JPH06227915A - Agricultural/horticultural bactericidal composition containing azole compound - Google Patents
Agricultural/horticultural bactericidal composition containing azole compoundInfo
- Publication number
- JPH06227915A JPH06227915A JP5020082A JP2008293A JPH06227915A JP H06227915 A JPH06227915 A JP H06227915A JP 5020082 A JP5020082 A JP 5020082A JP 2008293 A JP2008293 A JP 2008293A JP H06227915 A JPH06227915 A JP H06227915A
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- lower alkyl
- alkyl group
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Abstract
Description
【0001】[0001]
【発明の目的】稲紋枯病や疑似紋枯病に有効であり、且
つ、稲いもち病に対して優れた防除効果を有する農園芸
用殺菌剤を提供すること。An object of the present invention is to provide an agricultural and horticultural fungicide which is effective against rice blight and pseudo-blight, and has an excellent control effect against rice blast.
【0002】[0002]
【産業上の利用分野】本発明は、新規なオキセタンアゾ
ール化合物と、ある種の農園芸用殺菌剤とを有効成分と
する農園芸用殺菌組成物に関する。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an agricultural / horticultural germicidal composition comprising a novel oxetaneazole compound and a certain agricultural / horticultural germicide as active ingredients.
【0003】[0003]
【従来の技術】一般式(I)で示される化合物は、特開
平3−232883号公報に記載された、公知の農園芸
用殺菌剤である。The compound represented by the general formula (I) is a known agricultural and horticultural fungicide described in JP-A-3-232883.
【0004】[0004]
【発明が解決しようとする課題】近年、稲作栽培におい
て機械移植による密植化が進み早期栽培が定着するなか
で、各地で紋枯病の発生が増加し、大きな被害を与えて
いる。また、最近になり褐色紋枯病や赤色菌核病をはじ
めとする紋枯病類似症(疑似紋枯病)による被害も問題
となってきている。In recent years, as rice plant cultivation has become densely planted by mechanical transplantation and early cultivation has been established, the occurrence of bacterial wilt disease is increasing in various places, which causes great damage. Further, recently, damages caused by blight-spot disease (pseudo-spot disease) such as brown blight and red sclerotia have also become a problem.
【0005】一方、紋枯病と並んで稲作において最も重
要な病害の一つであるいもち病について見ると、近年高
品質化の進んでいる栽培品種の多くは本病に対する抵抗
性が非常に弱いため、いもち病防除の重要性は益々高く
なっている。On the other hand, looking at rice blast, which is one of the most important diseases in rice cultivation as well as the blight of rice, many cultivars whose quality has been improved in recent years have very weak resistance to this disease. Therefore, the control of blast disease is becoming more important.
【0006】この様に、多くの稲作地帯では上記諸病害
が混在しており、それらの同時防除が必須となってい
る。又、近年特に稲作における省力化が要求され、これ
らの病害についても省力防除手段が要求されている。As described above, the above-mentioned various diseases are mixed in many rice growing areas, and simultaneous control of them is essential. In recent years, labor saving has been especially required in rice cultivation, and labor-saving control means has also been required for these diseases.
【0007】本発明者等は、このような状況を鑑み、稲
紋枯病や疑似紋枯病に有効であり、且つ、稲いもち病に
対して優れた防除効果を有する農園芸用殺菌剤の開発に
鋭意検討を続けた結果、一般式(I)で示される化合物
から選ばれた一種とある種の農園芸用殺菌剤とを混用し
て使用することにより、それぞれを単独で使用する場合
より低濃度においてより高い効果、すなわち優れた相乗
効果を発揮することを見い出して本発明を完成した。In view of such a situation, the present inventors have proposed an agricultural and horticultural fungicide which is effective against rice blight and pseudo-blight and has an excellent control effect against rice blast. As a result of continuing intensive studies on the development, by using one kind selected from the compounds represented by the general formula (I) and a certain kind of agricultural and horticultural fungicide, it is possible to use each of them independently. The present invention has been completed by finding that a higher effect, that is, an excellent synergistic effect is exhibited at a low concentration.
【0008】[0008]
【0009】[0009]
【課題を解決するための手段】本発明は、一般式(I)The present invention has the general formula (I)
【0010】[0010]
【化2】 [Chemical 2]
【0011】[式中、R1 は、水素原子又は低級アルキ
ル基を示し、R2 は、水素原子又は低級アルキル基を示
し、R3 は、水素原子、低級アルキル基又はフェニル基
を示し、R4 は、水素原子又は低級アルキル基を示す。[Wherein R 1 represents a hydrogen atom or a lower alkyl group, R 2 represents a hydrogen atom or a lower alkyl group, R 3 represents a hydrogen atom, a lower alkyl group or a phenyl group, R 3 4 represents a hydrogen atom or a lower alkyl group.
【0012】このとき、R1 とR4 は一緒になってそれ
らの結合する2個の炭素原子と共に炭素数5乃至6個の
飽和環を形成してもよい。又はR3 とR4 は一緒になっ
てそれらの結合する1個の炭素原子と共に炭素数3乃至
6個の飽和環を形成してもよい。At this time, R 1 and R 4 may together form a saturated ring having 5 to 6 carbon atoms with the two carbon atoms to which they are bonded. Alternatively, R 3 and R 4 may be taken together to form a saturated ring having 3 to 6 carbon atoms together with one carbon atom to which they are bound.
【0013】R5 、R6 及びR7 は、同一又は異なっ
て、水素原子、低級アルキル基、ハロゲン原子、ハロゲ
ノ低級アルキル基、低級アルコキシ基又はハロゲノ低級
アルコキシ基を示し、R8 は、水素原子又は低級アルキ
ル基を示す。]で表わされる化合物の1種以上と、下記
化合物群(II)より選ばれる1種以上と(総称して化
合物(II)と記す)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組成物である。R 5 , R 6 and R 7 are the same or different and each represents a hydrogen atom, a lower alkyl group, a halogen atom, a halogeno lower alkyl group, a lower alkoxy group or a halogeno lower alkoxy group, and R 8 is a hydrogen atom. Alternatively, it represents a lower alkyl group. ] One or more compounds represented by the formula [1] and one or more compounds selected from the following compound group (II) (collectively referred to as compound (II)) are contained as active ingredients: It is a composition.
【0014】(化合物群(II)) 3−アリルオキシ−1,2−ベンズチアゾール 1,1
−ジオキサイド(一般名、ブロベナゾール;以下、化合
物(IIa)と記す) ジイソプロピル 1,3−ジチオラン−2−イリデン
マロネート(一般名、イソプロチオラン;以下、化合物
(IIb)と記す) 1,2,5,6−テトラヒドロ−4H−ピロロ−[3,2,1
-ij]キノリン−4−オン(一般名、ピロキロン;以下、
化合物(IIc)と記す) O,O−ジイソプロピル S−ベンジル チオホスフェ
ート(一般名、イプロベンホス;以下、化合物(II
d)と記す) 5−メチル−1,2,4−トリアゾロ(3,4-b) −ベンゾ
チアゾール(一般名、トリシクラゾール;以下、化合物
(IIe)と記す) 4,5,6,7−テトラクロロフタライド(一般名、フ
サライド;以下、化合物(IIf)と記す) カスガマイシン−ハイドロクロライド(一般名、カスガ
マイシン;以下、化合物(IIg)と記す) O−エチル S,S−ジフェニルジチオフォスフェート
(一般名、エディフェンフォス;以下、化合物(II
h)と記す) (Z) −O−メチルアセトフェノン−4,6−ジメチル−
2−ピリミジニル−ヒドラゾン(一般名、フェリムゾ
ン;以下、化合物(IIi)と記す) N−[1−(4−クロロフェニル)−エチル)−2,2
−ジクロロ−1,3,3−トリメチルシクロプロパンカ
ルボキサミド(以下、化合物(IIj)と記す) 上記において、「低級アルキル基」とは、例えばメチ
ル、エチル、n-プロピル、イソプロピル、n-ブチル、イ
ソブチル、s-ブチル、t-ブチル、n-ペンチル、イソペン
チル、2-メチルブチル、ネオペンチル、1-エチルプロピ
ル、n-ヘキシル、4-メチルペンチル、3-メチルペンチ
ル、2-メチルペンチル、1-メチルペンチル、3,3-ジメチ
ルブチル、2,2-ジメチルブチル、1,1-ジメチルブチル、
1,2-ジメチルブチル、1,3-ジメチルブチル、2,3-ジメチ
ルブチル、2-エチルブチルのような炭素数1乃至6個の
直鎖又は分枝鎖アルキル基を示し、好適には炭素数1乃
至4個のアルキル基である。(Compound Group (II)) 3-allyloxy-1,2-benzthiazole 1,1
-Dioxide (generic name, brobenazole; hereinafter referred to as compound (IIa)) Diisopropyl 1,3-dithiolane-2-ylidene
Malonate (generic name, isoprothiolane; hereinafter referred to as compound (IIb)) 1,2,5,6-tetrahydro-4H-pyrrolo- [3,2,1
-ij] quinolin-4-one (generic name, pyroquilon;
Compound (IIc)) O, O-diisopropyl S-benzyl thiophosphate (generic name, iprobenphos; compound (II))
d)) 5-Methyl-1,2,4-triazolo (3,4-b) -benzothiazole (generic name, tricyclazole; hereinafter referred to as compound (IIe)) 4,5,6,7-tetra Chlorophthalide (generic name, fusaride; hereinafter referred to as compound (IIf)) Kasugamycin-hydrochloride (generic name, kasugamycin; hereinafter referred to as compound (IIg)) O-ethyl S, S-diphenyldithiophosphate (general) Name, edifenfos; compound (II
h)) (Z) -O-methylacetophenone-4,6-dimethyl-
2-pyrimidinyl-hydrazone (generic name, ferimzone; hereinafter referred to as compound (IIi)) N- [1- (4-chlorophenyl) -ethyl) -2,2
-Dichloro-1,3,3-trimethylcyclopropanecarboxamide (hereinafter referred to as compound (IIj)) In the above, "lower alkyl group" means, for example, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl. , S-butyl, t-butyl, n-pentyl, isopentyl, 2-methylbutyl, neopentyl, 1-ethylpropyl, n-hexyl, 4-methylpentyl, 3-methylpentyl, 2-methylpentyl, 1-methylpentyl, 3,3-dimethylbutyl, 2,2-dimethylbutyl, 1,1-dimethylbutyl,
A linear or branched alkyl group having 1 to 6 carbon atoms such as 1,2-dimethylbutyl, 1,3-dimethylbutyl, 2,3-dimethylbutyl, and 2-ethylbutyl is shown, preferably having 1 to 6 carbon atoms. 1 to 4 alkyl groups.
【0015】R1 とR4 が一緒になって形成する炭素数
3乃至6個の飽和環としては、シクロプロパン、シクロ
ブタン、シクロペンタン、シクロヘキサンが挙げられ
る。Examples of the saturated ring having 3 to 6 carbon atoms formed by R 1 and R 4 together include cyclopropane, cyclobutane, cyclopentane and cyclohexane.
【0016】上記において、「ハロゲン原子」とは、弗
素、塩素、臭素又は沃素を示し、好適には、弗素及び塩
素である。In the above, "halogen atom" means fluorine, chlorine, bromine or iodine, and preferably fluorine and chlorine.
【0017】上記において、「ハロゲノ低級アルキル
基」とは、例えば、トリフルオロメチル、トリクロロメ
チル、ジフルオロメチル、ジクロロメチル、ジブロモメ
チル、フルオロメチル、2,2,2-トリクロロエチル、2,2,
2-トリフルオロエチル、2-ブロモエチル、2-クロロエチ
ル、2-フルオロエチル、2,2-ジブロモエチルのような基
を挙げることができ、好適には、トリフルオロメチル、
ジフルオロメチル。2-ブロモエチル、2-クロロエチル及
び2-フルオロエチルである。In the above, "halogeno lower alkyl group" means, for example, trifluoromethyl, trichloromethyl, difluoromethyl, dichloromethyl, dibromomethyl, fluoromethyl, 2,2,2-trichloroethyl, 2,2,
Examples thereof include groups such as 2-trifluoroethyl, 2-bromoethyl, 2-chloroethyl, 2-fluoroethyl and 2,2-dibromoethyl, and preferably trifluoromethyl,
Difluoromethyl. 2-bromoethyl, 2-chloroethyl and 2-fluoroethyl.
【0018】上記において、「低級アルコキシ基」と
は、前記「低級アルキル基」が酸素原子に結合した基を
示し、例えば、メトキシ、エトキシ、n-プロポキシ、イ
ソプロポキシ、n-ブトキシ、イソブトキシ、s-ブトキ
シ、t-ブトキシ、n-ペントキシ、イソペントキシ、2-メ
チルブトキシ、ネオペントキシ、n-ヘキシルオキシ、4-
メチルペントキシ、3-メチルペントキシ、2-メチルペン
トキシ、3,3-ジメチルブトキシ、2,2-ジメチルブトキ
シ、1,1-ジメチルブトキシ、1,2-ジメチルブトキシ、1,
3-ジメチルブトキシ、2,3-ジメチルブトキシのような炭
素数1乃至6個の直鎖又は分枝鎖アルコキシ基を示し、
好適には炭素数1乃至4個のアルコキシ基である。In the above, the "lower alkoxy group" means a group in which the above "lower alkyl group" is bonded to an oxygen atom, and examples thereof include methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, isobutoxy and s. -Butoxy, t-butoxy, n-pentoxy, isopentoxy, 2-methylbutoxy, neopentoxy, n-hexyloxy, 4-
Methylpentoxy, 3-methylpentoxy, 2-methylpentoxy, 3,3-dimethylbutoxy, 2,2-dimethylbutoxy, 1,1-dimethylbutoxy, 1,2-dimethylbutoxy, 1,
A linear or branched alkoxy group having 1 to 6 carbon atoms such as 3-dimethylbutoxy and 2,3-dimethylbutoxy,
It is preferably an alkoxy group having 1 to 4 carbon atoms.
【0019】上記において、「ハロゲノ低級アルコキシ
基」とは、前記「ハロゲノ低級アルキル基」が酸素原子
に結合した基をいい、例えば、トリフルオロメトキシ、
トリクロロメトキシ、ジフルオロメトキシ、ジクロロメ
トキシ、ジブロモメトキシ、フルオロメトキシ、2,2,2-
トリクロロエトキシ、2,2,2-トリフルオロエトキシ、2-
ブロモエトキシ、2-クロロエトキシ、2-フルオロエトキ
シ、2,2-ジブロモエトキシのような基を挙げることがで
き、好適には、トリフルオロメトキシである。In the above, the "halogeno lower alkoxy group" means a group in which the above "halogeno lower alkyl group" is bonded to an oxygen atom, for example, trifluoromethoxy,
Trichloromethoxy, difluoromethoxy, dichloromethoxy, dibromomethoxy, fluoromethoxy, 2,2,2-
Trichloroethoxy, 2,2,2-trifluoroethoxy, 2-
Mention may be made of groups such as bromoethoxy, 2-chloroethoxy, 2-fluoroethoxy, 2,2-dibromoethoxy, preferably trifluoromethoxy.
【0020】本発明に用いる一般式(I)で示されるオ
キセタンアゾール誘導体の例を表1に示すが、本発明の
化合物(I)はこれらに限定されない。Examples of the oxetaneazole derivative represented by the general formula (I) used in the present invention are shown in Table 1, but the compound (I) of the present invention is not limited thereto.
【0021】[0021]
【表1】[Table 1]
【0022】[0022]
【化3】 [Chemical 3]
【0023】 ──────────────────────────────────── 化合物番号 R1 R2 R3 R4 R5 ,R6 ,R7 R8 ──────────────────────────────────── Ia Me H Me H 4−Cl H Ib H H Me Me 4−Cl H Ic Me H Me H 2,4−Cl2 H Id CH2Cl H Me H 4−Cl H Ie Et H Me H 4−F H ──────────────────────────────────── 化合物(IIa)〜(IIi)は、ペスティサイドマニ
ュアル第9版(The Pesticide Manual 9th Edition)(199
1 年、The British Crop Protection Council発行)、
日本植物病理学会報第55巻(1989年、日本植物病理学
会発行)等に、化合物(IIj)は特開平4−1491
05号公報等に農園芸用殺菌剤として記載されている公
知化合物である。──────────────────────────────────── Compound No. R 1 R 2 R 3 R 4 R 5 , R 6 , R 7 R 8 ───────────────────────────────────── Ia Me H Me H 4-Cl H Ib H H Me Me 4-Cl H Ic Me H Me H 2,4-Cl 2 H Id CH 2 Cl H Me H 4-Cl H Ie Et H Me H 4-F H ───── ─────────────────────────────── Compounds (IIa) to (IIi) are the Pesticide Manual 9th Edition (The Pesticide Manual 9th Edition) (199
1 year, published by The British Crop Protection Council),
The compound (IIj) is described in JP-A-4-1491 in Japanese Society for Plant Pathology Vol. 55 (1989, published by the Japanese Society for Plant Pathology).
It is a known compound described as a fungicide for agricultural and horticultural use in Japanese Patent Publication No. 05, etc.
【0024】本発明組成物が優れた効力を発揮する植物
病害としては、例えばイネの紋枯病(Rhizoctonia solan
i)、いもち病(Pyricularia oryzae)、疑似紋枯病(Rhizo
ctonia solani III-B,Rhizoctonia oryzae,Sclerotium
oryzae-sativae, Sclerotiumfumigotum )、穂枯れ症(C
ochliobolus miyobeanus, Helminthosporium, sigmoide
um var. irregulare, Sphaerulina oryzina) 、ばか苗
病(Gibberella fujikuroi)、ムギ類のうどんこ病(Erysi
phe graminis) 、さび病(Puccinia recondita,P.gramin
is, P.hordei, P.striiformis)、眼紋病(Pseudocercosp
orella herpotrichoides) 、株腐病(Rhizoctonia cerea
lis)、裸黒穂病(Ustilago tritici, U.nuda)、シバ等の
ブラウンパッチ病(Rhizoctonin solani)等が挙げられる
が、本発明組成物の殺菌スペクトルは、これらに限定さ
れない。Examples of plant diseases for which the composition of the present invention exhibits excellent efficacy include, for example, rice blight (Rhizoctonia solan).
i), blast (Pyricularia oryzae), pseudo-blight (Rhizo
ctonia solani III-B, Rhizoctonia oryzae, Sclerotium
oryzae-sativae, Sclerotiumfumigotum), head blight (C
ochliobolus miyobeanus, Helminthosporium, sigmoide
um var. irregulare, Sphaerulina oryzina), stupa seedling disease (Gibberella fujikuroi), and powdery mildew of wheat (Erysi
phe graminis), rust (Puccinia recondita, P.gramin
is, P.hordei, P.striiformis), eyeblight (Pseudocercosp)
orella herpotrichoides), strain rot (Rhizoctonia cerea
lis), naked smut (Ustilago tritici, U. nuda), brown patch disease (Rhizocton in solani) such as shiva, and the like, but the sterilization spectrum of the composition of the present invention is not limited thereto.
【0025】本発明組成物の有効成分である化合物
(I)と、化合物(II)との混合割合は、比較的広い
範囲で変えることができるが、通常、アゾール誘導体
(I)1重量部に対して、化合物(II)は0.01〜
100重量部であり、好ましくは、0.1〜10重量部
の範囲である。The mixing ratio of the compound (I), which is the active ingredient of the composition of the present invention, and the compound (II) can be varied within a relatively wide range, but usually 1 part by weight of the azole derivative (I) is used. On the other hand, compound (II) is 0.01 to
It is 100 parts by weight, preferably 0.1 to 10 parts by weight.
【0026】本発明の混合剤は通常製剤分野で慣用され
る補助剤と一緒に使用される。アゾール誘導体(I)及
び化合物(II)の有効成分は公知の方法で、例えば乳
剤原液、噴霧可能なペースト、噴霧又は希釈可能な溶
液、乳剤、水和剤、水溶剤、粉剤、そして例えばポリマ
ー物質によるカプセル剤に製剤される。そしてまた、省
力や安全性等を目的として、水中又は水面で容易に分散
又は溶解する農薬製剤(粒剤、錠剤、水和剤、カプセル
剤等)の形で適当な撥水剤、発泡剤、拡展剤等と共存さ
せ、これを直接水溶紙に包んで水中に投げ込むことも可
能である。The mixture of the present invention is usually used together with an auxiliary agent which is commonly used in the field of formulation. The active ingredients of the azole derivatives (I) and the compounds (II) are known in a known manner, for example emulsion stock solutions, sprayable pastes, sprayable or dilutable solutions, emulsions, wettable powders, aqueous solvents, powders and, for example, polymeric substances. Formulated in capsules according to. Also, for the purpose of labor saving and safety, etc., a suitable water repellent, foaming agent, in the form of an agrochemical formulation (granules, tablets, wettable powders, capsules, etc.) that is easily dispersed or dissolved in water or on the surface of water, It is also possible to coexist with a spreading agent, etc., and wrap it directly in water-soluble paper and throw it into water.
【0027】上記の製剤は、そのままで又は水等で希釈
し、植物体又は水面施用するか、又は土壌に施用する。The above-mentioned preparation is applied as it is or diluted with water or the like, and applied to the plant or water surface, or applied to soil.
【0028】すなわち、上記製剤を植物体へ散布又は散
粉するか、水田等の水面又は土壌表面へ散布、散粉又は
散粒するか、或いは必要に応じてその後さらに土壌と混
和する等種々の形態で使用できる。That is, the above-mentioned preparation is sprayed or dusted on a plant, sprayed on the water surface of a paddy field or the surface of soil, dusted or granulated, or, if necessary, further mixed with soil in various forms. Can be used.
【0029】また、種子処理剤として用いる場合には、
種子粉衣処理、種子浸漬処理等して用いることができ
る。また、他の殺菌剤と混合して用いることにより、殺
菌効力の増強をも期待できる。When used as a seed treatment agent,
It can be used after seed dressing treatment, seed dipping treatment and the like. In addition, it can be expected to enhance the bactericidal effect by mixing with other bactericides.
【0030】さらに、他の殺菌剤、殺虫剤、殺ダニ剤、
殺線虫剤、除草剤、種子消毒剤、肥料又は土壌改良剤と
混合して、又は混合せずに同時に用いることもできる。Further, other fungicides, insecticides, acaricides,
It can also be used simultaneously with or without mixing with nematicides, herbicides, seed disinfectants, fertilizers or soil conditioners.
【0031】なお、本発明組成物は、水田、畑地、果樹
園、牧草地、芝生地等の殺菌剤の有効成分として用いる
ことができる。The composition of the present invention can be used as an active ingredient of a bactericide for paddy fields, uplands, orchards, meadows, lawns and the like.
【0032】本発明組成物の施用量は、有効成分の混合
比、気象条件、製剤形態、施用時期、方法、場所、対象
病害、対象作物等によっても異なるが、通常1アールあ
たり0.01g〜1000g、好ましくは、0.1g〜
100gであり、乳剤、水和剤、懸濁剤、液剤等を水で
希釈して施用する場合、その施用濃度は、0.0001
〜1%、好ましくは、0.001〜0.5%であり、粒
剤、粉剤等は、なんら希釈することなくそのまま施用す
る。The application rate of the composition of the present invention varies depending on the mixing ratio of active ingredients, weather conditions, formulation form, application time, method, place, target disease, target crop, etc., but is usually 0.01 g per are. 1000 g, preferably 0.1 g
It is 100 g, and when an emulsion, a wettable powder, a suspending agent, a liquid agent or the like is diluted with water and applied, the application concentration is 0.0001.
-1%, preferably 0.001-0.5%. Granules, powders, etc. are applied as they are without any dilution.
【0033】種子処理に際しては、有効成分合計量とし
て種子1kg当たり、例えば約0.001〜約50g、
好ましくは約0.01〜約10gで使用することができ
る。In seed treatment, the total amount of active ingredients is, for example, about 0.001 to about 50 g per 1 kg of seeds,
Preferably about 0.01 to about 10 g can be used.
【0034】土壌処理に際しては、通常1アール当た
り、有効成分合計量として約0.01g〜1000g、
好ましくは、約0.1g〜100gを一般に使用するこ
とができる。In soil treatment, the total amount of active ingredients is usually about 0.01 g to 1000 g per 1 are,
Preferably, about 0.1 g to 100 g can generally be used.
【0035】水田の水面処理に際しては、有効成分合計
量として、例えば1ヘクタール当たり約0.001〜約
40kg、好ましくは約0.01〜約10kg使用すること
ができる。育苗箱処理に際しては、1箱(80cm×60
cm×8cm)当り、有効成分合計量として約0.1〜約1
00g、好ましくは、約0.1〜約50g使用すること
ができる。For surface treatment of paddy fields, the total amount of active ingredients may be, for example, about 0.001 to about 40 kg, preferably about 0.01 to about 10 kg per hectare. When processing the nursery box, one box (80 cm x 60
cm × 8 cm) about 0.1 to about 1 as the total amount of active ingredients
00 g, preferably about 0.1 to about 50 g can be used.
【0036】本発明組成物を稲作場面で用いる場合の使
用時期は、稲の苗を育苗箱で育成している時期から田植
後収穫に至るまで使用することができ、しかも長期にわ
たって効果が持続する。When the composition of the present invention is used in the rice cultivation scene, it can be used from the time when the rice seedlings are grown in the nursery box to the harvest after rice planting, and the effect lasts for a long time. .
【0037】[0037]
【発明の効果】本発明組成物は、種々の植物病原菌、特
にイネの紋枯病、いもち病に対して相乗的に卓効を示す
ことから、農園芸用殺菌剤として優れたものである。INDUSTRIAL APPLICABILITY The composition of the present invention is synergistically effective against various plant pathogens, especially rice blight and blast, and is therefore an excellent fungicide for agricultural and horticultural use.
【0038】本発明組成物は、種々の病害に対し高い相
乗効果と適用範囲の拡大が期待でき、施用すべき有効成
分量の低域及び省力の面で特徴を有する。The composition of the present invention can be expected to have a high synergistic effect against various diseases and an expanded application range, and is characterized in that the amount of the active ingredient to be applied is low and labor is saved.
【0039】[0039]
【実施例】以下に実施例及び試験例を示し、本発明をさ
らに詳しく説明するが、実施例における化合物、添加物
及びその配合割合はこれらのみに限定されるものではな
い。なお実施例の使用割合を示す%は特に断りのない限
り重量%である。EXAMPLES The present invention will be described in more detail with reference to the following examples and test examples, but the compounds, additives and their compounding ratios in the examples are not limited to these. In addition,% used in the examples is% by weight unless otherwise specified.
【0040】[0040]
【実施例1】化合物Ia〜Ieの各々0.5部、化合物
(IIa)〜(IIj)の1.5〜6部、合成含水酸化
珪素1部、リグニンスルホン酸カルシウム2部、ペント
ナイト30部及びカオリンクレー残部をよく粉砕混合
し、水を加えてよく練り合わせた後、造粒乾燥してそれ
ぞれの粒剤各々を得た。Example 1 0.5 parts each of compounds Ia to Ie, 1.5 to 6 parts of compounds (IIa) to (IIj), 1 part of synthetic hydrous silicon oxide, 2 parts of calcium lignin sulfonate, 30 parts of pentonite. The remaining kaolin clay was well pulverized and mixed, water was added and the mixture was well kneaded, and then granulated and dried to obtain respective granules.
【0041】[0041]
【実施例2】化合物Ia〜Ieの各々1.2部、化合物
(IIa)〜(IIj)の各々5部、合成含水酸化珪素
1部、リグニンスルホン酸カルシウム2部、ペントナイ
ト80部及びカオリンクレー60.8部をよく粉砕混合
し、水を加えてよく練り合わせた後、造粒乾燥して有効
成分6.2%の粒剤各々を得た。Example 2 1.2 parts each of compounds Ia to Ie, 5 parts each of compounds (IIa) to (IIj), 1 part synthetic hydrous silicon oxide, 2 parts calcium lignin sulfonate, 80 parts pentonite and kaolin clay. 60.8 parts were well pulverized and mixed, water was added and kneaded well, and then the mixture was granulated and dried to obtain granules containing 6.2% of the active ingredient.
【0042】[0042]
【実施例3】化合物Ia〜Ieの各々1.5部、化合物
(IIa)〜(IIj)の各々2部、合成含水酸化珪素
1部、リグニンスルホン酸カルシウム2部、ペントナイ
ト80部及びカオリンクレー68.5部をよく粉砕混合
し、水を加えてよく練り合わせた後、造粒乾燥して有効
成分3.5%の粒剤各々を得た。Example 3 1.5 parts each of compounds Ia to Ie, 2 parts each of compounds (IIa) to (IIj), 1 part synthetic hydrous silicon oxide, 2 parts calcium lignin sulfonate, 80 parts pentonite and kaolin clay. 68.5 parts were well pulverized and mixed, water was added and well kneaded, and then granulated and dried to obtain granules containing 3.5% of the active ingredient.
【0043】[0043]
【実施例4】化合物Ia〜Ieの各々2部、化合物(I
Ia)〜(IIj)の各々17部、合成含水酸化珪素1
部、リグニンスルホン酸カルシウム2部、ペントナイト
25部及びカオリンクレー53部をよく粉砕混合し、水
を加えてよく練り合わせた後、造粒乾燥して有効成分1
9%の粒剤各々を得た。Example 4 2 parts each of compounds Ia to Ie, compound (I
17 parts of each of Ia) to (IIj), synthetic hydrous silicon oxide 1
Part, 2 parts of calcium lignin sulfonate, 25 parts of pentonite and 53 parts of kaolin clay are well pulverized and mixed, water is added and well kneaded, and then granulated and dried to obtain the active ingredient 1
9% of each granule was obtained.
【0044】[0044]
【実施例5】化合物Ia〜Ieの各々0.1部、化合物
(IIa)〜(IIj)の0.07〜1.0部、タルク
11.2部及びカオリンクレー残部をよく粉砕混合して
それぞれの粉剤各々を得た。Example 5 0.1 parts of each of the compounds Ia to Ie, 0.07 to 1.0 part of the compounds (IIa) to (IIj), 11.2 parts of talc and the balance of the kaolin clay were well pulverized and mixed, respectively. To obtain each powder.
【0045】[0045]
【実施例6】化合物Ia〜Ieの各々0.5部、化合物
(IIa)〜(IIj)の各々1部、カオリンクレー8
8部及びタルク10.5部をよく粉砕混合して有効成分
1.5%の粉剤各々を得た。Example 6 0.5 parts each of compounds Ia to Ie, 1 part each of compounds (IIa) to (IIj), Kaolin clay 8
8 parts and 10.5 parts of talc were well pulverized and mixed to obtain a dust containing 1.5% of the active ingredient.
【0046】[0046]
【実施例7】化合物Ia〜Ieの各々1部、化合物(I
Ia)〜(IIj)の各々1.5部、カオリンクレー8
8部及びタルク9.5部をよく粉砕混合して有効成分
2.5%の粉剤各々を得た。Example 7 1 part of each of compounds Ia to Ie and compound (I
1.5 parts each of Ia) to (IIj), Kaolin clay 8
8 parts and 9.5 parts of talc were well pulverized and mixed to obtain powders each containing 2.5% of the active ingredient.
【0047】[0047]
【実施例8】化合物Ia〜Ieの各々5部、化合物(I
Ia)〜(IIj)の各々20部、ポリオキシエチレン
ソルビタンモノオレエート3部、CMC 3部、水69部を
混合し、粒度が5ミクロン以下になるまで湿式粉砕して
有効成分25%の懸濁剤各々を得た。Example 8 5 parts each of compounds Ia to Ie, compound (I
20 parts of each of Ia) to (IIj), 3 parts of polyoxyethylene sorbitan monooleate, 3 parts of CMC, and 69 parts of water are mixed and wet-milled until the particle size becomes 5 μm or less. Each turbidity agent was obtained.
【0048】[0048]
【実施例9】化合物Ia〜Ieの各々10部、化合物
(IIa)〜(IIj)の各々50部、リグニンスルホ
ン酸カルシウム3部、ラウリル硫酸ナトリウム2部及び
合成水酸化珪素35部をよく粉砕混合して有効成分60
%の水和剤各々を得た。Example 9 10 parts of each of the compounds Ia to Ie, 50 parts of each of the compounds (IIa) to (IIj), 3 parts of calcium ligninsulfonate, 2 parts of sodium lauryl sulfate and 35 parts of synthetic silicon hydroxide were well pulverized and mixed. Then the active ingredient 60
% Of each wettable powder was obtained.
【0049】[0049]
【実施例10】化合物Ia〜Ieの各々10部、化合物
(IIa)〜(IIj)の各々30部、ポリオキシエチ
レンスチリルフェニルエーテル14部、ドデシルベンゼ
ンスルフォン酸カルシウム6部、キシレン40部をよく
混合して有効成分40%の乳剤各々を得た。Example 10 10 parts of each of the compounds Ia to Ie, 30 parts of each of the compounds (IIa) to (IIj), 14 parts of polyoxyethylene styryl phenyl ether, 6 parts of calcium dodecylbenzenesulfonate, and 40 parts of xylene were mixed well. To obtain an emulsion containing 40% of the active ingredient.
【0050】[0050]
【実施例11】化合物Ia〜Ieの各々5部、化合物
(IIa)〜(IIj)の各々10部、タルク(局方)
3部、カープレックス#80(塩野義製薬(株)製、無
晶系二酸化珪素)1部を混合し、ハンマーミルにより粉
砕した。発泡シラスPB03 ((株)シラックス製、平
均粒径75μm )66部をリボンブレンダーに入れスー
パーオイルC(日本石油(株)製、粗製流動パラフィ
ン)13部を加えて混合し、シラスの表面を湿らせた。
これに先のプレミックス28部を加えて混合し、さらに
サーフィノール104S(日信化学(株)製、アセチレ
ン系ノニオン界面活性剤)2部を加えて混合し、シラス
の表面に被覆した。得られた被覆物は有効成分として1
5部を含有する。得られた被覆物50gをハイセロンC
−200(日合フィルム(株)製、PVAフィルム、厚
さ40μm)に分包とした。この分包を2×2mの人口
水田の中央に投げ入れたところ、袋は水面に浮遊しPV
Aフィルムの溶解にともない、内部の粒剤は水面に展開
し、有効成分が水中に分散した。Example 11 5 parts of each of Compounds Ia to Ie, 10 parts of each of Compounds (IIa) to (IIj), Talc (Pharmacopoeia)
3 parts and 1 part of Carplex # 80 (manufactured by Shionogi Seiyaku Co., Ltd., amorphous silicon dioxide) were mixed and ground with a hammer mill. 66 parts of foamed Shirasu PB03 (manufactured by Syracs Co., Ltd., average particle size: 75 μm) was placed in a ribbon blender and 13 parts of Super Oil C (manufactured by Nippon Oil Co., Ltd., crude liquid paraffin) was added and mixed to moisten the surface of the Shirasu. Let
To this, 28 parts of the above premix was added and mixed, and further 2 parts of Surfynol 104S (acetylene nonionic surfactant manufactured by Nisshin Chemical Co., Ltd.) was added and mixed to coat the surface of Shirasu. The obtained coating has 1 as an active ingredient.
Contains 5 parts. 50 g of the obtained coating is Hyceron C
-200 (manufactured by Nigo Film Co., Ltd., PVA film, thickness 40 μm) was packaged. When this sachet was thrown into the center of a 2 × 2 m paddy field, the bag floated on the water surface and PV
With the dissolution of the A film, the internal granules spread out on the water surface, and the active ingredient was dispersed in water.
【0051】[0051]
【実施例12】化合物Ia〜Ieの各々5部、化合物
(IIa)〜(IIj)の各々10〜20部、アエロジ
ルR972(日本アエロジル(株)製、撥水性シリカ)
2.5部、トキサノン50P(三洋化成工業(株)製、
ポリカルボン酸型ポリソープ)5部を混合したのち、ハ
ンマーミルで粉砕した。発泡シラスPB10(平均粒径
0.42mm)52.5〜62.5部をポリ袋に入れ、
スーパーオイルCの15部を加えてシラスの表面を湿ら
せた後、粉砕物31.5部を加えて混合した。得られた
被覆物は有効成分として15〜25部を含有する。得ら
れた被覆物を実施例1と同様に50gずつ小分けした。
この分包を2×2mの人口水田の中央に投げ入れたとこ
ろ、袋は水面に浮遊しPVA フィルムの溶解にともない、
内容物は水面に展開し、有効成分が水中に分散した。Example 12 5 parts each of compounds Ia to Ie, 10 to 20 parts each of compounds (IIa) to (IIj), Aerosil R972 (manufactured by Nippon Aerosil Co., Ltd., water repellent silica)
2.5 parts, Toxanone 50P (manufactured by Sanyo Kasei Co., Ltd.,
5 parts of polycarboxylic acid type polysoap) were mixed and then pulverized with a hammer mill. Put 52.5 to 62.5 parts of foamed Shirasu PB10 (average particle size 0.42 mm) in a plastic bag,
After adding 15 parts of Super Oil C to moisten the surface of Shirasu, 31.5 parts of the ground product was added and mixed. The resulting coating contains 15 to 25 parts as active ingredient. The obtained coating was divided into 50 g portions in the same manner as in Example 1.
When this sachet was thrown into the center of a 2 × 2 m paddy field, the bag floated on the water surface and the PVA film dissolved,
The contents spread on the water surface, and the active ingredient was dispersed in the water.
【0052】次に本発明組成物が殺菌剤として有用であ
ることを試験例で具体的に示す。Next, it will be specifically shown in Test Examples that the composition of the present invention is useful as a bactericide.
【0053】[0053]
【試験例1】 イネ紋枯病防除効果試験 水稲(金南風)を機械移植した圃場に1区30m2 、3
反復の試験区を設定し、栽培管理を慣行通り行なった。
イネ紋枯病フスマ・モミガラ培地培養菌を水田に均一に
散布した。紋枯病が稲体上に上昇した適期に実施例1に
準じて製剤した下記粒剤(表2参照)を水面に施用し
た。薬剤処理50日後、1区50株につき、病斑高を調
査し、下記の式から防除価を算出した。[Test Example 1] Rice blight control effect test 30 m 2 , 3 in 1 plot in a field where rice (Kinnan-fu) was mechanically transplanted
Repeated test plots were set up, and cultivation was managed as usual.
The rice cultivar Fusuma-Homigara culture cultivated in rice was sprayed uniformly on the paddy fields. The following granules (see Table 2) prepared according to Example 1 were applied to the water surface at an appropriate time when the blight of rice increased on the rice plant. 50 days after the chemical treatment, the lesion height was investigated for 50 strains in one ward, and the control value was calculated from the following formula.
【0054】[0054]
【数1】防除価(%)=(X−Y)÷X×100 X:無処理区の平均病斑高(cm) Y:薬剤処理区の平均病斑高(cm) 結果を表2に示す。[Equation 1] Control value (%) = (X−Y) ÷ X × 100 X: Average lesion height (cm) of untreated plot Y: Average lesion height (cm) of drug treated plot Show.
【0055】[0055]
【表2】 [Table 2]
【0056】[0056]
【試験例2】 イネ紋枯病防除効果試験 水稲(金南風)を機械移植した圃場に1区100m2、2
反復の試験区を設定し、栽培管理を慣行通り行なった。
イネ紋枯病フスマ・モミガラ培地培養菌を水田に均一に
散布した。紋枯病が稲体上に上昇した適期に実施例12
に準じて作った下記製剤(表3参照)を1個/区水面に
投げ入れた。[Test Example 2] Rice blight control effect test 1 field 100 m 2 in a field to which rice (Kinnan-fu) was mechanically transplanted
Repeated test plots were set up, and cultivation was managed as usual.
The rice cultivar Fusuma-Homigara culture cultivated in rice was sprayed uniformly on the paddy fields. Example 12 at a suitable time when the blight was raised on the rice plant.
One of the following preparations (see Table 3) prepared according to the above was cast on the surface of the water.
【0057】薬剤処理50日後、1区100株につき、
試験例1と同様に調査し、防除価を求めた。50 days after the drug treatment, for 100 shares per ward,
The control was conducted in the same manner as in Test Example 1 to determine the control value.
【0058】結果を表3に示す。The results are shown in Table 3.
【0059】[0059]
【表3】 [Table 3]
【0060】[0060]
【試験例3】 イネいもち病防除効果試験 水稲(コシヒカリ)を機械移植した圃場に1区30m
2 、3反復の試験区を設定し、栽培管理を慣行通り行な
った。いもち病被害葉を試験区に均一にばらまき発病さ
せた。7日後実施例1に準じて製剤した下記粒剤(表4
参照)を水面に均一に処理した。薬剤処理28日後に1
区50株について葉の発病程度を下記の基準にて調査
し、下記の式にて防除価(%)を求めた。[Test Example 3] Rice blast control effect test 30 m per ward in a field where rice (Koshihikari) was mechanically transplanted
A few test plots were set up, and cultivation was managed as usual. The blast-damaged leaves were evenly spread over the test plots to cause the disease. 7 days later The following granules prepared according to Example 1 (Table 4
(See reference) was uniformly treated on the water surface. 28 days after drug treatment 1
With respect to 50 strains of the ward, the degree of disease on the leaves was investigated according to the following criteria, and the control value (%) was determined by the following formula.
【0061】 葉の発病指数 0…健全 1…1葉当り病斑数 1〜3個 2…1葉当り病斑数 4〜10個 3…1葉当り病斑数 10個以上Leaf disease index 0 ... Soundness 1 ... Number of lesions per leaf 1 to 3 2 ... Number of lesions per leaf 4 to 10 3 ... Number of lesions per leaf 10 or more
【0062】[0062]
【数2】発病度={(1×n1)+(2×n2)+(3×n3)}÷(3
×N)×100 N:調査葉数 n1〜n3:それぞれ発病指数1〜3の葉数[Equation 2] degree of disease = {(1 × n 1 ) + (2 × n 2 ) + (3 × n 3 )} ÷ (3
× N) × 100 N: Number of investigated leaves n 1 to n 3 : Number of leaves with disease index 1 to 3, respectively
【0063】[0063]
【数3】防除価(%)=(無処理の発病度−薬剤処理区の
発病度)÷無処理の発病度×100 結果を表4に示す。[Equation 3] Control value (%) = (Non-treated disease incidence-drug incidence of drug treatment group) / Non-treated disease incidence × 100 The results are shown in Table 4.
【0064】[0064]
【表4】 [Table 4]
【0065】[0065]
【試験例4】 イネいもち病防除効果試験 水稲(コシヒカリ)を機械移植した圃場に1区100m
2 、2反復の試験区を設定し、栽培管理を慣行通り行な
った。いもち病被害葉を試験区に均一にばらまき発病さ
せた。7日後実施例11に準じて作った下記製剤(表5
参照)を1個/区水面に投げ入れた。[Test Example 4] Rice blast control effect test 1 field 100 m in a field to which rice (Koshihikari) was mechanically transplanted
2, 2 to set the test plots of repetition, it was carried out practices as the cultivation management. The blast-damaged leaves were evenly spread over the test plots to cause the disease. 7 days later, the following preparation prepared according to Example 11 (Table 5)
(See) was thrown into the water surface of the 1 /.
【0066】薬剤処理28日後に1区100株について
試験例3と同様に調査し、防除価(%)を求めた。28 days after the chemical treatment, 100 strains in 1 ward were investigated in the same manner as in Test Example 3 to determine the control value (%).
【0067】結果を表5に示す。The results are shown in Table 5.
【0068】[0068]
【表5】 [Table 5]
【0069】[0069]
【試験例5】 イネいもち病防除効果試験 水稲(コシヒカリ)を機械移植した圃場に1区20m
2 、3反復の試験区を設定し、栽培管理を慣行通り行な
った。いもち病被害葉を試験区に均一にばらまき発病さ
せた。7日後実施例5に準じて製剤した下記粉剤(表6
参照)を水田に均一に茎葉散布した。[Test Example 5] Rice blast control effect test 1 field 20 m in a field where rice (Koshihikari) was mechanically transplanted
A few test plots were set up, and cultivation was managed as usual. The blast-damaged leaves were evenly spread over the test plots to cause the disease. After 7 days, the following powders prepared according to Example 5 (Table 6
See) was sprayed evenly on the paddy fields.
【0070】散布28日後1区50株について試験例3
と同様に調査し、防除価(%)を求めた。28 days after spraying, 50 strains in 1 ward Test Example 3
In the same manner as above, the control value (%) was determined.
【0071】結果を表6に示す。The results are shown in Table 6.
【0072】[0072]
【表6】 [Table 6]
───────────────────────────────────────────────────── フロントページの続き (72)発明者 津田 幹雄 滋賀県野洲郡野洲町野洲1041 三共株式会 社内 (72)発明者 飛塚 淳三 滋賀県野洲郡野洲町野洲1041 三共株式会 社内 ─────────────────────────────────────────────────── ─── Continuation of the front page (72) Inventor Mikio Tsuda 1041 Yasu-cho, Yasu-cho, Yasu-gun, Shiga In-house (72) Inventor Junzo Hitozuka 1041 Yasu-cho, Yasu-cho, Yasu-gun, Shiga Prefecture In-house
Claims (1)
R2 は、水素原子又は低級アルキル基を示し、R3 は、
水素原子、低級アルキル基又はフェニル基を示し、R4
は、水素原子又は低級アルキル基を示す。このとき、R
1 とR4 は一緒になってそれらの結合する2個の炭素原
子と共に炭素数5乃至6個の飽和環を形成してもよい。
又はR3 とR4 は一緒になってそれらの結合する1個の
炭素原子と共に炭素数3乃至6個の飽和環を形成しても
よい。R5 、R6 及びR7 は、同一又は異なって、水素
原子、低級アルキル基、ハロゲン原子、ハロゲノ低級ア
ルキル基、低級アルコキシ基又はハロゲノ低級アルコキ
シ基を示し、R8 は、水素原子又は低級アルキル基を示
す。]で表わされる化合物の1種以上と、下記化合物群
(II)より選ばれる1種以上と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組成物。 (化合物群(II)) 3−アリルオキシ−1,2−ベンズチアゾール 1,1
−ジオキサイド ジイソプロピル 1,3−ジチオラン−2−イリデン
マロネート 1,2,5,6−テトラヒドロ−4H−ピロロ−[3,2,1
-ij]キノリン−4−オンO,O−ジイソプロピル S−
ベンジル チオホスフェート 5−メチル−1,2,4−トリアゾロ(3,4-b) −ベンゾ
チアゾール 4,5,6,7−テトラクロロフタライド カスガマイシン−ハイドロクロライド O−エチル S,S−ジフェニルジチオフォスフェート (Z) −O−メチルアセトフェノン−4,6−ジメチル−
2−ピリミジニル−ヒドラゾン N−[1−(4−クロロフェニル)−エチル)−2,2
−ジクロロ−1,3,3−トリメチルシクロプロパンカ
ルボキサミド1. A compound represented by the general formula (I): [In the formula, R 1 represents a hydrogen atom or a lower alkyl group,
R 2 represents a hydrogen atom or a lower alkyl group, and R 3 represents
R 4 represents a hydrogen atom, a lower alkyl group or a phenyl group,
Represents a hydrogen atom or a lower alkyl group. At this time, R
1 and R 4 may together form a saturated ring having 5 to 6 carbon atoms with the two carbon atoms to which they are attached.
Alternatively, R 3 and R 4 may be taken together to form a saturated ring having 3 to 6 carbon atoms together with one carbon atom to which they are bound. R 5 , R 6 and R 7 are the same or different and represent a hydrogen atom, a lower alkyl group, a halogen atom, a halogeno lower alkyl group, a lower alkoxy group or a halogeno lower alkoxy group, and R 8 is a hydrogen atom or a lower alkyl group. Indicates a group. ] The agricultural and horticultural germicidal composition comprising one or more compounds represented by the formula [1] and one or more compounds selected from the following compound group (II) as active ingredients. (Compound Group (II)) 3-allyloxy-1,2-benzthiazole 1,1
-Dioxide diisopropyl 1,3-dithiolane-2-ylidene
Malonate 1,2,5,6-tetrahydro-4H-pyrrolo- [3,2,1
-ij] quinolin-4-one O, O-diisopropyl S-
Benzyl thiophosphate 5-methyl-1,2,4-triazolo (3,4-b) -benzothiazole 4,5,6,7-tetrachlorophthalide kasugamycin-hydrochloride O-ethyl S, S-diphenyldithiophosphate (Z) -O-methylacetophenone-4,6-dimethyl-
2-Pyrimidinyl-hydrazone N- [1- (4-chlorophenyl) -ethyl) -2,2
-Dichloro-1,3,3-trimethylcyclopropanecarboxamide
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP5020082A JPH06227915A (en) | 1993-02-08 | 1993-02-08 | Agricultural/horticultural bactericidal composition containing azole compound |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP5020082A JPH06227915A (en) | 1993-02-08 | 1993-02-08 | Agricultural/horticultural bactericidal composition containing azole compound |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH06227915A true JPH06227915A (en) | 1994-08-16 |
Family
ID=12017183
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP5020082A Pending JPH06227915A (en) | 1993-02-08 | 1993-02-08 | Agricultural/horticultural bactericidal composition containing azole compound |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH06227915A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1997024033A1 (en) * | 1995-12-27 | 1997-07-10 | Sumitomo Chemical Company, Limited | Method for controlling white root rot or violet root rot |
WO1997040683A1 (en) * | 1996-04-30 | 1997-11-06 | Novartis Ag | Pesticidal compositions |
-
1993
- 1993-02-08 JP JP5020082A patent/JPH06227915A/en active Pending
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1997024033A1 (en) * | 1995-12-27 | 1997-07-10 | Sumitomo Chemical Company, Limited | Method for controlling white root rot or violet root rot |
WO1997040683A1 (en) * | 1996-04-30 | 1997-11-06 | Novartis Ag | Pesticidal compositions |
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