JPS602282B2 - pest control agent - Google Patents

pest control agent

Info

Publication number
JPS602282B2
JPS602282B2 JP11248176A JP11248176A JPS602282B2 JP S602282 B2 JPS602282 B2 JP S602282B2 JP 11248176 A JP11248176 A JP 11248176A JP 11248176 A JP11248176 A JP 11248176A JP S602282 B2 JPS602282 B2 JP S602282B2
Authority
JP
Japan
Prior art keywords
tae
control agent
pest control
compound
present
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.)
Expired
Application number
JP11248176A
Other languages
Japanese (ja)
Other versions
JPS5338624A (en
Inventor
啓暢 高橋
邦彦 富樫
泰 村上
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.)
Chugai Pharmaceutical Co Ltd
Original Assignee
Chugai Pharmaceutical 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 Chugai Pharmaceutical Co Ltd filed Critical Chugai Pharmaceutical Co Ltd
Priority to JP11248176A priority Critical patent/JPS602282B2/en
Publication of JPS5338624A publication Critical patent/JPS5338624A/en
Publication of JPS602282B2 publication Critical patent/JPS602282B2/en
Expired legal-status Critical Current

Links

Description

【発明の詳細な説明】 本発明は、ィソシアヌール酸トリアリルェステル(以下
「TAE」と略称する。
DETAILED DESCRIPTION OF THE INVENTION The present invention relates to triallyl isocyanuric acid ester (hereinafter abbreviated as "TAE").

)を有効成分として含有する有害動物駆除剤に関するも
のである。本発明のTAEは、文献上公知の化合物で、
例えば米国特許第289495び号公報および同第30
75979号公報に記載されている。それによると、そ
の内容はィソシアヌール酸誘導体の製造方法であり、有
用性としての医薬品またはその合成原料、殺虫剤、重合
体または共重合体あるいはこれらの合成原料として用い
られる旨の記載がされている。しかし、同公報には本発
明に係るTAEについて1例も具体的用途が開示されて
おらず、しかも殺虫剤としての使用方法等について何も
明示されていない。また、同公報記載の化合物は、一般
的殺虫方法(接触的適用)で使用した場合に、既存殺虫
剤の平均実用濃度においては殺虫効果を全く示さない。
本発明者らは、TAEが家庭に寄生する害虫、例えば、
ハェ、ゴキブリ等および農業上の有害動物、例えばオカ
タンゴムシ、ワラジムシ、ハダニ、土壌線虫「マイマイ
・ナメクジ類、ハスモンヨトウガ、モンシロチョウ、ツ
マグロヨコ/ゞイ、ヒメトピウンカ、アブラムシ、カイ
ガラムシ、チュウレンジ、アリ等に対して経口的に適用
することにより有害動物駆除剤として卓越した生物活性
を示し、その上、有害動物に対して忌避作用がないこと
を見出し、本発明を完成した。
) as an active ingredient. The TAE of the present invention is a compound known in the literature,
For example, U.S. Pat. No. 289,495 and U.S. Pat.
It is described in Publication No. 75979. According to the document, the content is a method for producing isocyanuric acid derivatives, and it is stated that the derivatives are useful as pharmaceuticals or raw materials for their synthesis, insecticides, polymers or copolymers, or raw materials for their synthesis. . However, this publication does not disclose even a single specific use of the TAE according to the present invention, and furthermore, it does not specify anything about how to use it as an insecticide. Further, the compound described in the same publication does not exhibit any insecticidal effect at the average practical concentration of existing insecticides when used in a general insecticidal method (contact application).
The present inventors discovered that TAE is a pest that parasitizes households, e.g.
Against flies, cockroaches, etc., and harmful agricultural animals such as snail beetles, woodlice, spider mites, soil nematodes, slugs, slugs, armyworms, cabbage butterflies, black-and-white planthoppers, aphids, scale insects, ants, etc. The present invention was completed based on the discovery that when orally applied, the compound exhibits excellent biological activity as a pest control agent, and has no repellent effect on harmful animals.

すなわち本発明は、TAEを有効成分として含有するこ
とを特徴とする有害動物駆除剤である。
That is, the present invention is a pest control agent characterized by containing TAE as an active ingredient.

本発明のTAEは、例えば次式で示される方法で製造さ
れる。(式中×はハロゲン原子を示し、Mはアルカリ金
属を示す。
The TAE of the present invention is produced, for example, by the method shown by the following formula. (In the formula, x represents a halogen atom, and M represents an alkali metal.

)本発明によれば、TAEを単独で、あるいは適当な剤
型として経口的、例えばTAEを直接摂取させる方法、
餌に混合あるいは付着させて摂取させる方法、植物に浸
透させて摂取させる方法等により摂取させることにより
、強力な有害動物駆除効果が得られる。
) According to the present invention, a method of ingesting TAE alone or in a suitable dosage form orally, for example, directly ingesting TAE;
A powerful pest exterminating effect can be obtained by ingesting the compound by mixing or adhering it to bait, or by permeating it into plants.

本発明のTAEは、植物に対して浸透性を有するため、
植物の根、華または葉から吸収させるか、あるいは植物
表面に散布することにより、該当植物を寄王とする吸汁
性害虫の各世代に対して優れた駆除効果を示す。
Since the TAE of the present invention is permeable to plants,
By absorbing it through the roots, flowers, or leaves of the plant, or spraying it on the plant surface, it exhibits an excellent extermination effect on each generation of sap-sucking pests that feed on the plant.

また、TAEを直接または適当な剤型により水中に施用
することにより、水棲の有害動物の駆除に際しても効果
を発揮することが出来る。本発明の実施に際しては、T
AEをそのま)で使用するか、あるいは使用目的に応じ
て例えば溶液、水和剤、乳剤、懸濁剤、粉剤、塗布剤、
粒剤、エアゾール、燈煙剤、鷹蒸剤または各種混合館等
として用いられる。
Furthermore, by applying TAE directly or in a suitable formulation to water, it can be effective in exterminating harmful aquatic animals. In carrying out the present invention, T
AE can be used as is) or, depending on the purpose of use, can be used as a solution, wettable powder, emulsion, suspension, powder, coating agent, etc.
It is used as granules, aerosols, smoke agents, falconifiers, and various mixtures.

特に混合餌として使用する場合は、TAEを適当な担体
、噂好物または使用場面に適した各種基剤と混合して粉
末、粒状物、錠剤、ベレット、溶液、懸濁液、乳化物、
ペースト、飴状物等の適宜な形態として使用するのが便
利である。製剤化に当っては、固体、液体または気体の
いずれの挺体でもよく、また、これらの組合せでもよい
In particular, when used as a mixed bait, TAE can be mixed with a suitable carrier, substance, or various bases suitable for the use to form powders, granules, tablets, pellets, solutions, suspensions, emulsions, etc.
It is convenient to use it in an appropriate form such as a paste or candy. For formulation, it may be a solid, liquid or gaseous body, or a combination thereof.

ここで言う胆体としては、例えばタルク、クレー、カオ
リン、珪そう土、炭酸カルシウム、塩素酸カリウム、硝
石、太粉、ニトロセルローズ、澱粉、アラビアゴム末、
水、アルコール、ケロシン、ナフサ、キシロール、ベン
ゼン、アセトン、空気、窒素、炭酸ガス、フレオン、塩
化ビニール、プロパン、ブタン等が用いられる。また、
本薬剤に補助剤、例えば展着剤、乳化剤、分散剤、湿度
剤等を添加してもよい。
Examples of the bile mentioned here include talc, clay, kaolin, diatomaceous earth, calcium carbonate, potassium chlorate, saltpeter, thick powder, nitrocellulose, starch, gum arabic powder,
Water, alcohol, kerosene, naphtha, xylol, benzene, acetone, air, nitrogen, carbon dioxide, freon, vinyl chloride, propane, butane, etc. are used. Also,
Auxiliary agents such as spreading agents, emulsifiers, dispersants, humectants, etc. may be added to the drug.

また、使用目的に応じて、上記構成成分を他の殺虫剤、
譲引剤、殺菌剤、除草剤、植物栄養剤、肥料等と併用す
ることもできる。本発明の化合物は、農業上の有害動物
に対し、好ましい施用量は10アール当り50〜400
夕が適当であるが、有害動物の種類および生育状況によ
り、上記範囲内において薬量を調整しうろことは当然で
ある。
In addition, depending on the purpose of use, the above components may be combined with other insecticides,
It can also be used in combination with attractants, fungicides, herbicides, plant nutrients, fertilizers, etc. The compound of the present invention is preferably applied at an application rate of 50 to 400 per 10 ares against agriculturally harmful animals.
However, it is natural that the dosage may be adjusted within the above range depending on the type of harmful animal and its growth condition.

次に実施例を挙げて本発明を説明する。Next, the present invention will be explained with reference to Examples.

実施例 1 TAE I重量部ホワイト
カーボン 5 ″クレー
94 〃これらを均一になるまでよく
混合し、粉砕して粉剤として用いる。
Example 1 TAE I weight part white carbon 5″ clay
94 Mix these thoroughly until homogeneous, then crush and use as a powder.

実施例 2 TAE Iの重量部リグ
ニンスルホン酸ナトリウム 5 〃クレー
85 〃これらを均一になるまで
よく混合し、粉砕して水和剤として用いる。
Example 2 Part by weight of TAE I Sodium ligninsulfonate 5 Clay
85 Mix these thoroughly until homogeneous, crush and use as a wettable powder.

実施例 3 TAE 5重量部ペントナ
イト 65 〃けいそう士
30 〃これらを均一になるまでよく
混合し、練合し、常法により蓬0.1〜1肋の額粒とし
粒剤として用いる。
Example 3 TAE 5 parts by weight Pentonite 65
30 Mix these thoroughly until uniform, knead, and form into granules of 0.1 to 1 rib size using a conventional method to use as granules.

実施例 4 TAE 35重量部ポリオ
キシエチレンアルキルアリルエーテル5〃キシロール
20 〃シクロヘキサノン
40 〃これらを溶解して乳剤として用
いる。
Example 4 TAE 35 parts by weight Polyoxyethylene alkyl allyl ether 5 xylol
20 Cyclohexanone
40 These are dissolved and used as an emulsion.

次に実験例を挙げて本発明を説明する。Next, the present invention will be explained by giving experimental examples.

実験例 1 ゴキブリ類に対する効力試験 直径12物、高さlowのフタ付ポリ容器中に、TAE
を所定濃度とした混合餌と無添加粉末飼料と脱胡旨線に
浸した水を各々入れたガラス製シャ−しを置き、一容器
中に一種類のゴキブリ雌雄各10匹の合計20匹を入れ
、24時間後に効果を判定した。
Experimental example 1 Efficacy test against cockroaches TAE was placed in a plastic container with a lid of 12 diameter and low height.
A glass container was placed containing a mixed bait with a predetermined concentration, an additive-free powdered feed, and water soaked in decoction wire, and a total of 20 male and female cockroaches of one type were placed in each container. The effect was evaluated 24 hours later.

その実験結果を第1表に示す。なお、無添加粉末飼料の
併置により、本薬剤がゴキブリに対して忌避性のないこ
とを確認した。
The experimental results are shown in Table 1. Furthermore, it was confirmed that this drug does not repel cockroaches by co-locating it with additive-free powdered feed.

第1表:ゴキブリ類K対する効果(致死率%)※対照化
合物:ィソシァヌ−ル酸トリ(2中メチルアリル)ェス
テル(前記米国特許公報記載の化合物)実験例 2 イエバエ成虫に対する効力試験 縦10仇、横6肌、高さ10肌の金属製飼育容器(前面
、背面および底面はブリキ製、天井および両側面は13
メッシュの金アミ製)にTAEを所定濃度とした混合餌
と無添加粉末飼料と脱脂綿に浸した3%砂糖水を入れた
ガラス製シャーレを置き、各飼育容器中に羽化後4粉時
間のイエバエ成虫雌雄各10匹を入れ、2処時間後に効
果を判定した。
Table 1: Effect on cockroaches K (lethal rate %) *Control compound: isocyanuric acid tri(methylallyl) ester (compound described in the above-mentioned US patent publication) Experimental example 2 Efficacy test against adult house flies 10 vertically, A metal breeding container with a width of 6 skins and a height of 10 skins (the front, back and bottom are made of tin, and the ceiling and both sides are made of tin).
A glass petri dish containing a mixed feed containing TAE at a predetermined concentration, an additive-free powdered feed, and 3% sugar water soaked in absorbent cotton was placed in a mesh (made of gold aluminum), and houseflies were placed in each rearing container for 4 hours after emergence. 10 male and 10 male adult worms were placed, and the effects were evaluated after 2 treatment hours.

その実験結果を第2表に示す。なお、無添加粉末飼料の
併置により、本薬剤がイエバエに対して忌避性のないこ
とを確認した。
The experimental results are shown in Table 2. Furthermore, it was confirmed that this drug was not repellent to houseflies by placing it together with additive-free powdered feed.

第2表:イエバエに対する効果※対照化合物:ィソシァ
ヌール酸トリ (2‐メチルァリル)ェステル(前 記米国特許公報記載の化合物) 実施例 3 オカダンゴムシ、ワラジムシに対する効力試験直径9仇
、高さ6仇のガラス製腰高シャ−しに、実施例1と同様
にして所定濃度とした粉剤をジャガイモ切片に粉衣し各
シャーレ‘こ入れる。
Table 2: Effect on house flies *Control compound: Isocyanuric acid tri(2-methylallyl) ester (compound described in the above-mentioned US patent publication) Example 3 Efficacy test against vulgare and woodlice Made of glass 9 meters in diameter and 6 meters in height In the same manner as in Example 1, potato slices were coated with a powder agent of a predetermined concentration in a waist-height dish and placed in each dish.

次いで、雌雄混合10匹のオカダンゴムシ、ワラジムシ
の成虫を入れ2岬時間後に効果を判定した。その実験結
果を第3表に示す。第3表:ォヵダンゴムシ,ヮラジム
シK対する効果※対照化合物:ィソシァヌール酸トリ(
2‐メチルアリル)エスブル (前記米国特許公報記載の化合物) 実験例 4 ハスモンョトウガ幼虫、モンシロチョウ幼虫に対する効
力試験直径9肌、高さ6伽のガラス製腰高シヤーレ‘こ
粉末キャベツを成分とする人工飼料にTABを所定濃度
となるように均一に練り込んだ混合餌を入れる。
Next, 10 adult pill bugs and woodlice of both sexes were added, and the effectiveness was evaluated after 2 hours. The experimental results are shown in Table 3. Table 3: Effect on pill bugs and wood beetles K *Control compound: isocyanuric acid tri(
2-Methyallyl) S-Blu (compound described in the above-mentioned U.S. patent) Experimental Example 4 Efficacy test against the larvae of the Lotus butterfly moth and the cabbage butterfly larva A waist-high glass shear measuring 9 skins in diameter and 6 cm in height. Add the mixed bait that has been kneaded uniformly to the specified concentration.

次いで、各シヤ‐レ‘こ夫々10匹のハスモンョトウガ
幼虫およびモンシロチョウ幼虫を入れ24時間後にその
効果の判定を行なった。その結果を第4表に示す。第4
表:ハスモンョトヮガ幼虫およびモンシロチョウ幼虫K
対する効果※対照化合物:ィソシァヌール酸トリ (2‐メチルアリル)エスブル (前記米国特許公報記載の化合物) 実験例 5 ッマグ。
Next, 10 larvae of Lotus japonica and larvae of cabbage butterfly were added to each seedling, and their effectiveness was evaluated 24 hours later. The results are shown in Table 4. Fourth
Table: Lotus moth larva and cabbage butterfly larva K
*Control compound: Tri(2-methylallyl) isocyanurate (compound described in the above-mentioned US patent publication) Experimental Example 5 Mag.

ョコバイ、ヒメトピウンカに対する効力試験TAEを所
定濃度となるように製した水溶液50の‘をガラス製三
角フラスコに取り、約1ふれ‘こ発育したィネ稚苗を浸
す。
Efficacy test against dusthoppers and brown planthoppers. 50ml of an aqueous solution of TAE prepared to a predetermined concentration is placed in a glass Erlenmeyer flask, and young rice seedlings that have grown to about 1 touch are immersed.

次いで、2少時間後にィネ稚苗を浸した三角フラスコを
直径9倣、高さ2比九のガラス製円筒で覆い、上部に金
網の蓋をかぶせる。各円筒にッマグロョコバィ雄成虫1
0匹、ヒメトビウンカ成虫雌雄混合10匹をそれぞれ入
れ2少時間後にその効果を判定した。
Next, after 2 hours, the Erlenmeyer flask in which the rice seedlings were soaked was covered with a glass cylinder measuring 9 mm in diameter and 2:9 in height, and the top was covered with a wire mesh lid. 1 male adult beetle in each cylinder
0 and 10 adult brown-bottomed planthoppers, both male and female, were placed in each pot, and the effects were evaluated after 2 hours.

その結果を第5表に示す。第5表:ッマグロョコバィ,
ヒメトビゥンヵKする効力試験の結果※対照化合物:ィ
ソシァヌール酸トリ (2‐メチルアリル)エステル (前記米国特許公報記載の化合物) 実験例 6 チュウレンジ幼虫に対する効力試験 チュウレンジ幼虫の加害しているバラの枝を蓋つき容器
に入れ、TABを所定濃度となるように実施例2と同様
にして製した水和剤を散布し、24時間後にその効果を
判定した。
The results are shown in Table 5. Table 5: Maguro Yokobai,
Results of potency test against P. elegans *Control compound: Isocyanuric acid tri(2-methylallyl) ester (compound described in the above-mentioned US patent publication) Experimental example 6 Efficacy test against P. chinensis larvae It was placed in a container with a lid, and a hydrating powder prepared in the same manner as in Example 2 was sprayed so as to have a predetermined concentration of TAB, and its effectiveness was determined after 24 hours.

その結果を第6表に示す。第6表 ※き露芋案重峯手芸議事雲室岸雪蔓三 実験例 7 アリに対する効力試験 直径9仇、高さ6弧のガラス製腰高シャーレ中に、TA
Eを所定濃度とした砂糖と無添加砂糖と水を浸した脱脂
綿を各々入れた小型ガラス製シャーレを置き、一容器中
にアミメアリを20匹入れ、2岬時間後にその効果の判
定をした。
The results are shown in Table 6. Table 6 *Kirouimo Plan Shigemine Handicraft Conference Cloud Murokishi Yukitsurizo Experimental Example 7 Efficacy test against ants In a waist-high glass petri dish with a diameter of 9 lobes and a height of 6 arcs, TA was
A small glass petri dish was placed in which sugar containing E at a predetermined concentration, non-additive sugar, and absorbent cotton soaked in water were placed, and 20 red-faced ants were placed in each container, and the effectiveness was evaluated after 2 hours.

その結果を第一7表に示す。なお、無添加砂糖の併置に
より、本薬剤がアミメアリに対して忌母蓬性のないこと
を確認した。
The results are shown in Table 17. Furthermore, it was confirmed that this drug was not repellent to red-faced ants by adding non-added sugar.

第7表:ァリに対する効果※・照化日 :ィソシアヌー
ル酸トリ (2‐メチルアリル)エステル (前記米国特許公報記載の化合物)
Table 7: Effect on A. spp. *Illumination date: Isocyanuric acid tri(2-methylallyl) ester (compound described in the above US patent publication)

Claims (1)

【特許請求の範囲】[Claims] 1 イソシアヌール酸トリアリルエステルを有効成分と
して含有することを特徴とする有害動物駆除剤。
1. A pest control agent characterized by containing isocyanuric acid triallyl ester as an active ingredient.
JP11248176A 1976-09-21 1976-09-21 pest control agent Expired JPS602282B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP11248176A JPS602282B2 (en) 1976-09-21 1976-09-21 pest control agent

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP11248176A JPS602282B2 (en) 1976-09-21 1976-09-21 pest control agent

Publications (2)

Publication Number Publication Date
JPS5338624A JPS5338624A (en) 1978-04-08
JPS602282B2 true JPS602282B2 (en) 1985-01-21

Family

ID=14587710

Family Applications (1)

Application Number Title Priority Date Filing Date
JP11248176A Expired JPS602282B2 (en) 1976-09-21 1976-09-21 pest control agent

Country Status (1)

Country Link
JP (1) JPS602282B2 (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU3865297A (en) * 1996-08-21 1998-03-06 Nissan Chemical Industries Ltd. Inhibitor of deposition of underwater organisms
US6352706B1 (en) 1998-02-05 2002-03-05 W. Neudorff Gmbh Kg Naturally occurring enhancer of metal toxicants in molluscs

Also Published As

Publication number Publication date
JPS5338624A (en) 1978-04-08

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