TWI495432B - 殺真菌性組成物及防治植物疾病的方法 - Google Patents

殺真菌性組成物及防治植物疾病的方法 Download PDF

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TWI495432B
TWI495432B TW098122281A TW98122281A TWI495432B TW I495432 B TWI495432 B TW I495432B TW 098122281 A TW098122281 A TW 098122281A TW 98122281 A TW98122281 A TW 98122281A TW I495432 B TWI495432 B TW I495432B
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trimethoxy
fungicidal composition
salt
chloro
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Munekazu Ogawa
Akihiro Nishimura
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Ishihara Sangyo Kaisha
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Description

殺真菌性組成物及防治植物疾病的方法
本發明有關一種具有大幅改善之對抗植物疾病的預防及/或治療效果而可作為農業用及園藝殺真菌劑的殺真菌性組成物,及藉由使用該種組成物來防治植物疾病的方法。
專利文件1揭示係為本發明殺真菌性組成物之活性成分的苯甲醯基吡啶衍生物可作為殺真菌劑,且視情況需要可與另一種殺真菌劑組合使用。此外,專利文件2揭示與另一種殺真菌劑組合時,可得到具有明顯優異之協同效果的殺真菌性組成物。然而,本發明之特定組合的組成物是否具有明顯優異之殺真菌效果則仍是未知。
專利文件1:WO02/02527
專利文件2:WO2005/041663
下示式(I)所表示之各醯基吡啶衍生物對於特定植物疾病之防治效果可能不足,其殘餘藥效可能僅持續相當短之時間,或其耐雨水沖刷性可能相當弱,視施用部位而定,其對植物疾病之防治效果實際上可能仍不足。
本發明者已進行研究來解決前述問題,結果發現當下述式(I)所示之醯基吡啶衍生物與特定殺真菌劑結合使用時,可得到與單獨使用個別化合物比較下意外地優越之殺真菌效果。因此,完成了本發明。
即,本發明有關一殺真菌性組成物,其含有作為活性成分之(a)式(I)所示之苯甲醯基吡啶衍生物或其鹽:
其中當A係為-N=時,B係為-CX4 =;當A係為-CH=時,B係為-N=;X1 及X2 各彼此獨立地為鹵原子、烷氧基、羥基、烷基、CF3 基團或烷硫基;X3 係為氫原子、鹵原子、烷氧基、烷基、CF3 基團或烷硫基;X4 係為氫原子、鹵原子、烷氧基、烷基、CF3 基團或烷硫基;R1 係為烷基;R2’ 係為烷氧基;p係為0、1或2;且R2” 及R2''' 各係為烷氧基,及(b)至少一種選自下列之殺真菌劑:百克敏(pyraclostrobin)、白克列(boscalid)、吡噻菌胺(penthiopyrad)、吡苯卡(pyribencarb)、美氐諾卡(meptyldinocap)、待克利(difenoconazole)、多果定(dodine)、硫、氟替尼(flutianil)、乙酸6-第三丁基-8-氟-2,3-二甲基喹啉-4-基酯及式(II)所示之化合物:
此外,本發明有關一種防治植物疾病的方法,其包含將前述殺真菌性組成物施加至植物。
式(I)中,鹵原子係為氟、氯、溴或碘,且其可例如較佳為氟、氯或溴。
式(I)中烷基、烷氧基及烷硫基中之烷基部分較佳係為C1-6 烷基(諸如甲基、乙基、丙基、異丙基、丁基、異丁基或第三丁基),且其中,C1-4 烷基較佳。
式(I)所示之苯甲醯基吡啶衍生物可與酸性物質一起形成鹽,且可形成例如無機酸鹽,諸如鹽酸鹽、氫溴酸鹽、磷酸鹽、硫酸鹽或硝酸鹽;或有機酸鹽,諸如乙酸鹽、苯甲酸鹽、對-甲苯磺酸鹽、甲磺酸鹽或丙磺酸鹽。
式(I)所示之苯甲醯基吡啶衍生物可藉專利文件1及2所揭示之製造方法製備。此外,其亦可藉由依據Journal of Organic Chemistry.,58,7832(1993)及European Journal of Organic Chemistry.,7,1371-1376(2001)之方法製得。
作為與前式(I)所示之苯甲醯基吡啶衍生物或其鹽混合之殺真菌劑(b),可提及的是選自下列之至少一種殺真菌劑:百克敏(pyraclostrobin)、白克列(boscalid)、吡噻菌胺(penthiopyrad)、吡苯卡(pyribencarb)、美氐諾卡(meptyldinocap)、待克利(difenoconazole)、多果定(dodine)、硫、氟替尼(flutianil)、乙酸6-第三丁基-8-氟-2,3-二甲基喹啉-4-基酯及式(II)所示之化合物:
作為殺真菌劑(b)之百克敏(pyraclostrobin)係為The Pesticide Manual(第14版;BRITISH CROP PROTECTION COUNCIL)p.900-901所揭示之化合物。白克列(boscalid)係為The Pesticide Manual(第14版;BRITISH CROP PROTECTION COUNCIL),p.110所揭示之化合物。吡噻菌胺(penthiopyrad)係為The Pesticide Manual(第14版;BRITISH CROP PROTECTION COUNCIL),p.811所揭示之化合物。吡苯卡(pyribencarb)係為AG CHEM NEW COMPOUND REVIEW,第25冊,2007,p.58所揭示之化合物。美氐諾卡(meptyldinocap)係為The Pesticide Manual(第14版;BRITISH CROP PROTECTION COUNCIL)p.356-358所揭示之化合物。待克利(difenoconazole)係為The Pesticide Manual(第14版;BRITISH CROP PROTECTION COUNCIL)p.323-325所揭示之化合物。多果定(dodine)係為The Pesticide Manual(第14版;BRITISH CROP PROTECTION COUNCIL)p.381-382所揭示之化合物。硫係為The Pesticide Manual(第14版;BRITISH CROP PROTECTION COUNCIL)p.978-979所揭示之化合物。氟替尼(flutianil)係為暫時註冊為ISO 1750之化合物,其CAS No.係為958647-10-4。乙酸6-第三丁基-8-氟-2,3-二甲基喹啉-4-基酯係描述於WO 98/55460,表1,化合物編號84且係為4-喹啉酚衍生物。此外,式(II)化合物係為AG CHEM NEW COMPOUND REVIEW,第25冊,2007,第14頁揭示為CAS No.214706-53-3之化合物。
本發明殺真菌化合物對於感染植物疾病之栽培作物具有穩定的高殺真菌效果,可藉由此組成物防治植物疾病。
進行本發明之最佳模式
前式(I)所示之化合物可為其中A係為-CH=且B係為-N=之化合物,即,式(I-1)所示之化合物:
其中X1 、X2 、X3 、Rl 、R2’ 、R2” 及R2''' 係如前文定義,或其中A係為-N=且B係為-CX4 =之化合物,即,式(I-2)所示之化合物:
其中X1 、X2 、X3 、X4 、R1 、R2’ 、R2” 及R2''' 係如前文定義。
前述式(I-1)所示之化合物中,較佳係使用至少一種選自下列之化合物:3-(2,3,4-三甲氧基-6-甲基苯甲醯基)-4-溴-5-氯-2-甲氧基吡啶(化合物編號1)、3-(2,3,4-三甲氧基-6-甲基苯甲醯基)-5-氯-4-乙基-2-甲氧基吡啶(化合物編號2)、3-(4,5-二甲氧基-2-甲基苯甲醯基)-4,5-二氯-2-甲氧基吡啶(化合物編號3)、3-(5-乙氧基-4-甲氧基-2-甲基苯甲醯基)-4,5-二氯-2-甲氧基吡啶(化合物編號4)、3-(2,3,4-三甲氧基-6-甲基苯甲醯基)-4-溴-5-氯-2-乙氧基吡啶(化合物編號5)、3-(2,3,4-三甲氧基-6-甲基苯甲醯基)-5-氯-2-乙氧基-4-甲基吡啶(化合物編號6)、3-(2,3,4-三甲氧基-6-甲基苯甲醯基)-5-溴-4-氯-2-乙氧基吡啶(化合物編號7)、3-(2,3,4-三甲氧基-6-甲基苯甲醯基)-4-氯-5-碘-2-甲氧基吡啶(化合物編號8)、3-(2,3,4-三甲氧基-6-甲基苯甲醯基)-5-碘-2,4-二甲氧基吡啶(化合物編號9)、3-(2,3,4-三甲氧基-6-甲基苯甲醯基)-5-氯-2-甲氧基-4-甲硫基吡啶(化合物編號10)、3-(2,3,4-三甲氧基-6-甲基苯甲醯基)-5-氯-2,4-二甲氧基吡啶(化合物編號11)、3-(2,3,4-三甲氧基-6-甲基苯甲醯基)-4,5-二溴-2-甲氧基吡啶(化合物編號12)、3-(2,3,4-三甲氧基-6-甲基苯甲醯基)-4-溴-2-甲氧基-5-甲基吡啶(化合物編號13)、3-(2,3,4-三甲氧基-6-甲基苯甲醯基)-5-溴-4-三氟甲基-2-甲氧基吡啶(化合物編號14)、3-(2,3,4-三甲氧基-6-甲基苯甲醯基)-4,5-二氯-2-甲氧基吡啶(化合物編號15)、3-(2,3,4-三甲氧基-6-甲基苯甲醯基)-2,4-二氯-5-甲基吡啶(化合物編號16)、3-(2,3,4-三甲氧基-6-甲基苯甲醯基)-2,4-二氯-5-碘吡啶(化合物編號17)、3-(2,3,4-三甲氧基-6-甲基苯甲醯基)-2-氟-4-碘-5-甲基吡啶(化合物編號18)、3-(2,3,4-三甲氧基-6-甲基苯甲醯基)-2-氟-4,5-二甲基吡啶(化合物編號19)、3-(2,3,4-三甲氧基-6-甲基苯甲醯基)-2-甲氧基-4,5-二甲基吡啶(化合物編號20)、3-(2-乙氧基-3,4-二甲氧基-6-甲基苯甲醯基)-2-乙氧基-4,5-二甲基吡啶(化合物編號21)、3-(2,3,4-三甲氧基-6-甲基苯甲醯基)-4,5-二甲基-2-甲硫基吡啶(化合物編號22)、3-(2,3,4-三甲氧基-6-甲基苯甲醯基)-5-溴-4-氯-2-甲氧基吡啶(化合物編號23)、3-(2,3,4-三甲氧基-6-甲基苯甲醯基)-4-氯-2-甲氧基-5-甲基吡啶(化合物編號24)、3-(2,3,4-三甲氧基-6-甲基苯甲醯基)-2-氯-5-三氟甲基-4-甲基吡啶(化合物編號25)、3-(2,3,4-三甲氧基-6-甲基苯甲醯基)-5-三氟甲基-2-甲氧基-4-甲基吡啶(化合物編號26)、3-(2,3,4-三甲氧基-6-甲基苯甲醯基)-2,4-二氯-5-三氟甲基吡啶(化合物編號27)、3-(2,3,4-三甲氧基-6-甲基苯甲醯基)-4-氯-5-三氟甲基-2-甲氧基吡啶(化合物編號28)、3-(2,3,4-三甲氧基-6-甲基苯甲醯基)-5-氯-4-乙炔基-2-甲氧基吡啶(化合物編號29)、3-(2,3,4-三甲氧基-6-甲基苯甲醯基)-5-氯-4-氟甲基-2-甲氧基吡啶(化合物編號30)、3-(2,3,4-三甲氧基-6-甲基苯甲醯基)-5-溴-4-氟甲基-2-甲氧基吡啶(化合物編號31)、3-(2,3,4-三甲氧基-6-甲基苯甲醯基)-4-氟甲基-2-甲氧基-5-甲基吡啶(化合物編號32)、3-(2,3,4-三甲氧基-6-甲基苯甲醯基)-5-氯-4-二氟甲基-2-甲氧基吡啶(化合物編號33)、3-(2,3,4-三甲氧基-6-甲基苯甲醯基)-5-乙基-4-三氟甲基-2-甲氧基吡啶(化合物編號34)、3-(2,3,4-三甲氧基-6-甲基苯甲醯基)-5-氯-2-甲氧基-4-甲基吡啶(化合物編號35)、3-(2,3,4-三甲氧基-6-甲基苯甲醯基)-5-溴-2-甲氧基-4-甲基吡啶(化合物編號36)、3-(2,3,4-三甲氧基-6-甲基苯甲醯基)-4-三氟甲基-2-甲氧基-5-甲基吡啶(化合物編號37)及3-(4,5-二甲氧基-2-甲基苯甲醯基)-5-氯-2-甲氧基-4-甲基吡啶(化合物編號38)。其中,3-(2,3,4-三甲氧基-6-甲基苯甲醯基)-5-氯-2-甲氧基-4-甲基吡啶最佳。
前式(I-2)所示之化合物中,較佳係使用至少一種選自下列之化合物:4-(2,3,4-三甲氧基-6-甲基苯甲醯基)-2,5-二氯-3-三氟甲基吡啶(化合物編號39)、4-(2,3,4-三甲氧基-6-甲基苯甲醯基)-2-氯-3-三氟甲基-5-甲氧基吡啶(化合物編號40)、4-(2,3,4-三甲氧基-6-甲基苯甲醯基)-2-溴-3-三氟甲基-5-甲氧基吡啶(化合物編號41)、4-(2,3,4-三甲氧基-6-甲基苯甲醯基)-2,3,5-三氯吡啶(化合物編號42)、4-(2,3,4-三甲氧基-6-甲基苯甲醯基)-3,5-二氯吡啶(化合物編號43)、4-(2,3,4-三甲氧基-6-甲基苯甲醯基)-3-氯-5-甲氧基吡啶(化合物編號44)、4-(2,3,4-三甲氧基-6-甲基苯甲醯基)-2-溴-3-氯-5-甲氧基吡啶(化合物編號45)及4-(2,3,4-三甲氧基-6-甲基苯甲醯基)-3-溴-5-甲基吡啶(化合物編號46)。其中,最佳係使用至少一種選自下列之化合物:4-(2,3,4-三甲氧基-6-甲基苯甲醯基)-2,5-二氯-3-三氟甲基吡啶及4-(2,3,4-三甲氧基-6-甲基苯甲醯基)-2-氯-3-三氟甲基-5-甲氧基吡啶。
本發明殺真菌性組成物尤其可作為農業用及園藝用殺真菌劑。作為農業用及園藝用殺真菌劑,其可有效地防治以下疾病:諸如稻子(水稻等)之枯萎病、褐斑病或紋枯病;禾穀類(大麥、冬小麥等)之白粉病、瘡痂病、銹病、雪腐病、雪枯病、裸黑穗病、眼狀斑點病、葉斑病或穎斑病;柑橘類(柑橘屬等)之黑點病或瘡痂病;蘋果(蘋果(Malus pumila))之花腐病、白粉病、鏈格孢屬葉枯病或瘡痂病;梨(橫山梨、秋子梨、西洋梨)之瘡痂病或黑點病;桃(毛桃等)之褐腐病、瘡痂病或果腐病;葡萄(紅葡萄屬等)之炭疽病、晚腐病、白粉病或露菌病;日本柿(油柿等)之炭疽病或褐莖腐病;瓜類(甜瓜等)之炭疽病、白粉病、蔓枯病或露菌病;番茄(Lycopersicon esculentum)之早疫病、葉黴病或晚疫病;十字花科蔬菜(雲苔屬、青蘿蔔屬等)之各種黑斑病原;馬鈴薯(Solanum tuberosum)之晚疫病或早疫病;草莓(Fragaria等)之白粉病;及各種作物之灰黴病或由菌核病菌所致之疾病。其對抗禾穀類及蔬菜之白粉病及稻子之枯萎病特別有效。此外,亦可防治植物病原諸如梭黴菌屬、草黴立炫菌屬、菌核菌屬、輪黴菌屬及根瘤病菌屬所致之土壤疾病。
構成本發明殺真菌性組成物之複數種活性成分係依如同習用的農業化學品之方式與各種佐劑混合且調和成各種調和物,諸如粉劑、顆粒、水可分散性顆粒、可潤濕粉末、以水為底質之懸浮濃縮液、以油為底質之懸浮濃縮液、水溶性顆粒、可乳化濃縮物、可溶性濃縮物、糊漿、氣溶膠及超低體積調和物。然而,只要可達成本發明之目的,此領域一般使用之任何類型調和物皆可應用。該等佐劑係包括固體載劑,諸如矽藻土、碳酸鈣、滑石、白碳、高嶺土、膨潤土、高嶺土及絹雲母之混合物、黏土、碳酸鈉、碳酸氫鈉、芒硝、沸石及澱粉;溶劑,諸如水、甲苯、二甲苯、溶劑石腦油、二噁烷、丙酮、異佛爾酮、甲基異丁基酮、氯苯、環己烷、二甲基亞碸、二甲基甲醯胺、二甲基乙醯胺、N-甲基-2-吡咯啶酮及酒精;陰離子性界面活性劑及撒佈劑,諸如脂肪酸之鹽、苯甲酸鹽、烷基磺基琥珀酸鹽、二烷基磺基琥珀酸鹽、多羧酸酯鹽、烷基硫酸酯之鹽、硫酸烷酯鹽、硫酸烷芳酯鹽、二甘醇醚硫酸烷酯鹽、醇硫酸酯之鹽、磺酸烷酯鹽、磺酸烷芳酯鹽、磺酸芳酯鹽、木質磺酸酯鹽、烷基二苯基醚二磺酸酯鹽、聚苯乙烯磺酸酯鹽、烷基磷酸酯之鹽、烷基芳基磷酸酯鹽、苯乙烯基芳基磷酸酯鹽、聚環氧乙烷烷基醚硫酸酯之鹽、聚環氧乙烷烷基芳基醚硫酸酯鹽、聚環氧乙烷烷基芳基醚硫酸酯之鹽、聚環氧乙烷烷基醚磷酸酯鹽、聚環氧乙烷烷基芳基磷酸酯之鹽、及萘磺酸鹽與甲醛液縮合物之鹽;非離子性界面活性劑及撒佈劑,諸如山梨醇酐脂肪酸酯、甘油脂肪酸酯、脂肪酸聚縮水甘油酯、脂肪酸醇聚甘醇醚、乙炔二乙醇、乙炔乙醇、環氧烷嵌段聚合物、聚環氧乙烷烷基醚、聚環氧乙烷烷基芳基醚、聚環氧乙烷苯乙烯基芳基醚、聚環氧乙烷二醇烷基醚、聚環氧乙烷脂肪酸酯、聚環氧乙烷山梨醇酐脂肪酸酯、聚環氧乙烷甘油脂肪酸酯、聚環氧乙烷氫化蓖麻油及聚環氧丙烷脂肪酸酯;及植物及礦油,諸如橄欖油、木棉子油、蓖麻油、棕櫚油、山茶油、椰子油、芝麻油、玉米油、米糠油、花生油、棉籽油、菜籽油、亞麻籽油及液體石蠟。該等佐劑可選自已知組份,只要可藉以完成本發明之目的。此外,亦可採用一般使用之各種添加劑,諸如填料、增稠劑、抗沉降劑、抗凍劑、分散安定劑、植物毒性降低劑及防黴劑。活性成分組份對各種佐劑之摻合比通常係0.005:99.995至95:5,較佳係0.2:99.8至90:10。在該種調和物之實際應用中,其可在原來形式下使用,或可使用稀釋劑(諸如水)稀釋至預定濃度,且可視情況需要於其中添加各種撒佈劑。
本發明亦包括一種防治植物疾病的方法,其包含將本發明殺真菌性組成物施加至農業及園藝植物。本發明殺真菌性組成物之濃度無法概括地定義,因其視待處理之作物、施加方法、調和物之類型、劑量等而改變。然而,其施加之活性成分濃度在葉片處理時通常為0.1至10,000 ppm,較佳為1至2,000 ppm,且在土壤處理時通常為10至100,000 g/ha,較佳為200至20,000 g/ha。
含有本發明殺真菌性組成物或其稀釋產物之調和物可藉一般使用之施加方法施加,諸如撒佈(撒佈、噴灑、霧化、噴霧、晶粒擴散或施加於水表面)、土壤施加(諸如混合或淹灌)或表面施加(諸如塗覆、粉劑塗覆或覆蓋)。此外,亦可藉所謂超低體積的方式施加。此方法中,調和物可含100%活性成分。
在本發明殺真菌性組成物中,式(I)所示之苯甲醯基吡啶衍生物(a)或其鹽對另一種殺真菌劑(b)的適當混合重量比通常為1:10,000至10,000:1,較佳為1:1,000至1,000:1,更佳為1:200至200:1。
現在,參考實施例進一步詳細描述本發明。然而,應明瞭本發明絕不受限於此。
試驗實施例1:對抗小麥白粉病之預防效果試驗
小麥(栽培品種:Norin-61-go)在直徑7.5 cm之塑膠盆中栽培,當其達到1.5葉期時,藉噴槍施加1000L/ha量之含有經調整至預定濃度的各試驗化合物之10 ml化學品溶液。化學品溶液乾燥後,撒上麥類白粉病菌(Erysiphe graminis)之分生孢子,接種且保持於20℃恆溫槽中。接種後之6至8日,評估孢芽產生之面積,依下式決定患病率,結果示於表1至4中。以如同經處理盆之方式決定非處理盆之平均損傷面積,不同處係藉噴槍施加水,而非化學品溶液。
患病率=(a/b)×100
a:經處理盆之平均損傷面積
b:非處理盆之平均損傷面積
根據Colby氏方程式計算理論值。當實驗值低於理論值時,本發明殺真菌性組成物在對抗小麥白粉病之預防效果試驗中具有協同效應。此等情況下之Colby氏方程式理論值列於表1至4的括弧中。
試驗實施例2:對抗黃瓜白粉病之預防效果試驗
黃瓜(栽培品種:Suyo)在直徑7.5 cm之塑膠盆中栽培,當其達到1.5葉期時,藉噴槍施加含有經調整至預定濃度的本發明化合物之10 ml化學品溶液。化學品溶液乾燥後,噴上瓜類單絲殼菌(Sphaerotheca cucurbitae)之分生孢子的懸浮液,接種且保持於20℃恆溫槽中。接種後之9至10日,評估孢芽產生之面積,以如同試驗實施例1之方式決定患病率,結果示於表5至20中。以如同經處理盆之方式決定非處理盆之平均損傷面積,不同處係藉噴槍施加水,而非化學品溶液。
此外,Colby氏方程式之理論值列於表5至20的括弧中。
現在,於下文描述本發明之調和物實施例。然而,本發明之摻合比、調和物類型或諸如此類者絕不限於以下實施例。
調和物實施例1
(a)高嶺土 78重量份數
(b)β-萘磺酸鈉鹽與甲醛液之縮合物 2重量份數
(c)聚環氧乙烷烷基芳基硫酸酯鹽 5重量份數
(d)水合非晶形二氧化矽 15重量份數
前述組份之混合物、式(I)化合物及百克敏(Pyraclostrobin)於8:1:1重量比下混合,以得到可潤濕粉末。
調和物實施例2
(a)式(I)化合物 0.5重量份數
(b)百克敏(Pyraclostrobin) 0.5重量份數
(c)膨潤土 20重量份數
(d)高嶺土 74重量份數
(e)木質磺酸酯鈉 5重量份數
將用於造粒之適量水添加至前述組份中並混合,將混合物造粒以得到顆粒。
調和物實施例3
(a)式(I)化合物 2重量份數
(b)百克敏(Pyraclostrobin) 3重量份數
(c)滑石 95重量份數
將前述組份均勻混合以得到粉劑。

Claims (5)

  1. 一種殺真菌性組成物,其含有作為活性成分之(a)選自下列之苯甲醯基吡啶衍生物或其鹽:3-(2,3,4-三甲氧基-6-甲基苯甲醯基)-5-氯-2-甲氧基-4-甲基吡啶、4-(2,3,4-三甲氧基-6-甲基苯甲醯基)-2,5-二氯-3-三氟甲基吡啶、及4-(2,3,4-三甲氧基-6-甲基苯甲醯基)-2-氯-3-三氟甲基-5-甲氧基吡啶,及(b)至少一種選自下列之殺真菌劑:白克列(boscalid)、吡噻菌胺(penthiopyrad)、吡苯卡(pyribencarb)、美氐諾卡(meptyldinocap)、待克利(difenoconazole)、多果定(dodine)、硫、氟替尼(flutianil)、乙酸6-第三丁基-8-氟-2,3-二甲基喹啉-4-基酯及式(II)所示之化合物:
  2. 如申請專利範圍第1項之殺真菌性組成物,其中殺真菌劑(b)係選自下列中至少一者:白克列(boscalid)、吡噻菌胺(penthiopyrad)、吡苯卡(pyribencarb)、美氐諾卡(meptyldinocap)、待克利(difenoconazole)、多果定(dodine)、硫及式(II)所示之化合物:
  3. 如申請專利範圍第1項之殺真菌性組成物,其中殺真菌劑(b)係選自下列中至少一者:白克列(boscalid)、吡噻菌胺(penthiopyrad)、吡苯卡(pyribencarb)、美氐諾卡(meptyldinocap)、待克利(difenoconazole)、硫及式(II)所示之化合物:
  4. 如申請專利範圍第1項之殺真菌性組成物,其中該苯甲醯基吡啶衍生物或其鹽(a)對該殺真菌劑(b)之混合重量比係為1:10,000至10,000:1。
  5. 一種防治植物疾病的方法,其包含將如申請專利範圍第1項所定義之殺真菌性組成物施加至植物。
TW098122281A 2008-07-03 2009-07-01 殺真菌性組成物及防治植物疾病的方法 TWI495432B (zh)

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Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103237451A (zh) * 2010-12-08 2013-08-07 巴斯夫欧洲公司 杀真菌混合物
JP5940368B2 (ja) 2011-05-24 2016-06-29 石原産業株式会社 殺菌剤組成物及び植物病害の防除方法
JP5940369B2 (ja) 2011-05-27 2016-06-29 石原産業株式会社 植物病害の防除方法
JP6013032B2 (ja) * 2011-07-08 2016-10-25 石原産業株式会社 殺菌剤組成物及び植物病害の防除方法
JP5639286B2 (ja) * 2011-12-22 2014-12-10 株式会社エス・ディー・エス バイオテック 植物病害防除剤
JP2014015449A (ja) 2012-06-13 2014-01-30 Ishihara Sangyo Kaisha Ltd 殺菌剤組成物及び植物病害の防除方法
KR102055969B1 (ko) * 2013-01-30 2019-12-13 메이지 세이카 파루마 가부시키가이샤 수성 현탁상 농약 조성물
CN105076137A (zh) * 2014-05-21 2015-11-25 深圳诺普信农化股份有限公司 一种杀菌组合物
CN105076143A (zh) * 2014-05-21 2015-11-25 深圳诺普信农化股份有限公司 杀菌组合物
CN104025954A (zh) * 2014-06-20 2014-09-10 广西壮族自治区农业科学院蔬菜研究所 一种预防和治疗厚皮甜瓜蔓枯病的生物方法
CA2984564C (en) * 2015-05-29 2023-04-04 Ishihara Sangyo Kaisha, Ltd. A fungicidal composition comprising pyriofenone, fluazinam, and thiophanate-methyl and method for controlling plant diseases
CN105165828B (zh) * 2015-10-28 2017-05-10 陕西上格之路生物科学有限公司 一种含苯菌酮和硝苯菌酯的杀菌组合物
RU2680309C1 (ru) * 2018-02-13 2019-02-19 Андрей Васильевич Кудряшов Средство для защиты растений "Агройод"
CN108174856A (zh) * 2018-02-28 2018-06-19 佛山市海力盈生物科技有限公司 一种含Pyriofenone和苯醚甲环唑的农药组合物

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1874680A (zh) * 2003-10-31 2006-12-06 石原产业株式会社 杀菌剂组合物和植物病害的防除方法

Family Cites Families (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ES2169773T3 (es) * 1995-04-11 2002-07-16 Mitsui Chemicals Inc Derivados de tiofeno sustituido y fungicidas agricolas y horticolas que contienen dichos derivados como ingrediente activo.
TWI252231B (en) 1997-04-14 2006-04-01 American Cyanamid Co Fungicidal trifluorophenyl-triazolopyrimidines
TW521072B (en) 1997-06-02 2003-02-21 Meiji Seika Kaisha 4-quinolinol derivatives and fungicides containing the same as an active ingredient used for agriculture and horticulture
AR029289A1 (es) 2000-07-05 2003-06-18 Ishihara Sangyo Kaisha Derivado de benzoilpiridina o su sal, fungicida que lo contiene como un ingrediente activo, su proceso de produccion e intermediario para producirlo
RU2255088C2 (ru) * 2001-02-09 2005-06-27 Исихара Сангио Кайся, Лтд. Производное бензоилпиридина или его соль, содержащий его в качестве активного ингредиента фунгицид, способы его получения и промежуточные соединения для его получения
JP4373054B2 (ja) 2002-07-02 2009-11-25 三井化学アグロ株式会社 水性懸濁農薬組成物
WO2004039155A1 (ja) 2002-10-31 2004-05-13 Ishihara Sangyo Kaisha, Ltd. 3−ベンゾイル−2,4,5−置換ピリジン誘導体またはその塩及びそれらを含有する殺菌剤
EP1679003B1 (en) * 2003-10-31 2015-04-15 Ishihara Sangyo Kaisha, Ltd. Bactericide composition and method of controlling plant disease
JP4918215B2 (ja) 2003-10-31 2012-04-18 石原産業株式会社 殺菌剤組成物及び植物病害の防除方法
EP1746891A1 (de) * 2004-05-07 2007-01-31 Basf Aktiengesellschaft Fungizide mischungen zur bekämpfung von reispathogenen
GB0422400D0 (en) * 2004-10-08 2004-11-10 Syngenta Participations Ag Fungicidal compositions
SI2036436T1 (sl) * 2006-07-05 2017-11-30 Ishihara Sangyo Kaisha, Ltd. Fungicidni sestavek in postopek za zatiranje rastlinske bolezni
DE102006055477A1 (de) 2006-11-24 2008-05-29 Bayer Cropscience Ag Pflanzenschutzgranulate zur Applikation auf die Blattoberfläche
CL2008000512A1 (es) * 2007-02-22 2008-08-29 Bayer Cropscience Sa Compuestos derivados de n-(3-fenilpropil)carboxamida; procedimiento de preparacion de dichos compuestos; composicion fungicida; y metodo para combatir de forma preventiva o curativa los hongos fitopatogenos de cultivos.
JP6013032B2 (ja) 2011-07-08 2016-10-25 石原産業株式会社 殺菌剤組成物及び植物病害の防除方法

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1874680A (zh) * 2003-10-31 2006-12-06 石原产业株式会社 杀菌剂组合物和植物病害的防除方法

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