JPH0544928B2 - - Google Patents

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Publication number
JPH0544928B2
JPH0544928B2 JP60146105A JP14610585A JPH0544928B2 JP H0544928 B2 JPH0544928 B2 JP H0544928B2 JP 60146105 A JP60146105 A JP 60146105A JP 14610585 A JP14610585 A JP 14610585A JP H0544928 B2 JPH0544928 B2 JP H0544928B2
Authority
JP
Japan
Prior art keywords
eggs
drug
effect
chinomethionate
examples
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 - Lifetime
Application number
JP60146105A
Other languages
Japanese (ja)
Other versions
JPS625914A (en
Inventor
Ichiro Tanaka
Takaaki Wakabayashi
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.)
Eisai Co Ltd
Original Assignee
Eisai 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 Eisai Co Ltd filed Critical Eisai Co Ltd
Priority to JP14610585A priority Critical patent/JPS625914A/en
Publication of JPS625914A publication Critical patent/JPS625914A/en
Publication of JPH0544928B2 publication Critical patent/JPH0544928B2/ja
Granted legal-status Critical Current

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  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Description

【発明の詳細な説明】[Detailed description of the invention]

〔産業上の利用分野〕 本発明は新規な動物の殺寄生虫卵剤に関するも
のである。更に詳しく述べれば、(A)o−ジクロロ
ベンゼンと、(B)キノメチオネートとを必須成分と
する動物の殺寄生虫卵剤に関する。 〔従来の技術及び問題点〕 本発明における殺寄生虫卵剤とは、例えば、
馬、牛、豚、鶏、山羊、緬羊などの家畜、家禽に
加えて、鳥、犬、猫などの各種愛玩動物に寄生す
る回虫、浄虫、吸虫、胃虫、肺虫、肝蛭などの寄
生虫卵を殺す薬剤である。これらの動物を飼育す
る場合に、しばしばそれぞれの発育段階に各種の
寄生虫が感染し、これらによつて下痢、出血や貧
血などが起き、栄養障害による発育不良や死亡を
もたらすもので、畜産家や愛玩動物飼育家にとつ
ては大きな問題となつている。 現在これらの寄生虫卵を殺す薬剤としては、オ
ルソジクロロベンゼンが使用されているが、その
殺寄生虫卵効果は弱く、有効な薬剤が求められて
いる。 〔問題点を解決するための手段〕 そこで本発明者等は、従来のオルソ剤より効果
のある殺寄生虫卵剤について長年にわたつて研究
を重ねてきたが、意外にも、o−ジクロロベンゼ
ンとキノメチオネートとを必須成分とすれば効果
があることを見出し、本発明を完成した。 従つて、本発明は、新規な殺寄生虫卵剤を提供
するにある。 本発明にかかるキノメチオネートとは、次の構
造式()を有するS,S−6−メチルキノキサ
リン−2,3−ジル・ジチオカーボネートであ
る。 本発明を実施する際は、通常、動物の畜鶏舎な
どに散布する。これにより畜鶏舎内の動物の排泄
物などに含まれる回虫、條虫、吸虫、胃虫、肺
虫、肝蛭など各種寄生虫卵を殺すことができる。 本発明を実施する際は、種々の剤型、例えば粉
剤、粒剤、水和剤、乳剤、油剤、燻煙剤などいず
れの剤型をもとりうるが、この中で乳剤が最も良
好な効果を発揮するので、乳剤が最も好ましい剤
型である。 o−ジクロロベンゼンと、キノメチオネートの
混合比率は特に制限はないが、通常o−ジクロロ
ベンゼン約40〜95%(重量)に対し、キノメチオ
ネート約0.1〜15%(重量)の割合が好ましい結
果を与える。 そして、これを乳剤とせしめる場合は、これに
水中で安定な乳化をうるに最適な界面活性剤を加
え、必要により更に助溶剤、浸透助剤、安定剤、
紫外線吸収剤、固着剤などを配合することができ
る。またフエノール、クレゾール、キシレノール
などの置換フエノール化合物もキノメチオネート
の主溶剤として併用することもできる。 界面活性剤としては、乳化安定性がよく、殺寄
生虫卵効果を減退せず、かつ粘着性の高いものが
選択される。例を挙げれば、陰イオン性のものと
して、カルボン酸塩、スルホン酸塩、硫酸エステ
ル塩、リン酸エステル塩など、陽イオン性のもの
として、第4級アンモニウム塩、ピリミジウム
塩、イミダゾリウム塩などを、また両性イオン型
のものとして、アミノカルボン酸塩、イミダゾリ
ウムベタイン型、カルボキシベタイン型のものな
どを挙げることができる。しかしながら、上述の
イオン性型界面活性剤のみでは、場合により水中
での乳化安定性に欠ける場合がある。具体的にい
えば動物の糞中や土壌のアルカリ金属イオンなど
の金属性イオン或いは混在する有機物により、乳
化が破壊され、所期の効果が発揮されないばかり
か、o−ジクロロベンゼンやキノメチオネートな
どが、散布対象物中で局部的合一濃縮を起こす。
特に散布対象物が鶏糞などの動物の糞の場合、こ
れを肥料として農作物に散布する場合、農作物へ
の2次的薬害も懸念される。これを避けるために
上記のイオン性界面活性剤に、更に非イオン界面
活性剤の中から最適なものを選択して併用するこ
とによりかかる事象が起こらないようにすること
ができる。非イオン界面活性剤の一例を挙げれ
ば、ポリオキシエチレンアルキルエーテル、ポリ
オキシエチレンアルキルアリールエーテル及びこ
れらのホルマリン縮合物、ポリオキシエチレング
リセリン脂肪酸エステルなどのエーテルエステル
型非イオン界面活性剤、ポリオキシエチレン脂肪
酸エステル型非イオン界面活性剤、ポリオキシエ
チレン脂肪酸アミドなどの含窒素型非イオン界面
活性剤などが挙げられる。 助溶剤としては、例えばシクロヘキサノン、イ
ソフオロン等のケトン類、エチレングリコールモ
ノフエニルエーテルなどのエーテル類、スルホラ
ンエチレンカーボネート、テトラヒドロフラン、
ヘキサメチル燐酸トリアミド、ジメチルスルホキ
サイド、ジメチルホルムアミド、N−メチルピロ
リドンなどが挙げられる。 浸透助剤としては、例えばアルキルスルホサク
シネートなどが、安定剤としては、アルキルアシ
ドホスフエート、多価フエノールなどの酸性物
質、エピクロルヒドリン、ブチルグリシジルエー
テルなどのエポキシ化合物、アルカノールアミ
ン、アルキルアミン、アルキルアニリンなどのア
ルカリ化合物が挙げられる。 また固着剤としては、例えば各種油溶性樹脂、
高級脂肪酸、高分子量の炭化水素ななどが、紫外
線防止剤としては、例えばベンゾフエノン系、エ
チレングリコールサリチレートなどのサリチル酸
系、シアノアクリル系化合物などを挙げることが
できる。 〔実施例〕 次に本発明の効果を更に詳しく説明するため実
験例を示すが、本発明はこれらの実験例に限定さ
れないことはいうまでもない。尚、実験例におけ
る百分率(%)は、いずれも重量基準である。 実験例 1 1) 供試薬剤 次に示す組成の乳剤からなる薬剤を調製した。 o−ジクロロベンゼン 88.5% キノメチオネート 1.5% 乳化剤 10.0% 実験には本薬剤を50倍(薬剤濃度2%、以下同
様)、100倍(1%)、200倍(0.5%)及び400倍
(0.25%)に希釈して使用した。 2) 供試虫卵 豚回虫卵は屠場より得た豚回虫雌成虫の子宮よ
り直接採集した。 また、肝蛭卵は屠場より得た肝蛭感染牛の胆嚢
より採集した。 3) 供試薬剤感作及び効果判定 供試した2種類の虫卵の懸濁液に、所定の濃度
となる様に本薬剤の原液を加え、よく撹拌混和し
て28℃、24時間感作した。対照群は水道水のみに
感作させた。 各実験群ともに、24時間感作後、虫卵を遠心洗
滌を行つて薬剤を除去した。薬剤除去後、豚回虫
卵については、アンチホルミンにより脱蛋白膜操
作を施し、その後ホルマリン加寒天培地で虫卵の
培養を行つた。肝蛭卵は水道水中で培養を行つ
た。 培養期間は回虫卵では15〜16日(表1及び表2
の実験番号1,2)乃至27日(表1及び表2の実
験番号3)であり、肝蛭卵については14日間であ
つた。 所定の日数培養後、各々の虫卵100個を鏡検し、
虫卵の発育の有無を観察し、その発育率及び仔虫
形成率を求め、効果の判定を行つた。 尚、この実験は3回繰り返して行つた。 4) 成績及び考察 (イ) 豚回虫卵に対する効果 豚回虫卵に対する本薬剤の直接作用の効果と
して発育率を表1に、仔虫形成率を表2に示し
た。また、表3は表1の実験番号1における虫
卵の発育期別の成績である。 50倍希釈液は22.9%の発育率を示している
が、その発育段階は表3に示すように殆ど分裂
初期にあり、僅かに桑実期のものがみられたの
であつた。また、仔虫形成率は0%であり、こ
の希釈液は回虫卵をほぼ完全に殺滅することが
示された。 100倍希釈液の発育率は28.9%と、50倍希釈
液より若干増加する傾向にあつた。また、この
濃度になると、仔虫の形成が認められるように
なり、その仔虫形成率は5.7%であつた。 200倍希釈率の発育率は殆ど100倍希釈液と同
じであつたが、仔虫形成率は増加した。400倍
希釈液では発育率、仔虫形成率ともに増加し
た。 本薬剤の豚回虫卵に対する効果は本薬剤の希
釈倍数の増加とともに発育率及び仔虫形成率が
増加しており、本薬剤の効果は用量依存的であ
つた。 本薬剤を殺回虫卵の目的で使用する場合は、
50倍希釈液が最も望ましいが、200倍希釈液で
も仔虫形成率は9.2%と低く、殺回虫卵効果は
期待できると考えられる。 (ロ) 肝蛭卵に対する効果 肝蛭卵に対する本薬剤の殺卵効果としてミラ
シジウム形成率を表4に示した。 表4からわかるように、本薬剤の50倍から
400倍までの何れの希釈液においても、ミラシ
ジウム形成阻止効果が認められ、本薬剤は肝蛭
卵を殺滅することができる消毒剤であることが
明らかとなつた。
[Industrial Application Field] The present invention relates to a novel animal parasiticide egg preparation. More specifically, the present invention relates to an animal parasiticide egg preparation containing (A) o-dichlorobenzene and (B) chinomethionate as essential components. [Prior art and problems] The parasitic egg preparation in the present invention includes, for example,
In addition to livestock such as horses, cows, pigs, chickens, goats, and sheep, poultry, as well as various pet animals such as birds, dogs, and cats, roundworms, worms, flukes, stomach worms, lungworms, liver flukes, etc. A drug that kills parasite eggs. When raising these animals, they are often infected with various parasites at each stage of their development, which can cause diarrhea, bleeding, anemia, etc., resulting in poor growth and death due to malnutrition. This is a big problem for pet owners and pet owners. Currently, orthodichlorobenzene is used as a drug to kill these parasitic eggs, but its parasitic egg-killing effect is weak, and an effective drug is needed. [Means for solving the problem] Therefore, the present inventors have been conducting research for many years on parasitic egg preparations that are more effective than conventional ortho preparations, but surprisingly, o-dichlorobenzene The present invention was completed based on the discovery that it is effective to use the essential components of methane and chinomethionate. Therefore, the present invention provides a novel parasiticide egg preparation. The chinomethionate according to the present invention is S,S-6-methylquinoxaline-2,3-dyl dithiocarbonate having the following structural formula (). When carrying out the present invention, it is usually sprayed on animals, such as poultry houses. This makes it possible to kill eggs of various parasites such as roundworms, tubeworms, flukes, stomach worms, lungworms, liver flukes, etc. contained in the excrement of animals in the poultry house. When carrying out the present invention, various dosage forms may be used, such as powders, granules, wettable powders, emulsions, oils, and smoking agents. Of these, emulsions provide the best effect. Emulsions are the most preferred dosage form because of their high performance. Although there is no particular restriction on the mixing ratio of o-dichlorobenzene and chinomethionate, a ratio of about 0.1 to 15% (by weight) of chinomethionate to about 40 to 95% (by weight) of o-dichlorobenzene usually gives preferable results. When this is made into an emulsion, a surfactant suitable for achieving stable emulsification in water is added, and if necessary, a co-solvent, a penetration aid, a stabilizer, etc.
Ultraviolet absorbers, fixing agents, etc. can be added. Substituted phenol compounds such as phenol, cresol, and xylenol can also be used in combination as the main solvent for chinomethionate. As the surfactant, one is selected that has good emulsion stability, does not reduce the parasitic egg effect, and has high adhesiveness. Examples include anionic salts such as carboxylates, sulfonates, sulfate ester salts, phosphate ester salts, and cationic salts such as quaternary ammonium salts, pyrimidium salts, imidazolium salts, etc. Examples of amphoteric ion type include aminocarboxylate, imidazolium betaine type, and carboxybetaine type. However, using only the above-mentioned ionic surfactant may sometimes lack emulsion stability in water. Specifically, metal ions such as alkali metal ions in animal feces and soil, or mixed organic substances destroy the emulsification and not only prevent the desired effect, but also o-dichlorobenzene, chinomethionate, etc. Causes local coalescence and concentration in the material to be sprayed.
In particular, when the object to be sprayed is animal excrement such as chicken manure, and when this is applied to crops as fertilizer, there is also concern about secondary chemical damage to the crops. In order to avoid this, such a phenomenon can be prevented by selecting an optimal nonionic surfactant and using it in combination with the above-mentioned ionic surfactant. Examples of nonionic surfactants include polyoxyethylene alkyl ether, polyoxyethylene alkylaryl ether, formalin condensates thereof, ether ester type nonionic surfactants such as polyoxyethylene glycerin fatty acid ester, and polyoxyethylene. Examples include nitrogen-containing nonionic surfactants such as fatty acid ester type nonionic surfactants and polyoxyethylene fatty acid amide. Examples of co-solvents include ketones such as cyclohexanone and isophorone, ethers such as ethylene glycol monophenyl ether, sulfolane ethylene carbonate, tetrahydrofuran,
Examples include hexamethylphosphoric triamide, dimethylsulfoxide, dimethylformamide, and N-methylpyrrolidone. Examples of penetration aids include alkyl sulfosuccinates, and stabilizers include acidic substances such as alkyl acid phosphates and polyhydric phenols, epoxy compounds such as epichlorohydrin and butyl glycidyl ether, alkanolamines, alkyl amines, and alkyl anilines. Examples include alkali compounds such as. In addition, as a fixing agent, for example, various oil-soluble resins,
Higher fatty acids, high molecular weight hydrocarbons, etc., and examples of the ultraviolet inhibitor include benzophenone, salicylic acid such as ethylene glycol salicylate, and cyanoacrylic compounds. [Example] Next, experimental examples will be shown to explain the effects of the present invention in more detail, but it goes without saying that the present invention is not limited to these experimental examples. Note that all percentages (%) in the experimental examples are based on weight. Experimental Example 1 1) Test drug A drug consisting of an emulsion having the composition shown below was prepared. o-Dichlorobenzene 88.5% Chinomethionate 1.5% Emulsifier 10.0% For experiments, this drug was used at 50x (drug concentration 2%, the same applies hereafter), 100x (1%), 200x (0.5%), and 400x (0.25%). It was diluted and used. 2) Test insect eggs Pork roundworm eggs were collected directly from the uterus of female adult pig roundworms obtained from a slaughterhouse. In addition, hepatic fluke eggs were collected from the gallbladder of a hepatic fluke-infected cow obtained from a slaughterhouse. 3) Test drug sensitization and efficacy evaluation Add the stock solution of this drug to a predetermined concentration to a suspension of the two types of insect eggs tested, stir well, and sensitize at 28℃ for 24 hours. did. The control group was sensitized to tap water only. After 24 hours of sensitization in each experimental group, the insect eggs were centrifugally washed to remove the drug. After the drug was removed, the pig Ascaris eggs were deproteinized using antiformin, and then the eggs were cultured on a formalin-added agar medium. Hepatica fluke eggs were cultured in tap water. The incubation period is 15 to 16 days for roundworm eggs (Tables 1 and 2
Experiment No. 1, 2) to 27 days (Experiment No. 3 in Tables 1 and 2), and 14 days for liver fluke eggs. After culturing for a specified number of days, 100 eggs of each insect were examined under a microscope.
The presence or absence of growth of insect eggs was observed, and the growth rate and larva formation rate were determined to determine the effectiveness. This experiment was repeated three times. 4) Results and discussion (a) Effect on porcine roundworm eggs Table 1 shows the growth rate and Table 2 shows the larval formation rate as the effect of the direct action of this drug on porcine roundworm eggs. Furthermore, Table 3 shows the results of the egg development stage in Experiment No. 1 of Table 1. The 50-fold diluted solution showed a growth rate of 22.9%, but as shown in Table 3, the growth stage was mostly in the early stage of division, with only a few in the mulberry stage. Furthermore, the larva formation rate was 0%, indicating that this diluted solution almost completely killed roundworm eggs. The growth rate of the 100-fold diluted solution was 28.9%, which tended to be slightly higher than that of the 50-fold diluted solution. Furthermore, at this concentration, larval formation was observed, and the larval formation rate was 5.7%. The growth rate of the 200-fold dilution was almost the same as that of the 100-fold dilution, but the larval formation rate increased. Both the growth rate and the larval formation rate increased with the 400-fold dilution. The effect of this drug on pork roundworm eggs was such that the growth rate and larva formation rate increased with increasing dilution of the drug, and the effect of this drug was dose-dependent. When using this drug for the purpose of killing roundworm eggs,
A 50-fold diluted solution is most desirable, but even with a 200-fold diluted solution, the larva formation rate is as low as 9.2%, and it is considered that the roundworm egg-killing effect can be expected. (b) Effect on liver fluke eggs Table 4 shows the miracidium formation rate as the ovicidal effect of this drug on liver fluke eggs. As can be seen from Table 4, 50 times more than this drug
The inhibitory effect on miracidium formation was observed in all dilutions up to 400 times, demonstrating that this drug is a disinfectant capable of killing Hepatica fluke eggs.

【表】【table】

【表】 た。
[Table]

【表】【table】

【表】【table】

【表】【table】

Claims (1)

【特許請求の範囲】[Claims] 1 (A)o−ジクロロベンゼンと、(B)キノメチオネ
ートとを必須成分とする動物の殺寄生虫卵剤。
1. An animal parasiticide egg preparation containing (A) o-dichlorobenzene and (B) chinomethionate as essential components.
JP14610585A 1985-07-03 1985-07-03 Animal parasitic ovicidal agent Granted JPS625914A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP14610585A JPS625914A (en) 1985-07-03 1985-07-03 Animal parasitic ovicidal agent

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP14610585A JPS625914A (en) 1985-07-03 1985-07-03 Animal parasitic ovicidal agent

Publications (2)

Publication Number Publication Date
JPS625914A JPS625914A (en) 1987-01-12
JPH0544928B2 true JPH0544928B2 (en) 1993-07-07

Family

ID=15400260

Family Applications (1)

Application Number Title Priority Date Filing Date
JP14610585A Granted JPS625914A (en) 1985-07-03 1985-07-03 Animal parasitic ovicidal agent

Country Status (1)

Country Link
JP (1) JPS625914A (en)

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS58128321A (en) * 1982-01-28 1983-07-30 Eisai Co Ltd Preventive of animal coccidiodis

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS58128321A (en) * 1982-01-28 1983-07-30 Eisai Co Ltd Preventive of animal coccidiodis

Also Published As

Publication number Publication date
JPS625914A (en) 1987-01-12

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