JPS61204105A - Controlling agent against blast of rice plant - Google Patents
Controlling agent against blast of rice plantInfo
- Publication number
- JPS61204105A JPS61204105A JP4563085A JP4563085A JPS61204105A JP S61204105 A JPS61204105 A JP S61204105A JP 4563085 A JP4563085 A JP 4563085A JP 4563085 A JP4563085 A JP 4563085A JP S61204105 A JPS61204105 A JP S61204105A
- Authority
- JP
- Japan
- Prior art keywords
- blast
- controlling agent
- active constituent
- present
- hydroxyoctadec
- 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.)
- Pending
Links
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は、農業用殺菌剤として重要な稲いもち病防除剤
に関する。DETAILED DESCRIPTION OF THE INVENTION [Industrial Application Field] The present invention relates to a rice blast control agent which is important as an agricultural fungicide.
稲いもち病は稲作における重要な植物病の一つであり、
従来より稲いもち病のために種々の予防および治療剤の
開発が行われている。Rice blast is one of the important plant diseases in rice cultivation.
Various preventive and therapeutic agents have been developed for rice blast disease.
稲いもち病の防除剤として本発明化合物と類似の長鎖不
飽和カルボン酸誘導体としては、オクタデカトリエンカ
ルボン酸オキサイド類(特開昭59−1 48706)
が開示されている。Examples of long-chain unsaturated carboxylic acid derivatives similar to the compounds of the present invention as control agents for rice blast disease include octadecatrienecarboxylic acid oxides (Japanese Patent Application Laid-Open No. 59-148706).
is disclosed.
しかしながら、開示されている化合物は、天然物より抽
出されたものであり、実用的に農業用殺菌剤として用い
ることは、困難である。However, the disclosed compounds are extracted from natural products, and it is difficult to practically use them as agricultural fungicides.
天然に存在する抗菌活性物質は多数知られているが、そ
の生産が容易でない。それゆえ、その有用性にもかかわ
らず、天然の抗菌活性物質のうち実際に用いられている
ものは、数少ない。Many naturally occurring antibacterial active substances are known, but their production is not easy. Therefore, despite their usefulness, only a few of the natural antibacterial active substances are actually used.
本発明者等は、天然に存在する抗菌活性物質と類似の構
造および同等の抗菌活性を有し、かつ化学合成可能なも
のにつき鋭意研究を重ねた結果本発明を完成するに至っ
た。すなわち、本発明は一般式(I)
n−Cs )−111C==CCH=CHCH(CH
z )7H
COOCH3(I )
で表される9−ヒドロキシオクタデカ−10−エン−1
2−インカルボン酸メチルエステル(以下本発明化合物
という。)を有効成分とする稲いもち病防除剤を提供す
るものである。以下本発明の詳細な説明する。The present inventors have completed the present invention as a result of extensive research into substances that have a structure similar to naturally occurring antibacterial active substances, have the same antibacterial activity, and can be chemically synthesized. That is, the present invention provides general formula (I) n-Cs )-111C==CCH=CHCH(CH
z) 9-hydroxyoctadec-10-ene-1 represented by 7HCOOCH3(I)
The present invention provides a rice blast control agent containing 2-ynecarboxylic acid methyl ester (hereinafter referred to as the compound of the present invention) as an active ingredient. The present invention will be explained in detail below.
本発明化合物には、9位の不斉炭素に帰因する光学異性
体および10位の二重結合に帰因する幾何異性体が存在
するが、本発明には、それらすべての立体異性体が含ま
れる。The compound of the present invention has optical isomers due to the asymmetric carbon at the 9-position and geometric isomers due to the double bond at the 10-position, but the present invention includes all stereoisomers. included.
本発明化合物は、例えばH,B、S、コナラカー、F、
D、ガンストン等の方法(リビッド、5巻1号137頁
〜141頁 1970年)、セントアントリウス等の方
法(ケミカル コミニュケイション 6号 281頁〜
282頁1968年)、パトリック等の方法(ジャナル
オブ オーがニク ケミストリー 44巻4号 645
頁〜646頁 1979年)等により製造できる。The compounds of the present invention include, for example, H, B, S, konaracar, F,
D, the method of Gunston et al. (Livid, Vol. 5, No. 1, pp. 137-141, 1970), the method of St. Antrius et al. (Chemical Communication, No. 6, p. 281-)
282 p. 1968), the method of Patrick et al.
p.-646, 1979).
本発明化合物を有効成分とする防除剤は、水田で発生す
るいもち病殊に葉いもち病に有用であり、一方稲に対す
る薬害は実質上認められない。A control agent containing the compound of the present invention as an active ingredient is useful against rice blast, especially leaf blast, which occurs in paddy fields, while virtually no chemical damage to rice is observed.
本発明化合物を稲いもち病防除剤として用いる場合には
、他成分を加えずそのまま用いてもよいが、通常固体担
体、液体担体、界面活性剤その他の製剤補助剤と混合し
て、乳剤、水和剤、懸濁剤、粒剤等に製剤する。When the compound of the present invention is used as a rice blast control agent, it may be used as it is without adding other ingredients, but it is usually mixed with a solid carrier, liquid carrier, surfactant, or other formulation auxiliary to form an emulsion or water. Formulate into Japanese preparations, suspensions, granules, etc.
これらの製剤には有効成分としては、本発明化合物を重
量比で0.1〜99.9%、好ましくは1〜99%含有
する。These preparations contain the compound of the present invention as an active ingredient in a weight ratio of 0.1 to 99.9%, preferably 1 to 99%.
固体担体には、カオリンクレー、アツタバルジャイトク
レー、ベントナイト、酸性白土、パイロフィライト、タ
ルク、珪藻土、方解石、トウモロコシ穂軸粉、クルミ穀
粉、尿素、硫酸アンモニウム、合成含水酸化珪素等の微
粉末あるいは粒状物があり、液体担体には、キシレン、
イソプロパツール、エチレ′ングリコール、セロソルブ
等のアルコール、アセトン、シクロヘキサノン、イソホ
ロン等のケトン、大豆油、綿実油等の植物油、ジメチル
スルホキシド、アセトニトリル、水等がある。Solid carriers include fine powders or granules such as kaolin clay, attabulgite clay, bentonite, acid clay, pyrophyllite, talc, diatomaceous earth, calcite, corn cob flour, walnut flour, urea, ammonium sulfate, and synthetic hydrous silicon oxide. Liquid carriers include xylene,
Examples include alcohols such as isopropanol, ethylene glycol, and cellosolve, ketones such as acetone, cyclohexanone, and isophorone, vegetable oils such as soybean oil and cottonseed oil, dimethyl sulfoxide, acetonitrile, and water.
乳化、分散、湿層等のために用いられる界面活性剤には
、アルキル(アリール)スルホン酸塩、ジアルキルスル
ホこはく酸塩、ポリオキシエチレンアルキルアリールエ
ーテル燐酸エステル塩、アルキル硫酸エステル塩、ナフ
タレンスルホン酸ホルマリン縮合物等の陰イオン界面活
性剤、ポリオキシエチレンアルキルエーテル、ポリオキ
シエチレン、ポリオキシブロビレンブロックコボリマー
、ソルビタン脂肪酸エステル等の非イオン界面活性剤等
がある。製剤補助剤には、リグニンスルホン酸塩、アル
ギン酸塩、ポリビニルアルコール、アラビアゴム、CM
C(カルボキシメチルセルロース)、P’AP(酸性り
ん酸イソプロピル)等がある。Surfactants used for emulsification, dispersion, wet layer, etc. include alkyl (aryl) sulfonates, dialkyl sulfosuccinates, polyoxyethylene alkylaryl ether phosphate ester salts, alkyl sulfate ester salts, naphthalene sulfonic acid Examples include anionic surfactants such as formalin condensates, nonionic surfactants such as polyoxyethylene alkyl ether, polyoxyethylene, polyoxybrobylene block copolymer, and sorbitan fatty acid ester. Formulation aids include lignin sulfonate, alginate, polyvinyl alcohol, gum arabic, CM
Examples include C (carboxymethyl cellulose) and P'AP (isopropyl acid phosphate).
また、本発明化合物と例えばチウラム、ジチアノンバッ
タマイシンA1ポリオキシン、セロサイジン等の殺菌剤
やマラソン、スミチオン、NAC,BPMC等の殺虫剤
、除草剤、肥料成分等と混合して農作物に対する殺菌剤
としての適用範囲の拡大を図りあるいは、殺虫、除草又
は肥効の効果を併せて発揮させることもできる。Furthermore, the compound of the present invention can be mixed with fungicides such as thiuram, dithianonbattamycin A1 polyoxin, and cerocidin, and insecticides such as Marathon, Sumithion, NAC, and BPMC, herbicides, fertilizer components, etc., and applied as a fungicide to agricultural crops. It is also possible to expand the range, or to exhibit insecticidal, herbicidal, or fertilizing effects at the same time.
以下、実施例により本発明をさらに詳しく説明する。実
施例中、単に部とあるは、いずれも重量部を意味する。Hereinafter, the present invention will be explained in more detail with reference to Examples. In the examples, "part" means parts by weight.
実施例1 製剤
シクロへキサノン5部とトキサノンP−8L(三洋化成
株式会社製乳化剤の商品名)1部よりなる溶液95部と
本発明化合物5部をはかりとり均一に混合し、主剤含有
量5%の乳剤を得た。Example 1 Preparation 95 parts of a solution consisting of 5 parts of cyclohexanone and 1 part of toxanone P-8L (trade name of emulsifier manufactured by Sanyo Kasei Co., Ltd.) and 5 parts of the compound of the present invention were weighed and mixed uniformly to obtain a base agent content of 5 parts. % emulsion was obtained.
実施例2 稲いもち病に対する予防効果試験ビニールカ
ップ(10cn+φ・粒状培土:畑土=1:1)に栽培
した4、0〜4.5葉期の稲(品種、コシヒカリ)をタ
ーンテーブル上に3カップ置き、実施例1で製剤した乳
剤の100倍稀釈溶液50Idをハンドスプレーで散布
した。Example 2 Preventive effect test against rice blast A cup was placed and 50 Id of a 100-fold diluted solution of the emulsion prepared in Example 1 was sprayed by hand spray.
薬液風乾後温度25℃に設定した温室に置き、約20α
上に稲いもち病罹病藁(P 1riculariaor
yzae )を設置して、4日間静置した。After air-drying the chemical solution, place it in a greenhouse set at a temperature of 25℃, and heat it to about 20α.
Rice blast disease infected straw (P 1riculariaor)
yzae) was installed and left undisturbed for 4 days.
各カップごとに、第3.4本葉上の本病斑が各葉面積に
占める割合について下記要領で1カップ当り10茎(2
0茎)を調査し、式(1)、式(2)に従い発病度およ
び防除価を求めた。For each cup, calculate the proportion of main lesions on the 3rd and 4th true leaves to each leaf area, using the method below to calculate 10 stems (2
0 stems), and the disease severity and control value were determined according to formulas (1) and (2).
発病指数 発病面積率 注)
0 ・・・・・・ 0%
1 ・・・・・・ 10%未満
2 ・・・・・・ 10%以上25%未満3 ・・
・・・・ 25%以上50%未満4 ・・・・・・
50%以上
注)調査葉面積に占める本病斑面積
発病度−(Σ発病指数X該当葉数)/(4X調査葉数)
X100 式(1)防除価=[(無処理区の発
病度−各処理区の発病度)/無処理区の発病度コ×
100 式(2)
その結果を表1に示す。Disease index Disease area rate Note) 0...0% 1...Less than 10%2...10% or more but less than 25%3...
・・・・・・25% or more but less than 50%4 ・・・・・・
50% or moreNote) Infection area of this lesion in the surveyed leaf area - (ΣIncidence index x number of applicable leaves)/(4X number of surveyed leaves)
X100 Equation (1) Control value = [(Incidence level in untreated area - Incidence intensity in each treated area) / Infectivity level in untreated area x 100 Equation (2) The results are shown in Table 1.
表1
(発明の効果)
以上の説明から明らかなように、本発明化合物は、稲い
もち病に対し高い防除効果を示し、稲いもち病防除剤と
して、有用なものである。Table 1 (Effects of the Invention) As is clear from the above description, the compound of the present invention exhibits a high controlling effect on rice blast, and is useful as a rice blast controlling agent.
Claims (1)
2−インカルボン酸メチルエステルを有効成分とする稲
いもち病防除剤[Claims] 1) 9-hydroxyoctadec-10-ene-1 represented by the general formula (I) ▲There are numerical formulas, chemical formulas, tables, etc.▼(I)
Rice blast control agent containing 2-ynecarboxylic acid methyl ester as an active ingredient
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP4563085A JPS61204105A (en) | 1985-03-07 | 1985-03-07 | Controlling agent against blast of rice plant |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP4563085A JPS61204105A (en) | 1985-03-07 | 1985-03-07 | Controlling agent against blast of rice plant |
Publications (1)
Publication Number | Publication Date |
---|---|
JPS61204105A true JPS61204105A (en) | 1986-09-10 |
Family
ID=12724686
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP4563085A Pending JPS61204105A (en) | 1985-03-07 | 1985-03-07 | Controlling agent against blast of rice plant |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS61204105A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0678330A1 (en) * | 1994-04-20 | 1995-10-25 | Rhone-Poulenc Chimie | New emulsifying system for the prepaparation of emulsifiable concentrates of vegetable oils |
US7022651B1 (en) * | 1997-08-06 | 2006-04-04 | Lightcap Jr Donald V | Composition, method, and apparatus for protecting plants from injury caused by frost or freezing temperatures |
-
1985
- 1985-03-07 JP JP4563085A patent/JPS61204105A/en active Pending
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0678330A1 (en) * | 1994-04-20 | 1995-10-25 | Rhone-Poulenc Chimie | New emulsifying system for the prepaparation of emulsifiable concentrates of vegetable oils |
FR2718980A1 (en) * | 1994-04-20 | 1995-10-27 | Rhone Poulenc Chimie | New emulsifying system for the preparation of emulsifiable vegetable oil concentrates. |
US7022651B1 (en) * | 1997-08-06 | 2006-04-04 | Lightcap Jr Donald V | Composition, method, and apparatus for protecting plants from injury caused by frost or freezing temperatures |
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