JPH0239481B2 - - Google Patents

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Publication number
JPH0239481B2
JPH0239481B2 JP57175304A JP17530482A JPH0239481B2 JP H0239481 B2 JPH0239481 B2 JP H0239481B2 JP 57175304 A JP57175304 A JP 57175304A JP 17530482 A JP17530482 A JP 17530482A JP H0239481 B2 JPH0239481 B2 JP H0239481B2
Authority
JP
Japan
Prior art keywords
compound
tetrolide
macro
antibiotic
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 - Lifetime
Application number
JP57175304A
Other languages
Japanese (ja)
Other versions
JPS5965005A (en
Inventor
Masahiro Yoshimoto
Takao Sagawa
Seiji Hirano
Yoshitaka Iwane
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 JP57175304A priority Critical patent/JPS5965005A/en
Publication of JPS5965005A publication Critical patent/JPS5965005A/en
Publication of JPH0239481B2 publication Critical patent/JPH0239481B2/ja
Granted legal-status Critical Current

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Description

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

本発明は、下記の化学構造 (式中R1,R2,R3およびR4は低級アルキル基
を示す。)によつて示されるマクロ−テトロライ
ド(Macro tetrolide)系抗生物質の1種または
2種以上と有機錫化合物の1種または2種以上と
を有効成分として含有する農園芸用殺ダニ剤に関
する。 上式で表わされる抗生物質は、例えばヘルベチ
カ ヒミカ アクタ(Helvetica Chimica
Acta)38巻、1445〜1448頁、1955、同誌45巻、
129〜138頁、1962および同誌45巻、620〜630頁、
1962年に記載され、また、本発明者らにより別に
ストレプトマイセス・オウレウス(FERM−P
No.233)から製造され公知である。この抗生物質
は、製造方法あるいは精製処理の相違によつて、
その理化学的性質がやや異なる種々の立体異性体
と考えられる同一式の物質が認められる場合もあ
るが、殺ダニ活性に有意性は認められず、いずれ
も本発明において区別されることなく用いること
ができる。 従来、殺虫剤と殺菌剤のごとく、使用目的の異
なる農薬を配合して使用する例は多く、これは単
に薬剤の散布回数を少なくするだけのことで、も
つぱ省力化の面で行なわれているものである。ま
た、殺虫剤同志を配合して対象害虫の種類や生
理、生態に合せて個々の薬剤の欠点を共に補うよ
うな配合剤が主体である。例えば、速効性の薬剤
と残効性の薬剤との組合せ、殺虫剤と殺卵剤の組
合せにより殺虫スペクトルを広げるなどの点で、
単に適用害虫、適用場面の拡大を計ることが配合
剤の主目的とされている。 本発明者らは、配合剤の目的を上記以外に使用
薬量の低減化に求めた。すなわち、配合により使
用薬量が低減すればいろいろな利点が生じる。例
えば(1)経済的である、(2)毒性の面から薬剤散布者
の安全性が高まり、残留毒性の面からも好まし
い、(3)薬害の面で使用できない作物にも使用可能
能となる、(4)環境保全の上からも有意義である等
の点があげられる。 本発明者らは、上記マクロ−テトロライド系抗
生物質に有機錫化合物を配合したところ、意外に
もマクロ−テトロライド系抗生物質を単独で用い
た場合に比して、より速効性でかつ残効も長く、
ハダニの種類による薬力差も解消し、さらにそれ
ぞれの薬剤が有している殺ダニ力を著しく高める
ことを見出し、本発明を完成した。 以下、本発明を詳細に説明する。 本発明において使用しうる有機錫化合物として
は、第1表に示すが、これらの例示化合物のみに
限定されるものではない。なお、化合物番号は以
下の実施例および実験例においても参照される。
The present invention has the following chemical structure: (In the formula, R 1 , R 2 , R 3 and R 4 represent lower alkyl groups.) One or more macro tetrolide antibiotics and one organotin compound. The present invention relates to an agricultural and horticultural acaricide containing a species or two or more species as an active ingredient. The antibiotic represented by the above formula is, for example, Helvetica Chimica acta (Helvetica Chimica Acta).
Acta) Volume 38, pp. 1445-1448, 1955, Volume 45 of the same magazine,
pp. 129-138, 1962 and same magazine volume 45, pp. 620-630,
Streptomyces aureus (FERM-P
No. 233) and is publicly known. Due to differences in the manufacturing method or purification process, this antibiotic
In some cases, substances with the same formula that are considered to be various stereoisomers with slightly different physicochemical properties are observed, but no significant acaricidal activity is observed, and both can be used without distinction in the present invention. Can be done. In the past, there were many cases where pesticides were used in combination for different purposes, such as insecticides and fungicides.This was done simply to reduce the number of times the pesticides were sprayed, and was done primarily to save labor. It is something that exists. In addition, the main types of pesticides are compounded pesticides that compensate for the shortcomings of the individual pesticides in accordance with the type, physiology, and ecology of the target pest. For example, the insecticidal spectrum can be expanded by combining fast-acting drugs and residual-acting drugs, or by combining insecticides and ovicides.
The main purpose of compounding agents is simply to expand the range of insect pests and situations in which they can be applied. In addition to the above, the present inventors also sought to reduce the amount of drugs used for the combination drug. In other words, if the amount of drug used is reduced through compounding, various advantages will result. For example, (1) it is economical, (2) it increases the safety of chemical sprayers from the standpoint of toxicity and is favorable from the standpoint of residual toxicity, and (3) it can be used on crops that cannot be used due to chemical damage. (4) It is also meaningful from the standpoint of environmental conservation. When the present inventors blended an organotin compound into the above-mentioned macro-tetrolide antibiotic, they surprisingly found that the macro-tetrolide antibiotic was more rapidly effective and had less residual effects than when the macro-tetrolide antibiotic was used alone. long,
The present invention was completed based on the discovery that the difference in medicinal potency depending on the type of spider mites was resolved, and that the acaricidal potency of each drug was significantly increased. The present invention will be explained in detail below. Organotin compounds that can be used in the present invention are shown in Table 1, but are not limited to these exemplified compounds. Note that the compound numbers are also referred to in the following Examples and Experimental Examples.

【表】 これら錫化合物はマクロ−テトロライド系抗生
物質に対し重量割合で1/4〜4等量添加すれば低
薬量で十分な防除効果をあげることができる。 また、マクロ−テトロライド系抗生物質は単用
の場合は10アール当り、150〜200gを使用しなけ
ればならないが、本発明によれば添加する有機錫
化合物の種類、害虫の種類などにより異なるが、
一般に10アール当り5〜80g、好ましくは30〜40
gの薬量で十分効果を発揮する。 本発明の殺ダニ剤は、マクロ−テトロライド系
抗生物質にあらかじめ所定の有機錫化合物を目的
に応じた混合比で配合し、必要に応じて水和剤、
乳剤、粉剤、懸濁剤などの剤型で組成物とする。
製剤化に当つては、担体としては、農園芸用の薬
剤に使用されるものなら固体または液体のいずれ
でも使用することができ、特定のものに限定され
るものではない。例えば、液体担体としては、
水、シクロヘキサン、シクロヘキサノン、キシロ
ール、エチルアルコール、ベンゼン、メチルアル
コール、メチルエチルケトン、モノクロルベンゼ
ン、ジクロルメタンなどの溶剤があげられ、固体
担体としては、ケイソウ土、ベントナイト、タル
ク、カオリン、クレー、カープレツクス(塩野義
製薬KK製)、シリカなどがあげられる。また、
農園芸用薬剤に使用される補助剤、例えば乳化
剤、湿潤剤、分散剤、展着剤などを使用すること
ができる。展着剤、乳化剤、分散剤、湿展剤等と
して非イオン系(ポリオキシエチレンアルキルフ
エニールエーテル、エチレンオキシドプロピレン
オキシド共重合体、リグニンスルホン酸塩、ソル
ビタンエステル類等)、アニオン系(石けん類、
硫酸化油類、アルキル硫酸エステル塩類、石油ス
ルホネート類、ジオクチルスルホサクシネート塩
類、アルキルアリールスルホン酸塩類等)、カチ
オン系(脂肪族アミン塩類、第四級アンモニウム
塩類、アルキルピリジニウム塩類等)および両性
系(アルキルアミノエチルグリシン、アルキルジ
メチルベタイン、ポリグリコール硫酸エステル、
アルキルアミンスルホン酸等)の界面活性剤など
があげられる。 また、製剤化に当り、混合割合は一般式〔〕
で表わされる化合物A〜E1〜10%:化合物1〜
7 1〜9.5%:界面活性剤5〜17%:担体50〜
95%であり、好ましくは一般式〔〕で表わされ
る化合物A〜E2〜8%:化合物1〜7 2〜8
%:界面活性剤8〜12%:担体70〜85%が最適で
ある。 次に本発明の殺ダニ組成物の実施例をあげる
が、本発明は以下に記載する実施例のみに限定さ
れるものではない。なお、実施例中で化合物(A)〜
(E)は前記一般式〔〕のR1〜R4のうちで次に示
すものを言う。 化合物(A) R1=R2=R3=R4=CH3 化合物(B) R1=C2H5,R2=R3=R4=CH3 化合物(C) R1=R3=C2H5,R2=R4=CH3 化合物(D) R1=R2=R3=C2H5,R4=CH3 化合物(E) R1=R2=R3=R4=C2H5 実施例 1 化合物(A) 4% 化合物1 6% ニユーカルゲンMB 10% メチルセルゾルブ 10% モノクロルベンゼン 70% (ニユーカルゲンMB:竹本油脂工業製乳化
剤) 実施例 2 化合物(B) 5% 化合物2 5% ニユーカルゲンMB 10% フエニルセロソルブ 10% キシレン 70% 実施例 3 化合物(C) 4% 化合物3 6% ニユーカルゲンMB 10% リノール酸 5% キシレン 75% 実施例 4 化合物(D) 3% 化合物4 7% ニユーカルゲンMB 10% ベンジルアルコール 10% モノクロルベンゼン 70% 実施例 5 化合物(E) 7.5% 化合物5 2.5% ニユーカルゲゲンMB 10% ブチルアルコール 10% キシレン 70% 実施例 6 *マクロ−テトロライド系抗生物質複合体
2.5% 化合物6 7.5% ニユーカルゲンMB 10% オクタンジオール 10% キシレン 70% *マクロ−テトロライド系抗生物質複合体組成
比 化合物C:化合物D:化合物E=1:
4:5 実験例 1 ニセナミハダニに対する殺ダニ試験 鉢植したインゲンの薬にニセナミハダニ雌成虫
50匹を接種し、1昼夜放置後、実施例に示す乳剤
の所定濃度希釈液を十分散布した。薬剤散布後25
℃の恒温室に48時間放置し、ニセナミハダニの生
死を検鏡調査して殺ダニ率を求めた。その結果を
第2表に示す。
[Table] If these tin compounds are added in an amount of 1/4 to 4 equivalents by weight to the macro-tetrolide antibiotic, a sufficient control effect can be achieved with a low dose. In addition, when using macro-tetrolide antibiotics alone, it is necessary to use 150 to 200 g per 10 ares; however, according to the present invention, this varies depending on the type of organic tin compound added, the type of pest, etc.
Generally 5 to 80 g per 10 are, preferably 30 to 40
It is sufficiently effective at a dosage of 1.5 g. The acaricide of the present invention is prepared by pre-blending a macro-tetrolide antibiotic with a predetermined organic tin compound at a mixing ratio depending on the purpose, and optionally adding a hydrating agent or
The composition is prepared in the form of an emulsion, powder, suspension, etc.
In formulating the formulation, any solid or liquid carrier used in agricultural and horticultural drugs can be used, and the carrier is not limited to a specific one. For example, as a liquid carrier,
Solvents include water, cyclohexane, cyclohexanone, xylol, ethyl alcohol, benzene, methyl alcohol, methyl ethyl ketone, monochlorobenzene, dichloromethane, etc. Solid carriers include diatomaceous earth, bentonite, talc, kaolin, clay, and carplex (Shionogi & Co., Ltd.). KK), silica, etc. Also,
Auxiliary agents used in agricultural and horticultural chemicals, such as emulsifiers, wetting agents, dispersing agents, and spreading agents, can be used. Nonionic (polyoxyethylene alkyl phenyl ether, ethylene oxide propylene oxide copolymer, lignin sulfonate, sorbitan esters, etc.) and anionic (soaps, etc.) spreading agents, emulsifiers, dispersants, wetting agents, etc.
Sulfated oils, alkyl sulfate ester salts, petroleum sulfonates, dioctyl sulfosuccinate salts, alkylaryl sulfonates, etc.), cationic types (aliphatic amine salts, quaternary ammonium salts, alkylpyridinium salts, etc.), and amphoteric types (Alkylaminoethylglycine, alkyldimethylbetaine, polyglycol sulfate,
Examples include surfactants such as alkylamine sulfonic acids (alkylamine sulfonic acids, etc.). In addition, when formulating the formulation, the mixing ratio is determined by the general formula []
Compounds A~E1~10% represented by: Compounds 1~
7 1-9.5%: Surfactant 5-17%: Carrier 50-
95%, preferably compounds A to E2 to 8% represented by the general formula []: Compounds 1 to 7 2 to 8
%: 8-12% surfactant: 70-85% carrier is optimal. Next, examples of the acaricidal composition of the present invention will be given, but the present invention is not limited to the examples described below. In addition, in the examples, compounds (A) ~
(E) refers to the following among R 1 to R 4 in the general formula []. Compound (A) R 1 = R 2 = R 3 = R 4 = CH 3 compound (B) R 1 = C 2 H 5 , R 2 = R 3 = R 4 = CH 3 compound (C) R 1 = R 3 = C 2 H 5 , R 2 = R 4 = CH 3 compound (D) R 1 = R 2 = R 3 = C 2 H 5 , R 4 = CH 3 compound (E) R 1 = R 2 = R 3 = R 4 = C 2 H 5 Example 1 Compound (A) 4% Compound 1 6% Nucalgen MB 10% Methyl Celsolve 10% Monochlorobenzene 70% (Nucalgen MB: Emulsifier manufactured by Takemoto Yushi Industries) Example 2 Compound ( B) 5% Compound 2 5% Nucalgen MB 10% Phenyl Cellosolve 10% Xylene 70% Example 3 Compound (C) 4% Compound 3 6% Nucalgen MB 10% Linoleic acid 5% Xylene 75% Example 4 Compound (D) 3% Compound 4 7% Nucalgegen MB 10% Benzyl alcohol 10% Monochlorobenzene 70% Example 5 Compound (E) 7.5% Compound 5 2.5% Nucalgegen MB 10% Butyl alcohol 10% Xylene 70% Example 6 * Macro-tetrolide antibiotic complex
2.5% Compound 6 7.5% Nucalgen MB 10% Octanediol 10% Xylene 70% *Macro-tetrolide antibiotic complex composition ratio Compound C: Compound D: Compound E = 1:
4:5 Experimental example 1 Acaricidal test against false red spider mites Adult female false red spider mites on potted green beans
Fifty animals were inoculated, and after being left for one day and night, a diluted solution of the emulsion shown in the example at a predetermined concentration was sufficiently sprayed. 25 days after chemical spraying
The samples were left in a temperature-controlled room at ℃ for 48 hours, and the mite killing rate was determined by microscopic examination to determine if the false spider mites were alive or dead. The results are shown in Table 2.

【表】【table】

【表】【table】

【表】 実験例 2 ナミハダニに対する殺ダニ有効度試験 鉢植したインゲンの葉にナミハダニ雌成虫50匹
を接種し、1昼夜放置後、実施例に示す乳剤の所
定濃度希釈液を十分散布した。薬剤散布後25℃の
恒温室に24時間放置後全成虫を除去し、さらに温
室内いて2週間放置後成虫完成数を計数し、殺ダ
ニ有効度を求めた。また、殺ダニ有効度は次式に
より求めた。 殺ダニ有効度= (1−処理区の成虫完成数/無処理区の成虫完成数
)×100 その結果を第3表に示す。
[Table] Experimental Example 2 Acaricidal efficacy test against two-spotted spider mites Fifty female adult two-spotted spider mites were inoculated onto the leaves of potted green beans, and after being left for one day and night, a diluted solution of the emulsion shown in Example at a predetermined concentration was sufficiently sprayed. After spraying the chemicals, the plants were left in a constant temperature room at 25°C for 24 hours to remove all adults, and after being left in a greenhouse for 2 weeks, the number of completed adults was counted to determine the miticide effectiveness. In addition, the acaricidal effectiveness was determined using the following formula. Acaricidal efficacy = (1 - number of completed adults in treated area/number of completed adults in non-treated area) x 100 The results are shown in Table 3.

【表】【table】

【表】【table】

【表】【table】

Claims (1)

【特許請求の範囲】 1 一般式 (式中R1,R2,R3およびR4は低級アルキル基
を示す。)で表わされるマクロ−テトロライド系
抗生物質の1種または2種以上と有機錫化合物の
1種または2種以上を有効成分として含有するこ
とを特徴とする農園芸用殺ダニ組成物。
[Claims] 1. General formula (In the formula, R 1 , R 2 , R 3 and R 4 represent lower alkyl groups.) One or more macro-tetrolide antibiotics and one or more organotin compounds are combined. A miticidal composition for agricultural and horticultural use, characterized by containing the composition as an active ingredient.
JP57175304A 1982-10-07 1982-10-07 Agricultural and horticultural acaricidal composition Granted JPS5965005A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP57175304A JPS5965005A (en) 1982-10-07 1982-10-07 Agricultural and horticultural acaricidal composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP57175304A JPS5965005A (en) 1982-10-07 1982-10-07 Agricultural and horticultural acaricidal composition

Publications (2)

Publication Number Publication Date
JPS5965005A JPS5965005A (en) 1984-04-13
JPH0239481B2 true JPH0239481B2 (en) 1990-09-05

Family

ID=15993753

Family Applications (1)

Application Number Title Priority Date Filing Date
JP57175304A Granted JPS5965005A (en) 1982-10-07 1982-10-07 Agricultural and horticultural acaricidal composition

Country Status (1)

Country Link
JP (1) JPS5965005A (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2003015522A1 (en) * 2001-08-16 2003-02-27 Hoi-Seon Lee Plant oil and chemical compound having acaricidal activity

Also Published As

Publication number Publication date
JPS5965005A (en) 1984-04-13

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