydrohalic acids (such as hydrogen fluoride, hydrogen chloride, hydrogen bromide and hydrogen iodide), carbonic acid, sulfuric acid, phosphoric acid and nitric acid. • Suitable organic acids are, for example, formic acid and alkanoic acids such as acetic acid, trifluoroacetic acid, trichloroacetic acid and propionic acid, as well as glycolic acid, thiocyanic acid, lactic acid, succinic acid, citric acid, benzoic acid , cinnamic acid, oxalic acid, alkyl sulfonic acid (sulfonic acid having a linear or branched alkyl group of i ® to 20 carbon atoms), aryl sulfonic acid or aryl disulfonic acid (containing one or two An aromatic group of a sulfonic acid group (such as a phenyl group and a naphthyl group), an alkylphosphonic acid (a phosphonic acid having a linear or branched alkyl group of 1 to 20 carbon atoms), an arylphosphonic acid or an aryl group a bisphosphonic acid (an aromatic group bearing one or two phosphate groups (such as 'stupyl and naphthyl)), wherein the alkyl or aryl group may carry other substituents such as p-toluenesulfonic acid, salicylic acid, Aminosalicylic acid, 2-phenoxybenzoic acid, 2-ethoxylated benzoic acid, and the like. φ Suitable metal ions are especially ions of the second main group of elements (especially calcium and magnesium), ions of the third and fourth main elements (especially aluminum, tin and lead) and one to eight transition elements (especially chromium, manganese, Ions of iron, cobalt, nickel, copper, zinc and others. Particularly preferred is the metal ion of the transition element of the fourth period. Metals can exist at various valences that they can be presented. [Embodiment] In the definition of the symbols given in the above formula, common terms generally referring to the following substituents are used: Halogen: fluorine, gas, bromine and iodine; 136128.doc -19- 200930297 Alkyl and complex groups ( An alkyl moiety such as an alkylamino group: a saturated straight or branched hydrocarbon group preferably having from 1 to 4 carbon atoms, such as methyl, ethyl, propyl, 1-methylethyl, butyl, Methyl propyl, 2-methylpropyl and 1,1-dimethylethyl. Halogen group: an alkyl group as mentioned above wherein some or all of the hydrogen atoms in the group are replaced by a tooth atom as mentioned above. In one embodiment, the alkyl group is substituted at least once or all with a particular halogen atom (preferably, fluorine, gas or bromine). In another embodiment, the alkyl group is partially or fully halogenated via a different atom; in the case of a mixed dentate substitution, a combination of gas and fluorine is preferred. Particularly preferred is a (C1-C4)haloalkyl group, more preferably a (Cl_C2)haloalkyl group such as a gas methyl group, a bromomethyl group, a dihalofluorenyl group, a trimethyl group, a fluoromethyl group or a difluoromethyl group. , difluoromethyl, fluorofluoromethyl, difluorofluoroindolyl, gaseous difluoromethyl, oxiranyl ethyl, 1-bromoethyl, hydrazine-fluoroethyl, 2-fluoroethyl, 2,2_ Difluoroethyl, 2,2,2·trifluoroethyl, 2_gas_2_fluoroethyl, 2_gas_2,2_difluoroethyl, 2'2-digas_2_fluoroethyl Base, 2,2,2-trisoleethyl, pentafluoroethyl or 1,1,1-trifluoroprop-2-yl. Alkoxy group: an alkyl group as defined above which preferably has from 丨 to 4 carbon atoms via an oxygen linkage. Examples of preferred alkoxy groups are: decyloxy, ethoxy, n-propoxy, 1-methylethoxy, butoxy, 1-mercaptopropoxy, 2-methylpropoxy or 1,1-Dimercaptoethoxy. Alkoxy groups: alkoxy groups as defined above, wherein some or all of the nitrogen atoms of these groups are replaced by a tooth atom (especially fluorine*, gas or moisture) as described above under the tooth alkyl group. Examples of preferred haloalkoxy groups are ruthenium CH2F, 〇CHF2, 〇cf3, 〇CH2C1, 〇CHCl2, 〇ccl3, fluorinated hydrazine 136128.doc ·20· 200930297 base, difluoro fluoromethoxy group, gas difluoride Oxyloxy, 2_glycolyloxy, 2_glycolyloxy 2-filled ethoxy, 2-filled ethoxy, 2,2-difluoroethoxy, hi trifluoroethoxy, 2- Gas-2_fluoroethoxy, 2-chloro-2,2-difluoroethoxy, '2-nitro-2-fluoroethoxy, 2,2,2-trichloroethoxy, 〇C2f5, 2_Fluoropropyloxy, %propyloxy, 2,2.difluoropropoxy, 2,3-difluoropropoxy, 2_&propoxy, 3-propyloxy, 2 , 3-dipropoxy, 2·bromopropoxy, 3 bromopropoxy, 3,3,3-trifluoropropoxy, 3,3,3·tri-propoxy, φ 〇CH2- C2F5, 0 is called he, l-(CH2F)-2-fluoroethoxy, ^(CH2C1)-2_gas ethoxy, 1-(CH2Br)-2-bromoethoxy, 4·fluorobutoxy 4-cyclobutoxy, 4-bromobutoxy or nonafluorobutoxy. Sulfyl group: an alkyl group as defined above attached via a sulfur atom. The compounds of formula I are obtained in the form of a mixture of palmitic centers and generally racemates or diastereoisomers of erythro and threo. For example, the erythro and threo diastereomers of the compounds of the present invention can be separated and isolated, in pure form, based on different solubilities or by column chromatography. These homogeneous diastereomeric pairs can be used to obtain the homo-enantiomers using known methods. The homogeneous diastereomers or enantiomers obtained in the synthesis and mixtures thereof are suitable as antibacterial agents. This applies correspondingly to fungicidal compositions. Preferred herein are the enantiomeric pairs or the enantiomers of the cis-arrangement of the cyclic oxime and the triazolyl fluorenyl substituent. Compound I can exist in a variety of crystal modifications that may differ in biological activity. Such materials are included within the scope of the invention. In the compounds of the formula I used according to the invention, the meaning of the following substituents is especially preferred in each case, either alone or in combination. Here, if appropriate, a preferred substituent of 136128.doc -21 200930297 or a preferred combination of substituents is suitably applied to the precursor of the compound of the present invention. Substituent A is a stupid group substituted by 2 F, thus producing a total of 6 substituents from the following formula:
F A4 A5 A6 〇 根據一實施例,A為A1或A2。 根據一較佳實施例,A為A1。 另一實施例係關於B為未經取代之吡啶基、噻吩基、噻 0坐基、°惡峻基或咬喃基之化合物I。 根據一較佳實施例,B為比咬基或嘆吩基。 根據另一較佳實施例,Β為吡啶基。 在本發明之另一實施例中,Β為經1至3個以下取代基取 代之苯基:鹵素、Ν02、胺基、烷基、C「C4烷氧 基、C〗-C4鹵烷基、(VC*鹵烷氧基、C,-C4烷基胺基、(V C4二烷基胺基、硫基或(^-(:4烷基硫基。 在另一實施例中,B為經1至3個以下取代基取代之笨 136128.doc •22· 200930297 基:豳素、(Vq烷基、(^-(^烷氧基、Ci_C4_烷基或Ci_ c4鹵烷氧基。 在另一實施例中’ B為經1至3個鹵素取代之苯基。 尤其考慮到本發明之化合物I之用途,較佳為下表2至6 中所編之本發明之化合物〗。此外,獨立於提及其之組合 的表中針對取代基所提及之基團自身為所討論之取代基= 一尤其較佳實施例。 表1 e 〇 行 威代竿R 1-1 2-甲基苯基 ---- 1-2 3-甲基苯基 ---- 1-3 4·甲基苯基 ---- 1-4 2-甲氧基笨基 ---- 1-5 3-甲氧基笨基~---- 1-6 4-甲氧基笨基 - 1-7 2_-氣朵基~~' '~~~--- 1-8 3-氣苯基 ---- 1-9 4-氣苯基 --- 1-10 _2-氟苯基 - 1-11 3-氟笨基 - 1-12 4-氟苯基 一一-- 1-13 2-氣-3-曱氧基 ^--- 1-14 2-氯-4-曱氧基本基 1-15 2,3-二氣笨基 ----- 1-16 2,4-二氣笨基 ---- 1-17 3,4-二氣笨基 *-- 1-18 2,3-二氟苯基 -- 1-19 2,4-二氟笨基 ---- 1-20 2-氯·3-氣本基 1-21 2-氯-4-氟苯基 1-22 2-β比咬基 ' --- 1-23 3-口比咬基 - 1-24 4-吡啶基 ----- 1-25 2-噻吩基 --- 1-26 3-噻吩基 ~~^*~~--- 1-27 噻唑-4-基 --- ------- 136128.doc •23- 200930297 --— ""Γ^ο ---- 行 取代基Β -- 1^70 — 嗔咬-5-基 ---- 嗔吐-4-基 1-30---- 鳴嗤-5·基 1〇 1 --1 ~^_-_ 2-呋喃基 表2 式1化合物,其中A為A1且B在各狀況下對應於表1之一 歹1J之取代基,其中例外為2-甲基苯基。 表3F A4 A5 A6 〇 According to an embodiment, A is A1 or A2. According to a preferred embodiment, A is A1. Another embodiment relates to compound I in which B is unsubstituted pyridyl, thienyl, thioxyl, thiophene or cumyl. According to a preferred embodiment, B is a bite base or a stalk base. According to another preferred embodiment, the hydrazine is a pyridyl group. In another embodiment of the present invention, hydrazine is a phenyl group substituted with 1 to 3 or less substituents: halogen, oxime 02, amine group, alkyl group, C "C4 alkoxy group, C"-C4 haloalkyl group, (VC* haloalkoxy, C, -C4 alkylamino, (V C4 dialkylamino, thio or (^-(: 4 alkylthio). In another embodiment, B is 1 to 3 substituents substituted by stupid 136128.doc •22· 200930297 base: alizarin, (Vq alkyl, (^-(^ alkoxy, Ci_C4_alkyl or Ci_ c4 haloalkoxy. In another In one embodiment, 'B is a phenyl group substituted with 1 to 3 halogens. Particularly in view of the use of the compound I of the present invention, preferred are the compounds of the present invention as set forth in Tables 2 to 6 below. The groups mentioned for the substituents in the tables in which they are mentioned are themselves the substituents in question = a particularly preferred embodiment. Table 1 e 〇行威代竿 R 1-1 2-methylbenzene Base---- 1-2 3-methylphenyl---- 1-3 4·methylphenyl---- 1-4 2-methoxyphenyl---- 1-5 3- Methoxy phenyl group ----- 1-6 4-methoxy phenyl group - 1-7 2_- gas group ~~' '~~~--- 1-8 3-gas phenyl--- - 1-9 4-gas benzene Base--- 1-10 _2-fluorophenyl- 1-11 3-fluorophenyl- 1-12 4-fluorophenyl-one-1-13 2-ox-3-oxooxy^--- 1-14 2-Chloro-4-oxime base 1-15 2,3-diqi stupyl----- 1-16 2,4-diqi stupid---- 1-17 3,4 - 二气笨基*-- 1-18 2,3-Difluorophenyl-- 1-19 2,4-Difluoro-p-yl---- 1-20 2-Chloro-3-gas base 1- 21 2-Chloro-4-fluorophenyl 1-22 2-β ratio bite base -- -- 1-23 3-port ratio bite base - 1-24 4-pyridyl----- 1-25 2- Thienyl--- 1-26 3-thienyl~~^*~~--- 1-27 thiazol-4-yl---------- 136128.doc •23- 200930297 --- " ;"Γ^ο ---- Row Substitute - 1^70 — Bite-5-Base---- 嗔吐-4-基 1-30---- 鸣嗤-5·基1 〇1 --1 ~^_-_ 2-furanyl 2 Formula 1 Compound, wherein A is A1 and B corresponds to one of the substituents of Table 1 in each case, with the exception of 2-methylbenzene. Base. Table 3
式1化合物,其中A為A2且B在各狀況下對應於表1之一 列之取代基。 表4 式1化合物,其中A為A3且B在各狀況下對應於表1之一 列之取代基。 表5 式1化合物,其中A為A4且B在各狀況下對應於表1之一 列之取代基。 表6 式1化合物’其中A為A5且B在各狀況下對應於表1之一 列之取代基。 表7 式1化合物’其中A為A6且B在各狀況下對應於表1之一 列之取代基。 在一較佳實施例中,本發明係關於包含協同作用有效量 之以下各物作為活性組份之殺真菌混合物: 1}通式1之唑基甲基氧呒,其中 136128.doc -24- 200930297 A 為經2個F取代之苯基, 為未經取代之n比咬基、嗟吩基、售嗤基、嗯β坐基 或呋喃基或經1至3個以下取代基取代之苯基:鹵 素、Ν02、胺基、c〗_c4烧基、氧基、c】_ c4南炫基、Cl_C4齒烷氧基、Cl_C4烷基胺基、Cl_ C4二烷基胺基、硫基或Ci-C4烷基硫基, 其中限制條件為若A為2,4-二氟苯基,則B不為鄰 甲基苯基, > 及其植物相容之酸加成鹽或金屬鹽,及 2) 選自以下各物之殺真菌化合物II: 2.1)選自由以下各物組成之群之嗜毽果傘素: 亞托敏、醚菌胺、烯肟菌酯、氟氧菌胺、克收欣、苯氧菌 胺、奥瑞菌胺、啶氧菌胺、百克敏、百博卡、三氟敏、2_ (2-(6-(3-氯-2-甲基苯氧基)_5_氟嘧啶_4_基氧基)苯基)_2_甲 氧基亞胺基-N-甲基乙醯胺、2-(鄰((2,5-二甲基苯基氧基亞 曱基)苯基)-3-甲氧基丙烯酸曱酯、3_甲氧基_2·(2_(ν_(4甲 氧基苯基)環丙烧羧酿亞胺醯基硫基甲基)苯基)丙稀酸甲 酯; 2·2)選自由以下各物組成之群之羧醯胺: -苯胺基甲醢:苯霜靈、精苯霜靈、麥銹靈、雙昔芬、博 克利、萎銹靈、甲呋醯胺、環醯菌胺、氟多寧、福拉· 比、異噻菌胺、克拉昔、滅銹胺、滅達樂、呋醯胺、歐 殺斯、氧化萎銹靈、吡噻菌胺、克枯爛、噻氟菌胺、汰 敵寧、2-胺基_4_甲基噻唑苯胺基甲醯、2_氣_Ν_ 136128.doc •25- 200930297 (1,1,3-三曱基茚滿-4-基)菸鹼醯胺、>1-(3|,4'-二氣-5-氟聯 苯-2-基)-3-二氟曱基-1-甲基-1H-吡唑-4-甲醯胺、N-[2-(1,3-二曱基丁基)苯基]-5-氟-1,3-二甲基-1H-吡唑-4-甲醯 胺、N-(4’-氣-3、5-二氟聯苯-2-基)-3-二氟甲基-1-甲基-1H-吡唑-4-曱醯胺、Ν-(4·-氯-3',5-二氟聯苯-2-基)-3-三 氟甲基-1-曱基-1H-吡唑-4-甲醯胺、Ν-(3·,4’-二氣-5-氟聯 苯-2-基)-3-三氟甲基-1-曱基-1Η-吡唑-4-曱醯胺、Ν-(3·,5-二氟-41-甲基聯苯-2-基)-3-二氟曱基-1-甲基-1H-吡 唑-4-曱醯胺、N-(3',5-二氟-4·-曱基聯苯-2-基)-3-三氟甲 基-1-甲基-1H-吡唑-4-曱醯胺、N-(2-二環丙-2-基苯基)- 3- 二氟曱基-1-曱基-1H-吡唑-4-曱醯胺、N-(順式-2-二環 丙-2-基苯基)-3-二氟甲基-1-甲基-1H-吡唑-4-甲醯胺、N-(反式-2-二環丙-2 -基苯基)-3-二氣曱基-1-曱基-1Η-Π比嗤_ 4- 曱醯胺、N-(2匕氟-4'-氣-5匕甲基-聯苯-2-基)-1-甲基-3-三氟甲基-1H-吡唑-4-甲醯胺、N-(3',f-三氟聯苯-2-基)-1-曱基-3-三氟曱基-1H-吡唑-4-曱醯胺、N-(3、4W-三氟聯苯-2-基)-1-曱基-3-二氟曱基-1H-吡唑-4-曱醯胺、 Ν-(2·,4',5'-三氟聯苯-2-基)-1-曱基-3-二氟曱基-1H-吼唑-4-曱醯胺、N-(3、4’,5'-三氟聯苯-2-基)-3-氯氟甲基-1-甲 基-1H-吡唑-4-曱醯胺、N-(4’-(三氟甲基硫基)聯苯-2-基)-3-二氟曱基-1-甲基-1H-吡唑-4-曱醯胺、Ν-(4·-(三氟 曱基硫基)聯苯-2-基)-1-甲基-3-三氟曱基-1Η-吡唑-4-甲 醯胺、N'-(4-(4-氯-3-三氟甲基苯氧基)-2,5-二曱基苯基)-N-乙基-N-曱基曱肺、N’-(4-(4-氟-3-三氟曱基苯氧基)- 136128.doc -26- 200930297 2,5-二甲基苯基乙基_N-甲基甲脒、Ν·-(2-曱基-5-三 氟甲基-4-(3-三甲基矽烷基丙氧基)苯基)_Ν_乙基_Ν_甲基 甲脒及Ν,-(5·二氟甲基-2-甲基-4-(3-三甲基矽烷基丙氧 基)苯基)-N-乙基-N-甲基曱脒; -羧酸醯嗎啉:達滅芬、氟嗎啉; -苯甲醯胺:氟美醯胺、氟吡菌胺、氟吡菌醯胺、氣苯醯 胺、N-(3-乙基-3,5,5-三曱基環己基)_3_甲醯基胺基_2_羥 基笨甲醯胺;A compound of formula 1 wherein A is A2 and B corresponds to the substituents of one of Table 1 in each case. Table 4 Compounds of formula 1 wherein A is A3 and B corresponds to the substituents of one of Table 1 in each case. Table 5 Compounds of formula 1 wherein A is A4 and B corresponds to the substituents of one of Table 1 in each case. Table 6 Compound of formula 1 wherein A is A5 and B corresponds to the substituents of one of Table 1 in each case. Table 7 Compound of formula 1 wherein A is A6 and B corresponds to the substituents of one of Table 1 in each case. In a preferred embodiment, the invention relates to a fungicidal mixture comprising as an active ingredient an synergistically effective amount of the following: 1} oxazolylmethyloxime of formula 1, wherein 136128.doc -24- 200930297 A is a phenyl substituted by 2 F, which is an unsubstituted n-substituted phenyl group, a thiophene group, a fluorenyl group, a fluorene group or a furyl group or a substituent substituted with 1 to 3 or less substituents. : halogen, oxime 02, amine group, c _c4 alkyl group, oxy group, c] _ c4 nanthyl group, Cl_C4 dentate alkoxy group, Cl_C4 alkylamino group, Cl_C4 dialkylamino group, thio group or Ci- a C4 alkylthio group, wherein the limitation is that if A is 2,4-difluorophenyl, then B is not o-methylphenyl, > and its plant compatible acid addition salt or metal salt, and 2 a fungicidal compound II selected from the group consisting of: 2.1) anthraquinone selected from the group consisting of: atropine, ether oxystrobin, enestrobin, fluoxetine, kexinxin , phenoxystrobin, orimycin, oxystrobin, baikemin, baibo, trifluoro, 2_(2-(6-(3-chloro-2-methylphenoxy)_5_fluoro Pyrimidine _4_yloxy)phenyl)_2-methoxyimine -N-methylacetamide, 2-(o-((2,5-dimethylphenyloxyfluorenylene)phenyl)-3-methoxyethyl acrylate, 3-methoxy-2 (2_(ν_(4methoxyphenyl)cyclopropanone carboxy-iminylthiomethyl)phenyl) acrylate methyl ester; 2·2) a carboxy group selected from the group consisting of the following Indoleamine: - anilinocarbamidine: benzoxanthin, benzophenone, malacic acid, bxixifene, bokley, wiltonin, metoprofen, cycloheximide, flonidine, flara Ratio, Isotianil, Carrageen, rust-free amine, chlordamine, furosemide, octopus, oxidized rust, penthiopyramine, gram rot, thifluzamide, thiophene, 2 -Amino_4-methylthiazolylaminocarboxamidine, 2_gas_Ν_ 136128.doc •25- 200930297 (1,1,3-tridecylindan-4-yl)nicotinamide, > 1-(3|,4'-di-5-fluorobiphenyl-2-yl)-3-difluorodecyl-1-methyl-1H-pyrazole-4-carboxamide, N-[2 -(1,3-Didecylbutyl)phenyl]-5-fluoro-1,3-dimethyl-1H-pyrazole-4-carboxamide, N-(4'-gas-3,5 -difluorobiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-decylamine, Ν-(4·-chloro-3',5-difluoro benzene- 2-yl)-3-trifluoromethyl-1-indolyl-1H-pyrazole-4-carboxamide, Ν-(3·,4'-di-5-fluorobiphenyl-2-yl) -3-trifluoromethyl-1-indolyl-1Η-pyrazole-4-decylamine, Ν-(3·,5-difluoro-41-methylbiphenyl-2-yl)-3-di Fluorenyl-1-methyl-1H-pyrazole-4-decylamine, N-(3',5-difluoro-4.-indenylbiphenyl-2-yl)-3-trifluoromethyl 1-methyl-1H-pyrazole-4-decylamine, N-(2-dicyclopropan-2-ylphenyl)-3-difluoroindol-1-yl-1H-pyrazole- 4-decylamine, N-(cis-2-dicyclopropan-2-ylphenyl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide, N- (trans-2-dicycloprop-2-ylphenyl)-3-dimethyl fluorenyl-1-indolyl-1 Η-Π 嗤 嗤 4- 4-indoleamine, N-(2匕fluoro-4' -Ga-5-methyl-biphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide, N-(3',f-trifluoro Benz-2-yl)-1-mercapto-3-trifluoromethyl-1H-pyrazole-4-decylamine, N-(3,4W-trifluorobiphenyl-2-yl)-1-anthracene 3--3-difluoroindolyl-1H-pyrazole-4-decylamine, Ν-(2·,4',5'-trifluorobiphenyl-2-yl)-1-indolyl-3-di Fluorinyl-1H-indazole-4-decylamine, N-(3,4',5'-trifluorobiphenyl-2-yl)-3-chlorofluoromethyl-1-methyl-1H- Azole-4-decylamine, N-(4'-(trifluoromethylthio)biphenyl-2-yl)-3-difluoroindol-1-yl-1H-pyrazole-4-indole Indoleamine, Ν-(4·-(trifluoromethylsulfenyl)biphenyl-2-yl)-1-methyl-3-trifluorodecyl-1Η-pyrazole-4-carboxamide, N' -(4-(4-chloro-3-trifluoromethylphenoxy)-2,5-diamidinophenyl)-N-ethyl-N-indenyl sulphate, N'-(4-( 4-fluoro-3-trifluoromethyl phenoxy)- 136128.doc -26- 200930297 2,5-Dimethylphenylethyl_N-methylformamidine, Ν·-(2-mercapto- 5-trifluoromethyl-4-(3-trimethyldecylpropoxy)phenyl)-indole_ethyl_Ν_methylformamidine and oxime,-(5·difluoromethyl-2-methyl 4-(3-trimethyldecylpropoxy)phenyl)-N-ethyl-N-methylhydrazine; - hydrazine carboxylic acid morpholine: dadifene, flumorph; Indoleamine: flumethalin, fluopyram, fluopyram, phenhydramine, N-(3-ethyl-3,5,5-trimethylcyclohexyl)_3-carbamimidamine Base 2_hydroxybenzamide;
-其他羧醯胺:加普胺、二氣西莫、雙炔醯菌胺、羥四環 素石夕硫芬、N-(6-甲氧基n比咬_3_基)環丙燒曱醯胺; 2.3)選自由以下各物組成之群之唑類: 坐阿%康唑、雙苯三唑醇、糠菌唑、環克唑、苯醚 甲衮坐、達克利、達克利-M、敗環峻、芬布康嗤、氣奎 康0坐、護石夕得、讀,、士叶 邊太芬、六康唑、易胺唑、依普克唑、 葉菌〇坐、腈菌唾、妹& %、咪唑、多效唑、平克唑、普克利、 普硫康唾、硬氟唑、β 传克利、氟醚唑、三泰芬、三桊 隆' % _嗤、稀效 #、 欢坐、丨_(4-氣苯基)-2-([1,2,4]三唑-1- 基)-環庚醇; 赛座滅、依滅列、硫酸依滅列撲克 拉、赛福座; •苯并咪"坐:笨菌霤 立 貝芬替、麥穗靈、噻苯咪唑; 炔丄基氧基㈣t利、惡黴靈、叫氣笨基…丙 2_網; ’ 一甲氧基苯基)異噁唑-5-基)丙- I36128.doc -27· 200930297 2.4)選自由以下各物組成 群之含氮雜環基化合物. -吡咬:扶吉胺、比芬諾、。 ^ ° ^ * 3~[5-(4-氣苯基)_2 3--甲其里 噁唑啶-3-基]-吡啶、2 签)2,3 一甲基異 w ^ ,,5,6~四氣_4_甲烷磺醯基吡啶、 3,4,5-二氣吼咬_2,6-二甲技 r ? λ - ^ ^ ~、N_(1_(5溴-3-氣吡啶-2-基) 乙基)-2,4-一氣洛驗酿胺、 Ν·((5_溴-3-氯-吡啶_2基)甲 基)_2,4-二氯於驗酿胺; -喷咬:續酸丁痛Β定、赛並 赘a洛、氟嘧菌胺、芬瑞莫、嘧菌- other carboxamides: gupamine, dioxime, dipropargylamine, hydroxytetracycline, pyrithione, N-(6-methoxy n ratio _3_yl) cyclopropanolamide ; 2.3) An azole selected from the group consisting of: azoconazole, bistriazole, carbendazole, cycloxazole, difenyl guanidine, Dakli, Dakli-M, defeat Huanjun, Fenbu Kangxi, Qikuikang 0 sit, protect the stone Xidan, read, Shiyebian Taifen,hexaconazole, amizole, eppoxazole, leaf sputum, nitrile Sister & %, imidazole, paclobutrazol, pingkerazone, puglione, thiopyrazine, acesulfame, beta creek, fludroxazole, triptyron, triterpenic '% _ 嗤, thin effect #, Huan Sit, 丨_(4-Phenylphenyl)-2-([1,2,4]triazol-1-yl)-cycloheptanol; Saiwei, 灭, column, sulphuric acid Fukushima; • Benzomethine "Sitting: Stupid cockroach Benefito, Mai Sui Ling, thiabendazole; Alkynyloxy (tetra) t, dysentery, called gas stupid... C 2_ net; ' Monomethoxyphenyl)isoxazole-5-yl)propane - I36128.doc -27· 200930297 2.4) selected from the group consisting of the following Nitrogen-containing heterocyclic compound. -Pig bite: chlorinated amine, bifenofol. ^ ° ^ * 3~[5-(4-Phenylphenyl)_2 3--methyl thiazolidine-3-yl]-pyridine, 2-labeled 2,3-methyliso-w ^ , , 5, 6~4 gas_4_methanesulfonylpyridine, 3,4,5-dioxin bite_2,6-methystr r λ - ^ ^ ~, N_(1_(5 bromo-3-pyridine -2-yl)ethyl)-2,4-one gas sulphate, Ν·((5-bromo-3-chloro-pyridin-2-yl)methyl)_2,4-dichloroin the amine; -Blowing bite: Continued acid dying, sputum, sputum, flurazin, fenrimyl, azoxystrobin
月宗、滅派林、氣咬、尼瑞莫、派美尼; -吡咯:護汰寧、拌種咯; -嗎嚇·:阿迪嗎琳、嗎菌雷 ’囷靈、乙酸嗎卤靈、粉銹啉、三得 -¾•务 · 分, -二叛甲醯亞胺:料草、依普同、撲滅寧、免克寧; -其他:阿西本唑-S-曱基、吲唑磺菌胺、敵菌靈、滅瘟 素、四氣丹、卡普坦、滅蟎猛、邁隆、咪菌威、噠菌 清、笨敵快、甲基硫酸笨敵快、噁唑菌酮、咪唑菌酮、 禾草靈、苯銹啶、福爾培、辛噻酮、奥索利酸、粉病 靈、噻菌靈、普奎那茲、咯喹酮、快諾芬、三唑嗪、三 赛唑、賽福寧、5-氣-7-(4-甲基哌啶基)_6_(2,4,6_三氟 苯基)-[1,2,4]三唑并[l,5-a]嘧啶、2-丁氧基-6-蛾-3-丙基 咣烯-4-酮; 2_5)選自由以下各物組成之群之胺基曱酸酯及二硫代胺基 曱酸酯: -硫代及二硫代胺基甲酸酯:福美鐵、錳粉克、錳乃浦、 威百畝、磺菌威、免得爛、曱基鋅乃浦、得恩地 '辞乃 136128.doc -28· 200930297 浦、福美鋅; -胺基甲酸酯:乙黴威、苯噻瓦利、纈黴威、霜黴威、鹽 酸霜黴威、伐利苯、N-(l-(l-(4-氰基苯基)乙烷磺醯基) 丁-2-基)胺基曱酸4-氟苯酯; 2.6)選自由以下各物組成之群之其他殺真菌劑: -脈:多寧、多寧游離驗、雙胍鹽、乙酸雙脈鹽、雙胍辛 胺、三乙酸雙胍辛胺、參(烷苯磺酸)雙脈辛胺; -抗生素:春日黴素、春日黴素鹽酸鹽水合物、多氧菌 ® 素、鏈黴素、維利微素A ; -硕基苯衍生物: 百瞒克、氣硝胺、大脫蜗、白粉克、醜菌g旨、四氣硝基 苯; -有機金屬化合物:三苯錫鹽,諸如三苯醋錫、三苯錫 氣、三苯基氫氧化錫; -含硫雜環基化合物:稻瘟靈、腈硫醌; _ -有機碟化合物:護粒松、三乙鱗酸、乙麟鋁、丙基喜樂 松、白粉松、甲基-脫克松; -有機氣化合物:四氣異苯腈、益發靈、雙氣盼、確菌 胺、六氣苯、賓克隆、五氣苯酚及其鹽、苯酞、奎脫 辛、甲基多保淨、益洛寧、Ν-(4·氣-2-硝基苯基)_沁乙 基-4-甲基苯績醯胺; -無機活性化合物:亞磷酸及其鹽、硫、波爾多混合液、 銅鹽’諸如醋酸銅、氫氧化銅、氣氧化酮、鹼式硫酸 銅; 136128.doc -29- 200930297 -其他.聯苯、溴硝丙二醇、噻芬胺、霜脲氰、二苯胺、 美曲芬諾、滅粉黴素、喹啉銅、調環酸_鈣、螺環菌 胺、益洛寧、Ν·(環丙基甲氧基亞胺基-(6-二氟甲氧基_ 2,3-二氟苯基)甲基)_2_苯基乙醯胺、ν,_(4_(4_氯三氟 甲基苯氧基)-2,5-二甲基苯基)_Ν_乙基_Ν_甲基甲脒、Ν,_ (4-(4-氟-3-二氟甲基苯氧基)_2,5_二甲基苯基)_Ν_乙基_ Ν-甲基甲脒、ν’-(2-甲基-5-三氟甲基-4-(3-三甲基矽烷 基丙氧基)苯基)-N-乙基甲基甲脉、n,-(5-二氟甲基_ 2-曱基-4-(3-三曱基矽烷基丙氧基)苯基)_N_乙基_N_甲基 曱脒。 較佳化合物II係選自由以下各物組成之群:亞托敏、克 收欣、啶氧菌胺、百克敏及三氟敏。 更佳化合物II係選自由以下各物組成之群:亞托敏、克 收欣、百克敏及三氟敏。 此外,較佳化合物II為萎銹靈、雙昔芬、吼嘆菌胺、鳴 啶二酮、滅達樂、Ν-(3·,4·-二氣-5-氟聯笨_2_基)_3·二氟曱 基-1-曱基-1Η-吡唑-4-曱醯胺、Ν-(2·二環丙_2_基苯基)_3_ 二氟曱基-1-曱基-1Η-°比0坐-4-甲醯胺、(順式_二環丙_2_ 基苯基)-3-二IL甲基-1-曱基-1Η-11比0坐-4-甲酿胺、Ν-(反式_ 2-二環丙基-2-笨基)-3-二氟曱基-1-曱基比嗤-4-曱醯 胺、Ν-(2’-氟-4'-氣-5·-甲基聯苯-2·基)-1-甲基_3_三氟曱基_ 111-<1比吐-4-甲醢胺、1^-(3’,4',5|-三氟聯苯-2_基)_1_甲基_3_ 三氟曱基-1H-吡唑-4-曱醯胺、义(3,,4,,5,-三氟聯苯_2-基)_ 1-甲基-3-二氟> 甲基-1Η-°比0坐-4-甲醯胺、 I36128.doc -30- 200930297 苯-2-基)-1-曱基-3-二氟曱基-1H-吡唑-4-甲醯胺、N-(3·,4·,5'-三氟聯苯-2-基)-3-氯氟甲基-1-甲基-1H-吡唑-4-曱 醯胺、N-(4’-(三氟甲基硫基)聯苯-2-基)-3-二氟甲基-1-甲 基-1H-吡唑-4-甲醯胺、Ν-(4·-(三氟曱基硫基)聯苯-2-基)-1-曱基-3-三氟甲基-1H-吡唑-4-甲醯胺、N'-(4-(4-氣-3-三氟 甲基苯氧基)-2,5-二甲基苯基)-N-乙基-N-甲基甲脒、N'-(4-(4-氣-3-三氟甲基-苯氧基)-2,5-二曱基苯基)-N-乙基-N-曱 基曱脒、N’-(2-曱基-5-三氟曱基-4-(3-三甲基矽烷基丙氧 基)苯基)-N-乙基-N-甲基曱脒及N'-(5-二氟曱基-2-曱基-4-(3-三甲基矽烷基丙氧基)苯基)-N-乙基-N-曱基曱脒。 較佳化合物II係選自由以下各物組成之群:雙昔芬、N-(2-二環丙-2-基苯基)-3-二氟甲基-1-甲基-1H-吡唑-4-甲醯 胺、N-(順式-二環丙-2-基苯基)-3-二氟甲基-1-甲基-1Η-»比 唑-4-曱醯胺、N-(反式-2-二環丙基-2-苯基)-3-二氟曱基-1-甲基-1H-吡唑-4-甲醯胺、N-(2'-氟-4’-氣-5'-甲基聯苯-2-基)-1-甲基-3-三氟甲基-1H-吡唑-4-曱醯胺、Ν-(3',4\5·-三 氟聯苯-2-基)-1-甲基-3-三氟甲基-1Η-吡唑-4-甲醯胺、Ν-(3',4’,5’-三氟聯苯-2-基)-1-甲基-3-二氟甲基-11^吡唑-4-甲 醯胺、N-(2’,4’,5'-三氟聯苯-2-基)-1-甲基-3-二氟甲基-1H-0比0圭-4-曱酿胺、N-(3、4',5'-三氟聯苯-2-基)-3-氣氟甲基-1-甲基-1H-吡唑-4-曱醯胺、Ν-(4·-(三氟甲基硫基)聯苯-2-基)-3-二氟曱基-1-曱基-1Η-吡唑-4-曱醯胺、Ν-(4'-(三氟甲 基硫基)聯苯-2-基)-1-甲基-3-三氟甲基-1Η-»比唑-4-甲醯 胺、Ν·-(4-(4-氣-3-三氟曱基苯氧基)-2,5-二甲基苯基)-N-乙 136128.doc -31- 200930297 基-N-甲基曱脒、Ν·-(4·(4-氟-3-三氟甲基苯氧基)-2,5-二甲 基苯基)-N-乙基-N-甲基甲脒、N’-(2-甲基-5-三氟甲基-4-(3-三甲基矽烷基丙氧基)苯基)·Ν-乙基-N-曱基甲脒及]Sf,-(5-二氟甲基-2-曱基-4-(3-三曱基矽烷基丙氧基)苯基)-N-乙 基-N-甲基甲脒。 ' 較佳化合物Π係選自由以下各物組成之群:環克唑、笨 ; 醚甲環唑、氟環唑、護矽得、護汰芬、腈菌唑、葉菌唑、 普克利、普硫康°坐、得克利、氟醚嗤、撲克拉。Yuezong, destroying the forest, gas biting, Nerimo, Pimeni; - Pyrrole: protecting the Ning, seeding slightly; - Scaring: Adi Linlin, 菌菌雷' 囷 、, acetic acid haloxime, Powder rust, Sande-3⁄4•······································································ Insectamine, carbendazim, chlortetracycline, tetrazolium, captan, chlorpyrifos, milong, imiprozil, sputum, clear enemy, methyl sulphate, fast, oxazolone, Imidazolidone, oxacillin, fenpropidin, fore, octyl ketone, oxolinic acid, dysprosium, thiabendazole, prunazide, praziquantel, vafenfen, triazosin, tri赛azole, 赛福宁, 5-gas-7-(4-methylpiperidinyl)_6_(2,4,6-trifluorophenyl)-[1,2,4]triazolo[l,5 -a]pyrimidine, 2-butoxy-6-moth-3-propyl nonen-4-one; 2_5) an amino phthalate and a dithioamino decanoic acid selected from the group consisting of the following Ester: -thio and dithiocarbamate: melamine, manganese powder, manganese napu, weibai mu, sulfavir, free rotten, bismuth zinc napro, deen '辞乃136128.doc -28· 200930297 浦,福美锌; - urethane: carbendazim, phenothi- valide, carbendazim, propamocarb, chlorpyrifos hydrochloride, valprone, N- (1-(1-Cyanophenyl)ethanesulfonyl)butan-2-yl)aminopyruic acid 4-fluorophenyl ester; 2.6) Other fungicides selected from the group consisting of the following Agent: - pulse: Doning, Doning free test, biguanide salt, acetic acid double vein salt, bis-octylamine, bis-octylamine triacetate, ginseng (alkylbenzene sulfonate) diphthylamine; - antibiotics: kasugamycin, Kasugamycin hydrochloride hydrate, polyoxin®, streptomycin, weili microtin A; - phenylbenzene derivatives: baiqi, aerobic amine, large devolution, white powder, ugly bacteria , tetrakis-nitrobenzene; - organometallic compounds: triphenyltin salts, such as triphenyltin, triphenyltin, triphenyltin hydroxide; - sulfur-containing heterocyclic compounds: indole, nitrile ; _ - Organic dish compound: Pleurotus ostreatus, Triethylene sulphate, Ethyl aluminum, Propyl sylvestris, Pinus sylvestris, Methyl-Dexazone; - Organic gas compound: Four gas isophthalonitrile, Yifaling, double Gas expectant Hexabenzene, Binclones, pentaphenol and their salts, benzoquinone, quetiacin, methylpolyprofen, yiluoning, guanidine-(4·qi-2-nitrophenyl)-沁ethyl- 4-methylbenzene decylamine; - inorganic active compound: phosphorous acid and its salt, sulfur, Bordeaux mixture, copper salt such as copper acetate, copper hydroxide, oxyalkylene oxide, basic copper sulfate; 136128.doc - 29- 200930297 - Others. Biphenyl, bromide, thifenamide, cymoxanil, diphenylamine, melfene, chlorfenapyr, copper quinolate, cyclamate _ calcium, spirulina, benefit洛宁,Ν·(cyclopropylmethoxyimino-(6-difluoromethoxy~ 2,3-difluorophenyl)methyl)_2-phenylacetamide, ν, _(4_ (4-chlorotrifluoromethylphenoxy)-2,5-dimethylphenyl)-indole_ethyl_Ν_methylformamidine, hydrazine, _ (4-(4-fluoro-3-difluoro) Methylphenoxy)_2,5-dimethylphenyl)_Ν_ethyl_Ν-methylformamidine, ν'-(2-methyl-5-trifluoromethyl-4-(3-tri) Methyl decyl propoxy)phenyl)-N-ethylmethylmethyl, n,-(5-difluoromethyl-2-indolyl-4-(3-tridecylfluorenyl)propoxy )phenyl)_N_ethyl_N_methylhydrazine. Preferably, compound II is selected from the group consisting of: atorine, dextromethorphan, oxystrobin, dexamethasone, and trifluoro-sensitive. More preferred compound II is selected from the group consisting of: atorine, kexinxin, baikemin and trifluoro-sensitive. In addition, preferred compounds II are wiltonin, basixifene, acetamiprid, oxadione, halal, Ν-(3·, 4·-digas-5-fluoro phenyl-2-yl )_3·Difluorodecyl-1-indolyl-1Η-pyrazole-4-nonylamine, Ν-(2·dicycloprop-2-ylphenyl)_3_difluoroindol-1-yl- 1Η-° ratio 0 sit-4-methanamine, (cis-dicycloprop-2-ylphenyl)-3-di-IL methyl-1-mercapto-1Η-11 ratio 0 sit-4-a Amine, Ν-(trans-2-cyclopropyl-propyl-2-phenyl)-3-difluorodecyl-1-indenyl-4-indolylamine, fluorene-(2'-fluoro-4 '-Ga-5--methylbiphenyl-2·yl)-1-methyl_3_trifluoromethyl _111-<1 than oxa-4-carbamide, 1^-(3', 4',5|-Trifluorobiphenyl-2_yl)_1_methyl_3_trifluoromethyl-1H-pyrazole-4-decylamine, (3,4,5,-trifluoro Biphenyl-2-yl)_1-methyl-3-difluoro> methyl-1Η-° ratio 0 sit-4-carboxamide, I36128.doc -30- 200930297 phenyl-2-yl)-1 -mercapto-3-difluorodecyl-1H-pyrazole-4-carboxamide, N-(3·,4·,5'-trifluorobiphenyl-2-yl)-3-chlorofluoromethyl -1-methyl-1H-pyrazole-4-decylamine, N-(4'-(trifluoromethylthio)biphenyl-2-yl)-3-difluoromethyl-1-methyl -1H-pyrazole-4- Formamide, Ν-(4·-(trifluoromethylsulfenyl)biphenyl-2-yl)-1-indolyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide, N '-(4-(4-Gas-3-trifluoromethylphenoxy)-2,5-dimethylphenyl)-N-ethyl-N-methylformamidine, N'-(4- (4-A-3-trifluoromethyl-phenoxy)-2,5-dimercaptophenyl)-N-ethyl-N-indenyl hydrazine, N'-(2-mercapto-5 -Trifluoromethyl-4-(3-trimethyldecylpropoxy)phenyl)-N-ethyl-N-methylindole and N'-(5-difluorodecyl-2-indole 4-(3-Trimethyldecylpropoxy)phenyl)-N-ethyl-N-indenylhydrazine. Preferred compound II is selected from the group consisting of: bxixifene, N-(2-dicyclopropan-2-ylphenyl)-3-difluoromethyl-1-methyl-1H-pyrazole 4-carbamamine, N-(cis-dicyclopropan-2-ylphenyl)-3-difluoromethyl-1-methyl-1Η-»bazole-4-decylamine, N- (trans-2-dicyclopropyl-2-phenyl)-3-difluoroindol-1-yl-1H-pyrazole-4-carboxamide, N-(2'-fluoro-4' - gas-5'-methylbiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1H-pyrazole-4-decylamine, Ν-(3',4\5·- Trifluorobiphenyl-2-yl)-1-methyl-3-trifluoromethyl-1Η-pyrazole-4-carboxamide, Ν-(3',4',5'-trifluorobiphenyl- 2-yl)-1-methyl-3-difluoromethyl-11^pyrazole-4-carboxamide, N-(2',4',5'-trifluorobiphenyl-2-yl)- 1-methyl-3-difluoromethyl-1H-0 is 0 圭-4-曱, amine, N-(3,4',5'-trifluorobiphenyl-2-yl)-3-fluoro Methyl-1-methyl-1H-pyrazole-4-decylamine, Ν-(4·-(trifluoromethylthio)biphenyl-2-yl)-3-difluorodecyl-1- Mercapto-1Η-pyrazole-4-decylamine, Ν-(4'-(trifluoromethylthio)biphenyl-2-yl)-1-methyl-3-trifluoromethyl-1Η- »Bizozol-4-carbamide, Ν·-(4-(4-Ga-3-trifluorodecylphenoxy)- 2,5-Dimethylphenyl)-N-ethyl 136128.doc -31- 200930297 ke-N-methyl oxime, Ν·-(4·(4-fluoro-3-trifluoromethylphenoxy) -2,5-Dimethylphenyl)-N-ethyl-N-methylformamidine, N'-(2-methyl-5-trifluoromethyl-4-(3-trimethyldecane) Propyloxy)phenyl)·Ν-ethyl-N-mercaptomethylhydrazine and]Sf,-(5-difluoromethyl-2-indolyl-4-(3-tridecylfluorenyl)propoxy Phenyl)-N-ethyl-N-methylformamidine. The preferred compound lanthanide is selected from the group consisting of cycloxazole, stupid; ether methylcyclazole, epoxiconazole, oxime, dimethoate, myclobutanil, cytosine, pleckley, pu Sulphur is sitting, getting Klee, fluoroether, and poker.
A ^ 較佳化合物Η係選自由以下各物組成之群:環克唑、氣 環峻、葉菌唑、普克利、普硫康唑、得克利、氟醚唑、撲 克拉。 較佳化合物II係選自由以下各物組成之群:貝芬替、售 苯咪唑、赛普洛、護汰寧、粉銹啉、卡普坦、苯銹啶、得 恩地、四氣異苯腈、甲基多保淨、硫、氫氧化銅、美曲芬 諾及螺環菌胺。 Q 較佳化合物11係選自由以下各物組成之群:貝芬替、粉 銹啉及美曲芬諾。 . 在一較佳實施例中,化合物„係選自由以下各物組成之 群:四氣異苯腈、美曲芬諾、貝芬替、卡普坦、螺環菌 胺、氟環唑、護汰芬、腈菌唑、得克利、葉菌唑、三氟 敏、硫、普硫康唑、甲基多保淨、百克敏及N_(2_二環丙_ 2_基苯基)-3_二氟甲基-1-甲基-1H-吡唑_4·甲醯胺。 2.二佳為化合物!(組份”與至少一種來自嗜毯果傘素之群 尤其選自自以下各物组成之群之活性化合物(組份 136128.doc -32- 200930297 =組合物:亞托敏,菌胺、氣氧菌胺、克收欣、奧瑞菌 胺、啶氧菌胺、百克敏及三氟敏。 興知_ 亦較佳為化合物ι(組份υ與至疏 2.取尤其選自由以下各物組成之群之=自_胺之群 群之活性化合物(植份2 ) 的組合物:環醯菌胺、滅達樂、甲 ' 芬、氟嗎琳、氟吼菌胺(匹克苯甲 、°胺、達滅 苯酿胺、加普胺及㈣_胺。胺(pleGbenzamid))、氣A ^ Preferred compound lanthanide is selected from the group consisting of cycloxazole, cycloheximide, meconazole, pucliron, prothiocanthazole, dextran, fluconazole, and flu. Preferred compound II is selected from the group consisting of: befenate, phenylimidazole, spirox, chlorhexidine, porphyrin, captan, fenpropidin, dermis, tetraisophthalonitrile , methyl poly-safe, sulfur, copper hydroxide, melfene and spirocycline. Q Preferred compound 11 is selected from the group consisting of: befenate, porphyrin and melfene. In a preferred embodiment, the compound is selected from the group consisting of: tetraisophthalonitrile, melfene, befenfen, captan, spiroxyl, epoxiconazole, care Teflon, myclobutanil, dexamethasone, meconazole, trifluoro-sensitive, sulfur, prothioconazole, methylpolyprofen, kekemin and N_(2-dicycloprop-2-ylphenyl)-3 _Difluoromethyl-1-methyl-1H-pyrazole _4. carbamide. 2. Two preferred compounds! (Component) and at least one group derived from the sphenanthrene are especially selected from the following Active compound of the group consisting of components (component 136128.doc -32- 200930297 = composition: atoramine, bacteriocin, amphotericin, kexinxin, orimycin, oxystrobin, baikemin and It is also preferred that the compound ι (component υ and 至2) is taken from a combination of an active compound (plant 2) which is especially selected from the group consisting of the following: Cyclosporin, chlorhexidine, methyl phenanthrene, fluocrin, fluoxetamide (pikebenzamide, amine, chlorfenapyr, gupamine, and (tetra)-amine. pleGbenzamid) ,gas
亦較佳為化合物!(組份υ與至少—種選自唾類之群2” ::其選自由以下各物組成之群之活性化合物(組份2)的組 〇物:環克嗤、苯謎甲環°坐、氟環唾、氟奎康啥、護石夕 得、護汰芬、葉菌唾、腈菌唾、平克唾、普克利、普硫康 嗤、二泰芬、三泰隆、得克利L坐、環g唾、撲克 拉、赛座滅、苯菌靈、貝芬替及乙噻博胺。 亦較佳為化合物1(組份im至少一種選自含氮雜環基化 合物之群2.4)且尤其選自由以下各物組成之群之活性化合 物(組份2)的組合物:扶吉胺、赛普洛、芬瑞莫、滅派林、 派美尼、赛福寧、護汰寧、嗎菌靈、粉錄琳、三得芬、苯 銹啶、依普同、免克寧、噁唑菌酮、咪唑 普奎那兹、阿、四氣丹、福爾培ί草靈 及快諾芬。 亦較佳為化合物1(組份丨)與至少一種選自胺基甲酸酯之 群2.5)且尤其選自㈣下各物組成之群之活#化合物(組份 2)的組合物:錳粉克、免得爛、甲基辞乃冑、得恩地、纈 黴威、氟苯嘆瓦利(flubenthiavalicarb)及霜黴威。 I36128.doc -33- 200930297 亦較佳為化合物I(組份1)與至少一種選自來自群2.6)之 殺真菌劑且尤其選自由以下各物組成之群之活性化合物 (組份2)的組合物:腈硫醌、三苯錫鹽(諸如,三苯醋錫)、 三乙磷酸、乙磷鋁、h3po3及其鹽、四氯異苯腈、益發 靈、甲基多保淨、醋酸銅、氫氧化銅、氣氧化銅、硫酸 銅、硫、霜脲氰、美曲芬諾、螺環菌胺及5-氯-7-(4-甲基 哌啶-1-基)-6-(2,4,6-三氟苯基)-[1,2,4]-三唑并[l,5-a]嘧 口定。 亦較佳為使用實例中所提及之混合物及組合搭配物。 此外,本發明較佳係關於表A中所列之組合物,表A之 各行對應於包含式I化合物(組份1)(其較佳為本文中描述為 較佳之化合物之一)且包含在各狀況下所討論之行中指示 之其他活性化合物11(組份2)的殺真菌組合物。根據本發明 之一實施例,表2之各行中之組份1在各狀況下為在表1至7 中特定個別詳述之式I化合物之一。Also preferred are compounds! (component υ and at least - a group selected from the group of saliva 2) :: a group of active compounds selected from the group consisting of the following: (component 2): ring gram, Benzene mystery ring ° sitting, fluorine ring saliva, fluoroquinone 护, 护石夕得, 护 芬, leaf fungus saliva, nitrile saliva, pingke saliva, pugli, thiopyrazine, di taifen, three Tyrone, Dekley L sitting, ring g saliva, poker pull, sagiler, benomyl, befenfen and ethipramine. Also preferred is compound 1 (component im at least one selected from nitrogen-containing heterocyclic groups) Groups of compounds 2.4) and especially selected from the group consisting of active compounds (component 2) consisting of: edugamine, cypro, fenremore, chlorpyrifos, pimeni, saifinin , 护宁宁, 菌菌灵, 粉录琳, 三得芬, 苯锈啶, 依普同, 免克宁, oxazolone, imidazoprilz, ar, tetragen, forelup It is also preferred to use Compound #1 (component 丨) and at least one group selected from the group consisting of urethane groups 2.5) and especially selected from the group consisting of (4) compounds (component 2) Composition: Manganese Gram, free of rotten, methyl sinensis, sedative, scorpion, flubenthiavalicarb and ruthenium. I36128.doc -33- 200930297 is also preferably compound I (component 1) and At least one composition selected from the group consisting of fungicides from group 2.6) and especially selected from the group consisting of active compounds (component 2) consisting of nitrile sulfonium, triphenyltin salts (such as triphenyltin sulphate) , triethylphosphoric acid, aluminum phosphate, h3po3 and its salts, tetrachloroisophthalonitrile, Yifaling, methylpolybao, copper acetate, copper hydroxide, copper oxide, copper sulfate, sulfur, cymoxan, beauty Triflurane, spirocyclam and 5-chloro-7-(4-methylpiperidin-1-yl)-6-(2,4,6-trifluorophenyl)-[1,2,4] - Triazolo[l,5-a]sulfudidine. It is also preferred to use the mixtures and combinations of the combinations mentioned in the examples. Further, the present invention is preferably related to the compositions listed in Table A, Each row of A corresponds to a compound comprising Formula I (Component 1), which is preferably one of the preferred compounds described herein, and comprises the other active compound 11 as indicated in the row discussed in each case (Component 2) Fungicidal Thereof. According to one embodiment of the present invention, each row of Table 2 of the component 1 in in each condition is one of the specific individual compounds of formula I are detailed in Tables 1 to 7.
行 組份1 組份2 A-1 式I化合物 亞托敏 A-2 式I化合物 醚菌胺 A-3 式I化合物 稀肪菌酯 A-4 式I化合物 氟氧菌胺 A-5 式I化合物 克收欣 A-6 式I化合物 苯氧菌胺 A-7 式I化合物 奥瑞菌胺 A-8 式I化合物 啶氧菌胺 A-9 式I化合物 百克敏 A-10 式I化合物 百博卡 A-11 式I化合物 三氟敏 A-12 式I化合物 2-(2-(6-(3-氣-2-甲基苯氧基)-5-氟嘧啶-4-基氧基)苯 基)-2-曱氧基亞胺基-N-曱基乙醯胺 136128.doc -34- 200930297Line component 1 Component 2 A-1 Compound of formula I Atropine A-2 Compound I of the formula I-3 A compound of the formula I A fatty acid ester A-4 Formula I compound fluoxetamine A-5 Formula I Compound kexinxin A-6 Formula I compound phenoxybamine A-7 Formula I compound origami A-8 Formula I compound oxystrobin A-9 Formula I compound Baikemin A-10 Compound I Baibo Card A-11 Compound of formula I, trifluoro-sensitive A-12 Compound of formula I 2-(2-(6-(3-Ga-2-methylphenoxy)-5-fluoropyrimidin-4-yloxy)benzene ))-2-oximeimido-N-mercaptoacetamide 136128.doc -34- 200930297
行 組份1 組份2 A-13 式I化合物 2-(鄰((2,5-二曱基苯基氧基亞甲基)苯基)-3-甲氧基丙 烯酸甲酯 A-14 式I化合物 3-曱氧基-2-(2-(N-(4-曱氧基苯基)環丙烷羧醯亞胺醯基 硫基甲基)苯基)丙烯酸曱酯 A-15 式I化合物 苯霜靈 A-16 式I化合物 精苯霜靈 A-17 式I化合物 麥銹靈 A-18 式I化合物 雙昔芬 A-19 式I化合物 博克利 A-20 式I化合物 萎銹靈 A-21 式I化合物 曱呋醯胺 A-22 式I化合物 環醯菌胺 A-23 式I化合物 氟多寧 A-24 式I化合物 福拉比 A-25 式I化合物 異噻菌胺 A-26 式I化合物 克拉昔 A-27 式I化合物 滅銹胺 A-28 式I化合物 滅達樂 A-29 式I化合物 呋醯胺 A-30 式I化合物 歐殺斯 A-31 式I化合物 氧化萎銹靈 A-32 式I化合物 吡噻菌胺 A-33 式I化合物 噻氟菌胺 A-34 式I化合物 克枯爛 A-35 式I化合物 汰敵寧 A-36 式I化合物 2-胺基-4-曱基噻唑-5-苯胺基甲醯 A-37 式I化合物 2-氣-N-(l,l,3-三甲基茚滿-4-基)-菸鹼醯胺 A-38 式I化合物 Ν-(3|,4·-二氯-5-氟聯苯-2-基)-3-二氟曱基-1-曱基-1H-0比吐-4-甲醢胺 A-39 式I化合物 5-氟-1,3-二曱基-1H-吡唑-4-甲酸[2-(1,3-二曱基丁基) 苯基]醯胺 A-40 式I化合物 Ν-(4·-氯-3’,5-二氟聯苯-2-基)-3-二氟曱基-1-曱基-1H-〇比峻-4-甲酿胺 A-41 式I化合物 Ν-(4·-氣-3',5-二氟聯苯-2-基)-3-三氟甲基-1-曱基-1H-〇比唑-4-甲酿胺 A-42 式I化合物 N-(3 V-二氣-5-氟聯苯-2-基)-3-三氟曱基-1-曱基-1H-°比吐-4-曱酿胺 A-43 式I化合物 N-(3’,5-二氟-4·-曱基聯苯-2-基)-3-二氟曱基-1-甲基-1H-吡唑-4-曱醯胺 A-44 式I化合物 N-(3>二氟斗-甲基聯苯-2-基)-3-三氟曱基-1-曱基-1H-0比。坐-4-曱酿胺 A-45 式I化合物 Ν·(2-二環丙-2-基苯基)-3-二氣甲基-1·曱基 4-甲醯胺 136128.doc -35- 200930297 行 組份1 組份2 A-46 式I化合物 N-(川頁式-2-二環丙-2-基苯基)·3-二氣曱基-1-甲基-1H-口比唾-4-甲醯胺 A-47 式I化合物 Ν-(反式-2-二環丙-2-基苯基)-3-二氟曱基-1-曱基-1Η-°比°圭-4-甲醯胺 A-48 式I化合物 達滅芬 A-49 式I化合物 氟嗎淋 A-50 式I化合物 氟美醯胺 A-51 式I化合物 氟'比菌胺(匹克苯曱醯胺) A-52 式I化合物 氟°比菌醯胺 A-53 式I化合物 氣苯醯胺 A-54 式I化合物 N-(3-乙基-3,5,5-三曱基環己基)-3-曱醯基胺基-2-羥基 苯甲醯胺 A-55 式I化合物 加普胺 A-56 式I化合物 二氣西莫 A-57 式I化合物 雙炔醯菌胺 A-58 式I化合物 經四環素 A-59 式I化合物 A-60 式I化合物 N-(6-曱氧基吡啶-3-基)環丙烷甲醯胺 A-61 式I化合物 阿紮康唑 A-62 式I化合物 雙苯三唑醇 A-63 式I化合物 糠菌唑 A-64 式I化合物 環克嗤 A-65 式I化合物 苯醚甲環唑 A-66 式I化合物 達克利 A-67 式I化合物 達克利-M A-68 式I化合物 抑黴 ff^(enilconazole) A-69 式I化合物 氟環唑 A-70 式I化合物 芬布康吐 A-71 式I化合物 護矽得 A-72 式I化合物 氟奎康唑 A-73 式I化合物 護汰芬 A-74 式I化合物 六康唑 A-75 式I化合物 易胺唑 A-76 式I化合物 依普克唑 A-77 式I化合物 葉菌0圭 A-78 式I化合物 腈菌嗤 A-79 式I化合物 嗯咪嗅 A-80 式I化合物 多效'•坐 A-81 式I化合物 平克嗤 A-82 式I化合物 普克利 A-83 式I化合物 普硫康唑 A-84 式I化合物 矽氟唑 A-85 式I化合物 得克利 136128.doc -36- 200930297 行 組份1 組份2 A-86 式I化合物 氟謎》坐 A-87 式I化合物 三泰隆 A-88 式I化合物 二泰分 A-89 式I化合物 環菌嗤 A-90 式I化合物 稀效唾 A-91 式I化合物 1-(4-氣苯基)-2·([1,2,4]三唑-1-基)環庚醇 A-92 式I化合物 赛座滅 A-93 式I化合物 依滅列 A-94 式I化合物 硫酸依滅列 A-95 式I化合物 稻癌酯 A-96 式I化合物 撲克拉 A-97 式I化合物 賽福座 A-98 式I化合物 苯菌靈 A-99 式I化合物 貝芬替 A-100 式I化合物 麥穗靈 A-101 式I化合物 喧苯11 米°坐 A-102 式I化合物 乙噻博胺 A-103 式I化合物 依得利 A-104 式I化合物 惡黴靈 A-105 式I化合物 扶吉胺 A-106 式I化合物 比芬諾 A-107 式I化合物 1-(4-氣苯基)-1-(丙炔-2-基氧基)-3-(4-(3,4-二曱氧基苯 基)異噁唑-5-基)丙-2-酮 A-108 式I化合物 3-[5-(4-氣苯基)-2,3-二曱基異噁唑啶-3-基]吡啶 A-109 式I化合物 2,3,5,6-四氣-4-甲烷磺醯基吡啶 A-110 式I化合物 3,4,5-三氣吡啶-2,6-二曱腈 A-lll 式I化合物 N-(l-(5-溴-3-氣吡啶-2-基)乙基)-2,4-二氣菸鹼醯胺 A-112 式I化合物 N-((5-溴-3-氣吡啶-2-基)曱基)-2,4-二氣菸鹼醯胺 A-113 式I化合物 磺酸丁嘧啶 A-114 式I化合物 賽普洛 A-115 式I化合物 氟嘧菌胺 A-116 式I化合物 嘧菌腙 A-117 式I化合物 芬瑞莫 A-118 式I化合物 滅派林 A-119 式I化合物 氣咬 A-120 式I化合物 尼瑞莫 A-121 式I化合物 派美尼 A-122 式I化合物 護汰寧 A-123 式I化合物 拌種咯 A-124 式I化合物 阿迪嗎啉 A-125 式I化合物 嗎菌靈 A-126 式I化合物 乙酸嗎菌靈 A-127 式I化合物 粉銹琳 136128.doc -37- 200930297 行 組份1 組份2 A-128 式I化合物 三得芬 A-129 式I化合物 唑-夫草 A-130 式I化合物 依普同 A-131 式I化合物 撲滅寧 A-132 式I化合物 免克寧 A-133 式I化合物 阿西本唑-S-甲基 A-134 式I化合物 吲唑磺菌胺 A-135 式I化合物 敵菌靈 A-136 式I化合物 滅痙素 A-137 式I化合物 卡普坦 A-138 式I化合物 四氣丹 A-139 式I化合物 滅蟎猛 A-140 式I化合物 邁隆 A-141 式I化合物 咪菌威 A-142 式I化合物 噠菌清 A-143 式I化合物 苯敵快 A-144 式I化合物 甲基硫酸苯敵快 A-145 式I化合物 °惡0坐菌_ A-146 式I化合物 π米0坐菌酮 A-147 式I化合物 禾草靈 A-148 式I化合物 苯錄咬 A-149 式I化合物 福爾培 A-150 式I化合物 辛噻酮 A-151 式I化合物 奥索利酸 A-152 式I化合物 粉病靈 A-153 式I化合物 噻菌靈 A-154 式I化合物 普奎那茲 A-155 式I化合物 洛喧酮 A-156 式I化合物 快諾芬 A-157 式I化合物 三0坐0秦 A-158 式I化合物 三赛唑 A-159 式I化合物 賽福寧 A-160 式I化合物 5-氣-7-(4-甲基哌啶-1-基)-6-(2,4,6-三氟苯基)-[1,2,4]三 β坐并[l,5-a]喷咬 A-161 式I化合物 2-丁氧基丙基p克稀-4-嗣 A-162 式I化合物 福美鐵 A-163 式I化合物 錳粉克 A-164 式I化合物 錳乃浦 A-165 式I化合物 免得爛 A-166 式I化合物 威百故 A-167 式I化合物 績菌威 A-168 式I化合物 曱基鋅乃浦 A-169 式I化合物 得恩地 136128.doc -38- 200930297 行 組份1 組份2 A-170 式I化合物 鋅乃浦 A-171 式I化合物 福美鋅 A-172 式I化合物 乙黴威 A-173 式I化合物 氟苯噻瓦利 A-174 式I化合物 纈黴威 A-175 式I化合物 霜黴威 A-176 式I化合物 鹽酸霜黴威 A-177 式I化合物 3-(4-氣苯基)-3-(2-異丙氧基羰基胺基-3-曱基丁醯基胺 基)丙酸甲酯 A-178 式I化合物 伐利苯 A-179 式I化合物 N-(l-(l-(4-氰基苯基)乙烷磺醯基)丁-2-基)胺基甲酸4-氟苯酯 A-180 式I化合物 多寧 A-181 式I化合物 多寧游離鹼 A-182 式I化合物 雙胍辛胺 A-183 式I化合物 三乙酸雙胍辛胺 A-184 式I化合物 參(烷苯磺酸)雙胍辛胺 A-185 式I化合物 雙胍鹽 A-186 式I化合物 乙酸雙脈鹽 A-187 式I化合物 春曰黴素 A-188 式I化合物 春曰黴素鹽酸鹽水合物 A-189 式I化合物 多氧菌素 A-190 式I化合物 鏈黴素 A-191 式I化合物 維利微素A A-192 式I化合物 百蟎克 A-193 式I化合物 氣硝胺 A-194 式I化合物 大脫蟎 A-195 式I化合物 白粉克 A-196 式I化合物 酞菌酯 A-197 式I化合物 四氣硝基苯 A-198 式I化合物 三苯醋錫 A-199 式I化合物 三苯錫氣 A-200 式I化合物 三苯基氫氧化錫 A-201 式I化合物 稻瘟靈 A-202 式I化合物 猜硫酿》 A-103 式I化合物 護粒松 A-204 式I化合物 三乙磷酸 A-205 式I化合物 乙磷鋁 A-206 式I化合物 丙基喜樂松 A-207 式I化合物 白粉松 A-208 式I化合物 曱基-脫克松 A-209 式I化合物 四氣異苯腈 A-210 式I化合物 益發靈 136128.doc •39- 200930297Line component 1 Component 2 A-13 Compound of formula I 2-(o-((2,5-didecylphenyloxymethylene)phenyl)phenyl)-3-methoxy acrylate methyl ester A-14 I Compound 3-Oxyloxy-2-(2-(N-(4-decyloxyphenyl)cyclopropanecarboxylimine)-decylthiomethyl)phenyl) decyl acrylate A-15 Compound of formula I Benxixin A-16 Formula I Compound Jingbu Cream A-17 Formula I Compound Mai Rust A-18 Formula I Compound Bicoxifene A-19 Compound I Compound Bockley A-20 Formula I Compound Rust A- 21 Compound of formula I oxifenamide A-22 Compound of formula I Cyclosporin A-23 Formula I compound flunin A-24 Formula I compound Folabi A-25 Formula I compound Isotianil A-26 I compound carrageen A-27 compound of formula I rust amine A-28 compound of formula I statin A-29 compound of formula I furfuramine A-30 compound of formula I acesulfame A-31 compound I oxidized rust A-32 Compound I of the formula I pyretiramine A-33 Compound of the formula I thifluzamide A-34 Compound of formula I gram rot A-35 Compound of formula I steroidal A-36 Compound of formula I 2-amino-4 - mercaptothiazole-5-anilinocarbazide A-37 Compound of formula I 2-gas-N-(l,l,3-three Methyl indane-4-yl)-nicotinium amide A-38 Compound of formula I Ν-(3|,4·-dichloro-5-fluorobiphenyl-2-yl)-3-difluoroindolyl- 1-mercapto-1H-0 ratio topi-4-carboxamide A-39 compound of formula I 5-fluoro-1,3-didecyl-1H-pyrazole-4-carboxylic acid [2-(1,3- Dimercaptobutyl)phenyl]decylamine A-40 Compound of formula I Ν-(4·-chloro-3',5-difluorobiphenyl-2-yl)-3-difluoroindol-1-yl -1-1H-〇比峻-4-甲的胺 A-41 A compound of formula I Ν-(4·-gas-3',5-difluorobiphenyl-2-yl)-3-trifluoromethyl-1 -mercapto-1H-indopazole-4-cartoamine A-42 Compound of formula I N-(3 V-di-5-fluorobiphenyl-2-yl)-3-trifluorodecyl-1- Mercapto-1H-° ratio 吐-4- 曱 胺 A-43 Compound I of formula I N-(3',5-difluoro-4·-fluorenylbiphenyl-2-yl)-3-difluoroindolyl 1-methyl-1H-pyrazole-4-decylamine A-44 Compound of formula I N-(3>difluoropipe-methylbiphenyl-2-yl)-3-trifluorodecyl-1-曱--1H-0 ratio. Sodium-4-branched amine A-45 Compound of formula I Ν·(2-dicycloprop-2-ylphenyl)-3-dimethylmethyl-1·indolyl 4- Methionine 136128.doc -35- 200930297 Row component 1 Component 2 A-46 Compound of formula I N-(川页-2-bicycloprop-2-ylphenyl)·3-dimethyl fluorenyl- 1-methyl-1H-port唾 唾 醯 醯 醯 A A A A A A A 47 ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( (圭-4-Mercaptoamine A-48 Compound of formula I, dafenac A-49, compound of formula I, flurazin A-50, compound of formula I, flumethalin A-51, compound of formula I, flu'biproza (p-benzoquinone) Indoleamine A-52 Compound of formula I Fluorine ratio guanamine A-53 Compound of formula I Benzeneamine A-54 Compound of formula I N-(3-ethyl-3,5,5-trimethylcyclohexyl -3-mercaptoamino-2-hydroxybenzamide A-55 Compound of formula I gupamine A-56 Compound of formula I di-simo A-57 Compound of formula I di-propargylamine A-58 Compound of formula I via tetracycline A-59 Compound of formula I A-60 Compound of formula I N-(6-decylpyridin-3-yl)cyclopropanecarbamide A-61 Compound of formula I Azconazole A-62 Compound I, benzotriazole A-63, compound I, carbazole A-64, compound of formula I, cycloheximide A-65, compound of formula I, diphenylcarbazole, A-66, compound of formula I, Dakley A-67, compound of formula I Dakli-M A-68 Formula I Compound ff^(enilconazole) A-69 Formula I Compound epoxiconazole A-70 Formula I Compound Fenbucames A -71 Compound I of formula I A-72 Formula I Compound fluoroquinazole A-73 Formula I compound Refractory A-74 Formula I compound Heconazole A-75 Formula I compound Easy Azole A-76 Formula I Compound Epprozol A-77 Compound I of the formula I genus A-78 Formula I Compound Nitrile A-79 Formula I Compound MV A-80 Formula I Compound Multi-effect '• Sit A-81 Compound of Formula I Pinker's A-82 Formula I Compound Ppkley A-83 Formula I Compound Phromconazole A-84 Formula I Compound Hydrazine A-85 Formula I Compound Kelly 136128.doc -36- 200930297 Row Component Group 1 2 A-86 Compound I of the formula I occupies A-87 Compound of formula I 泰泰隆 A-88 Compound of formula I 泰泰分 A-89 Compound of formula I Cycloheximide A-90 Compound of formula I Compound of formula I 1-(4-Phenylphenyl)-2·([1,2,4]triazol-1-yl)cycloheptanol A-92 Compound of formula I races A-93 Compound of formula I Column A-94 Compound of formula I Sulfate A-95 Compound of formula I Rice cancer ester A-96 Compound of formula I Poker A-97 Formula I compound Saifu A-98 Formula I compound benomyl A-99 I compound befenfen A-100 compound of formula I Maisuiling A-101 Formula I Compound Benzene 11 Meters Sit A-102 Formula I Compound Thiabamide A-103 Formula I Compound Dependent A-104 Formula I Compound Moxacillin A-105 Compound I吉amine A-106 Compound of formula I fenfenol A-107 Compound of formula I 1-(4-Phenylphenyl)-1-(propyn-2-yloxy)-3-(4-(3,4- Dimethoxyphenyl)isoxazol-5-yl)propan-2-one A-108 Compound of formula I 3-[5-(4-Phenylphenyl)-2,3-dimercaptoisoxazole 3-yl]pyridine A-109 Compound of formula I 2,3,5,6-tetraki-4-methanesulfonylpyridine A-110 Compound of formula I 3,4,5-trispyridine-2,6- Diacetonitrile A-ll Compound I-(l-(5-bromo-3-pyridin-2-yl)ethyl)-2,4-di-nicotinamide A-112 Compound I of formula I ((5-Bromo-3-apyridin-2-yl)indenyl)-2,4-di-nicotinylguanamine A-113 Compound of formula I sulfonate-pyrimidine A-114 Compound of formula I cypro A- 115 Compound I of formula I Fluoromycin A-116 Compound of formula I Azulamide A-117 Compound of formula I, fenrimyl A-118 Compound of formula I, chlorpyrifos A-119 Compound of formula I, bite A-120, compound I Remo A-121 Formula I Compound Pimeni A-122 Formula I Compound Reliance A-123 Compound of formula I saponin A-124 compound of formula I adimorpholine A-125 compound of formula I carbendazim A-126 compound of formula I acesulfame acetate A-127 compound of formula I rust 136128.doc -37- 200930297 Component 1 Component 2 A-128 Compound of formula I, selefen A-129 Compound of formula I, oxazide A-130, compound of formula I, exemplified by A-131, compound of formula I, chlorpyrifos A-132, compound of formula I克宁 A-133 Compound I of formula I Axibenzazole-S-methyl A-134 Compound of formula I carbazole sulfamethoxazole A-135 Compound of formula I carbendazim A-136 Compound of formula I saponin A-137 Formula I Compound Captan A-138 Compound of formula I Tetra- dan A-139 Compound of formula I 螨 螨 A-140 Compound of formula I Mellon A-141 Compound of formula I imipenem A-142 Compound of formula I bacteriostatic A- 143 Formula I Compound Benzoin A-144 Formula I Compound Methyl Sulfate Benzene Express A-145 Compound of Formula I °Esophagia_ A-146 Compound of Formula I π 米0 sputum A-147 Compound I草灵 A-148 Formula I Compound Benzene biting A-149 Formula I Compound Forepe A-150 Formula I Compound Ciclophone A-151 Formula I Compound Oxalic Acid A-152 Formula I Compound Powder Disease A-153 Formula I Compound Thiabendazole A-154 Compound I of Formula I A-155 Formula I Compound Loxophone A-156 Compound I of Formula I A-157 Formula I Compound 3 0 Sitting 0 Qin A-158 Formula I Compound Trixazole A-159 Compound of Formula I Safing A-160 Compound of Formula I 5-Ga-7-(4-Methylpiperidin-1-yl)-6-(2,4 ,6-trifluorophenyl)-[1,2,4]tripeptide and [l,5-a] squeezing A-161 compound of formula I 2-butoxypropyl p-carbamate-4-嗣A -162 Formula I Compounds Ferrocene A-163 Formula I Compound Manganese Powder A-164 Formula I Compound Manganese A-165 Formula I Compound Free of A-166 Formula I Compound Weibai A-167 Compound I威A-168 Formula I Compound 曱-based Zinc Napurin A-169 Formula I Compound 136128.doc -38- 200930297 Row Component 1 Component 2 A-170 Formula I Compound Zinc Napo A-171 Compound I Fami Zinc A-172 Compound of formula I, carbaryl A-173, compound of formula I, fluorobenzil A-174, compound of formula I, carbaryl A-175, compound of formula I, oxazide A-176, compound of formula I, chlorpyrifos A -177 Formula I Compound 3-(4-Phenylphenyl)-3-(2-isopropoxycarbonylamine Methyl -3-mercaptodecylamino)propionic acid A-178 Compound of formula I valliated benzene A-179 Compound of formula I N-(l-(l-(4-cyanophenyl)ethanesulfonyl) 4-fluorophenylammonium 4-fluorophenyl ester A-180 Compound of formula I, A-181, compound of formula I, doxine, free base, A-182, compound of formula I, bis-octylamine A-183, compound of formula I, biguanide Octylamine A-184 Formula I Compound (Alkylbenzenesulfonic acid) Bis-octylamine A-185 Formula I Compound Bismuth Salt A-186 Formula I Compound Acetate Bismuth Salt A-187 Formula I Compound Chamomycin A-188 Compound I Chunnomycin Hydrochloride Salt A-189 Formula I Compound Polyoxin A-190 Formula I Compound Streptomycin A-191 Formula I Compound Willin Micro A A-192 Formula I Compound Baike A -193 Compound I of the formula I, amin A-194, a compound of the formula I, a large dissociation A-195, a compound of the formula I, a white powder, A-196, a compound of the formula I, a bacteriocin A-197, a compound of the formula I, a tetranitrobenzene A-198, Compound triphenylacetate A-199 Formula I compound Triphenyltin A-200 Formula I compound Triphenyltin hydroxide A-201 Formula I compound Indigo A-202 Formula I compound sulphur brewing A-103 I compound Pleurotus sinensis A-204 Formula I Compound Triethyl Phosphate A-205 Formula I Compound Ethyl Phosphate A-206 Formula I Compound Lysin Pine A-207 Formula I Compound White Pine A-208 Formula I Compound Sulfhydryl-Poke Pine A-209 Formula I Compound Tetraisophthalonitrile A-210 Formula I Compound Yifaling 136128.doc •39- 200930297
行 組份1 組份2 A-211 式I化合物 雙氣酚 A-212 式I化合物 磺菌胺 A-213 式I化合物 六氯苯 A-214 式I化合物 賓克隆 A-215 式I化合物 五氣苯酚及其鹽 A-216 式I化合物 苯酞 A-217 式I化合物 奎脫辛 A-218 式I化合物 甲基多保淨 A-219 式I化合物 益洛寧 A-220 式I化合物 N-(4-氣-2-硝基苯基)-N-乙基-4-甲基苯磺醯胺 A-221 式I化合物 亞磷酸及其鹽 A-222 式I化合物 硫 A-223 式I化合物 波爾多混合液 A-224 式I化合物 醋酸酮 A-225 式I化合物 氫氧化銅 A-226 式I化合物 氣氧化銅 A-227 式I化合物 鹼式硫酸銅 A-228 式I化合物 聯苯 A-229 式I化合物 溴硝丙二醇 A-230 式I化合物 噻芬胺 A-231 式I化合物 霜腺氰j A-232 式I化合物 二苯胺 A-233 式I化合物 美曲芬諾 A-234 式I化合物 滅粉黴素 A-235 式I化合物 喹啉銅 A-236 式I化合物 調環酸-鈣 A-237 式I化合物 螺環菌胺 A-238 式I化合物 益洛寧 A-239 式I化合物 N-(環丙基甲氧基亞胺基-(6-二氟甲氧基-2,3-二氟苯 基)甲基)-2-苯基乙醢胺 A-240 式I化合物 NH4-(4-氣-3-三氟曱基苯氧基)-2,5-二甲基苯基)-N-乙 基-N-甲基曱肺 A-241 式I化合物 N’-(4-(4-氟-3-三氟曱基苯氧基)-2,5-二曱基苯基)-N-乙 基-N-甲基曱肺 A-242 式I化合物 Ν·-(2-甲基-5-三氟甲基-4-(3-三曱基石夕烧基丙氧基)苯 基)-N-乙基-N-甲基甲脒 A-243 式I化合物 N'-(5-二氟甲基-2-甲基-4-(3-三甲基矽烷基丙氧基)苯 基)-N-乙基-N-曱基甲肺 A-244 式I化合物 N-(Z-氟-4’-氣-5^甲基聯苯-2-基)-1-曱基-3-三氟曱基-1H-0比峻-4-曱酿胺 A-245 式I化合物 Ν-(3·,4’-5_-三氟聯苯-2-基)小曱基-3-三氟曱基-ΙΗ-吼 吐-4-曱酿胺 A-246 式I化合物 N-(3',4i,5'-三氟聯苯-2-基)-1-曱基-3-二氟甲基-1Η-"比 136128.doc -40- 200930297 行 組份1 組份2 唑-4-曱醯胺 A-247 式I化合物 Ν-(2\4Ά三氟聯苯-2-基)-1-甲基-3-二氟曱基-1H-"比 唑-4-曱醯胺 A-248 式I化合物 N-PWJ-三氟聯苯-2-基)-3-氣氟曱基-1-甲基-1H-吼 唑-4-曱醯胺 A-249 式I化合物 N-(4匕(三氣甲基硫基)聯苯-2-基)-3-二氟曱基-1-曱基-1Η-σ比吐_4_曱酿胺 A-250 式I化合物 Ν-(4匕(三氟曱基硫基)聯苯-2-基)-1-甲基-3-二1曱基-1H·吡唑-4-甲醯胺 A-251 式I化合物 N'-(4-(4-氣-3-三氟曱基苯氧基)-2,5-二曱基苯基)-N-乙 基-N-甲基曱脒 A-252 式I化合物 N'-(4-(4-氟-3-三氟曱基苯氧基)-2,5-二曱基苯基)-N-乙 基-N-甲基甲脒 A-253 式I化合物 N_-(2-曱基-5-三氟甲基-4-(3-三曱基石夕烧基丙氧基)苯 基)-N-乙基-N-甲基甲脒 A-254 式I化合物 N'-(5-二氟曱基-2-曱基-4-(3-三曱基矽烷基丙氧基)苯 基)-N-乙基-N-曱基甲脒 A-255 式I化合物 2-(2-(3-(2,6-二氣苯基)-1-曱基-亞烯丙基胺基氧基曱 基)-苯基)-2-曱氧基亞胺基-N-曱基-乙醯胺 A-256 式I化合物 異皮拉姆 A-257 式I化合物 精甲霜靈(甲霜靈) A-258 式I化合物 Ν-(2',4·-二氟聯苯-2-基)-3-二氟曱基-1-曱基-1H-吡唑-4-曱醯胺 A-259 式I化合物 N-(2',4'-二氣聯苯-2-基)-3-二氟曱基-1-曱基-1H-吡唑-4-曱醯胺 A-260 式I化合物 Ν-(2·,5·-二氟聯苯-2-基)-3-二氟曱基-1-曱基-1H-吡唑· 4-甲醯胺 A-261 式I化合物 Ν-(2Ά二氣聯苯-2-基)-3-二氟甲基-1-曱基-1H-吡唑-4-曱醯胺 A-262 式I化合物 N-(3V5'-二氟聯苯-2-基)-3-二氟曱基-1-曱基-1H-吼唑-4-甲醯胺 A-263 式I化合物 Ν-(3·,5·-二氣聯苯-2-基)-3-二氟甲基-1-甲基-lH-o比唑-4-曱醯胺 A-264 式I化合物 N-(3_-氟聯苯-2-基)-3-二氟曱基-1-曱基-1H-吡唑-4-曱 醯胺 A-265 式I化合物 N-(3’-氣聯苯-2-基)-3-二氟甲基-1-曱基-1Η-°比唑-4-甲 醯胺 A-266 式I化合物 N-(2'-氟聯苯-2-基)-3-二氟甲基-1_曱基-1H-»比《坐-4-曱 醯胺 A-267 式I化合物 N-P-氯聯苯-2-基)-3-二氟甲基-1-曱基-lH-η比唑-4-甲 醯胺 A-268 式I化合物 N-[2-(l,l,2,3,3,3-六氟丙氧基)-苯基]-3-二氟甲基-1-曱 基-1H-吡唑-4-甲醯胺 A-269 式I化合物 N-[2-(l,l,2,2-四氟乙氧基)苯基]-3-二氟曱基-1-甲基- 136128.doc -41 - 200930297 行 組份1 組份2 1H-吡唑-4-甲醯胺 A-270 式I化合物 N-(2-(l,3,3-三曱基丁基)苯基)-1,3-二曱基-5-氟-1Η-»比 "坐-4-甲酿胺 A-271 式I化合物 N-[l,2,3,4-四氫-9-(1-曱基乙基)-1,4-曱橋萘-5-基]-3-(二 氟曱基)-1-甲基-1H-吡唑-4-甲醯胺 A-272 式I化合物 2-(4-氣苯基)-N-[4-(3,4-二甲氧基-苯基)異噁唑-5-基]-2-丙-2-快基氧基-乙酿胺 A-273 式I化合物 3-[5-(4-甲基苯基)-2,3-二甲基異噁唑啶-3-基]吡啶 A-274 式I化合物 S-烯丙基5-胺基-2-異丙基-3-側氧基-4-鄰甲苯基-2,3-二氫吡唑-1-硫基曱酸酯 A-275 式I化合物 5-氣-1-(4,6-二甲氧基嘧啶-2-基)-2-甲基-1沁苯并咪唑 A-276 式I化合物 6-(3,4-二氯苯基)-5-曱基-[1,2,4]三唑并[l,5-a]嘧啶-7-基胺 A-277 式I化合物 6- (4-第三丁基苯基)-5-曱基-[1,2,4]三唑并[1,5-&]嘧啶- 7- 基胺 A-278 式I化合物 5-甲基-6-(3,5,5·三曱基己基)-[1,2,4]三唑并[l,5-a]嘧咬-7-基胺 A-279 式I化合物 5-甲基-6-辛基-[1,2,4]三唑并[l,5-a]嘧啶-7-基胺 A-280 式I化合物 6-甲基-5-辛基-[1,2,4]三唑并[1,5-a]嘧啶-7-基胺 A-281 式I化合物 6-乙基-5-辛基-[1,2,4]三唑并[l,5-a]嘧啶-7-基胺 A-282 式I化合物 5-乙基-6-辛基-[1,2,4]三唑并[1,5-a]嘧啶-7-基胺 A-283 式I化合物 5-乙基-6-(3,5,5-三甲基己基)-[1,2,4]三唑并[l,5-a]嘧啶-7-基胺 A-284 式I化合物 6-辛基-5-丙基-[1,2,4]三唑并[1,5-a]嘧啶-7-基胺 A-285 式I化合物 5-曱氧基曱基-6-辛基-[1,2,4]三唑并[l,5-a]嘧啶-7-基胺 A-286 式I化合物 6-辛基-5-三氟曱基-[1,2,4]三唑并[1,5-a]嘧啶-7-基胺及 5-三氟甲基-6-(3,5,5-三甲基己基)-[1,2,4]三唑并[l,5-a] 嘴咬-7-基胺 A-287 式I化合物 N-曱基-N-(l,2,3,4-四氫萘-1-基)-2-{1-[2-(5-曱基-3-三 氟曱基吡唑-1-基)乙酿基]哌啶-4-基}噻唑-4-甲醯胺 A-288 式I化合物 (R)-N-曱基-N-(l,2,3,4-四氫萘-1-基)-2-{1-[2-(5-甲基-3-三氟甲基吡唑-1-基)乙醯基]哌啶-4-基}噻唑-4-甲醯胺 A-289 式I化合物 乙酸6-第三丁基-8-氟-2,3-二曱基喹啉-4-基酯 A-290 式I化合物 甲氧基乙酸6-第三丁基-8-氟-2,3-二曱基喹啉-4-基酯 本發明之化合物I與II之混合物(=本發明之混合物)及其 組合物適合作為用於控制有害真菌之殺真菌劑。該等殺真 菌劑之特徵在於其抵抗廣泛範圍之植物病原性真菌的優良 活性,該等植物病原性真菌包括土壤帶有之病原體,該等 病原體尤其源於以下類別:根腫菌綱 136128.doc -42- 200930297 (Plasmodiophoromycetes) 、 霜 黴菌綱 (Peronosporomycetes)(同義:卵菌綱(Oomycetes))、壺菌綱 (Chytridiomycetes)、接合菌綱(Zygomycetes)、子囊菌綱 (Ascomycetes)、擔子菌綱(Basidiomycetes)及半知菌綱 (Deuteromycetes)(同義:不完全菌綱(Fungi imperfecti))。 某些殺真菌劑具有系統有效性,且其可作為葉面殺真菌 劑、供拌種之殺真菌劑及土壤殺真菌劑而用於農作物保護Line component 1 Component 2 A-211 Compound of formula I Bisphenol A-212 Compound of formula I Sulfamide A-213 Compound of formula I Hexachlorobenzene A-214 Compound of formula I Binding A-215 Compound of formula I Phenol and its salt A-216 Compound of formula I Phenylhydrazine A-217 Compound of formula I quetiacin A-218 Compound of formula I Methylpreservative A-219 Compound of formula I Ilonine A-220 Compound of formula I N-( 4-oxo-2-nitrophenyl)-N-ethyl-4-methylbenzenesulfonamide A-221 Compound I phosphorous acid and its salt A-222 Compound of formula I sulfur A-223 Compound of formula I Bordeaux Mixture A-224 Formula I Compound Acetone A-225 Formula I Compound Copper A-226 Formula I Compound Copper Oxide A-227 Formula I Compound Basic Copper Sulfate A-228 Formula I Compound Biphenyl A-229 Compound I bromide A-230 Compound I of the formula I-phenanthramine A-231 Compound of the formula I cream cyanide j A-232 Compound of the formula I diphenylamine A-233 Compound of the formula I meiflufenol A-234 Compound of the formula I Acetone A-235 Formula I Compound Quinoline Copper A-236 Formula I Compound Cyclocycline-Calcium A-237 Formula I Compound spirulina A-238 Formula I Compound Ilonine A-239 Formula I Compound N-(cyclopropylmethoxyimino-(6-difluoromethoxy-2,3-difluorophenyl)methyl)-2-phenylacetamide A-240 Compound I of formula I NH4 -(4-A-3-trifluorodecylphenoxy)-2,5-dimethylphenyl)-N-ethyl-N-methyl silicin A-241 Compound I' N'-(4 -(4-Fluoro-3-trifluorodecylphenoxy)-2,5-diamidinophenyl)-N-ethyl-N-methyl silicin A-242 Compound of formula I Ν·-(2 -Methyl-5-trifluoromethyl-4-(3-trimethylsulfanylpropoxy)phenyl)-N-ethyl-N-methylformamidine A-243 Compound of formula I N'- (5-Difluoromethyl-2-methyl-4-(3-trimethyldecylpropoxy)phenyl)-N-ethyl-N-mercaptomethyl lung A-244 Compound I of formula I (Z-Fluoro-4'-Ga-5-methylbiphenyl-2-yl)-1-indolyl-3-trifluoromethyl-1H-0 ratio 曱-4- 曱 胺 A-245 Formula I The compound Ν-(3·,4'-5--trifluorobiphenyl-2-yl) benzhydrin-3-trifluoromethyl-indole-oxime-4-anthracene A-246 compound I (3',4i,5'-trifluorobiphenyl-2-yl)-1-indolyl-3-difluoromethyl-1Η-" ratio 136128.doc -40- 200930297 row component 1 component 2 Azole-4-decylamine A-247 A compound of formula I Ν-(2\4Ά-trifluorobiphenyl-2-yl)-1-methyl-3-difluoroindolyl-1H- "Bizozol-4-decylamine A-248 Compound of formula I N-PWJ-trifluorobiphenyl-2-yl)-3-fluorofluoroindol-1-methyl-1H-indazole-4-indole Indole A-249 Compound of formula I N-(4匕(trimethylmethylthio)biphenyl-2-yl)-3-difluoroindol-1-yl-1Η-σ ratio 吐_4_曱Amine A-250 A compound of formula I Ν-(4匕(trifluoromethylsulfenyl)biphenyl-2-yl)-1-methyl-3-dihydroxyl-1H-pyrazole-4-carboxamidine Amine A-251 Compound of formula I N'-(4-(4-Gas-3-trifluorodecylphenoxy)-2,5-diamidinophenyl)-N-ethyl-N-methylindole脒A-252 Formula I Compound N'-(4-(4-Fluoro-3-trifluorodecylphenoxy)-2,5-diamidinophenyl)-N-ethyl-N-methyl脒A-253 Formula I Compound N_-(2-Mercapto-5-trifluoromethyl-4-(3-trimethylsulfanylpropoxy)phenyl)-N-ethyl-N-methyl Formamidine A-254 Formula I Compound N'-(5-Difluorodecyl-2-mercapto-4-(3-tridecyldecylpropoxy)phenyl)-N-ethyl-N-oxime Methyl hydrazide A-255 Compound of formula I 2-(2-(3-(2,6-diphenyl)-1-indolyl-allylaminooxyindolyl)-phenyl)-2 - oxime imino-N-mercapto-acetamide A-256 Compound I of formula I A-257 Formula I compound Jingjialing (Mecosyl) A-258 Compound of formula I Ν-(2',4·-difluorobiphenyl-2-yl)-3-difluoroindol-1-yl-1H-pyrazole-4-decylamine A-259 Compound of formula I N-(2',4'-di-biphenyl-2-yl)-3-difluorodecyl-1-indolyl-1H-pyrazole-4-nonylamine A-260 Compound of formula I Ν-(2·,5·-Difluorobiphenyl-2-yl)-3-difluorodecyl-1-indolyl-1H-pyrazole· 4-carboxamide A-261 Compound of formula I Ν-( 2Ά di-biphenyl-2-yl)-3-difluoromethyl-1-indolyl-1H-pyrazole-4-decylamine A-262 Compound of formula I N-(3V5'-difluorobiphenyl- 2-yl)-3-difluoroindol-1-yl-1H-indazole-4-carboxamide A-263 Compound of formula I Ν-(3·,5·-di-biphenyl-2-yl )-3-difluoromethyl-1-methyl-lH-o-biazole-4-decylamine A-264 Compound of formula I N-(3_-fluorobiphenyl-2-yl)-3-difluoroindole Alkyl-1-indenyl-1H-pyrazole-4-nonylamine A-265 Compound of formula I N-(3'- gasbiphenyl-2-yl)-3-difluoromethyl-1-indenyl- 1Η-°Bizozol-4-carboxamide A-266 The compound of formula I N-(2'-fluorobiphenyl-2-yl)-3-difluoromethyl-1_mercapto-1H-» -4-decylamine A-267 Compound of formula I NP-chlorobiphenyl-2-yl)-3-difluoromethyl-1-indenyl-lH-ηpyrazole-4-carboxamide A-268 I compound N-[2-(l,l, 2,3,3,3-hexafluoropropoxy)-phenyl]-3-difluoromethyl-1-indolyl-1H-pyrazole-4-carboxamide A-269 Compound I-N 2-(l,l,2,2-tetrafluoroethoxy)phenyl]-3-difluoroindolyl-1-methyl- 136128.doc -41 - 200930297 Row component 1 component 2 1H-pyridyl Oxazole-4-carboxamide A-270 Compound of formula I N-(2-(l,3,3-tridecylbutyl)phenyl)-1,3-didecyl-5-fluoro-1Η-» Ratio "Supplemented 4-Amine A-271 Formula I Compound N-[l,2,3,4-Tetrahydro-9-(1-indolylethyl)-1,4-anthracene-5 -yl]-3-(difluoroindolyl)-1-methyl-1H-pyrazole-4-carboxamide A-272 Compound of formula I 2-(4-phenylphenyl)-N-[4-( 3,4-dimethoxy-phenyl)isoxazol-5-yl]-2-propan-2-freeoxy-ethylamine A-273 Compound of formula I 3-[5-(4-A Phenyl)-2,3-dimethylisoxazolidine-3-yl]pyridine A-274 S-allyl 5-amino-2-isopropyl-3- oxo- 4-o-tolyl-2,3-dihydropyrazole-1-thiodecanoate A-275 Compound of formula I 5-Gas-1-(4,6-dimethoxypyrimidin-2-yl)- 2-methyl-1沁benzimidazole A-276 Compound of formula I 6-(3,4-Dichlorophenyl)-5-mercapto-[1,2,4]triazolo[l,5-a Pyrimidine-7-ylamine A-277 Compound 6 of formula I (4-t-butylphenyl)-5-mercapto-[1,2,4]triazolo[1,5-&]pyrimidin-7-ylamine A-278 Compound of formula I 5-methyl -6-(3,5,5·tridecylhexyl)-[1,2,4]triazolo[l,5-a]pyrimidin-7-ylamine A-279 Compound of formula I 5-methyl -6-octyl-[1,2,4]triazolo[l,5-a]pyrimidin-7-ylamine A-280 Compound of formula I 6-methyl-5-octyl-[1,2, 4] Triazolo[1,5-a]pyrimidin-7-ylamine A-281 Compound of formula I 6-ethyl-5-octyl-[1,2,4]triazolo[l,5-a Pyrimidine-7-ylamine A-282 Compound of formula I 5-ethyl-6-octyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-ylamine A-283 I Compound 5-Ethyl-6-(3,5,5-trimethylhexyl)-[1,2,4]triazolo[l,5-a]pyrimidin-7-ylamine A-284 Formula I Compound 6-octyl-5-propyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-ylamine A-285 Compound of formula I 5-nonyloxyindenyl-6- Octyl-[1,2,4]triazolo[l,5-a]pyrimidin-7-ylamine A-286 Compound of formula I 6-octyl-5-trifluoromethyl-[1,2,4 Triazolo[1,5-a]pyrimidin-7-ylamine and 5-trifluoromethyl-6-(3,5,5-trimethylhexyl)-[1,2,4]triazole [l,5-a] Mouth bit 7-ylamine A-287 Compound of formula I N-mercapto-N-(l,2,3,4-tetrahydronaphthalene -1-yl)-2-{1-[2-(5-fluorenyl-3-trifluoromethylpyrazol-1-yl)ethenyl]piperidin-4-yl}thiazole-4-carboxamidine Amine A-288 Compound of formula I (R)-N-indenyl-N-(l,2,3,4-tetrahydronaphthalen-1-yl)-2-{1-[2-(5-methyl- 3-trifluoromethylpyrazol-1-yl)ethinyl]piperidin-4-yl}thiazole-4-carboxamide A-289 Compound of formula I acetate 6-tert-butyl-8-fluoro-2 3-Dimercaptoquinolin-4-yl ester A-290 Compound of formula I methoxyacetic acid 6-tert-butyl-8-fluoro-2,3-dimercaptoquinolin-4-yl ester Mixtures of the compounds I and II (= mixtures of the invention) and compositions thereof are suitable as fungicides for the control of harmful fungi. These fungicides are characterized by their excellent activity against a wide range of phytopathogenic fungi, including pathogens carried by the soil, which are particularly derived from the following classes: Rhizoctonia 136128.doc -42- 200930297 (Plasmodiophoromycetes), Peronosporomycetes (synonymous: Oomycetes), Chytridiomycetes, Zygomycetes, Ascomycetes, Basidiomycetes ( Basidiomycetes) and Deuteromycetes (synonym: Fungi imperfecti). Certain fungicides are systemically effective and can be used as crop fungicides, fungicides for seed dressing and soil fungicides for crop protection
中。此外,該等殺真菌劑適於控制尤其侵襲木材或植物根 部之真菌。 本發明之化合物I與π之混合物(=本發明之混合物)及其 組合物對控制以下植物以及繁殖物質(例如,種子)及此等 植物之收穫物質上之大量病原性真菌尤其具有重要性:各 種農作物植物,諸如穀物,例如小麥、裸麥、纟麥、黑小 麥、燕麥或水稻;冑菜,例如糖用甜菜或飼用甜菜.’二 類、核果類及無核小水果,例如蘋果、梨、李、 仁、樓桃、草莓、木每、kgitg 菜豆、扁… 栗;豆科植物,例如 2 :、苜替或大豆;油料植物,例如油菜、 务菜、撖欖、向日蔡、椰子、可可 油菜、 或大豆;葫蘆科植物,例如南瓜 1、油棕、花生 :’例如棉花、亞麻、大麻或黃纖維植 ,、檸檬、葡萄柚或掛橘;蔬菜 例如橙 έ、蘆筍、甘藍植物、胡蘿蔔列如菠菜、萬 瓜或甜椒;月桂屬植物,例 番加、馬龄薯、南 原材料類植物,例如玉米 〃、肉桂或樟腦;能量及 136128.doc 大豆、小麥、油菜、甘薦或油 •43· 200930297 棕;玉米;於草;堅果;咖徘;茶;香蕉;葡萄藤(食用 葡萄及釀酒用葡萄);蛇麻草;草類,例如草地;橡膠類 植物;觀賞植物及森林植物,例如花卉、灌木、落葉 針葉樹。 、、及 ; 本發明之化合物1與11之混合物(=本發明之混合物)及其 組合物較佳用於控制以下植物中以及繁殖物質(例如,種 . 子)及此等植物之收穫產物上之大量真菌病原體:農作 物,例如馬鈴薯、糖用甜菜、菸草、小麥、裸麥、大麥、 燕麥、水稻、玉米、棉花、大至、油菜、豆科植物、向曰 葵、咖啡或甘蔗;果樹、葡萄藤及觀賞植物及蔬菜,例如 黃瓜、番茄、豆及南瓜。 術”。植物繁殖物質"包括植物之所有生產部分,例如種 子,及無性繁殖植物部分,諸如可用於繁殖植物之秧苗及 塊莖(例如,馬鈴薯)。此等包括種子、根部、果實、塊 莖、球莖、根莖、芽及其他植物部分,包括在發芽後或種 Ο 子發芽後移植之秧苗及幼苗。幼苗可藉由部分或完全處 理,例如藉由浸潰或灑水來保護以抵抗有害真菌。 用本發明之化合物1與11之混合物(=本發明之混合物)及 其組合物處理植物繁殖物質用於控制以下植物中之大量真 菌病原體:禾縠類農作物,例如小麥、裸麥、大麥或燕 麥,水稻、玉米、棉花及大豆。 術語農作物植物亦包括經培育、突變誘發或基因工程方 '、>飾之彼荨植物,包括出售之或正在研製中之生物科技 農產 σ (參見例如 http://www.bi〇 〇 136128.doc • 44 - 200930297 經遺傳修飾之植物為以在天然條件下不發生之方式藉由雜 交、突變或藉由天然重組(亦即,遺傳資訊重組)修飾遺傳 物質之植物。一般而言,將一或多個基因整合至植物之遺 傳物質中以改良植物性質。該等由基因工程產生之修飾包 括(例如)藉由糖基化或連接聚合物(諸如,異戊烯化、乙醯 化或法呢酸化(farnesylate)基團或PEG*團)對蛋白質、寡 肽或多肽進行轉譯後修飾。 ❹in. Moreover, such fungicides are suitable for controlling fungi which in particular attack the roots of wood or plants. The mixtures of the compounds I and π of the invention (= mixtures of the invention) and compositions thereof are of particular importance for controlling a number of pathogenic fungi on the following plants as well as reproductive material (for example seeds) and the harvested material of such plants: Various crop plants, such as grains, such as wheat, rye, buckwheat, triticale, oats or rice; leek, such as sugar beet or beet. 'Class 2, stone fruit and non-nuclear fruit, such as apple, Pear, plum, kernel, floor peach, strawberry, wood, kgitg kidney bean, flat... chestnut; legumes, such as 2:, glutinous or soy; oil plants, such as rape, sauerkraut, sauerkraut, sri choi, Coconut, cocoa, or soy; Cucurbitaceae, such as pumpkin 1, oil palm, peanut: 'such as cotton, linen, hemp or yellow fiber, lemon, grapefruit or hanging orange; vegetables such as orange, asparagus, cabbage Plants, carrots such as spinach, squash or sweet pepper; laurel, singapore, horse-aged potato, southern raw material plants, such as corn bran, cinnamon or camphor; energy and 136128.doc Soybean, wheat, rapeseed, ginseng or oil•43· 200930297 brown; corn; in grass; nuts; curry; tea; banana; vine (edible grape and wine grape); hop; grass, such as grass; Rubber plants; ornamental plants and forest plants such as flowers, shrubs, and deciduous conifers. And, a mixture of the compounds 1 and 11 of the present invention (= a mixture of the present invention) and a composition thereof are preferably used for controlling the following plants and the propagation material (for example, seed) and the harvested products of such plants. a large number of fungal pathogens: crops such as potatoes, sugar beets, tobacco, wheat, rye, barley, oats, rice, corn, cotton, sorghum, canola, legumes, geranium, coffee or sugar cane; fruit trees, Grape vines and ornamental plants and vegetables such as cucumbers, tomatoes, beans and pumpkins. "plant propagation material" includes all production parts of plants, such as seeds, and vegetatively propagated plant parts, such as seedlings and tubers (eg, potatoes) that can be used to propagate plants. These include seeds, roots, fruits, tubers. , bulbs, rhizomes, buds and other plant parts, including seedlings and seedlings transplanted after germination or after germination of the scorpion. Seedlings can be protected by partial or complete treatment, for example by dipping or watering to resist harmful fungi Treatment of plant propagation material with a mixture of compounds 1 and 11 of the invention (= mixtures of the invention) and compositions thereof for controlling a large number of fungal pathogens in plants such as grasses, such as wheat, rye, barley or Oats, rice, corn, cotton and soybeans. The term crop plants also includes cultivated, mutant-induced or genetically engineered plants, including other plants, including biotechnologies for sale or under development (see for example Http://www.bi〇〇136128.doc • 44 - 200930297 Genetically modified plants are not produced under natural conditions A method of modifying a plant of genetic material by hybridization, mutation, or by natural recombination (ie, genetic information recombination). In general, one or more genes are integrated into the genetic material of the plant to improve plant properties. Genetically engineered modifications include, for example, by glycosylation or by linking a polymer (such as a prenylation, acetamidine or farnesylate group or a PEG* group) to a protein, oligopeptide or polypeptide. Perform post-translational modifications.
以實例說明,可提及藉由培育及基因工程對某些類別之 除草劑耐受的植物,該等除草劑諸如羥苯丙酮酸二加氧酶 (HPPD)抑制劑、乙醯乳酸合酶(ALS)抑制劑(諸如,磺醯脲 (sulfonylurea)(EP-A 257 993、US 5,013,659)或咪唑啉酮 (imidazolinone)(例如 US 6,222,100 > WO 01/82685、WOBy way of example, mention may be made of plants which are tolerant to certain classes of herbicides by cultivation and genetic engineering, such as hydroxyphenylpyruvate dioxygenase (HPPD) inhibitors, acetamidine lactate synthase ( ALS) inhibitors (such as sulfonylurea (EP-A 257 993, US 5,013, 659) or imidazolinone (for example US 6,222,100 > WO 01/82685, WO
00/26390、WO 97/41218、WO 98/02526、WO 98/02527、 WO 04/106529、WO 05/20673、WO 03/14357、WO 03/13225、WO 03/14356、WO 04/16073)、烯醇式丙綱酿 基莽草酸-3-磷酸合酶(EPSPS)抑制劑(諸如,草甘鱗 (glyphosate)(參見例如WO 92/00377))、麩醯胺酸合成购^ (GS)抑制劑(諸如,草銨膦(glufosinate)(參見例如Ep_A 236、EP-A 242 246))或對二苯曱腈(oxynil)除草劑(參 如US 5,559,〇24)。舉例而言,對咪唑啉_ (例如,〆見例 ,甲氧味 SE. 工程方 草煙(imazamox))财受之 Clearfield® 油菜、 Germany)藉由培育及突變誘發產生。藉助於基因 法’產生抵抗草甘膦或草銨膦且可以商β 名稱00/26390, WO 97/41218, WO 98/02526, WO 98/02527, WO 04/106529, WO 05/20673, WO 03/14357, WO 03/13225, WO 03/14356, WO 04/16073), Enol-type propyl-based oxalic acid-3-phosphate synthase (EPSPS) inhibitors (such as glyphosate (see for example WO 92/00377)), glutamic acid synthesis (GS) inhibition Agents such as glufosinate (see for example Ep_A 236, EP-A 242 246) or oxynil herbicides (see US 5,559, 〇 24). For example, for imidazoline _ (for example, 〆 , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , Produce resistance to glyphosate or glufosinate by means of genetic methods'
RoundupReady'抵抗草甘膦,Monsanto,U,S,a、 )及 Liberty 136128.doc 45- 200930297RoundupReady' resistance to glyphosate, Monsanto, U, S, a, ) and Liberty 136128.doc 45- 200930297
Link (抵抗草銨膦,Bayer CropScience,Germany)獲得之 農作物植物,諸如大豆、棉花、玉米、甜菜及油菜。 亦包括由於基因工程而產生一或多種毒素(例如,菌株 芽孢桿菌屬(Bacillus)之彼等毒素)之植物。藉由該等遺傳 修飾之植物產生之毒素包括(例如):芽孢桿菌屬(尤其蘇雲 金芽孢桿菌(B· thuringiensis))之殺蟲蛋白,諸如内毒素 CrylAb、CrylAC、CrylF、CrylFa2、Cry2Ab、㈣八、Crop plants (such as soybean, cotton, corn, sugar beet, and canola) obtained from Link (resistance to glufosinate, Bayer CropScience, Germany). Also included are plants which produce one or more toxins (e.g., the toxins of the genus Bacillus) due to genetic engineering. Toxins produced by such genetically modified plants include, for example, Bacillus sp. (especially B. thuringiensis) insecticidal proteins such as endotoxin CrylAb, CrylAC, CrylF, CrylFa2, Cry2Ab, (four) eight ,
Cry3Bbl、Cry9c、Cry34Abl 或 Cry35Abl ;或營養期殺蟲 蛋白(νιρ),例如VIP1、VIP2、VIp3或VIp3A ;線蟲移植 細菌(例如,發光桿菌屬(ph〇i〇rhabdus spp )或致病桿菌屬 (Xenorhabdus spp.))之殺蟲蛋白;動物有機體之毒素,例 如黃蜂、蜘蛛或蠍毒素;例如來自鏈黴菌(Strept〇mycetes) 之真菌毒素;例如來自豌豆或大麥之植物凝集素(lectin); 凝集素(agglutinin);蛋白酶抑制劑,例如胰蛋白酶抑制 劑、絲胺酸蛋白酶抑制劑、帕特s(patatin)、半胱胺酸蛋 ❹ 白酶抑制劑或木瓜蛋白酶抑制劑;核糖體失活蛋白 (RIP),例如篦麻毒素(ricin)、玉米_Rlp、相思子毒素 (abrin)、絲瓜籽核糖體失活蛋白(luffin)、沙泊寧(saporin) 4泊歧(bryodin);類固醇代謝酶,例如3_絲類固醇氧 . 化酶、蜆皮類固醇“DP糖基轉移酶、膽固醇氧化酶、蛻皮 激素抑制劑或(Μ:。—原酶;離子通道阻斷劑,例如 鈉通道或鈣通道之抑制劑;保幼激素酯酶;利尿激素受體 (螺旋激肽(helicokinin)受體);二苯乙烯合酶、聯苄基合 酶、幾丁 _ (Chitinase)及葡聚糖酶(glucanase)。在該等植 136128.doc -46- 200930297 物中,此等毒素亦可以前毒素(pretoxin)、雜化蛋白或截短 或以其他方式修飾之蛋白質形式存在。雜化蛋白特徵為不 同蛋白質結構域之新穎組合(參見例如WO 2002/015701)。 該等毒素或產生此等毒素之經遺傳修飾之植物的其他實例 揭示於丑?-入 374 753、\¥〇 93/07278、\¥〇 95/34656、丑卩-A 427 529、EP-A 451 878、WO 03/18810及 WO 03/52073 中。用於產生此等經遺傳修飾之植物的方法為熟習此項技 術者所知且揭示於(例如)上文所提及之公開案中。上文所 提及之許多毒素給予產生其之植物對來自所有分類學節肢 動物綱、尤其曱蟲(Coeleropta)、雙翅目昆蟲(雙翅目 (Diptera))及蝴蝶(鱗翅目(Lepidoptera))及線蟲(線蟲綱 (Nematoda))之耐受性。產生一或多個編碼殺蟲毒素之基因 的經遺傳修飾之植物描述於(例如)上文所提及之公開案 中,且該等植物中之一些可購得’諸如YieldGard®(產生毒 素CrylAb之玉米品種)、YieldGard® Plus(產生毒素CrylAb 及Cry3Bbl之玉米品種)、Starlink®(產生毒素Cry9c之玉米 品種)、Herculex® RW(產生毒素 Cry34Abl、Cry35Abl及酶 磷絲菌素-N-乙醯基轉移酶[PAT]之玉米品種)、NuCOTN® 33B(產生毒素CrylAc之棉花品種)、Bollgard® 1(產生毒素 Cryl Ac之棉花品種)、Bollgard® 11(產生毒素Cryl Ac及 Cry2Ab2之棉花品種)、VIPCOT®(產生VIP毒素之棉花品 種)、NewLeaf®(產生毒素Cry3A之馬鈴薯品種)、Bt-Xtra® 、 NatureGard® 、 KnockOut® 、 BiteGard® 、 Protecta®、Btl 1(例如,Agrisure® CB)及 Btl76(來自 136128.doc -47- 200930297Cry3Bbl, Cry9c, Cry34Abl or Cry35Abl; or vegetative insecticidal protein (νιρ), such as VIP1, VIP2, VIp3 or VIp3A; nematode-transplanted bacteria (for example, Phytophthora (ph〇i〇rhabdus spp) or pathogenic genus ( Xenorhabdus spp.)) a pesticidal protein; a toxin of an animal organism, such as a wasp, a spider or a toxin; for example, a mycotoxin from Strept〇 mycetes; for example, a lectin from pea or barley; agglutination Agglutinin; protease inhibitors, such as trypsin inhibitors, serine protease inhibitors, patatin, cysteine trypsin inhibitor or papain inhibitor; ribosome inactivating protein (RIP), such as ricin, corn_Rlp, abrin, loofin ribosome inactivating protein (luffin), saporin (sporin) 4 beryodin; steroid metabolism enzyme For example, 3_ silk steroid oxygen. oxidase, ecdysteroid steroid "DP glycosyltransferase, cholesterol oxidase, ecdysone inhibitor or (Μ: - original enzyme; ion channel blocker, such as sodium channel or calcium Inhibitor of channel; juvenile hormone esterase; diuretic hormone receptor (helicokinin receptor); stilbene synthase, bibenzyl synthase, chitinase and glucanase ( Glucanase). In these plants 136128.doc -46- 200930297, these toxins may also be present as pretoxins, hybrid proteins or truncated or otherwise modified proteins. The characteristics of the hybrid proteins are different. A novel combination of protein domains (see, for example, WO 2002/015701). Other examples of such toxins or genetically modified plants that produce such toxins are disclosed in Ugly-in 374 753, \¥〇93/07278, \¥ 〇95/34656, ugly-A 427 529, EP-A 451 878, WO 03/18810 and WO 03/52073. Methods for producing such genetically modified plants are known to those skilled in the art and It is disclosed, for example, in the publications mentioned above. Many of the toxins mentioned above are given to plants which produce them from all taxonomic arthropods, especially aphids (Coeleropta), Diptera insects (double Diptera (Diptera) and butterfly (Lepidopter) a)) and the tolerance of nematodes (Nematoda). Genetically modified plants that produce one or more genes encoding insecticidal toxins are described, for example, in the publications mentioned above, and Some of these plants are available for 'YieldGard® (corn variety producing toxin CrylAb), YieldGard® Plus (corn variety producing toxin CrylAb and Cry3Bbl), Starlink® (corn variety producing toxin Cry9c), Herculex® RW (Corn varieties producing the toxins Cry34Abl, Cry35Abl and the enzymes phosphinothricin-N-acetyltransferase [PAT]), NuCOTN® 33B (the cotton variety producing the toxin CrylAc), Bollgard® 1 (the cotton producing the toxin Cryl Ac) Variety), Bollgard® 11 (cotton variety producing toxin Cryl Ac and Cry2Ab2), VIPCOT® (cotton variety producing VIP toxin), NewLeaf® (potato variety producing toxin Cry3A), Bt-Xtra®, NatureGard®, KnockOut® , BiteGard®, Protecta®, Btl 1 (eg, Agrisure® CB) and Btl76 (from 136128.doc -47- 200930297
Syngenta Seeds SAS,France)(產生毒素 CrylAb 及 PAT 酶之 玉米品種)、MIR604(來自 Syngenta Seeds SAS,France)(產 生毒素Cry3A之修飾型式的玉米品種,參見WO 03/018810)、MON 863(來自 Monsanto Europe S.A., Belgium)(產生毒素Cry3Bbl之玉米品種)、IPC 531(來自 Monsanto Europe S.A.,Belgium)(產生毒素CrylAc之修飾型 式的棉花品種)及 1507(來自 Pioneer Overseas Corporation, Belgium)(產生毒素CrylF及PAT酶之玉米品種)。 亦包括由於基因工程而產生一或多種更穩固或對細菌、 病毒或真菌病原體具有增加之抗性之蛋白質(諸如,病理 相關蛋白質(PR蛋白,參見EP-A 0 392 225)、抗性蛋白(例 如’產生兩種對抗來自野生種墨西哥馬鈴薯晚疫病 (Solanum bulbocastanum)之晚疫病菌(Phytophthora infestans)之抗性基因的馬鈐薯品種)或T4溶菌酶(例如,藉 由產生此蛋白質而抵抗諸如梨水疫病歐文菌(Erwinia amylvora)之細菌的馬鈴薯品種))的植物。 亦包括藉助於基因工程方法,例如藉由增強潛在產率 (例如,生物質量、榖物產率、澱粉、油或蛋白質含量)、 對乾旱、鹽或其他限制性環境因素之耐受性或對害蟲及真 菌、細菌及病毒病原體之抗性而生產力得以改良之植物》 亦包括已藉助於基因工程方法將成份改質以尤其改良人 類或動物飲食之植物,例如產生促進健康之長鏈Ω3脂肪酸 或單不飽和Ω9脂肪酸之油料植物(例如,Nexera®油菜, DOW Agro Sciences,Canada)。亦包括已藉助於基因工程 136128.doc -48 · 200930297 藉由增加馬鈐薯之支 馬鈐薯,BASF SE, 方法改質以改良原材料產量(例如, 鍵殿粉含量)之植物(Amfl〇ra® Germany) ° 特疋σ之,本發明之化合物嗅狀混合物卜本發明之混 合物)及其組合物適於控制以下植物疾病: ΟSyngenta Seeds SAS, France) (maize variety producing toxin CrylAb and PAT enzymes), MIR604 (from Syngenta Seeds SAS, France) (a maize variety producing a modified version of the toxin Cry3A, see WO 03/018810), MON 863 (from Monsanto) Europe SA, Belgium), a corn variety that produces the toxin Cry3Bbl, IPC 531 (from Monsanto Europe SA, Belgium) (a cotton variety that produces a modified version of the toxin CrylAc) and 1507 (from Pioneer Overseas Corporation, Belgium) (produces the toxin CrylF and PAT enzyme corn variety). Also included are genetically engineered one or more proteins that are more robust or have increased resistance to bacterial, viral or fungal pathogens (eg, pathologically related proteins (PR protein, see EP-A 0 392 225), resistance proteins ( For example, 'produce two species of horse mash potato against the resistance gene of Phytophthora infestans from the wild species Solanum bulbocastanum) or T4 lysozyme (for example, by producing this protein to resist such as A plant of the potato variety of the bacterium of Erwinia amylvora))). Also included by means of genetic engineering methods, for example by enhancing potential yield (eg, biomass, yield, starch, oil or protein content), tolerance to drought, salt or other limiting environmental factors, or pests Plants with improved resistance to fungal, bacterial and viral pathogens also include plants that have been genetically engineered to modify the composition of the human or animal diet, for example to produce healthy long-chain omega-3 fatty acids or An oil plant of unsaturated omega-9 fatty acids (eg, Nexera® canola, DOW Agro Sciences, Canada). It also includes plants that have been modified to improve the yield of raw materials (eg, key powder content) by means of genetic engineering 136128.doc -48 · 200930297 by adding horses and potatoes, BASF SE, method (Amfl〇ra) ® Germany) °Special σ, the olfactory mixture of the compounds of the invention, and mixtures thereof, are suitable for controlling the following plant diseases:
觀賞植物、蔬菜作物(例如,油菜白錄菌(A. candida))及 向日葵(例如婆羅門參白錄菌(Α·的⑼㈣⑽“))上之白錄 菌屬(Albugo spp.)(白銹病);蔬菜、油菜(例如,芸苔生鏈 格孢菌(A. brassicola)或白菜黑斑病菌(a brassicae))、糖 用甜菜(例如’細鏈格孢菌(A.tenuis))、水果、水稻、大豆 以及馬鈴薯(例如,底腐病菌(A· solani)或赤星病菌(A. alternata))及番矿〇(例如’底腐病菌或赤星病菌)上之鏈格孢 菌屬(Alternada spp.)(黑點病,黑色大斑點)及小麥上之鏈 格抱菌屬(黑頭);糖用甜菜及蔬菜上之絲囊黴屬 (Aphanomyces spp.);縠物及蔬菜上之殼二孢屬(Asc〇chyta spp.) ’例如小麥上小麥黑腐病(A. tritici)(殼二孢褐斑病 (Ascochyta leaf blight))及大麥上之大麥黑腐病(Α· hordei) ’平臍蹲抱屬Spp )及内臍螺孢屬 (Drechslera spp.)(有性態:旋孢腔菌屬(c〇chli〇b〇lus spp.)) ’例如玉米上之葉斑病(玉蜀黍内臍蠕孢菌(D. maydis)及玉米生離蠕孢(β· zeic〇la)),例如穀物上之小麥 穎斑枯病(glume bl〇tch)(小麥根腐病菌(B. sorokiniana))及 水稻及草地上之稻平臍螺抱(B. oryZae);穀物(例如,小麥 或大麥)上之禾本科布氏白粉菌(Blumeria graminis)(原名: 136128.doc -49- 200930297 禾白粉菌(Erysiphe graminis))(白粉病(powdery mildew)); 葡萄藤上葡萄座腔菌屬(Botryosphaeria spp.)('黑死枝病') (例如,圓葡萄座腔菌(B. obtusa));無核小水果及梨果(尤 其草莓)、蔬菜(尤其萵苣、胡蘿蔔、塊根芹及甘藍)、油 菜、花卉、葡萄藤、森林作物及小麥(穗黴菌(ear mold))上 之灰黴孢菌(Botrytis cinerea)(有性態:富氏葡萄孢盤菌 (Botryotinia fuckeliana):灰黴病,灰腐病);萵苣上之萵 苣霜黴病(Bremia lactucae)(霜黴病(downy mildew));落葉 樹及針葉樹上之長嗓殼菌屬(Ceratocystis spp.)(同義··長 喙黴屬(Ophiostoma spp.))(藍變真菌(blue stain fungus)), 例如输樹上之榆梢枯長β彖徽(C. ulmi)(荷蘭输樹病(Dutch' elm disease));玉米(例如,玉米尾孢菌葉斑病(C. zeae_ maydis))、水稻、糖用甜菜(例如,甜菜褐斑病菌(c. beticola))、甘蔗、蔬菜、咖啡豆、大豆(例如,大豆灰斑 病菌(C· sojina)或大豆紫斑病菌(c. kikuchii))及水稻上之尾 孢屬(Cercospora spp.)(尾孢菌葉斑病);番茄(例如,黃枝 孢黴(C. fulvum):番茄葉黴病)及榖物上之枝孢菌屬 (Cladosporium spp.) ’例如小麥上之草本枝孢黴(c. herbarum)(穗腐病(ear rot));穀物上之麥角菌(Ciaviceps purpurea)(麥角病);玉米(例如,玉米圓斑病菌(c. carbonum))、榖物(例如’禾旋孢腔菌(C. sativus),無性 態:小麥根腐平臍螺抱(B. sorokiniana):小麥穎斑枯病)及 水稻(例如,水稻旋抱腔菌(C. miyabeanus),無性態:稻螺 孢菌(H. oryzae))上之旋孢腔菌(無性態:長蠕孢菌 136128.doc •50· 200930297 (Helminthosporium)或平臍蠕孢)屬(葉斑病);棉花(例如, 棉花炭疽病(C· gossypii))、玉米(例如,禾生刺盤孢(c, graminicola):莖腐病及炭疽病(anthracn〇sis))、無核小水 果、馬鈴薯(例如’馬鈴薯炭疽病菌(c· coce〇des):萎蔫 病)菜豆(例如’菜豆厌症病菌(C. lindemuthianum))及大 豆(例如’大豆炭疫病(C. truncatum))上之刺盤抱屬 (Colletotrichum sPP.)(有性態:小叢殼屬(G1〇merella SPP.))(炭疽病);絲核菌屬(Corticium spp.),例如水稻上之 紋枯病菌(C. sasakii)(紋枯病);大豆及觀賞植物上之山爲 豆生棒孢菌(Corynespora cassiicola)(葉斑病);孔雀斑菌屬 (Cyeloconium spp.),例如撖欖上之油橄欖孔雀斑病(c oleaginum),果樹、葡萄藤(例如,鶴掌揪柱孢菌(c. liriodendri),有性態:鵝掌楸新叢赤殼菌(Ne〇nectHa liriodendri),烏腳病)及許多觀賞樹木上之柱孢菌屬 (Cylindrocarpon spp·)(例如,果樹癌或葡萄藤之烏腳病, 有性態:叢赤殼屬(Nectria spp.)或新叢赤殼屬(Neonectria SPP·)) ’大豆上之白紋羽病菌(Dematophora necatrix)(有性 態:褐堅座殼(Rosellinia necatrix))(根/莖腐病);間座殼屬 (Diaporthe spp.),例如大豆上之大豆莖潰瘍病菌(D phaseol〇rum)(莖疾病);玉米、穀物(諸如大麥(例如,網斑 内臍蠕孢菌(D. teres),網斑病)及小麥(例如,小麥德氏黴 (D. tritici_repentis) : DTR葉斑病)、水稻)及草地上之内臍 蠕孢屬(Drechslera spp.)(同義:長蠕孢菌屬,有性態:核 腔菌屬(Pyrenophora spp.));葡萄藤上之艾司卡病(esca 136128.doc -51· 200930297 disease)(葡萄藤枯萎病,卒中(apoplexia)) ’其係由斑點嗜 蘭孢孔菌(Formitiporia punctata)(同義:針層孔菌 (Phellinus punctatus))、地.中海嗜蘭抱孔菌(F. mediterranea)、垣抱伐莫尼亞菌(Phaeomoniella chlamydospora)(原名:垣孢伐莫尼目菌(Phaeoacremonium chlamydosporum))、寄生瓶黴菌(Phaeoacremonium aleophilum)及/或圓葡萄座腔菌引起;仁果(燃燒痂囊腔菌 (E. pyri))及無核小水果(覆盆子痂囊腔菌(E· veneta):炭疽 病)以及葡萄藤(葡萄黑痘病菌(E. amPelina):炭疽病)上之 痂囊腔菌屬(Elsinoe spp.);水稻上之稻黑腫病菌(Entyloma oryzae)(稻葉黑粉菌);小麥上之附球菌屬(Epicoccum spp.)(黑頭);糖用甜菜(甜菜白粉菌(E. betae))、蔬菜(例 如,豌豆白粉菌(E. pisi),諸如黃瓜物種(例如’二孢白粉 菌(E. cichoracearum))及甘藍物種(諸如油菜(例如,十字花 科白粉菌(E. cruciferarum)))上之白粉菌屬(Erysiphe spp.)(白粉病);果樹、葡萄藤及許多觀賞樹木上之猝倒病 菌(Eutypa lata)(猝倒病菌癌或梢枯病,無性態:爛皮病 (Cytosporina lata),同義:枯萎病(Libertella blepharis)); 玉米上之突臍蠕孢屬(Exserohilum spp.)(同義:長蠕抱 菌)(例如,玉米大斑病菌(E. turcicum));各種植物上之錄 抱菌屬(Fusarium spp.)(有性態:赤黴菌(Gibberella))(萎萬 病,根及莖腐病),諸如榖物(例如,小麥或大麥)上之禾穀 鐮刀菌(F_ graminearum)或大刀錄孢(F. culmorum)(根腐病 及銀頂病)、番茄上之尖孢鐮刀菌(F. oxysporum)、大豆上 136128.doc -52- 200930297 之腐皮鐮刀菌(F. s〇lani)及玉米上之輪枝樣鐮刀菌(f verticillioides);穀物(例如,小麥或大麥)及玉米上之禾頂 囊殼菌(Gaeumannomyces graminis)(麥類全蝕病);穀物(例 如’玉蜀黍赤徽(G. zeae))及水稻(例如,藤倉赤毒菌(〇. fujikuroi).惡苗病)上之赤徽菌屬(GUberella spp.);葡萄 藤、仁果及其他植物上之圍小叢殼菌(G1〇merelu cingulata)及棉花上之棉小叢殼菌(G_ g〇ssypii);水稻上之 粒銹病(grainstaining complex);葡萄藤上之葡萄球座菌 (Guignardia bidwellii)(黑腐病);薔薇科及檜柏上之裸孢子 囊菌屬(Gymnosporangium spp·) ’例如梨上之梨樹裸孢子 囊菌(G. sabinae)(梨銹病);玉米、榖物及水稻上之長螺孢 菌屬(同義:内臍蠕抱’有性態:旋抱腔菌);聪抱銹菌屬 (Hemileia spp.),例如咖啡上之咖啡駝孢銹菌(H vastatrix)(咖啡葉銹病);葡萄藤上之葡萄褐斑病菌 (Isariopsis clavispora)(同義:葡萄枝孢黴(clad〇sp〇rium vitis));大豆及棉花上之菜豆殼球孢菌(Macr〇ph〇mina phaseolina)(同義:菜豆殼球孢(Macr〇ph〇mina phaseoli))(根/莖腐病);榖物(例如,小麥或大麥)上之雪黴 鐮刀菌(Microdochium nivale)(同義:雪黴鐮孢菌(Fusarium nivale))(粉紅雪腐病);大豆上之白粉病菌(Micr〇sphaera diffnsa)(白粉病);褐腐病菌(M0niiinia spp.),例如核果及 其他薔微科上之核果褐腐菌(M. laxa)、桃褐腐病菌(M. fructicola)及仁果褐腐菌(M. fructigena)(花及枝萎病);穀 物、香蕉、無核小水果及花生上之球腔菌屬 136128.doc •53- 200930297 (Mycosphaerella spp.),諸如小麥上之禾榖根結線蟲(m graminiC〇la)(無性態:小麥殼針孢(Septoria tritici),殼針 孢屬葉斑病)或香蕉上之斐濟球腔菌(M. fijiensis)(香蕉葉 斑病),甘▲(例如,紫菜薹霜黴病(Ρ· brassicae))、油菜(例 如,寄生霜黴菌(P· parasitica))、鱗莖植物(例如,洋蔥露 菌病(Ρ· destructor))、菸草(菸草霜黴菌(P. tabacina))及大 豆(例如 大豆霜磁病(P. manshurica))上之霜黴屬 (Peronospora spp.)(霜黴病);大豆上之豆薯層銹菌 (Phak〇psora pachyrhizi)及山馬蝗層銹菌(p meib〇miaex大 豆銹病),例如葡萄藤(例如,葡萄藤瓶黴病(p. tracheiphila)及四孢藻瓶黴(p tetrasp〇ra))及大豆(例如,大 豆瓶黴病(P. gregata):莖病)上之瓶黴屬(Phialophora PP.) ’油菜及甘藍上之黑脛病菌(Ph〇ma ungam)(根及莖腐 病)及糖用甜菜上之甜菜莖點黴(p. betae)(葉斑病广向日 葵、葡萄藤(例如,葡萄生單轴黴(ρ· vitic〇la):括枝病)及 ❹ 大旦(例如,莖腐/莖斑病:大豆擬莖點黴(P. phaseoli),有 性態.大旦黑點病菌(Diap〇rthe phase〇l〇rum))上之擬莖點 ' 黴屬(Ph〇m〇psis spp.);玉米上之玉米草斑點病菌 (Physoderma maydis)(褐斑病);各種植物上之疫黴菌屬 (Phytophthora spp.)(萎蔫病,根、葉、莖及果實腐爛病), 諸如甜椒及黃瓜物種(例如,辣椒疫黴菌(P. capsici))、大 旦(例如,大且疫病(Ρ· megasperma),同義:大豆疫黴根 腐病菌(p. sojae))、馬鈐薯及番祐(例如,晚疫病菌(Ρ· infestans) ··晚疫病及褐腐病)及落㈣(例如,橡樹卒死症 136128.doc •54- 200930297 (Ρ· ramorum):櫟樹猝死病菌)上;甘藍、油菜、蘿蔔及其 他植物上之甘藍根腫菌(Plasmodiophora brassicae)(根腫 病);單軸黴屬(Plasmopara Spp.),例如葡萄藤上之葡萄生 單軸黴(P. viticola)(葡萄藤霜黴菌,霜黴病)及向曰葵上之 向曰葵霜黴病(P_ halstedii);薔薇科、蛇麻子、仁果及無 核小水果上之叉絲單囊殼屬(p〇d〇Sphaera Spp.)(白粉病), 例如蘋果上之白叉絲單囊殼菌(P. leucotricha);多黏菌屬 (Polymyxa spp.),例如穀物(諸如,大麥及小麥(禾榖多黏 菌(P. graminis))及糖用甜菜(甜菜多黏菌(p betae))上及因 此傳播之病毒性疾病;穀物(例如,小麥或大麥)上之卷毛 狀假小尾抱(Pseudocercosporella herpotrichoides)(眼狀斑 紋/破莖,有性態:Tapesia yallundae);各種植物上之假霜 黴(Pseudoperonospora)(霜黴病),例如黃瓜物種上之黃瓜 霜黴病菌(P. cubensis)或蛇麻草上之萚草假霜黴(p. humili) ’葡萄藤上之葡萄角斑葉焦病菌(pseud〇pezicuia tracheiphila)(角葉焦病,無性態:瓶黴屬);各種植物上之 柄銹菌屬(Puccinia spp.)(銹病),例如穀物(諸如,小麥、 大麥或裸麥)上之小麥銹病(Ρ· tritieina)(小麥葉銹病)、小 麥條銹病(P. striiformisx黃銹病)、大麥柄銹菌(p. h〇rdei)(大麥矮葉銹病)或向曰葵柄銹菌(p. graminis)(黑銹 病)或小麥隱匿柄銹菌(P. rec〇ndita)(黑麥葉銹病)及蘆筍上 (例如,天冬柄銹菌(p. asparagi));小麥上之小麥德氏黴 (Pyrenophora tritici-repentis)(無性態:内濟蠕孢)(葉枯病) 或大麥上之網斑内臍螺孢菌(p teres)(網斑病)·梨孢屬 136128.doc •55· 200930297 (Pyricularia spp.),例如水稻上之稻梨抱(ρ· 〇ryzae)(有性 態.稻瘦病菌(Magnaporthe grisea),稻瘟病)及草地及榖 物上之稻痙病菌(P. grisea);草地、水稻、玉米、小麥、 棉花、油菜、向日葵、糖用甜菜、蔬菜及其他植物上之腐 、 黴菌(Pythium s.pp.)(立枯病),(例如,棉腐病(p. ultimum) 或瓜果腐黴(Ρ· aphanidermatum));柱隔抱屬(Ramularia spp.)’例如大麥上之天鶴膠柱隔抱(R c〇n〇-cygni)(柱隔抱 葉及草斑病/生理學上葉斑病)及糖用甜菜上之甜菜葉斑病 ❹ 菌(R. beticola);棉花、水稻、馬鈴薯、草地、玉米、油 菜、馬鈴薯、糖用甜菜、蔬菜及各種其他植物上之絲核菌 屬(Rhizoctonia spp·),例如,大豆上之立枯絲核菌(R. solani)(根及莖腐病)、水稻上之立枯絲核菌(紋枯病)或小 麥或大麥上之禾榖絲核菌(r‘ cerealis)(明顯眼狀斑紋(sharp eyespot));草莓、胡蘿蔔、甘藍、葡萄藤及番茄上之葡枝 根黴(Rhizopus stol〇nifer)(軟腐病);大麥、裸麥及黑小麥 ❹ 上之大麥雲紋病菌(Rhynchosporium secalis)(葉斑病);水 稻上之稻帚梗柱孢(Sarocladium 〇ryzae)及帚枝黴屬真菌(s , attenuatum)(鞘腐病);蔬菜及田間農作物上之核盤黴屬 (Sclerotinia spp.)(莖腐病或白腐病),諸如油菜、向曰葵 (例如,油菜菌核病菌(Sclerotinia scier〇ti〇rum))及大豆(例 如,白絹病菌(S. rolfsii))上之核盤黴屬;各種植物上之殼 針孢屬(Septoria spp.),例如大豆上之斑枯病(s glycines)(葉斑病)、小麥上之小麥殼針孢(s. tritici)(殼針孢 屬葉斑病)及榖物上之穎枯殼多孢(s n〇d〇rum))(同義:穎 136128.doc -56- 200930297 〇 枯殼多孢(Stagonospora nodorum))(葉斑病及小麥穎斑枯 病);葡萄藤上之葡萄白粉病菌(Uncinula necator)(同義: 白粉菌(Erysiphe))(白粉病,無性態:葡萄粉抱(oidium tuckeri));玉米(例如,玉米大斑病菌(S. turcicum),同 義:大斑病長螺抱(Helminthosporium turcicum))及草地上 之刺球腔菌屬(Setosphaeria spp.)(葉斑病);玉米(例如,絲 軸黑粉菌(S. reiliana):粒黑穗病)、粟及甘蔗上之黑粉菌 屬(Sphacelotheca spp.)(黑穗病);黃瓜物種上之蒼耳單絲 殼(Sphaerotheca fuliginea)(白粉病);馬鈐薯上之馬鈴薯粉 病菌(Spongospora subterranea)(粉痂病)及藉此傳播之病毒 性疾病;榖物上之殼多孢屬(Stag0nospora spp.),例如小 麥上之穎枯殼多孢(S. nodorum)(葉斑病及小麥穎斑枯病, 有性態:小麥穎枯病(Leptosphaeria nodorum)[同義:小麥 葉桔病菌(Phaeosphaeria nodorum)];馬鈴薯上之馬鈴薯癌 腫病菌(Synchytrium endobioticum)(馬鈴薯癌腫疾病);外 囊菌屬(Taphrina spp.),例如桃上之畸形外囊菌^ def0rmans)(曲葉病)及李子上之李外囊菌(t pruni)(李袋果 病);於草、仁果、蔬菜作物、大豆及棉花上之㈣珠徽 屬SPP.)(黑根腐病),例如棉花根串珠徽菌 (Τ· —α)(同義:根串珠黴菌(咖咖elegans));穀物 上之腥黑穗病菌屬(頂etiaspp.)(小麥腥黑稳病),諸如小 麥腥黑粉菌(T_ tritici)(同義·[也Ornamental plants, vegetable crops (eg, A. candida) and sunflowers (eg, Brahman's genus (9) (4) (10)))) (Albugo spp.) (white rust) Vegetables, rapeseed (for example, A. brassicola or a brassicae), sugar beet (eg 'A. tenuis'), fruit, Alternada spp. on rice, soybeans, and potatoes (eg, A. solani or A. alternata) and cannabis (eg, 'bottom rot or brown smut'). (black spot disease, black spot) and the genus Bacillus (blackhead) on wheat; Aphanomyces spp. on sugar beet and vegetables; (Asc〇chyta spp.) 'For example, wheat rot (A. tritici) (Ascochyta leaf blight) and barley black rot on barley (Α· hordei) 'flat umbilical hernia Spp) and Drechslera spp. (having a trait: c〇chli〇b〇lus spp.) Leaf spot disease (D. maydis and zeic 〇la), such as wheat grain blight (glume bl〇tch) (wheat root) B. sorokiniana and B. oryZae on rice and grassland; Blumeria graminis on cereals (eg, wheat or barley) (formerly 136128. Doc -49- 200930297 Erysiphe graminis (powdery mildew); Botryosphaeria spp. ('Black Death') (eg, round grapevine) B. obtusa); seedless small fruit and pear fruit (especially strawberry), vegetables (especially lettuce, carrot, celeriac and cabbage), rapeseed, flowers, vines, forest crops and wheat (ear mold) )) Botrytis cinerea (having a sexual state: Botryotinia fuckeliana: gray mold, gray rot); lettuce on the lettuce, Bremia lactucae (Cream) Downy mildew); Ceratocystis spp. on deciduous and coniferous trees ( Ophiostoma spp. (blue stain fungus), such as the stalk of the tree on the tree, C. ulmi (Dutch' elm) Disease)); corn (for example, C. zeae_ maydis), rice, sugar beet (for example, c. beticola), sugar cane, vegetables, coffee beans, soybeans (eg, C. sojina or C. kikuchii) and Cercospora spp. (C. cerevisiae leaf spot); tomato (eg, Xanthomonas oryzae) C. fulvum: tomato leaf mold) and Cladosporium spp. 'for example, c. herbarum (ear rot) on wheat; Ciaviceps purpurea (O. ergot) on corn; corn (for example, c. carbonum), sputum (eg 'C. sativus', asexual state : B. sorokiniana: wheat spot blight) and rice (for example, C. miyabeanus), asexual state: Spirospora Helicobacter pylori on the bacterium (H. oryzae) (non-sexual state: Helminthosporium 136128.doc • 50· 200930297 (Helminthosporium) or Helminthosporium) (cotton leaf spot); cotton (for example, cotton Anthracnose (C. gossypii), corn (eg, c, graminicola: stem rot and anthracn〇sis), seedless small fruit, potato (eg 'potato anthrax (c) · coce〇des): wilt disease) beans (such as 'C. lindemuthianum') and soybeans (such as 'C. truncatum') on Colletotrichum sPP. Behavior: G1〇merella SPP.) (Carassius auratus); Corticium spp., such as C. sasakii on rice (sclerotium); soybean And the mountain on the ornamental plant is Corynespora cassiicola (leaf leaf spot); the genus Cyeloconium spp., such as the oil peacock spot (C oleaginum), fruit trees, vines (for example) , C. liriodendri, has a sexual state: Liriodendron chinense ctHa liriodendri), and the Cylindrocarpon spp. on many ornamental trees (for example, the disease of the fruit tree or the vine of the vine, having a sexual state: Nectria spp. or Neonectria SPP·) Dematophora necatrix (sexual state: Rosellian necatrix) (root/stalk rot); Diaporthe spp.), for example, D phaseol〇rum (stem disease) on soybeans; corn, grain (such as barley (eg, D. teres, net spot disease) And wheat (for example, D. tritici_repentis: DTR leaf spot), rice) and the genus Drechslera spp. (synonym: Helminthosporium, sexual state: Pyrenophora spp.; esca disease on vines (esca 136128.doc -51· 200930297 disease) (vine wilt disease, apoplexia) (Formitiporia punctata) (synonym: Phellinus punctatus), diarrhea (F. mediterranea), Phaeomoniella chlamydospora (formerly known as Phaeoacremonium chlamydosporum), Phaeoacremonium aleophilum and/or Rhizoctonia solani; E. pyri (E. pyri) and non-nuclear small fruit (E. veneta: anthracnose) and vine (E. amPelina: anthrax) Disease) Elsinoe spp.; Entyloma oryzae on rice (Erythrium oryzae); Epicoccum spp. (blackhead) on wheat; sugar Beets (E. betae), vegetables (eg, E. pisi), such as cucumber species (eg, 'E. cichoracearum') and cabbage species (such as rapeseed (eg, Erysiphe spp. (E. crucifera)); fruit trees, vines, and Euthypa lata on many ornamental trees (cracking pathogens or Shoot blight, asexuality: rotten skin disease (Cytosporina lata), Synonym: Libertella blepharis); Exserohilum spp. on corn (synonymous: Long worm) (eg, E. turcicum); recorded on various plants Fusarium spp. (having a sexual state: Gibberella) (allergic diseases, root and stem rot), such as Fusarium graminearum (F_ graminearum) on booties (eg, wheat or barley) Or F. culmorum (root rot and silver top disease), F. oxysporum on tomato, Fusarium solani on 136128.doc -52- 200930297 (F. S〇lani) and f verticillioides on corn; cereals (eg, wheat or barley) and Gaeumannomyces graminis on corn (whole wheat eclipse); 'G. zeae' and rice (for example, GUberella spp.) on vines, pomegranates and other plants on the genus Ganoderma lucidum (〇. fujikuroi. G1〇merelu cingulata and cotton sclerotium (G_ g〇ssypii) on rice; rice Granstaining complex; Guignardia bidwellii (black rot) on the vine; genus Gymnosporangium spp. on the genus Rosaceae and cypress [eg pear tree on pear) G. sabinae (pear rust); corn, scorpion and Helicobacter spp. on rice (synonymous: inner umbilical creep 'has a sexual state: circumflex bacterium); Hemileia spp.), for example, H vastatrix (coffee leaf rust) on coffee; Isariopsis clavispora on grapevine (synonym: clad〇sp〇rium vitis )); Macr〇ph〇mina phaseolina (synonym: Macr〇ph〇mina phaseoli) (root/stalk rot) on soybeans and cotton; Microdochium nivale (synonymous: Fusarium nivale) (pink snow rot) on wheat or barley; Micr〇sphaera diffnsa (soy powdery mildew) on soybean; Brown rot (M0niiinia spp.), such as stone fruit and other nucleus M. laxa, M. fructicola and M. fructigena (flower and branch blight); grains, bananas, seedless fruits and balls on peanuts Phytophthora 136128.doc •53- 200930297 (Mycosphaerella spp.), such as wheat gram nematode (m gramini C〇la) (asexuality: Septoria tritici, genus Spot disease) or M. fijiensis (banana leaf spot) on bananas, ▲ (for example, seaweed downy mildew (Ρ·brassicae)), rapeseed (for example, parasitic downy mildew (P· Parasitica)), bulbous plants (eg, onion destructor), tobacco (P. tabacina), and soy (eg, P. manshurica) (Peronospora spp.) (downy mildew); Phak〇psora pachyrhizi and P. sylvestris rust (p meib〇miaex soybean rust) on soybeans, such as vines (eg, vine bottles) Mold disease (p. tracheiphila) and P. sphaeroides (p tetrasp〇ra) and soybeans (eg, soy mold (P. g) Regata): Phialophora PP. 'Ph〇ma ungam on rapeseed and cabbage (root and stem rot) and beetle on sugar beet (p Betae) (leaf leaf disease, wide sunflower, vine (for example, 单 vi vi ( : ρ : : : : : ) ) ) ) ) ) ) ) ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( P. phaseoli, a sexual state. Phpm〇psis spp. on the Diap〇rthe phase〇l〇rum; corngrass on corn Physoderma maydis (brown spot disease); Phytophthora spp. (wild wilt, root, leaf, stem and fruit rot) on various plants, such as sweet pepper and cucumber species (eg, pepper plague) P. capsici), large Dan (for example, large and plague megasperma, synonymous: Phytophthora sojae), horse yam and yum (eg, Phytophthora ( Ρ·infestans)··late blight and brown rot) and fall (4) (for example, oak death 136128.doc •54- 200930297 (Ρ·ramorum): eucalyptus dead fungus); Plasmodiophora brassicae (root swollen disease) on rapeseed, radish and other plants; Plasmopara Spp., such as P. viticola on grape vines Rattan downy mildew, downy mildew) and geranium downy mildew (P_halstedii); Rosaceae, hops, pome fruit and non-nuclear small fruit on the stellate sclerotium (p〇d 〇Sphaera Spp.) (powder disease), such as P. leucotricha on apples; Polymyxa spp., such as grains (such as barley and wheat) P. graminis) and sugar beet (p betae) and viral diseases that are transmitted; Pseudocercosporella herpotrichoides on cereals (eg, wheat or barley) (eye-like markings/broken stems, sexuality: Tapesia yallundae); Pseudoperonospora (downy mildew) on various plants, such as cucumber downy mildew (P. cubensis) or hops on cucumber species P. humili ' grape horn spot on vine Pseudo 〇pezicuia tracheiphila (corner leaf coke, asexuality: genus); various plants of the genus Puccinia spp. (rust), such as grains (such as wheat, barley or naked) Wheat rust (Ρ·tritieina) (wheat leaf rust), wheat stripe rust (P. striiformisx yellow rust), p. h〇rdei (barley dwarf rust) or hollyhock stalk P. graminis (black rust) or P. rec〇ndita (rye leaf rust) and asparagus (eg, p. asparagi); Pyrenophora tritici-repentis (non-sexual state: Helminthosporium) (leaf blight) or P. cerevisiae (net spot) on the barley 136128.doc •55· 200930297 (Pyricularia spp.), such as rice cultivar on rice (ρ· 〇ryzae) (having a sexual state, Magnaporthe grisea, rice blast) and rice on grassland and stork P. grisea; grassland, rice, corn, wheat, cotton, canola, sunflower, sugar beet, vegetables and Plant rot, mold (Pythium s. pp.) (Bacterial blight), (for example, cotton rot (p. ultimum) or Pythium aphid (Ρ· aphanidermatum); mul 抱 ( (Ramularia spp. ) 'For example, R c〇n〇-cygni on barley (column and leaf spot/physiological leaf spot) and beet leaf spot on sugar beet (R. beticola); Rhizoctonia spp. on cotton, rice, potato, grassland, corn, canola, potato, sugar beet, vegetables and various other plants, for example, the nucleus of soybean on the soybean R. solani (root and stem rot), Rhizoctonia solani (strain blight) on rice or r' cerealis on wheat or barley (clear ocular pattern (sharp) Eyespot)) Rhizopus stol〇nifer (soft rot) on strawberries, carrots, cabbage, vines and tomatoes; Rhynchosporium secalis on barley, rye and black wheat ( Leaf spot disease; Sarocladium 〇ryzae and Mycobacterium fungus (s , attenuatum ) on rice Rot); Sclerotinia spp. (stalk rot or white rot) on vegetables and field crops, such as rapeseed, geranium (for example, Sclerotinia scier〇ti〇rum) And soybeans (for example, S. cerevisiae (S. rolfsii)); Seponia spp. on various plants, such as s glycines on soybeans (leaf spots) Disease), wheat s. tritici (Saccharomyces cerevisiae leaf spot) and sputum on the sputum (sn〇d〇rum) (synonym: Ying 136128.doc - 56- 200930297 Stagonospora nodorum (leaf leaf spot and wheat spot blotch); Uncinula necator on grapevine (synonym: Erysiphe) (powder disease, no Behavior: oidium tuckeri); corn (for example, S. turcicum, synonymous: Helminthosporium turcicum) and Setosphaeria on the grass Spp.) (leaf leaf spot); corn (for example, S. reiliana: grain smut), millet and sweet Sphacelotheca spp. (smut) on sugarcane; Sphaerotheca fuliginea (powder disease) on cucumber species; Spongospora subterranea (powder on potato) Rickets) and the viral diseases that are transmitted therethrough; Stag0nospora spp., such as S. nodorum on wheat (spotted leaf spot and wheat spot blotch) , sexual status: Leptosphaeria nodorum [synonym: Phaeosphaeria nodorum]; Synchytrium endobioticum (potato cancer disease) on potato; Taphrina spp. ), for example, the ectoparasites def0rmans on the peach (curve leaf disease) and the outer bacillus (t pruni) on the plum; on the grass, kernels, vegetable crops, soybeans and cotton (4) The pearl emblem belongs to SPP.) (black root rot), such as cotton root bacillus (Τ· -α) (synonym: cadmium elegans); smut of smut on grain Etiaspp.) (wheat smut), such as wheat smut (T _ tritici) (synonymous [also
.、,^ 義.小麥網腥黑穗粉菌(T canes),小麥光腥黑穗病)及小 . C〇ntr〇Versa)(小麥矮腥黑穗病);大 ^ * 麥或小麥上之麥類雪腐 136I28.doc •57- 200930297 褐色小粒菌核病菌(Typhuia incarnata)(灰雪腐病);條黑粉 菌屬(ur0cystis spp.),例如裸麥上之黑麥桿黑穗病菌⑴ 〇CCUlta)(桿黑粉病);蔬菜植物上之單孢銹菌屬(Uromyces SPP.)(銹病)’諸如菜豆(例如,菜豆銹病菌⑴ appendicuUtus)’同義:長豇豆銹病(u phase〇H))及糖用 甜菜(例如,甜菜銹病菌(U_ betae));縠物(例如,大麥散 黑稳病(U. nuda)及燕麥散黑僂菌(u. avaenae))、玉米(例 如,玉米黑粉菌(U. maydis):玉米黑粉病)及甘蔗上之黑 粉菌屬(Ustilago spp.)(散黑粉病(i00se sniut));蘋果(例 如’蘋果黑星菌(V. inaequalis))及梨子上之黑星菌屬 (Venturia spp.)(瘡病病(scab));及各種植物(諸如,果樹及 觀賞樹木、葡萄藤、無核小水果、蔬菜及田間農作物)上 之輪枝孢菌屬(Verticillium spp.)(葉及芽枯萎病),諸如草 莓、油菜、馬鈐薯及番茄上之大麗輪枝菌(V. dahliae)。 此外’本發明之化合物I與Π之混合物(=本發明之混合 物)及其組合物適於控制有害真菌以保護物質及構造(例 如’木材、紙張、油漆分散液、纖維或組織)及保護儲存 產品。在保護木材及構造時,尤其注意以下有害真菌:子 囊菌’諸如萎凋病菌屬(Ophiostoma spp·)、長缘殼菌屬 (Ceratocystis spp.)、茁芽短梗黴菌(Aureobasidium pullulans)、擬莖點黴屬(Sclerophoma spp.)、毛殼菌屬 (Chaetomium spp.)、腐殖黴屬(Humicola spp.)、彼得殼屬 (Petriella spp.)、針葉莧屬(Trichurus spp.);擔子菌,諸如 粉抱革菌屬(Coniophora spp.)、革蓋菌屬(Coriolus spp.)、 136128.doc -58- 200930297 革橺菌屬(Gloeophyllum spp.)、香益菌屬(Lentinus spp.)、 側耳菌屬(Pleurotus spp.)、茯苓菌屬(P〇ria spp.)、蟠龍介 屬(Serpula spp.)及乾路菌屬(Tyromyces spp.);半知菌,諸 如麯黴屬(Aspergillus spp.)、枝孢菌屬、青黴屬 • (PeniciUium spp.)、木徽屬(Trichoderma spp.)、鍵格抱菌 屬、擬青黴屬(Paecilomyces spp.);及接合菌,諸如毛徽 ' 屬(Mucor spp.) ’且此外,在物質保護中尤其注意以下酵 母真菌:念珠菌屬(Candida spp.)及釀酒酵母 ❹ (Saccharomyces cerevisae) 〇 本發明之化合物I與II之混合物(=本發明之混合物)及其 組合物適於改良植物健康《此外,本發明係關於一種改良 植物健康之方法’其係藉由用有效量之本發明之化合物j 與II之混合物(=本發明之混合物)及其組合物處理植物、植 物繁殖物質及/或植物生長或意欲生長之場所來實現。術 語’’植物健康”包含藉由各種指示物個別或組合測定之植物 ❹ 及/或其收穫物質之狀態’該等指示物諸如產率(例如,增 加之生物質量及/或增加之可利用成份含量)、植物生命力 — (例如,加快之植物生長及/或更綠之葉子(,,變綠效應"))、 品質(例如,增加之某些成份之含量或組成)及對生物及/或 非生物逆境之耐受性。此處針對植物健康狀態所提及之指 示物可彼此獨立地出現或可相互影響。 化合物I及II可同時(聯合或單獨)或連續施用,其中在單 獨施用之狀況下,次序一般對控制結果無任何影響。藉由 單獨或聯合施用化合物I及化合物Π或化合物1與化合物^之 136128.doc -59- 200930297 混合物,藉由在植物播種之前或之後或在植物種子發芽之 前或之後噴灑或灑在種子、植物或土壤上,來執行用於控 制有害真函之方法。 活性化合物1及11亦可以其農業上可接受之鹽的形式使 用。此等鹽通常為鹼金屬或鹼土金屬M,諸如鈉鹽、鉀鹽 或鈣鹽,或如本申請案中針對式〗化合物所述之其他鹽。.,, ^ Yi. Wheat candida (T canes), wheat smut smut) and small. C〇ntr〇Versa) (wheat dwarf smut); large ^ * wheat or wheat Wheat snow 136I28.doc •57- 200930297 Typhuia incarnata (grey snow rot); ur0cystis spp., such as rye smut on rye (1) 〇CCUlta) (rod black powder disease); Uromyces SPP. (rust disease) on vegetable plants such as kidney beans (eg, Bean rust (1) appendicuUtus) 'synonym: long bean rust (u phase〇 H)) and sugar beet (for example, sugar beet rust (U_betae)); cockroach (for example, U. nuda and u. avaenae), corn (for example) , U. maydis: corn smut) and Ustilago spp. on sugarcane (i00se sniut); apple (eg 'black worm (V) . inaequalis)) and the genus Venturia spp. (scab) on pears; and various plants (such as fruit trees and ornamental trees, vines, seedless Cladosporium the wheel of fruits, vegetables and field crops) (Verticillium spp.) (Bud and leaf blight), such as Verticillium fungus (V. dahliae) on the strawberries, rape, Ma Qian potato and tomato. Furthermore, 'the mixture of the compound I of the invention and hydrazine (=mixture of the invention) and combinations thereof are suitable for controlling harmful fungi to protect substances and structures (for example 'wood, paper, paint dispersion, fiber or tissue) and to protect storage product. In the protection of wood and construction, pay special attention to the following harmful fungi: Ascomycetes such as Ophiostoma spp., Ceratocystis spp., Aureobasidium pullulans, and pseudo-stem Sclerophoma spp., Chaetomium spp., Humicola spp., Petriella spp., Trichurus spp.; Basidiomycetes, Such as Coniophora spp., Coriolus spp., 136128.doc -58- 200930297 Gloeophyllum spp., Lentinus spp., Pleurotus Pleurotus spp., P〇ria spp., Serpula spp., and Tyromyces spp.; deuteromycetes, such as Aspergillus spp. , Penicillium, Penicillium, (PeniciUium spp.), Trichoderma spp., Paecilomyces spp.; and zygomycetes, such as the genus (Mucor) Spp.) 'and in addition, pay special attention to the following yeast fungi in the protection of substances: Candida (Ca Ndida spp.) and Saccharomyces cerevisae (a mixture of the compounds I and II of the present invention (= a mixture of the invention) and compositions thereof are suitable for improving plant health" In addition, the present invention relates to an improved plant health The method 'is carried out by treating a plant, plant propagation material and/or plant growth or intended place of growth with an effective amount of a mixture of the compounds j and II of the present invention (= a mixture of the invention) and a composition thereof. The term ''plant health') includes the state of the plant mash and/or its harvested material as determined by individual or combination of various indicators' such indicators as yield (eg, increased biological quality and/or increased available ingredients). Content), plant vitality - (for example, accelerated plant growth and / or greener leaves (,, green effect ")), quality (for example, increased content or composition of certain ingredients) and Or tolerance to abiotic stresses. The indicators mentioned herein for the state of health of the plants may occur independently of each other or may interact with each other. Compounds I and II may be administered simultaneously (in combination or separately) or continuously, wherein the administration alone In this case, the order generally has no effect on the control results by administering Compound I and Compound Π or Compound 1 and Compound 136128.doc -59- 200930297 mixture by singly or in combination, either before or after plant sowing or after Method of controlling harmful truths is carried out by spraying or sprinkling on seeds, plants or soil before or after germination of plant seeds. Active Compounds 1 and 11 The form of their agriculturally acceptable salts used. These salts are usually an alkali or alkaline earth metal M, such as sodium, potassium or calcium salts, or as described herein for the case of the compound of formula〗 other salts.
藉由用殺真菌有效量之化合物;!處理有害真菌、其棲息 地或待保護以防真菌侵襲之植物或植物繁殖物質(例如, 種子物質)、土壤、區域、物質或空間,原樣或以組合物 形式使用化合物〗與„之混合物(=本發明之混合物)。在植 物、植物繁殖物質(例如,種子物質)、土壤、區域、物質 或空間受真菌感染之前或之後均可施用。 可在播種期間或甚至在播種之前或在移植期間或甚至移 植之前,用本發明之化合物〖與^之混合物(=本發明之混合 物)及其組合物預防性處理植物繁殖物質。 此外,本發明係關於包含溶劑或固體載劑及至少一種化 合物I及至少一種化合物„的農用化學組合物卜本發明之組 〇物)且亦係關於此等組合物用於控制有害真菌之用途。 因此,本發明亦包含含有固體或液體载劑及本發明之殺真 菌混合物的製劑或農用化學組合物。在此背景中,術語,, 液體栽劑"具有與"溶劑"相同之含義。 農用化學組合物包含殺真菌有效量之化合物1與11之混人 物(=本發明之混合物)。術語"有效量"係指足以控制農錢 植物上有害真菌或保護物質及構造而不會對所處理之農作 136128.doc 200930297 物植物產生任何顯著損害的農用化學組合物或化合物丨與π 之混合物之量。該量可在寬範圍内變化,且受諸如待控制 之有害真菌、所處理之各別農作物植物或物質、氣候條件 及化合物之許多因素影響。 在二元混合物(亦即,包含化合物I及另一活性化合物(例 如’群2.1至2.6之活性化合物)之本發明之組合物)中,化 - 合物1與另一活性化合物之重量比通常在1:1〇〇至100:1之範 圍内,通常在1:50至50:1之範圍内,較佳在ι:2〇至2〇:ι之 ® 範圍内,尤其較佳在1:1〇至10:1之範圍内,尤其在1:3至 3 :1之範圍内。 必要時,其他活性組份以20:1至1:20之與化合物〗與化合 物Π之混合物的比率添加。 本發明之組合物之組份可個別或以預混合物形式或以組 份套組形式封裝及使用。 在本發明之一實施例中,套組可包含一或多種及甚至所 〇 有可用於製備本發明之農用化學組合物之組份。舉例而 °該等套組可包含一或多種殺真菌組份及/或佐劑組份 - 及/或殺見蟲劑組份及/或生長調節劑組份及/或除草劑。一 . 或多種組份可彼此組合或經預先調配而存在。在兩種以上 f份提供於套組中之實施財,、组份可彼此組合且封裝於 單令器中’諸如器血'、瓶子、罐頭、袋子、麻布袋或 *在其他實施例中,套組之兩種或兩種以上組份可單獨 封=’。亦即不經預先調配或混合。套組可包含一或多個單 獨办器,諸如器皿、瓶子、罐、袋子、麻布袋或筒,各容 136128.doc -61 - 200930297 器包含農用化學組合物之單獨組份。本發明之組合物之組 伤可個別或以預混合物形式或以組份套組形式封裝及使 用。在兩種形式中’組份可單獨或與其他組份一起或作為 本發明之部分套組之部分使用以製備本發明之混合物。 . 使用者使用通常用於預配藥裝置(背負式喷霧器、噴霧 箱或喷霧器)中的本發明之組合物。此處,將農用化學組 . 合物用水及/或緩衝劑稀釋至所需施用濃度,若適當,添 ❹ 加其他助劑’因此產生即用型噴霧液體或本發明之農用化 學組合物。通常’每公頃農用區域施用50至500公升即用 型喷霧液體’較佳100至4〇〇公升。 根據一實施例’使用者自身可將本發明組合物之個別組 伤(諸如’套組的部分)或兩組份或三組份混合物混合於喷 霧粕中且若適當,添加其他助劑(桶混製劑)。 在另一實施例中’使用者可將本發明組合物之個別組份 與部分預混合組份(例如,包含化合物〗及/或來自群2.丨至 〇 2.6之活性化合物的組份)兩者混合於喷霧箱中,且若適 當,添加其他助劑(桶混製劑)。 在另一實施例中,使用者可聯合(例如,以桶混製劑形 、 式)或連續使用本發明組合物之個別組份與部分預混合組 & (例如’包含化合物丨及/或來自群2丨至之沁之活性化合物 的組份)兩者。 田用於農作物保護時’視化合物類型及所需效應而定, 本發明混合物之施用量為每公頃(ha)〇 〇〇1至2 〇 kg活性化 物忍σ物’較佳每公頃〇 · 〇〇 $至2 kg活性化合物混合物, 136128.doc «62- 200930297 尤其較佳每公頃0.05至0.9 kg活性化合物混合物,尤其每 公頃0.1至0.75 kg活性化合物混合物。相應地,化合物工之 施用量一般為1至1〇00 g/ha,較佳1〇至9〇〇 g/ha,尤其2〇至 750 g/ha。相應地,活性化合物π之施用量一般為1至2〇〇0 g/ha ’ 較佳 1〇至 9〇〇 g/ha,尤其40至 500 g/ha。 在處理植物繁殖物質(例如,種子)時,所用活性化合物 混合物之量一般為每1〇〇 kg繁殖物質或種子ο」至1000 g, 較佳每100 kg繁殖物質或種子1至1〇〇〇 g,尤其較佳每1〇〇 kg繁殖物質或種子1至1〇〇 g,尤其每1〇〇 kg繁殖物質或種 子5至1 〇〇 g。 當用於物質或儲存產品之保護時,活性化合物施用量視 施用區域種類及所欲效應而定。物質保護中之通常施用量 為(例如)每立方公尺處理物質0.001 g至2 kg,較佳0 005 g 至1 kg之活性化合物。 化合物I及II及其N-氧化物及鹽之本發明之混合物或化合 物I及化合物II及其各別N-氧化物及鹽可轉化成農用化學組 合物之常見類型’例如溶液、乳液、懸浮液、粉劑、散 劑、聚液及顆粒。組合物類型視所欲各別目的而定;在各 狀況下’應確保本發明之化合物精細且均勻分布。 在此背景中,術語"製劑”具有與"組合物,,、尤其,,農用化 學組合物"及"調配物"相同之含義。 此處’組合物類型之實例為懸浮液(sc、〇d、FS)、漿 液、片劑、可濕性散劑或粉劑(WP、sp、SS、WS、DP、 DS)或可溶於水或分散於水(可濕潤)之顆粒(GR、FG、 136128.doc -63 · 200930297 GG、MG)以及用於處理植物繁殖物質(諸如,種子)之凝膠 劑(GF)。 一般而言’組合物類型(例如,SC、OD、FS、WG、 SG、WP、SP、SS、WS、GF)以稀釋形式使用。諸如DP、 DS、GR、FG、GG及MG之組合物類型一般以未稀釋形式 使用。 化合物I及II可存在於聯合組合物或單獨組合物中。此 處’各別組合物之類型及製備對應於如本文中針對組合物 以通用方式所述的類型及製備。 以已知之方式製備農用化學組合物(參見例如us 3,060,084、EP-A 707 445(針對液體濃縮物)、Browning, "Agglomeration", Chemical Engineering, 1967年 12月 4 日, 147-48,Perry’s Chemical Engineer's Handbook,第 4版, McGraw-Hill, New York, 1963,8-57 及其後、WO 91/13546、US 4,172,714、US 4,144,050、US 3,920,442、 US 5,180,587 > US 5,232,701 ' US 5,208,030 ' GB 2,095,558 ' US 3,299,566 ' Klingman: Weed Control as a Science (John Wiley & Sons, New York, 1961),Hance等 人:Weed Control Handbook(第 8版,Blackwell Scientific Publications, Oxford,1989)及Mollet,H.及 Grubemann,A.:By treating a harmful fungus, its habitat or a plant or plant propagation material (eg, seed material), soil, region, substance or space to be protected from fungal attack with a fungicidal effective amount of the compound; as such or in combination The form uses a mixture of the compound and the mixture (= mixture of the invention). It can be applied before or after the fungal infection of the plant, the plant propagation material (for example, the seed material), the soil, the area, the substance or the space. The plant propagation material is prophylactically treated with a mixture of the compounds of the invention (=mixtures of the invention) and combinations thereof during or even prior to sowing or during transplantation or even before transplantation. Furthermore, the invention relates to A solvent or solid carrier and an agrochemical composition of at least one compound I and at least one compound „, and also for the use of such compositions for controlling harmful fungi. Accordingly, the invention also encompasses formulations or agrochemical compositions comprising a solid or liquid carrier and a fungicidal mixture of the invention. In this context, the term "liquid carrier" has the same meaning as "solvent". The agrochemical composition comprises a fungicidally effective amount of a mixture of compounds 1 and 11 (= a mixture of the invention). The term "effective amount" means an agrochemical composition or compound 丨 and π sufficient to control harmful fungi or protective substances and structures on agricultural plants without any significant damage to the treated plant 136128.doc 200930297 The amount of the mixture. The amount can vary over a wide range and is affected by many factors such as the harmful fungi to be controlled, the individual crop plants or materials being treated, climatic conditions and the compound. In a binary mixture (i.e., a composition of the invention comprising Compound I and another active compound (e.g., 'Active Compounds of Groups 2.1 to 2.6), the weight ratio of Compound 1 to another active compound is usually In the range of 1:1 〇〇 to 100:1, usually in the range of 1:50 to 50:1, preferably in the range of ι:2〇 to 2〇:ι®, especially preferably 1: From 1〇 to 10:1, especially in the range of 1:3 to 3:1. If necessary, the other active ingredients are added in a ratio of from 20:1 to 1:20 to the mixture of the compound and the compound. The components of the compositions of the present invention may be packaged and used individually or in the form of a premix or in a kit of parts. In one embodiment of the invention, the kit may comprise one or more and even components that are useful in preparing the agrochemical compositions of the present invention. For example, the kits may comprise one or more fungicidal components and/or adjuvant components - and/or insecticide components and/or growth regulator components and/or herbicides. One or more components may be combined with each other or pre-formulated. In two or more embodiments, the components may be combined with one another and packaged in a single device such as a blood, bottle, can, bag, linen bag or * in other embodiments, Two or more components of the kit may be individually sealed = '. That is, without pre-mixing or mixing. The kit may contain one or more separate containers, such as utensils, bottles, cans, bags, linen bags or canisters, each containing a separate component of the agrochemical composition. The group of wounds of the compositions of the present invention may be packaged and used individually or in the form of a premix or in a kit of parts. The 'components' can be used in either form, either alone or in combination with other components or as part of a partial kit of the invention to prepare a mixture of the invention. The user uses the compositions of the invention typically used in pre-dosing devices (kapped sprayers, spray boxes or sprayers). Here, the agrochemical composition is diluted with water and/or a buffer to the desired application concentration, and if appropriate, other additives are added to produce a ready-to-use spray liquid or an agricultural chemical composition of the present invention. Typically, 50 to 500 liters of ready-to-use spray liquid is applied per hectare of agricultural area, preferably 100 to 4 inches. According to an embodiment, the user himself may mix individual group injuries (such as a 'set of parts) or two or three-component mixtures of the composition of the invention in a spray bowl and, if appropriate, add other auxiliaries ( Bucket mix). In another embodiment, 'the user can combine the individual components of the composition of the invention with a portion of the pre-mixed component (eg, a component comprising a compound and/or an active compound from Group 2. to 2.6) Mix in a spray box and, if appropriate, add other auxiliaries (tank mix). In another embodiment, the user may combine (eg, in the form of a tank mix) or continuously use the individual components of the compositions of the present invention with a portion of the pre-mixed group & (eg, 'comprising a compound and/or from Both of the components of the active compound of the group 2) are both. When the field is used for crop protection, depending on the type of compound and the desired effect, the application amount of the mixture of the present invention is 1 to 2 kg per hectare (ha) of the active compound, and preferably per hectare. 〇$ to 2 kg of active compound mixture, 136128.doc «62- 200930297 Especially preferably 0.05 to 0.9 kg of active compound mixture per hectare, especially 0.1 to 0.75 kg of active compound mixture per hectare. Accordingly, the application rate of the compound is generally from 1 to 1 〇 00 g/ha, preferably from 1 〇〇 to 9 〇〇 g/ha, especially from 2 〇 to 750 g/ha. Accordingly, the application amount of the active compound π is generally from 1 to 2 〇〇 0 g/ha', preferably from 1 〇 to 9 〇〇 g/ha, especially from 40 to 500 g/ha. In the treatment of plant propagation material (for example, seeds), the amount of active compound mixture used is generally from 1" to 1000 g per 1 kg of propagation material or seed, preferably from 1 to 1 per 100 kg of propagation material or seed. g, particularly preferably 1 to 1 g per 1 kg of propagation material or seed, especially 5 to 1 g per 1 kg of propagation material or seed. When applied to the protection of a substance or stored product, the amount of active compound applied will depend on the type of application area and the desired effect. The usual application rate in the substance protection is, for example, from 0.001 g to 2 kg, preferably from 0 005 g to 1 kg, of the active compound per cubic meter of the treatment substance. The mixtures of the invention or the compounds I and II of the compounds I and II and their N-oxides and salts and their respective N-oxides and salts can be converted into the common types of agrochemical compositions such as solutions, emulsions, suspensions Liquid, powder, powder, liquid and granules. The type of composition will depend on the individual purpose desired; in each case' should ensure that the compounds of the invention are finely and uniformly distributed. In this context, the term "formulation" has the same meaning as "composition,, in particular, agrochemical composition" &"mixture". Here, an example of a composition type is a suspension. (sc, 〇d, FS), serum, tablets, wettable powders or powders (WP, sp, SS, WS, DP, DS) or particles soluble in water or dispersed in water (wettable) (GR , FG, 136128.doc -63 · 200930297 GG, MG) and gelling agent (GF) for the treatment of plant propagation material (such as seeds). Generally, 'composition type (eg, SC, OD, FS, WG, SG, WP, SP, SS, WS, GF) are used in diluted form. Composition types such as DP, DS, GR, FG, GG and MG are generally used in undiluted form. Compounds I and II may be present in the combination. In the composition or in a separate composition, the type and preparation of the individual compositions herein corresponds to the type and preparation as described herein for the composition in a general manner. Agrochemical compositions are prepared in a known manner (see for example us) 3,060,084, EP-A 707 445 (for liquid concentrates), Browning, "Agglomeration", Chemical Engineering, December 4, 1967, 147-48, Perry's Chemical Engineer's Handbook, 4th edition, McGraw-Hill, New York, 1963, 8-57 and later, WO 91/13546, US 4, 172,714, US 4,144,050, US 3,920,442, US 5,180,587 > US 5,232,701 ' US 5,208,030 'GB 2,095,558 ' US 3,299,566 'Klingman: Weed Control as a Science (John Wiley & Sons, New York, 1961), Hance et al. Weed Control Handbook (8th Edition, Blackwell Scientific Publications, Oxford, 1989) and Mollet, H. and Grubemann, A.:
Formulation Technology (Wiley VCH Verlag, Weinheim, 2001)) 〇 此外,農用化學組合物亦可包含通常用於農作物保護組 合物之助劑,助劑之選擇視所討論之使用形式或活性化合 136128.doc -64- 200930297 物而定。 合適助劑之杳· / I 1 j <實例為溶劑、周 如,其他增溶劑、保載劑、界面活性劑(諸 及無機_劑及增黏劑卜有機 劑及黏著劑⑽如,用於處理種子bn (若適當)著色 合適之溶劑為水、有機溶劑(諸如 礦物油餾份(諸如,烊 ”有中至…弗點之Formulation Technology (Wiley VCH Verlag, Weinheim, 2001)) In addition, agrochemical compositions may also contain adjuvants commonly used in crop protection compositions, depending on the form of use or active compound 136128.doc - 64- 200930297 Depends on the property. Suitable additives 杳 · / I 1 j < Examples are solvents, weekly, other solubilizers, carrier agents, surfactants (all and inorganic agents and tackifiers, organic agents and adhesives (10), for example, The suitable solvent for treating seed bn (if appropriate) is water, organic solvent (such as mineral oil fraction (such as 烊" has medium to...
動物來源之油、脂::此外煤焦油)以及植物或 葶、院A化蔡;^ 族煙(例如,石蝶、四氫 化蔡及其衍生物、燒基化苯及其衍生物)、醇(諸 班 乙幹、丙醇、丁醇及環己醇)、二醇、酮(諸 衣己酮γ 丁内醋)、二曱基脂肪酿胺、脂肪酸及脂肪 酸醋)及強極性溶劑(例如胺,諸如Ν-甲基吡咯啶酮原則 上,亦可使用溶劑混合物以及上文所提及之溶劑與水之混 合物。 固體載劑為礦物土(諸如,矽酸、矽膠、矽酸鹽、滑 石、尚嶺土、石灰石、石灰、白堊、紅玄武土、黃土、黏 土、白雲石、矽藻土、硫酸鈣及硫酸鎂、氧化鎂)、經研 磨之合成物質、肥料(諸如,硫酸銨、磷酸銨、硝酸銨、 尿素)及植物產物(諸如,榖粉、樹皮粉、木粉及堅果殼 粉)、纖維素粉末或其他固體載劑。 合適之界面活性劑(佐劑、濕潤劑、增黏劑、分散劑或 乳化劑)為芳族確酸(例如,木質績酸(Borresperse®類型, Borregaard,Norway)、苯盼確酸、萘續酸(Morwet®類型, Akzo Nobel,USA)及二丁基萘磺酸(Nekal®類型,BASF, 136128.doc -65- 200930297Animal-derived oils, fats:: in addition to coal tars) and plants or sputum, hospital Ahuacai; ^ family smoke (for example, stone butterfly, tetrahydrocin and its derivatives, alkylated benzene and its derivatives), alcohol (Banban, propanol, butanol and cyclohexanol), diols, ketones (hexanone γ butyl vinegar), dimercapto fatty amines, fatty acids and fatty acid vinegars and strong polar solvents (eg Amines, such as oxime-methylpyrrolidone, in principle, it is also possible to use solvent mixtures and mixtures of solvents and water mentioned above. Solid carriers are mineral soils (such as citric acid, yttrium, citrate, talc). , Shangling soil, limestone, lime, chalk, red basalt, loess, clay, dolomite, diatomaceous earth, calcium sulfate and magnesium sulfate, magnesium oxide), ground synthetic materials, fertilizers (such as ammonium sulfate, phosphoric acid) Ammonium, ammonium nitrate, urea) and plant products (such as glutinous rice flour, bark flour, wood flour and nut shell powder), cellulose powder or other solid carrier. Suitable surfactants (adjuvant, wetting agent, viscosity-increasing) Agent, dispersant or emulsifier) is an aromatic acid ( For example, wood acid (Borresperse® type, Borregaard, Norway), benzoic acid, naphthalene acid (Morwet® type, Akzo Nobel, USA) and dibutyl naphthalene sulfonic acid (Nekal® type, BASF, 136128.doc -65- 200930297
Germany))以及脂肪酸之鹼金屬鹽、鹼土金屬鹽及銨鹽、 烷基及烷基芳基磺酸鹽、烷基醚、月桂基醚及脂肪醇硫酸 鹽以及硫酸化己醇、庚醇及十八醇以及脂肪醇乙二醇醚之 鹽、磺化萘及其衍生物與曱醛之縮合物、萘或萘磺酸與苯 酚及甲醛之縮合物、聚氧伸乙基辛基苯酚醚、乙氧基化異 ' 辛基苯酚、辛基苯酚或壬基苯酚、烷基苯基聚乙二醇醚、 • 三丁基苯基聚乙二醇醚、烷基芳基聚醚醇、異十三醇、脂 肪醇/環氧乙烷縮合物、乙氧基化蓖麻油、聚氧伸乙基烷 ❹ 基醚或聚氧伸丙基烷基醚、月桂醇聚乙二醇醚乙酸鹽、山 梨糖醇酯、木質素亞硫酸鹽(lignosulfite)廢液以及蛋白 質、變性蛋白、多醣(例如,曱基纖維素)、疏水性改質澱 粉、聚乙稀醇(Mowiol®類型,Clariant,Switzerland)、聚缓 酸醋(Sokalan®類型,BASF, Germany)、聚烧氧基化物、聚 乙烯胺(Lupamin®類型,BASF, Germany)、聚乙稀亞胺 (Lupasol®類型,BASF, Germany)、聚乙稀11比略咬酮及其共 聚物。 增稠劑(亦即,給予組合物改良之流動性質(亦即,靜止 狀態下高黏度及運動時低黏度)的化合物)之實例為多醣以 及有機及無機層狀結構礦物,諸如三仙膠(Kelzan®,CP 1 Kelco,USA)、Rhodopol® 23(Rhodia,France)或 Veegum® (R.T. Vanderbilt,USA)或 Attaclay®(Engelhard Corp.,NJ, USA)。 可添加殺菌劑以穩定組合物。殺菌劑之實例為基於二氣 苯(diclorophen)及节醇半縮甲酸 (benzyl alcohol 136128.doc -66- 200930297 hemiformal)之殺菌劑(來自iCI之Proxel®或來自Thor Chemie之 Acticide® RS及來自 Rohm & Haas之 Kathon® MK) 以及異噻唑啉酮衍生物,諸如烷基異噻唑啉酮及苯并異嘆 唾啉酮(來自 Thor Chemie之 Acticide® MBS)。 合適防凍劑之實例為乙二醇、丙二醇、尿素及甘油。 ' 消泡劑之實例為聚矽氧乳液(諸如,Silik〇n® . SRE(Wacker, Germany)或 Rhodorsil®(Rhodia,France))、長 鍵酵、脂肪酸、脂肪酸鹽、有機氟化合物及其混合物。 著色劑之實例為少量溶於水之顏料與溶於水之染料。可 提及之實例為以以下名稱已知之染料及顏料:若丹明 B(Rh〇damin B)、C.I.顏料紅112及C.I.溶劑紅1、顏料藍 15:4、顏料藍15:3、顏料藍15:2、顏料藍15:1、顏料藍 8〇、顏料黃1、顏料黃13、顏料紅48:2、顏料紅48:1、顏料 紅57:1、顏料紅53:1、顏料橙43、顏料橙34、顏料橙5、顏 料綠36、顏料綠7、顏料白6、顏料棕25、鹼性紫1 〇、鹼性 φ 紫49、酸性紅5 1、酸性紅52、酸性紅14、酸性藍9、酸性 黃23、鹼性紅1 〇、鹼性紅丨〇8。 • 黏著劑之實例為聚乙烯吡咯啶_、聚乙酸乙烯酯、聚乙 稀醇及纖維素醚(Tyl〇se®,Shin-Etsu,japan) 〇 ' 適於製備可直接噴霧溶液、乳液、漿液或油性分散液的 為具有中至高沸點之礦物油餾份(諸如煤油或柴油,此外 煤焦油)及植物或動物來源之油、脂族、環狀及芳族烴(例 如,甲苯、二甲苯、石蠟、四氫萘、烷基化萘或其衍: 物)、曱醇、乙醇、丙醇、丁醇、環己醇、環己酮、異佛 136128.doc •67· 200930297 爾明、強極性溶劑(例如,二甲亞砜、N—甲基吡咯啶剩或 水)。 可藉由將化合物I及II及(若存在)其他活性化合物與至少 -種固體載劑混合或共同研磨來製備I劑、㈣物質及可 撒布式產物。 可藉由將活性化合物或活性化合物混合物與至少一種固 體載劑結合來製備顆粒,例如經塗佈之顆粒、經浸潰之顆 粒及均質顆粒。固體載劑之實例為:礦物土,諸如二氧化 矽凝膠、矽酸鹽、滑石、高嶺土、美國活性白土、石灰 石、石灰、白堊、紅玄武土、黃土、黏土、白雲石、矽藻 土、硫酸鈣、硫酸鎂、氧化鎂;經研磨之合成物質;肥 料,諸如硫酸銨、磷酸銨、硝酸銨、尿素;及源於植物之 產物’諸如穀粉、樹皮粉、木粉及堅果殼粉;纖維素粉末 及其他固體載劑。 以下為組合物類型之實例: 1.供以水稀釋之組合物類型 0 水溶性濃縮物(SL、LS) 將1 〇重量份之活性化合物或活性化合物混合物用90重量份 之水或水溶性溶劑溶解。或者,添加濕潤劑或其他助劑。 活性化合物以水稀釋即溶解。此產生具有10重量%之活性 化合物含量的組合物。 ii)可分散濃縮物(DC) 藉由添加10重量份之分散劑(例如,聚乙烯吡咯咬嗣),將 2 0重量份之活性化合物或活性化合物混合物溶解於7 〇重量 I36128.doc -68 - 200930297 份之環己酿i中。以水稀釋產生分散液。活性化合物含量為 20重量% β Πί)可乳化濃縮物(EC) 藉由添加十二烷基苯磺酸鈣及蓖麻油乙氧化物(每一狀况 下均為5重量份),將15重量份之活性化合物或活性化合物 混合物溶解於75重量份之二甲苯中。以水稀釋產生乳液。 • 該組合物具有15重量%之活性化合物含量。 iv) 乳液(EW、EO、ES) ❹ 藉由添加十二烷基苯磺酸鈣及t麻油乙氧化物(每一狀況 下均為5重量份),將25重量份之活性化合物或活性化合物 混合物溶解於3 5重量份之二曱苯中。藉助於乳化機(例 如’ Ultraturrax)將此混合物添加至30重量份之水中,且使 其形成均勻乳液。以水稀釋產生乳液。該組合物具有25重 量%之活性化合物含量。 v) 懸浮液(SC、OD、FS) φ 在一攪拌型球磨機中’於添加1 0重量份分散劑及濕潤劑及 7〇重量份水或有機溶劑下,將20重量份之活性化合物或活 — 性化合物混合物粉碎,以產生精細活性化合物懸浮液。以 水稀釋產生該活性化合物之穩定懸浮液。該組合物中之活 性化合物含量為20重量%。 vi) 水分散性顆粒及水溶性顆粒(WG、SG) 藉助於技術設備(例如,擠壓機、喷淋塔、流化床),於添 加50重量份分散劑及濕潤劑下,將5〇重量份之活性化合物 或活性化合物混合物精細研磨,且將其製成水分散性或水 136128.doc • 69- 200930297 溶性顆粒。以水稀釋產生該活性化合物之穩定分散液或溶 液。該組合物具有50重量%之活性化合物含量。 VII)水分散性散劑及水溶性散劑(WP、SP、SS、WS) 藉由添加25重量份分散劑、濕潤劑及矽膠,在轉子-定子 研磨機中研磨75重量份之活性化合物或活性化合物混合 物。以水稀釋產生該活性化合物之穩定分散液或溶液。該 . 組合物之活性化合物含量為75重量〇/〇。 viii) 凝膠(GF) ❹ 將20重量份之活性化合物或活性化合物混合物、1〇重量份 分散劑、1重量份膠凝劑及70重量份水或有機溶劑在一球 磨機中研磨以產生精細懸浮液。以水稀釋產生具有2〇重量 %活性化合物含量之穩定懸浮液。 2.欲於未轉釋下施用之組合物類型 ix) 粉劑(DP、DS) 將5重量份之活性化合物或活性化合物混合物精細研磨, H 且與95重量份之細粉狀高嶺土充分混合。此產生具有5重 量%活性化合物含量之可撒布式產物。 X)顆粒(GR、FG、GG、MG) 1 將〇.5重量份活性化合物或活性化合物混合物精細研磨且 與99.5重量份載劑組合。當前方法為擠壓、噴霧乾燥或流 化床。此產生具有0.5重量%活性化合物含量之欲於未稀釋 下施用之顆粒。 xi) ULV 溶液(UL) 將1 〇重量份活性化合物或活性化合物現合物溶解於9 〇重θ 136128.doc -70· 200930297 份有機溶劑(例如,二曱苯)中。此產生具有ίο重量%活性 化合物含量之欲於未稀釋下施用之組合物。 一般而言,本發明之混合物之組合物包含0.01至95重量 %,較佳0.1至90重量%之化合物I及II ^較佳地,化合物工 及II以90%至1〇〇%,較佳95%至100%之純度使用。 ❹ 水溶性濃縮物(LS)、懸浮液(FS)、粉劑(DS)、水可分散 及水溶性散劑(WS、SS)、乳液(ES)、可乳化濃縮物(EC)及 凝膠(GF)通常用於處理植物繁殖物質,尤其種子。此等組 合物可以未經稀釋或較佳經稀釋之形式施用於繁殖物質, 尤其種子。在此狀況下,相應組合物可稀釋2至1〇倍,使 得用於拌種之組合物中存在0 01至60重量%、較佳〇丨至的 重量。/〇之活性化合物。施用可在播種之前或播種期間進 行。植物繁殖物質之處理、尤其種子之處理為熟習此項技 術者所知且藉由撒覆、塗佈、粒化、浸潰或浸透植物繁殖 物質來進行,該處理較佳藉由粒化、塗佈及撒覆或藉由犁 溝處理進行,以便(例如)防止種子過早發芽。 =於種子處理而言,較佳使㈣浮液。該等組合物通常 包含每公升g活性化合物、每公升§界面活 性劑、每公升〇至 §防床劑、每公升〇至4〇〇 g黏合劑、 每A升0至200 g著色劑及溶劑(較佳為水)。 活性化合物或活性化合物混合物可原樣或以其組合物形 ΐ液例ΙΓ可直接喷霧之發、散劑、料液、分散液、 ,分散液、漿液、可撒布式產物、散布物質戋顆 噴霧、霧化、撒布、散布、速取、浸潰或傾 136128.doc •71 200930297 J來使用、組合物類型完全視所欲目的而定.音 發明之活性化合物在各狀況下最可能精細分布“確保本 $由添加水可自乳液相物、漿液切雜散 =、:分散液)製造水性使用形式。為製備乳液、 :液或油性刀政液’可藉助於濕潤劑、增黏劑、分散劑或 导匕劑將原樣或溶於油或溶劑中之物質在水”化。或 者’有可能製備由活性物質、濕潤劑、增黏劑、分散劑或Germany)) and alkali metal salts, alkaline earth metal salts and ammonium salts of fatty acids, alkyl and alkyl aryl sulfonates, alkyl ethers, lauryl ethers and fatty alcohol sulfates, and sulfated hexanol, heptanol and ten a salt of octaol and a fatty alcohol glycol ether, a condensate of a sulfonated naphthalene and a derivative thereof with furfural, a condensate of naphthalene or naphthalenesulfonic acid with phenol and formaldehyde, a polyoxyethyl octylphenol ether, and a Oxylated iso-octylphenol, octylphenol or nonylphenol, alkylphenyl polyglycol ether, • tributylphenyl polyglycol ether, alkyl aryl polyether alcohol, isotrix Alcohol, fatty alcohol/ethylene oxide condensate, ethoxylated castor oil, polyoxyethylene ethyl decyl ether or polyoxypropyl propyl ether, lauryl polyethylene glycol ether acetate, sorbose Alcohol esters, lignosulfite waste liquids and proteins, denatured proteins, polysaccharides (eg, mercapto cellulose), hydrophobic modified starch, polyethylene glycol (Mowiol® type, Clariant, Switzerland), poly Slow acid vinegar (Sokalan® type, BASF, Germany), polyoxyalkylate, polyvinylamine (Lupamin® Type, BASF, Germany), polyethyleneimine (Lupasol® type, BASF, Germany), polyethylene 11 acetonone and its copolymer. Examples of thickeners (i.e., compounds which impart improved flow properties to the composition (i.e., high viscosity at rest and low viscosity during exercise) are polysaccharides and organic and inorganic layered structural minerals such as Sanxianjiao ( Kelzan®, CP 1 Kelco, USA), Rhodopol® 23 (Rhodia, France) or Veegum® (RT Vanderbilt, USA) or Attaclay® (Engelhard Corp., NJ, USA). A bactericide can be added to stabilize the composition. Examples of bactericides are bactericides based on diclolophen and benzyl alcohol 136128.doc -66-200930297 hemiformal (Proxel® from iCI or Acticide® RS from Thor Chemie and from Rohm & Kathon® MK from Haas) and isothiazolinone derivatives such as alkylisothiazolinone and benzoisosinone (from Acticide® MBS from Thor Chemie). Examples of suitable antifreeze agents are ethylene glycol, propylene glycol, urea and glycerin. Examples of defoamers are polyoxyl emulsions (such as Silik〇n®. SRE (Wacker, Germany) or Rhodorsil® (Rhodia, France)), long-chain leaven, fatty acids, fatty acid salts, organofluorine compounds and mixtures thereof . Examples of colorants are small amounts of water soluble pigments and water soluble dyes. Examples which may be mentioned are dyes and pigments known under the following names: Rhodamine B, CI Pigment Red 112 and CI Solvent Red 1, Pigment Blue 15:4, Pigment Blue 15:3, Pigment Blue 15:2, Pigment Blue 15:1, Pigment Blue 8〇, Pigment Yellow 1, Pigment Yellow 13, Pigment Red 48:2, Pigment Red 48:1, Pigment Red 57:1, Pigment Red 53:1, Pigment Orange 43 , Pigment Orange 34, Pigment Orange 5, Pigment Green 36, Pigment Green 7, Pigment White 6, Pigment Brown 25, Alkaline Violet 1 碱性, Alkaline φ Violet 49, Acid Red 5 1, Acid Red 52, Acid Red 14, Acid blue 9, acid yellow 23, alkaline red 1 碱性, alkaline red 丨〇 8. • Examples of adhesives are polyvinylpyrrolidine _, polyvinyl acetate, polyethylene glycol and cellulose ether (Tyl〇se®, Shin-Etsu, japan) 〇' Suitable for the preparation of direct spray solutions, emulsions, slurries Or oily dispersions are medium to high boiling mineral oil fractions (such as kerosene or diesel, in addition to coal tar) and oils of vegetable or animal origin, aliphatic, cyclic and aromatic hydrocarbons (eg, toluene, xylene, Paraffin, tetrahydronaphthalene, alkylated naphthalene or its derivatives: sterol, ethanol, propanol, butanol, cyclohexanol, cyclohexanone, isophoric 136128.doc •67· 200930297 Erming, strong polarity Solvent (for example, dimethyl sulfoxide, N-methylpyrrolidine remaining or water). The I agent, the substance (4), and the dispersible product can be prepared by mixing or co-milling the compounds I and II and, if present, other active compounds with at least one solid carrier. Granules such as coated granules, impregnated granules and homogeneous granules can be prepared by combining the active compound or mixture of active compounds with at least one solid carrier. Examples of solid carriers are: mineral soils such as cerium oxide gel, strontium silicate, talc, kaolin, American activated clay, limestone, lime, chalk, red basalt, loess, clay, dolomite, diatomaceous earth, Calcium sulfate, magnesium sulfate, magnesium oxide; ground synthetic materials; fertilizers such as ammonium sulfate, ammonium phosphate, ammonium nitrate, urea; and plant-derived products such as cereal flour, bark flour, wood flour and nut shell powder; Powder and other solid carriers. The following are examples of the type of composition: 1. Composition type diluted with water 0 Water-soluble concentrate (SL, LS) 1 part by weight of the active compound or active compound mixture with 90 parts by weight of water or water-soluble solvent Dissolved. Alternatively, add a wetting agent or other auxiliaries. The active compound is diluted with water and dissolved. This resulted in a composition having an active compound content of 10% by weight. Ii) Dispersible Concentrate (DC) By adding 10 parts by weight of a dispersing agent (for example, polyvinylpyrrole bitumen), 20 parts by weight of the active compound or active compound mixture is dissolved in 7 〇 by weight I36128.doc -68 - 200930297 part of the ring brewed i. Diluted with water to produce a dispersion. The active compound content is 20% by weight β Π ) emulsifiable concentrate (EC) by adding calcium dodecylbenzene sulfonate and castor oil ethoxylate (5 parts by weight in each case), 15 weight The active compound or active compound mixture is dissolved in 75 parts by weight of xylene. Dilute with water to produce an emulsion. • The composition has an active compound content of 15% by weight. Iv) Emulsion (EW, EO, ES) 25 25 parts by weight of active compound or active compound by addition of calcium dodecylbenzene sulfonate and sesame oil ethoxylate (5 parts by weight in each case) The mixture was dissolved in 35 parts by weight of diphenylbenzene. This mixture was added to 30 parts by weight of water by means of an emulsifier (e.g., 'Ultraturrax') and allowed to form a homogeneous emulsion. Dilute with water to produce an emulsion. The composition has an active compound content of 25 wt%. v) suspension (SC, OD, FS) φ 20 parts by weight of active compound or live in a stirred ball mill with the addition of 10 parts by weight of dispersant and wetting agent and 7 parts by weight of water or organic solvent - Sex compound mixture is comminuted to produce a fine active compound suspension. Dilution with water produces a stable suspension of the active compound. The active compound content in the composition was 20% by weight. Vi) water-dispersible granules and water-soluble granules (WG, SG) by means of technical equipment (for example, extruder, spray tower, fluidized bed), with the addition of 50 parts by weight of dispersant and wetting agent, 5 〇 The parts by weight of the active compound or active compound mixture are finely ground and made into water-dispersible or water 136128.doc • 69- 200930297 soluble particles. Dilution with water produces a stable dispersion or solution of the active compound. The composition has an active compound content of 50% by weight. VII) Water-dispersible powders and water-soluble powders (WP, SP, SS, WS) 75 parts by weight of active compound or active compound are milled in a rotor-stator mill by adding 25 parts by weight of dispersant, wetting agent and silicone rubber mixture. Dilution with water produces a stable dispersion or solution of the active compound. The composition has an active compound content of 75 wtm/〇. Viii) Gel (GF) ❹ 20 parts by weight of active compound or active compound mixture, 1 part by weight of dispersant, 1 part by weight of gelling agent and 70 parts by weight of water or organic solvent are ground in a ball mill to produce fine suspension liquid. Dilution with water yielded a stable suspension having an active compound content of 2% by weight. 2. Type of composition to be applied without unreleased ix) Powder (DP, DS) 5 parts by weight of the active compound or active compound mixture are finely ground, H and thoroughly mixed with 95 parts by weight of finely powdered kaolin. This produces a sprinkable product having a content of 5% by weight of active compound. X) Granules (GR, FG, GG, MG) 1 5 parts by weight of the active compound or active compound mixture are finely ground and combined with 99.5 parts by weight of a carrier. Current methods are extrusion, spray drying or fluidized beds. This resulted in particles intended to be applied undiluted with a content of active compound of 0.5% by weight. Xi) ULV solution (UL) Dissolve 1 part by weight of the active compound or active compound present in 9 〇 weight θ 136128.doc -70 · 200930297 parts of organic solvent (eg diterpene benzene). This produces a composition intended to be applied undiluted with a content of 5% by weight of active compound. In general, the composition of the mixture of the invention comprises from 0.01 to 95% by weight, preferably from 0.1 to 90% by weight, of the compound I and II. Preferably, the compound and II are from 90% to 1% by weight, preferably 95% to 100% purity.水溶性 Water Soluble Concentrate (LS), Suspension (FS), Powder (DS), Water Dispersible and Water Soluble Powder (WS, SS), Emulsion (ES), Emulsifying Concentrate (EC) and Gel (GF) ) is commonly used to treat plant propagation material, especially seeds. These compositions can be applied to the propagation material, especially the seed, in undiluted or preferably diluted form. In this case, the corresponding composition can be diluted 2 to 1 times, so that the composition used for seed dressing has a weight of from 0 01 to 60% by weight, preferably 〇丨. /〇 active compound. Application can be carried out before or during sowing. The treatment of plant propagation material, especially the treatment of seeds, is known to those skilled in the art and is carried out by coating, coating, granulating, impregnating or soaking plant propagation material, preferably by granulation, coating Cloth and spreading or by furrow treatment to, for example, prevent premature germination of the seeds. = For seed treatment, it is preferred to make (iv) float. Such compositions typically comprise, per liter of active compound per liter of § surfactant, per liter of § to 防 anti-bed agent, up to 4 gram of binder per liter of enamel, 0 to 200 g of colorant per solvent and solvent (preferably water). The active compound or the active compound mixture may be sprayed as it is, or in the form of a composition thereof, a spray, a liquid, a dispersion, a dispersion, a slurry, a spreadable product, a spray of a dispersing substance, or a spray of a substance. Atomization, spreading, spreading, squirting, impregnation or pouring 136128.doc •71 200930297 J. The type of composition used depends entirely on the intended purpose. The active compound of the invention is most likely to be finely distributed under all conditions. The present invention can be used to prepare an aqueous use form by adding water from the emulsion phase, the slurry cutting stray =,: dispersion. For the preparation of emulsion, liquid or oily knife solution, it can be aided by a wetting agent, a viscosity increasing agent and a dispersing agent. Or the sputum agent is used to "water" the substance as it is or dissolved in oil or solvent. Or 'may be prepared from active substances, wetting agents, tackifiers, dispersants or
:化劑及(適當時)溶劑或油構成之濃縮物,且該等濃縮物 適於以水稀釋。 即用型製劑中活性化合㈣度可在相對寬範圍内變化。 一般而言,其為0.0001至1〇%、較佳〇 〇1至。 該等活性化合物亦可成功地用於超低容量(ULV)方法 中,藉此可能施用包含95重量%以上活性化合物之調配 物’或甚至施用無添加劑之活性化合物。 可將各種類型之油、濕潤劑、佐劑、除草劑、殺菌劑、 其他殺真菌劑及/或其他殺蟲劑、殺菌劑添加至活性化合 物或活性化合物混合物或包含其之組合物中,若適當亦 直至使用前才立即加入(捅混製劑)。此等組合物可以1:1〇〇 至100Π,較佳1:10至10:1之重量比添加至本發明之組合物 中〇 以下物質尤其適合作為此背景中之佐劑:有機改質聚碎 氧烷’例如Break Thru S 240® ;醇烷氧基化物,例如A concentrate of a chemical and, where appropriate, a solvent or oil, and such concentrates are suitable for dilution with water. The degree of activity (four degrees) in the ready-to-use preparations can vary over a relatively wide range. In general, it is 0.0001 to 1%, preferably 〇1 to. The active compounds can also be used successfully in ultra low volume (ULV) processes, whereby it is possible to apply a formulation comprising more than 95% by weight of active compound or even to apply an active compound without additives. Various types of oils, wetting agents, adjuvants, herbicides, bactericides, other fungicides and/or other insecticides, fungicides may be added to the active compound or mixture of active compounds or compositions thereof, if It is also suitable to be added immediately before use (mixed preparation). These compositions may be added to the compositions of the present invention in a weight ratio of from 1:1 Torr to 100 Torr, preferably from 1:10 to 10:1. The following materials are particularly suitable as adjuvants in this context: organically modified polycondensation Alkanes such as Break Thru S 240®; alcohol alkoxylates, for example
Atplus 245®、Atplus MBA 1303®、Plurafac LF 300® 及 Lutensol ON 30® ; EO-PO喪段聚合物,例如 piur〇nic rpe 136128.doc -72- 200930297 2035®及Genap〇1 B®;醇乙氧基化物,例如Lutens〇i χρ ’及續基號轴酸·一辛酿納,例如Leophen RA®。 本發明亦包含組份1(式I化合物)與一或多種其他活性化 合物(例如,除草劑、殺昆蟲劑、生長調節劑或肥料)之混 «物,其作為預混合物或若適當,則亦僅在使用前才立即 加入(桶展製劑),其中此等活性化合物可替代化合物ιι(組 份2)或除其之外使用。 0Atplus 245®, Atplus MBA 1303®, Plurafac LF 300® and Lutensol ON 30® ; EO-PO segmentation polymers, eg piur〇nic rpe 136128.doc -72- 200930297 2035® and Genap〇1 B®; alcohol B Oxylates, such as Lutens〇i χρ ' and the sulphonic acid, a sinner, such as Leophen RA®. The invention also comprises a mixture of component 1 (compound of formula I) with one or more other active compounds (for example, herbicides, insecticides, growth regulators or fertilizers) as a premix or, if appropriate, It is added immediately before use (barrel formulation), wherein such active compounds can be used in place of or in addition to compound ι (Component 2). 0
當將化合物I或化合物1與Η之混合物或包含其之組合物 與一或多種其他活性化合物混合時,在多種狀況下可能 (例如)擴大活性範圍或防止抗性發展。在多種狀況下,獲 得協同作用效應。此亦適用於單獨化合物I與一或多種其 他活性化合物之混合物。 活丨生化合物之混合物之此等組合物的製備以已知之方 式,例如以如針對化合物〗與化合物„之混合物之組合物所 才曰不之方式進行,呈除活性化合物外包含溶劑或固體載劑 之組合物形式。關於該等組合物之常用成份,參考關於包 含化合物I及π之組合物所述之内容。活性化合物混合物之 組合物適合作為用於控制有害真菌之殺真菌劑,且其特徵 在於如針對化合物1與化合物π之本發明混合物所述,其抵 抗廣泛範圍之植物病原性真菌之優良活性。 一 可與本發明之混合物或其組合物一起施用之其他活性化 合物的以下清單意欲說明可能之組合,但不施加任何限 制: Α)生長調節劑 136128.doc -73. 200930297 脫落酸(abscisic acid)、先甲草胺(amidochlor)、嘯咬醇 (ancymidol)、6-节基胺基嗓吟(6-benzylaminopurine)、芸 苔素内醋(brassinolide)、止芽素(butralin)、克美素 (chlormequat)(矮壯素(chlormequat chloride))、氯化膽驗 (choline chloride)、環丙酿胺酸(cyclanilide)、丁醯肼 (daminozide)、敵草克(dikegulac)、°塞節因(dimethipin)、 2,6-二甲基普定(2,6-dimethylpuridine)、乙稀構 (ethephon)、氟節胺(flumetralin)、調嘴醇(flurprimidol)、 氟嗟乙草S旨(fluthiacet)、氣0比脲(forchlorfenuron)、赤徽酸 (gibberellic acid)、抗倒胺(inabenfid)、0弓卜朵-3-乙酸、順丁 稀二醢肼(maleic hydrazide)、麥夫迪(mefluidide)、壯棉素 (mepiquat)(氣化壯棉素)、葉菌0坐(metconazole)、萘乙酸 (naphthalene acetic acid)、N-6-节基脉嗓吟(N-6-benzyladenine)、多效0坐、調環酸(prohexadione)(調環酸-妈)、茉莉酮(Pr〇hydrojasmon)、嘆苯隆(thidiazuron)、抑芽 〇坐(triapenthenol)、三硫代填酸三丁醋(tributyl phosphorotrithioate)、2,3,5-三埃苯甲酸、抗倒醋 (trinexapac-ethyl)及晞效唾(uniconazole); B)除草劑 -乙醯胺:乙草胺(acetochlor)、甲草胺(alachlor)、去草胺 (butachlor)、二甲草胺(dimethachlor)、嘆吩草胺 (dimethenamid)、氟嗟草胺(flufenacet)、苯嗟醯草胺 (mefenacet)、異丙甲草胺(metolachlor)、n比草胺 (metazachlor)、萘氧丙草胺(napropamide)、萘丙胺 136128.doc -74- 200930297 (naproanilide)、浠草胺(pethoxamid)、丙草胺 (pretilachlor)、毒草安(propachlor)、甲氧喧草胺 (thenylchlor); -胺基酸類似物:雙丙胺醯膦(bilanafos)、草甘膦、草铵 膦、草硫膦(sulfosate); -芳氧基苯氧基丙酸酯:賽地伏草(clodinafop)、氰I草酯 (cyhalofop-butyl)、芬殺草(fenoxaprop)、伏寄普 (fluazifop)、合氯氟(haloxyfop)、嗯 °坐酿草胺 (metamifop)、普拔草(propaquizafop)、快伏草 (quizalofop)、喧禾糠醋(quizalofop-p-tefuryl); -聯比°定:敵草快(diquat)、百草枯(paraquat); -胺基甲酸酯及硫代胺基曱酸酯:亞速爛(asulam)、蘇達 滅(butylate)、草長滅(carbetamide)、甜菜安 (desmedipham) 、°底草丹(dimepiperate)、撲草滅 (eptam)(EPTC)、戊草丹(esprocarb)、得草滅 (molinate)、坪草丹(orbencarb)、甜菜寧 (phenmedipham)、节草丹(prosulfocarb)、稗草畏 (pyributicarb)、殺丹(thiobencarb)、野麥畏(triallate); •環己二酮:丁苯草_ (butroxydim)、 烯草酮 (clethodim)、環殺草(cycloxydim)、環苯草嗣 (profoxydim)、西殺草(sethoxydim)、得殺草 (tepraloxydim)、苯草 _ (tralkoxydim); -二硝基苯胺:倍尼芬(benfluralin)、乙丁晞氟靈 (ethalfluralin)、安確靈(oryzalin)、二甲戊樂靈 136128.doc -75- 200930297 (pendimethalin)、苯胺靈(prodiamine)、氟樂靈 (trifluralin); -二苯醚:三氟1叛草醚(acifluorfen)、苯草醚(aclonifen)、 治草鱗(bifenox)、禾草靈(diclofop)、氣氟草醚 (ethoxyfen)、氟績胺草鍵(fomesafen)、乳氟禾草靈 (lactofen)、乙氧敦草喊(oxyfluorfen); -經基苯甲腈:溴苯腈(bromoxynil)、敵草腈 (dichlobenil)、蛾苯腈(ioxynil);When Compound I or a mixture of Compound 1 and hydrazine or a composition comprising the same is mixed with one or more other active compounds, it is possible, for example, to broaden the range of activity or prevent the development of resistance under various conditions. Synergistic effects are obtained in a variety of situations. This also applies to mixtures of the individual compounds I with one or more other active compounds. The preparation of such compositions of the mixture of the living compounds is carried out in a known manner, for example, in the form of a composition according to a mixture of the compound and the compound, in the presence of a solvent or solid in addition to the active compound. Compositions of the compositions. With regard to the usual ingredients of such compositions, reference is made to the compositions described for the compositions comprising the compounds I and π. The compositions of the active compound mixtures are suitable as fungicides for the control of harmful fungi, and Characterized by the excellent activity against a wide range of phytopathogenic fungi as described for the inventive mixtures of Compound 1 and Compound π. The following list of other active compounds which may be administered with the mixtures of the invention or compositions thereof is intended Explain the possible combinations without any restrictions: Α) Growth regulator 136128.doc -73. 200930297 Abscisic acid, amidochlor, ancymidol, 6-mercaptoamine 6-benzylaminopurine, brassinolide, butralin, chlorme Quat) (chlormequat chloride), choline chloride, cyclanilide, daminozide, dikegulac, dimethipin , 2,6-dimethylpuridine, ethephon, flumetralin, flurprimidol, fluthiacet, Gas 0 for urea (forchlorfenuron), gibberellic acid, inabenfid, 0 bowa-3-acetic acid, maleic hydrazide, mefluidide, Mepiquat (gasified strong cotton), meconazole, naphthalene acetic acid, N-6-benzyladenine, multi-effect Sitting, prohexadione (protonated acid - mother), jasmonone (Pr〇hydrojasmon), thidiazuron, triapenthenol, trithiocyanate (tributyl phosphorotrithioate) ), 2,3,5-trie-benzoic acid, trinexapac-ethyl and uniconazole; B) herbicide-acetamide: acetochlor Acetochlor), alachlor, butachlor, dimethachlor, dimethenamid, flufenacet, mefenacet, Metochlor, n metazachlor, napropamide, naphthylamine 136128.doc -74- 200930297 (naproanilide), pethoxamid, propionamide Pretilachlor), propachlor, thenylamine; - amino acid analogues: bianafos, glyphosate, glufosinate, sulfosate; Oxyphenoxypropionate: clodinafop, cyhalofop-butyl, fenoxaprop, fluazifop, haloxyfop, um Sitting on miamifop, propaquizafop, quizalofop, quizalofop-p-tefuryl; - combination ratio: diquat, paraquat ( Paraquat); -carbamate and thioamino phthalate: asulam, butabut, carb Etamide), desmedipham, dimepiperate, eptam (EPTC), esprocarb, molinate, orbencarb, beetine (phenmedipham), prosulfocarb, pyributicarb, thiobencarb, triallate; • cyclohexanedione: butyl benzoate _ (butroxydim), clethodid (clethodim) ), cyclooxydim, profoxydim, sethoxydim, tepraloxydim, tralkoxydim; dinitroaniline: benfluralin , etalfluralin, oryzalin, pendimethalin 136128.doc -75- 200930297 (pendimethalin), prodiamine, trifluralin; diphenyl ether : acifluorfen, aclofenfen, bifenox, diclofop, ethoxyfen, fomesafen, milk Lactofen, oxyfluorfen; benzobenzonitrile: bromoxynil, Bromoxynil (dichlobenil), moth benzonitrile (ioxynil);
-w米嗤琳晒:p米草S旨(imazamethabenz)、甲氧米草煙 (imazamox)、 甲基w米草煙(imazapic)、滅草煙 (imazapyr)、滅草嗤(imazaquin) 、 u米草煙 (imazethapyr); -苯氧基乙酸:稗草胺(〇1〇11]^1*〇?)、2,4-二氯苯氧乙酸 (2,4_dichlorophenoxyacetic acid)(2,4-D)、2,4-DB、滴丙 酸(dichlorprop)、MCPA、MCPA-硫乙基、MCPB、甲氯 丙酸(mecoprop); -0比唤:氯瑞達_ (chloridazone)、氟健嗪草酯(flufenpyr· ethyl)、氟0塞乙草 S旨(fluthiacet)、達草滅(norflurazone)、 建草特(pyridate); -0比咬:氯胺基°比β定酸(aminopyralid)、克草立特 (clopyralid)、°比氣草胺(diflufenican)、敗硫草定 (dithiopyr)、乳咬草酮(fluridone)、氟草煙 (fluroxypyr)、胺氣0比0定酸(picloram)、I 0比草胺 (picolinafen)、嗟草咬(thiazopyr); 136I28.doc -76- 200930297 -續醯腺:醯哺項隆(amidosulfuron)、四唾痛續隆 (azimsulfuron)、苄嘧磺隆(bensulfuron)、氯嘧磺隆 (chlorimuron-ethyl)、氣續隆(chlorsulfuron)、醚黃隆 (cinosulfuron)、環丙癌續隆(cyclosulfamuron)、乙氧嘧 績隆(ethoxysulfuron)、嘧 〇定確隆(flazasulfuron)、氟吡續 隆(flucetosulfuron)、氟 〇定喊績隆(flupyrsulfuron)、甲酿 嘧績隆(foramsulfuron)、氣"比謎確隆(halosulfuron)、唑 0比,績隆(imazosulfuron)、蛾曱續隆(iodosulfuron)、曱 確胺項隆(mesosulfuron)、曱績隆(metsulfuron-methyl)、 煙嘴績隆(nicosulfuron)、環氧嘴績隆(oxasulfuron)、氟 响續隆(primisulfuron)、三氟丙項隆(prosulfuron)、0比鳴 績隆(pyrazosulfuron)、硬喊確隆(rimsulfuron)、甲嘴續 隆(sulfometuron)、續,續隆(sulfosulfuron)、嘆吩橫隆 (thifensulfuron)、ϋ 苯績隆(triasulfuron)、苯罐隆 (tribenuron)、三氟 β定罐隆(trifloxysulfuron)、氟胺橫隆 (triflusulfuron)、三敗甲項隆(tritosulfuron)、1-((2-氯-6-丙基咪唑并[l,2-b]噠嗪-3-基)磺醯基)-3-(4,6-二曱氧基嘧 β定-2 -基)腺, -三嗪:莠滅淨(ametryn)、莠去津(atrazine)、氰草津 (cyanazine)、異戊乙淨(dimethametryn)、乙嗪草酮 (ethiozine)、六 °秦同(hexazinone)、苯嗪草酮 (metamitron)、赛克津(metribuzin)、撲草淨 (prometryn)、西瑪津:(simazine)、特丁津 (terbuthylazine)、去草淨(terbutryn)、三嗓氣草胺 136128.doc -77- 200930297 (triaziflam); -尿素:綠麥隆(chlorotoluron)、殺草隆(daimuron)、敵草 隆(diuron)、可奪草(fluometuron)、異丙隆 (isoproturon)、 利穀隆(linuron)、 甲基苯嘆隆 (methabenzthiazuron)、丁 β塞隆(tebuthiuron); -乙醯乳酸合酶之其他抑制劑:雙草醚(bispyribac-sodium)、氯酯績草胺(cloransulam-methyl)、雙氣確草胺 (diclosulam)、雙氟續草胺(florasulam)、氟酮確隆 ® (flucarbazone)、峻嘯續草胺(flumetsulam)、續草嗓胺 (metosulam)、績醯腺(ortho-sulfamuron)、五氟績草胺 (penoxsulam)、丙氧續隆(propoxycarbazone)、丙酯草醚 (pyribambenz-propyl)、嘯咬將草喊(pyribenzoxim)、環 西旨草謎(pyriftalid)、痛草謎(pyriminobac-methyl)、嘯續 凡(pyrimisulfan)、嘴硫草 _ (pyrithiobac)、嘴氧礙 (pyroxasulfone)、嘴氧績胺(pyroxsulam); -其他:胺°坐草網(amicarbazone)、 胺基三吐 9 (aminotriazole)、莎裨破(anilofos)、氣丁 酿草胺 (beflubutamid)、草除靈乙醋(benazolin)、苯卡巴腙 (bencarbazone)、β夫草黃(benfluresate)、n比草銅 (benzofenap)、苯達松(bentazone)、苯雙嘆隆 (benzobicyclon)、除草定(bromacil)、漠丁 醯草胺 (bromobutide)、氟丙痛草 S旨(butafenacil)、抑草碗 (butamifos) 、 》坐草胺(cafenstrole)、峻草嗣 (carfentrazone)、0弓丨0朵酮草醋(cinidon-ethyl)、敵草索 136128.doc -78- 200930297 (chlorthal)、環庚草越(cinniethylin)、異惡草松 (clomazone)、可滅隆(cuniyluron)、可普確酿胺 (cyprosulfamide)、麥草畏(dicanlba)、苯敵快、氟吡草腙 (diflufenzopyr)、稗内腾螺抱菌(Drec/zWeror mowocerai)、草哆嗦(endothal)、乙呋草磺 (ethofumesate)、乙氧苯草胺(et〇benzanid)、四0坐醯草胺 (fentrazamide)、氟胺草醋(fiumiclorac-pentyl)、丙快氟 草胺(flumioxazin)、氟胺草唑(flupoxam)、氟咯草酮 (fluorochloridone)、呋草酮(flurtamone)、茚草酮 (indanofan)、異惡草胺(is〇xaben)、異°惡哇草酮 (isoxaflutole)、環草定(lenacil)、敵稗(propanil)、戊炔 草胺(propyzamide)、二氯喹琳酸(quinclorac)、喹草酸 (quinmerac)、曱基續草 _ (mesotrione)、甲基珅酸 (methylarsenic acid)、鈉得爛(naptalam)、丙炔惡草酮 (oxadiargyl)、惡草 _ (oxadiazon)、惡嗪草酮 (oxaziclomefone)、環戊惡草酮(pentoxazone)、唾淋草醋 (pinoxaden)、雙嗤草腈(pyraclonil)、°比草 i|(pyraflufen-ethyl)、0比績服(pyrasulfotol)、节草 °坐(pyrazoxyfen)、比 拉0坐諾(pyrazolynate)、滅藻酿(quinoclamine)、薩氟芬 (saflufenacil)、薩克隆(sulcotrion)、甲確草胺 (sulfentrazone)、特草定(terbacil)、特 β夫喃隆 (tefuryltrione)、特布隆(tembotrione)、嗔吩卡巴月宗 (thiencarbazone)、特普美腙(topramezone)、4-經基-3-[2-(2-甲氧基乙氧基甲基)-6-三氟甲基吼啶-3-羰基]雙環 136128.doc -79- 200930297 [3.2.1]辛-3-烯-2-酮、(3-[2-氣-4-氟-5-(3-甲基-2,6-二側 氧基-4-三氟甲基-3,6-二氫-2H-嘧啶-1-基)苯氧基]”比啶_ 2-基氧基)乙酸乙酯、6-胺基-5-氣-2-環丙基嘧啶-4-甲酸 曱酯、6-氣-3-(2-環丙基-6-曱基苯氧基)噠嗪-4-醇、4-胺 基-3-氣-6-(4-氣苯基)-5-氟吡啶-2-甲酸、4-胺基-3-氯-6-(4-氣-2·氟-3-甲氧基苯基)吡啶-2-曱酸甲酯及4-胺基-3-氣-6-(4-氣-3-二甲基胺基-2-氟苯基)吡啶-2-甲酸甲酯; C)殺昆蟲劑-w米嗤琳晒: p rice grass S (imazamethabenz), methoxymethane (imazamox), methyl w rice imazapic, imazapyr, imazaquin, u Imazethapyr; - phenoxyacetic acid: valeric acid (〇1〇11]^1*〇?), 2,4-dichlorophenoxyacetic acid (2,4-D) ), 2,4-DB, dichlorprop, MCPA, MCPA-thioethyl, MCPB, mecoprop; -0 call: chloridazone, fluoxazine Flufenpyr ethyl, fluthiacet, norflurazone, pyridate; -0 ratio bite: chloramine-based ratio aminopyralid, gram Clopyralid, ° diflufenican, dithiopyr, fluridone, fluroxypyr, amine gas 0 to 0 picoram, I 0 is picolinafen, thiazopyr; 136I28.doc -76- 200930297 - continued parotid gland: amidosulfuron, azimsulfuron, bensulfuron ( Bensulfuron), chlorimuron On-ethyl), chlorsulfuron, cinosulfuron, cyclosulfamuron, ethoxysulfuron, flazasulfuron, flupiron (flucetosulfuron), flupyrsulfuron, foramsulfuron, gas "halosulfuron, oxazolidine 0, imazosulfuron, moth sequel (iodosulfuron) ), mesosulfuron, metsulfuron-methyl, nicosulfuron, oxasulfuron, primisulfuron, trifluoropropanol Prosulfuron), 0 than pyrazosulfuron, rimsulfuron, sulfometuron, continuation, sulfosulfuron, thifensulfuron, triasulfuron ), tribenuron, trifloxysulfuron, triflusulfuron, tritosulfuron, 1-((2-chloro-6-propylimidazolium) [l,2-b]pyridazin-3-yl)sulfonyl)-3-(4,6-diindole) Azinyl-β-yl) gland, -triazine: ametryn, atrazine, cyanazine, dimethametryn, thiazinone , hexazinone, metamitron, metribuzin, prometryn, simazine, terbuthylazine, chlorpyrifos Terbutryn), triterpenoid 136128.doc -77- 200930297 (triaziflam); - urea: chlorotoluron, daimuron, diuron, fluometuron, Isoproturon, lisuron, methabenzthiazuron, tebuthiuron; - other inhibitors of acetaminolate lactase: bispyribac-sodium , cloransulam-methyl, diclosulam, florasulam, flucarbazone, flumetsulam, succulent Metolamam, ortho-sulfamuron, penoxsulam, propoxol Ycarbazone), pyribambenz-propyl, pyribenzoxim, pyrifalid, pyriminobac-methyl, pyrimisulfan, sulphur _ (pyrithiobac), pyroxasulfone, pyroxsulam; - others: amine amicarbazone, aminotriazole, anilofos, aerated Beflubutamid, benazolin, bencarbazone, benfluresate, n-benzofenap, bentazone, benzodiazepine (benzobicyclon), bromocil, bromobutide, butafenacil, butamifos, cavenstrole, carfentrazone , 0 bow 丨 keid vinegar (cinidon-ethyl), diquat 136128.doc -78- 200930297 (chlorthal), ginniethylin, clomazone, cunyluron ), cyprosulfamide, dianlba, benzophenone, flupyridin Diflufenzopyr, Drec/zWeror mowocerai, endothal, ethofumesate, etiobenzanid, tetradecylbenzamide Fentrazamide), fiumiclorac-pentyl, flumioxazin, flupoxam, fluorochloridone, flurtamone, valerone (indanofan) ), isoxaxamine, isoxaflutole, lenacil, propanil, propyzamide, quinclorac , quinmerac, mesotrione, methylarsenic acid, naptalam, oxadiargyl, oxadiazon, oxazine Oxaziclomefone, pentoxazone, pinoxaden, pyraclonil, pyraflufen-ethyl, pyraulfotol, Grassy (pyrazoxyfen), pyrazolynate, quinoclamine, saflufen (sa Flufenacil), sulcotrion, sulfentrazone, terbacil, tefuryltrione, tembotrione, thiencarbazone, special Topramezone, 4-carbyl-3-[2-(2-methoxyethoxymethyl)-6-trifluoromethylacridin-3-carbonyl]bicyclo 136128.doc -79- 200930297 [3.2.1] Oct-3-en-2-one, (3-[2- gas-4-fluoro-5-(3-methyl-2,6-di- oxy-4-trifluoromethyl) Ethyl-3,6-dihydro-2H-pyrimidin-1-yl)phenoxy]"pyridin-2-yloxy)acetate, 6-amino-5-a-2-cyclopropylpyrimidine -4-carboxylate, 6-gas-3-(2-cyclopropyl-6-mercaptophenoxy)pyridazin-4-ol, 4-amino-3-gas-6-(4-gas Phenyl)-5-fluoropyridine-2-carboxylic acid, 4-amino-3-chloro-6-(4-gas-2.fluoro-3-methoxyphenyl)pyridine-2-furic acid methyl ester and Methyl 4-amino-3-gas-6-(4-carb-3-dimethylamino-2-fluorophenyl)pyridine-2-carboxylate; C) insecticide
-有機(硫基)碟酸鹽:歐殺松(acephate)、甲基β比咬填 (azamethiphos)、榖硫填(azinphos-methyl)、毒死蜱 (chlorpyrifos)、曱基毒死蜱(chlorpyrifos-methyl)、毒蟲 畏(chlorfenvinphos)、大利松(diazinon)、敵敵畏 (dichlorvos)、百治填(dicrotophos)、大滅松 (dimethoate)、乙拌構(disulfoton)、乙硫填(ethion)、殺 培硫填(fenitrothion)、倍硫碗(fenthion)、異鳴嗤構 (isoxathion)、馬拉硫碗(malathion)、甲胺填 (methamidophos)、殺撲鱗(methidathion)、甲基對硫鱗 (methyl-parathion)、速滅碗(mevinphos)、久效填 (monocrotophos)、滅多松(oxydemeton-methyl)、對氧填 (paraoxon)、對硫填(parathion)、稻豐散(phenthoate)、 伏殺破(phosalone)、益滅松(phosmet)、福賜米松 (phosphamidon)、甲拌磷(phorate)、腈肟碗(phoxim)、蟲 蟎碟(pirimiphos-methyl)、丙溴碟(profenofos)、普硫松 (prothiofos)、硫滅克碗(sulprophos)、殺蟲威 136128.doc •80· 200930297 (tetrachlorvinphos)、託福松(terbufos)、三嗤磷 (triazophos)、三氯松(trichlorfon); -胺基曱酸酯:棉靈威(alanycarb)、涕滅威(aldicarb)、免 敵克(bendiocarb)、免扶克(benfuracarb)、加保利 (carbaryl)、加保扶(carbofuran) 、丁基加保扶 (carbosulfan)、芬諾克(fenoxycarb)、吱線威 (furathiocarb)、滅蟲威(methiocarb)、滅多蟲 (methomyl)、歐殺滅(oxamyl)、抗财威(pirimicarb)、殘 殺威(propoxur)、硫雙威(thiodicarb)、°坐財威 (triazamate); -擬除蟲菊酯(pyrethroid):丙烯除蟲菊酯(allethrin)、畢 芬寧(bifenthrin)、赛扶寧(cyfluthrin)、三氟氣氰菊酯 (cyhalothrin)、賽盼寧(cyphenothrin)、氯氰菊酯 (cypermethrin)、a-氣氰菊酯、β-氯氰菊酯、ζ-氣氰菊 酉旨、第滅寧(deltamethrin)、益化利(esfenvalerate)、依芬 寧(etofenprox)、芬普寧(fenpropathrin)、芬化利 (fenvalerate)、依普寧(imiprothrin)、λ-赛洛寧(lambda-cyhalothrin)、百滅寧(permethrin)、炔丙菊醋 (prallethrin)、除蟲菊素I(pyrethrin I)及除蟲菊素 II(pyrethrin II)、苄 °夫菊醋(resmethrin)、西拉福芬 (silafluofen)、福化利(tau-fluvalinate)、七氟菊醋 (tefluthrin)、胺菊醋(tetramethrin)、四演菊 S 旨 (tralomethrin)、四氟苯菊醋(transfluthrin)、丙氟菊酉旨 (profluthrin)、四氟甲醚菊醋(dimefluthrin); 136128.doc -81 - 200930297-Organic (thio) disc salts: acephate, methyl beta than azamethiphos, azinphos-methyl, chlorpyrifos, chlorpyrifos-methyl, Chlorfenvinphos, diazinon, dichlorvos, dicrotophos, dimethoate, disulfoton, ethion, chlorpyrifos (fenitrothion), fenthion, isoxathion, malathion, methamidophos, methidathion, methyl-parathion ), mevinphos, monocrotophos, oxydemeton-methyl, paraoxon, parathion, phenthoate, phosalone ), phosmet, phosphamidon, phorate, phoxim, pirimiphos-methyl, profenofos, prosulfine ( Prothiofos), sulprophos, insecticide 136128.doc •80 200930297 (tetrachlorvinphos), terfufos (tribuphos), triazophos, trichlorfon; - amino phthalate: alanycarb, aldicarb, antibiotics ( Bendiocarb), benfuracarb, carbaryl, carbofuran, carbosulfan, fenoxycarb, furathiocarb, and chlorfenapyr (furathiocarb) Methiocarb), methodomyl, oxamyl, pirimicarb, propoxur, thiodicarb, triazamate; pyrethroid (pyrethroid): pyrethroid (allethrin), bifenthrin, cyfluthrin, cyhalothrin, cyphenothrin, cypermethrin, a-gas Cypermethrin, beta-cypermethrin, guanidine-cyanidin, deltamethrin, esfenvalerate, etofenprox, fenpropathrin, fenvalerate, Ipprothrin, lambda-cylon Halothrin), permethrin, prallethrin, pyrethrin I and pyrethrin II, resmethrin, sirafu Silafluofen, tau-fluvalinate, tefluthrin, tetramethrin, trolomethrin, transfluthrin, fenvalerate Profluthrin, dimefluthrin; 136128.doc -81 - 200930297
-昆蟲生長抑制劑:a)曱殼素合成抑制劑:苄醯基脲:克 福隆(chlorfluazuron)、赛滅淨(cyromazine)、二福隆 (diflubenzuron)、福環脲(flucycloxuron)、氟芬隆 (flufenoxuron)、六伏隆(hexaflumuron)、祿芬隆 (lufenuron)、諾華隆(novaluron)、膚蟲隆 (teflubenzuron)、殺蟲隆(triflumuron);布芬淨 (buprofezin)、戴芬蘭(diofenolan)、嗔瞒 _ (hexythiazox)、乙螨0坐(etoxazole)、克芬蜗 (clofentazin) ; b)蚬皮激素拮抗劑:氯蟲醯肼 (halofenozide)、曱氧蟲酿肼(methoxyfenozide)、得芬諾 (tebufenozide)、印棟素(azadirachtin) ; c)保幼激素類似 物··百利普芬(pyriproxyfen)、美賜年(methoprene)、芬 氧克(fenoxycarb) ; d)脂質生物合成抑制劑:螺蜗酯 (spirodiclofen)、螺曱蜗醋(spiromesifen)、螺蟲乙 S旨 (spirotetramate) *» -終驗受體促效劑/拮抗劑:可尼丁(clothianidin)、°夫蟲胺 (dinotefuran)、益達胺(imidacloprid)、嗟蟲嗓 (thiamethoxam)、稀咬蟲胺(nitenpyram)、亞滅培 (acetamiprid)、D塞蟲淋(thiacloprid)、1-(2-氯嘆〇坐-5-基甲 基)-2-硝基亞胺基-3,5-二曱基-[1,3,5]三嗪; -GAB A括抗劑:硫丹(endosulfan)、伊希普(ethiprol)、氟 蟲腈(f*ipronil)、凡利普(vaniliprol)、旅喃普爾 (pyrafluprol)、》辰銳普爾(pyriprol)、5-胺基-1-(2,6-二氣-4-曱基苯基)-4-胺亞磺醯基-1H-吡唑-3-硫基甲酿胺; 136128.doc -82 - 200930297 -大環内醋:阿巴 ί丁(abamectin)、因滅,;丁(emamectin)、密 滅汀(milbemectin)、雷匹美、;T (lepimectin)、賜諾殺 (spinosad)、斯平托姆(spinetoram); -線粒體電子傳遞鏈抑制劑(METI)I殺蟎劑:喹蟎醚 (fenazaquin)、璉蜗靈(pyridaben) 、 π比瞒胺 (tebufenpyrad)、η坐蟲醢胺(tolfenpyrad)、氟芬林 (flufenerim); -METI II及III物質:亞S昆蜗(acequinocyl)、敗西密 (fluacyprim)、伏蛾腙(hydramethylnon); -解偶聯劑:蟲蜗腈(chlorfenapyr); -氧化填酸化抑制劑:環己錫(cyhexatin)、汰芬隆 (diafenthiuron)、苯丁錫(fenbutatin oxide)、歐蜗多 (propargite); -昆蟲蜆皮抑制劑:赛滅淨(cryomazine); -混合功能氧化酶抑制劑:胡椒基丁醚; -鈉通道阻斷劑:茚蟲威(indoxacarb)、美氟腙 (metaflumizone); -其他:苯克隹(benclothiaz)、聯苯肼S旨(bifenazate)、殺 埃丹(cartap)、氟尼胺(flonicamid)、咬蟲丙謎 (pyridalyl)、°比財嗣(pymetrozine)、硫、硫賜安 (thiocyclam)、氣蟲醯胺(flubendiamid)、氯蟲酿胺 (chlorantraniliprol)、斯阿皮(cyazypyr)(HGW86);赛諾 口比芬(cyenopyrafen)、°比氣硫填(flupyrazofos)、售說美 芬(cyflumetofen)、醢胺氟美(amidoflumet)、》米克芬 136128.doc -83 - 200930297 (imicyafos)、雙三氟蟲脲(bistrifluron)及"底氟喧腙 (pyrifluquinazon) 〇- Insect growth inhibitors: a) Chitin synthesis inhibitors: benzalkonium urea: chlorfluazuron, cyromazine, diflubenzuron, flucycloxuron, flufen Flufenoxuron, hexaflumuron, lufenuron, novaluron, teflubenzuron, triflumuron, buprofezin, diefenolan ), 嗔瞒_ (hexythiazox), etoxazole, clofentazin; b) ecdysone antagonist: halofenozide, methoxyfenozide, Tebufenozide, azadirachtin; c) juvenile hormone analogues · pyriproxyfen, metopor, fenoxycarb; d) lipid biosynthesis inhibition Agent: spirodiclofen, spiromesifen, spirotetramate *» - final receptor agonist/antagonist: clothianidin, flubendiamide (dinotefuran), imidacloprid, thiamethoxam Nitenpyram, acetamiprid, thiacloprid, 1-(2-chlorosindol-5-ylmethyl)-2-nitroimido-3, 5-dimercapto-[1,3,5]triazine; -GAB A antagonist: endosulfan, ethiprol, fipronil (f*ipronil), vaniliprol ), pyrafluprol, pyriprol, 5-amino-1-(2,6-dioxa-4-mercaptophenyl)-4-amine sulfinyl-1H- Pyrazole-3-thiocartoamine; 136128.doc -82 - 200930297 - Macrocyclic vinegar: abamectin, due to extinction; emamectin, milbemectin, leipi T, lepimectin, spinosad, spinetoram; - mitochondrial electron transport chain inhibitor (METI) I acaricide: quinazaquin, pyridaben π, bu 瞒 te (tebufenpyrad), η 醢 醢 醢 to (tolfenpyrad), flufenerim (flufenerim); -METI II and III substances: sub-Squine (acequinocyl), flucyprim (fluacyprim), moth Hydr (hydramethylnon); - uncoupling agent: chlorfenapyr; - oxidative acid Inhibitors: cyhexatin, diafenthiuron, fenbutatin oxide, propargite; - insect molting inhibitor: cryomazine; - mixed functional oxidation Enzyme inhibitor: piperonyl butoxide; - sodium channel blocker: indoxacarb, metaflumizone; - others: benbenzi (benclothiaz), bifenazate (bifenazate), kill Cartap, flonicamid, pyridalyl, pymetrozine, sulfur, thiocyclam, flubendiamid, chloramphenicol (chlorantraniliprol), cyazypyr (HGW86); cyenopyrafen, flupyrazofos, cyflumetofen, amidoflumet, metre Kefen 136128.doc -83 - 200930297 (imicyafos), bistrifluron and "pyrfluquinazon"
上文所提及之作為可能替代物或其他組份之活性化合 物、其製備及其對抗有害真菌之作用為已知(參看: http://www.hcIrss.demonxo.ukAmdex.html ; http://www.alanwood.net/pesticides/); 其可購得。根據IUPAC命名之化合物、其製備及其殺真菌 作用同樣為已知(參看Can. J. Plant Sci. 48(6),587-94, 1968 ; EP-A 141 317 ; EP-A 152 03 1 ; EP-A 226 917 ; EP-A 243 970 ; EP-A 256 503 ; EP-A 428 941 ; EP-A 532 022 ; EP-A 1 028 125 ; EP-A 1 035 122 ; EP-A 1 201 648 ; EP-A 1 122 244 ; JP 2002316902 ; DE 19650197 ; DEThe active compounds mentioned above as possible substitutes or other components, their preparation and their action against harmful fungi are known (see: http://www.hcIrss.demonxo.ukAmdex.html; http:/ /www.alanwood.net/pesticides/); It is commercially available. Compounds named according to IUPAC, their preparation and their fungicidal action are also known (see Can. J. Plant Sci. 48(6), 587-94, 1968; EP-A 141 317; EP-A 152 03 1; EP-A 243 970; EP-A 256 503; EP-A 428 941; EP-A 532 022; EP-A 1 028 125; EP-A 1 035 122; EP-A 1 201 648 EP-A 1 122 244 ; JP 2002316902 ; DE 19650197 ; DE
10021412 ; DE 102005009458 ; US 3,296,272 ; US 3,325,503 ; WO 98/46608 ; WO 99/14187 ; WO 99/24413 ; WO 99/27783 ; WO 00/29404 ; WO 00/46148 ; WO10021412; DE 102005009458; US 3,296,272; US 3,325,503; WO 98/46608; WO 99/14187; WO 99/24413; WO 99/27783; WO 00/29404; WO 00/46148;
00/65913 ; WO 01/54501 ; WO 01/56358 ; WO 02/22583 ; WO 02/40431 ; WO 03/10149 ; WO 03/11853 ; WO00/65913; WO 01/54501; WO 01/56358; WO 02/22583; WO 02/40431; WO 03/10149; WO 03/11853;
03/14103 ; WO 03/16286 ; WO 03/53145 ; WO 03/61388 ; WO 03/66609 ; WO 03/74491 ; WO 04/49804 ; WO03/14103; WO 03/16286; WO 03/53145; WO 03/61388; WO 03/66609; WO 03/74491; WO 04/49804;
05/120234 ; WO 05/123689 ; WO 05/123690 ; WO 05/63721 ; WO 05/87772 ; WO 05/87773 ; WO 06/15866 ; WO 06/87325 ; WO 06/87343 ; WO 07/82098 ; WO 07/90624) ° 在三元混合物(亦即,包含活性化合物I及第一種其他活 性化合物及第二種其他活性化合物(例如來自群2.1至2.6或 136128.doc -84- 200930297 A至C之兩種不同活性化合物)之本發明之組合物)中,化合 物I與第一種其他活性化合物之重量比視各別活性化合物 之性質而定;其較佳在1:50至50:1之範圍内且尤其在1:10 至10:1之範圍内。化合物I與第二種其他活性化合物之重量 比較佳在1:50至50:1之範圍内,尤其在1:10至10:1之範圍 内。第一種其他活性化合物與第二種其他活性化合物之重 量比較佳在1:50至50:1之範圍内,尤其在1··10至10:1之範 圍内。 較佳為表Β中所列之組合物,其中表Β之一列對應於包 含式I化合物(組份1)(其較佳為本文中描述為較佳之化合物 之一)及在各狀況下所討論之列中給出之組份2的殺真菌組 合物。根據本發明之一實施例,表2之各列中之組份1在各 狀況下為表1至13中、較佳表1至7中特定個別詳述之式I化 合物之一。 表ΒWO 05/123689; WO 05/123690; WO 05/63721; WO 05/87772; WO 05/87773; WO 06/15866; WO 06/87325; WO 06/87343; WO 07/82098; 07/90624) ° in a ternary mixture (ie containing active compound I and the first other active compound and a second other active compound (eg from group 2.1 to 2.6 or 136128.doc -84 to 200930297 A to C) In the composition of the invention of the two different active compounds), the weight ratio of the compound I to the first other active compound depends on the nature of the individual active compound; it preferably ranges from 1:50 to 50:1. Inside and especially in the range of 1:10 to 10:1. The weight of the compound I and the second other active compound is preferably in the range of from 1:50 to 50:1, especially in the range of from 1:10 to 10:1. The weight of the first other active compound and the second other active compound is preferably in the range of 1:50 to 50:1, especially in the range of 1·10 to 10:1. Preferred are the compositions listed in the Table, wherein one of the labels corresponds to a compound comprising Formula I (Component 1) (which is preferably one of the preferred compounds described herein) and is discussed under various conditions. The fungicidal composition of component 2 given in the column. In accordance with an embodiment of the present invention, component 1 of each column of Table 2 is, in each case, one of the compounds of Formula I detailed in Tables 1 through 13, preferably in Tables 1 through 7. Table
行 組份1 組份2 Β-1 式I化合物 加保利 Β-2 式I化合物 加保扶 Β-3 式I化合物 丁基加保扶 Β-4 式I化合物 滅多蟲、硫雙威 Β-5 式I化合物 畢芬寧 Β-6 式I化合物 賽扶寧 Β-7 式I化合物 氣氰菊酯 Β-8 式I化合物 α-氯氰菊酯 Β-9 式I化合物 ζ-氣氰菊酯 Β-10 式I化合物 第滅寧(deltamethrin) Β-11 式I化合物 益化利(esfenvalerate) Β-12 式I化合物 λ-赛洛寧 Β-13 式I化合物 百滅寧 Β-14 式I化合物 七氟菊酯 Β-15 式I化合物 二福隆 136128.doc -85- 200930297 行 组份1 組份2 B-16 式I化合物 氟芬隆 B-17 式I化合物 祿芬隆 B-18 式I化合物 膚蟲隆 B-19 式I化合物 螺蟲乙酯 B-20 式I化合物 可尼丁 B-21 式I化合物 呋蟲胺 B-22 式I化合物 益達胺 B-23 式I化合物 噻蟲嗪 B-24 式I化合物 亞滅培 B-25 式I化合物 雀蟲琳 B-26 式I化合物 硫丹 B-27 式I化合物 氟蟲腈 B-28 式I化合物 阿巴汀 B-29 式I化合物 因滅汀 B-30 式I化合物 賜諾殺 B-31 式I化合物 斯平托姆 B-32 式I化合物 伏蟻腙 B-33 式I化合物 蟲蟎腈 B-34 式I化合物 苯丁錫 B-35 式I化合物 茚蟲威 B-36 式I化合物 美氣腙 B-37 式I化合物 氟尼胺 B-38 式I化合物 氟蟲醯胺 B-39 式I化合物 氣蟲醯胺 B-40 式I化合物 斯阿皮(HGW86) B-41 式I化合物 噻氟美芬 B-42 式I化合物 乙草胺 B-43 式I化合物 噻吩草胺 B-44 式I化合物 異丙甲草胺 B-45 式I化合物 吡草胺 B-46 式I化合物 草甘膦 B-47 式I化合物 草銨膦 B-48 式I化合物 草硫膦 B-49 式I化合物 賽地伏草 B-50 式I化合物 芬殺草 B-51 式I化合物 伏寄普 B-52 式I化合物 合氣氟 B-53 式I化合物 百草枯 B-54 式I化合物 甜菜寧 B-55 式I化合物 烯草酮 B-56 式I化合物 環殺草 B-57 式I化合物 環苯草酮 B-58 式I化合物 西殺草 136128.doc -86- 200930297 行 組份1 組份2 B-59 式I化合物 得殺草 B-60 式I化合物 二曱戊樂靈 B-61 式I化合物 苯胺靈 B-62 式I化合物 氟樂靈 B-63 式I化合物 三氟羧草醚 B-64 式I化合物 溴苯腈 B-65 式I化合物 咪草酯 B-66 式I化合物 曱氧咪草煙 B-67 式I化合物 曱基咪草煙 B-68 式I化合物 滅草煙 B-69 式I化合物 滅草啥 B-70 式I化合物 咪草煙 B-71 式I化合物 2,4-二氣苯氧乙酸(2,4-D) B-72 式I化合物 氣瑞達酮 B-73 式I化合物 克草立特 B-74 式I化合物 氟草煙 B-75 式I化合物 胺氣吡啶酸 B-76 式I化合物 氟0比草胺 B-77 式I化合物 苄嘧磺隆 B-78 式I化合物 氣嘧磺隆 B-79 式I化合物 環丙嘧磺隆 B-80 式I化合物 碘甲磺隆 B-81 式I化合物 曱磺胺磺隆 B-82 式I化合物 曱磺隆 B-83 式I化合物 煙嘧磺隆 B-84 式I化合物 砜嘧磺隆 B-85 式I化合物 氟胺磺隆 B-86 式I化合物 莠去津 B-87 式I化合物 六嗓同 B-88 式I化合物 敵草隆 B-89 式I化合物 雙氟磺草胺 B-90 式I化合物 ,氧瑕· B-91 式I化合物 苯達松 B-92 式I化合物 °引°朵網草酯 B-93 式I化合物 環庚草醚 B-94 式I化合物 麥草畏 B-95 式I化合物 氟°比草月宗 B-96 式I化合物 二氣啥琳酸 B-97 式I化合物 喹草酸 B-98 式I化合物 曱基磺草酮 B-99 式I化合物 薩氟芬 B-100 式I化合物 特普美月宗 136128.doc -87- 200930297 合成實例 1)1-氣-2-(2,4-二氟笨基)-3·(4-氣苯基)丙_2_醇之合成 將鎮屑(Magnesium tUrning)(390 mg,16 3 賴〇1)及碘添 加至4-氣苯甲基氣(250 mg,1.55軸〇1)於無水乙醚(25 ml) 中之溶液中。反應混合物緩慢溫熱,直至碘顏色消失,且 藉由回流溶劑指示反應開始。逐滴添加剩餘4-氯苯曱基氣 ‘ (2·25 g,14_0 mmol) ’使得反應混合物保持在回流下。添 加結束後,將混合物在室溫下再攪拌2小時且接著冷卻至 〇 C。在此溫度下,逐滴添加於無水甲苯(1〇 mi)中之α氣_ 2’4-二氟苯乙酮(2.36 g,12 4 mm〇1)。接著使混合物溫至室 溫且再攪拌3小時。此後,使混合物再次冷卻至〇勺,且添 加飽和氣化銨水溶液(10 ml)。將有機相分離且以乙酸乙酯 萃取水相(2x20 ml)。組合之有機萃取物經硫酸鈉乾燥且不 含溶劑。以此方式獲得之粗產物(4.〇 g)在未經純化下用於 下一反應步驟。 φ 2)(Z)-l-[3-氯·1_(4·氣苯基)丙烯_2_基]_2 4_二氟苯之合成 在〇C下’首先乙酸酐(1.4 ml,ns mm〇i)且接著濃硫酸 ^ (77 μ1,1·5〇 mmo1)添加至 1-氣-2-(2,4-三氟苯基)-3-(4-氣笨 基)丙-2-醇(4.0 g,約12.6 mmol)於1,4-二噁烷/THF混合物 (44 ml,1〇:1)中之溶液中。接著將反應混合物溫至室溫, 再攪拌18小時且接著再次冷卻至〇。(:。在此溫度下,添加 飽和氣化納溶液(20 ml),且使用氫氧化鈉水溶液(6 2 ml, 5〇% w/w)中和混合物。將所得混合物以乙酸乙酯(3x20 ml) 萃取’且將有機相組合且經硫酸鈉乾燥。在減壓下過濾及 136128.doc •88- 200930297 移除溶劑後,藉由管柱層析法(矽勝,己烧)純化殘餘物。 將適當溶離份組合,產生呈無色油狀物形式之目標化合物 (700 mg,經 2步驟 19%)。 ]H NMR (300 MHz, CDC13) δ 7.43-7.36 (m, 5Η), 6.96-6.82 (m,2Η),6.74 (s,1Η),4.53 (s,2Η)。 3)反式-2-(2,4-二氟苯基)_2_(氯曱基)_3_(4_氯苯基)氧p元之 • 合成 ©將順丁烯二酸酐(2.3 g,23.0 mmol)及過氧化氫水溶液 (1.6 ml 5〇Q/0 強度溶液,23 〇 mm〇1)添加至氯 _1(4_ 氣苯基)丙-1-烯-2-基]_2,4-二氟苯(700 mg,2.3 mmol)於乙 酸(20 ml)中之溶液中。將反應混合物在45〇c下攪拌18小 時,且接著冷卻至室溫,且添加水(2〇 ml)及硫代硫酸鹽水 /谷液(10%強度溶液,4 ml)。將水相以二氣甲烷(3 X 15 ml) 萃取’且將組合之有機相以氣化鈉溶液(2 χ丨〇爪丨)洗滌。 將有機相經硫酸鈉乾燥且濾去,且餾出溶劑。藉由管柱層 〇 析法(矽膠’ 25 :1己烷/乙酸乙酯)純化以此方式獲得之殘餘 物。組合適當溶離份,產生呈無色固體形式之目標化合物 (600 mg,81%)。 、 H NMR (300 MHz, CDC13) δ 7.58-7.51 (m, 1H), 7.43-7.36 (m,4H),6-"*6-84 (m, 2H), 4.20 (s, 1H), 3.73 (d, 1=12.0Line component 1 Component 2 Β-1 Compound of formula I plus Pauline-2 Compound of formula I plus Baofu-3 Formula I compound butyl plus Baofu-4 Formula I compound for killing insects, thiodicarb Β-5 Compound of formula I, bifenin Β-6, compound of formula I, sylvesine -7, compound of formula I, cypermethrin Β-8, compound of formula I, alpha-cypermethrin Β-9, compound of formula I, cypromethrin Β-10, compound of formula I Detamethrin Β-11 Compound of formula I esfenvalerate Β-12 Compound of formula I λ-赛洛宁Β-13 Compound of formula I 百灭宁Β-14 Formula I compound cyhalothrin Β 15 Compound I of the formula II Fufulong 136128.doc -85- 200930297 Row component 1 Component 2 B-16 Compound of formula I Flufuron B-17 Compound of formula I Ruffolon B-18 Formula I compound Pestido B- 19 Compound of formula I Spirotetraethyl ester B-20 Compound of formula I Cotinine B-21 Compound of formula I dinotefuran B-22 Compound of formula I edamine B-23 Compound of formula I thiamethoxam B-24 Compound of formula I Sub-cure B-25 Formula I Compound Fructus B-26 Formula I Compound Endosulfan B-27 Formula I Compound Fipronil B-28 Formula I Compound Abatatin B-29 Compound of Formula I Inhibitor B-30 Formula I Compound Benedict B-31 Formula I Compound Spintom B-32 Formula I Compound Voltam B-33 Formula I Compound Insectonitrile B-34 Formula I Compound Butyltin B -35 Formula I Compound Indoxacarb B-36 Formula I Compound American B-37 Formula I Compound Flunidamine B-38 Formula I Compound Flufenidin B-39 Formula I Compound Insectamine B-40 Compound ISapi (HGW86) B-41 Compound I of the formula I tiflumemide B-42 Compound I of the formula I acetochlor B-43 Compound of the formula I dimethenamid B-44 Compound of the formula I is metolachlor B-45 Compound of formula I pyridoxamine B-46 compound of formula I glyphosate B-47 compound of formula I glufosinate B-48 compound of formula I glufosinate B-49 compound of formula I cyanobacteria B-50 compound of formula I Herbicide B-51 Formula I Compound Volt B-52 Formula I Compound Azine Fluorine B-53 Formula I Compound Paraquat B-54 Formula I Compound Beet Ning B-55 Formula I Compound Isooxanes B-56 Formula I Compound Cycloheximide B-57 Formula I Compound Cyclopentanone B-58 Compound I chlorpyrifos 136128.doc -86- 200930297 Row component 1 Component 2 B-59 Compound of formula I is herbicide B-60 I Compound diquinonerin B-61 Formula I compound aniline B-62 Formula I compound trifluralin B-63 Formula I compound acifluorfen B-64 Formula I compound bromoxynil B-65 Compound I Herbyl ester B-66 Compound I of the formula I oxime B-67 Formula I compound 曱 imipenem B-68 Formula I compound oxaloin B-69 Formula I compound chlorpyrifos B-70 Formula I compound Tobacco B-71 Compound of formula I 2,4-diphenophenoxyacetic acid (2,4-D) B-72 Compound of formula I, rudine ketone B-73 Compound of formula I, ketonelite B-74 Compound of formula I Grass tobacco B-75 Formula I compound amine gas pyridine acid B-76 Formula I compound fluorine 0 oxalic acid B-77 Formula I compound bensulfuron-methyl B-78 Compound I compound sulfometuron B-79 Compound ring of formula I Prosulfuron-B-80 Compound I Iodosulfuron-B-81 Compound of formula I Sulfonamide B-82 Compound of formula I Sulfonolone B-83 Compound of formula I Nicosulfuron B-84 Compound I sulfone of formula I Sulfasulfuron-B-85 Compound of formula I flucarbazone B-86 Compound of formula I atrazine B-87 Compound of formula I hexahydrate with B-88 Compound of formula I diuron B-89 Compound of formula I bisflufen Amine B-90 Compound, oxindole B-91 Formula I Compound Bendasone B-92 Compound of formula I ° 引等草草酯 B-93 Compound of formula I Cyclopentate B-94 Formula I compound dicamba B-95 Formula I Compound Fluorine Ratio Herbaceous B-96 Formula I Compound Dioxetine B-97 Formula I Compound Quinoxaic Acid B-98 Formula I Compound Sulfyl Sulfone B-99 Formula I Compound Saflufen B-100 I compound Te Pumei Yuezong 136128.doc -87- 200930297 Synthesis Example 1) 1-Gas-2-(2,4-difluorophenyl)-3·(4-phenylphenyl)propan-2-ol Synthesis: Magnesium tUrning (390 mg, 16 3 lysine 1) and iodine were added to a solution of 4-gas benzyl gas (250 mg, 1.55 axis 〇1) in anhydrous diethyl ether (25 ml). The reaction mixture was slowly warmed until the iodine color disappeared and the reaction was started by refluxing the solvent. The remaining 4-chlorophenylhydrazine-based gas '(2·25 g, 14_0 mmol)' was added dropwise to keep the reaction mixture under reflux. After the addition was completed, the mixture was further stirred at room temperature for 2 hours and then cooled to 〇 C. At this temperature, α gas _ 2' 4-difluoroacetophenone (2.36 g, 12 4 mm 〇 1) in anhydrous toluene (1 〇 mi) was added dropwise. The mixture was then warmed to room temperature and stirred for a further 3 hours. Thereafter, the mixture was again cooled to a spoon and a saturated aqueous solution of ammonium sulfate (10 ml) was added. The organic phase was separated and the aqueous phase was extracted with ethyl acetate (2×20 ml). The combined organic extracts were dried over sodium sulfate and solvent free. The crude product (4. g) obtained in this way was used in the next reaction step without purification. Synthesis of φ 2)(Z)-l-[3-chloro·1_(4·gasphenyl)propen-2-yl]_2 4_difluorobenzene at 〇C' first acetic anhydride (1.4 ml, ns mm 〇i) and then concentrated sulfuric acid ^ (77 μl, 1.5·mmo1) added to 1-gas-2-(2,4-trifluorophenyl)-3-(4-indolyl)propan-2- A solution of the alcohol (4.0 g, ca. 12.6 mmol) in 1,4-dioxane/THF mixture (44 ml, 1 : 1). The reaction mixture was then warmed to room temperature, stirred for a further 18 hours and then cooled again to hydrazine. (: At this temperature, a saturated gasified sodium solution (20 ml) was added, and the mixture was neutralized with an aqueous sodium hydroxide solution (6 2 ml, 5 % w/w). The obtained mixture was ethyl acetate (3×20) Ml) extract 'and combine the organic phases and dry over sodium sulfate. Filter under reduced pressure and 136128.doc •88- 200930297 After removing the solvent, the residue is purified by column chromatography (矽胜, 烧烧) The appropriate fractions were combined to give the title compound as a colorless oil (700 mg, 19% over 2 steps). H NMR (300 MHz, CDC13) δ 7.43-7.36 (m, 5 Η), 6.96-6.82 (m, 2Η), 6.74 (s, 1Η), 4.53 (s, 2Η). 3) trans-2-(2,4-difluorophenyl)_2_(chloroindenyl)_3_(4-chlorophenyl) Oxygen p-unit • Synthesis © Add maleic anhydride (2.3 g, 23.0 mmol) and aqueous hydrogen peroxide (1.6 ml 5〇Q/0 strength solution, 23 〇mm〇1) to chloro-1 (4_ A solution of phenylphenyl)prop-1-en-2-yl]_2,4-difluorobenzene (700 mg, 2.3 mmol) in acetic acid (20 ml). The reaction mixture was stirred at 45 ° C for 18 hours, and then cooled to room temperature, and water (2 〇 ml) and thiosulfate brine / sulphate (10% strength solution, 4 ml) was added. The aqueous phase was extracted with di-methane (3 X 15 ml) and the combined organic phases were washed with a sodium carbonated solution (2 χ丨〇 。). The organic phase was dried over sodium sulfate and filtered, and the solvent was evaporated. The residue obtained in this manner was purified by column column analysing (gelatin < 25:1 hexane/ethyl acetate). The appropriate fractions were combined to give the title compound (600 mg, 81%). , H NMR (300 MHz, CDC13) δ 7.58-7.51 (m, 1H), 7.43-7.36 (m, 4H), 6-"*6-84 (m, 2H), 4.20 (s, 1H), 3.73 (d, 1=12.0
Hz,1H),3.40 (d,J=i2.〇 Hz,1H)。 )[(反式)2 (2,4-一氟苯基)_3_(4_氣苯基)氧(1元_2_基)甲 基]-1Η-1,2,4-三唑之合成 在室溫下’將I2,4-三唑(230 mg,3.3 mmol)及曱醇鈉 136128.doc -89· 200930297 (178 mg,3.3 mmol)添加至反式_2_(2,4_二氟苯基)2_(氣甲 基)-3-(4-氯笨基)氧'•元(6〇〇 mg,2.2 mmol)於無水N,N-二甲 基甲醯胺(20 ml)中之溶液中。最初將混合物在乃七下攪拌 2小時,且接著在50°C下再攪拌16小時。接著將混合物冷 卻至室溫’以乙酸乙酯(2〇 ml)稀釋且以氣化鈉溶液(3xl5 ml)洗滌。將有機相分離’經硫酸鈉乾燥且過濾,且餘出 溶劑。藉由管柱層析法(矽膠,7:3己烷/乙酸乙酯)純化以 此方式獲得之殘餘物。組合適當溶離份,產生呈無色固體 ® 形式之目標化合物(180 mg,27%)。 ]H NMR (300 MHz, CDC13) δ 8.11 (s, 1Η), 7.71 (s, 1H), 7.64 (d, J=9.0 Hz, 2H), 7.54 (d, J=9.0 Hz, 2H), 7.28-7.20 (m, 1H), 7.11-7.04 (m, 1H), 6.96-6.90 (m, 1H), 4.64 (d, J=15.0 Hz,1H),4.42 (s,1H),4.28 (d,J=15.0 Hz,1H)。 類似於此等合成實例,製備以下通式(I)化合物,呈三唑 基甲基取代基與表B之環B順式排列之外消旋體形式。 ❹ 表8 化合物編號 A B 物理資料 FP [°C], ^-NMR (300 MHz, CDC13) 8.1 2,4-二氟苯基 4-氣苯基 69-72 8.2 2,4-二氟苯基 3-氯苯基 8.12 (1H), 7.72 (1H), 7.65 (4H), 7.26 (1H), 7.09 (1H), 6.94 (1H), 4.64 (1H), 4.45 (1H), 4.31 (1H) [丙網-d6] 8.3 2,4-二氟苯基 3,4-二氯苯基 98-99 8.4 2,4-二氟苯基 2-氟苯基 91-93 8.5 2,4-二氟笨基 3,4-二氣本基 7.88 (1H), 7.81 (1H), 7.34 (3H), 7.13 (1H), 6.84 (2H), 4.61 (1H), 4.19 (1H), 4.07 (1H) 136128.doc -90- 200930297 化合物編號 A B 物理資料 FP [°C], !H-NMR (300 MHz, CDC13) 8.6 2,4-二氟苯基 4-曱基苯基 7.86 (1H), 7.78 (1H), 7.42 (2H), 7.30 (2H), 7.17 (1H), 6.84 (2H), 4.60 (1H), 4.21 (1H), 4.12 (1H), 2.41 (3H) 8.7 2,4-二氟苯基 3,5-二氣笨基 127-129 8.8 2,4-二氟苯基 3-甲基苯基 7.87 (1H), 7.79 (1H), 7.33 (3H), 7.26 (2H), 6.80 (2H), 4.61 (1H), 4.20 (1H), 4.12 (1H), 2.43 (3H) 8.9 2,4-二氟苯基 3,5-二甲基笨基 7.88 (1H), 7.79 (1H), 7.16 (3H), 7.04 (1H), 6.80 (2H), 4.63 (1H), 4.17 (1H), 4.10 (1H), 2.38 (6H) 8.10 2,4-二氟苯基 3,5-二氟苯基 96-99 8.11 2,4-二氟苯基 2-三氟甲基笨基 7.91 (1H), 7.76 (4H), 7.54 (1H), 7.30 (1H), 6.85 (2H), 4.87 (1H), 4.38 (1H), 3.93 (1H) 8.12 2,4-二氟苯基 2-氣苯基 113-115 8.13 2,5-二氟苯基 2-氣苯基 148-150 8.14 2,5-二氣苯基 4-氣苯基 100-103 8.15 2,5-二氟苯基 2-氟苯基 144-146 8.16 2,5-二氟苯基 2-曱基苯基 7.91 (1H), 7.79 (1H), 7.53 (1H), 7.30 (3H), 7.06 (3H), 4.77 (1H), 4.20 (1H), 4.00 (1H), 2.45 (3H) 8.17 2,5-二氟苯基 3-氣苯基 7.91 (1H), 7.82 (1H), 7.53 (1H), 7.42 (3H), 6.99 (3H), 4.71 (1H), 4.22 (1H), 4.06 (1H) 8.18 3,4-二氟苯基 2-氣笨基 136-139 8.19 3,4-二氣苯基 4-氟苯基 103-105 8.20 3,4-二氟苯基 2_甲基苯基 112-114 8.21 3,4-二氟苯基 2-氟苯基 110-112 8.22 3,5-二襄苯基 2-氣苯基 164-165 8.23 3,5-二氟苯基 2-曱基苯基 77-78 8.24 3,5-二氟苯基 4-氣苯基 148-149 使用實例 化合物及混合物之殺真菌作用可藉由以下測試來證明: 製備活性化合物 將活性化合物單獨或聯合製為包含2 5 mg活性化合物之 儲備溶液,使用丙酮及/或DMSO及乳化劑Wettol EM 31(具 有基於乙氧基化烷基酚之乳化及分散作用的濕潤劑)以99:1 136128.doc -91 - 200930297 之溶劑/乳化劑體積比混合之混合物將該儲備溶液製成1〇 ml。接著使用水使此混合物補至10〇 m卜用所述之溶劑/乳 化劑/水的混合物稀釋此儲備溶液以產生下文規定之活性 化合物濃度。 使用實例1-對抗蘋果葉子上由蘋果黑星菌(Venturia inaequalis)引起之瘡痂病,1天保護性施用(Ventinpi) 以具有下文規定之活性化合物濃度之水性懸浮液將蘋果 植物之葉片喷霧至溢流點。第二天’用蘋果黑星菌之孢子 水性懸浮液接種經處理之植物。接著最初將蘋果植物置於 24°C下水蒸氣飽和室中24小時,且接著在溫室中於⑽^與 24 C之間的溫度下21天。接著目測葉片上面之發展程度。 將葉片上感染百分比之測定值轉化為未經處理之對照之 功效。/〇。0功效意謂與未經處理之對照感染程度相同;1〇〇 功效意謂0%感染。使用柯爾伯氏式(C〇lby f〇rmuU)(c〇lby, S. R. -Calculating synergistic and antagonistic responses of herbicide combinations",Weeds,15,第 20-22頁,1967)測 定活性化合物組合之預期功效且將其與觀測到之功效相 比。 使用阿波特氏式(Abbot’s formula)如下計算功效(E): Ε=(1-α/β) . 1〇〇 α 對應於經處理之植物之真菌感染(%)及 β 對應於未經處理(對照)植物之真菌感染(。/0)。 〇功效意謂經處理之植物的感染程度相當於未經處理之 136128.doc •92- 200930297 對照植物的感染程度;100功效意謂經處理之植物未受感 染。 使用柯爾伯氏式(Colby, S.R. "Calculating synergistie and antagonistic responses of herbicide Combinations", Weeds,第I5頁’ 20-22,1967)測定活性化合物組合之預期 功效且將其與觀測到之功效相比。 柯爾伯氏式:Hz, 1H), 3.40 (d, J = i2. 〇 Hz, 1H). Synthesis of [(trans) 2 (2,4-fluorophenyl)_3_(4_ phenyl)oxy (1 1-2 yl)methyl]-1 Η-1,2,4-triazole Add I2,4-triazole (230 mg, 3.3 mmol) and sodium decyl 136128.doc -89· 200930297 (178 mg, 3.3 mmol) to trans _2_(2,4-difluoro at room temperature Phenyl) 2_(gasmethyl)-3-(4-chlorophenyl)oxy'• (6〇〇mg, 2.2 mmol) in anhydrous N,N-dimethylformamide (20 ml) In solution. The mixture was initially stirred at seven times for two hours and then at 50 ° C for an additional 16 hours. The mixture was then cooled to room temperature to be diluted with ethyl acetate (2 mL) and washed with sodium sulfate (3 x 15 ml). The organic phase was separated' dried over sodium sulfate and filtered, and solvent was left. The residue obtained in this manner was purified by column chromatography (EtOAc, 7:3hexane/ethyl acetate). The appropriate fractions were combined to give the title compound (180 mg, 27%) as a colorless solid. ]H NMR (300 MHz, CDC13) δ 8.11 (s, 1Η), 7.71 (s, 1H), 7.64 (d, J=9.0 Hz, 2H), 7.54 (d, J=9.0 Hz, 2H), 7.28- 7.20 (m, 1H), 7.11-7.04 (m, 1H), 6.96-6.90 (m, 1H), 4.64 (d, J=15.0 Hz, 1H), 4.42 (s, 1H), 4.28 (d, J= 15.0 Hz, 1H). Similar to these synthetic examples, the following compound of the formula (I) was prepared in the form of a racemic form of the triazolylmethyl substituent and the ring B of Table B. ❹ Table 8 Compound No. AB Physical Data FP [°C], ^-NMR (300 MHz, CDC13) 8.1 2,4-Difluorophenyl 4-Phenylphenyl 69-72 8.2 2,4-Difluorophenyl 3 -Chlorophenyl 8.12 (1H), 7.72 (1H), 7.65 (4H), 7.26 (1H), 7.09 (1H), 6.94 (1H), 4.64 (1H), 4.45 (1H), 4.31 (1H) [C Mesh-d6] 8.3 2,4-difluorophenyl 3,4-dichlorophenyl 98-99 8.4 2,4-difluorophenyl 2-fluorophenyl 91-93 8.5 2,4-difluorophenyl 3,4-digas radicals 7.88 (1H), 7.81 (1H), 7.34 (3H), 7.13 (1H), 6.84 (2H), 4.61 (1H), 4.19 (1H), 4.07 (1H) 136128.doc -90- 200930297 Compound No. AB Physical Data FP [°C], !H-NMR (300 MHz, CDC13) 8.6 2,4-Difluorophenyl 4-mercaptophenyl 7.86 (1H), 7.78 (1H), 7.42 (2H), 7.30 (2H), 7.17 (1H), 6.84 (2H), 4.60 (1H), 4.21 (1H), 4.12 (1H), 2.41 (3H) 8.7 2,4-difluorophenyl 3, 5-二气笨基127-129 8.8 2,4-Difluorophenyl 3-methylphenyl 7.87 (1H), 7.79 (1H), 7.33 (3H), 7.26 (2H), 6.80 (2H), 4.61 (1H), 4.20 (1H), 4.12 (1H), 2.43 (3H) 8.9 2,4-Difluorophenyl 3,5-dimethylphenyl 7.88 (1H), 7.79 (1H), 7.16 (3H) , 7.04 (1H), 6.80 (2H), 4.63 (1H), 4 .17 (1H), 4.10 (1H), 2.38 (6H) 8.10 2,4-Difluorophenyl 3,5-difluorophenyl 96-99 8.11 2,4-Difluorophenyl 2-trifluoromethyl Stupid 7.91 (1H), 7.76 (4H), 7.54 (1H), 7.30 (1H), 6.85 (2H), 4.87 (1H), 4.38 (1H), 3.93 (1H) 8.12 2,4-Difluorophenyl 2-Phenylphenyl 113-115 8.13 2,5-Difluorophenyl 2-Phenylphenyl 148-150 8.14 2,5-diphenylphenyl 4-phenylphenyl 100-103 8.15 2,5-difluorobenzene 2-fluorophenyl 144-146 8.16 2,5-difluorophenyl 2-mercaptophenyl 7.91 (1H), 7.79 (1H), 7.53 (1H), 7.30 (3H), 7.06 (3H), 4.77 (1H), 4.20 (1H), 4.00 (1H), 2.45 (3H) 8.17 2,5-Difluorophenyl 3-Phenylphenyl 7.91 (1H), 7.82 (1H), 7.53 (1H), 7.42 (3H ), 6.99 (3H), 4.71 (1H), 4.22 (1H), 4.06 (1H) 8.18 3,4-difluorophenyl 2-indolyl 136-139 8.19 3,4-diphenylphenyl 4-fluoro Phenyl 103-105 8.20 3,4-difluorophenyl 2-methylphenyl 112-114 8.21 3,4-difluorophenyl 2-fluorophenyl 110-112 8.22 3,5-diphenylene 2 - gas phenyl 164-165 8.23 3,5-difluorophenyl 2-mercaptophenyl 77-78 8.24 3,5-difluorophenyl 4- phenyl 148-149 fungicides using the compounds and mixtures of the examples Function It is proved by the following test: Preparation of the active compound The active compound is prepared singly or in combination as a stock solution containing 25 mg of the active compound, using acetone and/or DMSO and emulsifier Wettol EM 31 (with emulsification based on ethoxylated alkylphenol) And a dispersing humectant) The stock solution was made into 1 〇ml in a mixture of solvent/emulsifier volume ratio of 99:1 136128.doc -91 - 200930297. This mixture is then made up to 10 Torr using water. The stock solution is diluted with the solvent/emulsifier/water mixture to produce the active compound concentration specified below. Use Example 1 - Fight against scabies caused by Venturia inaequalis on apple leaves, 1 day protective application (Ventinpi) Spray the leaves of apple plants to an aqueous suspension having the concentration of active compound specified below Overflow point. The next day, the treated plants were inoculated with an aqueous suspension of spores of S. glabrata. The apple plants were then initially placed in a water vapor-saturated chamber at 24 ° C for 24 hours and then in the greenhouse at a temperature between (10) and 24 C for 21 days. Then visually measure the degree of development above the blade. The measured value of the percentage of infection on the leaves was converted to the efficacy of the untreated control. /〇. 0 efficacy means the same degree of infection as the untreated control; 1 〇〇 efficacy means 0% infection. The expected efficacy of the active compound combination is determined using the C〇lby f〇rmuU (c〇lby, SR -Calculating synergistic and antagonistic responses of herbicide combinations", Weeds, 15, pages 20-22, 1967). And compare it to the observed efficacy. Efficacy (E) was calculated using Abbot's formula as follows: Ε = (1-α/β) . 1〇〇α corresponds to the fungal infection (%) of the treated plants and β corresponds to untreated (Control) Fungal infection of plants (./0). The effect of 〇 means that the degree of infection of the treated plant is equivalent to that of untreated 136128.doc • 92- 200930297 The degree of infection of the control plant; 100 efficacy means that the treated plant is not infected. The expected efficacy of the active compound combination was determined using Colby's (Calby, SR "Calculating synergistie and antagonistic responses of herbicide Combinations", Weeds, page I5 '20-22, 1967) and compared to the observed efficacy ratio. Kolber's style:
❹ E E=X+y-x-y/l〇〇 當使用濃度a之活性化合物A與濃度b之活性化合物]3的 混合物時之預期功效,表示為未經處理之對照的% ;❹ E E=X+y-x-y/l〇〇 The expected efficacy when a mixture of active compound A at concentration a and active compound at concentration b is used, expressed as % of untreated control;
X 當使用濃度a之活性化合物A時之功效,表示為未經處 理之對照的% ; y當使用浪度b之活性化合物B時之功效,表示為未經處 理之對照的%。 用於微量滴定測試之活性化合物製備 將活性化合物單獨或聯合調配為具有於〇厘8〇中1〇 〇〇〇 ppm之濃度的儲備溶液。活性化合物氟環唑、百克敏、三 氟敏及硫用作商業調配物且參考活性化合物,以水稀釋。 微量滴定測試之計算方法 將所里測到之參數與無活性化合物之對照變體生長 (100%)及無真菌及活性化合物之空白值相比較以測定個別 活性化合物令病原體之相對生長(%)。最初,計算針對相 對生長百分比载之值的平均值,且接著將其轉化為無活 136228.doc -93- 200930297 性化合物之對照變體的功效(%)。〇功效為與無活性化合物 之對照變體生長相同,100功效為0%生長。如上使用柯爾 伯氏式測定活性化合物組合之預期功效且將其與觀測到之 功效相比。 使用實例2-微量滴定測試中對抗晚疫病病原體晚疫病菌 之活性(phytin) 將儲備溶液吸入微量滴定盤(MTP)中且以水將其稀釋至 規定之活性化合物濃度。接著添加基於豌豆汁液之晚疫病 菌水性遊動孢子懸浮液。將培養盤置於1 8°C溫度下之飽和 水蒸氣室中。在接種後第7天,在405 nm下使用吸收光度 計來量測MTP。X Efficacy when using active compound A at a concentration, expressed as % of untreated control; y, when using active compound B of wave b, expressed as % of untreated control. Preparation of Active Compounds for Microtiter Testing The active compounds are formulated individually or in combination as a stock solution having a concentration of 1 〇 〇〇〇 ppm in 8 〇. The active compounds epoxiconazole, dextromethorphan, trifluoroamine and sulphur are used as commercial formulations and are referenced to the active compounds, diluted with water. The calculation method of the microtiter test compares the measured parameters with the control variant growth of the inactive compound (100%) and the blank value of the fungus-free and active compound to determine the relative growth of the individual active compound (%) . Initially, the average of the values for the relative growth percentages was calculated and then converted to the efficacy (%) of the control variants of the inactive 136228.doc-93-200930297 compound. The sputum efficacy was the same as the control variant of the inactive compound, with 100 efficacy of 0% growth. The expected efficacy of the combination of active compounds was determined using the Kolber's formula as above and compared to the observed efficacy. Example 2 - Activity against the late blight pathogen Phytophthora infestans in a microtiter test The stock solution was aspirated into a microtiter plate (MTP) and diluted with water to the specified concentration of active compound. An aqueous zoospore suspension of Phytophthora infestans based on pea juice is then added. The plate was placed in a saturated water vapor chamber at a temperature of 18 °C. On the 7th day after inoculation, the MTP was measured using an absorption photometer at 405 nm.
活性化合物/活性 濃度 混合物 觀測到之 根據柯爾伯計 協同作用 化合物組合 (ppm) 活性 算之活性 (%) 化合物8.5 0.25 - 5 化合物8.20 4 40 0.25 - 1 化合物8.10 0.25 - 0 化合物8.22 1 _ 20 四氣異苯腈 1 - 78 美曲芬諾 1 - 45 化合物II-1 4 - 25 化合物8.5 0.25 1:4 100 79 21 四氣異苯腈 1 化合物8.20 0.25 1:4 100 78 22 四氣異苯腈 1 化合物8.20 4 4:1 100 67 33 美曲芬諾 1 化合物8.10 四氣異苯腈 0.25 1 1:4 100 78 22 化合物8.22 1 1:4 100 40 60 化合物Π-1 4 136128.doc -94- 200930297 組合搭配物化合物II-1 (用作68:32之反式:順式非對映異構體混合物)Active compound/active concentration mixture observed according to Körber meter synergistic compound combination (ppm) Activity calculated (%) Compound 8.5 0.25 - 5 Compound 8.20 4 40 0.25 - 1 Compound 8.10 0.25 - 0 Compound 8.22 1 _ 20 Tetra-isophthalonitrile 1-78 Metrexazole 1 - 45 Compound II-1 4 - 25 Compound 8.5 0.25 1:4 100 79 21 Tetraisophthalonitrile 1 Compound 8.20 0.25 1:4 100 78 22 Tetrabenzene Nitrile 1 Compound 8.20 4 4:1 100 67 33 Metrexazole 1 Compound 8.10 Tetraisophthalonitrile 0.25 1 1:4 100 78 22 Compound 8.22 1 1:4 100 40 60 Compound Π-1 4 136128.doc -94 - 200930297 Combination of compound II-1 (for trans: 68:32 trans: cis diastereomeric mixture)
使用實例3-微量滴定測試中對抗灰黴病原體灰黴孢菌之 活性(botrci) 將儲備溶液吸入微量滴定盤(MTP)中且以水稀釋至規定 之活性化合物濃度。接著添加灰黴孢菌之基於麥芽之水性 孢子懸浮液。將培養盤置於18°C溫度下之飽和水蒸氣室 中。在接種後第7天,在405 nm下使用吸收光度計來量測 MTP。Use Example 3 - Activity against Botrytis cinerea pathogen in the microtiter test (botrci) The stock solution was aspirated into a microtiter plate (MTP) and diluted with water to the specified concentration of active compound. A malt-based aqueous spore suspension of Botrytis cinerea is then added. The plate was placed in a saturated steam chamber at a temperature of 18 °C. On the 7th day after inoculation, the MTP was measured using an absorption photometer at 405 nm.
活性化合物/活性 濃度 混合物 觀測到之 根據柯爾伯計 協同作用 化合物組合 (ppm) 活性 算之活性 (%) 化合物8.5 0.016 3 化合物8.20 1 44 0.25 22 化合物8.10 1 25 0.25 13 0.063 12 化合物8.11 0.25 29 化合物8.22 1 15 0.016 2 貝芬替 0.016 20 . 卡普坦 1 69 0.25 42 螺環菌胺 4 34 氟環唑 0.25 64 四氣異苯腈 0.25 19 護汰芬 4 19 腈菌'•坐 4 29 136128.doc -95- 200930297 活性化合物/活性 化合物組合 濃度 (ppm) 混合物 觀測到之 活性 根據柯爾伯計 算之活性 協同作用 (%) 美曲芬諾 1 11 化合物8.5 貝芬替 0.016 0.016 1:1 49 22 27 化合物8.20 卡普坦 0.25 1 1:4 98 76 22 化合物8.20 螺環菌胺 1 4 1:4 97 62 35 化合物8.10 氟環唑 1 0.25 4:1 87 67 20 化合物8.10 卡普坦 0.25 1 1:4 100 72 28 化合物8.10 四氣異苯腈 0.063 0.25 1:4 43 21 22 化合物8.11 護汰芬 0.25 4 1:16 83 42 41 化合物8.11 腈菌D坐 0.25 4 1:16 96 50 46 化合物8.11 螺環菌胺 0.25 4 1:16 97 53 44 化合物8.22 卡普坦 0.016 0.25 1:16 68 43 25 化合物8.22 美曲芬諾 1 1 1:1 100 25 75 使用實例4-微量滴定測試中對抗稻瘟病病原體稻梨孢 (Pyricularia oryzae)之活性(pyrior) 將儲備溶液吸入微量滴定盤(MTP)中且以水稀釋至規定 之活性化合物濃度。接著添加稻梨孢之基於麥芽之水性孢 子懸浮液。將培養盤置於1 8°C溫度下之飽和水蒸氣室中。 在接種後第7天,在405 nm下使用吸收光度計來量測 MTP。 活性化合物/活性 化合物組合 濃度 (ppm) 混合物 觀測到之 活性 根據柯爾伯計 算之活性 協同作用 (%) 化合物8.5 0.25 1 化合物8.20 1 2 0.25 1 136128.doc -96- 200930297Active compound/active concentration mixture observed according to Körber meter synergistic compound combination (ppm) activity activity (%) Compound 8.5 0.016 3 Compound 8.20 1 44 0.25 22 Compound 8.10 1 25 0.25 13 0.063 12 Compound 8.11 0.25 29 Compound 8.22 1 15 0.016 2 Beffene 0.016 20 . Captan 1 69 0.25 42 spirulina 4 34 epoxiconazole 0.25 64 Tetraisophthalonitrile 0.25 19 Refining 4 19 Nitrile '• Sitting 4 29 136128 .doc -95- 200930297 Active compound/active compound combination concentration (ppm) Activity observed in the mixture Synergistic activity according to Körber calculation (%) Metrofenolone 1 11 Compound 8.5 Beffen=0.016 0.016 1:1 49 22 27 Compound 8.20 Captan 0.25 1 1:4 98 76 22 Compound 8.20 Spirocycline 1 4 1:4 97 62 35 Compound 8.10 Fluoroxazole 1 0.25 4:1 87 67 20 Compound 8.10 Captan 0.25 1 1 :4 100 72 28 Compound 8.10 Tetraisophthalonitrile 0.063 0.25 1:4 43 21 22 Compound 8.11 Difen 0.25 4 1:16 83 42 41 Compound 8.11 Nitrile D sitting 0.25 4 1:16 96 50 46 Compound 8.11 Spirocyclam 0.25 4 1:16 97 53 44 Compound 8.22 Captan 0.016 0.25 1:16 68 43 25 Compound 8.22 Metrexino 1 1 1:1 100 25 75 Example 4 - Activity against the rice blast pathogen Pyricularia oryzae in a microtiter test The stock solution is aspirated into a microtiter plate (MTP) and diluted with water to the specified concentration of active compound. A malt-based aqueous spore suspension of P. oxysporum is then added. The plate was placed in a saturated water vapor chamber at a temperature of 18 °C. On the 7th day after inoculation, the MTP was measured using an absorption photometer at 405 nm. Active compound/active compound combination concentration (ppm) mixture observed activity activity according to Körber calculation synergy (%) compound 8.5 0.25 1 compound 8.20 1 2 0.25 1 136128.doc -96- 200930297
活性化合物/活性 濃度 混合物 觀測到之 根據柯爾伯計 協同作用 化合物组合 (ppm) 活性 算之活性 (%) 化合物8.10 0.25 0 化合物8.11 0.25 0 0.063 1 0.016 2 化合物8.22 1 0 0.063 7 0.016 7 得克利 1 61 氟環峻 0.25 0 葉菌°坐 0.25 0 卡普坦 1 29 0.25 25 護汰芬 4 6 腈菌唾 4 29 三氟敏 0.25 42 貝芬替 0.25 25 硫 4 57 美曲芬諾 1 25 化合物8.5 0.25 1:4 82 61 21 得克利 1 化合物8.20 1 4:1 23 2 21 氟環唑 0.25 化合物8.20 1 4:1 29 2 27 葉菌唑 0.25 化合物8.20 0.25 1:4 50 30 20 卡普坦 1 化合物8.20 1 1:4 36 7 29 護汰芬 4 化合物8.20 1 1:4 63 31 32 腈菌唑 4 化合物8.10 0.25 1:1 66 42 24 三氟敏 0.25 化合物8.10 0.25 1:4 62 29 33 卡普坦 1 化合物8.11 0.25 1:1 38 0 38 氟環D坐 0.25 化合物8.11 0.016 1:16 60 27 33 卡普坦 0.25 化合物8.11 0.063 1:4 82 26 56 貝芬替 0.25 化合物8.22 0.016 1:16 73 30 43 卡普坦 0.25 136128.doc •97- 200930297 活性化合物/活性 化合物组合 濃度 (ppm) 混合物 觀測到之 活性 柯_伯計 協同作用 (%) 37 化合物8.22 貝芬替 0.063 0.25 1:4 68 活性 31 化合物8.22 硫 0.063 4 1:64 80 61 19 化合物8.22 美曲芬諾 1 1 1:1 100 25 75 使用實例5-微量滴定測試中對抗殼針孢屬葉斑病病原體 小麥殼針抱(《Sepior/a irz’iz’cz·)之活性(septtr) 將儲備溶液吸入微量滴定盤(MTP)中且以水稀釋至規定 之活性化合物濃度。接著添加小麥殼針孢之基於麥芽之水 性孢子懸浮液《將培養盤置於18°C溫度下之飽和水蒸氣室 中。在接種後第7天,在405 nm下使用吸收光度計來量測 MTP。Active compound/active concentration mixture observed according to Körber meter synergistic compound combination (ppm) activity activity (%) Compound 8.10 0.25 0 Compound 8.11 0.25 0 0.063 1 0.016 2 Compound 8.22 1 0 0.063 7 0.016 7 1 61 Fluorine ring 0.25 0 Leaf bacterium ° 0.25 0 Captan 1 29 0.25 25 Hydrating 4 6 Nitrile saliva 4 29 Trifluoromethane 0.25 42 Beffen 0.25 25 Sulfur 4 57 Metrexene 1 25 Compound 8.5 0.25 1:4 82 61 21 Dekley 1 Compound 8.20 1 4:1 23 2 21 epoxiconazole 0.25 Compound 8.20 1 4:1 29 2 27 Xanthox 0.25 Compound 8.20 0.25 1:4 50 30 20 Captan 1 Compound 8.20 1 1:4 36 7 29 Difen 4 Compound 8.20 1 1:4 63 31 32 Myclobutanil 4 Compound 8.10 0.25 1:1 66 42 24 Trifluoro-sensitive 0.25 Compound 8.10 0.25 1:4 62 29 33 Kapu Tan 1 Compound 8.11 0.25 1:1 38 0 38 Fluorocyclo D sitting 0.25 Compound 8.11 0.016 1:16 60 27 33 Captan 0.25 Compound 8.11 0.063 1:4 82 26 56 Beffene 0.25 Compound 8.22 0.016 1:16 73 30 43 Captan 0.25 136128.doc •97- 200930297 Active compound/active compound combination concentration (ppm) observed in the mixture of active ke - synergistic effect (%) 37 Compound 8.22 Befendi 0.063 0.25 1:4 68 Activity 31 Compound 8.22 Sulfur 0.063 4 1:64 80 61 19 Compound 8.22 Metrexazole 1 1 1:1 100 25 75 Example 5 - Microtiter test for anti-C. The activity of the leaf spot pathogen wheat stalk ("Sepior/a irz'iz'cz") (septtr) The stock solution is inhaled into a microtiter plate (MTP) and diluted with water to the specified concentration of active compound. Next, a malt-based aqueous spore suspension of S. cerevisiae was added. The plate was placed in a saturated steam chamber at a temperature of 18 °C. On the 7th day after inoculation, the MTP was measured using an absorption photometer at 405 nm.
活性化合物/活性 化合物组合 濃度 (PPm) 混合物 觀測到之 活性 根據柯«伯計 算之活性 協同作用 (%) 化合物8.5 4 23 0.25 8 0.004 2 化合物8.20 0.25 52 0.063 4 0.004 7 化合物8.10 4 16 0.25 5 0.004 3 化合物8.11 0.016 33 0.004 0 化合物8.22 0.063 11 0.016 15 0.004 8 普硫康唑 0.016 75 三氟敏 0.016 69 0.004 25 卡普坦 1 33 >基多保淨 63 21 護汰芬 0.25 6 腈菌唾 0.25 11 136128.doc -98· 200930297 活性化合物/活性 化合物組合 濃度 (ppm) 混合物 觀測到之 活性 根據柯爾伯計 算之活性 協同作用 (%) 螺環菌胺 1 2 硫 1 0.25 22 11 美曲芬諾 0.063 0 葉菌嗤 0.016 15 百克敏 0.004 19 化合物8.5 普硫康唑 0.004 0.016 1:4 98 75 23 化合物8.5 三氟敏 0.004 0.004 1:1 64 27 37 化合物8.5 卡普坦 0.25 1 1:4 57 38 19 化合物8.5 甲基多保淨 4 63 1:16 60 39 21 化合物8.20 三氟敏 0.004 0.004 1:1 50 31 19 化合物8.20 卡普坦 0.25 1 1:4 98 68 30 化合物8.20 護汰芬 0.063 0.25 1:4 31 10 21 化合物8.20 腈菌唑 0.063 0.25 1:4 41 15 26 化合物8.20 螺環菌胺 0.25 1 1:4 100 53 47 化合物8.20 硫 0.063 0.25 1:4 54 29 25 化合物8.20 美曲芬諾 0.25 0.063 4:1 72 52 20 化合物8.10 三氟敏 0.004 0.004 1:1 49 28 21 化合物8.10 卡普坦 0.25 1 1:4 79 36 43 化合物8.10 曱基多保淨 4 63 1:16 56 33 23 化合物8.11 葉菌唑 0.016 0.016 1:1 65 43 22 化合物8.11 三氟敏 0.004 0.016 1:4 93 69 24 化合物8.22 百克敏 0.016 0.004 4:1 51 26 25 化合物8.22 三氟敏 0.004 0.016 1:4 98 70 28 136128.doc -99- 200930297 活性化合物/活性 化合物組合 濃度 (PPm) 混合物 觀測到之 活性 根據柯爾伯計 算之活性 協同作用 (%) 化合物8.22 卡普坦 0.063 1 1:16 100 35 65 化合物8.22 硫 0.063 1 1:16 69 29 40 測試結果展示由於協同作用,本發明之混合物比使用柯 爾伯氏式所計算顯著更有效。 ❹ 136128.doc -100-Active compound/active compound combination concentration (PPm) The activity observed in the mixture is based on the synergistic effect of the enzyme (%). Compound 8.5 4 23 0.25 8 0.004 2 Compound 8.20 0.25 52 0.063 4 0.004 7 Compound 8.10 4 16 0.25 5 0.004 3 Compound 8.11 0.016 33 0.004 0 Compound 8.22 0.063 11 0.016 15 0.004 8 Prosulfonazole 0.016 75 Trifluoro-sensitive 0.016 69 0.004 25 Captan 1 33 > Quito Bao 63 21 Refining 0.25 6 Nitrile saliva 0.25 11 136128.doc -98· 200930297 Active compound/active compound combination concentration (ppm) Activity observed in the mixture Synergistic activity according to Körber calculation (%) spirulina 1 2 Sulfur 1 0.25 22 11 Metrexino 0.063 0 Leaf sputum 0.016 15 克克敏0.004 19 Compound 8.5 thioconazole 0.004 0.016 1:4 98 75 23 Compound 8.5 Trifluoro-sensitive 0.004 0.004 1:1 64 27 37 Compound 8.5 Captan 0.25 1 1:4 57 38 19 Compound 8.5 Methyl Multi-Net 4 63 1:16 60 39 21 Compound 8.20 Fluorine Fluoride 0.004 0.004 1:1 50 31 19 Compound 8.20 Captan 0.25 1 1:4 98 68 30 Compound 8.20 Difen 0.063 0.25 1:4 31 10 21 Compound 8.20 Mycoxazole 0.063 0.25 1:4 41 15 26 Compound 8.20 spirocyclam 0.25 1 1:4 100 53 47 Compound 8.20 Sulfur 0.063 0.25 1:4 54 29 25 Compound 8.20 Meltrexazole 0.25 0.063 4:1 72 52 20 Compound 8.10 Trifluoro-sensitive 0.004 0.004 1:1 49 28 21 Compound 8.10 Captan 0.25 1 1:4 79 36 43 Compound 8.10 Indole-based 4 63 1:16 56 33 23 Compound 8.11 Yezosin 0.016 0.016 1:1 65 43 22 Compound 8.11 Fluorine-sensitive 0.004 0.016 1:4 93 69 24 Compound 8.22 Baikemin 0.016 0.004 4:1 51 26 25 Compound 8.22 Trifluoro-sensitive 0.004 0.016 1:4 98 70 28 136128.doc -99- 200930297 Active compound/active compound combination concentration (PPm) Mixture observation Activity to Synergistic Activity According to Körber Calculation (%) Compound 8.22 Captan 0.063 1 1:16 100 35 65 Compound 8.22 Sulfur 0.063 1 1:16 69 29 40 Test results show the mixture of the present invention due to synergy Than using Colbert's Calculation significantly more effective. ❹ 136128.doc -100-
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