JPH04360804A - Insecticidal and fungicidal composition for agricultural and horticultural use - Google Patents
Insecticidal and fungicidal composition for agricultural and horticultural useInfo
- Publication number
- JPH04360804A JPH04360804A JP15969091A JP15969091A JPH04360804A JP H04360804 A JPH04360804 A JP H04360804A JP 15969091 A JP15969091 A JP 15969091A JP 15969091 A JP15969091 A JP 15969091A JP H04360804 A JPH04360804 A JP H04360804A
- Authority
- JP
- Japan
- Prior art keywords
- group
- insecticidal
- substituted
- agricultural
- triflumizole
- 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.)
- Granted
Links
- 230000000749 insecticidal effect Effects 0.000 title abstract description 17
- 239000000203 mixture Substances 0.000 title abstract description 16
- 230000000855 fungicidal effect Effects 0.000 title abstract description 14
- 239000005858 Triflumizole Substances 0.000 claims abstract description 11
- HSMVPDGQOIQYSR-KGENOOAVSA-N triflumizole Chemical compound C1=CN=CN1C(/COCCC)=N/C1=CC=C(Cl)C=C1C(F)(F)F HSMVPDGQOIQYSR-KGENOOAVSA-N 0.000 claims abstract description 11
- 150000003839 salts Chemical class 0.000 claims abstract description 6
- 125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 5
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims abstract description 4
- 125000003118 aryl group Chemical group 0.000 claims abstract description 4
- 125000005412 pyrazyl group Chemical group 0.000 claims abstract description 4
- 125000000335 thiazolyl group Chemical group 0.000 claims abstract description 4
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 3
- 125000001118 alkylidene group Chemical group 0.000 claims abstract description 3
- 125000000304 alkynyl group Chemical group 0.000 claims abstract description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 6
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 5
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 5
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 3
- 125000004076 pyridyl group Chemical group 0.000 claims description 3
- 125000000392 cycloalkenyl group Chemical group 0.000 claims description 2
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 2
- 125000005156 substituted alkylene group Chemical group 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 abstract description 14
- 150000001412 amines Chemical class 0.000 abstract description 9
- 230000002195 synergetic effect Effects 0.000 abstract description 6
- -1 (substituted) pyridyl Chemical group 0.000 abstract description 5
- 125000000217 alkyl group Chemical group 0.000 abstract description 5
- 230000000694 effects Effects 0.000 abstract description 5
- 241001465754 Metazoa Species 0.000 abstract description 4
- 241001124076 Aphididae Species 0.000 abstract description 3
- 240000007594 Oryza sativa Species 0.000 abstract description 3
- 235000007164 Oryza sativa Nutrition 0.000 abstract description 3
- 235000009566 rice Nutrition 0.000 abstract description 3
- 235000013311 vegetables Nutrition 0.000 abstract description 3
- 241001414720 Cicadellidae Species 0.000 abstract description 2
- 241000233679 Peronosporaceae Species 0.000 abstract description 2
- 231100000674 Phytotoxicity Toxicity 0.000 abstract description 2
- 206010039509 Scab Diseases 0.000 abstract description 2
- 235000013399 edible fruits Nutrition 0.000 abstract description 2
- 231100000053 low toxicity Toxicity 0.000 abstract description 2
- 230000001747 exhibiting effect Effects 0.000 abstract 2
- 241001498622 Cixius wagneri Species 0.000 abstract 1
- 240000005979 Hordeum vulgare Species 0.000 abstract 1
- 235000007340 Hordeum vulgare Nutrition 0.000 abstract 1
- 241000500437 Plutella xylostella Species 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 238000013329 compounding Methods 0.000 abstract 1
- 239000000843 powder Substances 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 7
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
- 239000013543 active substance Substances 0.000 description 5
- 125000001309 chloro group Chemical group Cl* 0.000 description 5
- 239000000839 emulsion Substances 0.000 description 5
- 241000607479 Yersinia pestis Species 0.000 description 4
- 229910052801 chlorine Inorganic materials 0.000 description 4
- 201000010099 disease Diseases 0.000 description 4
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 4
- 238000009472 formulation Methods 0.000 description 4
- 125000005843 halogen group Chemical group 0.000 description 4
- 241000196324 Embryophyta Species 0.000 description 3
- 241000238631 Hexapoda Species 0.000 description 3
- 239000005909 Kieselgur Substances 0.000 description 3
- 241000209140 Triticum Species 0.000 description 3
- 239000003795 chemical substances by application Substances 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
- 239000002904 solvent Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 239000004094 surface-active agent Substances 0.000 description 3
- 239000000725 suspension Substances 0.000 description 3
- 239000004563 wettable powder Substances 0.000 description 3
- 102000002004 Cytochrome P-450 Enzyme System Human genes 0.000 description 2
- 108010015742 Cytochrome P-450 Enzyme System Proteins 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- 241001556089 Nilaparvata lugens Species 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- 235000021307 Triticum Nutrition 0.000 description 2
- 239000004480 active ingredient Substances 0.000 description 2
- 230000000844 anti-bacterial effect Effects 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 2
- 235000013312 flour Nutrition 0.000 description 2
- 230000009969 flowable effect Effects 0.000 description 2
- 239000002316 fumigant Substances 0.000 description 2
- 239000008187 granular material Substances 0.000 description 2
- 239000000575 pesticide Substances 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- 239000002689 soil Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 description 1
- 241000251468 Actinopterygii Species 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 241001124134 Chrysomelidae Species 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- 241000221785 Erysiphales Species 0.000 description 1
- 241001466042 Fulgoromorpha Species 0.000 description 1
- 244000068988 Glycine max Species 0.000 description 1
- 235000010469 Glycine max Nutrition 0.000 description 1
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
- 241000500441 Plutellidae Species 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000003905 agrochemical Substances 0.000 description 1
- 238000007605 air drying Methods 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000005037 alkyl phenyl group Chemical group 0.000 description 1
- 229910052586 apatite Inorganic materials 0.000 description 1
- 239000007864 aqueous solution 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
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 229910052570 clay Inorganic materials 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 238000003958 fumigation Methods 0.000 description 1
- 230000035784 germination Effects 0.000 description 1
- 239000010440 gypsum Substances 0.000 description 1
- 229910052602 gypsum Inorganic materials 0.000 description 1
- 125000001188 haloalkyl group Chemical group 0.000 description 1
- 150000002484 inorganic compounds Chemical class 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 239000012669 liquid formulation Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 230000004060 metabolic process Effects 0.000 description 1
- 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 1
- 125000004092 methylthiomethyl group Chemical group [H]C([H])([H])SC([H])([H])* 0.000 description 1
- 230000003228 microsomal effect Effects 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 239000010446 mirabilite Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- VSIIXMUUUJUKCM-UHFFFAOYSA-D pentacalcium;fluoride;triphosphate Chemical compound [F-].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O VSIIXMUUUJUKCM-UHFFFAOYSA-D 0.000 description 1
- 230000000361 pesticidal effect Effects 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- 230000035479 physiological effects, processes and functions Effects 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 125000005344 pyridylmethyl group Chemical group [H]C1=C([H])C([H])=C([H])C(=N1)C([H])([H])* 0.000 description 1
- 239000000779 smoke Substances 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 1
- 239000004299 sodium benzoate Substances 0.000 description 1
- 235000010234 sodium benzoate Nutrition 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- UBOXGVDOUJQMTN-UHFFFAOYSA-N trichloroethylene Natural products ClCC(Cl)Cl UBOXGVDOUJQMTN-UHFFFAOYSA-N 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Description
【0001】0001
【産業上の利用分野】本発明は後記式〔I〕のアミン誘
導体とトリフルミゾールとの組合せからなる優れた殺虫
殺菌効果を有する新規な農園芸用殺虫殺菌組成物に関す
る。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a novel insecticidal and fungicidal composition for agricultural and horticultural use, which has an excellent insecticidal and fungicidal effect and is composed of a combination of an amine derivative of the formula [I] below and triflumizole.
【0002】0002
【従来の技術】農園芸作物の栽培に当り、作物の病虫害
に対して多数の防除薬剤が使用されているが、その防除
効力が不十分であったり、薬剤抵抗性の害虫や病原菌の
出現によりその使用が制限されたり、また植物体に薬害
や汚染を生じたり、あるいは人畜魚類などに対する毒性
が強かったりすることから、必ずしも満足すべき防除薬
剤とは言い難いものが少なくない。従って、かかる欠点
の少ない安全に使用できる薬剤の開発が強く要望されて
いる。[Prior Art] In the cultivation of agricultural and horticultural crops, a large number of pesticides are used to control crop pests and diseases. Many of them are not necessarily satisfactory pesticidal agents because their use is limited, they cause phytotoxicity or contamination of plants, or they are highly toxic to animals, animals, and fish. Therefore, there is a strong demand for the development of drugs that are free from such drawbacks and can be used safely.
【0003】0003
【発明が解決しようとする課題】本発明者らは、後記式
〔I〕で表わされるアミン誘導体のより有効な利用を検
討する中で、トリフルミゾールとの組合せを研究した結
果、共力的な殺虫効果および殺菌効果が得られることを
見出した。[Problems to be Solved by the Invention] While considering the more effective use of the amine derivative represented by the formula [I] below, the present inventors investigated the combination with triflumizole and found that synergistic It has been found that a significant insecticidal and bactericidal effect can be obtained.
【0004】0004
【課題を解決するための手段】本発明は、一般式〔I〕
[Means for Solving the Problems] The present invention provides general formula [I]
【化2】
{式中、R1 は無置換2−ピリジル基を除く、置換さ
れていてもよいピリジル基、ピラジル基又はチアゾリル
基を、Xは置換されていてもよいアルキレン基又はアル
キリデン基を、R2 は水素原子、置換されていてもよ
いアルキル基、アルケニル基、アルキニル基、シクロア
ルキル基、シクロアルケニル基もしくはアリール基、又
はY−R5 を、Yは酸素原子、−CO−を、R5 は
置換されていてもよいアルキル基もしくはアリール基を
、R3 は水素原子、置換されていてもよいアルキル基
、シクロアルキル基を、R4 はシアノ基又はニトロ基
を示す。}で表わされる化合物又はその塩およびトリフ
ルミゾールを含有する農園芸用殺虫殺菌組成物であり、
新規な活性物質の組合せが優れた殺虫効果および殺菌効
果を示すことが見出された。[Formula 2] {wherein R1 is an optionally substituted pyridyl group, pyrazyl group, or thiazolyl group, excluding an unsubstituted 2-pyridyl group, and X is an optionally substituted alkylene group or alkylidene group, R2 is a hydrogen atom, an optionally substituted alkyl group, alkenyl group, alkynyl group, cycloalkyl group, cycloalkenyl group, or aryl group, or Y-R5, Y is an oxygen atom, -CO-, R5 is a substituted R3 represents a hydrogen atom, an optionally substituted alkyl group or cycloalkyl group, and R4 represents a cyano group or a nitro group. } or a salt thereof and triflumizole, an agricultural and horticultural insecticidal and bactericidal composition,
It has been found that the new active substance combination exhibits excellent insecticidal and fungicidal effects.
【0005】前記式〔I〕のアミン誘導体又はその塩に
トリフルミゾールを配合した本発明による殺虫殺菌組成
物の殺虫効果および殺菌効果はそれぞれ単独の活性化合
物の効果より大であり、優れた共力作用を示した。即ち
、本発明による殺虫殺菌組成物を施用することにより、
例えば水稲の重要病害虫であるウンカ、ヨコバイ類、い
もち病、例えば果樹、野菜等の重要病害虫であるアブラ
ムシ、コナガ、ハマキムシ、べと病、黒星病、例えば麦
の重要病害虫であるアブラムシやうどんこ病に対して各
々単独の活性化合物のみの場合より効果が大で、共力的
な殺虫および殺菌効果を示した。The insecticidal and fungicidal compositions of the present invention, which contain the amine derivative of formula [I] or its salt and triflumizole, have greater insecticidal and fungicidal effects than those of the active compound alone, and have excellent synergistic effects. It showed force action. That is, by applying the insecticidal and fungicidal composition according to the present invention,
For example, important pests of paddy rice such as planthoppers, leafhoppers, and blast disease; important pests of fruit trees and vegetables such as aphids, diamondback moths, leaf beetles, downy mildew, and scab; important pests of wheat such as aphids and powdery mildew. The effect was greater than that of each active compound alone, and showed a synergistic insecticidal and fungicidal effect.
【0006】昆虫細胞内のミクロゾーム分画に存在する
酵素チトクロームP−450は、体内へ侵入する薬物を
酸化的に解毒することが知られている(池庄司ら、昆虫
生理、生化学、朝倉書店、230、1986年)。この
チトクロームP−450を阻害するトリフルミゾール〔
中山ら、日本農薬学会誌14(1)、23−37、19
89)〕が一般式〔I〕のアミン誘導体の昆虫体内での
代謝に作用して共力効果を発揮しているものと考えられ
る。[0006] The enzyme cytochrome P-450, which exists in the microsomal fraction within insect cells, is known to oxidatively detoxify drugs that enter the body (Shoji Ike et al., Insect Physiology, Biochemistry, Asakura Shoten; 230, 1986). Triflumizole [which inhibits this cytochrome P-450]
Nakayama et al., Journal of the Japanese Society of Pesticides 14(1), 23-37, 19
89)] is thought to exert a synergistic effect by acting on the metabolism of the amine derivative of general formula [I] in the insect body.
【0007】本発明による活性物質組み合せにおいて使
用される好ましい一般式〔I〕のアミン誘導体は下記の
ごとく定義される。Preferred amine derivatives of the general formula [I] used in the active substance combinations according to the invention are defined as follows.
【化3】
式中、R1 は無置換2−ピリジル基を除く、クロル原
子等のハロゲン原子、シアノ基又は低級ハロアルキル基
で置換されたピリジル基、又はクロル原子等のハロゲン
原子で置換されたピラジル基、又はクロル原子等のハロ
ゲン原子及びメチル基より選ばれる1つ又は2つで置換
されたチアゾリル基を、Xはメチレン基を、R2 は水
素原子、低級アルキル基、シアノ基で置換されたアルキ
ル基、アリル基、プロパギル基、シクロプロピル基、低
級アルコキシ基、メトキシメチル基、メチルチオメチル
基、クロル原子で置換されてもよいベンジル基、クロル
原子で置換されたピリジルメチル基、クロル原子で置換
されたピリジルエチル基、アセチル基又はクロル原子で
置換されたベンゾイル基を、R3 は水素原子、クロル
原子やフッ素原子等ハロゲン原子で置換されていても良
い低級アルキル基又はシクロプロピル基、R4 はシア
ノ基又はニトロ基を表わす。[Formula 3] In the formula, R1 is a halogen atom such as a chlor atom, a pyridyl group substituted with a cyano group or a lower haloalkyl group, or a pyrazyl substituted with a halogen atom such as a chloro atom, excluding an unsubstituted 2-pyridyl group. or a thiazolyl group substituted with one or two selected from a halogen atom such as a chlorine atom and a methyl group, X is a methylene group, and R2 is an alkyl substituted with a hydrogen atom, a lower alkyl group, or a cyano group. group, allyl group, propargyl group, cyclopropyl group, lower alkoxy group, methoxymethyl group, methylthiomethyl group, benzyl group optionally substituted with chlorine atom, pyridylmethyl group substituted with chlorine atom, R3 is a hydrogen atom, a lower alkyl group optionally substituted with a halogen atom such as a chlorine atom or a fluorine atom, or a cyclopropyl group, and R4 is a cyano group. Or represents a nitro group.
【0008】本発明による活性物質組合せにおいて使用
される一般式〔I〕のアミン誘導体の例として次の第1
表に示す化合物が挙げられる。下記アミン誘導体又はそ
の塩製造方法及びそれらの殺虫剤としての使用は、WO
91/04965に記載されている。Examples of amine derivatives of general formula [I] used in the active substance combination according to the invention include the following
Examples include the compounds shown in the table. The following amine derivatives or their salt production methods and their use as insecticides are described in WO
No. 91/04965.
【0009】[0009]
【表101】[Table 101]
【0010】0010
【表102】[Table 102]
【0011】活性物質における各群の活性化合物の重量
比は、一般に、一般式〔I〕のアミン誘導体またはその
塩の活性物質群の活性化合物1重量部当り、トリフルミ
ゾールを例えば1〜20重量部使用できる。The weight ratio of the active compounds of each group in the active substance is generally 1 to 20 parts by weight of triflumizole per part by weight of the active compound of the active substance group of the amine derivative of general formula [I] or its salt. Part can be used.
【0012】本発明による活性化合物組合せは、優れた
殺虫および殺菌効果を示し、茎葉散布、トップドレッシ
ング、水中施用、水面施用、土壌表面施用、土壌混和処
理、植穴処理苗浸漬、種子消毒、育苗箱施用燻煙、燻蒸
等により使用することができる。本発明による活性化合
物組合せは、それぞれの活性化合物が単独で施用される
場合より強い殺虫効果および殺菌効果を示すため、作物
に対する薬害がなく、温血動物に対する毒性も低く、安
全に使用できる。本発明の殺虫殺菌組成物は、一般式〔
I〕で表わされる化合物及びトリフルミゾールを有効成
分として含有するものであり、有効成分化合物の純品の
ままでも使用できるが、通常、一般の農薬のとり得る形
態、即ち、水和剤、水溶剤、粉剤、乳剤、粒剤、フロア
ブル、燻煙剤、燻蒸剤等の形態に同時に混合製剤して使
用しても良いし、或いは別々に製剤したものを混合して
使用しても良い。添加剤及び担体としては、固型剤を目
的とする場合は、大豆粉、小麦粉等の植物性粉末、珪藻
土、燐灰石、石膏、タルク、ベントナイト、クレイ等の
鉱物性微粉末、安息香酸ソーダ、尿素、芒硝等の有機お
よび無機化合物が使用される。液体の剤型を目的とする
場合は、植物油、鉱物油、ケロシン、キシレンおよびソ
ルベントナフサ等の石油留分、シクロヘキサン、シクロ
ヘキサノン、ジメチルホルムアミド、ジメチルスルホキ
シド、トリクロルエチレン、メチルイソブチルケトン、
水等を溶剤として使用する。これらの製剤において、均
一なかつ安定な形態をとるために必要ならば界面活性剤
を添加することもできる。このようにして得られた水和
剤、乳剤、水溶液、フロアブル剤は水で所定の濃度に希
釈して懸濁液あるいは乳濁液として、粉剤、粒剤はその
まま、植物に散布する方法で使用される。The active compound combination according to the invention exhibits an excellent insecticidal and fungicidal effect and can be used in foliage spraying, top dressing, underwater application, water surface application, soil surface application, soil mixing treatment, planting hole treatment, seedling soaking, seed disinfection, seedling raising. It can be used by box application smoke, fumigation, etc. The active compound combination according to the present invention exhibits a stronger insecticidal and fungicidal effect than when each active compound is applied alone, so it can be used safely without causing chemical damage to crops and with low toxicity to warm-blooded animals. The insecticidal and fungicidal composition of the present invention has the general formula [
It contains the compound represented by [I] and triflumizole as active ingredients, and although it can be used as a pure active ingredient compound, it is usually used in the form that general agricultural chemicals can take, i.e., hydrating powders, hydrating powders, etc. They may be used in the form of solvents, powders, emulsions, granules, flowables, fumigants, fumigants, etc., or may be prepared separately and mixed together. As additives and carriers, for solidifying agents, vegetable powders such as soybean flour and wheat flour, fine mineral powders such as diatomaceous earth, apatite, gypsum, talc, bentonite, and clay, sodium benzoate, and urea are used. Organic and inorganic compounds such as mirabilite and the like are used. For liquid formulations, vegetable oil, mineral oil, kerosene, petroleum distillates such as xylene and solvent naphtha, cyclohexane, cyclohexanone, dimethylformamide, dimethyl sulfoxide, trichloroethylene, methyl isobutyl ketone,
Use water etc. as a solvent. In these preparations, a surfactant may be added if necessary in order to obtain a uniform and stable form. The wettable powders, emulsions, aqueous solutions, and flowables obtained in this way can be diluted with water to a predetermined concentration to form a suspension or emulsion, and the powders and granules can be used as they are by spraying them on plants. be done.
【0013】[0013]
【実施例】次に製剤の実施例を示すが、添加する担体、
界面活性剤等はこれらの実施例に限定されるものではな
い。
実施例1 水和剤
式〔I〕の活性化合物
5部トリフルミゾール
15部高級アルコール硫酸エステル
5部珪藻土
70部シリカ
5
部以上を混合して微粉に粉砕し、使用に際し水で希釈し
て懸濁液として散布する。[Example] Next, examples of formulations will be shown.
Surfactants and the like are not limited to these examples. Example 1 Wettable powder active compound of formula [I]
5 parts triflumizole
15 parts Higher alcohol sulfate ester
5 parts diatomaceous earth
70 parts silica
5
1 part or more is mixed together and ground into a fine powder, and before use, it is diluted with water and sprayed as a suspension.
【参考例】次に製剤の参考例を示すが、添加する担体、
界面活性剤等はこれらの参考例に限定されるものではな
い。
参考例1 水和剤
式〔I〕の活性化合物
20部高級アルコール硫酸エステル
5部珪藻土
70部シリカ
5部以上を混合して微粉に粉砕し、使用に際し水で
希釈して懸濁液として散布する。
参考例2 乳剤
式〔I〕の活性化合物
15部アルキルフェニルポリオキシエチレン
5部ジメチルホルムアミド
50部キシレン
30部以上を混合溶解し、
使用に際し水で希釈して乳濁液として散布する。[Reference example] Next, a reference example of the formulation is shown.
Surfactants and the like are not limited to these reference examples. Reference Example 1 Wettable powder active compound of formula [I]
20 parts Higher alcohol sulfate ester
5 parts diatomaceous earth
70 parts silica
Mix 5 or more parts, grind into a fine powder, dilute with water and spray as a suspension before use. Reference Example 2 Active compound of emulsion formula [I]
15 parts alkylphenyl polyoxyethylene
5 parts dimethylformamide
50 parts xylene
Mix and dissolve 30 parts or more,
Before use, dilute with water and spray as an emulsion.
【0014】[0014]
試験例1 ヒメトビウンカに対する試験発芽後7日を
経過したイネ幼苗を、前記薬剤の実施例1に示された水
和剤、参考例1又は2の処方に従い、所定濃度になるよ
うに水で希釈した組成物の薬液に30秒間浸漬した。風
乾後、処理苗を試験管に入れ、ヒメトビウンカ3令幼虫
10頭を接種した。ガーゼで蓋をして、温度25℃、湿
度65%の恒温室内に置き、7日後に殺虫率を調べた結
果を表2に示した。Test Example 1 Test against the brown planthopper Rice seedlings 7 days after germination were diluted with water to a predetermined concentration according to the hydrating agent shown in Example 1 of the drug and the formulation of Reference Example 1 or 2. It was immersed in the chemical solution of the composition for 30 seconds. After air-drying, the treated seedlings were placed in a test tube and 10 3rd instar larvae of the Japanese brown planthopper were inoculated. The container was covered with gauze and placed in a constant temperature room at a temperature of 25° C. and a humidity of 65%, and the insecticidal rate was examined after 7 days. The results are shown in Table 2.
【0015】[0015]
【表2】[Table 2]
【0016】試験例2 コムギうどんこ病に対する試
験素焼きポットで栽培したコムギ幼苗(品種「農林61
号」、1.0〜1.2葉期)に本発明組成物の実施例1
に示された水和剤、参考例1又は2の処方に従い所定濃
度になるように水で希釈した薬液を散布し、7日間温室
に保持した後、コムギうどんこ病菌(Erysiphe
graminis f.sp.tritici)
の分生胞子を振り払い接種し、22〜25℃の温室で7
日間生育させ、防除効果を調査した。防除効果は、薬剤
処理植物の発病程度を調査し、無処理対照区の発病程度
を基準にして算出し、防除価(%)として表示した。そ
の結果を表3に示した。Test Example 2 Test against wheat powdery mildew Wheat seedlings (variety "Norin 61") grown in unglazed pots
Example 1 of the composition of the present invention at 1.0-1.2 leaf stage)
A chemical solution diluted with water to a predetermined concentration according to the formulation of the wettable powder shown in Reference Example 1 or 2 was sprayed and kept in a greenhouse for 7 days.
graminis f. sp. tritici)
Shake off the conidia, inoculate, and inoculate in a greenhouse at 22-25℃ for 7 days.
The control effect was investigated after growing for several days. The control effect was calculated by investigating the degree of disease onset in the chemically treated plants, based on the degree of disease onset in the untreated control plot, and expressed as control value (%). The results are shown in Table 3.
【0017】[0017]
【表3】[Table 3]
Claims (1)
れていてもよいピリジル基、ピラジル基又はチアゾリル
基を、Xは置換されてもよいアルキレン基もしくはアル
キリデン基を、R2 は水素原子、置換されていてもよ
いアルキル基、アルケニル基、アルキニル基、シクロア
ルキル基、シクロアルケニル基もしくはアリール基、又
はY−R5 を、Yは酸素原子、−CO−を、R5 は
置換されていてもよいアルキル基もしくはアリール基を
、R3 は水素原子、置換されていてもよいアルキル基
、シクロアルキル基を、R4 はシアノ基、又はニトロ
基を示す。}で表わされる化合物又はその塩およびトリ
フルミゾールを含有することを特徴とする農園芸用殺虫
殺菌組成物。[Claim 1] [Formula 1] {wherein R1 is an optionally substituted pyridyl group, pyrazyl group or thiazolyl group excluding an unsubstituted 2-pyridyl group, and X is an optionally substituted alkylene group or alkylidene group, R2 is a hydrogen atom, an optionally substituted alkyl group, alkenyl group, alkynyl group, cycloalkyl group, cycloalkenyl group or aryl group, or Y-R5, Y is an oxygen atom, -CO- , R5 represents an optionally substituted alkyl group or aryl group, R3 represents a hydrogen atom, an optionally substituted alkyl group or a cycloalkyl group, and R4 represents a cyano group or a nitro group. } or a salt thereof and triflumizole.
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP3159690A JP2990865B2 (en) | 1991-06-04 | 1991-06-04 | Insecticidal composition for agricultural and horticultural use |
PCT/JP1992/000714 WO1992021241A1 (en) | 1991-06-04 | 1992-06-02 | Agrohorticultural insecticidal and bactericidal composition |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP3159690A JP2990865B2 (en) | 1991-06-04 | 1991-06-04 | Insecticidal composition for agricultural and horticultural use |
Publications (2)
Publication Number | Publication Date |
---|---|
JPH04360804A true JPH04360804A (en) | 1992-12-14 |
JP2990865B2 JP2990865B2 (en) | 1999-12-13 |
Family
ID=15699193
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP3159690A Expired - Fee Related JP2990865B2 (en) | 1991-06-04 | 1991-06-04 | Insecticidal composition for agricultural and horticultural use |
Country Status (1)
Country | Link |
---|---|
JP (1) | JP2990865B2 (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1993025080A1 (en) * | 1992-06-11 | 1993-12-23 | Nippon Soda Co., Ltd. | Termite-proofing agent |
-
1991
- 1991-06-04 JP JP3159690A patent/JP2990865B2/en not_active Expired - Fee Related
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1993025080A1 (en) * | 1992-06-11 | 1993-12-23 | Nippon Soda Co., Ltd. | Termite-proofing agent |
Also Published As
Publication number | Publication date |
---|---|
JP2990865B2 (en) | 1999-12-13 |
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