JPH06219912A - Agricultural and horticultural germicidal composition - Google Patents

Agricultural and horticultural germicidal composition

Info

Publication number
JPH06219912A
JPH06219912A JP23400093A JP23400093A JPH06219912A JP H06219912 A JPH06219912 A JP H06219912A JP 23400093 A JP23400093 A JP 23400093A JP 23400093 A JP23400093 A JP 23400093A JP H06219912 A JPH06219912 A JP H06219912A
Authority
JP
Japan
Prior art keywords
agricultural
chloro
germicidal composition
pyridylaniline
toluanilide
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
JP23400093A
Other languages
Japanese (ja)
Other versions
JPH0713002B2 (en
Inventor
Terumasa Komyoji
輝正 光明寺
Kazumi Suzuki
一実 鈴木
Hideji Yoshimura
秀司 吉村
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.)
Ishihara Sangyo Kaisha Ltd
Original Assignee
Ishihara Sangyo Kaisha Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Ishihara Sangyo Kaisha Ltd filed Critical Ishihara Sangyo Kaisha Ltd
Priority to JP23400093A priority Critical patent/JPH0713002B2/en
Publication of JPH06219912A publication Critical patent/JPH06219912A/en
Publication of JPH0713002B2 publication Critical patent/JPH0713002B2/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Abstract

PURPOSE:To obtain an agricultural and horticultural germicidal composition comprising an N-pyridylaniline-based compound and other specific compounds as active ingredients. CONSTITUTION:This agricultural and horticultural germicidal composition comprises N-(3-chloro-5-trifluoromethyl-2-pyridyl)-2,6-dinitro-3-chloro-4- trifluoromethylaniline which is an N-pyridylaniline-based compound expressed by the formula and 3'-isopropoxy-o-toluanilide or alpha,alpha,alpha-trifluoro-3'-isopropoxy-o- toluanilide as active ingredients.

Description

【発明の詳細な説明】Detailed Description of the Invention

【0001】[0001]

【産業上の利用分野】本発明は、農園芸用殺菌剤組成物
に関し、より詳細には、N−ピリジルアニリン系化合物
と他の特定の化合物とを有効成分として含有する農園芸
用殺菌剤組成物に関する。
BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an agricultural and horticultural fungicide composition, and more particularly to an agricultural and horticultural fungicide composition containing an N-pyridylaniline compound and another specific compound as active ingredients. Regarding things.

【0002】[0002]

【従来の技術】従来から作物に発生する有害病を防除す
るために多くの農園芸用殺菌剤が提供されているが、な
お種々の面において改良が望まれている。
2. Description of the Related Art Conventionally, many agricultural and horticultural fungicides have been provided for controlling harmful diseases occurring in crops, but improvements in various aspects are still desired.

【0003】[0003]

【発明が解決しようとする課題】本発明者達は、先に次
記式で表わされるN−ピリジルアニリン系化合物が農園
芸上有害な灰色かび病、黒星病などの病原菌に対して優
れた生育抑制効果を示すことを見出した。しかしなが
ら、このN−ピリジルアニリン系化合物は、うどんこ病
などの特定の病原菌に対してはその効果が十分でなく、
また各病原菌に対する予防効果に比べて、治療効果がや
や劣るなどの欠点を有していた。
DISCLOSURE OF THE INVENTION The present inventors previously found that the N-pyridylaniline compound represented by the following formula is excellent in growth against pathogenic bacteria such as gray mold, scab and the like, which are harmful to agriculture and horticulture. It was found that the inhibitory effect was exhibited. However, this N-pyridylaniline compound is not sufficiently effective against specific pathogens such as powdery mildew,
Further, it has a drawback that the therapeutic effect is slightly inferior to the preventive effect against each pathogenic bacterium.

【0004】[0004]

【課題を解決するための手段】本発明者達は、これらの
欠点を解決すべく研究した結果、N−ピリジルアニリン
系化合物を他の特定の化合物と混合使用することによ
り、うどんこ病のように効果が十分でなかった病原菌に
対しても殺菌力を示し、また、それぞれ単独施用では期
待できない高い防除活性が認められ、更には単独施用時
に較べて施用量を減少することができるなど、混用によ
る相乗効果が得られることを見出した。また、予防効果
に加えて治療効果も得られるので、実用性が向上するこ
とも見出した。すなわち、本発明は、式:
DISCLOSURE OF THE INVENTION The present inventors have studied to solve these drawbacks, and as a result, by using an N-pyridylaniline compound in combination with another specific compound, it is possible to prevent powdery mildew. It also shows bactericidal activity against pathogens that were not sufficiently effective against each other, and each has a high control activity that cannot be expected when applied alone, and the applied amount can be reduced compared to when applied alone. It has been found that a synergistic effect can be obtained. Further, they have found that the practicality is improved because a therapeutic effect is obtained in addition to the preventive effect. That is, the invention has the formula:

【0005】[0005]

【化2】 [Chemical 2]

【0006】で表わされるN−ピリジルアニリン系化合
物であるN−(3−クロロ−5−トリフルオロメチル−
2−ピリジル)−2,6−ジニトロ−3−クロロ−4−
トリフルオロメチルアニリン(以下、NPAと略称す
る)と3′−イソプロポキシ−O−トルアニリド(以
下、バシタックと略称する)又はα,α,α−トリフル
オロ−3′−イソプロポキシ−O−トルアニリド(以
下、モンカットと略称する)とを有効成分として含有す
る農園芸用殺菌剤組成物である。
N- (3-chloro-5-trifluoromethyl-), which is an N-pyridylaniline compound represented by
2-pyridyl) -2,6-dinitro-3-chloro-4-
Trifluoromethylaniline (hereinafter abbreviated as NPA) and 3'-isopropoxy-O-toluanilide (hereinafter abbreviated as Basitac) or α, α, α-trifluoro-3′-isopropoxy-O-toluanilide ( Hereinafter, abbreviated as "Moncat") as an active ingredient.

【0007】また、前記の他の特定の化合物としては、
下記第1表に示したような化合物が挙げられ一般的によ
く知られているものであるが、望ましくは後記化合物N
o.25及び26である。
Further, as the other specific compound,
The compounds shown in Table 1 below are mentioned and are generally well known. However, the compound N described below is preferable.
o. 25 and 26.

【0008】[0008]

【表1】 [Table 1]

【0009】[0009]

【表2】 [Table 2]

【0010】[0010]

【表3】 [Table 3]

【0011】[0011]

【表4】 [Table 4]

【0012】次に、本発明に係る試験例を記載する。 試験例1. キュウリうどんこ病予防効果試験 直径9cmの素焼鉢で、キュウリ(品種:四葉)を栽培
し、1葉期に達したときに供試化合物X,Yの各所定濃
度を含む水分散液10mlをスプレーガンを用いて散布
した。24〜25℃の温室に一昼夜放置した後、うどん
こ病菌の分生胞子を発病菌より振りかけ接種した。接種
10日目に第1葉の病斑程度を調査し、無処理区の発病
程度を100とし、無発病を0として各処理区の発病程
度を百分率で求め、第2−1表〜第2−6表の結果を得
た。
Next, a test example according to the present invention will be described. Test Example 1. Cucumber powdery mildew prevention effect test Cucumber (variety: four leaves) is cultivated in a biscuit pot with a diameter of 9 cm, and when reaching the 1-leaf stage, 10 ml of an aqueous dispersion containing each predetermined concentration of the test compound X and Y is sprayed. It was sprayed with a gun. After allowing to stand overnight in a greenhouse at 24 to 25 ° C., conidia of powdery mildew fungi were sprinkled and inoculated from the pathogenic bacteria. On the 10th day after the inoculation, the lesion degree of the first leaf was investigated, and the degree of disease in the untreated section was set to 100, and the degree of disease in each treated section was calculated as a percentage, and the degree of disease in each treated section was calculated as a percentage. The results shown in Table 6 were obtained.

【0013】[0013]

【表5】 [Table 5]

【0014】[0014]

【表6】 [Table 6]

【0015】[0015]

【表7】 [Table 7]

【0016】[0016]

【表8】 [Table 8]

【0017】[0017]

【表9】 [Table 9]

【0018】[0018]

【表10】 [Table 10]

【0019】試験例2. エンバク冠さび病予防試験 直径9cmの素焼鉢でエンバク(品種:前進)を栽培
し、1葉期に達したときに供試化合物X及びYを各所定
濃度を含む水分散液20mlをスプレーガンを用いて散
布した。20℃の温室に一昼夜放置した後、冠さび病菌
の夏胞子を発病苗より振りかけ接種した。接種10日目
に第一葉の病斑程度を調査し、前記試験例1の場合と同
様にして発病率を求めた。その結果を第3−1表〜第3
−6表に示す。
Test Example 2. Oat crown rust prevention test Oat (cultivar: Advance) is cultivated in a biscuit pot with a diameter of 9 cm, and when reaching the 1-leaf stage, 20 ml of an aqueous dispersion containing each of the test compounds X and Y at a predetermined concentration is spray-gun. Sprayed on. After leaving it in a greenhouse at 20 ° C. for a whole day and night, the spores of crown rust fungus were sprinkled on the diseased seedlings and inoculated. On the 10th day after the inoculation, the degree of lesion on the first leaf was investigated, and the disease incidence was determined in the same manner as in Test Example 1 above. The results are shown in Tables 3-1 to 3
It is shown in Table-6.

【0020】[0020]

【表11】 [Table 11]

【0021】[0021]

【表12】 [Table 12]

【0022】[0022]

【表13】 [Table 13]

【0023】[0023]

【表14】 [Table 14]

【0024】[0024]

【表15】 [Table 15]

【0025】[0025]

【表16】 [Table 16]

【0026】試験例3. キュウリべと病予防試験 直径9cmの素焼鉢で、キュウリ(品種:四葉)を栽培
し、2葉期に達したときに、各供試化合物X及びYを各
所定濃度を含む水分散液10mlを、スプレーガンを用
いて散布した。24〜25℃の温室に一昼夜放置した
後、べと病菌の胞子懸濁液を噴霧接種した。接種後5日
目に第一葉の病斑数を調査し、無処理区の発病程度を1
00とし、無発病を0として各処理区の発病程度を百分
率で求め、第4表の結果を得た。
Test Example 3. Cucumber downy mildew prevention test Cucumber (variety: four leaves) was cultivated in a biscuit pot with a diameter of 9 cm, and when reaching the 2-leaf stage, 10 ml of an aqueous dispersion containing each of the test compounds X and Y at each predetermined concentration was added. , Using a spray gun. After leaving it in a greenhouse at 24 to 25 ° C for a whole day and night, it was spray-inoculated with a spore suspension of downy mildew. On the 5th day after inoculation, the number of lesions on the first leaf was examined, and the severity of disease in the untreated area was 1
The degree of illness of each treatment group was obtained as a percentage, with the number of illnesses as 00 and no disease as 0, and the results in Table 4 were obtained.

【0027】[0027]

【表17】 [Table 17]

【0028】試験例4. キュウリ灰色かび病予防試験 直径9cmの素焼鉢でキュウリ(品種:四葉)を栽培
し、1葉期に達したときに、供試化合物X及びYを各所
定濃度を含む水分散液10mlをスプレーガンを用いて
散布した。24〜25℃の温室に一昼夜放置した後、予
めバイレショ、ブドウ糖寒天培地(PDA培地)に培養
しておいた灰色かび病菌のディスクを葉上に置き接種し
た。接種後3日目に第一葉の病斑長を調査し、無処理区
の発病程度を100とし、無発病を0として各処理区の
発病程度を百分率で求め、第5−1表〜第5−5表の結
果を得た。
Test Example 4. Cucumber gray mold prevention test Cucumber (variety: four leaves) is cultivated in a biscuit pot with a diameter of 9 cm, and when reaching the 1-leaf stage, a spray gun of 10 ml of an aqueous dispersion containing each of the predetermined concentrations of the test compounds X and Y is spray gun. Was sprayed. After leaving it in a greenhouse at 24 to 25 ° C. for a whole day and night, a disc of Botrytis cinerea, which had been previously cultivated in agarose and glucose agar medium (PDA medium), was placed on the leaves and inoculated. On the 3rd day after inoculation, the lesion length of the first leaf was investigated, and the degree of disease in the untreated section was set to 100, and the degree of disease in each treated section was calculated as a percentage, and the degree of disease in each treated section was calculated as a percentage. The results shown in Table 5-5 were obtained.

【0029】[0029]

【表18】 [Table 18]

【0030】[0030]

【表19】 [Table 19]

【0031】[0031]

【表20】 [Table 20]

【0032】[0032]

【表21】 [Table 21]

【0033】[0033]

【表22】 [Table 22]

【0034】上記試験例からも判る通り、本発明の殺菌
剤組成物によれば、各単剤の施用に比較して優れた殺菌
効果が得られる。すなわち、N−ピリジルアニリン系化
合物を特定の殺菌剤と混用することにより、各単剤から
予想されるより、かなり低濃度で優れた防除効果が得ら
れ、しかも、各単剤の施用では期待できなかった病原菌
に対しても幅広く効果が認められる。
As can be seen from the above test examples, the bactericidal composition of the present invention has an excellent bactericidal effect as compared with the application of each single agent. That is, by mixing the N-pyridylaniline compound with a specific fungicide, an excellent control effect can be obtained at a considerably lower concentration than expected from each single agent, and furthermore, it can be expected by application of each single agent. A wide range of effects can be seen against pathogens that did not exist.

【0035】本発明の殺菌剤組成物は、有害病菌に感染
している或いは、その恐れのある栽培作物例えば、キュ
ウリ、トマト、ナスなどの蔬菜類、イネ、麦類などの禾
穀類、マメ類、リンゴ、ナシ、ブドウ、柑橘などの果樹
類などに適用することにより優れた殺菌作用を呈し、例
えば、うどんこ病、さび病、べと病、たんそ病、灰色か
び病、黒星病、斑点落葉病、赤星病、いもち病、紋枯
病、苗立枯病、白絹病などの防除に好適であるが、中で
もうどんこ病、さび病、べと病、灰色かび病、黒星病の
防除には最適である。
The fungicide composition of the present invention is a cultivated crop infected with or susceptible to harmful pathogens, for example, vegetables such as cucumber, tomato and eggplant, cereals such as rice and wheat, and legumes. It exhibits an excellent bactericidal action when applied to fruit trees such as apples, pears, grapes and citrus fruits. For example, powdery mildew, rust, downy mildew, anthracnose, gray mold, scab and spots. Suitable for the control of leaf scab, red scab, blast, leaf spot, seedling blight, white silkworm, etc., but among them, control of powdery mildew, rust, downy mildew, gray mold and scab. Is perfect for.

【0036】本発明の殺菌剤組成物は、通常の農薬の場
合と同様に、前記有効成分をそのまま水に希釈し混合し
て施用することもできるが、各種補助剤と配合し、乳
剤、水和剤、粒剤などの形態に製剤して施用することも
できる。また、前記有効成分を個々に補助剤と混合、製
剤して、それらを混合してもよい。
The fungicide composition of the present invention can be used by diluting the above-mentioned active ingredient as it is into water and mixing it, as in the case of ordinary pesticides. It is also possible to formulate and apply it in the form of a Japanese medicine, granules and the like. Further, the above-mentioned active ingredients may be individually mixed and formulated with an auxiliary agent and then mixed.

【0037】前記補助剤としては、珪藻土、消石灰、炭
酸カルシウム、滑石、ホワイトカーボン、カオリン、ベ
ントナイト、ジークライトなどの固形担体、トルエン、
キシレン、ソルベントナフサ、エタノール、ジオキサ
ン、アセトン、イソホロン、メチルイソブチルケトン、
ジメチルホルムアミド、ジメチルスルホキシド、N−メ
チル−2−ピロリドンなどの溶剤、アルキル硫酸ソー
ダ、アルキルベンゼンスルホン酸ソーダ、リグニンスル
ホン酸ソーダ、ポリオキシエチレングリコールアルキル
エーテル、ポリオキシエチレンラウリルエーテル、ポリ
オキシエチレンアルキルアリールエーテル、ポリオキシ
エチレンソルビタン脂肪酸エステルなどの展着剤、界面
活性剤などが挙げられる。
As the auxiliary agent, a solid carrier such as diatomaceous earth, slaked lime, calcium carbonate, talc, white carbon, kaolin, bentonite and sieglite, toluene,
Xylene, solvent naphtha, ethanol, dioxane, acetone, isophorone, methyl isobutyl ketone,
Solvents such as dimethylformamide, dimethyl sulfoxide, N-methyl-2-pyrrolidone, sodium alkyl sulfate, sodium alkylbenzene sulfonate, sodium lignin sulfonate, polyoxyethylene glycol alkyl ether, polyoxyethylene lauryl ether, polyoxyethylene alkylaryl ether , A spreading agent such as polyoxyethylene sorbitan fatty acid ester, and a surfactant.

【0038】本発明殺菌剤組成物の施用濃度は、薬剤の
製剤形態、施用時期、有害病菌の種類などの条件によっ
て異なるので、一概に規定できないが、一般に、N−ピ
リジルアニリン系化合物が1〜10,000ppm、他
の殺菌性化合物が、1〜10,000ppm望ましくは
前者が10〜1,000ppm、後者が10〜1,00
0ppmである。
The application concentration of the fungicide composition of the present invention varies depending on conditions such as the formulation of the drug, the time of application, the type of harmful bacterium, etc., and therefore cannot be specified unconditionally, but generally the N-pyridylaniline compound is 10,000 ppm, other bactericidal compounds, 1-10,000 ppm, preferably 10-1,000 ppm for the former, 10-1,000 for the latter
It is 0 ppm.

【0039】製剤例1〜6 (1)N−(3−クロロ−5−トリフルオロメチル−2−ピリジル)−2,6 −ジニトロ−3−クロロ−4−トリフルオロメチルアニリン 25重量部 (2)化合物No.3,10,14,19,22又は25 25重量部 (3)ジークライト 45重量部 (4)リグニンスルホン酸ソーダ 5重量部 以上のものを均一に混合して水和剤とした。Formulation Examples 1 to 6 (1) N- (3-chloro-5-trifluoromethyl-2-pyridyl) -2,6-dinitro-3-chloro-4-trifluoromethylaniline 25 parts by weight (2 ) Compound No. 3, 10, 14, 19, 22, or 25 25 parts by weight (3) Sikhlite 45 parts by weight (4) Sodium lignin sulfonate 5 parts by weight The above components were uniformly mixed to obtain a wettable powder.

【0040】製剤例7〜12 (1)N−(3−クロロ−5−トリフルオロメチル−2−ピリジル)−2,6 −ジニトロ−3−クロロ−4−トリフルオロメチルアニリン 2.5重量部 (2)化合物No.2,12,15,17,23又は26 2.5重量部 (3)タルク 95重量部 以上のものを均一に混合して粉剤とした。Formulation Examples 7 to 12 (1) N- (3-chloro-5-trifluoromethyl-2-pyridyl) -2,6-dinitro-3-chloro-4-trifluoromethylaniline 2.5 parts by weight (2) Compound No. 2, 12, 15, 17, 23 or 26 2.5 parts by weight (3) Talc 95 parts by weight The above ingredients were uniformly mixed to obtain a powder.

Claims (1)

【特許請求の範囲】[Claims] 【請求項1】 式: 【化1】 で表わされるN−ピリジルアニリン系化合物であるN−
(3−クロロ−5−トリフルオロメチル−2−ピリジ
ル)−2,6−ジニトロ−3−クロロ−4−トリフルオ
ロメチルアニリンと3′−イソプロポキシ−O−トルア
ニリド又はα,α,α−トリフルオロ−3′−イソプロ
ポキシ−O−トルアニリドとを有効成分として含有する
農園芸用殺菌剤組成物。
1. The formula: N- which is an N-pyridylaniline compound represented by
(3-chloro-5-trifluoromethyl-2-pyridyl) -2,6-dinitro-3-chloro-4-trifluoromethylaniline and 3'-isopropoxy-O-toluanilide or α, α, α-tri An agricultural and horticultural fungicide composition containing fluoro-3'-isopropoxy-O-toluanilide as an active ingredient.
JP23400093A 1993-08-25 1993-08-25 Agro-horticultural fungicide composition Expired - Lifetime JPH0713002B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP23400093A JPH0713002B2 (en) 1993-08-25 1993-08-25 Agro-horticultural fungicide composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP23400093A JPH0713002B2 (en) 1993-08-25 1993-08-25 Agro-horticultural fungicide composition

Related Parent Applications (1)

Application Number Title Priority Date Filing Date
JP60138134A Division JPH0613442B2 (en) 1985-06-25 1985-06-25 Agro-horticultural fungicide composition

Publications (2)

Publication Number Publication Date
JPH06219912A true JPH06219912A (en) 1994-08-09
JPH0713002B2 JPH0713002B2 (en) 1995-02-15

Family

ID=16963989

Family Applications (1)

Application Number Title Priority Date Filing Date
JP23400093A Expired - Lifetime JPH0713002B2 (en) 1993-08-25 1993-08-25 Agro-horticultural fungicide composition

Country Status (1)

Country Link
JP (1) JPH0713002B2 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN106973924A (en) * 2017-04-27 2017-07-25 广东广康生化科技股份有限公司 Composition pesticide containing captan and fluazinam

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN106973924A (en) * 2017-04-27 2017-07-25 广东广康生化科技股份有限公司 Composition pesticide containing captan and fluazinam

Also Published As

Publication number Publication date
JPH0713002B2 (en) 1995-02-15

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