JPH06116109A - Diamond-back moth controlling agent - Google Patents

Diamond-back moth controlling agent

Info

Publication number
JPH06116109A
JPH06116109A JP27175692A JP27175692A JPH06116109A JP H06116109 A JPH06116109 A JP H06116109A JP 27175692 A JP27175692 A JP 27175692A JP 27175692 A JP27175692 A JP 27175692A JP H06116109 A JPH06116109 A JP H06116109A
Authority
JP
Japan
Prior art keywords
formula
compound
present
diamond
active ingredient
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.)
Pending
Application number
JP27175692A
Other languages
Japanese (ja)
Inventor
Masayoshi Okano
正義 岡野
Kiyohiko Fukamiya
斉彦 深宮
Makoto Hatagoshi
信 波多腰
Hiroko Yamazaki
裕子 山崎
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Sumitomo Chemical Co Ltd
Original Assignee
Sumitomo Chemical Co Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Sumitomo Chemical Co Ltd filed Critical Sumitomo Chemical Co Ltd
Priority to JP27175692A priority Critical patent/JPH06116109A/en
Publication of JPH06116109A publication Critical patent/JPH06116109A/en
Pending legal-status Critical Current

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Abstract

PURPOSE:To provide the subject agent having high antifeedant activity along with high insecticidal activity on Diamond-back moth larvae, containing, as active ingredient, a compound selected from specific quassinoids. CONSTITUTION:This controlling agent having the above-mentioned advantages contains, as active ingredient, 0.1-99.9 (pref. 1-90) wt.% of a compound selected from a group comprising bruceoside-B of formula I, yadanzioside-B of formula II, yadanzioside-L of formula III, bruceantin of formula IV, isobruceine-B of formula V and bruceanol-A of formula VI. For the compound, a technical product itself can be used; however, the compound should be used by mixing it with a solid carrier, liquid carrier, surfactant, or other auxiliary in the form of an emulsion, hydrous agent or suspension.

Description

【発明の詳細な説明】Detailed Description of the Invention

【0001】[0001]

【産業上の利用分野】本発明は、コナガ幼虫に対し、高
い摂食阻害活性を示し、同時に高い殺虫活性を有する化
合物に関する。
BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a compound which shows a high antifeedant activity against diamondback moth larvae and also has a high insecticidal activity.

【0002】[0002]

【従来の技術】化1で示されるブルセオシド−B(Br
uceoside−B)、化2で示されるヤダンジオシ
ド−B(Yadanzioside−B)、化3で示さ
れるヤダンジオシド−L(Yadanzioside−
L)、化4で示されるブルセアンチン(Brucean
tin)、化5で示されるイソブルセイン−B(Iso
bruseine−B)および化6で示されるブルセア
ノール−A(Brucenol−A)は、それぞれ下記
の報文に記載の公知化合物である。
BACKGROUND OF THE INVENTION Bruceoside-B (Br
uceoside-B), Yadandioside-B represented by Chemical formula 2 (Yadanzioside-B), and Yadandioside-L represented by Chemical formula 3 (Yadanzioside-B).
L), Bruceantine (Chemical Formula 4)
tin), isobrucein-B (Iso
Bruseine-B) and Brucenol-A represented by Chemical Formula 6 are known compounds described in the following reports.

【0003】すなわち、化1は、J.Org.Che
m.,44 2180(1979),化2は、Che
m.Pharm.Bull.,32 4702(198
4),化3は、Bull.Chem.Soc.Ja
p.,58 2673(1985),化4は、J.Or
g.Chem.,40 648(1975)、化5は、
Tetrahedron Lett.,26 1225
(1985)、化6は、J.Nat.Prod.,48
972(1985)等に記載されている。
That is, the chemical formula 1 is described in J. Org. Che
m. , 44 2180 (1979), Chem. 2 is Che
m. Pharm. Bull. , 32 4702 (198
4) and 3 are described in Bull. Chem. Soc. Ja
p. , 58 2673 (1985), Chem. Or
g. Chem. , 40 648 (1975), Chemical formula 5 is
Tetrahedron Lett. , 26 1225
(1985), Chem. Nat. Prod. , 48
972 (1985) and the like.

【0004】[0004]

【発明が解決しようとする課題】しかしながら、化1〜
化6の化合物がコナガに対し、摂食阻害活性および殺虫
活性を有することは、全くしられていない。
[Problems to be Solved by the Invention]
It has never been shown that the compound of Chemical formula 6 has antifeedant activity and insecticidal activity against diamondback moth.

【0005】[0005]

【課題を解決するための手段】本発明者は、コナガに対
する優れた防除効力を有する防除剤を開発すべく鋭意検
討した結果、ある種のクアシノイド類がコナガに対し、
優れた摂食阻害活性および殺虫活性を有することを見い
出し、本発明に至った。
Means for Solving the Problems The present inventor has conducted extensive studies to develop a control agent having an excellent control effect against diamondback moth, and as a result, a certain quassinoid has been identified as a control agent for diamondback moth.
The present inventors have found that they have excellent antifeedant activity and insecticidal activity, and completed the present invention.

【0006】すなわち、本発明は、式(1) 化7That is, the present invention uses the formula (1)

【0007】[0007]

【化7】 、式(2) 化8[Chemical 7] , Equation (2)

【0008】[0008]

【化8】 、式(3) 化9[Chemical 8] , Equation (3)

【0009】[0009]

【化9】 、式(4) 化10[Chemical 9] , Formula (4)

【0010】[0010]

【化10】 、式(5) 化11[Chemical 10] , Formula (5)

【0011】[0011]

【化11】 および式(6) 化12[Chemical 11] And equation (6)

【0012】[0012]

【化12】 からなる群より選ばれた化合物〔以下、総じて本化合物
と記し、それぞれ本化合物(1)、本化合物(2)、本
化合物(3)、本化合物(4)、本化合物(5)および
本化合物(6)と記す。〕を有効成分として含有するコ
ナガ防除剤(以下、本発明防除剤と記す。)を提供す
る。
[Chemical 12] A compound selected from the group consisting of [the compound (1), the compound (2), the compound (3), the compound (4), the compound (5) and the compound] It is written as (6). The present invention provides a control agent for diamondback moth (hereinafter referred to as the control agent of the present invention) containing the following as an active ingredient.

【0013】本化合物を本発明防除剤の有効成分として
用いる場合、原体そのものを用いることもできるが、通
常、固定担体、液体担体、界面活性剤その他の製剤用補
助剤と混合して、乳剤、水和剤、懸濁剤等に調製して用
いる。
When the present compound is used as an active ingredient of the control agent of the present invention, the drug substance itself can be used, but usually, it is mixed with a fixed carrier, a liquid carrier, a surfactant or other formulation auxiliary agents to prepare an emulsion. , Wettable powder, suspension, etc.

【0014】これらの製剤中、有効成分としての本化合
物の含有量は、重量比で0.1〜99.9%、好ましく
は1〜90%である。
The content of the present compound as an active ingredient in these preparations is 0.1 to 99.9% by weight, preferably 1 to 90%.

【0015】固定担体としては、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)、タルク類、セラミ
ック、その他の、無機鉱物(セリサイト、炭酸カルシウ
ム、活性炭等)等の微粉末あるいは粒状物があげられ
る。
Examples of the fixed carrier include clays (kaolin clay, diatomaceous earth, synthetic hydrous silicon oxide, bentonite, fubasami clay, acid clay, etc.), talcs, ceramics, and other inorganic minerals (sericite, calcium carbonate, activated carbon). Etc.) and the like.

【0016】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(ベン
ゼン、トルエン、キシレン、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(酢酸エチル等)、ニトリル類(ア
セトニトリル等)、エーテル類(ジイソプロピルエーテ
ル等)、酸アミド類(N,N−ジメチルホルムアミド
等)、ハロゲン化炭化水素類(ジクロロメタン等)、ジ
メチルスルホキシド、大豆油、綿実油等の植物油等があ
げられる。
Examples of the liquid carrier include water, alcohols (methanol, ethanol, etc.), ketones (acetone, methyl ethyl ketone, etc.), aromatic hydrocarbons (benzene, toluene, xylene, methylnaphthalene, etc.), aliphatic carbonization. Hydrogen (hexane, cyclohexane, kerosene, light oil, etc.), esters (ethyl acetate, etc.), nitriles (acetonitrile, etc.), ethers (diisopropyl ether, etc.), acid amides (N, N-dimethylformamide, etc.), halogen Examples thereof include hydrocarbons (dichloromethane and the like), dimethyl sulfoxide, soybean oil, vegetable oils such as cottonseed oil and the like.

【0017】界面活性剤としては、例えば、アルキル硫
酸エステル類、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およびそ
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、糖アルコール誘
導体等があげられる。
Examples of the surfactant include alkyl sulfates, alkyl sulfonates, alkyl aryl sulfonates, alkyl aryl ethers and their polyoxyethylenated products, polyethylene glycol ethers, polyhydric alcohol esters, sugars. Examples thereof include alcohol derivatives.

【0018】固着剤や分散剤等の製剤用補助剤として
は、例えば、カゼイン、ゼラチン、多糖類(でんぷん
粉、アラビアガム、セルロース誘導体等)、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、ポリアクリル酸類等)があげられる。
Examples of auxiliary agents for formulation such as sticking agents and dispersants include casein, gelatin, polysaccharides (starch powder, gum arabic, cellulose derivatives, etc.), lignin derivatives, bentonite, sugars, synthetic water-soluble polymers ( Polyvinyl alcohol, polyacrylic acids and the like).

【0019】安定剤としては、例えば、PAP(酸性リ
ン酸イソプロピル)、植物油、鉱物油、前述の界面活性
剤、脂肪酸またはそのエステル等があげられる。
Examples of the stabilizer include PAP (isopropyl acid phosphate), vegetable oil, mineral oil, the above-mentioned surfactant, fatty acid or its ester, and the like.

【0020】このようにして得られる製剤は、そのまま
で、あるいは水等で希釈して用いる。また、他の殺虫
剤、殺ダニ剤、殺菌剤、除草剤、植物生長調節剤、共力
剤、肥料、土壌改良剤等と混合して、または混合せずに
同時に用いることもできる。
The preparation thus obtained is used as it is or after being diluted with water or the like. Further, it can be used simultaneously with or without being mixed with other insecticides, acaricides, fungicides, herbicides, plant growth regulators, synergists, fertilizers, soil conditioners and the like.

【0021】本化合物を本発明防除剤の有効成分として
用いる場合、その施用量は、対象作物、コナガの発生程
度、製剤形態、施用方法、施用時期、気象条件等によっ
て異なるが、通常、10アールあたり2〜1000gで
あり、乳剤、水和剤、懸濁剤等を水で希釈して施用する
場合、その施用濃度は、通常、0.001〜0.5%で
ある。
When the present compound is used as an active ingredient of the control agent of the present invention, its application amount varies depending on the target crop, the generation degree of diamondback moth, the formulation form, the application method, the application time, the weather conditions, etc. When the emulsion, wettable powder, suspension or the like is diluted with water and applied, the application concentration is usually 0.001 to 0.5%.

【0022】[0022]

【実施例】以下、製剤例および試験例をあげて本発明を
具体的に説明するが、本発明は以下の例のみに限定され
るものではない。なお、部は重量部を表す。
EXAMPLES The present invention will be specifically described below with reference to formulation examples and test examples, but the present invention is not limited to the following examples. In addition, a part represents a weight part.

【0023】製剤例1 本化合物(1)、本化合物(2)、本化合物(5)また
は本化合物(6)の各々10部をキシレン35部および
N,N−ジメチルホルムアミド35部に溶解し、ポリオ
キシエチレンスチリルフェニルエーテル14部、ドデシ
ルベンゼンスルホン酸カルシウム6部を加え、よく攪拌
混合して各々の10%乳剤を得る。
Formulation Example 1 10 parts of each of the present compound (1), the present compound (2), the present compound (5) or the present compound (6) was dissolved in 35 parts of xylene and 35 parts of N, N-dimethylformamide, 14 parts of polyoxyethylene styryl phenyl ether and 6 parts of calcium dodecylbenzene sulfonate were added and mixed well with stirring to obtain a 10% emulsion of each.

【0024】製剤例2 本化合物(3)または本化合物(4)の各々20部をラ
ウリル硫酸ナトリウム4部、リグニンスルホン酸カルシ
ウム2部、合成含水酸化珪素微粉末20部および珪藻土
54部を混合した中に加え、ジュースミキサーで攪拌混
合して各々の20%水和剤を得る。
Formulation Example 2 20 parts of each of the present compound (3) or the present compound (4) was mixed with 4 parts of sodium lauryl sulfate, 2 parts of calcium ligninsulfonate, 20 parts of synthetic hydrous silicon oxide fine powder and 54 parts of diatomaceous earth. Add to the inside and stir mix with a juice mixer to obtain each 20% wettable powder.

【0025】製剤例3 本化合物(5)10部をアセトン70部に溶解し、ポリ
オキシエチレンスチリルフェニルエーテル14部、ドデ
シルベンゼンスルホン酸カルシウム6部を加え、よく攪
拌混合して10%乳剤を得る。
Formulation Example 3 10 parts of the present compound (5) is dissolved in 70 parts of acetone, 14 parts of polyoxyethylene styryl phenyl ether and 6 parts of calcium dodecylbenzenesulfonate are added, and well mixed with stirring to obtain a 10% emulsion. .

【0026】次に、試験例を示す。Next, a test example will be shown.

【0027】試験例1 本化合物(1)〜(4)および(6)をメタノールで希
釈し、本化合物(5)をアセトンで希釈し、それぞれを
カンラン葉(直径2cmに切り抜いたもの)に20μl
ずつ両面塗布した。風乾後、それらをプラスチック製シ
ャーレ(直径9cm、高さ2cm)内の1mlの水で湿
らせた濾紙上に並べた。1シャーレあたりコナガ(Pl
utella xylostella)3齢幼虫8頭を
放ち、処理2日後に摂食阻害度と死虫率を調査した。摂
食阻害度は、以下に示す摂食程度による尺度で4枚の葉
の平均値として示した。摂食阻害度を表1に、死虫率を
表2に示す。
Test Example 1 The present compounds (1) to (4) and (6) were diluted with methanol, the present compound (5) was diluted with acetone, and 20 μl of each was added to citrus leaf (cut out to a diameter of 2 cm).
Both sides were applied. After air-drying, they were placed on a filter paper moistened with 1 ml of water in a plastic petri dish (diameter 9 cm, height 2 cm). Konaga per 1 dish ( Pl
Utella xylostella ) 8 third-instar larvae were released, and two days after the treatment, the feeding inhibition degree and the mortality rate were investigated. The degree of feeding inhibition was shown as an average value of four leaves on the scale according to the feeding degree shown below. Table 1 shows the feeding inhibition degree, and Table 2 shows the mortality rate.

【0028】 [0028]

【0029】[0029]

【表1】 [Table 1]

【0030】[0030]

【表2】 [Table 2]

【0031】[0031]

【発明の効果】本発明防除剤は、コナガに対する優れた
防除効力を有することからコナガ防除の種々の用途に用
いることができる。
INDUSTRIAL APPLICABILITY Since the controlling agent of the present invention has an excellent controlling effect against diamondback moth, it can be used for various uses of controlling diamondback moth.

フロントページの続き (72)発明者 山崎 裕子 兵庫県宝塚市高司4丁目2番1号 住友化 学工業株式会社内Continued Front Page (72) Yuko Yamazaki Inventor Yuko Yamazaki 4-2-1 Takashi, Takarazuka-shi, Hyogo Sumitomo Chemical Co., Ltd.

Claims (1)

【特許請求の範囲】[Claims] 【請求項1】式 化1 【化1】 、式 化2 【化2】 、式 化3 【化3】 、式 化4 【化4】 、式 化5 【化5】 および式 化6 【化6】 からなる群より選ばれた化合物を有効成分として含有す
ることを特徴とするコナガ防除剤。
1. Formula 1 , Formula 2 , Formula 3 , Formula 4 , Formula 5 And the formula: An agent for controlling diamondback moth, which comprises a compound selected from the group consisting of as an active ingredient.
JP27175692A 1992-10-09 1992-10-09 Diamond-back moth controlling agent Pending JPH06116109A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP27175692A JPH06116109A (en) 1992-10-09 1992-10-09 Diamond-back moth controlling agent

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP27175692A JPH06116109A (en) 1992-10-09 1992-10-09 Diamond-back moth controlling agent

Publications (1)

Publication Number Publication Date
JPH06116109A true JPH06116109A (en) 1994-04-26

Family

ID=17504404

Family Applications (1)

Application Number Title Priority Date Filing Date
JP27175692A Pending JPH06116109A (en) 1992-10-09 1992-10-09 Diamond-back moth controlling agent

Country Status (1)

Country Link
JP (1) JPH06116109A (en)

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