JP2006076993A - Pest-controlling agent - Google Patents
Pest-controlling agent Download PDFInfo
- Publication number
- JP2006076993A JP2006076993A JP2005134878A JP2005134878A JP2006076993A JP 2006076993 A JP2006076993 A JP 2006076993A JP 2005134878 A JP2005134878 A JP 2005134878A JP 2005134878 A JP2005134878 A JP 2005134878A JP 2006076993 A JP2006076993 A JP 2006076993A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- compound represented
- pest
- tetrafluoro
- oxazoline compound
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
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Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Description
本発明は、有害生物防除剤、及び有害生物の防除方法に関する。 The present invention relates to a pest control agent and a pest control method.
式（１）
で示されるエステル化合物が有害生物防除剤の有効成分として知られている（例えば、特許文献１、特許文献２参照）。
また、式（２）
Is known as an active ingredient of a pest control agent (see, for example, Patent Document 1 and Patent Document 2).
Moreover, Formula (2)
しかしながら、これらの化合物の有害生物防除活性は、必ずしも十分ではない場合があることから、より優れた有害生物防除剤の開発が望まれている。
本発明は、優れた有害生物防除活性を有する新しい有害生物防除剤を提供することを課題とするものである。
However, since the pesticidal activity of these compounds may not always be sufficient, development of a more excellent pesticidal agent is desired.
An object of the present invention is to provide a new pest control agent having excellent pest control activity.
本発明者は、かかる状況下に鋭意検討した結果、式（１）で示されるエステル化合物と式（２）で示されるオキサゾリン化合物とを有効成分として含有する有害生物防除剤が、各々の化合物を単独で用いた場合には防除効力が不十分な害虫種をも効果的に防除でき、しかも相乗的な協力作用を発揮することにより、各々の化合物の処理薬量を低減できることを見出し、本発明を完成した。 As a result of intensive studies under such circumstances, the present inventor has found that a pest control agent containing an ester compound represented by the formula (1) and an oxazoline compound represented by the formula (2) as active ingredients It has been found that when used alone, pest species with insufficient control efficacy can be effectively controlled, and the synergistic cooperative action can be demonstrated to reduce the amount of each compound treated. Was completed.
即ち、本発明は以下のものである。
１．式（１）
で示されるエステル化合物と、式（２）
２．式（１）で示されるエステル化合物と式（２）で示されるオキサゾリン化合物との重量比が３０：１〜１：３０の範囲内である、１．記載の有害生物防除剤。
３．式（１）で示されるエステル化合物と、式（２）で示されるオキサゾリン化合物との有効量を、有害生物又は有害生物の生息場所に施用することを特徴とする有害生物の防除方法。
４．式（１）で示されるエステル化合物と式（２）で示されるオキサゾリン化合物との重量比が３０：１〜１：３０の範囲内である、３．記載の有害生物の防除方法。
That is, the present invention is as follows.
1. Formula (1)
An ester compound represented by formula (2)
2. 1. The weight ratio of the ester compound represented by the formula (1) and the oxazoline compound represented by the formula (2) is in the range of 30: 1 to 1:30. The pest control agent described.
3. A method for controlling pests, which comprises applying an effective amount of an ester compound represented by formula (1) and an oxazoline compound represented by formula (2) to a pest or a habitat of the pest.
4). 2. The weight ratio of the ester compound represented by the formula (1) and the oxazoline compound represented by the formula (2) is in the range of 30: 1 to 1:30. The pest control method described.
本発明の有害生物防除剤は、有害生物に対して優れた防除効力を有する。 The pest control agent of the present invention has an excellent control effect against pests.
本発明の有害生物防除剤は、式（１）で示されるエステル化合物と式（２）で示されるオキサゾリン化合物とを有効成分として含有する。 The pest control agent of the present invention contains an ester compound represented by the formula (1) and an oxazoline compound represented by the formula (2) as active ingredients.
式（１）で示されるエステル化合物は、例えば特開２０００−６３３２９号公報（前記特許文献１）又は特開２００１−１１０２２号公報（前記特許文献２）に記載された化合物であり、該公報に記載された方法で製造することができる。
式（１）で示されるエステル化合物には不斉炭素に基づく異性体が存在し、また炭素−炭素二重結合に基づく異性体が存在する場合があるが、本発明には活性な異性体のいずれをも使用することができる。
The ester compound represented by the formula (1) is a compound described in, for example, Japanese Patent Application Laid-Open No. 2000-63329 (Patent Document 1) or Japanese Patent Application Laid-Open No. 2001-11022 (Patent Document 2). It can be produced by the method described.
The ester compound represented by the formula (1) has an isomer based on an asymmetric carbon and may have an isomer based on a carbon-carbon double bond. Either can be used.
式（１）で示される化合物としては、例えば２，３，５，６−テトラフルオロ−４−メトキシメチルベンジル ３−（１−プロペニル）−２，２−ジメチルシクロプロパンカルボキシレート、２，３，５，６−テトラフルオロ−４−メチルベンジル ３−（１−プロペニル）−２，２−ジメチルシクロプロパンカルボキシレート、２，３，５，６−テトラフルオロ−４−メトキシメチルベンジル ３−（２−メチル−１−プロペニル）−２，２−ジメチルシクロプロパンカルボキシレート、２，３，５，６−テトラフルオロ−４−メトキシメチルベンジル １Ｒ−トランス−３−（１−プロペニル）−２，２−ジメチルシクロプロパンカルボキシレート、２，３，５，６−テトラフルオロ−４−メチルベンジル １Ｒ−トランス−３−（１−プロペニル）−２，２−ジメチルシクロプロパンカルボキシレート、２，３，５，６−テトラフルオロ−４−メトキシメチルベンジル １Ｒ−トランス−３−（２−メチル−１−プロペニル）−２，２−ジメチルシクロプロパンカルボキシレート、２，３，５，６−テトラフルオロ−４−メトキシメチルベンジル １Ｒ−トランス−３−（１−プロペニル（Ｅ／Ｚ＝１／８））−２，２−ジメチルシクロプロパンカルボキシレート、及び２，３，５，６−テトラフルオロ−４−メチルベンジル １Ｒ−トランス−３−（１−プロペニル（Ｅ／Ｚ＝１／８））−２，２−ジメチルシクロプロパンカルボキシレートが挙げられる。 Examples of the compound represented by the formula (1) include 2,3,5,6-tetrafluoro-4-methoxymethylbenzyl 3- (1-propenyl) -2,2-dimethylcyclopropanecarboxylate, 2,3, 5,6-tetrafluoro-4-methylbenzyl 3- (1-propenyl) -2,2-dimethylcyclopropanecarboxylate, 2,3,5,6-tetrafluoro-4-methoxymethylbenzyl 3- (2- Methyl-1-propenyl) -2,2-dimethylcyclopropanecarboxylate, 2,3,5,6-tetrafluoro-4-methoxymethylbenzyl 1R-trans-3- (1-propenyl) -2,2-dimethyl Cyclopropanecarboxylate, 2,3,5,6-tetrafluoro-4-methylbenzyl 1R-trans-3- (1-prop ) -2,2-dimethylcyclopropanecarboxylate, 2,3,5,6-tetrafluoro-4-methoxymethylbenzyl 1R-trans-3- (2-methyl-1-propenyl) -2,2-dimethyl Cyclopropanecarboxylate, 2,3,5,6-tetrafluoro-4-methoxymethylbenzyl 1R-trans-3- (1-propenyl (E / Z = 1/8))-2,2-dimethylcyclopropanecarboxyl And 2,3,5,6-tetrafluoro-4-methylbenzyl 1R-trans-3- (1-propenyl (E / Z = 1/8))-2,2-dimethylcyclopropanecarboxylate It is done.
式（２）で示されるオキサゾリン化合物は例えば国際特許公開第９３／２２２９７号パンフレット（前記特許文献３）に記載された化合物であり、該特許文献に記載された方法で製造することができる。 The oxazoline compound represented by the formula (2) is, for example, a compound described in International Patent Publication No. 93/22297 (Patent Document 3), and can be produced by the method described in the Patent Document.
本発明の有害生物防除剤が効力を有する有害生物としては、例えば有害昆虫、有害ダニ類等の有害節足動物、及び有害線虫が挙げられ、具体的には以下のものが挙げられる。 Examples of pests for which the pest control agent of the present invention is effective include harmful insects, harmful arthropods such as harmful mites, and harmful nematodes, and specifically include the following.
半翅目害虫：ヒメトビウンカ、トビイロウンカ、セジロウンカ等のウンカ類、ツマグロヨコバイ、タイワンツマグロヨコバイ等のヨコバイ類、アブラムシ類、カメムシ類、コナジラミ類、カイガラムシ類、グンバイムシ類、キジラミ類等
鱗翅目害虫：ニカメイガ、コブノメイガ、ノシメコクガ等のメイガ類、ハスモンヨトウ、アワヨトウ、ヨトウガ等のヨトウ類、モンシロチョウ等のシロチョウ類、コカクモンハマキ等のハマキガ類、シンクイガ類、ハモグリガ類、ドクガ類、ウワバ類、カブラヤガ、タマナヤガ等のアグロティス属害虫（Ａｇｒｏｔｉｓｓｐｐ．）、ヘリコベルパ属害虫（Ｈｅｌｉｃｏｖｅｒｐａ ｓｐｐ．）ヘリオティス属害虫（Ｈｅｌｉｏｔｈｉｓ ｓｐｐ．）、コナガ、イチモンジセセリ、イガ、コイガ等
双翅目害虫：アカイエカ、コガタアカイエカ等のイエカ類、ネッタイシマカ、ヒトスジシマカ等のヤブカ類、シナハマダラカ等のハマダラカ類、ユスリカ類、イエバエ、オオイエバエ等のイエバエ類、クロバエ類、ニクバエ類、タネバエ、ヒメイエバエ、タマネギバエ等のハナバエ類、ミバエ類、ショウジョウバエ類、チョウバエ類、アブ類、ブユ類、サシバエ類等
鞘翅目害虫：ウエスタンコーンルートワーム、サザンコーンルートワーム等のコーンルートワーム類、ドウガネブイブイ、ヒメコガネ等のコガネムシ類、コクゾウムシ、イネミズゾウムシ、ワタミゾウムシ、アズキゾウムシ等のゾウムシ類、チャイロコメノゴミムシダマシ、コクヌストモドキ等のゴミムシダマシ類、イネドロオイムシ、キスジノミハムシ、ウリハムシ等のハムシ類、シバンムシ類、ニジュウヤホシテントウ等のエピラクナ属（Ｅｐｉｌａｃｈｎａ ｓｐｐ．）、ヒラタキクイムシ類、ナガシンクイムシ類、カミキリムシ類、アオバアリガタハネカクシ等
網翅目害虫：チャバネゴキブリ、クロゴキブリ、ワモンゴキブリ、トビイロゴキブリ、コバネゴキブリ等
総翅目害虫：ミナミキイロアザミウマ、ミカンキイロアザミウマ、ハナアザミウマ等
膜翅目害虫：アリ類、スズメバチ類、アリガタバチ類、カブラハバチ等のハバチ類等
直翅目害虫：ケラ、バッタ等
隠翅目害虫：ヒトノミ、ネコノミ等
シラミ目害虫：ヒトジラミ、ケジラミ、ウシジラミ等
等翅目害虫：ヤマトシロアリ、イエシロアリ等
ダニ目害虫：コナヒョウヒダニ、ヤケヒョウヒダニ等のヒョウヒダニ類、ケナガコナダニ、ムギコナダニ等のコナダニ類、チリニクダニ、イエニクダニ、サナアシニクダニ等のニクダニ類、クワガタツメダニ、フトツメダニ等のツメダニ類、ホコリダニ類、マルニクダニ類、イエササラダニ類、ミツバチヘギイタダニ等のトゲダニ類、ナミハダニ、カンザワハダニ、ミカンハダニ、リンゴハダニ等のハダニ類、フタトゲチマダニ、オウシマダニ等のマダニ類、ワクモ等のワクモ類、トリサシダニ等のサシダニ類。
Hemiptera: insects such as Japanese brown planthopper, yellow planthopper, white-spotted planthopper, leafhoppers such as leafhopper, white-winged leafhopper, aphids, stink bugs, whitefly, scale insects, leafworms, leafhoppers, leafworms Common moths such as Noshikokuga, Japanese moths such as Spodoptera spp. ), Helicoverpa spp., Heliothis spp., Dwarfida pests such as moth, Ichimon disseri, iga, moth, etc .: House mosquitoes such as Culex mosquitoes, Culex mosquitoes, etc. Crustacea pests such as Drosophila, Drosophila, Drosophila, Abu, Buyu, Pterfly, etc .: Western corn rootworm, Southern corn rootworm, etc. Weevil such as weevil, azuki beetle, beetle such as white beetle, beetle such as beetle beetle, beetle such as rice beetle, beetle beetle, weevil Epidermis spp. (Epilachna spp.) Such as reptiles, tiger beetle, larvae, longhorn beetles, longicorn beetles, long-horned beetle, etc. Total Lepidopterous insects: Thysanoptera thrips, Citrus thrips, Hana thrips, etc .: Lepidoptera such as ants, wasps, scallops, and wasps, etc. Pests such as human fleas, cat fleas, etc .: Lepidopterous insects such as human lice, white lice, bovine lice, etc .: Mite insects such as Yamato termites, termites, etc. Mites, mites, mites, mites, mites, mites, mites, mites, mites, mites, mites, mites, mites, mites, mites, mites, mites, mites, mites, mites, mites, mites Tick such as spider ticks and mites, ticks such as spiders, and tick such as wing mites.
本発明の有害生物防除剤において、式（１）で示されるエステル化合物と、式（２）で示されるオキサゾリン化合物との混合割合は、重量比で通常３０：１〜１：３０、好ましくは３０：１〜１：１０、さらに好ましくは１０：１〜１：１０である。 In the pest control agent of the present invention, the mixing ratio of the ester compound represented by the formula (1) and the oxazoline compound represented by the formula (2) is usually 30: 1 to 1:30, preferably 30 in weight ratio. : 1 to 1:10, more preferably 10: 1 to 1:10.
本発明の有害生物防除剤は、式（１）で示されるエステル化合物と式（２）で示されるオキサゾリン化合物との混合物そのものでもよく、さらに固体担体、液体担体、ガス状担体及び／又は餌（毒餌基材）等と混合し、必要により界面活性剤、その他の製剤用補助剤を添加して、油剤、乳剤、水和剤、フロアブル剤、粒剤、粉剤、エアゾール、加熱蒸散剤（線香等）、煙霧剤、燻煙剤、毒餌、マイクロカプセル剤、ＵＬＶ剤、スポットオン製剤、ポアオン製剤、シャンプー製剤、シート製剤、樹脂製剤等に製剤化されているものでもよい。 The pest control agent of the present invention may be a mixture of the ester compound represented by the formula (1) and the oxazoline compound represented by the formula (2) itself, and further a solid carrier, liquid carrier, gaseous carrier and / or bait ( Mixing with poison bait base), etc., adding surfactants and other formulation adjuvants if necessary, oils, emulsions, wettable powders, flowables, granules, powders, aerosols, heat transpiration agents (incense etc.) ), Smoke agent, smoke agent, poison bait, microcapsule agent, ULV agent, spot-on formulation, pour-on formulation, shampoo formulation, sheet formulation, resin formulation and the like.
これらの製剤には式（１）で示されるエステル化合物と式（２）で示されるオキサゾリン化合物とが合計量にして、通常０．０１〜９０重量％含有される。 In these preparations, the ester compound represented by the formula (1) and the oxazoline compound represented by the formula (2) are contained in a total amount of usually 0.01 to 90% by weight.
製剤化の際に用いられる固体担体としては、例えば粘土類（カオリンクレー、珪藻土、合成含水酸化珪素、ベントナイト、フバサミクレー、酸性白土等）、タルク、セラミック、その他の無機鉱物（セリサイト、石英、硫黄、活性炭、炭酸カルシウム、水和シリカ等）、化学肥料（硫安、燐安、硝安、尿素、塩安等）等の微粉末及び粒状物等があげられる。
液体担体としては、例えば水、アルコール類（メタノール、エタノール等）、ケトン類（アセトン、メチルエチルケトン等）、芳香族炭化水素類（トルエン、キシレン、エチルベンゼン、メチルナフタレン等）、脂肪族炭化水素類（ヘキサン、シクロヘキサン、灯油、軽油等）、エステル類（酢酸エチル、酢酸ブチル等）、ニトリル類（アセトニトリル、イソブチロニトリル等）、エーテル類（ジイソプロピルエーテル、ジオキサン等）、酸アミド類（Ｎ，Ｎ−ジメチルホルムアミド、Ｎ，Ｎ−ジメチルアセトアミド等）、ハロゲン化炭化水素類（ジクロロメタン、トリクロロエタン、四塩化炭素等）、ジメチルスルホキシド及び植物油（大豆油、綿実油等）があげられる。
ガス状担体（噴射剤）としては、例えばフルオロカーボン、ブタンガス、ＬＰＧ（液化石油ガス）、ジメチルエーテル及び炭酸ガスがあげられる。
Examples of solid carriers used in the formulation include clays (kaolin clay, diatomaceous earth, synthetic hydrous silicon oxide, bentonite, fusami clay, acidic clay), talc, ceramics, and other inorganic minerals (sericite, quartz, sulfur). , Activated carbon, calcium carbonate, hydrated silica, etc.), fine fertilizers such as chemical fertilizers (ammonium sulfate, phosphorous acid, ammonium nitrate, urea, ammonium chloride, etc.) and granular materials.
Examples of the liquid carrier include water, alcohols (methanol, ethanol, etc.), ketones (acetone, methyl ethyl ketone, etc.), aromatic hydrocarbons (toluene, xylene, ethylbenzene, methylnaphthalene, etc.), aliphatic hydrocarbons (hexane, etc.) , Cyclohexane, kerosene, light oil, etc.), esters (ethyl acetate, butyl acetate, etc.), nitriles (acetonitrile, isobutyronitrile, etc.), ethers (diisopropyl ether, dioxane, etc.), acid amides (N, N- Dimethylformamide, N, N-dimethylacetamide, etc.), halogenated hydrocarbons (dichloromethane, trichloroethane, carbon tetrachloride, etc.), dimethyl sulfoxide, and vegetable oils (soybean oil, cottonseed oil, etc.).
Examples of the gaseous carrier (propellant) include fluorocarbon, butane gas, LPG (liquefied petroleum gas), dimethyl ether, and carbon dioxide.
界面活性剤としては、例えばアルキル硫酸エステル塩、アルキルスルホン酸塩、アルキルアリールスルホン酸塩、アルキルアリールエーテル類及びそのポリオキシエチレン化物、ポリエチレングリコールエーテル類、多価アルコールエステル類並びに糖アルコール誘導体があげられる。 Examples of the surfactant include alkyl sulfate ester salts, alkyl sulfonates, alkyl aryl sulfonates, alkyl aryl ethers and polyoxyethylenated products thereof, polyethylene glycol ethers, polyhydric alcohol esters, and sugar alcohol derivatives. It is done.
その他の製剤用補助剤としては、固着剤、分散剤及び安定剤等、具体的には例えばカゼイン、ゼラチン、多糖類（でんぷん、アラビアガム、セルロース誘導体、アルギン酸等）、リグニン誘導体、ベントナイト、糖類、合成水溶性高分子（ポリビニルアルコール、ポリビニルピロリドン、ポリアクリル酸類等）、ＰＡＰ（酸性りん酸イソプロピル）、ＢＨＴ（２，６−ジ−ｔｅｒｔ−ブチル−４−メチルフェノール）、ＢＨＡ（２−ｔｅｒｔ−ブチル−４−メトキシフェノールと３−ｔｅｒｔ−ブチル−４−メトキシフェノールとの混合物）、植物油、鉱物油、脂肪酸及び脂肪酸エステル等があげられる。 Other formulation adjuvants include sticking agents, dispersants and stabilizers, such as casein, gelatin, polysaccharides (starch, gum arabic, cellulose derivatives, alginic acid, etc.), lignin derivatives, bentonite, saccharides, Synthetic water-soluble polymers (polyvinyl alcohol, polyvinylpyrrolidone, polyacrylic acids, etc.), PAP (isopropyl acid phosphate), BHT (2,6-di-tert-butyl-4-methylphenol), BHA (2-tert- Butyl-4-methoxyphenol and 3-tert-butyl-4-methoxyphenol), vegetable oils, mineral oils, fatty acids, fatty acid esters and the like.
毒餌の基材としては、たとえば穀物粉、植物油、糖、結晶セルロース等の餌成分、ジブチルヒドロキシトルエン、ノルジヒドログアイアレチン酸等の酸化防止剤、デヒドロ酢酸等の保存料、トウガラシ粉末等の子どもやペットによる誤食防止剤、チーズ香料、タマネギ香料、ピーナッツオイルなどの害虫誘引性香料等があげられる。
樹脂製剤の基材としては、例えば塩化ビニル系重合体、ポリウレタン等を挙げることができ、これらの基材には必要によりフタル酸エステル類（フタル酸ジメチル、フタル酸ジオクチル等）、アジピン酸エステル類、ステアリン酸等の可塑剤が添加されていてもよい。樹脂製剤は該基材中に式（１）で示されるエステル化合物と式（２）で示されるオキサゾリン化合物とを通常の混練装置を用いて混練した後、射出成型、押出成型、プレス成型等により成型することにより得られ、必要により更に成型、裁断等の工程を経て、板状、フィルム状、テープ状、網状、ひも状等の樹脂製剤に加工される。これらの樹脂製剤は、例えば動物用首輪、動物用イヤータッグ、シート製剤、誘引ひも、園芸用支柱として加工される。
Examples of bases for poisonous baits include food ingredients such as cereal flour, vegetable oil, sugar, crystalline cellulose, antioxidants such as dibutylhydroxytoluene and nordihydroguaiaretic acid, preservatives such as dehydroacetic acid, and children such as pepper powder. And anti-fouling agents for pets, cheese flavors, onion flavors, and pest-attracting flavors such as peanut oil.
Examples of the base material of the resin preparation include vinyl chloride polymers, polyurethanes, etc., and these base materials include phthalic acid esters (dimethyl phthalate, dioctyl phthalate, etc.) and adipic acid esters as necessary. Further, a plasticizer such as stearic acid may be added. The resin preparation is prepared by kneading the ester compound represented by the formula (1) and the oxazoline compound represented by the formula (2) in the base material using a normal kneading apparatus, and then by injection molding, extrusion molding, press molding, or the like. It is obtained by molding, and is processed into a resin preparation such as a plate shape, a film shape, a tape shape, a net shape, and a string shape through steps such as molding and cutting as necessary. These resin preparations are processed, for example, as animal collars, animal ear tags, sheet preparations, attracting strings, or gardening supports.
また、本発明の有害生物防除剤は、その製剤形態によっては式（１）で示されるエステル化合物を製剤化したものと式（２）で示されるオキサゾリン化合物を製剤化したものとを混合することにより調製することもでき、施用時に混合することもできる。 Moreover, the pest control agent of the present invention may be prepared by mixing an ester compound represented by the formula (1) and a oxazoline compound represented by the formula (2), depending on the formulation form. Can also be prepared, and can be mixed at the time of application.
本発明の有害生物防除方法は、通常、本発明の有害生物防除剤を有害生物に直接及び／又は有害生物の生息場所に施用することにより行われるが、式（１）で示されるエステル化合物又はその製剤と、式（２）で示されるオキサゾリン化合物又はその製剤とを予め混合することなく、同時期に施用することも可能である。
その場合、式（１）で示されるエステル化合物と式（２）で示されるオキサゾリン化合物との使用割合は、重量比で通常３０：１〜１：３０の、好ましくは３０：１〜１：１０で、さらに好ましくは１０：１〜１：１０ある。
The pest control method of the present invention is usually carried out by applying the pest control agent of the present invention directly to pests and / or in the habitat of pests, but the ester compound represented by formula (1) or The preparation and the oxazoline compound represented by the formula (2) or the preparation thereof can be applied at the same time without being mixed in advance.
In that case, the ratio of the ester compound represented by the formula (1) and the oxazoline compound represented by the formula (2) is usually 30: 1 to 1:30, preferably 30: 1 to 1:10 by weight. And more preferably 10: 1 to 1:10.
本発明の有害生物防除剤を農林害虫の防除に用いる場合は、その施用量は式（１）で示されるエステル化合物と式（２）で示されるオキサゾリン化合物との合計量として通常１〜１００００ｇ／ｈａ、好ましくは１０〜５００ｇ／ｈａである。乳剤、水和剤、フロアブル剤、マイクロカプセル製剤等は通常有効成分濃度が１〜１０００ｐｐｍとなるように水で希釈して散布することにより施用し、粉剤、粒剤等は通常そのまま使用する。これらの製剤を土壌に処理することにより土壌に棲息する有害生物を防除することもでき、またこれらの製剤を植物を植え付ける前の苗床に処理したり、植付時に植穴や株元に処理することもできる。さらに、本発明の有害生物防除剤のシート製剤を植物に巻き付けたり、植物の近傍に設置したり、株元の土壌表面に敷くなどの方法でも施用することができる。 When the pest control agent of the present invention is used for controlling agricultural and forestry pests, the application amount is usually 1 to 10,000 g / in as the total amount of the ester compound represented by the formula (1) and the oxazoline compound represented by the formula (2). ha, preferably 10 to 500 g / ha. Emulsions, wettable powders, flowables, microcapsule preparations and the like are usually applied by diluting and spraying with water so that the active ingredient concentration is 1-1000 ppm, and powders, granules and the like are usually used as they are. By treating these preparations in the soil, pests that live in the soil can be controlled, and these preparations can be treated in the nursery before planting, or they can be treated in planting holes and stocks at the time of planting. You can also Furthermore, the sheet preparation of the pest control agent of the present invention can be applied by a method such as wrapping around a plant, installing in the vicinity of the plant, or laying on the soil surface of the plant source.
本発明の有害生物防除剤を防疫用として用いる場合は、その施用量は空間に適用するときは式（１）で示されるエステル化合物と式（２）で示されるオキサゾリン化合物との合計量として通常０．００１〜１００ｍｇ／ｍ3であり、平面に適用するときは０．０１〜１０００ｍｇ／ｍ2である。乳剤、水和剤、フロアブル剤等は通常有効成分濃度が０．０１〜１００００ｐｐｍとなるように水で希釈して散布することにより施用し、油剤、エアゾール、燻煙剤、毒餌等は通常そのまま施用する。 When the pest control agent of the present invention is used for prevention of epidemics, the application amount is usually the total amount of the ester compound represented by formula (1) and the oxazoline compound represented by formula (2) when applied to space. 0.001 to 100 mg / m 3 , and 0.01 to 1000 mg / m 2 when applied to a flat surface. Emulsions, wettable powders, flowables, etc. are usually applied by diluting and spraying with water so that the active ingredient concentration is 0.01 to 10000 ppm. Oils, aerosols, smoke agents, poison baits, etc. are usually applied as they are. To do.
本発明の有害生物防除剤をウシ、ヒツジ、ヤギ、ニワトリ用の家畜、イヌ、ネコ、ラット、マウス等の小動物の外部寄生虫防除に用いる場合は、獣医学的に公知の方法で動物に使用することができる。具体的な使用方法としては、全身抑制（systemic control）を目的にする場合には、例えば錠剤、飼料混入、坐薬、注射（筋肉内、皮下、静脈内、腹腔内等）により投与され、非全身的抑制（non-systemic control）を目的とする場合には、例えば油剤若しくは水性液剤を噴霧する、ポアオン（pour-on）処理若しくはスポットオン（spot-on）処理を行う、シャンプー製剤で動物を洗う又は樹脂製剤を首輪や耳札にして動物に付ける等の方法により用いられる。動物体に投与する場合の本発明の有害生物防除剤の量は、通常動物の体重１ｋｇに対して、式（１）で示されるエステル化合物と式（２）で示されるオキサゾリン化合物との合計量で通常０．１〜１０００ｍｇの範囲である。 When the pest control agent of the present invention is used to control ectoparasites of small animals such as cattle, sheep, goats, chickens, dogs, cats, rats, mice, etc., it is used for animals by methods known in veterinary medicine. can do. As a specific method of use, when systemic control is intended, for example, it is administered by tablet, feed mixing, suppository, injection (intramuscular, subcutaneous, intravenous, intraperitoneal, etc.) When aiming at non-systemic control, for example, spraying oil or aqueous solution, pour-on treatment or spot-on treatment, washing animals with shampoo preparations Or it is used by the method of attaching a resin formulation to an animal using a collar or an ear tag. The amount of the pest control agent of the present invention when administered to the animal body is usually the total amount of the ester compound represented by the formula (1) and the oxazoline compound represented by the formula (2) with respect to 1 kg body weight of the animal. And usually in the range of 0.1 to 1000 mg.
本発明の有害生物防除剤は、他の殺虫剤、殺線虫剤、殺ダニ剤、殺菌剤、除草剤、植物成長調節剤、共力剤、肥料、土壌改良材、動物用飼料等と共に用いることもできる。 The pest control agent of the present invention is used together with other insecticides, nematicides, acaricides, fungicides, herbicides, plant growth regulators, synergists, fertilizers, soil conditioners, animal feeds, etc. You can also.
以下、製剤例、試験例により、本発明をさらに詳しく説明するが、本発明は、これらの例に限定されるものではない。 Hereinafter, the present invention will be described in more detail with reference to formulation examples and test examples, but the present invention is not limited to these examples.
製剤例１
２，３，５，６−テトラフルオロ−４−メトキシメチルベンジル １Ｒ−トランス−３−（１−プロペニル（Ｅ／Ｚ＝１／８））−２，２−ジメチルシクロプロパンカルボキシレート、２，３，５，６−テトラフルオロ−４−メチルベンジル １Ｒ−トランス−３−（１−プロペニル（Ｅ／Ｚ＝１／８））−２，２−ジメチルシクロプロパンカルボキシレート又は２，３，５，６−テトラフルオロ−４−メトキシメチルベンジル １Ｒ−トランス−３−（２−メチル−１−プロペニル）−２，２−ジメチルシクロプロパンカルボキシレート２．５重量部、式（２）で示されるオキサゾリン化合物２．５重量部、ソルポールＳＭ２００（東邦化学製界面活性剤）１０重量部およびキシレン８５重量部を混合して乳剤を得る。
Formulation Example 1
2,3,5,6-tetrafluoro-4-methoxymethylbenzyl 1R-trans-3- (1-propenyl (E / Z = 1/8))-2,2-dimethylcyclopropanecarboxylate, 2,3 , 5,6-tetrafluoro-4-methylbenzyl 1R-trans-3- (1-propenyl (E / Z = 1/8))-2,2-dimethylcyclopropanecarboxylate or 2,3,5,6 -Tetrafluoro-4-methoxymethylbenzyl 1R-trans-3- (2-methyl-1-propenyl) -2,2-dimethylcyclopropanecarboxylate 2.5 parts by weight, oxazoline compound 2 represented by formula (2) .5 parts by weight, 10 parts by weight of Solpol SM200 (surfactant manufactured by Toho Chemical) and 85 parts by weight of xylene are mixed to obtain an emulsion.
製剤例２
２，３，５，６−テトラフルオロ−４−メトキシメチルベンジル １Ｒ−トランス−３−（１−プロペニル（Ｅ／Ｚ＝１／８））−２，２−ジメチルシクロプロパンカルボキシレート、２，３，５，６−テトラフルオロ−４−メチルベンジル １Ｒ−トランス−３−（１−プロペニル（Ｅ／Ｚ＝１／８））−２，２−ジメチルシクロプロパンカルボキシレート又は２，３，５，６−テトラフルオロ−４−メトキシメチルベンジル １Ｒ−トランス−３−（２−メチル−１−プロペニル）−２，２−ジメチルシクロプロパンカルボキシレート２．５重量部、式（２）で示されるオキサゾリン化合物２．５重量部、オレイン酸メチル２５重量部および流動パラフィン７０重量部を混合し、ポアオン製剤を得る。
Formulation Example 2
2,3,5,6-tetrafluoro-4-methoxymethylbenzyl 1R-trans-3- (1-propenyl (E / Z = 1/8))-2,2-dimethylcyclopropanecarboxylate, 2,3 , 5,6-tetrafluoro-4-methylbenzyl 1R-trans-3- (1-propenyl (E / Z = 1/8))-2,2-dimethylcyclopropanecarboxylate or 2,3,5,6 -Tetrafluoro-4-methoxymethylbenzyl 1R-trans-3- (2-methyl-1-propenyl) -2,2-dimethylcyclopropanecarboxylate 2.5 parts by weight, oxazoline compound 2 represented by formula (2) .5 parts by weight, 25 parts by weight of methyl oleate and 70 parts by weight of liquid paraffin are mixed to obtain a pour-on preparation.
製剤例３
２，３，５，６−テトラフルオロ−４−メトキシメチルベンジル １Ｒ−トランス−３−（１−プロペニル（Ｅ／Ｚ＝１／８））−２，２−ジメチルシクロプロパンカルボキシレート、２，３，５，６−テトラフルオロ−４−メチルベンジル １Ｒ−トランス−３−（１−プロペニル（Ｅ／Ｚ＝１／８））−２，２−ジメチルシクロプロパンカルボキシレート又は２，３，５，６−テトラフルオロ−４−メトキシメチルベンジル １Ｒ−トランス−３−（２−メチル−１−プロペニル）−２，２−ジメチルシクロプロパンカルボキシレート３重量部、式（２）で示されるオキサゾリン化合物１．５重量部、合成含水酸化珪素微粉末１重量部、ドリレスＢ(三共社製)１重量部、クレー７重量部を乳鉢でよく混合した後にジュースミキサーで撹拌混合する。得られた混合物にカットクレー８６．５重量部を加えて、充分撹拌混合し、粉剤を得る。
Formulation Example 3
2,3,5,6-tetrafluoro-4-methoxymethylbenzyl 1R-trans-3- (1-propenyl (E / Z = 1/8))-2,2-dimethylcyclopropanecarboxylate, 2,3 , 5,6-tetrafluoro-4-methylbenzyl 1R-trans-3- (1-propenyl (E / Z = 1/8))-2,2-dimethylcyclopropanecarboxylate or 2,3,5,6 -Tetrafluoro-4-methoxymethylbenzyl 1R-trans-3- (2-methyl-1-propenyl) -2,2-dimethylcyclopropanecarboxylate 3 parts by weight, oxazoline compound 1.5 represented by the formula (2) Part by weight, 1 part by weight of synthetic silicon hydroxide fine powder, 1 part by weight of Doreles B (Sankyo Co., Ltd.), and 7 parts by weight of clay are mixed well in a mortar and then stirred and mixed in a juice mixer. That. 86.5 parts by weight of cut clay is added to the resulting mixture and mixed well with stirring to obtain a powder.
製剤例４
２，３，５，６−テトラフルオロ−４−メトキシメチルベンジル １Ｒ−トランス−３−（１−プロペニル（Ｅ／Ｚ＝１／８））−２，２−ジメチルシクロプロパンカルボキシレート、２，３，５，６−テトラフルオロ−４−メチルベンジル １Ｒ−トランス−３−（１−プロペニル（Ｅ／Ｚ＝１／８））−２，２−ジメチルシクロプロパンカルボキシレート又は２，３，５，６−テトラフルオロ−４−メトキシメチルベンジル １Ｒ−トランス−３−（２−メチル−１−プロペニル）−２，２−ジメチルシクロプロパンカルボキシレート及び式（２）で示されるオキサゾリン化合物をそれぞれ１ｗ／ｖ％含有するアセトン溶液１２．５ｍｌをクラフト紙１ｍ2に均一に塗布し、乾燥させて、シート製剤を得る。
Formulation Example 4
2,3,5,6-tetrafluoro-4-methoxymethylbenzyl 1R-trans-3- (1-propenyl (E / Z = 1/8))-2,2-dimethylcyclopropanecarboxylate, 2,3 , 5,6-tetrafluoro-4-methylbenzyl 1R-trans-3- (1-propenyl (E / Z = 1/8))-2,2-dimethylcyclopropanecarboxylate or 2,3,5,6 -Tetrafluoro-4-methoxymethylbenzyl 1R-trans-3- (2-methyl-1-propenyl) -2,2-dimethylcyclopropanecarboxylate and the oxazoline compound represented by the formula (2) are each 1 w / v%. 12.5 ml of the contained acetone solution is uniformly applied to 1 m 2 of kraft paper and dried to obtain a sheet preparation.
製剤例５
２，３，５，６−テトラフルオロ−４−メトキシメチルベンジル １Ｒ−トランス−３−（１−プロペニル（Ｅ／Ｚ＝１／８））−２，２−ジメチルシクロプロパンカルボキシレート、２，３，５，６−テトラフルオロ−４−メチルベンジル １Ｒ−トランス−３−（１−プロペニル（Ｅ／Ｚ＝１／８））−２，２−ジメチルシクロプロパンカルボキシレート又は２，３，５，６−テトラフルオロ−４−メトキシメチルベンジル １Ｒ−トランス−３−（２−メチル−１−プロペニル）−２，２−ジメチルシクロプロパンカルボキシレート５．０ｇ、式（２）で示されるオキサゾリン化合物２．５ｇ、ソルポール３００５Ｘ（東邦化学製界面活性剤）１０ｇ、Ｎ，Ｎ−ジメチルホルムアミド４０ｇ及びキシレン４２．５ｇを混合して乳剤を得る。
Formulation Example 5
2,3,5,6-tetrafluoro-4-methoxymethylbenzyl 1R-trans-3- (1-propenyl (E / Z = 1/8))-2,2-dimethylcyclopropanecarboxylate, 2,3 , 5,6-tetrafluoro-4-methylbenzyl 1R-trans-3- (1-propenyl (E / Z = 1/8))-2,2-dimethylcyclopropanecarboxylate or 2,3,5,6 -Tetrafluoro-4-methoxymethylbenzyl 1R-trans-3- (2-methyl-1-propenyl) -2,2-dimethylcyclopropanecarboxylate 5.0 g, 2.5 g oxazoline compound represented by formula (2) , Solpol 3005X (surfactant manufactured by Toho Chemical Co., Ltd.), 40 g of N, N-dimethylformamide and 42.5 g of xylene are mixed to obtain an emulsion.
参考製剤例１
２，３，５，６−テトラフルオロ−４−メトキシメチルベンジル １Ｒ−トランス−３−（１−プロペニル（Ｅ／Ｚ＝１／８））−２，２−ジメチルシクロプロパンカルボキシレート５．０ｇ、ソルポール３００５Ｘ（東邦化学製界面活性剤）１０ｇ、Ｎ，Ｎ−ジメチルホルムアミド４０ｇ及びキシレン４５ｇを混合して比較乳剤Ａを得た。
Reference formulation example 1
2,3,5,6-tetrafluoro-4-methoxymethylbenzyl 1R-trans-3- (1-propenyl (E / Z = 1/8))-2,2-dimethylcyclopropanecarboxylate 5.0 g, Comparative emulsion A was obtained by mixing 10 g of Solpol 3005X (surfactant manufactured by Toho Chemical), 40 g of N, N-dimethylformamide and 45 g of xylene.
参考製剤例２
式（２）で示されるオキサゾリン化合物２．５ｇ、ソルポール３００５Ｘ（東邦化学製界面活性剤）１０ｇ、Ｎ，Ｎ−ジメチルホルムアミド４０ｇ及びキシレン４７．５ｇを混合して比較乳剤Ｂを得た。
Reference formulation example 2
Comparative emulsion B was obtained by mixing 2.5 g of the oxazoline compound represented by formula (2), 10 g of Solpol 3005X (surfactant manufactured by Toho Chemical), 40 g of N, N-dimethylformamide and 47.5 g of xylene.
試験例１
２，３，５，６−テトラフルオロ−４−メトキシメチルベンジル １Ｒ−トランス−３−（１−プロペニル（Ｅ／Ｚ−１／８））−２，２−ジメチルシクロプロパンカルボキシレートと式（２）で示されるオキサゾリン化合物とをそれぞれ０．０４／０．０４ｗ／ｖ％含有したアセトン溶液０．２５ｍｌを、直径３５ｍｍの円形に裁断したウールモスリン布に均一に塗布し、乾燥させた（ウールモスリン布１ｍ2に対して各化合物１００ｍｇ処理に相当）。このウールモスリン布をシャーレ（直径３５ｍｍ、高さ１０ｍｍ）に敷き、このシャーレの中にコイガ５〜６週齢幼虫１０頭を入れて蓋をして、温度２５℃、湿度６０％の条件下で７日間放置した。その後、供試した虫の生死を観察したところ、供試した虫の死虫率は１００％であった。（２反復）
Test example 1
2,3,5,6-tetrafluoro-4-methoxymethylbenzyl 1R-trans-3- (1-propenyl (E / Z-1 / 8))-2,2-dimethylcyclopropanecarboxylate and the formula (2 0.25 ml of an acetone solution containing 0.04 / 0.04 w / v% each of the oxazoline compound represented by the above formula) was uniformly applied to a wool muslin cloth cut into a circle having a diameter of 35 mm and dried (wool muslin). Equivalent to 100 mg of each compound per 1 m 2 of fabric). This wool muslin cloth is spread on a petri dish (35 mm in diameter and 10 mm in height), and 10 larvae of 5 to 6 weeks old koiga are put in the petri dish and covered, and the temperature is 25 ° C. and the humidity is 60%. Left for 7 days. Thereafter, when the life and death of the tested insects were observed, the death rate of the tested insects was 100%. (2 iterations)
試験例２
２，３，５，６−テトラフルオロ−４−メチルベンジル １Ｒ−トランス−３−（１−プロペニル（Ｅ／Ｚ−１／８））−２，２−ジメチルシクロプロパンカルボキシレートと式（２）で示されるオキサゾリン化合物とをそれぞれ０．０４／０．０４ｗ／ｖ％含有したアセトン溶液０．２５ｍｌを、直径３５ｍｍの円形に裁断したウールモスリン布に均一に塗布し、乾燥させた（ウールモスリン布１ｍ2に対して各化合物１００ｍｇ処理に相当）。このウールモスリン布をシャーレ（直径３５ｍｍ、高さ１０ｍｍ）に敷き、このシャーレの中にコイガ５〜６週齢幼虫１０頭を入れて蓋をして、温度２５℃、湿度６０％の条件下で７日間放置した。その後、供試した虫の生死を観察したところ、供試した虫の死虫率は１００％であった。（２反復）
Test example 2
2,3,5,6-tetrafluoro-4-methylbenzyl 1R-trans-3- (1-propenyl (E / Z-1 / 8))-2,2-dimethylcyclopropanecarboxylate and formula (2) 0.25 ml of an acetone solution containing 0.04 / 0.04 w / v% each of the oxazoline compound represented by the above formula was uniformly applied to a wool muslin cloth cut into a circle having a diameter of 35 mm and dried (wool muslin cloth) Equivalent to 100 mg of each compound for 1 m 2 ). This wool muslin cloth is spread on a petri dish (35 mm in diameter and 10 mm in height), and 10 larvae of 5 to 6 weeks old koiga are put in the petri dish and covered, and the temperature is 25 ° C. and the humidity is 60%. Left for 7 days. Thereafter, when the life and death of the tested insects were observed, the death rate of the tested insects was 100%. (2 iterations)
試験例３
製剤例５で得られた２，３，５，６−テトラフルオロ−４−メトキシメチルベンジル １Ｒ−トランス−３−（１−プロペニル（Ｅ／Ｚ＝１／８））−２，２−ジメチルシクロプロパンカルボキシレート及び式（２）で示されるオキサゾリン化合物を各々５ｗｔ％及び２．５ｗｔ％含有する乳剤を、水で２００倍に希釈し試験薬液Ａとした。また、比較乳剤Ａ及び比較乳剤Ｂを、それぞれ水で２００倍に希釈し比較薬液Ａ及び比較薬液Ｂとした。
約３６ｍ2の鶏舎内に２段式鶏飼育ケージ積載用ラックを設置し、該鶏飼育ケージ積載用ラックの上段と下段とにそれぞれ鶏１羽を入れた鶏飼育ケージを１８個ずつ設置した（上段１８羽、下段１８羽、計３６羽）。該鶏飼育ケージ内の鶏３６羽を、鶏の通常の飼育条件で飼育した。該鶏舎内にワクモを約１０００匹放ち、該鶏飼育ケージ積載用ラックの上段とその上に設置された鶏飼育ケージとの間に、ワクモ捕獲器（厚み３ｍｍ、１５ｃｍ四方の正方形の合板の対向する２辺の両端にホチキスの針を打ち込み、該ホチキスの針を打ち込んだ合板と、他の厚さ３ｍｍ、１５ｃｍ四方の正方形の合板とをホチキスの針のクリンチ部が挟まるように積層し、対向する２辺をガムテープで係止した物であり、２枚の合板が２ｍｍの空間を隔てて平行に配置されている物）１６個を挿入し、ワクモ放飼１４日後に該ワクモ捕獲器内のワクモの寄生状況を観察し、後述のワクモ寄生スコア基準に従い、全てのワクモ捕獲器においてワクモ寄生スコアが４であることを確認した。その後、試験薬液Ａ、比較薬液Ａ及び比較薬液Ｂを各試験区に、それぞれ１ｍ2当り１００ｍｌの割合で散布した。散布１４日後に各々のワクモ捕獲器を開けてワクモ寄生数を観察し、各試験区でのワクモ寄生スコアの平均を求めた。尚、無処理区として、水を１ｍ2当り１００ｍｌの割合で散布し、試験区と同様にワクモ寄生数を調査した。試験結果を〔表１〕に示す。
ワクモ寄生スコアは以下に示す基準とした。
０：生存しているワクモ（幼虫、若虫及び成虫の合計）が０匹
１：生存しているワクモ（幼虫、若虫及び成虫の合計）が１〜１０匹
２：生存しているワクモ（幼虫、若虫及び成虫の合計）が１１〜５０匹
３：生存しているワクモ（幼虫、若虫及び成虫の合計）が５１〜１００匹
４：生存しているワクモ（幼虫、若虫及び成虫の合計）が１０１匹以上
Test example 3
2,3,5,6-tetrafluoro-4-methoxymethylbenzyl 1R-trans-3- (1-propenyl (E / Z = 1/8))-2,2-dimethylcyclo obtained in Formulation Example 5 An emulsion containing 5 wt% and 2.5 wt% of propanecarboxylate and the oxazoline compound represented by the formula (2), respectively, was diluted 200 times with water to obtain a test chemical solution A. Further, Comparative Emulsion A and Comparative Emulsion B were each diluted 200 times with water to obtain Comparative Chemical Solution A and Comparative Chemical Solution B.
A rack for loading two-stage chicken breeding cages was installed in a poultry house of about 36 m 2 , and 18 chicken breeding cages each containing one chicken were placed in the upper and lower stages of the rack for raising chicken cages. 18 on the top and 18 on the bottom, a total of 36). Thirty-six chickens in the chicken breeding cage were raised under normal chicken breeding conditions. Approximately 1,000 spiders are released into the poultry house, and a cucumber trap (thickness 3 mm, 15 cm square plywood facing between the upper stage of the chicken breeding cage loading rack and the chicken breeding cage installed thereon. A staple is driven into both ends of the two sides, and the plywood in which the staple is driven is laminated with another 3 mm thick, 15 cm square plywood so that the clinch portion of the staple is sandwiched between them. The two sides are fixed with gummed tape, and the two plywoods are arranged in parallel with a space of 2 mm between them. The parasitic state of the spider was observed, and it was confirmed that the spider parasite score was 4 in all the spider traps according to the standard of the spider parasite score described below. Thereafter, the test chemical solution A, the comparative chemical solution A, and the comparative chemical solution B were sprayed on each test section at a rate of 100 ml per 1 m 2 . Each spray trap was opened 14 days after spraying, the number of spider parasites was observed, and the average of spider parasite scores in each test section was determined. In addition, as an untreated section, water was sprayed at a rate of 100 ml per 1 m 2 , and the number of parasites was investigated as in the test section. The test results are shown in [Table 1].
The spider parasitism score was based on the following criteria.
0: 0 surviving spiders (total of larvae, nymphs and adults) 1: 1 to 10 surviving spiders (total of larvae, nymphs and adults) 2: Surviving swan (larvae, larvae, The total number of nymphs and adults is 11-50. 3: The surviving squirrel (total of larvae, nymphs and adults) is 51-100. 4: The surviving swan (total of larvae, nymphs and adults) is 101. More than
なお、防除率及び理論防除率は各々、次式により求めた。
防除率（％） ＝ ｛（Ｃ−Ｔ）／Ｃ｝×１００
Ｃ：無処理区での平均ワクモ寄生スコア
Ｔ：各試験区での平均ワクモ寄生スコア
理論防除率（％） ＝ Ｐ＋｛（１００−Ｐ）×Ｑ／１００｝
Ｐ：比較薬液Ａにおける防除率（％）
Ｑ：比較薬液Ｂにおける防除率（％）
In addition, the control rate and the theoretical control rate were calculated | required by following Formula, respectively.
Control rate (%) = {(C−T) / C} × 100
C: Average scab infestation score
T: Average spider parasitism score in each test section Theoretical control rate (%) = P + {(100−P) × Q / 100}
P: Control ratio (%) in comparative chemical A
Q: Control ratio (%) in comparative chemical solution B
本発明の有害生物防除剤は有害生物に対して優れた効力を有することから、有害生物防除に有用である。
Since the pest control agent of the present invention has an excellent effect on pests, it is useful for pest control.
Claims (4)
で示されるエステル化合物と、式（２）
An ester compound represented by formula (2)
で示されるエステル化合物と、式（２）
An ester compound represented by formula (2)
The method for controlling pests according to claim 3, wherein the weight ratio of the ester compound represented by the formula (1) and the oxazoline compound represented by the formula (2) is a ratio of 30: 1 to 1:30.
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2006321795A (en) * | 2005-04-21 | 2006-11-30 | Sumitomo Chemical Co Ltd | Insect pest control agent |
| JP2008110958A (en) * | 2006-06-29 | 2008-05-15 | Sumitomo Chemical Garden Products Inc | Noxious insect repellent |
| JP2013518075A (en) * | 2010-01-28 | 2013-05-20 | シンジェンタ パーティシペーションズ アクチェンゲゼルシャフト | Insecticide combination |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH07138109A (en) * | 1993-09-22 | 1995-05-30 | Yashima Chem Ind Co Ltd | Insecticidal and acaricidal composition |
| JPH11222463A (en) * | 1997-12-03 | 1999-08-17 | Sumitomo Chem Co Ltd | Pyrethroid compound and insect pest controller comprising the same as active ingredient |
| JP2000297003A (en) * | 1999-04-15 | 2000-10-24 | Nissan Chem Ind Ltd | Insecticide, miticide and insecticidal or miticidal method |
| JP2000355508A (en) * | 1999-04-14 | 2000-12-26 | Sumitomo Chem Co Ltd | Secticidal/acaricidal agent composition |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH07138109A (en) * | 1993-09-22 | 1995-05-30 | Yashima Chem Ind Co Ltd | Insecticidal and acaricidal composition |
| JPH11222463A (en) * | 1997-12-03 | 1999-08-17 | Sumitomo Chem Co Ltd | Pyrethroid compound and insect pest controller comprising the same as active ingredient |
| JP2000355508A (en) * | 1999-04-14 | 2000-12-26 | Sumitomo Chem Co Ltd | Secticidal/acaricidal agent composition |
| JP2000297003A (en) * | 1999-04-15 | 2000-10-24 | Nissan Chem Ind Ltd | Insecticide, miticide and insecticidal or miticidal method |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2006321795A (en) * | 2005-04-21 | 2006-11-30 | Sumitomo Chemical Co Ltd | Insect pest control agent |
| JP2008110958A (en) * | 2006-06-29 | 2008-05-15 | Sumitomo Chemical Garden Products Inc | Noxious insect repellent |
| JP2013518075A (en) * | 2010-01-28 | 2013-05-20 | シンジェンタ パーティシペーションズ アクチェンゲゼルシャフト | Insecticide combination |
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