JPS62174001A - Insecticidal and fungicidal composition for agricultural use - Google Patents
Insecticidal and fungicidal composition for agricultural useInfo
- Publication number
- JPS62174001A JPS62174001A JP61026981A JP2698186A JPS62174001A JP S62174001 A JPS62174001 A JP S62174001A JP 61026981 A JP61026981 A JP 61026981A JP 2698186 A JP2698186 A JP 2698186A JP S62174001 A JPS62174001 A JP S62174001A
- Authority
- JP
- Japan
- Prior art keywords
- active compound
- pests
- pyridylmethyl
- insecticidal
- parts
- 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
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- 239000010453 quartz Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000011435 rock Substances 0.000 description 1
- 229910052624 sepiolite Inorganic materials 0.000 description 1
- 235000019355 sepiolite Nutrition 0.000 description 1
- 230000001568 sexual effect Effects 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 150000003890 succinate salts Chemical class 0.000 description 1
- 239000001384 succinic acid Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- 230000009885 systemic effect Effects 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 239000011573 trace mineral Substances 0.000 description 1
- 235000013619 trace mineral Nutrition 0.000 description 1
- 239000000052 vinegar Substances 0.000 description 1
- 235000021419 vinegar Nutrition 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Landscapes
- Plural Heterocyclic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Description
【発明の詳細な説明】
本発明は、後記式<1)のニトロメチレン誘導体と公知
のM、菌活性化合物を有効成分として含有し、優れた殺
虫収繭作用を示す新規な農業用殺虫殺菌組成物に関する
。DETAILED DESCRIPTION OF THE INVENTION The present invention provides a novel agricultural insecticidal and bactericidal composition that contains a nitromethylene derivative of the formula <1) below, a known M, and a fungi-active compound as active ingredients, and exhibits an excellent insecticidal and cocooning effect. relating to things.
本発明で用いる式(1)ニトロメチレン誘導体の大部分
は従来公知文献未記載の化合物であり、該化合物及びそ
れらの殺虫剤としての使用は、同一出願人の出願に係わ
る先願発明特願昭59−72966号及び特願昭59−
132943号明細書に開示されている。又、該式(1
)ニトロメチレン誘導体中、1=0の化合物及びそれら
の殺虫剤としての使用については知られており、同一出
願人の出願に係わる特開昭6・1−1.72976号に
開示されている。Most of the nitromethylene derivatives of the formula (1) used in the present invention are compounds that have not been previously described in publicly known literature, and the compounds and their use as insecticides are disclosed in the earlier invention patent application filed by the same applicant. No. 59-72966 and patent application 1987-
It is disclosed in the specification of No. 132943. Also, the formula (1
) Compounds in which 1=0 among nitromethylene derivatives and their use as insecticides are known and are disclosed in JP-A-6-1-1.72976, filed by the same applicant.
又、下記薬剤がイネいもち病の防除活性を有することは
既に記載されている。例えば、ジ−イソプロピル 1,
3−ジチオラン−2−イリデンマロネート、5−メチル
−’1,2.4−トリアゾロ[3,4−)+]ベンゾチ
アゾール等(ペステイサイドマニュアル$7版 ’I
983年 T hcB ritish Crop
P rotection Counci1発行)。In addition, it has already been described that the following drugs have control activity against rice blast. For example, di-isopropyl 1,
3-dithiolane-2-ylidenemalonate, 5-methyl-'1,2.4-triazolo[3,4-)+]benzothiazole, etc. (Pesticide Manual $7 edition 'I
983 ThcBritish Crop
(Published by Protection Council 1).
しかしながら、これら活性化合物の作用は、各々単独で
は殺虫効果もしくは殺菌効果のいずれかの効果のみであ
り、病害菌による病害と害虫による被害を同時に防除す
ることはできない。However, the effect of these active compounds is either an insecticidal effect or a bactericidal effect when used alone, and it is not possible to simultaneously control diseases caused by pathogenic bacteria and damage caused by insect pests.
本発明者らにより、
(1) 一般式
式中、χは低級アルキル基、低級アルコキシ基又はハロ
ゲン原子を表わし、
lは()、1又は2を表わし、そして
mは2又は3を表わす、
のニトロメチレン誘導体及び
(2) ジ−イソプロピル 1.3−ジチオラン−2
−イリデンマロネート、5−メチル−1,2,4−トリ
アゾロ[3,4−bコベンゾチアゾール、3−アリルオ
キシ−1,2−ベンゾチアゾール 1,1−ン゛オキシ
ド及び1,2,5.6−テトラヒドロ−4日−ピロロー
[3+2.1−i!jlキ7リン−4−オンから選んだ
少なくとも1種とを有効成分として含有する新規な活性
物質混合物が優れた殺虫殺菌活性を示すことが見い出さ
れた。According to the present inventors, (1) In the general formula, χ represents a lower alkyl group, a lower alkoxy group, or a halogen atom, l represents (), 1 or 2, and m represents 2 or 3. Nitromethylene derivative and (2) di-isopropyl 1,3-dithiolane-2
-ylidene malonate, 5-methyl-1,2,4-triazolo[3,4-b cobenzothiazole, 3-allyloxy-1,2-benzothiazole 1,1-one oxide and 1,2,5 .6-tetrahydro-4d-pyrrolo[3+2.1-i! It has now been found that a novel active substance mixture containing as an active ingredient at least one selected from the group consisting of 7-phosphorus-4-ones exhibits excellent insecticidal and fungicidal activity.
従来、農園芸用の殺虫剤として各種薬剤の開発が進めら
れ、単剤及び混合剤として使用されてきた。特に有機リ
ン系殺虫剤及びカーバメート系殺虫剤が主として使用さ
れ、その後ピレスロイド系殺虫剤が使用されてbている
。しかし、従来の殺虫剤は、それぞれある種の殺虫効果
を有してはいるが、殺虫スベク)/呟殺虫効果(各種生
育ステージ、例えば卵、幼虫、成虫の虫に対する殺虫効
果)、残効性、速効性、浸透移行性、及び魚類、温血動
物に対する代毒性、環境汚染の低減、施用回数及び施用
薬量の低減等の種々の特性を充分に満足している訳では
ない。Conventionally, various pesticides have been developed as agricultural and horticultural insecticides, and have been used as single agents or mixtures. In particular, organophosphorus insecticides and carbamate insecticides are mainly used, followed by pyrethroid insecticides. However, although conventional insecticides each have a certain type of insecticidal effect, they do not have sufficient insecticidal effect (insecticidal effect), insecticidal effect (insecticidal effect on insects at various growth stages, such as eggs, larvae, and adult insects), and residual effects. However, they do not fully satisfy various properties such as fast-acting properties, systemic transferability, vicarious toxicity to fish and warm-blooded animals, reduction in environmental pollution, and reduction in the number of applications and the amount of application.
更に、従来の薬剤の反型なる使用の結果、各種害虫に対
し抵抗性を獲得した種々の害虫が出現してきている。特
に、近年我が国の西南暖地をはじめ各地の水田に於いて
有機リン系殺虫剤及びカーバメート系殺虫剤に対し抵抗
性を獲得した半翅目害虫のウンカ・ヨコバイ類(例えば
、ツマグロヨコバイ)が出現し、それらの防除が困難と
なってきており優れた薬剤の開発が望まれでいる。更に
、アブラムシ類、ダニ類、十字科跣菜を加害する野菜害
虫であるコナ〃、ワタのボールワーム等の害虫が薬剤抵
抗性を獲得してきており、かかる抵抗性害虫の防除ある
いは感受性害虫と抵抗性害虫を同時に防除できる優れた
薬剤の開発が望まれている。Furthermore, as a result of the reverse use of conventional drugs, various insect pests that have acquired resistance to various insect pests have appeared. In particular, in recent years, hemiptera pests such as planthoppers and leafhoppers (e.g., leafhoppers) that have acquired resistance to organophosphorus insecticides and carbamate insecticides have appeared in rice fields in various parts of Japan, including the warm southwest region. It is becoming difficult to control them, and the development of superior drugs is desired. In addition, pests such as aphids, mites, vegetable pests such as Kona, which injures cruciferous vegetables, and cotton ballworms have acquired drug resistance, and it is necessary to control such resistant pests or to counteract sensitive pests. It is desired to develop an excellent drug that can simultaneously control sexual pests.
又、近年、我が国の水稲栽培は、稚醒移植機による機械
移植が主として実施されており、水稲本田に於ける害虫
防除と共(こ、育苗箱施用による害虫防除のための優れ
た、かつ薬害のない薬剤の開発が望まれている。更に、
近年特に問題となっている害虫、例えば、イネミズゾウ
ムシ等に対し優れた薬剤の開発が望まれている。In addition, in recent years, paddy rice cultivation in Japan has mainly been carried out by mechanical transplantation using seedling transplanters. It is desired to develop drugs that are free of
There is a desire to develop an excellent drug against pests that have become a particular problem in recent years, such as the rice weevil.
従って、イネ及びその他M類を含む食用作物の重要害虫
及び野菜、花弁、果樹等の園芸作物の害虫、タバコ、綿
、茶等の工芸作物の害虫、森林害虫、及びこれらのうち
のある種の施設園芸作物の害虫、線虫等の土壌害虫、貯
穀害虫等の吸汗性、摂食性、その他の各種害虫、に対し
更により優れた効果を有する薬剤の開発が望まれている
。Therefore, important pests of food crops including rice and other M-type pests, pests of horticultural crops such as vegetables, flower petals, and fruit trees, pests of craft crops such as tobacco, cotton, and tea, forest pests, and certain types of these It is desired to develop a drug that has even more excellent effects against pests of greenhouse horticulture crops, soil pests such as nematodes, sweat-absorbing and feeding insects such as grain storage pests, and other various pests.
更に上記した如き優れた殺虫剤の開発と共に、特に稲の
栽培に於いて主要病害及び害虫であるイネいもち病及び
ウンカ、ヨコバイ類を同時に防除できる殺虫殺菌剤の開
発が望まれでいる。Furthermore, in addition to the development of excellent insecticides as described above, there is a desire to develop insecticides and fungicides that can simultaneously control rice blast, planthoppers, and leafhoppers, which are major diseases and pests in rice cultivation.
本発明者等は、前記の種々の問題を解決すべく鋭意研究
した結果、驚くべきことに(1)ニトロメチレン誘導体
に(2)公知の殺菌剤を配合した本発明による活性化合
物混合物が、各々単独の活性化合物の効果からは予想外
の優れた協力作用及び相乗作用を発揮し、稲の病害及び
害虫に対し優れた殺虫及び殺菌効果を示すことを発見し
た。As a result of intensive research aimed at solving the various problems mentioned above, the present inventors surprisingly found that the active compound mixture according to the present invention, which contains (1) a nitromethylene derivative and (2) a known bactericide, each It has been discovered that the active compound exhibits excellent cooperative and synergistic effects that were unexpected from the effects of a single active compound, and exhibits excellent insecticidal and fungicidal effects against rice diseases and insect pests.
従って、本発明の殺虫殺菌組成物は、農作物栽培に於い
て、例えば、特には病害虫の同時防除及び省力化等、非
常に有効であり産業上の有用性に於いても極めて卓越し
た技術的進歩性を提供するものである。Therefore, the insecticidal and fungicidal composition of the present invention is very effective in the cultivation of agricultural crops, for example, in particular, simultaneous control of pests and labor saving, and is an extremely outstanding technological advance in terms of industrial usefulness. It provides sex.
本発明(こよる活性化合物混合物に於いて使用される一
般式(1)のニトロメチレン誘導体は下記の如く定義さ
れる。The nitromethylene derivative of general formula (1) used in the active compound mixture according to the present invention is defined as follows.
1■
式中、Xは低級アルキル基、低級アルコキシ基又はハロ
ゲン原子を表わし、
lは0.1又は2を表わし、そして
【nは2又は3を表わす。1) In the formula, X represents a lower alkyl group, a lower alkoxy group or a halogen atom, l represents 0.1 or 2, and [n represents 2 or 3.
本発明め活性化合物混合物に於いて使用するなめに特に
好ましい一般式(I)のニトロメチレン誘導体は、下記
の如く定義される従来公知文献未記載の化合物である。Particularly preferred nitromethylene derivatives of the general formula (I) for use in the active compound mixture of the present invention are compounds defined as below and not described in the prior art.
一般式(1)に於いで、
Xは好ましくはメチル基、メトキシ基、クロル原r−、
ブロム原子又はフルオル原子を表わし、
lは1、又は2を表わし、
mは2又は3を表わし、そして
ピリジン環の結合位置が3−位(又は5−位)である。In the general formula (1), X is preferably a methyl group, a methoxy group, a chlorine group r-,
represents a bromine atom or a fluoro atom, l represents 1 or 2, m represents 2 or 3, and the bonding position of the pyridine ring is the 3-position (or 5-position).
前記一般式(1)の二10メチレン誘導体は塩の状態で
存在することもでき、その塩としては例えば、無機酸塩
、スルホン酸塩、有機酸塩、金属塩等、好ましくは例え
ば塩酸塩、p−)ルエンスルホン酸塩、酢酸!¥S二銅
塩、コハク酸塩等を挙げることができる。従って、本発
明に於いて使用される式(i)のニトロメチレン誘導体
とは、その塩類の形を包含する呼称である。The 210 methylene derivative of the general formula (1) can also exist in the form of a salt, such as an inorganic acid salt, a sulfonate, an organic acid salt, a metal salt, etc., preferably, for example, a hydrochloride, p-) Luenesulfonate, acetic acid! Examples include dicopper salts and succinates. Therefore, the nitromethylene derivative of formula (i) used in the present invention is a term that includes the salt form thereof.
本発明による活性化合物混合物に於いて使用される一般
式(1)のニトロメチレン誘導体の例として次の化合物
が挙げられる;
1−(3−ビリノルメチル)−2−にトロメチレン)テ
トラヒドロピリミジン、1−(2−メチル−5−ピリジ
ルメチル)−2−にトロメチレン)イミダゾリジン、1
−(2−メチル−5−ピリジルメチル)−2−にトロメ
チレン)テ)ラヒドロビリミジン、1−(2−メトキシ
−5−ピリジルメチル)−2−にトロメチレン)イミダ
ゾリジン、1−(2−メトキシ−5−ピリジルメチル)
−2−にトロメチレン)テトラヒドロピリミジン、1−
(2−クロロ−5−ピリジルメチル)−2−にトロメチ
レン)イミダゾリジン、1−(2−クロロ−5−ピリジ
ルメチル)−2−にトロメチレン)テトラヒドロピリミ
ジン、1−(2−フルオロ−5−ビリノルメチル)−2
−にトロメチレン)イミダゾリジン、1−(2−フルオ
ロ−5−ピリジルメチル)−2−にトロメチレン)テト
ラヒドロピリミジン、1−(2−ブロモ−5−ピリジル
メチル)−2−にトロメチレン)イミダゾリジン、1−
(2−ブロモ−5−ピリジルメチル)−2−にトロメチ
レン)テトラヒドロピリミジン、1−(5−クロロ−2
−ピリジルメチル)−2−にトロメチレン)イミダゾリ
ジン、1−(5−クロロ−2−ピリジルメチル)−2−
にトロメチレン)テトラヒドロピリミジン、1−(2,
4−フクロロー5−ピリジルメチル)−2−にトロメチ
レン)テトラヒドロピリミジン、1−(2,4−ジブロ
モ−5−ピリジルメチル)−2−にトロメチレン)イミ
ダゾリジン、1−(2,3−ジクロロ−5−ピリジルメ
チル)−2−にトロメチレン)イミダゾリジン、1−(
3−ピリノルメチル)−2−にトロメチレン)テトフヒ
ドロビリミジンー塩酸塩、1−(2−メチル−5−ピリ
ジルメチル)−2−にトロメチレン)テトラヒドロピリ
ミジン−p−トルエンスルホン酸塩、1−(2−メトキ
シ−5−ピリジルメチル)−2−にトロメチレン)テト
ラヒドロピリミジン−コハク酸m、1−(2−クロロ−
5−ピリジルメチル)−2−にトロメチレン)イミダゾ
リジン−塩酸塩、1−(2−フルオロ−5−ピリジルメ
チル)−2−にトロメチレン)テトラヒドロピリミジン
−酢酸第二銅塩、1−(2−ブロモ−5−ピリジルメチ
ル)−2−(こトロメチレン)イミグゾリジンーコハク
酸塩、1−(2,4−ジクロロ−5−ピリジルメチル)
−2−にトロメチレン)テトラヒドロピリミジン−p−
)ルエンスルホン酸塩。Examples of nitromethylene derivatives of the general formula (1) used in the active compound mixtures according to the invention include the following compounds: 1-(3-bilinormethyl)-2-tromethylene)tetrahydropyrimidine, 1-( 2-Methyl-5-pyridylmethyl)-2-tromethylene)imidazolidine, 1
-(2-Methoxy-5-pyridylmethyl)-2-totromethylene)te)rahydrobyrimidine, 1-(2-methoxy-5-pyridylmethyl)-2-totromethylene)imidazolidine, 1-(2- methoxy-5-pyridylmethyl)
-2- to tromethylene) tetrahydropyrimidine, 1-
(2-chloro-5-pyridylmethyl)-2-tromethylene)imidazolidine, 1-(2-chloro-5-pyridylmethyl)-2-tromethylene)tetrahydropyrimidine, 1-(2-fluoro-5-bilinormethyl) )-2
-tromethylene)imidazolidine, 1-(2-fluoro-5-pyridylmethyl)-2-tromethylene)tetrahydropyrimidine, 1-(2-bromo-5-pyridylmethyl)-2-tromethylene)imidazolidine, 1 −
(2-bromo-5-pyridylmethyl)-2-tromethylene)tetrahydropyrimidine, 1-(5-chloro-2
-pyridylmethyl)-2- to tromethylene)imidazolidine, 1-(5-chloro-2-pyridylmethyl)-2-
tromethylene)tetrahydropyrimidine, 1-(2,
4-fuchloro-5-pyridylmethyl)-2-totromethylene)tetrahydropyrimidine, 1-(2,4-dibromo-5-pyridylmethyl)-2-totromethylene)imidazolidine, 1-(2,3-dichloro-5) -pyridylmethyl)-2-totromethylene)imidazolidine, 1-(
3-Pyrinolmethyl)-2-totromethylene)-tetofhydrobyrimidine-hydrochloride, 1-(2-methyl-5-pyridylmethyl)-2-totromethylene)-tetrahydropyrimidine-p-toluenesulfonate, 1-(2-methyl-5-pyridylmethyl)-2-totromethylene)-p-toluenesulfonate -methoxy-5-pyridylmethyl)-2-totromethylene)tetrahydropyrimidine-succinic acid m, 1-(2-chloro-
5-pyridylmethyl)-2-tromethylene)imidazolidine hydrochloride, 1-(2-fluoro-5-pyridylmethyl)-2-tromethylene)tetrahydropyrimidine-cupric acetate salt, 1-(2-bromo -5-pyridylmethyl)-2-(tromethylene)imigzolidine-succinate, 1-(2,4-dichloro-5-pyridylmethyl)
-2- to tromethylene)tetrahydropyrimidine-p-
) Luenesulfonate.
本発明による活性化合物混合物に於いて使用される殺菌
活性化合物として次の化合物が挙げられるニジ−イソプ
ロピル 1.:(−ジチオラン−2−イリデンマロネー
ト(インブロチオラン1soprothiOlane)
、5−メチル−1,,2,4−)リアゾロ[3゜4−b
lベンゾチアゾール(トリシクフゾールtricycl
azole)、3−アリルオキシ−1,2−ベンズイソ
チアゾール 1,1−ジオキシド(プロベナゾールBo
benazole)及び1..2,5.6−チトラヒド
ロー 48−ピロロ−13,2+ 1 !+、!]キ
ノリンー4−オン(4−リロリドンと略記する)。The following compounds may be mentioned as fungicidally active compounds used in the active compound mixture according to the invention: 1. :(-dithiolane-2-ylidenemalonate (inbrothiolane 1soprothiOlane)
,5-methyl-1,,2,4-)riazolo[3°4-b
Benzothiazole (tricycl)
azole), 3-allyloxy-1,2-benzisothiazole 1,1-dioxide (probenazole Bo
benazole) and 1. .. 2,5.6-titrahydro 48-pyrrolo-13,2+ 1! +,! ] Quinolin-4-one (abbreviated as 4-liloridone).
なお、本発明にイψ用する(2)の公知M菌活性物質に
替えて15−アミノ−2−メチル−6−(2,3゜4.
5.6−ペンタヒドロキシシクロへキシロキシ)テトラ
ヒドロピラン−3−イル1アミノ−a−イミノアセティ
ツクアシッド及びその塩酸塩(カスガマイシン)又はS
−ベンジル ジイソプロピルホスホロチオレー)(IB
P)を使用しても同様に優れた効果を期待できる。In addition, 15-amino-2-methyl-6-(2,3゜4.
5.6-pentahydroxycyclohexyloxy)tetrahydropyran-3-yl 1-amino-a-iminoacetic acid and its hydrochloride (kasugamycin) or S
-benzyl diisopropyl phosphorothiole) (IB
Even if P) is used, similar excellent effects can be expected.
本発明による活性化合物混合物の一方の成分である上記
殺菌活性化合物は既に公知である。即ち、例えば、ペス
テイサイドマニュアル(The Pe5ticide
Manual)第7版1983年(”I”he
Br1tisb Crop Pr0tection
CounCi1発行)等にイネいもち病防除剤とし
て既に記@され公知である。The fungicidally active compounds mentioned, which are one component of the active compound mixture according to the invention, are already known. That is, for example, The Pe5ticide Manual.
Manual) 7th edition 1983 (“I”he
Br1tisb Crop Protection
It has already been described as a rice blast control agent in CounCi 1 (published by CounCi1) and is well known.
本発明において、活性化合物混合物に於ける各群の活性
化合物の重量比は、比較的広い範囲内で変えることがで
きる。(1)一般式(1)のニトロメチレン誘導体の活
性化合物群の活性化合物1重量部当り、(2)の殺菌活
性化合物の活性化合物群の活性化合物、例えば0.05
〜20m12を部、好ましくは0.7〜10重:N部使
用である。According to the invention, the weight ratio of the active compounds of each group in the active compound mixture can be varied within a relatively wide range. (1) per part by weight of an active compound of the active compound group of nitromethylene derivatives of general formula (1), for example 0.05 parts by weight of an active compound of the active compound group of fungicidally active compounds of (2)
~20m12 parts, preferably 0.7 to 10:N parts are used.
本発明による活性化合物混合物は、優れた殺虫及び殺醍
活性作用を示し、殺虫ff1W剤として例えば茎葉散布
、水中又は水面施用、土壌施用、土壌混和処理、育苗箱
施用等により使用することができる。The active compound mixture according to the present invention exhibits excellent insecticidal and insecticidal activity and can be used as an insecticidal ff1W agent, for example, by spraying on foliage, applying in water or on the surface of water, applying to soil, mixing with soil, applying in seedling boxes, etc.
本発明による活性化合物混合物は、強力な殺虫殺菌作用
を現わす。従って、殺虫殺菌剤として使用することがで
きる。そして、本発明による活性化合物は栽培植物に対
して薬害がなく、かつ混血動物に対する毒性も低く、農
業、特には稲の保護に於ける病害虫、特に昆虫類及び#
J再書類的確に防除するために使用できる。それらは、
通常、感受性及び抵抗性の種、そして全ての又はある成
長段階に対して活性である。The active compound mixtures according to the invention exhibit a strong insecticidal and fungicidal action. Therefore, it can be used as an insecticide and fungicide. In addition, the active compound according to the present invention has no phytotoxicity to cultivated plants, has low toxicity to mixed-breed animals, and is effective against pests, especially insects, in agriculture, especially in the protection of rice.
Can be used to accurately control pests. They are,
Usually active against sensitive and resistant species and against all or some growth stages.
上記した病害虫(病害及び害虫)として、例えば次のも
のが包含される。そのような病害虫の例としては、以下
の如き病害虫類を例示することができる。Examples of the above-mentioned pests and diseases (diseases and pests) include the following. Examples of such pests include the following.
昆虫類として、鞘翅目害虫、例えば
イネミズゾウムシ(L 1sso+4+op1.rus
oryzopbilus)、イネゾウムシ(Ecl+
inocinemus 5qunIIleus)、イ
ネミズゾウムシ(Oulema oryzae);鱗
翅目上、例えば
ニカメイチュウ(Chilo 5uppressal
is)、コブノメイが(Cnapf+n1ocroci
s +nedinalis)、7タオビコヤガ(N
aranga aenescens)、イチモンジセ
セリ(P arnara guttat、a);半翅
目束、例えば
ツマグロヨコバイ(N ephot、et、t、ix
cinctieeps)、トビイロウンカ(N 1l
aparvata Iugens)S ヒメトビウン
カ(L aodelphax st、riatel
Iuo)、セジロウンカ(S ogatella f
urcirera)、アオカメムシ(Nazara
spp、 ):
直翅目虫、例えば
ケラ(G ryl 1otalpa afriean
a)、バッタ(Locusta+nigratoria
migratoriodes);病害類として、例
えば
古生菌[アーキミセテス(A rchimycetes
)]、藻菌[フイコミセテス(P hycomycet
es)]、子のう菌[アスコミセテス(A scomy
CetCs)]、担子薗[ハシジオミセテス(B us
idiomycetes)]、不完全菌[7ンギ・イノ
、バー7エクテイ(F” ungi I mperf
ect、i)J、その他線菌類による様々の植物柄害;
等を挙げることができる。Insects include Coleoptera pests, such as the rice weevil (L 1sso+4+op1.rus
oryzopbilus), rice weevil (Ecl+
inocinemus 5qunIIleus), Oulema oryzae; Lepidoptera, e.g. Chilo 5uppressal
is), Kobunomei is (Cnapf+n1ocroci
s + nedinalis), 7 Taobikoyaga (N
aranga aenescens), Parnara guttat (a); Hemiptera bundles, such as N ephot, et, t, ix
cinctieeps), brown planthopper (N 1l)
aparvata lugens) S aodelphax st, riatel
Iuo), white-legged planthopper (S ogatella f.
urcirera), green stink bug (Nazara
spp, ): Orthoptera, such as Gryl 1otalpa afrian
a), locust (Locusta+nigratoria)
As a disease, for example, archaeal fungi [Archimycetes];
)], algae [phycomycetes
es)], Ascomycetes [A scomycetes]
CetCs)], Basidiomycetes [Bus
idiomycetes)], F. deuteromycetes [7.
ect, i) J, various plant stem damage caused by other Streptococcus fungi;
etc. can be mentioned.
上記植物病害類の殺菌スペクトルの代表例としては、例
えばイネいもち病1fi’j(Pyriculnria
oryzae)等を例示することができるが、該殺
菌スペクトルはこれらに限定されるべきものではない。As a representative example of the bactericidal spectrum of the above-mentioned plant diseases, for example, rice blast disease 1fi'j (Pyriculnria
oryzae), but the bactericidal spectrum should not be limited to these.
本発明の活性化合物混合物は(1)及び(2)成分の混
合物の形あるいはその場で混合するための各々単独の通
常の製剤形態にすることができる。そして斯る形態とし
ては、液剤、エマルジョン、!@濁剤、粉剤、泡沫剤、
ペースト、粒剤、エアゾール、活性化合物浸潤−天然及
び合成物、マイクロカプセル、種子用被覆剤、燃焼装置
を備えた製剤(例えば燃焼装置としては、くん蒸及び煙
霧カートリッジ、かん4I!、びにコイル)、そしてU
LV[コールドミスト(c’old m1st、)、
ウオームミスト(unarm m1st)Jを挙げるこ
とができる。The active compound mixtures according to the invention can be in the form of a mixture of components (1) and (2) or each can be in the form of customary preparations individually for extemporaneous mixing. And such forms include liquids, emulsions, and more! @turbidity agent, powder agent, foaming agent,
Pastes, granules, aerosols, active compound infiltration - natural and synthetic products, microcapsules, seed coatings, preparations with combustion devices (e.g. combustion devices such as fumigation and fume cartridges, Kan4I!, and coils), And U
LV [cold mist (c'old m1st,),
Warm mist (unarm m1st) J can be mentioned.
これらの製剤は公知の方法で製造することができる、斯
る方法は、例えば、活性化合物を、拡展剤、J41ち、
液体希釈剤;液化ガス希釈剤二固体希釈剤、又は担体、
場合によっては界面活性剤、即ち、乳化剤及び/又は分
散剤及び/又は泡沫形成剤を用いて、混合することによ
って行なうことかでトる。拡展剤として水を用いて場合
には、例えば、有数溶媒は、また補助溶媒として使用さ
れることができる。These formulations can be manufactured by known methods, which include, for example, combining the active compound with an extender, J41,
liquid diluent; liquefied gas diluent; solid diluent; or carrier;
Optionally, surfactants, ie emulsifiers and/or dispersants and/or foam formers, may be used by mixing. When using water as an extender, for example, the dominant solvent can also be used as a co-solvent.
液体希釈剤又は担体と1.では、例えば、芳香族炭化水
素M(例えば、キシレン、トルエン、アルキルナフタレ
ン等)、クロル化芳香族又はクロル化脂肪族炭化水素類
(例えば、クロロベンゼン類、塩化エチレン類、塩化メ
チレン等)、脂肪族炭化水素類[例えば、シクロヘキサ
ン等、パラフィン類(例えば鉱油留分等)]、アルコー
ル類(例えば、ブタノール、グリコール及びそれらのエ
ーテル、ニスデル等)、ケトン類(例えば、アセトン、
メチルエチルケトン、メチルイソブチルケトン又はシク
ロヘキサ7ン%’)、強極性溶媒(例えば、ツメチルボ
ルムアミド、ジメチルスルホキシド等)そして水も挙げ
ることがでトる。A liquid diluent or carrier and 1. For example, aromatic hydrocarbons M (e.g., xylene, toluene, alkylnaphthalenes, etc.), chlorinated aromatic or chlorinated aliphatic hydrocarbons (e.g., chlorobenzenes, ethylene chlorides, methylene chloride, etc.), aliphatic Hydrocarbons [e.g., cyclohexane, etc., paraffins (e.g., mineral oil fractions, etc.)], alcohols (e.g., butanol, glycols and their ethers, Nisdel, etc.), ketones (e.g., acetone,
Mention may also be made of methyl ethyl ketone, methyl isobutyl ketone or cyclohexane (7%), strongly polar solvents (eg methylborumamide, dimethyl sulfoxide, etc.) and water.
液化ガス希釈剤又は(U体は、常温常圧でガスであり、
その例としては、例えばブタン、プロパン、窒素ガス、
二酸化炭素、そしてハロゲン化炭化水素類のようなエア
ゾール噴射剤を挙げることができろ。Liquefied gas diluent or (U-form is a gas at normal temperature and normal pressure,
Examples include butane, propane, nitrogen gas,
Mention may be made of aerosol propellants such as carbon dioxide and halogenated hydrocarbons.
固体希釈剤としては、土Q4天然鉱4j7(例えば、カ
オリン、クレー、タルク、チョーク、石英、アタパルガ
イド、モンモリナイト、又は珪藻土等)、土壌合成に物
(例えば、高分散ケイ酸、アルミナ、ケイ酸塩等)を挙
げることができる。Solid diluents include soil Q4 natural minerals 4j7 (for example, kaolin, clay, talc, chalk, quartz, attapulgite, montmorinite, diatomaceous earth, etc.), substances for soil synthesis (for example, highly dispersed silicic acid, alumina, silicates, etc.). etc.).
粒剤のための固体担体としては、粉砕且つ分別された岩
石(例えば、方解石、大理石、軽石、海泡石、白雲石等
)、無機及び有機物粉の合成粒、そして有蝦物貿細粒体
(例えば、おがくず、ココやしの実のから、とうもろこ
しの穂軸そしてタバコの茎等)を挙げることができる。Solid carriers for granules include crushed and fractionated rocks (e.g. calcite, marble, pumice, sepiolite, dolomite, etc.), synthetic granules of inorganic and organic powders, and fine granules of fertile materials. (for example, sawdust, coconut berries, corncobs and tobacco stalks).
乳化剤及び/又は泡沫剤としては、非イオン及び陰イオ
ン乳化剤[例えば、ポリオキシエチレン脂肪酸エステル
類、ポリオキシエチレン脂肪酸アルコールエーテル類(
例えば、アルキルアリールポリグリコールエーテル類、
アルキルスルホン酸塩類、アルキル硫酸塩類、アリール
スルホン酸塩類等)]、アルブミン加水分解生成物を挙
げることがで外る。Examples of emulsifiers and/or foaming agents include nonionic and anionic emulsifiers [e.g., polyoxyethylene fatty acid esters, polyoxyethylene fatty acid alcohol ethers (
For example, alkylaryl polyglycol ethers,
(alkyl sulfonates, alkyl sulfates, aryl sulfonates, etc.)] and albumin hydrolysis products.
分散剤としては、例えばりゲニンサルファイド廃液そし
てメチルセルロースを包含する。Dispersants include, for example, genin sulfide waste liquor and methylcellulose.
固着剤も、製剤(粉剤、粒剤、乳剤)に使用することが
でき、斯る固着剤としては、カルボキシメチルセルロー
スそして天然及び合成ポリマー(例えば、アラビアゴム
、ポリビニルアルコールそしてボリゴニルアセテート等
)を挙げることができる。Adhesives can also be used in the formulation (powders, granules, emulsions), such adhesion agents include carboxymethyl cellulose and natural and synthetic polymers such as gum arabic, polyvinyl alcohol and polygonyl acetate. be able to.
着色剤を使用することもでき、斯る着色剤としては、無
機顔料(例えば酸化鉄、酸化チタンそしてプルシアンブ
ルー)、そしてアリザリン染料、アゾ染料又は金属7タ
ロシアニン染料のようす有機染料、そして更に、鉄、マ
ンガン、ポロン、銅、コバルト、モリブデン、亜鉛のそ
れらの塩のような微量要素を挙げることができる。Coloring agents may also be used, including inorganic pigments such as iron oxide, titanium oxide and Prussian blue, and organic dyes such as alizarin dyes, azo dyes or metal-7 talocyanine dyes, and also iron oxides. Mention may be made of such trace elements as their salts of , manganese, poron, copper, cobalt, molybdenum, zinc.
該製剤は、例えば、前記活性成分を0.1〜95重量%
、好ましくは0.5〜90重量%合有することができる
。The formulation contains, for example, 0.1 to 95% by weight of the active ingredient.
, preferably 0.5 to 90% by weight.
本発明の活性化合物混合物は、それらの商業上、有用な
製剤及び、それらの製剤によって調製された使用形態で
、他の活性化合物、例えば、殺虫剤、殺菌剤、殺カビ剤
、成長調整剤又は除草剤との混合剤として、存在するこ
ともで詐る。ここで、上記殺虫剤としては、例えば、有
機リン剤、カーバメート剤、カーボキシレート系薬剤、
クロル化炭化水素系薬剤、微生物より生産される殺虫性
物質を挙げることができる。The active compound mixtures according to the invention, in their commercially useful formulations and in the use forms prepared by them, may contain other active compounds, such as insecticides, fungicides, fungicides, growth regulators or It is also deceptive that it exists as a mixture with herbicides. Here, the above-mentioned insecticides include, for example, organic phosphorus agents, carbamate agents, carboxylate agents,
Examples include chlorinated hydrocarbon drugs and insecticidal substances produced by microorganisms.
更に、本発明の活性化合物混合物は、共力剤との混合剤
としても、存在することができ、斯る製剤及び、使用形
態は、商業上有用なものを挙げることができる。該共力
剤は、それ自体、活性である必要はなく、活性化合物の
作用を増幅する化合物である。Furthermore, the active compound mixtures according to the invention can also be present as admixtures with synergists, and such formulations and usage forms can include those that are commercially useful. The synergist need not be active itself, but is a compound that amplifies the action of the active compound.
本発明の活性化合物混合物の商業」1有用な使用形態に
おける含有址は、広い範囲内で、変えることができる。The commercially useful use forms of the active compound mixtures according to the invention can vary within wide limits.
本発明の活性化合物混合物の使用上の濃度は、例えば0
.00001〜100重量%であって、好ましくは、]
001〜5重量%である。The working concentration of the active compound mixture according to the invention is, for example, 0.
.. 00001 to 100% by weight, preferably]
001 to 5% by weight.
本発明の活性化合物混合物は、使用形態に適合した通常
の方法で使用することができる。The active compound mixtures according to the invention can be used in the customary manner adapted to the use form.
実施例1
供試化合物の調製
各活性化合物:5〜25重量部
担 体:珪藻土とカオリンとの混合物(1:5)70〜
90重量部
乳化剤:ポリオキシエチレンアルキルフェニルエーテル
5重量部
上述した量の活性化合物、担体および乳化剤を粉砕混合
して各水利剤とし 、その所定薬量を水で希釈して混合
して調製する。Example 1 Preparation of test compounds Each active compound: 5-25 parts by weight Carrier: mixture of diatomaceous earth and kaolin (1:5) 70-25 parts by weight
90 parts by weight Emulsifier: 5 parts by weight of polyoxyethylene alkyl phenyl ether The above-mentioned amounts of active compound, carrier and emulsifier are pulverized and mixed to form each water use agent, which is prepared by diluting the prescribed amount with water and mixing.
水面施用効力試験
試験方法
水a(品種:朝日)を直径12cmの白磁ポットに3株
植えて湛水栽培し、その分けつ初期に予め調製した所定
濃度の薬液をピペットを用いて、直接稲体地上部にがが
らないように、表示薬量になるように、水面に>il
t、t:した。その3日後、網筒をかけトビイロウンカ
4令幼虫を1ポット当り10頭接種し、接種2日後に死
去を数え殺虫率を算出した。又、その後、常法により、
イネいもち病菌胞子の懸濁液を噴i#j:種し、温度2
3〜25℃、相対湿度100%の接種室内に24時間保
った。その後、温度20〜28℃のガラス温室に移し、
接種7日後、鉢当りの罹病程度を下記の基準により類別
評価し、更に防除価(%)を求めた。また薬害も同時に
調査した。Water surface application efficacy test Test method Three plants of Mizu A (variety: Asahi) were planted in white porcelain pots with a diameter of 12 cm and cultivated under water. At the early stage of tillering, a pre-prepared chemical solution of a predetermined concentration was applied directly to the above-ground rice plants using a pipette. Place >il on the water surface to avoid bitterness and to maintain the indicated dose.
t, t: I did. Three days later, each pot was inoculated with 10 4th instar brown planthopper larvae using a mesh tube, and 2 days after inoculation, deaths were counted and the insect kill rate was calculated. Also, thereafter, according to common law,
Spray suspension of rice blast fungus spores i#j: Seed, temperature 2
It was kept in an inoculation chamber at 3-25°C and 100% relative humidity for 24 hours. After that, it was transferred to a glass greenhouse with a temperature of 20 to 28 degrees Celsius.
Seven days after inoculation, the degree of disease per pot was graded and evaluated according to the following criteria, and the control value (%) was determined. At the same time, drug damage was also investigated.
組IL 衷失I」Uぢ8方]0.5
2以下
1 3〜5
2 6〜10
3° 11〜20
4 21〜40
5 41以上
本試験は1区3鉢の結果である。その結果を第1表に示
す。Group IL Lost I” U〢8 direction] 0.5
2 or less 1 3-5 2 6-10 3° 11-20 4 21-40 5 41 or more This test is the result of 3 pots in 1 section. The results are shown in Table 1.
第1表
註)1.実施例1の全ての混合物及び単剤使用に於いて
薬害は認められない。Notes to Table 1) 1. No phytotoxicity was observed in all the mixtures and single agent uses of Example 1.
2、本発明に使用する一般式(1)の化合物:化合物N
o、1 1 (2−メチル−5−ビリノルメチル)−
2−にトロメチレン)テトラヒドロピリミジン
化合物No、 2 1−(2−メトキシ−5−ピリノ
ルメチル)−2−にトロメチレ
ン)テトラヒドロピリミジン
化合物No、3 1−(2−ブロモ−5−ピリジルメチ
ル)−2−にトロメチレン)テトラヒドロピリミジン
化合物No、4 1−(2−クロロ−5−ピリジルメチ
ル)−2−にトロメチレン)イミダゾリジン
化合物No、5 1 (2フルオロ−5−ピリジルメ
チル)−2−にトロメチレ
ン)イミダゾリジン
3、本発明に使用する化合物:
化合物(A ): 4−リロリドン
化合物(B):ブロベナゾール
実施例2
供試化合物の調V:
活性化合物5(又は4)部、ベントナイト(モンモリロ
ナイト)30部、タルク(滑石)63部(又は64部)
、リグニンスルホン酸塩2部の混合物に、水25部を加
え良く捏化し、押し出し造粒機により、10〜40メツ
シユの粒状として、40〜50℃で乾燥して粒剤とする
。2. Compound of general formula (1) used in the present invention: Compound N
o, 1 1 (2-methyl-5-bilinormethyl)-
2-totromethylene)tetrahydropyrimidine compound No. 2 1-(2-methoxy-5-pyrinolmethyl)-2-totromethylene)tetrahydropyrimidine compound No. 3 1-(2-bromo-5-pyridylmethyl)-2-to Tromethylene)tetrahydropyrimidine Compound No. 4 1-(2-chloro-5-pyridylmethyl)-2-tromethylene)imidazolidine Compound No. 5 1(2-fluoro-5-pyridylmethyl)-2-tromethylene)imidazolidine 3. Compounds used in the present invention: Compound (A): 4-lilolidone compound (B): Brobenazole Example 2 Preparation of test compound V: 5 (or 4) parts of active compound, 30 parts of bentonite (montmorillonite), talc (talcum) 63 parts (or 64 parts)
, 25 parts of water is added to a mixture of 2 parts of lignin sulfonate, the mixture is thoroughly kneaded, and the mixture is made into 10 to 40 mesh granules using an extrusion granulator and dried at 40 to 50°C to form granules.
W重箱施用効力試験
育苗箱(30c+oX 60 cmX 2 cm)に植
えられた発芽21日後の稲苗に6%の一般式(I)の活
性化合物の粒剤を箱出り50gと4%のトリジクラゾー
ルの粒剤を箱出す50Fi均一に施用し、施用後3本の
稲mを土ごと抜きとり1 / 10000 aの温室内
のポットに移植した。移植3日後にポットにプラスチッ
ク製網筒をかぶせトビイロウンカ4令幼虫をボッF当り
10頭づつ放飼し、放飼2日後に死去数を数え殺虫率を
算出した。更に、植(t 20日稲酢が活着し成育が良
好になった後、常法により、イネいもち病菌胞子の懸濁
液を噴霧接種し、温度23〜25℃、相対湿度100%
の接種室内に24時間保った。その後、温度20〜28
℃のガラス温室に移し、接種7日後、鉢当りの罹病程度
を下記の基準によT) M別評価し、更に防除価(%)
を求めた。また薬害も同時に調査した。Efficacy test of double box application 50g of granules of 6% active compound of general formula (I) and 4% Trijicla were applied to rice seedlings planted in a seedling nursery box (30c+oX 60 cm x 2 cm) 21 days after germination. Sol's granules were applied uniformly at a rate of 50 Fi, and after application, three rice plants were pulled out along with the soil and transplanted into pots in a 1/10,000 a greenhouse. Three days after transplantation, the pots were covered with plastic mesh tubes and 10 4th instar brown planthopper larvae were released per pot F. Two days after release, the number of deaths was counted and the insect kill rate was calculated. Furthermore, after 20 days of rice vinegar taking root and good growth, a suspension of rice blast fungus spores was spray inoculated using a conventional method at a temperature of 23 to 25°C and a relative humidity of 100%.
It was kept in the inoculation chamber for 24 hours. Then temperature 20-28
The seeds were transferred to a glass greenhouse at ℃, and 7 days after inoculation, the degree of disease per pot was evaluated according to the following criteria, and the control value (%) was evaluated.
I asked for At the same time, drug damage was also investigated.
K4良 胤炭」JUす■方J0.5
2以下
1 3〜5
2 6〜10
3 11〜20
4 21〜40
5 41以上
その結果を第2表に示す。K4 Good Tantan” JU Su ■ way J0.5
2 or less 1 3-5 2 6-10 3 11-20 4 21-40 5 41 or more The results are shown in Table 2.
第2表
(註)1.実施例2の全ての混合物及び単剤使用に於い
て薬害は認められない。Table 2 (Notes) 1. No phytotoxicity was observed in all the mixtures and single agent uses of Example 2.
2、本発明に使用する一般式(J)の化合物:化合物N
o、(j)、(2)、(3)、(4)及び(5)は実施
例1に記載の化合物である。2. Compound of general formula (J) used in the present invention: Compound N
o, (j), (2), (3), (4) and (5) are the compounds described in Example 1.
3、本発明に使用する化合物:
化合物(C’):)リシクラゾール
実施例3
(i)トビイロウンカにヌゴする試験
供試化合物の調製
各活性化合物:30〜40重景部
担 体:珪藻土とカオリンとの混合物(1:5 )55
〜65重量部
7L4tj?J:ポリオキシエチレンアルキルフェニル
エーテル 5重量部
上述した量の活性化合物、担体および乳化剤を粉砕混合
して各水利剤とし、その所定薬量を水で希釈して混合し
て調製する。3. Compounds used in the present invention: Compound (C'):) Lycyclazole Example 3 (i) Preparation of test compounds to be fed to brown planthoppers Each active compound: 30-40% weight Carrier: diatomaceous earth and kaolin mixture (1:5)55
~65 parts by weight 7L4tj? J: Polyoxyethylene alkylphenyl ether 5 parts by weight The above-mentioned amounts of the active compound, carrier and emulsifier are pulverized and mixed to prepare each water use agent, and the prescribed amount is diluted with water and mixed.
試験方法:
直径約13cmのポットに草丈的15cmの稲を3本植
え、定植10日後に予め、調製した活性化合物の所定濃
度の水希釈液をスプレーガンを用いてコボット当り20
m1散布し、散布薬液を風乾後ポットに網孔をかけトビ
イロウンカ4令幼虫を1ボ・71・当Y)10頭接種し
、3日後に先主を数え殺虫率を算出した。Test method: Three rice plants with a plant height of 15 cm were planted in pots with a diameter of about 13 cm, and 10 days after planting, a water dilution solution of a predetermined concentration of the active compound prepared in advance was sprayed using a spray gun to spray 20 rice plants per cobot.
After air-drying the sprayed chemical solution, a net hole was made in the pot and 10 4th instar brown planthopper larvae were inoculated.After 3 days, the insect kill rate was calculated by counting the number of former planthopper larvae.
(iD 稲イモチ病に対する茎葉散布効力試験試験方
法
水稲(品種:朝日)を直径12cmの素焼体に栽培し、
その3・〜4葉期に予め調製した活性化合物の所定濃度
希釈液を3体当Q50ml散布した。翌日人工培養した
イネいもち病菌胞子の懸濁液を噴霧接種(2回)し、2
5°C1相対湿度100%の温室に保ち感染せしめた。(iD Test method for foliar spray efficacy against rice blast disease) Paddy rice (variety: Asahi) was cultivated in a clay pot with a diameter of 12 cm.
At the 3rd to 4th leaf stage, a pre-prepared diluted solution of the active compound at a predetermined concentration was sprayed at 50 ml per 3 animals. The next day, a suspension of artificially cultured rice blast fungus spores was spray inoculated (twice).
The plants were kept in a greenhouse at 5°C and 100% relative humidity for infection.
接a7日後、鉢当り罹病程度を下記の基準によす類別評
価し、更に防除価(%)を求めた。また薬害も同時に調
査した。Seven days after inoculation, the degree of disease per pot was graded and evaluated according to the following criteria, and the control value (%) was determined. At the same time, drug damage was also investigated.
引1r 髭夾皿(邊1づhユO
0,52以下
1 3〜5
2 6〜103
゛ 11〜204
21〜405 41以
上
本試験は1区;)鉢の結果である。Pull 1r Beard plate (bench 1zuhyu O 0,52 or less 1 3~5 2 6~103
゛ 11-204
21-405 41 or more This test is the result of 1 section ;) pot.
前記試験(1)及び(ii)の結果をとりまとめ第3表
に示す。The results of the tests (1) and (ii) are summarized and shown in Table 3.
第 3 表
(註)1.実施例3の全ての混合物及び単剤使用に於い
て薬害は認められない。Table 3 (Notes) 1. No phytotoxicity was observed in all the mixtures and single agent uses of Example 3.
2、本発明に使用する一般式(1)の化合物:化合物N
o 、 (1,)、(2)、(3)、(4)及び(5
)は実施例1に記載の化合物である。2. Compound of general formula (1) used in the present invention: Compound N
o , (1,), (2), (3), (4) and (5
) is the compound described in Example 1.
3、本発明に使用する化合物:
化合物(1)):イソブロチオラン
実施例4
実施例3に於ける本発明混合組成物をトビイロウンカ及
び稲イモチ病が同時に発生する試験区に使用した結果、
該病害虫を完壁な効果で防除した。3. Compounds used in the present invention: Compound (1)): Isobrothiolane Example 4 As a result of using the mixed composition of the present invention in Example 3 in a test plot where brown planthopper and rice blast disease occur simultaneously,
The pests were completely controlled.
実施例5(水利剤)
式(1)の活性化合物25部、インブロチオラン25部
、粉末けい藻土と粉末クレーとの混合物(1:5)45
部、アルキルベンゼンスルホン酸ナトリウム2部、アル
キルナフタレンスルホン酸ナトリウムホルマリン縮合物
3部を粉砕混合し水利剤とする。Example 5 (Irrigation agent) 25 parts of the active compound of formula (1), 25 parts of imbrothiolane, a mixture of powdered diatomaceous earth and powdered clay (1:5) 45
1 part, 2 parts of sodium alkylbenzene sulfonate, and 3 parts of sodium alkylnaphthalene sulfonate formalin condensate were ground and mixed to obtain an irrigation agent.
実施例6(粒剤)
式(I>の活性化合物3部、プロベナゾール8部、ベン
トナイト(モンモリロナイト)30部、タルク(滑石)
57部、リグニンスルホン酸塩2部の混合物に、水25
部を加え、良く程化し、押し出し式造粒様に上り10〜
40メツシユの粒状として、40〜50“Cで乾燥して
粒剤とする。Example 6 (granules) 3 parts of active compound of formula (I>, 8 parts of probenazole, 30 parts of bentonite (montmorillonite), talc (talc)
57 parts of water, 25 parts of water to a mixture of 2 parts of lignin sulfonate
10~
Form into granules of 40 mesh and dry at 40-50"C.
実施例7(粉剤)
式(1)の活性化合物コ部、インブロチオラン2゜5部
、粉末クレー96.5部を粉砕混合して粉剤とする。Example 7 (Powder) One part of the active compound of formula (1), 2.5 parts of inbrothiolane, and 96.5 parts of powdered clay were ground and mixed to prepare a powder.
tll −tll-
Claims (1)
ゲン原子を表わし、 lは0、1又は2を表わし、そして mは2又は3を表わす、 のニトロメチレン誘導体及び (2)ジ−イソプロピル 1,3−ジチオラン−2−イ
リデンマロネート、5−メチル−1,2,4−トリアゾ
ロ[3,4−b]ベンゾチアゾール、3−アリルオキシ
−1,2−ベンゾチアゾール 1,1−ジオキシド及び
1,2,5,6−テトラヒドロ−4H−ピロロ−[3,
2,1−i,j]キノリン−4−オンから選んだ少なく
とも1種との活性化合物混合物を含有することを特徴と
する農業用殺虫殺菌組成物。[Claims] 1. (1) General formula ▲ Numerical formula, chemical formula, table, etc. ▼ (I) In the formula, X represents a lower alkyl group, a lower alkoxy group, or a halogen atom, and l is 0, 1, or 2 and m represents 2 or 3, and (2) di-isopropyl 1,3-dithiolane-2-ylidene malonate, 5-methyl-1,2,4-triazolo[3 ,4-b]benzothiazole, 3-allyloxy-1,2-benzothiazole 1,1-dioxide and 1,2,5,6-tetrahydro-4H-pyrrolo-[3,
2,1-i,j] quinolin-4-one.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP60-240241 | 1985-10-26 | ||
JP24024185 | 1985-10-26 |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS62174001A true JPS62174001A (en) | 1987-07-30 |
JPH0662368B2 JPH0662368B2 (en) | 1994-08-17 |
Family
ID=17056554
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP61026981A Expired - Lifetime JPH0662368B2 (en) | 1985-10-26 | 1986-02-12 | Agricultural insecticidal bactericidal composition |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH0662368B2 (en) |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS56156201A (en) * | 1980-05-06 | 1981-12-02 | Takeda Chem Ind Ltd | Agricultural and horticultural germicidal composition |
JPS60172976A (en) * | 1984-02-16 | 1985-09-06 | Nippon Tokushu Noyaku Seizo Kk | Nitromethylene derivative, its preparation and insecticidal, miticidal and nematocidal agent |
-
1986
- 1986-02-12 JP JP61026981A patent/JPH0662368B2/en not_active Expired - Lifetime
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS56156201A (en) * | 1980-05-06 | 1981-12-02 | Takeda Chem Ind Ltd | Agricultural and horticultural germicidal composition |
JPS60172976A (en) * | 1984-02-16 | 1985-09-06 | Nippon Tokushu Noyaku Seizo Kk | Nitromethylene derivative, its preparation and insecticidal, miticidal and nematocidal agent |
Also Published As
Publication number | Publication date |
---|---|
JPH0662368B2 (en) | 1994-08-17 |
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