JPH0251401B2 - - Google Patents
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- Publication number
- JPH0251401B2 JPH0251401B2 JP57126669A JP12666982A JPH0251401B2 JP H0251401 B2 JPH0251401 B2 JP H0251401B2 JP 57126669 A JP57126669 A JP 57126669A JP 12666982 A JP12666982 A JP 12666982A JP H0251401 B2 JPH0251401 B2 JP H0251401B2
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- JP
- Japan
- Prior art keywords
- disease
- severity
- agricultural
- sprayed
- control
- 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.)
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Links
- 239000000417 fungicide Substances 0.000 claims description 20
- 230000000855 fungicidal effect Effects 0.000 claims description 15
- KKMLIVYBGSAJPM-UHFFFAOYSA-L propineb Chemical compound [Zn+2].[S-]C(=S)NC(C)CNC([S-])=S KKMLIVYBGSAJPM-UHFFFAOYSA-L 0.000 claims description 11
- 239000004480 active ingredient Substances 0.000 claims description 10
- 125000005843 halogen group Chemical group 0.000 claims description 4
- 239000000203 mixture Substances 0.000 claims description 3
- 125000001188 haloalkyl group Chemical group 0.000 claims description 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 40
- 201000010099 disease Diseases 0.000 description 39
- 240000008067 Cucumis sativus Species 0.000 description 14
- 230000003902 lesion Effects 0.000 description 12
- 235000010799 Cucumis sativus var sativus Nutrition 0.000 description 11
- 230000000694 effects Effects 0.000 description 11
- 239000005823 Propineb Substances 0.000 description 9
- 239000000126 substance Substances 0.000 description 9
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- 240000001987 Pyrus communis Species 0.000 description 6
- 235000014443 Pyrus communis Nutrition 0.000 description 6
- 206010039509 Scab Diseases 0.000 description 6
- 238000005507 spraying Methods 0.000 description 6
- 235000013311 vegetables Nutrition 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 5
- 238000002156 mixing Methods 0.000 description 5
- -1 triazole compounds Chemical class 0.000 description 5
- 241000221785 Erysiphales Species 0.000 description 4
- 235000007688 Lycopersicon esculentum Nutrition 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- 240000003768 Solanum lycopersicum Species 0.000 description 4
- 235000013399 edible fruits Nutrition 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- 239000007921 spray Substances 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- 235000009849 Cucumis sativus Nutrition 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 241000233866 Fungi Species 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 235000002597 Solanum melongena Nutrition 0.000 description 3
- 244000061458 Solanum melongena Species 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000000969 carrier Substances 0.000 description 3
- 239000004927 clay Substances 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 239000003814 drug Substances 0.000 description 3
- 229940079593 drug Drugs 0.000 description 3
- 230000000887 hydrating effect Effects 0.000 description 3
- 238000011081 inoculation Methods 0.000 description 3
- 150000003852 triazoles Chemical class 0.000 description 3
- 229920001817 Agar Polymers 0.000 description 2
- 241000196324 Embryophyta Species 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 239000005909 Kieselgur Substances 0.000 description 2
- 244000141359 Malus pumila Species 0.000 description 2
- 241000131448 Mycosphaerella Species 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 241000233679 Peronosporaceae Species 0.000 description 2
- 239000008272 agar Substances 0.000 description 2
- 229940125782 compound 2 Drugs 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- 230000009545 invasion Effects 0.000 description 2
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 244000052769 pathogen Species 0.000 description 2
- 239000000575 pesticide Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- QGHREAKMXXNCOA-UHFFFAOYSA-N thiophanate-methyl Chemical compound COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC QGHREAKMXXNCOA-UHFFFAOYSA-N 0.000 description 2
- 239000004563 wettable powder Substances 0.000 description 2
- GFGDQKIOSBWZAT-UHFFFAOYSA-N (3,4-dichlorophenyl)methyl n-(2,4-dichlorophenyl)-2-(1,2,4-triazol-1-yl)ethanimidothioate Chemical compound ClC1=CC(Cl)=CC=C1N=C(SCC=1C=C(Cl)C(Cl)=CC=1)CN1N=CN=C1 GFGDQKIOSBWZAT-UHFFFAOYSA-N 0.000 description 1
- OHWJWXSMZPLOEF-UHFFFAOYSA-N (4-chlorophenyl)methyl n-(2-chloro-4-fluorophenyl)-2-(1,2,4-triazol-1-yl)ethanimidothioate Chemical compound ClC1=CC(F)=CC=C1N=C(SCC=1C=CC(Cl)=CC=1)CN1N=CN=C1 OHWJWXSMZPLOEF-UHFFFAOYSA-N 0.000 description 1
- YAUCKEPYKXHCFF-UHFFFAOYSA-N 2-carbamothioylsulfanylethyl carbamodithioate;manganese Chemical compound [Mn].NC(=S)SCCSC(N)=S YAUCKEPYKXHCFF-UHFFFAOYSA-N 0.000 description 1
- ATVJXMYDOSMEPO-UHFFFAOYSA-N 3-prop-2-enoxyprop-1-ene Chemical compound C=CCOCC=C ATVJXMYDOSMEPO-UHFFFAOYSA-N 0.000 description 1
- 244000291564 Allium cepa Species 0.000 description 1
- 235000002732 Allium cepa var. cepa Nutrition 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 244000144730 Amygdalus persica Species 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- 235000007516 Chrysanthemum Nutrition 0.000 description 1
- 240000005250 Chrysanthemum indicum Species 0.000 description 1
- 241000222199 Colletotrichum Species 0.000 description 1
- 241000222235 Colletotrichum orbiculare Species 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 241000219998 Philenoptera violacea Species 0.000 description 1
- 241001270527 Phyllosticta citrullina Species 0.000 description 1
- 241000233622 Phytophthora infestans Species 0.000 description 1
- 231100000674 Phytotoxicity Toxicity 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 235000006040 Prunus persica var persica Nutrition 0.000 description 1
- 241001558929 Sclerotium <basidiomycota> Species 0.000 description 1
- 244000061456 Solanum tuberosum Species 0.000 description 1
- 235000002595 Solanum tuberosum Nutrition 0.000 description 1
- 241000219094 Vitaceae Species 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 235000021016 apples Nutrition 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- RYAGRZNBULDMBW-UHFFFAOYSA-L calcium;3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfonatopropyl)phenoxy]propane-1-sulfonate Chemical compound [Ca+2].COC1=CC=CC(CC(CS([O-])(=O)=O)OC=2C(=CC(CCCS([O-])(=O)=O)=CC=2)OC)=C1O RYAGRZNBULDMBW-UHFFFAOYSA-L 0.000 description 1
- 229910052570 clay Inorganic materials 0.000 description 1
- 229940125904 compound 1 Drugs 0.000 description 1
- 229940126214 compound 3 Drugs 0.000 description 1
- 229940125898 compound 5 Drugs 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 239000007799 cork Substances 0.000 description 1
- 230000035613 defoliation Effects 0.000 description 1
- 239000000645 desinfectant Substances 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000009969 flowable effect Effects 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 235000021021 grapes Nutrition 0.000 description 1
- 239000004009 herbicide Substances 0.000 description 1
- 238000003898 horticulture Methods 0.000 description 1
- AGKSTYPVMZODRV-UHFFFAOYSA-N imibenconazole Chemical compound C1=CC(Cl)=CC=C1CSC(CN1N=CN=C1)=NC1=CC=C(Cl)C=C1Cl AGKSTYPVMZODRV-UHFFFAOYSA-N 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 244000144972 livestock Species 0.000 description 1
- YKSNLCVSTHTHJA-UHFFFAOYSA-L maneb Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S YKSNLCVSTHTHJA-UHFFFAOYSA-L 0.000 description 1
- 229920000940 maneb Polymers 0.000 description 1
- 230000002688 persistence Effects 0.000 description 1
- 230000003449 preventive effect Effects 0.000 description 1
- 238000010298 pulverizing process Methods 0.000 description 1
- 238000004080 punching Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 229940042055 systemic antimycotics triazole derivative Drugs 0.000 description 1
- 239000003826 tablet Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- YUKQRDCYNOVPGJ-UHFFFAOYSA-N thioacetamide Chemical compound CC(N)=S YUKQRDCYNOVPGJ-UHFFFAOYSA-N 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Description
本発明は、一般式()
(式中、Xは2個までの同一もしくは相異なる
ハロゲン原子または低級ハロアルキル基を示し、
Yは2個までのハロゲン原子を示す。)で示され
るトリアゾール誘導体の1種とプロピレンビスジ
チオカルバミン酸亜鉛(以下「プロピネブ」と略
称する)との2種混合物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菌剤に関する。
従来、キユウリ、トマト、ナスなどの蔬菜類は
季節ものとして栽培されていたが、施設園芸技術
の普及と生鮮野菜の一般の需要の増大とが相俟つ
て季節に関係なく今では同年栽培されるようにな
つた。特に、これらの蔬菜類の秋から冬にかけて
の栽培では適当な温度、湿度、日照時間を必要と
するので、栽培管理の点からハウス栽培が主流と
なつてきている。しかしながら、ハウス内という
限定された人工気温下での栽培では過湿となり、
種々の病害が発生し、収穫減や品位の低下など多
大の被害を受けているのが実情である。
キユウリ、トマト、ナスなどの病害としてうど
んこ病、疫病、黒星病、炭そ病、べと病、灰色か
び病などが主要なものと挙げられるが、これらの
諸病害を同時に防除できる殺菌剤が少ない。した
がつて、これらの病害の省力的、かつ経済的に同
時に防除しうる新規殺菌剤と防除技術の開発が急
務とされている。
本発明の有効成分の一つであるプロピネブは、
「現代農薬講座」(昭和46年12月5日朝倉書店発
行)の第17頁、「農薬ハンドブツク1981年版」(昭
和56年7月20日社団法人日本植物防疫協会発行)
の第146頁などにおいて既知である。そしてトマ
ト葉かび病、キユウリべと病、バレイシヨ疫病な
どに対する防除薬剤として使用されている。また
プロピネブは比較的適用範囲の広い市範の殺菌剤
であるが、その防除効果は病菌侵入前の散布にお
ける予防効果に限定され、病菌侵入後の治療効果
は期待できない。さらにプロピネブは、適用諸病
害に対して安定した高い効果を挙げるためには
900〜1800ppmという高濃度の薬液を多数回散布
する必要があり、作物の汚染や薬害の問題を引き
起こしている。
また一方の有効成分であるトリアゾール誘導体
は、特願昭56−163409号明細書に農園芸用殺菌剤
として開示された化合物であり、キユウリ、メロ
ン、ナス、リンゴ、ブドウ、バラ、ムギ類のうど
んこ病やナス、リンゴ、ブドウ、ネギ、キクなど
の銹病に対しても比較的低薬量で高い効果を示
す。しかし、このトリアゾール誘導体は、キユウ
リ炭そ病、キユウリ菌核病、キユウリ灰色かび
病、トマト輪紋病、ナシ黒星病、リンゴ斑点落葉
病などの病害に対しても防除活性を示すが、これ
らの病害を防除するに要する薬量は、各種作物の
うどんこ病、銹病を防除する場合の10倍以上の多
量の薬剤を散布しなければならない欠点を有す
る。
本発明者らは、こうしたプロピネブの長所を生
かし、その短所を補足した実用的な農園芸用殺菌
剤を開発するためにプロピネブと各種薬剤との混
合剤を試供してその混合効果について鋭意検討し
た。その結果、前記のようにプロピネブに一般式
()で示されるトリアゾール化合物の1種を混
合してなる新規な殺菌剤が前記目的に合致し、優
れた殺菌剤となりうることを見出した。
本発明の農園芸用殺菌剤の防除効果は、以下の
試験例で明らかなように、蔬菜の主要病害である
うどんこ病、炭そ病、つる枯病などに対して有効
であることはもちろんのこと、ナシ黒星病、ナシ
赤星病、リンゴ斑点落葉病、モモ炭そ病など果樹
の諸病害に対しても極めて高い防除効果を発揮
し、これらの効果は各有効成分の単独使用の効果
からは予期しえない顕著な相乗性をもつて発揮さ
れうるものである。
本発明はこのような新知見に基づきなされたも
のであり、本発明の農園芸用殺菌剤は各種病害に
対して相乗的に防除しうるので、有効成分の使用
量は通常の単独使用量よりも少量でよく、人畜な
どに対する毒性や有用作物に対する薬害などの心
配がより少なく安心して使用することができる。
また本発明の農園芸用殺菌剤は、蔬菜や果樹など
の諸病害、例えばうどんこ病、さび病、炭そ病な
どを1薬剤で同時に防除しうるので、省力的かつ
経済的な防除剤であり、実用性が高い優れた薬剤
である。
本発明の有効成分として使用される一般式
()で示されるトリアゾール誘導体を以下に例
示するが、本発明は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試験例
でも参照される。
化合物1 4−クロロベンジル N−(2,4−
ジクロロフエニル)−2−(1,2,4−ト
リアゾール−1−イル)エタンチオイミデ
ート
化合物2 3,4−ジクロロベンジル N−(2,
4−ジクロロフエニル)−2−(1,2,4
−トリアゾール−1−イル)エタンチオイ
ミデート
化合物3 2,4−ジクロロベンジル N−(2,
4−ジクロロフエニル)−2−(1,2,4
−トリアゾール−1−イル)エタンチオイ
ミデート
化合物4 2,4−ジクロロベンジル N−(4
−クロロ−2−トリフルオロメチルフエニ
ル)−2−(1,2,4−トリアゾール−1
−イル)エタンチオイミデート
化合物5 4−クロロベンジル N−(2−クロ
ロ−4−フルオロフエニル)−2−(1,
2,4−トリアゾール−1−イル)エタン
チオイミデート
次に本発明を実施するに際しては、有効成分を
担体で希釈して通常使用される形態、たとえば、
水和剤、乳剤、粉剤、錠剤、粒剤、フロアブル
(ゾル)などに製剤して公知の方法に準じて使用
することができる。本発明において使用される担
体とは、クレー、タルク、ベントナイト、カオリ
ン、けいそう土、シリカなどの固体担体あるいは
ベンゼン、キシレン、トルエン、ケロシン、アル
コール類(メタノール、エタノール、イソプロパ
ノール、n−ブタノールなど)、ケトン類(アセ
トン、メチルエチルケトン、シクロヘキサノンな
ど)などの液体担体が使用される。これらに適当
な界面活性剤やその他の補助剤、たとえば、安定
剤、展着剤などを適量配合して製剤化して使用で
きる。
本発明における有効成分の配合割合は重量比
で、トリアゾール誘導体を1部に対してプロピネ
ブを0.1〜20部配合するのが適当であるが、施用
時の条件や病害発生状況に応じて配合割合を適宜
変更して使用することができる。また本発明の農
園芸用殺菌剤に他の殺菌剤、殺虫剤、除草剤など
を配合して使用することもできる。
次に本発明の農園芸用殺菌剤について実施例を
示す。なお実施例中部とあるのはすべて重量部を
示す。
実施例 1
水和剤
化合物2 10部、プロピネブ 10部、ポリオキ
シエチレンアリルエーテル 5部、リグニンスル
ホン酸カルシウム 3部およびけいそう土72部を
均一に混合粉砕して水和剤を得る。
本発明の農園芸用殺菌剤を使用する場合、有効
成分の使用量は10アール当り10g〜1000gの範囲
で、また施用濃度は0.001%〜0.1%の範囲で使用
することができる。しかし、施用時の条件や病害
発生状況などに応じて配合割合、施用量、施用濃
度を適宜変更して使用することが望ましい。
次に本発明の農園芸用殺菌剤の卓越した効果を
試験例により説明する。
試験例 1
キユウリつる枯病に対する防除効果試験
温室内で直径9cmの素焼鉢で土耕栽培したキユ
ウリ(品種 相模半白)の第1本葉期苗に実施例
1に準じて調整した水和剤の所定濃度希釈液を2
鉢当り20mlずつスブレーガンで散布した。散布1
日後に、予めPSA培地上において24℃で4日間
培養したキユウリつる枯病菌(Mycosphaerella
melonis:ミコスフアエレラメロニス)の菌そ
う先端部を直径8mmのコルクボーラーで打ち抜い
た含菌寒天片を接触源として散布葉上に接種し
た。接種後は24℃の温室内に3日間収納して発病
を促した。
発病調査は、病斑径(mm)をノギスを用いて測
定し、無散布区との対比から防除価(%)を求め
た。また下記の指標により薬害程度を調査した。
防除価(%)=(1−散布区の病斑径/無散布区の病
斑径)×100
薬害程度の調査指標
5:激甚 4:甚 3:多 2:少
1:微少 0:なし
本試験は、1薬液濃度につき3鉢制で行い、平
均防除価(%)を算出した。その結果は、第1表
のとおりである。
The present invention is based on the general formula () (wherein, X represents up to two identical or different halogen atoms or lower haloalkyl groups,
Y represents up to two halogen atoms. ) and zinc propylene bisdithiocarbamate (hereinafter abbreviated as "propineb") as an active ingredient. Traditionally, vegetables such as cucumbers, tomatoes, and eggplants were grown seasonally, but with the spread of greenhouse horticulture technology and the increasing public demand for fresh vegetables, they are now grown in the same year regardless of the season. It became like that. In particular, cultivation of these vegetables from autumn to winter requires appropriate temperature, humidity, and sunshine hours, so greenhouse cultivation has become mainstream from the viewpoint of cultivation management. However, cultivation under the limited artificial temperature inside a greenhouse results in excessive humidity.
The reality is that various diseases are occurring, causing great damage such as reduced yields and deterioration of quality. The main diseases of cucumbers, tomatoes, and eggplants include powdery mildew, late blight, scab, anthracnose, downy mildew, and gray mold, but there are fungicides that can simultaneously control these diseases. few. Therefore, there is an urgent need to develop new fungicides and control techniques that can simultaneously control these diseases in a labor-saving and economical manner. Propineb, one of the active ingredients of the present invention, is
Page 17 of "Modern Pesticides Course" (published by Asakura Shoten on December 5, 1970), "Pesticide Handbook 1981 Edition" (published by Japan Plant Protection Association on July 20, 1981)
It is known from page 146 of . It is also used as a control agent against tomato leaf mold, cucumber downy mildew, and potato late blight. In addition, although propineb is a common disinfectant with a relatively wide range of applications, its control effect is limited to the preventive effect in spraying before the invasion of pathogens, and no therapeutic effect can be expected after the invasion of pathogens. Furthermore, in order for propineb to be stable and highly effective against the various diseases for which it is applied,
It is necessary to spray high-concentration chemicals of 900 to 1,800 ppm multiple times, causing problems with crop contamination and chemical damage. The triazole derivative, which is one of the active ingredients, is a compound disclosed as a fungicide for agricultural and horticultural purposes in Japanese Patent Application No. 163409/1982. It is highly effective against mildew and mildew on eggplants, apples, grapes, green onions, chrysanthemums, etc. with a relatively low dose. However, this triazole derivative also exhibits control activity against diseases such as cucumber anthracnose, cucumber sclerotium, cucumber gray mold, tomato ring spot, pear scab, and apple spot defoliation; The disadvantage is that the amount of chemicals required to control the disease must be 10 times or more than that required to control powdery mildew and rust on various crops. In order to develop a practical agricultural and horticultural fungicide that makes use of the advantages of propineb and supplements its disadvantages, the present inventors tested mixtures of propineb and various chemicals and conducted intensive studies on the mixing effects. . As a result, we have found that a novel fungicide prepared by mixing propineb with one of the triazole compounds represented by the general formula (2) meets the above objectives and can be an excellent fungicide. As is clear from the following test examples, the agricultural and horticultural fungicide of the present invention is effective against major diseases of vegetables such as powdery mildew, anthracnose, and vine blight. It also exhibits extremely high control effects against various fruit tree diseases such as pear scab, apple leaf spot, and peach anthracnose, and these effects are due to the effects of using each active ingredient alone. can be exerted with unexpected and significant synergy. The present invention was made based on this new knowledge, and since the agricultural and horticultural fungicide of the present invention can synergistically control various diseases, the amount of active ingredient used is higher than the usual amount used alone. Only a small amount is required, and there is less worry about toxicity to humans and livestock and chemical damage to useful crops, so it can be used with confidence.
Furthermore, the agricultural and horticultural fungicide of the present invention can simultaneously control various diseases of vegetables and fruit trees, such as powdery mildew, rust, and anthracnose, with a single agent, so it is a labor-saving and economical control agent. It is an excellent drug with high practicality. Triazole derivatives represented by the general formula () used as active ingredients of the present invention are illustrated below, but the present invention is not limited only to these exemplified compounds. In addition, the compound number is also referred to in the following Examples and Test Examples. Compound 1 4-chlorobenzyl N-(2,4-
dichlorophenyl)-2-(1,2,4-triazol-1-yl)ethanethioimidate Compound 2 3,4-dichlorobenzyl N-(2,
4-dichlorophenyl)-2-(1,2,4
-triazol-1-yl)ethanethioimidate Compound 3 2,4-dichlorobenzyl N-(2,
4-dichlorophenyl)-2-(1,2,4
-triazol-1-yl)ethanethioimidate Compound 4 2,4-dichlorobenzyl N-(4
-chloro-2-trifluoromethylphenyl)-2-(1,2,4-triazole-1
-yl) ethanethioimidate Compound 5 4-chlorobenzyl N-(2-chloro-4-fluorophenyl)-2-(1,
2,4-triazol-1-yl)ethanethioimidate Next, when carrying out the present invention, the active ingredient is diluted with a carrier and used in a commonly used form, for example,
It can be formulated into wettable powders, emulsions, powders, tablets, granules, flowables (sols), etc. and used according to known methods. The carriers used in the present invention include solid carriers such as clay, talc, bentonite, kaolin, diatomaceous earth, and silica, or benzene, xylene, toluene, kerosene, and alcohols (methanol, ethanol, isopropanol, n-butanol, etc.). Liquid carriers such as , ketones (acetone, methyl ethyl ketone, cyclohexanone, etc.) are used. A suitable surfactant or other auxiliary agent such as a stabilizer, a spreading agent, etc. can be added to these in an appropriate amount to prepare a formulation for use. In the present invention, it is appropriate to mix the active ingredients in a weight ratio of 0.1 to 20 parts of propineb to 1 part of the triazole derivative, but the mixing ratio may vary depending on the conditions at the time of application and the disease occurrence situation. It can be used with appropriate changes. Moreover, other fungicides, insecticides, herbicides, etc. can be mixed with the agricultural and horticultural fungicide of the present invention. Next, Examples of the agricultural and horticultural fungicides of the present invention will be shown. Note that all numbers in the middle part of the example indicate parts by weight. Example 1 Wettable powder A wettable powder is obtained by uniformly mixing and pulverizing 10 parts of Compound 2, 10 parts of propineb, 5 parts of polyoxyethylene allyl ether, 3 parts of calcium lignin sulfonate, and 72 parts of diatomaceous earth. When using the agricultural and horticultural fungicide of the present invention, the amount of active ingredient used can be in the range of 10 g to 1000 g per 10 ares, and the application concentration can be in the range of 0.001% to 0.1%. However, it is desirable to change the blending ratio, application amount, and application concentration as appropriate depending on the application conditions and disease occurrence status. Next, the outstanding effects of the agricultural and horticultural fungicide of the present invention will be explained using test examples. Test Example 1 Control effect test on cucumber vine blight A hydrating agent prepared according to Example 1 was applied to the first true leaf stage seedlings of cucumber (variety: Sagami Hanshiro) cultivated in clay pots with a diameter of 9 cm in a greenhouse. 2 dilutions of the specified concentration of
Sprayed 20ml per pot with a spray gun. Spraying 1
After 4 days, the Mycosphaerella blight fungus ( Mycosphaerella
A piece of fungi-containing agar obtained by punching out the tips of the fungi of Mycosphaerella melonis with a cork borer of 8 mm in diameter was used as a contact source and inoculated onto the sprayed leaves. After inoculation, the plants were stored in a greenhouse at 24°C for 3 days to encourage disease onset. In the disease outbreak investigation, the lesion diameter (mm) was measured using calipers, and the control value (%) was determined from comparison with the unsprayed area. In addition, the degree of drug damage was investigated using the following indicators. Control value (%) = (1 - lesion diameter in sprayed area / lesion diameter in non-sprayed area) x 100 Survey index of degree of drug damage 5: Severe 4: Severe 3: Much 2: Little 1: Slight 0: None Book The test was conducted using three pots per chemical concentration, and the average control value (%) was calculated. The results are shown in Table 1.
【表】【table】
【表】
チオフアネートメチルは、4,4′−0−フエニ
ンビス(3−チオアロフアン酸)ジメチルを示
し、無散布区のかつこ内数値は、無散布区の平均
病斑径(mm)を示す。
試験例 2
キユウリ炭そ病防除効果試験(持続性試験)
温室内で直径9cmの大きさの素焼鉢で土耕栽培
した第4本葉期のキユウリ苗(品種:相模半白)
の全面に実施例1に準じて調製した水和剤の所定
濃度希釈液を1鉢当り20mlずつ散布した。試験区
として病菌接種を薬剤散布1日後区および10日後
区の2区設けた。そして、あらかじめジヤガイモ
煎汁寒天培地上で培養(25℃で7日間)したキユ
ウリ炭そ病菌(Colletotrichum lagenarium:
コレトトリクム、ラゲナリウム)の胞子懸濁液
(150倍の顕微鏡1視野あたり150個の胞子濃度の
もの)をキユウリ葉に噴霧接種した。その後一旦
20℃の湿室内に24時間保つた後、24℃の発病室に
格納して発病を促し、接種7日後に第1〜第4本
葉について次に示す程度別発病指数を調査して、
次式により発病度を求めた。そして、これに基づ
き防除価(%)を算出した。また試験例1と同様
にキユウリに対する薬害を調査した。
本試験は、1薬液濃度につき3鉢制で行い、平
均防除価(%)を求めた。その結果は第2表のと
おりである。
発病指数(発病程度)
0:病斑なし
1:病斑面積が葉面積の1/4未満
2:病斑面積が葉面積の1/4〜1/2未満
3:病斑面積が葉面積の1/2以上
発病度=Σ(程度別発病葉数×程度別発病指数)/総調
査葉数×3
×100
防除価(%)=(1−散布区の発病度/無散布区の発病
度)×100[Table] Methyl thiophanate indicates dimethyl 4,4'-0-phenynybis(3-thioallophanate), and the value in the box for the non-sprayed area indicates the average lesion diameter (mm) for the non-sprayed area. Test example 2 Kiyu cucumber anthracnose control effect test (persistence test) Ki cucumber seedlings at the fourth true leaf stage (variety: Sagami Hanshiro) grown in clay pots with a diameter of 9 cm in a greenhouse.
A diluted solution of a predetermined concentration of a hydrating powder prepared according to Example 1 was sprayed on the entire surface of the pot at a rate of 20 ml per pot. Two test plots were set up for inoculation of the disease bacteria, one day after spraying and the other 10 days after spraying. Colletotrichum lagenarium was cultured in advance on a potato decoction agar medium (at 25°C for 7 days) .
A spore suspension (concentration of 150 spores per 150x microscopic field) of Colletotrichum, lagenarium was spray inoculated onto cucumber leaves. Once after that
After keeping it in a humid room at 20℃ for 24 hours, it was stored in a room at 24℃ to encourage disease onset, and 7 days after inoculation, the disease index according to the following severity was investigated on the 1st to 4th true leaves.
The disease severity was calculated using the following formula. Then, the control value (%) was calculated based on this. In addition, similar to Test Example 1, chemical damage to cucumbers was investigated. This test was conducted using three pots per chemical concentration, and the average control value (%) was determined. The results are shown in Table 2. Disease index (severity of disease) 0: No lesions 1: The lesion area is less than 1/4 of the leaf area 2: The lesion area is less than 1/4 to 1/2 of the leaf area 3: The lesion area is less than the leaf area Disease severity of 1/2 or more = Σ (Number of diseased leaves by severity x Disease index by severity) / Total number of inspected leaves x 3 × 100 Control value (%) = (1 - Disease severity in sprayed plots / Disease severity in non-sprayed plots) )×100
【表】
マンネブは、マンガニーゼエチレンビスジチオ
カーバメートを含有する市販の殺菌剤を示し、無
散布区のかつこ内数値は無散布区の発病度を示
す。
試験例 3
ナシ黒星病防除効果試験(圃場)
ナシ(品種:長十朗)の9年生樹を用い、1区
1樹3連制で試験を行つた。薬剤散布は実施例1
に準じて調製した水和剤の所定濃度希釈液を10ア
ール当り300の割合で小型動力噴霧機を用い、
4月15日から10日間隔で4回散布した。発病調査
は最終散布20日後に、1樹あたり任意の300葉に
ついて自然発病したナシ黒星病の発病程度を次の
発病指数別に調査して、次式により発病度を求め
た。そして、これに基づき防除価(%)を算出し
た。また試験例1に準じて葉、果実に対する薬害
を調査した。その結果は第3表のとおりである。
発病指数(発病程度)
0:病斑なし
1:1葉当り病斑数1〜2個
3:1葉当り病斑数3〜4個
5:1葉当り病斑数5個以上
発病度=Σ(程度別発病葉数×程度別発病指数)/総調
査葉数×5
×100
防除価(%)=(1−散布区の発病度/無散布区の発病
度)×100[Table] Maneb is a commercially available fungicide containing manganese ethylene bisdithiocarbamate, and the numbers in the box for non-sprayed plots indicate the severity of disease in the non-sprayed plots. Test Example 3 Pear scab control effect test (field) Using 9-year-old pear trees (variety: Chojuro), a test was conducted in 3 consecutive rows with 1 tree per ward. Chemical spraying is Example 1
Using a small power sprayer, use a small power sprayer to spray a diluted solution of a predetermined concentration of a hydrating powder prepared according to
It was sprayed four times at 10-day intervals starting April 15th. The disease onset was investigated 20 days after the final spraying, and the severity of naturally occurring pear scab disease was investigated on 300 leaves per tree according to the following disease index, and the disease severity was calculated using the following formula. Then, the control value (%) was calculated based on this. In addition, according to Test Example 1, phytotoxicity to leaves and fruits was investigated. The results are shown in Table 3. Disease index (severity of disease) 0: No lesions 1: 1 to 2 lesions per leaf 3: 3 to 4 lesions per leaf 5: 5 or more lesions per leaf Disease severity = Σ (Number of diseased leaves by severity x Disease index by severity) / Total number of inspected leaves x 5 x 100 Control value (%) = (1 - disease severity in sprayed plots / disease severity in non-sprayed plots) x 100
【表】【table】
【表】【table】
【表】
チオフアネートメチルは、1,2−ビス(3−
メトキシカルボニル−2−チオウレイド)ベンゼ
ンを含有する市販の殺菌剤を示し、無散布区のか
つこ内数値は、無散布区の発病度を示す。
以上、第1表〜第3表の試験結果に示されてい
るように、本発明の農園芸用殺菌剤は、野菜病害
のキユウリ炭そ病、難防除病害の一つであるキユ
ウリつる枯病や果樹病害のナシ黒星病など広範な
病害に高い防除効果を示し、かつ残効性に優れて
いることから、散布回数を減じても卓越した効果
を示す農園芸用殺菌剤である。[Table] Methyl thiophanate is 1,2-bis(3-
A commercially available fungicide containing methoxycarbonyl-2-thioureido)benzene is shown, and the numbers in brackets for non-sprayed plots indicate the severity of disease in the non-sprayed plots. As shown in the test results in Tables 1 to 3, the agricultural and horticultural fungicides of the present invention can be used to treat the vegetable diseases such as cucumber anthracnose and cucumber vine blight, which is one of the difficult-to-control diseases. It is an agricultural and horticultural fungicide that exhibits high control effects against a wide range of diseases, including the fruit tree blight and pear scab, and has excellent residual efficacy, making it an excellent agricultural and horticultural fungicide even when the number of applications is reduced.
Claims (1)
なるハロゲン原子あるいは低級ハロアルキル基を
示し、Yは2個までのハロゲン原子を示す。)で
示されるトリアゾール誘導体の1種とプロピレン
ビスジチオカルバミン酸亜鉛との2種混合物を有
効成分として含有することを特徴とする農園芸用
殺菌剤。[Claims] 1. General formula (However, in the formula, X represents up to two identical or different halogen atoms or a lower haloalkyl group, and Y represents up to two halogen atoms.) and zinc propylene bisdithiocarbamate. An agricultural and horticultural fungicide characterized by containing as an active ingredient a mixture of the following:
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP57126669A JPS5920203A (en) | 1982-07-22 | 1982-07-22 | Agricultural and horticultural germicide |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP57126669A JPS5920203A (en) | 1982-07-22 | 1982-07-22 | Agricultural and horticultural germicide |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP27153489A Division JPH02152906A (en) | 1989-10-20 | 1989-10-20 | Germicidal agent for agriculture and horticulture |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS5920203A JPS5920203A (en) | 1984-02-01 |
JPH0251401B2 true JPH0251401B2 (en) | 1990-11-07 |
Family
ID=14940928
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP57126669A Granted JPS5920203A (en) | 1982-07-22 | 1982-07-22 | Agricultural and horticultural germicide |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS5920203A (en) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH0637368B2 (en) * | 1987-03-05 | 1994-05-18 | 北興化学工業株式会社 | Agro-horticultural fungicide |
JP2573550B2 (en) * | 1993-11-11 | 1997-01-22 | 北興化学工業 株式会社 | Agricultural and horticultural fungicides |
-
1982
- 1982-07-22 JP JP57126669A patent/JPS5920203A/en active Granted
Also Published As
Publication number | Publication date |
---|---|
JPS5920203A (en) | 1984-02-01 |
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