JPS58140004A - Fungicide for agricultural and horticultural purposes - Google Patents

Fungicide for agricultural and horticultural purposes

Info

Publication number
JPS58140004A
JPS58140004A JP2181382A JP2181382A JPS58140004A JP S58140004 A JPS58140004 A JP S58140004A JP 2181382 A JP2181382 A JP 2181382A JP 2181382 A JP2181382 A JP 2181382A JP S58140004 A JPS58140004 A JP S58140004A
Authority
JP
Japan
Prior art keywords
fungicide
active ingredient
crops
agricultural
bipyridine derivative
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
Application number
JP2181382A
Other languages
Japanese (ja)
Other versions
JPH0161084B2 (en
Inventor
Makio Usui
臼井 牧夫
Kunio Yamaguchi
山口 国夫
Norio Yoshida
紀男 吉田
Mitsuharu Yamaji
山路 満春
Hideyo Yamada
山田 日出世
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Otsuka Chemical Co Ltd
Koei Chemical Co Ltd
Otsuka Kagaku Yakuhin KK
Original Assignee
Otsuka Chemical Co Ltd
Koei Chemical Co Ltd
Otsuka Kagaku Yakuhin KK
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Otsuka Chemical Co Ltd, Koei Chemical Co Ltd, Otsuka Kagaku Yakuhin KK filed Critical Otsuka Chemical Co Ltd
Priority to JP2181382A priority Critical patent/JPS58140004A/en
Publication of JPS58140004A publication Critical patent/JPS58140004A/en
Publication of JPH0161084B2 publication Critical patent/JPH0161084B2/ja
Granted legal-status Critical Current

Links

Abstract

PURPOSE:The titled fungicide that contains a specific bipyridine derivative as an active ingredient, thus being useful for preventing and curing diseases in a variety of crops, because of its extremely low toxicity to human, animals and fishes, no chemical injury to crops and high effectiveness even against microorganisms resistant to customary fungicides. CONSTITUTION:The objective fungicide contains a bipyridine derivative of formulaI(R<1>, R<2> are lower alkyl, halogen, nitro; formula II is formula III or IV) as an active ingredient. A carrier or assistants are added to the above described compound and they are prepared in the form of an emulsion, wettable dust or powder and used to prevent and cure rice sheath blight, gray mold in crops and a variety of sclerotium diseases. The dose is 0.1-10kg, preferably 0.1-5kg/ha based on the active ingredient.

Description

【発明の詳細な説明】 本発明は農園芸用殺菌剤に関する。[Detailed description of the invention] The present invention relates to a fungicide for agriculture and horticulture.

従来、数多の農作物病原菌を防除するために種々の農園
芸用殺菌剤が開発されている。しかるKこれらのうち殆
んどのものは、(1)人畜魚類に対する毒性が極めて低
いこと、(2)農作物に対する薬害が少ないこと、(3
)数年来問題となりつつある薬剤耐性菌に対しても殺菌
効果を発揮すること、等の諸要件をすべて満足するもの
ではない。
Conventionally, various agricultural and horticultural fungicides have been developed to control numerous agricultural pathogens. However, most of these are: (1) have extremely low toxicity to animals, animals, and fish, (2) have little phytotoxicity to agricultural crops, and (3)
) It does not satisfy all the requirements, such as exhibiting a bactericidal effect against drug-resistant bacteria, which has been a problem for several years.

本発明者らは、斯かる現状に鑑み鋭意研究を重ねた結果
、下記一般式〔■〕で表わされるビピリジン誘導体が上
記(1)〜(3)の諸要件を満足し、各種農作物病の予
防乃至治療に有効であることを見い出した。本発明は斯
かる知見に基づき完成されたものである。
As a result of extensive research in view of the current situation, the present inventors have found that a bipyridine derivative represented by the following general formula [■] satisfies the requirements (1) to (3) above and is effective in preventing various crop diseases. It has been found to be effective for treatment. The present invention was completed based on this knowledge.

即ち本発明は、一般式 〔式中R1及びR2は、同−又は異なって、低級アル士
ル基、ハロゲン原子又はニド0基を示す。
That is, the present invention relates to a compound of the general formula [wherein R1 and R2 are the same or different and represent a lower alkyl group, a halogen atom, or a nido group.

で表わされるビピリジン誘導体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係る〇上記一般式
[I)で表わされるビピリジ、7ml導体は上記(1)
〜(3)の諸要件をすべて満足する亀のである。即ち一
般式〔I〕で表わされるビピリジン誘導体は、人畜魚類
に対する毒性が極めて低く、また農作物に対する薬害も
少なく、しか屯薬剤耐性曹に対しても優れ九殺薗効果を
発揮し得る。このように一般式CI)のビピリジン誘導
体は幾多の優れ友性質を兼備しており、それ故該ビピリ
ジン誘導体の農園芸用殺菌剤としての利用は農業上極め
て有益である。
Regarding an agricultural and horticultural fungicide characterized by containing a bipyridine derivative represented by the above as an active ingredient, the bipyridine represented by the above general formula [I], 7ml conductor is the above (1).
It is a turtle that satisfies all of the requirements of ~ (3). That is, the bipyridine derivative represented by the general formula [I] has extremely low toxicity to livestock and fish, and has little phytotoxicity to agricultural crops, and can also exhibit an excellent killing effect against drug-resistant grasshoppers. As described above, the bipyridine derivative of the general formula CI) has many excellent compatibility properties, and therefore, the use of the bipyridine derivative as a fungicide for agricultural and horticultural purposes is extremely useful in agriculture.

上記一般式〔I″IにおいてR1及びR2で示される低
級アル+ル基としては例えばメチル、エチル、路−づ0
ビル、イソづ0ビル、ループチル、 sac−プチル、
tart−ブチル等を挙げることができ、ま九ハロゲン
原子としては例、えば塩素原子、臭素原子等を挙げるこ
とができる。
Examples of the lower alkyl groups represented by R1 and R2 in the general formula [I''I] include methyl, ethyl, and
Bill, Isozuo Bill, Louptyl, sac-Butyl,
Examples of the halogen atom include tart-butyl and the like, and examples of the halogen atom include a chlorine atom and a bromine atom.

本発明においては、一般式[I)に属している限〉いず
れの化合物も有効に使用できる。一般式1式% 本発明殺菌剤が優れた防除効果を発揮する防除対象病害
としては、例えばイネ紋枯病、農園芸作物の灰色かび病
、種々の菌核病等を挙げすることができる。
In the present invention, any compound can be effectively used as long as it belongs to general formula [I]. General Formula 1 Formula % Examples of diseases to be controlled that the fungicide of the present invention exhibits an excellent control effect include, for example, rice sheath blight, gray mold of agricultural and horticultural crops, and various sclerotia diseases.

上記一般式[I)で表わされるビピリジン誘導体を有効
成分として含有する本発明の殺菌剤は、通常公知の殺菌
剤と同様に、必要に応じて適当な固体担体、液体担体、
懸濁化剤、展着剤等を用いて粒剤、粉剤、乳剤、水利剤
、錠剤、油剤、噴霧剤、煙霧剤等の任意の形態に調製で
きる。用いられる担体としては、クレー、カオリシ、ベ
シトナイトタルク、酸性白土、硅藻土、炭酸カルシウム
、ニドDiル0−ズ、デシづン、アラビアゴム、炭酸ガ
ス、フレオシ、水、ベシゼン、ケ0シシ、アルコール、
アセトン、牛シレン、メチルナフタレン、シフ0へ+サ
ツシ、動植物脂肪酸エステル等を例示できる。tた懸濁
化剤、展着剤等としては、通常の界面活性剤例えば石鹸
、高級アルコールの硫酸エステル、アル士ルスルホシ酸
塩、第4級アンモニウム塩、ポリアル中レシオ十シト等
を例示できる。
The bactericidal agent of the present invention containing the bipyridine derivative represented by the above general formula [I] as an active ingredient can be prepared using a suitable solid carrier, liquid carrier,
It can be prepared into any form such as granules, powders, emulsions, aqueous solutions, tablets, oils, sprays, atomizers, etc. using suspending agents, spreading agents, etc. The carriers used include clay, kaorishi, beshitonite talc, acid clay, diatomaceous earth, calcium carbonate, Nido Diluz, Desidun, gum arabic, carbon dioxide, phreosy, water, beshizen, and keshitonite. ,alcohol,
Examples include acetone, bovine silane, methylnaphthalene, Schiff 0 + Satsushi, and animal and plant fatty acid esters. Examples of suspending agents, spreading agents, etc. include common surfactants such as soaps, sulfuric acid esters of higher alcohols, alkyl sulfosinates, quaternary ammonium salts, and polyalcohols.

上記によ〉調製される本発明殺菌剤中の一般式CI)で
表わされる化合物の配合量は、その使用形態41K応じ
て適宜に決定できる。例えば乳剤や水和剤等の形態とす
るには、0.1〜90重量−の範囲とするのが好ましく
、ま九粉剤や油剤等の形態では0.1〜lO重量’ss
度の範囲とするのが適当である。
The amount of the compound represented by general formula CI) in the fungicide of the present invention prepared as described above can be appropriately determined depending on the usage form 41K. For example, in the form of an emulsion or wettable powder, it is preferably in the range of 0.1 to 90% by weight, and in the form of a powder or oil, it is preferably 0.1 to 10% by weight.
It is appropriate to set it within the range of degrees.

本発明の殺菌剤は、その使用に当っては公知の殺菌剤と
同様に殺菌効果を必要とする箇所に散布、噴霧、塗布等
によシ適用できる。その適用量は適宜に決定できるが例
えば本発明殺菌剤を農園芸用として利用する場合通常1
ヘクタ一ル当シ有効成分量が0.1−10Kf好ましく
は0.1〜5Kf11度となる童を目安とすればよく、
勿論これは植物やその病害の1度に応じて適宜増減でき
る。またこれは例えば他の殺菌剤や殺虫剤又は除草”剤
、肥料物質、土壌改良剤等と併用することも可能である
When using the fungicide of the present invention, it can be applied to areas requiring a bactericidal effect by spraying, spraying, coating, etc. in the same way as known bactericidal agents. The application amount can be determined as appropriate, but for example, when the fungicide of the present invention is used for agricultural and horticultural purposes, it is usually 1
As a guideline, the amount of active ingredient per hectare should be 0.1-10Kf, preferably 0.1-5Kf11 degrees.
Of course, this can be increased or decreased as appropriate depending on the plant and its degree of disease. It can also be used in combination with, for example, other fungicides, insecticides or herbicides, fertilizer substances, soil conditioners, etc.

以下に実施例及び配合例を挙げて本発明をさらに詳細に
説明するが、本発明化合物に対する添加物の種類及び混
合割合はこれらのみに限定されることなく広い範囲で変
更可能であシ、また実施例は代表的な試験の一部であり
、上記一般式[I)の化合物が農園芸用殺菌剤として幅
広い適用場面をもっていることは言うまで本ない。
The present invention will be explained in more detail with reference to examples and formulation examples below, but the types and mixing ratios of additives to the compounds of the present invention are not limited to these and may be varied within a wide range. The examples are a part of typical tests, and it goes without saying that the compound of the above general formula [I] has a wide range of applications as an agricultural and horticultural fungicide.

実施例1 イネ紋枯病予防効果試験 剤を水で希釈し、lポットあ九す5ccの割合で散布し
た。6時間後にイネ紋枯病菌(Rh1zoctoniα
zoLani )の菌そうを葉鞘内に挿入接種し、温度
30℃、湿度951以上の恒温恒温箱に入れて発病させ
九。7日後に罹病様率及び発病度より、各区の被害度を
求め、次式に従って防除価を算出した。ま九薬害は肉眼
観察に依った。その結果は第2表に示す通シである。
Example 1 A test agent for preventing effects on rice sheath blight was diluted with water and sprayed at a rate of 5 cc per pot. 6 hours later, rice sheath blight fungus (Rh1zoctoniα
zoLani) was inserted into the leaf sheath and placed in a thermostatic box at a temperature of 30°C and a humidity of 951 or higher to allow the disease to develop. After 7 days, the degree of damage in each area was determined from the morbidity rate and severity of disease, and the control value was calculated according to the following formula. The drug damage was determined by visual observation. The results are shown in Table 2.

発病度: 1株中の罹病葉鞘位がル葉葉鞘の場合:41
株中の罹病葉鞘位がn−1葉葉鞘の場合:3rL−’l
:2 %−3#:l 被害度=罹病株率X発病度 第  2  表 壷有効成分  (: CM、A50. 〕、Pg2・ル
凧第2表における供試化合物ムは前記第1表における化
合物ムに対応するものである。以下の表においても同じ
Disease severity: When the affected leaf sheath position in one plant is the leaf sheath: 41
When the affected leaf sheath position in the plant is the n-1 leaf sheath: 3rL-'l
:2%-3#:l Damage level = Disease strain rate The same applies to the table below.

実施例2 イネ紋枯病治病効果試験 径9cmのポットに栽培し九イネ(品種二日本晴れ)の
6葉期に葉鞘内にイネ紋枯病菌(Rhizo−ctoF
&ia zolani )の薗そうを挿入接種し、温度
30℃、湿度95−以上の恒温恒湿箱に3日保った。3
日後に配合例3に準じた粉剤をポットあたり2fの割合
で散布した。散布後7日目に新に形成された病斑を測定
し、防除価を算出し、その結果を第3表に示しえ。なお
発病度、被害度、防除価は実施例璽に準じた。
Example 2 Rice sheath blight curing effect test Rice sheath blight fungus (Rhizo-ctoF) was cultivated in a pot with a diameter of 9 cm at the 6th leaf stage of nine rice varieties (variety Nihonbare).
&ia zolani) was inserted and inoculated and kept in a constant temperature and humidity box at a temperature of 30° C. and a humidity of 95° C. or higher for 3 days. 3
After a day, a powder according to Formulation Example 3 was sprinkled at a rate of 2 f per pot. Seven days after spraying, measure the newly formed lesions, calculate the control value, and show the results in Table 3. Incidentally, the disease severity, damage level, and control value were in accordance with the examples.

第  3  表 ※有効成分  CCH,A303’331g2・%H4
実施例3 灰色かび病予防効果 径91のボットに栽培し九十ユウリ(品種:正金促成)
が第2本葉を展開し始めた時に1配合例2に準じた水和
剤を水で希釈してlポットあたシ5ccの割合で散布し
え。6時間後に灰色かび病菌(Ihtrytiz ci
garea ) ()jli子波を噴霧接種し、温度2
5℃、温度9591以上の恒温恒温箱に入れて発病させ
友、7日後に第1葉の病斑数を求め、次式に従って防除
価を算出し友。その結果は第4表に示す通りであつ九。
Table 3 *Active ingredient CCH, A303'331g2・%H4
Example 3 Botrytis blight preventive effect Kuju yuri grown in a bot with a diameter of 91 (variety: Shokin Kosei)
When the plant begins to develop its second true leaves, dilute a hydrating agent according to Formulation Example 2 with water and spray it at a rate of 5 cc per pot. After 6 hours, Botrytis ci
garea) ()jli son wave spray inoculation, temperature 2
Place the seeds in a thermostatic box at 5°C and a temperature of 9591 or higher to develop the disease.After 7 days, count the number of lesions on the first leaf, and calculate the control value according to the following formula. The results are shown in Table 4.

第  4  表 実施例41[剤耐性薗に対する防除効果試験ベンズイ!
タジール系化合物に薬剤耐性を示す灰色かび病菌(13
atrytiz cingratx )を用いて、実施
例3と同じ方法で灰色かび病防除効果試験を行った。な
お発病の調査及び防除価の算出方法は実施例3と同様で
ある。
Table 4 Example 41 [Test on control effect against drug-resistant Phytocompetitor Benzi!
Gray mold fungus (13
Atrytiz cingratx) was used to conduct a Botrytis mold control effect test in the same manner as in Example 3. The method for investigating the onset of disease and calculating the control value was the same as in Example 3.

結果は第5表に示す通〉であった。The results were as shown in Table 5.

第  5  表 ※有効成分    11 C−C,H9 ■ 本成績及び実施例3の成績とを比べて明らかなように比
較対照薬剤ベシズイミタジール系殺菌剤は、野生薗(薬
剤感受性菌)に対しては防除効果を発揮するが、薬剤耐
性菌に対しては殆んど防除効果を示さない、一方本発明
化合物は薬剤耐性菌に対しても感受性菌に対してと同様
の高い防除効果を示した。
Table 5 *Active ingredients 11 C-C, H9 ■ As is clear from the comparison between these results and the results of Example 3, the comparative control drug becizimitadyl fungicide has no effect on Wild Sonata (drug-susceptible bacteria). The compound of the present invention exhibits a controlling effect on drug-resistant bacteria, but has almost no controlling effect on drug-resistant bacteria.On the other hand, the compound of the present invention shows the same high controlling effect on drug-resistant bacteria as on susceptible bacteria. Ta.

配合例1 乳剤 化合物41 10部、アセトン75部、ポリオ中ジエチ
レンノニルフェノールエーテル5部及びアル中ルベンゼ
ンスルホシ酸ソータ10部を混和すれば、主剤濃度10
嘔の乳剤を得る。
Formulation Example 1 By mixing 10 parts of Emulsion Compound 41, 75 parts of acetone, 5 parts of diethylene nonylphenol ether in polio, and 10 parts of rubenzenesulfosic acid sorter in alcohol, the main agent concentration is 10.
Obtain emulsion of vomit.

配合例2 水和剤 化合物A250部、ドデシルペンゼシスルホン酸ナトリ
ウム3部、ポリオ士ジエチレンラウリルエーテル2部及
びケイソウ上45部をよく粉砕混合すれば、主剤含有量
50−の水和剤を得る。
Formulation Example 2 250 parts of wettable powder compound A, 3 parts of sodium dodecyl penzecysulfonate, 2 parts of polyethylene diethylene lauryl ether, and 45 parts of diatomaceous powder are thoroughly ground and mixed to obtain a wettable powder having a base ingredient content of 50.

配合例3 粉剤 化合物43 1部、タルク51部、九オリン46.5部
、イソづ0ビル本スフエート0.5部及びステアリン酸
カルシウム1部をよく粉砕混合すれば、主剤含有量19
Gの粉剤を得る。
Formulation Example 3 By thoroughly pulverizing and mixing 1 part of powder compound 43, 51 parts of talc, 46.5 parts of 9-olin, 0.5 part of isozylene sulfate, and 1 part of calcium stearate, the main ingredient content is 19
Obtain powder G.

(以 上)(that's all)

Claims (1)

【特許請求の範囲】 ■ 一般式 〔式中R1及びR2は、同−又は異なって、低級アル中
ル基、J10ゲシ原子又はニド0基を示す。 で表わされるビピリジン誘導体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] ■ General formula [In the formula, R1 and R2 are the same or different and represent a lower alkyl group, a J10 Geshi atom, or a Nido0 group. An agricultural and horticultural fungicide characterized by containing a bipyridine derivative represented by the following as an active ingredient.
JP2181382A 1982-02-12 1982-02-12 Fungicide for agricultural and horticultural purposes Granted JPS58140004A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP2181382A JPS58140004A (en) 1982-02-12 1982-02-12 Fungicide for agricultural and horticultural purposes

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP2181382A JPS58140004A (en) 1982-02-12 1982-02-12 Fungicide for agricultural and horticultural purposes

Publications (2)

Publication Number Publication Date
JPS58140004A true JPS58140004A (en) 1983-08-19
JPH0161084B2 JPH0161084B2 (en) 1989-12-27

Family

ID=12065495

Family Applications (1)

Application Number Title Priority Date Filing Date
JP2181382A Granted JPS58140004A (en) 1982-02-12 1982-02-12 Fungicide for agricultural and horticultural purposes

Country Status (1)

Country Link
JP (1) JPS58140004A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5946203A (en) * 1982-09-09 1984-03-15 Koei Chem Co Ltd Fungicide for agriculture and horticulture

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5946203A (en) * 1982-09-09 1984-03-15 Koei Chem Co Ltd Fungicide for agriculture and horticulture

Also Published As

Publication number Publication date
JPH0161084B2 (en) 1989-12-27

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