JP2005350387A - Plasmodiophora brassicae-preventing agent - Google Patents
Plasmodiophora brassicae-preventing agent Download PDFInfo
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- JP2005350387A JP2005350387A JP2004171945A JP2004171945A JP2005350387A JP 2005350387 A JP2005350387 A JP 2005350387A JP 2004171945 A JP2004171945 A JP 2004171945A JP 2004171945 A JP2004171945 A JP 2004171945A JP 2005350387 A JP2005350387 A JP 2005350387A
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- salt
- soil
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- 241001503464 Plasmodiophora Species 0.000 title abstract 3
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 32
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 8
- 150000003839 salts Chemical class 0.000 claims abstract description 8
- 125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 claims abstract description 6
- 125000004093 cyano group Chemical group *C#N 0.000 claims abstract description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 6
- QWEWLLNSJDTOKH-UHFFFAOYSA-N 1,3-thiazole-2-carboxamide Chemical class NC(=O)C1=NC=CS1 QWEWLLNSJDTOKH-UHFFFAOYSA-N 0.000 claims abstract 6
- -1 thiocarbamoyl Chemical group 0.000 claims description 36
- 150000001875 compounds Chemical class 0.000 claims description 17
- 239000002689 soil Substances 0.000 claims description 13
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims description 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 8
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 6
- 125000005843 halogen group Chemical group 0.000 claims description 6
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 5
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 4
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 4
- 125000003342 alkenyl group Chemical group 0.000 claims description 4
- 229940079593 drug Drugs 0.000 claims description 4
- 239000003814 drug Substances 0.000 claims description 4
- 238000005507 spraying Methods 0.000 claims description 3
- 125000006583 (C1-C3) haloalkyl group Chemical group 0.000 claims description 2
- 125000002941 2-furyl group Chemical group O1C([*])=C([H])C([H])=C1[H] 0.000 claims description 2
- 125000003682 3-furyl group Chemical group O1C([H])=C([*])C([H])=C1[H] 0.000 claims description 2
- 125000001541 3-thienyl group Chemical group S1C([H])=C([*])C([H])=C1[H] 0.000 claims description 2
- 125000000304 alkynyl group Chemical group 0.000 claims description 2
- 125000001188 haloalkyl group Chemical group 0.000 claims description 2
- 230000000694 effects Effects 0.000 abstract description 5
- 239000000203 mixture Substances 0.000 description 13
- 238000009472 formulation Methods 0.000 description 10
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 8
- 239000004480 active ingredient Substances 0.000 description 8
- 239000000843 powder Substances 0.000 description 7
- 239000004563 wettable powder Substances 0.000 description 7
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- 239000004927 clay Substances 0.000 description 6
- 201000010099 disease Diseases 0.000 description 6
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 6
- 239000008187 granular material Substances 0.000 description 6
- 239000002917 insecticide Substances 0.000 description 6
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- 241000196324 Embryophyta Species 0.000 description 4
- 230000000895 acaricidal effect Effects 0.000 description 4
- 239000000642 acaricide Substances 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
- 159000000000 sodium salts Chemical class 0.000 description 4
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- 230000001276 controlling effect Effects 0.000 description 3
- 239000003337 fertilizer Substances 0.000 description 3
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- 241001503436 Plasmodiophora brassicae Species 0.000 description 2
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- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
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- NYPJDWWKZLNGGM-UHFFFAOYSA-N fenvalerate Chemical compound C=1C=C(Cl)C=CC=1C(C(C)C)C(=O)OC(C#N)C(C=1)=CC=CC=1OC1=CC=CC=C1 NYPJDWWKZLNGGM-UHFFFAOYSA-N 0.000 description 2
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
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- LWIHDJKSTIGBAC-UHFFFAOYSA-K tripotassium phosphate Chemical compound [K+].[K+].[K+].[O-]P([O-])([O-])=O LWIHDJKSTIGBAC-UHFFFAOYSA-K 0.000 description 2
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- 229940082509 xanthan gum Drugs 0.000 description 1
- 235000010493 xanthan gum Nutrition 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- DUBNHZYBDBBJHD-UHFFFAOYSA-L ziram Chemical compound [Zn+2].CN(C)C([S-])=S.CN(C)C([S-])=S DUBNHZYBDBBJHD-UHFFFAOYSA-L 0.000 description 1
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Abstract
Description
本発明は、新規な根こぶ病防除剤及び根こぶ病防除方法に関する。 The present invention relates to a novel clubroot control agent and a clubroot control method.
式(I)で表される骨格を有する化合物を含有する薬剤が、疫病菌、べと病菌のような遊走子菌類に対する植物病原菌用抗菌剤として使用できることが知られている(特許文献1参照)。しかし、文献中防除効果のある病原菌は、疫病菌、べと病菌のような卵菌類(Phytophthora属菌、Pseudoperonospora属菌、Peronospora属菌、Bremia属菌、Plasmopara属菌、Phythium属菌)に限られており、根こぶ病菌科に属する根こぶ病の病原菌(Plasmodiophora brassicae)に対して防除効果のある事は報告されていなかった(特許文献1、2参照)。
本発明は、工業的に有利に合成でき効果が確実で安全に使用できる根こぶ病防除剤を提供することを課題とする。 An object of the present invention is to provide a clubroot control agent which can be synthesized industrially advantageously and has a certain effect and can be used safely.
本発明者らは、上記課題を解決すべく鋭意検討した結果、式(I)で表される化合物が、根こぶ病の防除効果を示すことを見出し、本発明を完成するに至った。 As a result of intensive studies to solve the above-mentioned problems, the present inventors have found that the compound represented by the formula (I) exhibits an effect of controlling root-knot disease, and completed the present invention.
すなわち、本発明は、
一般式(I)
That is, the present invention
Formula (I)
ハロゲン原子、またはC1−3アルキル基もしくはニトロ基で置換されていてもよいフェニル基もしくはベンジル基であり、
R3はC1−3アルキル基またはC1−3ハロアルキル基であり、
R4は2−チエニル基、3−チエニル基、2−フリル基、3−フリル基、フェニル基、またはハロゲン原子、C1−6アルキル基もしくはニトロ基で置換されていてもよいフェニル基もしくはベンジル基であり、
R5はシアノ基またはチオカルバモイル基である]
で示されるチアゾルカルボキサミド誘導体又はその塩を含有することを特徴とする根こぶ病防除剤である。
A halogen atom, a phenyl group or a benzyl group optionally substituted with a C1-3 alkyl group or a nitro group,
R 3 is a C1-3 alkyl group or a C1-3 haloalkyl group,
R 4 represents a 2-thienyl group, a 3-thienyl group, a 2-furyl group, a 3-furyl group, a phenyl group, or a phenyl group or a benzyl group which may be substituted with a halogen atom, a C 1-6 alkyl group, or a nitro group. And
R 5 is a cyano group or a thiocarbamoyl group]
Or a salt thereof, comprising a thiazol carboxamide derivative represented by the formula:
一般式(I)で示される化合物のうち根こぶ病防除剤として好適なのは、式中のR1及
びR2が、各々独立して、水素原子、C1−5アルキル基であり、R3はC1−3アルキル基であり、R4は2−チエニル基、R5はシアノ基である場合が好適で、特に好適なのは、式(III)
Of the compounds represented by the general formula (I), R 1 and R 2 are each independently a hydrogen atom or a C1-5 alkyl group, and R 3 is C1. -3 alkyl group, R 4 is a 2-thienyl group, and R 5 is preferably a cyano group, particularly preferably a compound of formula (III)
を有効成分として含有するものであり、例えばアブラナ科野菜のきゃべつ、白菜、ブロッコリー、野沢菜、たかな、なばな、カリフラワー、かぶ、ちんげんさい等の根こぶ病に対して優れた防除効果を有する。
本防除剤は原体をそのまま使用しても良いが通常は担体および必要に応じて他の補助剤を添加混合し、一般の農薬のとり得る形態、即ち、水和剤、顆粒水和剤、粒剤、粉剤、乳剤、水溶剤、フロアブル等の形態で使用することもできる。 The present control agent may be used as it is, but usually a carrier and other auxiliary agents as necessary are added and mixed, so that a general agricultural chemical can take a form, that is, a wettable powder, a granular wettable powder, It can also be used in the form of granules, powders, emulsions, aqueous solvents, flowables and the like.
農薬製剤中に添加することのできる添加剤および担体としては、固型剤を目的とする場合は、大豆粉、小麦粉等の植物性粉末、珪藻土、燐灰石、石こう、タルク、ベントナイト、パイロフィライト、クレイ等の鉱物性微粉末、安息香酸ソーダ、尿素、芒硝等の有機及び無機化合物が使用される。液体の剤型を目的とする場合は、ケロシン、キシレンおよびソルベントナフサ等の石油留分、シクロヘキサン、シクロヘキサノン、ジメチルホルムアミド、ジメチルスルホキシド、アルコール、アセトン、トリクロルエチレン、メチルイソブチルケトン、鉱物油、植物油、水等を溶剤として使用することができる。 Additives and carriers that can be added to the agrochemical formulation include plant powders such as soybean flour and wheat flour, diatomaceous earth, apatite, gypsum, talc, bentonite, pyrophyllite, Mineral fine powders such as clay, organic and inorganic compounds such as sodium benzoate, urea, and mirabilite are used. For liquid dosage forms, petroleum fractions such as kerosene, xylene and solvent naphtha, cyclohexane, cyclohexanone, dimethylformamide, dimethyl sulfoxide, alcohol, acetone, trichloroethylene, methyl isobutyl ketone, mineral oil, vegetable oil, water Etc. can be used as solvents.
さらに、これらの製剤において均一かつ安定な形態をとるために、必要に応じて界面活性剤を添加することもできる。添加することのできる界面活性剤としては、例えば、ポリオキシエチレンが付加したアルキルフェニルエーテル,ポリオキシエチレンが付加したアルキルエーテル,ポリオキシエチレンが付加した高級脂肪酸エステル,ポリオキシエチレンが付加したソルビタン高級脂肪酸エステル,ポリオキシエチレンが付加したトリスチリルフェニルエーテル等の非イオン性界面活性剤,ポリオキシエチレンが付加したアルキルフェニルエーテルの硫酸エステル塩,アルキルベンゼンスルホン酸塩,高級アルコールの硫酸エステル塩,アルキルナフタレンスルホン酸塩,ポリカルボン酸塩,リグニンスルホン酸塩,アルキルナフタレンスルホン酸塩のホルムアルデヒド縮合物,イソブチレン−無水マレイン酸の共重合物等が挙げられる。 Furthermore, in order to take a uniform and stable form in these preparations, a surfactant can be added as necessary. Examples of surfactants that can be added include alkylphenyl ethers added with polyoxyethylene, alkyl ethers added with polyoxyethylene, higher fatty acid esters added with polyoxyethylene, and higher sorbitans added with polyoxyethylene. Fatty acid esters, nonionic surfactants such as tristyryl phenyl ether added with polyoxyethylene, sulfates of alkylphenyl ethers added with polyoxyethylene, alkylbenzene sulfonates, sulfates of higher alcohols, alkylnaphthalenes Examples thereof include sulfonates, polycarboxylates, lignin sulfonates, formaldehyde condensates of alkyl naphthalene sulfonates, and copolymers of isobutylene-maleic anhydride.
また有効成分量は 通常、組成物(製剤)全体に対して、通常粉剤では0.01〜90重量%、であり、とくに好ましくは0.05〜80重量%である。 Further, the amount of the active ingredient is usually 0.01 to 90% by weight, and particularly preferably 0.05 to 80% by weight with respect to the whole composition (formulation).
このようにして得られた水和剤、顆粒水和剤、乳剤、フロアブル剤等は水で所定の濃度に希釈して懸濁液あるいは乳濁液として、粉剤・粒剤等はそのまま植物に散布する方法で使用される。 The wettable powder, granular wettable powder, emulsion, flowable powder, etc. obtained in this way are diluted with water to a predetermined concentration to form a suspension or emulsion, and powders, granules, etc. are sprayed on plants as they are. Used in the way.
式(I)で表される化合物を根こぶ病の防除剤として使用する場合は、ポット、育苗箱、苗床または本圃等の土壌に混和、散布、灌注、植穴処理、株元処理、作条処理、播溝処理等、またはポット、育苗箱、苗床または本圃等の土壌もしくは植物に、散布もしくはトップドレッシング等の方法を採用することができる。 When the compound represented by the formula (I) is used as a control agent for clubroot, it is mixed, sprayed, irrigated, planting treatment, plant base treatment, cropping, etc. in soil such as pots, seedling boxes, nurseries or main fields. Methods such as spraying or top dressing can be employed for treatment, sowing treatment, etc., or soil or plants such as pots, seedling boxes, nurseries or main fields.
なお、本発明化合物は単独でも十分有効であることは言うまでもないが、各種の殺菌剤や殺虫・殺ダニ剤、除草剤、植物生長調節剤または土壌改良剤や肥料等の1種また2種以上と混合して使用することも出来る。 In addition, it goes without saying that the compound of the present invention is sufficiently effective when used alone, but one or more of various fungicides, insecticides / acaricides, herbicides, plant growth regulators, soil conditioners, fertilizers and the like. It can also be used as a mixture.
本発明化合物と混合して使用出来る殺菌剤、殺虫剤、殺ダニ剤、除草剤、植物生長調節剤、土壌改良剤や肥料等の代表例を以下に示す。 Representative examples of fungicides, insecticides, acaricides, herbicides, plant growth regulators, soil conditioners and fertilizers that can be used in combination with the compounds of the present invention are shown below.
殺菌剤:
銅剤;塩基性塩化銅、塩基性硫酸銅等。
硫黄剤;チウラム、ジネブ、マンネブ、マンコゼブ、ジラム、プロピネブ、ポリカーバメート等。
ポリハロアルキルチオ剤;キャプタン、フォルペット、ジクロルフルアニド等。
有機塩素剤;クロロタロニル、フサライド等。
有機リン剤;IBP、EDDP、トリクロホスメチル、ピラゾホス、ホセチル等。
ベンズイミダゾール剤;チオファネートメチル、ベノミル、カルベンダジム、チアベンダゾール等。
ジカルボキシイミド剤;イプロジオン、プロシミドン、ビンクロゾリン、フルオルイミド等。
カルボキシアミド剤;オキシカルボキシン、メプロニル、フルトラニル、テクロフタラム、トリクラミド、ペンシクロン等
アシルアラニン剤;メタラキシル、オキサジキシル、フララキシル等。
メトキシアクリレート剤;クレソキシムメチル、アゾキシストロビン、メトミノストロビン等。
アニリノピリミジン剤;アンドプリン、メパニピリム、ピリメタニル、ジプロジニル等。
SBI剤;トリアジメホン、トリアジメノール、ビテルタノール、ミクロブタニル、ヘキサコナゾール、プロピコナゾール、トリフルミゾール、プロクロラズ、ペフラゾエート、フェナリモール、ピリフェノックス、トリホリン、フルシラゾール、エタコナゾール、ジクロブトラゾール、フルオトリマゾール、フルトリアフェン、ペンコナゾール、ジニコナゾール、イマザリル、トリデモルフ、フェンプロピモルフ、ブチオベート、エポキシコナゾール、メトコナゾール等。
抗生物質剤;ポリオキシン、ブラストサイジンS、カスガマイシン、バリダマイシン、硫酸ジヒドロストレプトマイシン等。
その他;プロパモカルブ塩酸塩、 キントゼン、ヒメキサゾール、メタスルホカルブ、アニラジン、イソプロチオラン、プロベナゾール、キノメチオナート、ジチアノン、ジノカブ、ジクロメジン、フェルムゾン、フルアジナム、ピロキロン、トリシクラゾール、オキソリニック酸、ジチアノン、イミノクタジン酢酸塩、シモキサニル、ピロールニトリン、メタスルホカルブ、ジエトフェンカルブ、ビナパクリル、レシチン、重曹、フェナミノスルフ、ドジン、ジメトモルフ、フェナジンオキシド、カルプロパミド、フルジオキソニル、ファモキサドン、フルスルファミド等。
Fungicide:
Copper agent; basic copper chloride, basic copper sulfate and the like.
Sulfur agent; thiuram, dineb, manneb, mancozeb, ziram, propineb, polycarbamate, etc.
Polyhaloalkylthio agents; captan, phorpet, dichlorofluanide, etc.
Organochlorine agents; chlorothalonil, fusalide, etc.
Organophosphorus agent; IBP, EDDP, triclofosmethyl, pyrazophos, fosetyl and the like.
Benzimidazole agents; thiophanate methyl, benomyl, carbendazim, thiabendazole and the like.
Dicarboximide agents; iprodione, procymidone, vinclozolin, fluorimide, etc.
Carboxamide agent; oxycarboxyl, mepronyl, flutolanil, teclophthalam, trichlamide, pencyclon, etc. Acylalanine agent; metalaxyl, oxadixyl, furaxyl, etc.
Methoxy acrylate agent; Cresoxime methyl, azoxystrobin, metminostrobin, etc.
Anilinopyrimidine agents; and purine, mepanipyrim, pyrimethanil, diprodinil and the like.
SBI agents; triadimethone, triadimenol, vitertanol, microbutanyl, hexaconazole, propiconazole, triflumizole, prochloraz, pefazoate, phenalimol, pyrifenox, trifolin, flusilazole, etaconazole, diclobutrazole, fluotrimazole, Flutriaphen, penconazole, diniconazole, imazalyl, tridemorph, fenpropimorph, butiobate, epoxiconazole, metconazole and the like.
Antibiotic agents; polyoxins, blasticidin S, kasugamycin, validamycin, dihydrostreptomycin sulfate, etc.
Others; propamocarb hydrochloride, quintozene, hymexazole, metasulfocarb, anilazine, isoprothiolane, probenazole, quinomethionate, dithianone, dinocab, diclomedin, fermzone, fluazinam, pyroxylone, tricyclazole, oxolinic acid, dithianone, iminotadine acetate, simoxonil, simoxonil , Metasulfocarb, dietofencarb, binapacryl, lecithin, baking soda, phenaminosulf, dodine, dimethomorph, phenazine oxide, carpropamide, fludioxonil, famoxadone, fursulfamide, and the like.
殺虫・殺ダニ剤:
有機燐及びカーバメート系殺虫剤;
フェンチオン、フェニトロチオン、ダイアジノン、クロルピリホス、ESP、バミドチオン、フェントエート、ジメトエート、ホルモチオン、マラソン、トリクロルホン、チオメトン、ホスメット、ジクロルボス、アセフェート、EPBP、メチルパラチオン、オキシジメトンメチル、エチオン、サリチオン、シアノホス、イソキサチオン、ピリダフェンチオン、ホサロン、メチダチオン、スルプロホス、クロルフェンビンホス、テトラクロルビンホス、ジメチルビンホス、プロパホス、イソフェンホス、エチルチオメトン、プロフェノホス、ピラクロホス、モノクロトホス、アジンホスメチル、アルディカルブ、メソミル、チオジカルブ、カルボフラン、カルボスルファン、ベンフラカルブ、フラチオカルブ、プロポキスル、BPMC、MTMC、MIPC、カルバリル、ピリミカーブ、エチオフェンカルブ、フェノキシカルブ等。
ピレスロイド系殺虫剤;
ペルメトリン、シペルメトリン、デルタメスリン、フェンバレレート、フェンプロパトリン、ピレトリン、アレスリン、テトラメスリン、レスメトリン、ジメスリン、プロパスリン、フェノトリン、プロトリン、フルバリネート、シフルトリン、シハロトリン、フルシトリネート、エトフェンプロクス、シクロプロトリン、トロラメトリン、シラフルオフェン、ブロフェンプロクス、アクリナスリン等。
ネオニコチノイド系殺虫剤;
イミダクロプリド、アセタミプリド、ニテンピラム、チアクロプリド、チアメトキサム、クロチアニジン、ディノテフラン
ベンゾイルウレア系その他の殺虫剤;
ジフルベンズロン、クロルフルアズロン、ヘキサフルムロン、トリフルムロン、テトラベンズロン、フルフェノクスロン、フルシクロクスロン、ブプロフェジン、ピリプロキシフェン、メトプレン、ベンゾエピン、ジアフェンチウロン、フィプロニル、カルタップ、チオシクラム、ベンスルタップ、硫酸ニコチン、ロテノン、メタアルデヒド、機械油、BTや昆虫病原ウイルスなどの微生物農薬等。
殺線虫剤;フェナミホス、ホスチアゼート等。
殺ダニ剤;
クロルベンジレート、フェニソブロモレート、ジコホル、アミトラズ、BPPS、ベンゾメート、ヘキシチアゾクス、酸化フェンブタスズ、ポリナクチン、キノメチオネート、CPCBS、テトラジホン、アベルメクチン、ミルベメクチン、クロフェンテジン、シヘキサチン、ピリダベン、フェンピロキシメート、テブフェンピラド、ピリミジフェン、フェノチオカルブ、ジエノクロル等。
除草剤;
カーバメート系剤;IPC、アシュラム等。
トリアジン系剤;プロメトリン、アトラジン等。
ジニトロアニリン系;ペンジメタリン、トリフルラリン等。
有機りん系剤;ブタミホス、グリホサート、グルホシネート、ビアラホス等。
クロロアセトアミド系剤;アラクロール、ブタクロール、アセトクロール、メトラクロール、ジメテナミド等。
尿素系剤;リニュロン、ジウロン等。
ジピリジウム系剤;パラコート、ジクワット等。
Insecticides and acaricides:
Organophosphorus and carbamate insecticides;
Fenthion, fenitrothion, diazinon, chlorpyrifos, ESP, bamidthione, phentoate, dimethoate, formothione, marathon, trichlorfone, thiomethone, phosmet, dichlorvos, acephate, EPBP, methyl parathion, oxydimethone methyl, ethion, salithione, cyanophos, isoxathione, cyanophos, isoxathione Methidathione, Sulprophos, Chlorfenvinphos, Tetrachlorvinphos, Dimethylvinphos, Propafos, Isophenphos, Ethylthiomethone, Profenofos, Piracrofos, Monocrotophos, Adinfosmethyl, Aldicarb, Mesomil, Thiodicarb, Carbofuran, Carbosulfan, Benhracarb, Furatiocarb Propoxur, BPMC, M MC, MIPC, carbaryl, pirimicarb, ethiofencarb, fenoxycarb, and the like.
Pyrethroid insecticides;
Permethrin, cypermethrin, deltamethrin, fenvalerate, fenpropatoline, pyrethrin, allethrin, tetramethrin, resmethrin, dimethrin, propraslin, phenothrin, protorin, fulvalinate, cyfluthrin, cyhalothrin, flucitrinate, etofenprox, cycloprotorin, thoramethrin , Silafluophene, brofenprox, aclinasrin, etc.
Neonicotinoid insecticides;
Imidacloprid, acetamiprid, nitenpyram, thiacloprid, thiamethoxam, clothianidin, dinotefuran benzoylurea and other insecticides;
Diflubenzuron, chlorfluazuron, hexaflumuron, triflumuron, tetrabenzuron, flufenoxuron, flucycloxuron, buprofezin, pyriproxyfen, methoprene, benzoepin, diafenthiuron, fipronil, cartap, thiocyclam, bensultap, sulfate Nicotine, rotenone, metaldehyde, machine oil, microbial pesticides such as BT and entomopathogenic virus.
Nematicides; phenamifos, phostiazates, etc.
Acaricide;
Chlorbenzilate, phenisobromolate, dicophore, amitraz, BPPS, benzomate, hexithazox, fenbutazin oxide, polynactin, quinomethionate, CPCBS, tetradiphone, avermectin, milbemectin, clofentedin, cihexatin, pyridaben, fenpyroximate, tebufenpyrad, thiomidibene Dienochlor etc.
Herbicides;
Carbamate agents; IPC, ashram, etc.
Triazine agents; promethrin, atrazine, etc.
Dinitroaniline type; pendimethalin, trifluralin, etc.
Organophosphorus agents; butamifos, glyphosate, glufosinate, bialaphos, etc.
Chloroacetamide-based agents; alachlor, butachlor, acetochlor, metolachlor, dimethenamide and the like.
Urea-based agents; linuron, diuron, etc.
Dipyridium agents; paraquat, diquat, etc.
植物生長調節剤:
ジベレリン類(例えばジベレリンA3、ジベレリンA4、ジベレリンA7)、IAA、NAA等。ウニコナゾールP等。
Plant growth regulator:
Gibberellins (eg, gibberellin A3, gibberellin A4, gibberellin A7), IAA, NAA and the like. Uniconazole P and the like.
土壌改良剤や肥料等:生石灰等。 Soil conditioner, fertilizer, etc .: quick lime, etc.
本防除剤を土壌処理剤として使用する場合、その使用量は土壌条件(pH、水分、有機物含量等)や気象条件によって異なるが、標準的には10アールあたり10〜1000g(原体)の範囲で有効であり、好ましくは10アールあたり20〜800g(原体)の範囲で有効である。 When this control agent is used as a soil treatment agent, the amount used varies depending on soil conditions (pH, moisture, organic matter content, etc.) and weather conditions, but it is typically in the range of 10 to 1000 g (raw substance) per 10 ares. It is effective in the range of 20 to 800 g (base material) per 10 ares.
次に、本発明の組成物の実施例を若干示すが、添加物及び添加割合は、これら実施例に限定されるべきものではなく、広範囲に変化させることが可能である。
製剤実施例中の部は重量部を示す。
Next, some examples of the composition of the present invention will be shown. However, the additive and the addition ratio are not limited to these examples, and can be varied in a wide range.
The part in a formulation example shows a weight part.
製剤実施例1 水和剤
本発明化合物 40部
クレー 48部
ジオクチルスルホサクシネートナトリウム塩 4部
リグニンスルホン酸ナトリウム塩 3部
以上を均一に混合し微細に粉砕して、有効成分40%の水和剤を得た。
Formulation Example 1 Wetting agent Compound of the present invention 40 parts Clay 48 parts Dioctylsulfosuccinate sodium salt 4 parts Lignin sulfonic acid sodium salt 3 parts or more are uniformly mixed and finely pulverized to obtain a 40% active ingredient wettable powder. Got.
製剤実施例2 乳剤
本発明化合物 10部
ソルベッソ200 53部
シクロヘキサノン 26部
ドデシルベンゼンスルホン酸カルシウム塩 1部
ポリオキシエチレンアルキルアリルエーテル 10部
以上を混合溶解して、有効成分10%の乳剤を得た。
Formulation Example 2 Emulsion Compound of the present invention 10 parts Solvesso 200 53 parts Cyclohexanone 26 parts Calcium dodecylbenzenesulfonate 1 part Polyoxyethylene alkylallyl ether 10 parts or more were mixed and dissolved to obtain an emulsion containing 10% active ingredient.
製剤実施例3 粉剤
本発明化合物 3部
酸化珪素 10部
クレー 87部
以上を均一に混合して微細に粉砕して、有効成分3%の粉剤を得た。
Formulation Example 3 Powder Compound of the present invention 3 parts Silicon oxide 10 parts Clay 87 parts or more were mixed uniformly and finely pulverized to obtain a powder of 3% active ingredient.
製剤実施例4 粒剤
本発明化合物 5部
クレー 73部
ベントナイト 20部
ジオクチルスルホサクシネートナトリウム塩 1部
リン酸カリウム 1部
以上をよく粉砕混合し、水を加えてよく練り合せた後、造粒乾燥して有効成分5%の粒剤を得た。
Formulation Example 4 Granules Compound of the present invention 5 parts Clay 73 parts Bentonite 20 parts Dioctyl sulfosuccinate sodium salt 1 part Potassium phosphate 1 part or more is pulverized and mixed well, and after adding water and kneading well, granulation drying As a result, granules having an active ingredient content of 5% were obtained.
製剤実施例5 フロアブル剤
本発明化合物 12.5部
ポリオキシエチレンアルキルアリルエーテル 4部
ポリカルボン酸ナトリウム塩 2部
グリセリン 10部
キサンタンガム 0.2部
水 71.3部
以上を混合し、粒度が3ミクロン以下になるまで湿式粉砕して、有効成分12.5%の懸濁剤を得た。
Formulation Example 5 Flowable agent Compound of the present invention 12.5 parts Polyoxyethylene alkyl allyl ether 4 parts Polycarboxylic acid sodium salt 2 parts Glycerin 10 parts Xanthan gum 0.2 parts Water 71.3 parts or more are mixed, particle size is 3 microns The suspension was wet-pulverized to the following to obtain a suspension of 12.5% active ingredient.
製剤実施例6 顆粒水和剤
本発明化合物 40部
クレー 36部
塩化カリウム 10部
アルキルベンゼンスルホン酸ナトリウム塩 1部
リグニンスルホン酸ナトリウム塩 8部
アルキルベンゼンスルホン酸ナトリウム塩の
ホルムアルデヒド縮合物 5部
以上を均一に混合して微細に粉砕後、適量の水を加えてから練り込んで粘土状にした。粘土状物を造粒した後乾燥し、有効成分40%の顆粒水和剤を得た。
Formulation Example 6 Granule wettable powder Compound of the present invention 40 parts Clay 36 parts Potassium chloride 10 parts Alkylbenzenesulfonic acid sodium salt 1 part Ligninsulfonic acid sodium salt 8 parts Formaldehyde condensate of alkylbenzenesulfonic acid sodium salt 5 parts or more uniformly mixed Then, after finely pulverizing, an appropriate amount of water was added and kneaded into a clay. The clay-like product was granulated and then dried to obtain a granule wettable powder containing 40% active ingredient.
試験例
アブラナ科野菜ねこぶ病(Plasmodiophora brassicae)汚染土を直径7.5cmのビニールポットに充填し、1ポットあたり40mlの薬液(製剤実施例5の懸濁剤)を土壌に処理した後、4葉期前後のかぶを移植した。22℃、16時間照明の条件の室内にポットを放置し、48日後に根部の発病程度を調査した。各区3反復を設けた。
各株毎に発病程度により下記の指数を与えて防除価を算出した。
0:こぶが認められない。
1:支根あるいは側根に小さなこぶが認められる。
2:主根の下部1/3が罹病。
3:主根の下部2/3が罹病。
4:主根の全体が罹病。
Test Example After filling a plastic pot with a diameter of 7.5 cm with a soil contaminated with Brassicaceae vegetable root-knot disease (Plasmodiophora brassicae) and treating the soil with 40 ml of a chemical solution (suspension of Formulation Example 5), 4 Transplanted before and after the leaf stage. The pot was allowed to stand in a room at 22 ° C. for 16 hours, and the degree of root disease was examined 48 days later. There were 3 repeats for each section.
The control value was calculated by giving the following index according to the disease severity for each strain.
0: Hump is not recognized.
1: A small hump is recognized in a branch root or a side root.
2: The lower third of the main root is affected.
3: The lower 2/3 of the main root is affected.
4: The entire main root is affected.
式(III)で表される化合物は優れたねこぶ病防除効果を示した(表1)。 The compound represented by the formula (III) showed an excellent effect of controlling the root-knot disease (Table 1).
Claims (6)
ハロゲン原子、またはC1−3アルキル基もしくはニトロ基で置換されていてもよいフェニル基もしくはベンジル基であり、
R3はC1−3アルキル基またはC1−3ハロアルキル基であり、
R4は2−チエニル基、3−チエニル基、2−フリル基、3−フリル基、フェニル基、またはハロゲン原子、C1−6アルキル基もしくはニトロ基で置換されていてもよいフェニル基もしくはベンジル基であり、
R5はシアノ基またはチオカルバモイル基である]
で示されるチアゾルカルボキサミド誘導体又はその塩を含有することを特徴とする根こぶ病防除剤。 Formula (I)
A halogen atom, a phenyl group or a benzyl group optionally substituted with a C1-3 alkyl group or a nitro group,
R 3 is a C1-3 alkyl group or a C1-3 haloalkyl group,
R 4 represents a 2-thienyl group, a 3-thienyl group, a 2-furyl group, a 3-furyl group, a phenyl group, or a phenyl group or a benzyl group which may be substituted with a halogen atom, a C 1-6 alkyl group, or a nitro group. And
R 5 is a cyano group or a thiocarbamoyl group]
A root-knot control agent comprising a thiazolecarboxamide derivative represented by the formula (1) or a salt thereof.
に混和、灌注、植穴処理、株元処理、作条処理、もしくは播溝処理すること、または土壌もしくは植物に散布、もしくはトップドレッシングをすることを特徴とする根こぶ病の防除方法。 A drug containing thiazolecarboxamide derivative represented by the formula (I) or a salt thereof is mixed into the soil, irrigated, planted, planted, planted, or grooved, or applied to soil or plants. Or a method for controlling clubroot, characterized by top dressing.
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Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2008013576A (en) * | 2005-06-01 | 2008-01-24 | Nissan Chem Ind Ltd | Labor-saving method of applying pesticide |
EP1943901A2 (en) | 2007-01-12 | 2008-07-16 | Nissan Chemical Industries, Ltd. | Method of controlling plant disease |
WO2011083745A1 (en) * | 2010-01-06 | 2011-07-14 | Sumitomo Chemical Company, Limited | Composition and method for controlling pests |
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JPS6097940A (en) * | 1983-10-31 | 1985-05-31 | Sumitomo Chem Co Ltd | 2-cycloalkenylamine compound and its preparation |
JP2002201101A (en) * | 2000-10-23 | 2002-07-16 | Takeda Chem Ind Ltd | Agricultural and horticultural microbicide composition containing sulfonanilide derivative |
-
2004
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Patent Citations (2)
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JPS6097940A (en) * | 1983-10-31 | 1985-05-31 | Sumitomo Chem Co Ltd | 2-cycloalkenylamine compound and its preparation |
JP2002201101A (en) * | 2000-10-23 | 2002-07-16 | Takeda Chem Ind Ltd | Agricultural and horticultural microbicide composition containing sulfonanilide derivative |
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2008013576A (en) * | 2005-06-01 | 2008-01-24 | Nissan Chem Ind Ltd | Labor-saving method of applying pesticide |
EP1943901A2 (en) | 2007-01-12 | 2008-07-16 | Nissan Chemical Industries, Ltd. | Method of controlling plant disease |
EP1943901A3 (en) * | 2007-01-12 | 2009-11-04 | Nissan Chemical Industries, Ltd. | Method of controlling plant disease |
WO2011083745A1 (en) * | 2010-01-06 | 2011-07-14 | Sumitomo Chemical Company, Limited | Composition and method for controlling pests |
CN102686110A (en) * | 2010-01-06 | 2012-09-19 | 住友化学株式会社 | Composition and method for controlling pests |
US20120264602A1 (en) * | 2010-01-06 | 2012-10-18 | Makoto Kurahashi | Composition and method for controlling pests |
TWI478667B (en) * | 2010-01-06 | 2015-04-01 | Sumitomo Chemical Co | Composition and method for controlling pests |
US9012361B2 (en) | 2010-01-06 | 2015-04-21 | Sumitomo Chemical Company, Limited | Composition and method for controlling pests |
AU2010340508B2 (en) * | 2010-01-06 | 2015-05-21 | Sumitomo Chemical Company, Limited | Composition and method for controlling pests |
KR101800907B1 (en) * | 2010-01-06 | 2017-11-23 | 스미또모 가가꾸 가부시끼가이샤 | Composition and method for controlling pests |
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