JP4870443B2 - Composition for controlling plant pathogens and method for controlling plant pathogens - Google Patents
Composition for controlling plant pathogens and method for controlling plant pathogens Download PDFInfo
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- JP4870443B2 JP4870443B2 JP2006037845A JP2006037845A JP4870443B2 JP 4870443 B2 JP4870443 B2 JP 4870443B2 JP 2006037845 A JP2006037845 A JP 2006037845A JP 2006037845 A JP2006037845 A JP 2006037845A JP 4870443 B2 JP4870443 B2 JP 4870443B2
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- Agricultural Chemicals And Associated Chemicals (AREA)
Description
本発明は、植物病原菌防除効果、特に植物病原菌によって引起される土壌病害を防除する効果を向上させた農園芸用殺菌剤として有用な植物病原菌防除用組成物及びその組成物を用いる植物病原菌の防除方法に関する。 The present invention relates to a plant pathogen control composition useful as an agricultural and horticultural fungicide having improved plant pathogen control effect, particularly an effect of controlling soil diseases caused by plant pathogens, and control of plant pathogens using the composition Regarding the method.
ＷＯ９９／２１８５１には、特定のインドール系化合物が農園芸用殺菌剤として有用であることが記載され、必要に応じて他の殺菌剤、殺虫剤等との混用・併用が可能であるとの記載がある。また、ＷＯ０３／５３１４５には、前記インドール系化合物の一つである１−（Ｎ，Ｎ−ジメチルスルファモイル）−３−（３−ブロモ−６−フルオロ−２−メチルインドール−１−イル）スルホニル−１，２，４−トリアゾールと、ホルペット、シモキサニル、ホセチル又はマンゼブとを有効成分として含有することを特徴とする殺菌剤組成物が記載され、さらに、第三成分としてヒメキサゾールを混用することができる旨記載されている。しかしながら、ＷＯ０３／５３１４５には、イソオキサゾール系化合物と前記インドール系化合物との組合せによって、植物病原菌が防除できることについては記載されていない。 WO99 / 21851 describes that a specific indole compound is useful as an agricultural and horticultural fungicide, and that it can be mixed and used with other fungicides, insecticides, etc. as necessary. There is. WO03 / 53145 discloses 1- (N, N-dimethylsulfamoyl) -3- (3-bromo-6-fluoro-2-methylindol-1-yl), which is one of the indole compounds. A fungicidal composition characterized by containing sulfonyl-1,2,4-triazole and holpet, simoxanyl, fosetyl or manzeb as active ingredients is described, and further, hymexazole can be used as a third ingredient. It is stated that it can be done. However, WO03 / 53145 does not describe that a plant pathogen can be controlled by a combination of an isoxazole compound and the indole compound.
イソオキサゾール系化合物は、多くの植物病原菌に対して高い活性を示すが、発病度が著しく激しい場合など特定の場面において、ピシウム菌、アファノマイセス菌などの特定の植物病原菌に対するより高い活性が求められることがある。一方、後記一般式（Ｉ）で表されるインドール系化合物は、特定の植物病原菌に対する植物病原菌防除効果が十分でなかったり、残効性が比較的短かったりして、ある施用場面では、植物病原菌に対し実用上、不十分な防除効果しか示さないこともあり、同様に改良が求められている。 Isoxazole compounds show high activity against many phytopathogenic fungi, but higher activity against specific phytopathogenic fungi such as Psium and Aphanomyces is required in certain situations such as when the severity of disease is extremely severe. There is. On the other hand, indole compounds represented by the following general formula (I) are not sufficiently effective in controlling phytopathogenic fungi against specific phytopathogenic fungi or have a relatively short residual effect. On the other hand, there are cases in which only an insufficient control effect is shown in practical use, and an improvement is similarly demanded.
本発明を概説すれば、本発明は、植物病原菌防除用イソオキサゾール系化合物と、一般式（Ｉ）： In summary, the present invention relates to an isoxazole-based compound for controlling plant pathogens and a general formula (I):
〔式中、Ｒ1及びＲ2はそれぞれ独立して、Ｃ1-4アルキルであるか、又はＲ1とＲ2とが一緒になって形成するＣ4-6アルキレン若しくはＣ4-6アルキレンオキシであり；Ｙは水素原子、ハロゲン、シアノ基、ニトロ基、Ｃ1-4アルキルスルホニル、Ｃ1-4アルキル、Ｃ1-4アルコキシ、Ｃ1-4アルキルチオ、Ｃ1-4ハロアルキル、Ｃ1-4ハロアルコキシ又はＣ1-4ハロアルキルチオであり；Ｒ3及びＲ4はそれぞれ独立して、水素原子、Ｃ1-4アルキル、Ｃ3-6シクロアルキル、Ｃ2-4 アルケニル、Ｃ2-4 アルキニル、Ｃ1-4アルコキシ、Ｃ1-4アルキルチオ、ハロゲン、Ｃ1-4ハロアルキル、ニトロ基、シアノ基、ホルミル基又はＣ1-4アルコキシカルボニルであり；Ｒ5、Ｒ6、Ｒ7及びＲ8はそれぞれ独立して、水素原子、Ｃ1-4アルキル、Ｃ2-4アルケニル、Ｃ2-4アルキニル、Ｃ1-4アルコキシ、Ｃ1-4アルキルチオ、Ｃ1-4ハロアルキル、Ｃ1-4ハロアルコキシ、Ｃ1-4ハロアルキルチオ、Ｃ2-4ハロアルケニル、Ｃ2-4ハロアルキニル、Ｃ1-4アルコキシカルボニル、Ｃ1-4アルキルカルボニル、Ｃ1-4ハロアルキルカルボニル、Ｃ1-4アルキルカルボニルオキシ、Ｃ1-4アルキルスルホニル、Ｃ1-4ハロアルキルスルホニル、Ｃ1-4アルキルスルホキシ、Ｃ1-4アルコキシスルホニル、Ｃ1-4アルキルスルホニルオキシ、シアノ基、水酸基、ニトロ基、ホルミル基若しくはハロゲンであるか、又はＲ5、Ｒ6、Ｒ7及びＲ8のうちの２つが一緒になって形成するハロゲンで置換されてもよいＣ1-3アルキレンジオキシ基若しくはＣ3-6アルキレンである〕で表されるインドール系化合物の少なくとも１種とを、有効成分として含有することを特徴とする植物病原菌防除用組成物に関する。 [Wherein, R 1 and R 2 are each independently C 1-4 alkyl, or a C 4-6 alkylene or C 4-6 alkyleneoxy formed by R 1 and R 2 taken together. Y is a hydrogen atom, halogen, cyano group, nitro group, C 1-4 alkylsulfonyl, C 1-4 alkyl, C 1-4 alkoxy, C 1-4 alkylthio, C 1-4 haloalkyl, C 1- 4 haloalkoxy or C 1-4 haloalkylthio; R 3 and R 4 are each independently a hydrogen atom, C 1-4 alkyl, C 3-6 cycloalkyl, C 2-4 alkenyl, C 2-4. Alkynyl, C 1-4 alkoxy, C 1-4 alkylthio, halogen, C 1-4 haloalkyl, nitro group, cyano group, formyl group or C 1-4 alkoxycarbonyl; R 5 , R 6 , R 7 and R Each 8 is independently a hydrogen atom, C 1-4 alkyl, C 2-4 alkenyl, C 2-4 Alkynyl, C 1-4 alkoxy, C 1-4 alkylthio, C 1-4 haloalkyl, C 1-4 haloalkoxy, C 1-4 haloalkylthio, C 2-4 haloalkenyl, C 2-4 haloalkynyl, C 1 -4 alkoxycarbonyl, C 1-4 alkylcarbonyl, C 1-4 haloalkylcarbonyl, C 1-4 alkylcarbonyloxy, C 1-4 alkylsulfonyl, C 1-4 haloalkylsulfonyl, C 1-4 alkylsulfoxy, C 1-4 alkoxysulfonyl, C 1-4 alkylsulfonyloxy, cyano group, hydroxyl group, nitro group, formyl group or halogen, or two of R 5 , R 6 , R 7 and R 8 together And at least one indole compound represented by C 1-3 alkylenedioxy group or C 3-6 alkylene which may be substituted with a halogen formed as an active ingredient. The present invention relates to a composition for controlling phytopathogenic fungi characterized by containing.
本発明者らは、前述の問題点を解決すべく研究した結果、植物病原菌防除用イソオキサゾール系化合物に対し、前記一般式（Ｉ）で表されるインドール系化合物を混合使用することにより、各化合物を単独で使用した場合に比して予想することができないような、顕著に優れた植物病原菌防除効果が得られることの知見を得、本発明を完成した。 As a result of researches to solve the above-mentioned problems, the present inventors have mixed and used indole compounds represented by the above general formula (I) for the isoxazole compounds for controlling plant pathogens. The present invention has been completed by obtaining the knowledge that a remarkably excellent phytopathogenic fungi control effect can be obtained, which cannot be predicted as compared with the case where the compound is used alone.
本発明の植物病原菌防除用組成物は、植物病原菌に起因する植物病害に感染した栽培作物に対する安定した高い植物病原菌防除効果を有するものであり、この組成物を用いて植物病原菌を防除することができる。 The composition for controlling phytopathogenic fungi of the present invention has a stable and high phytopathogenic fungus controlling effect on cultivated crops infected with plant diseases caused by phytopathogenic fungi, and it is possible to control phytopathogenic fungi using this composition. it can.
以下、本発明を具体的に説明する。前記イソオキサゾール系化合物としては、例えば５−メチルイソオキサゾール−３−オール〔5-methylisoxazol-3-ol;ISO一般名：ヒメキサゾール(Hymexazol)〕が挙げられる。 Hereinafter, the present invention will be specifically described. Examples of the isoxazole-based compound include 5-methylisoxazol-3-ol (ISO general name: hymexazol).
式（Ｉ）の化合物において、Ｒ1及びＲ2 のＣ1-4アルキルとしては、メチル、エチル、ｎ−若しくはiso−プロピル等が挙げられる。 In the compound of formula (I), examples of the C 1-4 alkyl of R 1 and R 2 include methyl, ethyl, n- or iso-propyl.
Ｒ1とＲ2が一緒になって形成するＣ4-6アルキレンとしては、例えば、Ｒ1及びＲ2が結合している窒素原子を含めて、ピペリジン等が挙げられる。 The C 4-6 alkylene and R 1 and R 2 form together, for example, including the nitrogen atom to which R 1 and R 2 are attached, piperidine, and the like.
Ｒ1とＲ2が一緒になって形成するＣ4-6アルキレンオキシとしては、例えば、Ｒ1及びＲ2が結合している窒素原子を含めて、モルホリン等が挙げられる。 The C 4-6 alkyleneoxy which R 1 and R 2 form together, for example, including the nitrogen atom to which R 1 and R 2 are attached, morpholine and the like.
Ｙ、Ｒ3、Ｒ4、Ｒ5、Ｒ6、Ｒ7及びＲ8の各置換基の定義は以下の意味を有する。 Y, the definition of each substituent of R 3, R 4, R 5 , R 6, R 7 and R 8 have the following meanings.
Ｃ1-4アルキルとしては、例えば、メチル、エチル等が挙げられる。 C 1-4 alkyl includes, for example, methyl, ethyl and the like.
Ｃ3-6シクロアルキルとしては、例えば、シクロプロピル、シクロブチル、シクロペンチル等が挙げられる。 Examples of C 3-6 cycloalkyl include cyclopropyl, cyclobutyl, cyclopentyl and the like.
Ｃ2-4アルケニルとしては、例えば、アリル、ビニル等が挙げられる。 Examples of C 2-4 alkenyl include allyl and vinyl.
Ｃ2-4アルキニルとしては、例えば、プロパルギル等が挙げられる。 Examples of C 2-4 alkynyl include propargyl and the like.
Ｃ1-4アルコキシとしては、例えば、メトキシ、エトキシ等が挙げられる。 Examples of C 1-4 alkoxy include methoxy, ethoxy and the like.
Ｃ1-4アルキルチオとしては例えば、メチルチオ、エチルチオ等が挙げられる。 C 1-4 alkylthio includes, for example, methylthio, ethylthio and the like.
Ｃ1-4ハロアルコキシとしては、例えば、トリフルオロメトキシ等が挙げられる。 Examples of C 1-4 haloalkoxy include trifluoromethoxy and the like.
Ｃ1-4ハロアルキルチオとしては、例えば、トリフルオロメチルチオ等が挙げられる。 Examples of C 1-4 haloalkylthio include trifluoromethylthio and the like.
Ｃ1-4ハロアルキルとしては、例えば、クロロメチル、ジクロロメチル、ジクロロフルオロメチル、トリフルオロメチル等が挙げられる。 Examples of C 1-4 haloalkyl include chloromethyl, dichloromethyl, dichlorofluoromethyl, trifluoromethyl and the like.
Ｃ2-4ハロアルケニルとしては、例えば、２−クロロビニル等が挙げられる。 Examples of C 2-4 haloalkenyl include 2-chlorovinyl and the like.
Ｃ2-4ハロアルキニルとしては、例えば、ヨードプロパルギル等が挙げられる。 Examples of C 2-4 haloalkynyl include iodopropargyl and the like.
Ｃ1-4アルコキシカルボニルとしては、例えば、メトキシカルボニル等が挙げられる。 Examples of C 1-4 alkoxycarbonyl include methoxycarbonyl and the like.
Ｃ1-4アルキルカルボニルとしては、例えば、アセチル等が挙げられる。 Examples of C 1-4 alkylcarbonyl include acetyl and the like.
Ｃ1-4ハロアルキルカルボニルとしては、例えば、トリフルオロアセチル等が挙げられる。 Examples of C 1-4 haloalkylcarbonyl include trifluoroacetyl and the like.
Ｃ1-4アルキルカルボニルオキシとしては、例えば、アセチルオキシ等が挙げられる。 Examples of C 1-4 alkylcarbonyloxy include acetyloxy and the like.
Ｃ1-4アルキルスルホキシとしては、例えば、メチルスルホキシ等が挙げられる。 Examples of C 1-4 alkylsulfoxy include methylsulfoxy and the like.
Ｃ1-4アルキルスルホニルとしては、例えば、メチルスルホニル、エチルスルホニル、n−プロピルスルホニル、iso−プロピルスルホニル、n−ブチルスルホニル、sec−ブチルスルホニル、iso−ブチルスルホニル、tert−ブチルスルホニル等が挙げられる。 Examples of C 1-4 alkylsulfonyl include methylsulfonyl, ethylsulfonyl, n-propylsulfonyl, iso-propylsulfonyl, n-butylsulfonyl, sec-butylsulfonyl, iso-butylsulfonyl, tert-butylsulfonyl and the like. .
Ｃ1-4アルキルスルホニルオキシとしては、例えば、メタンスルホニルオキシ等が挙げられる。 Examples of C 1-4 alkylsulfonyloxy include methanesulfonyloxy and the like.
Ｃ1-4ハロアルキルスルホニルとしては、例えば、トリフルオロメチルスルホニル等が挙げられる。 Examples of C 1-4 haloalkylsulfonyl include trifluoromethylsulfonyl and the like.
Ｃ1-4アルコキシスルホニルとしては、例えば、メトキシスルホニル等が挙げられる。 Examples of C 1-4 alkoxysulfonyl include methoxysulfonyl and the like.
ハロゲンとしては、フッ素、塩素、臭素、ヨウ素が挙げられる。 Examples of the halogen include fluorine, chlorine, bromine and iodine.
ハロゲンで置換されていても良いＣ1-3アルキレンジオキシとしては、例えば、ジフルオロメチレンジオキシ、テトラフルオロエチレンジオキシ等が挙げられる。 Examples of the C 1-3 alkylenedioxy optionally substituted with halogen include difluoromethylenedioxy, tetrafluoroethylenedioxy and the like.
Ｙとしては上記以外に水素原子、シアノ基及びニトロ基が挙げられる。 In addition to the above, Y includes a hydrogen atom, a cyano group, and a nitro group.
Ｒ3及びＲ4としては上記以外に水素原子、ニトロ基、シアノ基及びホルミル基が挙げられる。 In addition to the above, R 3 and R 4 include a hydrogen atom, a nitro group, a cyano group, and a formyl group.
Ｒ5、Ｒ6、Ｒ7及びＲ8としては上記以外に水素原子、シアノ基、水酸基、ニトロ基及びホルミル基が挙げられる。 Examples of R 5 , R 6 , R 7 and R 8 include a hydrogen atom, a cyano group, a hydroxyl group, a nitro group and a formyl group in addition to the above.
式（Ｉ）のインドール系化合物には、例えば１−（Ｎ，Ｎ−ジメチルスルファモイル）−３−（３−ブロモ−６−フルオロ−２−メチルインドール−１−イル）スルホニル−１，２，４−トリアゾール（一般名 アミスルブロム（Amisulbrom）（別名アミブロムドール（Amibromdole））；化合物No.１）、３−（６−フルオロ−２−メチルインドール−１−イル）スルホニル−１−（Ｎ，Ｎ−ジメチルスルファモイル）−１，２，４−トリアゾール（化合物No.２）、３−（２−ブロモ−３−クロロインドール−１−イル）−５−メチル−（Ｎ，Ｎ−ジメチルスルファモイル）１，２，４−トリアゾール（化合物No.３）、１−（Ｎ，Ｎ−ジメチルスルファモイル）−３−（２−メチル−３−クロロ−５,６−ジフルオロインドール−１−イル）スルホニル−１，２，４−トリアゾール（化合物No.４）、１−（Ｎ，Ｎ−ジメチルスルファモイル）−３−（２−メチル−３−クロロ−４,６−ジフルオロインドール−１−イル）スルホニル−１，２，４−トリアゾール（化合物No.５）等の化合物が含まれる。 Indole compounds of formula (I) include, for example, 1- (N, N-dimethylsulfamoyl) -3- (3-bromo-6-fluoro-2-methylindol-1-yl) sulfonyl-1,2 , 4-triazole (generic name Amisulbrom (also known as Amibromdole); Compound No. 1), 3- (6-fluoro-2-methylindol-1-yl) sulfonyl-1- (N, N-dimethylsulfamoyl) -1,2,4-triazole (compound No. 2), 3- (2-bromo-3-chloroindol-1-yl) -5-methyl- (N, N-dimethylsulfate) Famoyl) 1,2,4-triazole (Compound No. 3), 1- (N, N-dimethylsulfamoyl) -3- (2-methyl-3-chloro-5,6-difluoroindole-1- Yl) sulfonyl 1,2,4-triazole (Compound No. 4), 1- (N, N-dimethylsulfamoyl) -3- (2-methyl-3-chloro-4,6-difluoroindol-1-yl) sulfonyl Compounds such as -1,2,4-triazole (Compound No. 5) are included.
なお、前記式（Ｉ）のインドール系化合物は、ＷＯ９９/２１８５１及びＷＯ０３/８２８６０等に記載された方法によって製造することができる。 The indole compound of the formula (I) can be produced by a method described in WO99 / 21851, WO03 / 82860, and the like.
イソオキサゾール系化合物と、前記一般式（Ｉ）のインドール系化合物の少なくとも１種とを有効成分として含有することを特徴とする植物病原菌防除用組成物は、有害病菌に感染しているあるいはその恐れのある栽培作物、例えばキュウリ、トマト、ナス、スイカ、ホウレンソウ、タマネギ、ピーマン、ハクサイ、コマツナ、カボチャ、ショウガなどの蔬菜類；イネ、小麦などの禾穀類；大豆、小豆などのマメ類；メロン、ブドウ、柑橘などの果実類；シバ類；バレイショ；テンサイ；タバコ；材木苗木；カーネーション、シクラメン、アイリス、キクなどの花卉類などに適用することにより優れた殺菌作用を呈し、ピシウム菌（Pythium）、フザリウム菌（Fusariurm）、アファノマイセス菌（Aphanomyces）、リゾープス菌（Rhizopus）、リゾクトニア菌（Rhizoctonia）、トリコデルマ菌（Trichoderma）などの植物病原菌によって引起される土壌病害（例えば苗立枯病）；疫病；べと病などの病害の防除に好適である。また、バーティシリウム菌（Verticillium）、プラズモディオホーラ属菌（Plasmodiophora）、コルティシウム菌（Corticium）などの植物病原菌によって引き起される土壌病害(例えば萎凋病、根こぶ病、白絹病)に対しても優れた防除効果を示す。 A composition for controlling a phytopathogenic fungus characterized by containing an isoxazole compound and at least one of the indole compounds represented by the general formula (I) as active ingredients is infected with or harmful to a harmful disease bacterium. Cultivated crops such as cucumbers, tomatoes, eggplants, watermelons, spinach, onions, peppers, Chinese cabbage, komatsuna, pumpkins, ginger and other sugar beets; rice, wheat and other cereals; Fruits such as grapes and citrus fruits; shiba; potato; sugar beet; tobacco; timber seedling; carnation, cyclamen, iris, chrysanthemum, etc. Fusarium (Fusariurm), Aphanomyces, Rhizopus, Rhizoctoni Bacteria (Rhizoctonia), soil-borne diseases (e.g. seedling blight) that is caused by plant pathogens such as Trichoderma (Trichoderma); epidemics; is suitable for controlling diseases such as downy mildew. In addition, soil diseases caused by phytopathogenic fungi such as Verticillium, Plasmodiophora, and Corticium (eg, wilt, clubroot, and silkworm) Excellent control effect is also shown.
本発明の植物病原菌防除用組成物は残効性が長く、優れた予防効果を示すので、種子消毒による病害予防が可能である。また、優れた治療効果を有することから感染後の処理による病害防除が可能である。更に、浸透移行性を有することから、土壌処理による茎葉部の病害防除も可能である。 The composition for controlling phytopathogenic fungi of the present invention has a long residual effect and exhibits an excellent preventive effect, so that it is possible to prevent diseases by seed disinfection. Moreover, since it has an excellent therapeutic effect, it is possible to control diseases by treatment after infection. Furthermore, since it has osmotic transfer properties, it is possible to control diseases of the foliage by soil treatment.
本発明の植物病原菌防除用組成物は、具体的にはバレイショ、ピーマン、スイカ、カボチャ、タバコ、トマトの疫病；タマネギの白色疫病；スイカの褐色腐敗病；キュウリ、メロン、キャベツ、ハクサイ、タマネギ、ブドウのべと病；ピシウム菌、フザリウム菌、アファノマイセス菌、リゾープス菌、リゾクトニア菌、トリコデルマ菌などの植物病原菌により引き起される各種土壌病害（例えば、イネ、テンサイ、シバなどの苗立枯病）；バーティシリウム菌、プラズモディオホーラ属菌、コルティシウム菌によって引起される土壌病害(例えば萎凋病、根こぶ病、白絹病)に対して優れた防除効果を示す。それらの中でも、ピシウム菌又はアファノマイセス菌による土壌病害に対して格段に優れた防除効果を示す。 Specifically, the composition for controlling phytopathogenic fungi of the present invention includes: potato, pepper, watermelon, pumpkin, tobacco, tomato plague; onion white plague; watermelon brown rot; cucumber, melon, cabbage, Chinese cabbage, onion, Grape downy mildew; various soil diseases caused by phytopathogenic fungi such as Psium, Fusarium, Aphanomyces, Rhizopus, Rhizoctonia, Trichoderma, etc. (for example, seedling blight of rice, sugar beet, and shiba) Excellent control effect on soil diseases (for example, wilt, root-knot disease, silkworm disease) caused by Verticillium, Plasmodiophora, and Cortisium. Among these, the control effect which was remarkably excellent with respect to the soil disease by a Psium bacterium or an Aphanomyces bacterium is shown.
本発明における植物病原菌防除用組成物を構成する複数の有効成分は従来の農薬製剤の場合と同様に、各種補助剤と配合し、粉剤、水和剤、顆粒水和剤、乳剤、液剤、懸濁製剤などの種々の形態に製剤することができる。その際、イソオキサゾール系化合物と、前記一般式（Ｉ）の化合物とを一緒に混合・製剤してもよいし、あるいは別々に製剤してそれらを混合してもよい。これら製剤品の実際の使用に際しては、そのまま使用するか、又は水等の希釈剤で所定濃度に希釈して使用することができる。ここにいう補助剤としては、担体、乳化剤、懸濁剤、増粘剤、分散剤、展着剤、湿潤剤、浸透剤、凍結防止剤、消泡剤などが挙げられ、必要により適宜添加すればよい。 A plurality of active ingredients constituting the composition for controlling plant pathogens in the present invention are blended with various adjuvants in the same manner as in the case of conventional agricultural chemical preparations, and powders, wettable powders, granular wettable powders, emulsions, liquids, suspensions. It can be formulated into various forms such as a suspended preparation. At that time, the isoxazole-based compound and the compound of the general formula (I) may be mixed and formulated together, or may be separately formulated and mixed. In actual use of these preparations, they can be used as they are or after diluting to a predetermined concentration with a diluent such as water. Examples of the auxiliary agent include a carrier, an emulsifier, a suspending agent, a thickener, a dispersant, a spreading agent, a wetting agent, a penetrating agent, an antifreezing agent, an antifoaming agent, and the like. That's fine.
本発明の植物病原菌防除用組成物において、イソオキサゾール系化合物と一般式（Ｉ）の化合物の少なくとも１種との適当な混合重量比は、一般に１:３００〜３００：１である。 In the composition for controlling phytopathogenic fungi of the present invention, a suitable mixing weight ratio of the isoxazole-based compound and at least one compound of the general formula (I) is generally 1: 300 to 300: 1.
本発明の植物病原菌防除用組成物を植物病原菌に施用する植物病原菌の防除方法も本発明に含まれる。本発明の植物病原菌防除用組成物の有効成分使用濃度は、対象作物、使用方法、製剤形態、施用量、施用時期、有害病菌の種類などの条件などの違いによって異なり、一概に規定できないが、有効成分の処理濃度としては、普通イソオキサゾール系化合物が０．０１〜１，０００ｐｐｍ、望ましくは０．５〜５００ｐｐｍであり、前記一般式（Ｉ）で表される化合物が０．０１〜１，０００ｐｐｍ、望ましくは０．３〜５００ｐｐｍである植物病原菌防除用組成物を使用する。また、有効成分の処理量としては、イソオキサゾール系化合物が１０〜５０，０００ｇ／ｈａ、インドール系化合物が１０〜１０，０００ｇ／ｈａの割合となるように植物病原菌防除用組成物を散布する。 The present invention also includes a method for controlling plant pathogens, which comprises applying the composition for controlling plant pathogens of the present invention to plant pathogens. The active ingredient use concentration of the composition for controlling phytopathogenic fungi of the present invention differs depending on conditions such as the target crop, method of use, formulation form, application rate, application time, type of harmful fungus, etc. The treatment concentration of the active ingredient is usually 0.01 to 1,000 ppm for isoxazole compounds, preferably 0.5 to 500 ppm, and 0.01 to 1, for compounds represented by the above general formula (I). A composition for controlling phytopathogenic fungi that is 000 ppm, preferably 0.3 to 500 ppm is used. Moreover, as a processing amount of an active ingredient, the composition for plant pathogen control is sprayed so that it may become a ratio of 10-50,000 g / ha of an isoxazole type compound, and 10-10,000 g / ha of an indole type compound.
次に、本発明の植物病原菌防除用組成物の望ましい実施形態のいくつかを例示するが、これらは本発明を限定するものではない。 Next, some desirable embodiments of the composition for controlling phytopathogenic fungi of the present invention will be exemplified, but these do not limit the present invention.
（１） イソオキサゾール系化合物と、一般式（Ｉ）の化合物の少なくとも１種とを有効成分として含有することを特徴とする植物病原菌防除用組成物を植物病原菌に施用することを特徴とする各種土壌病害の防除方法。
（２） 植物病原菌が、ピシウム菌、フザリウム菌、アファノマイセス菌、リゾープス菌、リゾクトニア菌、トリコデルマ菌、バーティシリウム菌、プラズモディオホーラ属菌及びコルティシウム菌から選ばれる少なくとも１種である（１）の各種土壌病害の防除方法。
（３） 植物病原菌が、ピシウム菌、フザリウム菌、アファノマイセス菌、リゾープス菌、リゾクトニア菌及びトリコデルマ菌から選ばれる少なくとも１種である（１）の各種土壌病害の防除方法。
（４） 植物病原菌が、バーティシリウム菌、プラズモディオホーラ属菌及びコルティシウム菌から選ばれる少なくとも１種である（１）の各種土壌病害の防除方法。
（５） 植物病原菌が、ピシウム菌又はアファノマイセス菌である（１）の各種土壌病害の防除方法。
（６） イソオキサゾール系化合物と、一般式（Ｉ）の化合物の少なくとも１種とを有効成分として含有することを特徴とする植物病原菌防除用組成物によるイネ、テンサイ、シバの苗立枯病の防除方法。
(1) Various types characterized by applying a composition for controlling phytopathogenic fungi characterized by containing an isoxazole-based compound and at least one compound of general formula (I) as active ingredients How to control soil diseases.
(2) The plant pathogen is at least one selected from Psium, Fusarium, Aphanomyces, Rhizopus, Rhizoctonia, Trichoderma, Verticillium, Plasmodiophora and Corticium (1 ) Method for controlling various soil diseases.
(3) The method for controlling various soil diseases according to (1), wherein the plant pathogen is at least one selected from Psium, Fusarium, Aphanomyces, Rhizopus, Rhizoctonia, and Trichoderma.
(4) The method for controlling various soil diseases according to (1), wherein the plant pathogen is at least one selected from Verticillium, Plasmodiophora and Corticium.
(5) The method for controlling various soil diseases according to (1), wherein the plant pathogen is Psium or Aphanomyces.
(6) Rice, sugar beet, and buckwheat seedling blight caused by a composition for controlling phytopathogenic fungi, comprising an isoxazole compound and at least one compound of general formula (I) as active ingredients Control method.
以下、本発明を実施例により更に具体的に説明する。
次に本発明に係わる試験例を記載するが、これらは本発明を限定するものではない。
Hereinafter, the present invention will be described more specifically with reference to examples.
Next, although the test example concerning this invention is described, these do not limit this invention.
試験例１ 抗菌性試験（植物病原菌）
予めＰＳＡ培地で培養した供試糸状菌菌叢をコルクボーラーにて培地ごと打ち抜き、内径８cmのシャーレに分注した各供試化合物を所定濃度含有するＰＳＡ培地の中央に配置した。その後直ちに２５℃の恒温室内に静置し、２日後の菌叢直径を測定し、下記計算式によって菌糸伸長率を求めた。その結果は、第１表〜第２表に示した。
菌糸伸長率＝(ａ／ｂ)×１００
ａ：処理区の菌叢直径
ｂ：無処理区の菌叢直径
また、下記のコルビーの式から導かれる式により、理論値を計算することができる。実験値がコルビーの式から導かれる式による理論値よりも低い場合に、本発明の植物病原菌防除用組成物は、植物病原菌の防除に関し相乗効果を有する。コルビーの式から導かれる式による理論値を第１表〜第２表の括弧内に併せ示した。
理論値＝（Ｘ×Ｙ）／１００
Ｘ：化合物No.１のみで処理した場合の菌糸伸長率
Ｙ：ヒメキサゾールのみで処理した場合の菌糸伸長率
Test Example 1 Antibacterial test (phytopathogenic fungus)
The test filamentous fungus flora previously cultured in the PSA medium was punched out with the cork borer and placed in the center of the PSA medium containing each test compound dispensed in a petri dish having an inner diameter of 8 cm. Immediately after that, it was left in a constant temperature room at 25 ° C., the diameter of the flora after 2 days was measured, and the mycelial elongation rate was determined by the following formula. The results are shown in Tables 1 and 2.
Mycelial elongation rate = (a / b) × 100
a: Microflora diameter in the treated section b: Microflora diameter in the untreated section In addition, the theoretical value can be calculated by the formula derived from the following Colby formula. When the experimental value is lower than the theoretical value according to the formula derived from Colby's formula, the composition for controlling phytopathogenic fungi of the present invention has a synergistic effect on controlling phytopathogenic fungi. The theoretical values based on the formula derived from the Colby formula are shown in parentheses in Tables 1 and 2.
Theoretical value = (X × Y) / 100
X: Mycelial elongation when treated with Compound No. 1 only Y: Mycelial elongation when treated with only Himexazole
次に、本発明の植物病原菌防除用組成物の製剤例について記載するが、本発明はこれらに限定されるものではない。
製剤例１
（1）ヒメキサゾール 5重量部
（2）化合物No.１ 4重量部
（3）メチルナフタレンスルホン酸塩ホルムアルデヒド縮合物 2.5重量部
（4）ポリオキシエチレントリスチリルフェニルエーテルリン酸エステルカリウム塩
2.5重量部
（5）マグネシウムアルミニウムシリケート 1重量部
（6）シリコーン系消泡剤 0.1重量部
（7）プロピレングリコール 10重量部
（8）水 74.9重量部
上記（1）から（7）を混合し、有効成分の平均粒子径が約4μmになるまで湿式粉砕し、水性懸濁製剤品とする。
Next, although the formulation example of the composition for plant pathogen control of this invention is described, this invention is not limited to these.
Formulation Example 1
(1) Himexazole 5 parts by weight (2) Compound No. 1 4 parts by weight (3) Methylnaphthalene sulfonate formaldehyde condensate 2.5 parts by weight (4) Polyoxyethylene tristyryl phenyl ether phosphate potassium salt
2.5 parts by weight (5) Magnesium aluminum silicate 1 part by weight (6) Silicone defoamer 0.1 part by weight (7) Propylene glycol 10 parts by weight (8) Water 74.9 parts by weight The above (1) to (7) are mixed, A wet pulverization is carried out until the average particle size of the active ingredient is about 4 μm to obtain an aqueous suspension preparation.
製剤例２
（1）ヒメキサゾール 30重量部
（2）化合物No.１ 8重量部
（3）カオリン 45重量部
（4）含水無晶形二酸化ケイ素 15重量部
（5）ポリオキシエチレンスチリルエーテルサルフェートアンモニウム塩
2重量部
以上の各成分を均一に混合して水和剤が得られる。
Formulation Example 2
(1) Himexazole 30 parts by weight (2) Compound No. 1 8 parts by weight (3) Kaolin 45 parts by weight (4) Hydrous amorphous silicon dioxide 15 parts by weight (5) Polyoxyethylene styryl ether sulfate ammonium salt
A wettable powder is obtained by uniformly mixing 2 parts by weight or more of each component.
製剤例３
（1）ヒメキサゾール 4重量部
（2）化合物No.１ 0.5重量部
（3）タルク 95.5重量部
以上の各成分を均一に混合して粉剤が得られる。
Formulation Example 3
(1) Himexazole 4 parts by weight (2) Compound No. 1 0.5 part by weight (3) Talc 95.5 parts by weight The above ingredients are mixed uniformly to obtain a powder.
製剤例４
（1）ヒメキサゾール 4重量部
（2）化合物No.１ 1重量部
（3）ベントナイト 30重量部
（4）カオリン 60重量部
（5）リグニンスルホン酸ソーダ 5重量部
以上の各成分に適量の造粒所要水を加え、混合、造粒、乾燥して粒剤が得られる。
Formulation Example 4
(1) Himexazole 4 parts by weight (2) Compound No. 1 1 part by weight (3) Bentonite 30 parts by weight (4) Kaolin 60 parts by weight (5) Lignin sulfonate 5 parts by weight Appropriate amount of granulation for each of the above components The required water is added, mixed, granulated and dried to obtain granules.
製剤例５
（1）ヒメキサゾール 30重量部
（2）化合物No.１ 8重量部
（3）塩化ナトリウム 42重量部
（4）ベントナイト 10重量部
（5）ポリオキシエチレンスチリルエーテルサルフェートアンモニウム塩
10重量部
以上の各成分を混合し、高速混合細粒機に入れ、更にそこへ適量の水を加え、造粒、乾燥して顆粒水和剤が得られる。
Formulation Example 5
(1) Himexazole 30 parts by weight (2) Compound No. 1 8 parts by weight (3) Sodium chloride 42 parts by weight (4) Bentonite 10 parts by weight (5) Polyoxyethylene styryl ether sulfate ammonium salt
10 parts by weight or more of each component are mixed, put into a high-speed mixing fine granulator, further added with an appropriate amount of water, granulated and dried to obtain a granular wettable powder.
製剤例６
（1）ヒメキサゾール 15重量部
（2）化合物No.１ 2重量部
（3）キシレン 23重量部
（4）N−メチル−2−ピロリドン 40重量部
（5）ポリオキシエチレンアルキルアリールエーテル 20重量部
以上の各成分を混合、溶解して乳剤が得られる。
Formulation Example 6
(1) Himexazole 15 parts by weight (2) Compound No. 1 2 parts by weight (3) Xylene 23 parts by weight (4) N-methyl-2-pyrrolidone 40 parts by weight (5) Polyoxyethylene alkylaryl ether 20 parts by weight or more These components are mixed and dissolved to obtain an emulsion.
製剤例７
（1）ヒメキサゾール 30重量部
（2）化合物No.１ 8重量部
（3）ヘキサン 51重量部
（4）ポリオキシエチレンフェニルフェノール誘導体とポリオキシエチレンソルビタンアルキレートの混合物 10重量部
（5）有機ベントナイト 1重量部
以上の各成分を混合し、微粉砕して懸濁剤が得られる。
Formulation Example 7
(1) Himexazole 30 parts by weight (2) Compound No. 1 8 parts by weight (3) Hexane 51 parts by weight (4) Mixture of polyoxyethylene phenylphenol derivative and polyoxyethylene sorbitan alkylate 10 parts by weight (5) Organic bentonite 1 part by weight or more of each component is mixed and pulverized to obtain a suspension.
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