JPS6141486B2 - - Google Patents

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Publication number
JPS6141486B2
JPS6141486B2 JP10429679A JP10429679A JPS6141486B2 JP S6141486 B2 JPS6141486 B2 JP S6141486B2 JP 10429679 A JP10429679 A JP 10429679A JP 10429679 A JP10429679 A JP 10429679A JP S6141486 B2 JPS6141486 B2 JP S6141486B2
Authority
JP
Japan
Prior art keywords
pyridine
present
nematodes
chloroacetamino
soil
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.)
Expired
Application number
JP10429679A
Other languages
Japanese (ja)
Other versions
JPS5629503A (en
Inventor
Toshiaki Kataoka
Izuru Yamamoto
Norio Oosaki
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 Industry Co Ltd
Original Assignee
Otsuka Chemical Co Ltd
Koei Chemical Industry Co 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 Otsuka Chemical Co Ltd, Koei Chemical Industry Co Ltd filed Critical Otsuka Chemical Co Ltd
Priority to JP10429679A priority Critical patent/JPS5629503A/en
Publication of JPS5629503A publication Critical patent/JPS5629503A/en
Publication of JPS6141486B2 publication Critical patent/JPS6141486B2/ja
Granted legal-status Critical Current

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  • Agricultural Chemicals And Associated Chemicals (AREA)

Description

【発明の詳細な説明】[Detailed description of the invention]

本発明は、殺線虫剤、より詳しくは植物寄生性
線虫に対し強力な防除作用を有すると共に目的と
する栽培作物に対する薬害のおそれのない殺線虫
剤に関する。 従来、植物寄生性線虫を駆除する薬剤として
は、DBCP(ネマゴン)、DCIP(ネマモール)等
の液剤もあるがD―D、クロルピクリン、メチル
ブロマイド、二臭化エチレン等をはじめとする液
状の薫蒸剤が多く使用されてきた。しかしなが
ら、これらの薫蒸剤は有毒な気体による効果を目
的とするものであるため、使用法が煩雑である。
しかも、作物に対する薬害が大きいので作物生育
中には使用できず、土壌を処理した後耕地を長期
間休閑させることを要し、耕地の能率的利用がで
きないという欠点がある。 本発明者等は、上記欠点に鑑み、強力な殺線虫
作用を有し、しかも栽培作物には薬害の虞れのな
い殺線虫剤を得る目的で研究を重ねた。その結
果、2―(2―クロロアセトアミノ)ピリジン及
びその塩が上記目的に合致することを見出し、本
発明を完成するに致つた。 即ち本発明は、2―(2―クロロアセトアミ
ノ)ピリジン及びその塩の少くとも1種を有効成
分とする殺線虫剤に係るものである。 本発明の2―(2―クロロアセトアミノ)ピリ
ジンは、次式 で表わされ、各種方法により製造することができ
る。例えば、2―アミノピリジン、ピリジン及び
エチルエーテルの混合物中に、クロロアセチルク
ロライドのエチルエーテル溶液を約5℃以下程度
の温度下にて添加し、生成した結晶に冷水を加え
ることにより製造することができる。次いで、適
当な酸を用いて常法に従い塩とすることができ
る。2―(2―クロロアセトアミノ)ピリジンの
塩としては、塩酸塩、硫酸塩等の鉱酸塩を代表例
として挙げることができる。 本発明の殺線虫剤は、特にメロイドギーネ
(Meloidgyne)種、ヘテロデラ(Heterodera)
種、プラチレンクス(Pratylenchus)種等の寄生
線虫に有効である。上記メロイドギーネ種の代表
例としては、トマト、キユウリ、ホウレンソウに
寄生するサツマイモネコブセンチユウを、ヘテロ
デラ種の代表例としては馬鈴薯に寄生するジヤガ
イモシストセンチユウを、プラチレンクス種の代
表例としてはゴボウ、長芋に寄生するキタネグサ
レセンチユウ等を挙げることができる。 本発明の殺線虫剤は、比較的少量でも殺線虫作
用を発揮し、通常10アール当り有効成分として
100g〜10Kg、好ましくは200g〜5Kg程度の使用
量で足りる。 本発明の2―(2―クロロアセトアミノ)ピリ
ジンは、各種の形態の組成物として使用すること
ができる。例えば、キシレン、シクロヘキサノ
ン、アゼトン、メタノール、エタノール等の有機
溶剤溶液の形態や従来公知の乳化剤を用いて水性
乳濁液の形態として、或は、土壌、砂、通常の吸
着剤等の固体担体と混合して粒剤、粉剤等の形態
として使用することができる。更に、予め種子、
穀類等に施用して用いることもできる。 本発明殺線虫剤は、作物に対する薬害のおそれ
がないため、前記した従来の薫蒸剤や液剤とは異
なり、作物生育中でも使用することができる。ま
た、土壌に散布後も所要期間殺虫作用を持続する
ので、植物の植付けや播種に先立ち土壌を本発明
薬剤で処理することにより、線虫による植物の損
害発生の予防的効果を発揮せしめることもでき
る。 尚、本発明殺線虫剤は、従来公知の殺菌剤、殺
虫剤、除草剤等の薬剤或は各種肥料と混合して使
用することもできる。 以上の如く、本発明殺線虫剤は、任意の形態で
簡単に植物や土壌に適用することができ、しかも
植物に対する薬害のおそれもなく耕地の休閑は不
要である。従つて、省力化や耕地の能率的利用に
多大の利点を有する。 以下、実施例及び試験例により本発明の特徴と
する所を一層明らかにするが、「%」は全て「重
量%」を示す。 実施例 1 乳 剤 % 2―(2―クロロアセトアミノ)ピリジン
20.0 キシレン 40.0 シクロヘキサノン 20.0 Tween80(商標、和光純薬(株)製) 15.6 Span80(商標、和光純薬(株)製) 4.4 上記成分を混合撹拌し、使用に際し水に乳化し
得る乳剤を調製する。 実施例 2 水和剤 % 2―(2―クロロアセトミノ)ピリジン 20.0 カオリン 40.0 ケイソウ土 20.0 ベントナイト 10.0 エマール 40 パウダー 5.5 デモール EP パウダー 3.5 アルキルリン酸塩 1.0 上記成分を混合撹拌し、水和剤とする。 実施例 3 粒 剤 % 実施例2の水和剤 10 ドロマイト 90 以上の成分を混合撹拌し、この混合物100部に
対し2%カルボキシメチルセルロース水溶液15部
添加し、充分撹拌混合後、造粒機中で粒剤とす
る。 試験例1(液浸試験) 2―(2―クロロアセトアミノ)ピリジンを、
98%メタノール0.5mlに溶解させ、脱イオン水を
加えて全量10mlとする。この液1mlを試験管に取
り、この中に、サツマイモネコブセンユウ、即ち
メロイドギーネ インコグニータ アクリタ
(Meloidogyne incognita acrita)の第2期幼虫
(24時間の間に孵化した幼虫)約100頭を含む1ml
の線虫液を添加し、25℃にて24時間放置する。そ
の後、供試線虫数を数え、次いでベルマン分離装
置にかけ、24時間放置後分離された生線虫数を数
え、死虫率を次式に従い算出する。 死虫率(%)=(1−b/ac)×100 a:供試線虫数 (実体顕微鏡(30倍)で実数を測定し、2回の
平均値で表わす。) b:試験区のベルマン分離生線虫数 (特殊紙で過すると、生きたものが液
に、死虫が残滓に残る。液中の線虫数を数え
る。) c:対照区のベルマン分離率 2―(2―クロロアセトアミノ)ピリジンの濃
度を変え、上記の如くして算出された死虫率を第
1表に示す。
The present invention relates to a nematicide, and more particularly to a nematicide that has a strong control effect against plant parasitic nematodes and is free from the risk of phytotoxicity to target cultivated crops. Conventionally, there are liquid agents such as DBCP (nemagon) and DCIP (nemamol) to exterminate plant-parasitic nematodes, but liquid scents such as DD, chloropicrin, methyl bromide, ethylene dibromide, etc. Vaporizing agents have been widely used. However, since these fumigants aim to produce effects using toxic gases, their usage is complicated.
Moreover, it cannot be used during crop growth because it causes serious chemical damage to crops, and it is necessary to leave the cultivated land fallow for a long period of time after treating the soil, which has the disadvantage that the cultivated land cannot be used efficiently. In view of the above-mentioned drawbacks, the present inventors have conducted extensive research with the aim of obtaining a nematicide that has a strong nematicidal effect and is free from the risk of phytotoxicity to cultivated crops. As a result, the inventors discovered that 2-(2-chloroacetamino)pyridine and its salts met the above objectives, and completed the present invention. That is, the present invention relates to a nematicide containing at least one kind of 2-(2-chloroacetamino)pyridine and its salt as an active ingredient. The 2-(2-chloroacetamino)pyridine of the present invention has the following formula: It can be produced by various methods. For example, it can be produced by adding an ethyl ether solution of chloroacetyl chloride to a mixture of 2-aminopyridine, pyridine and ethyl ether at a temperature of about 5°C or less, and adding cold water to the formed crystals. can. Then, it can be made into a salt using a suitable acid according to a conventional method. Representative examples of the salt of 2-(2-chloroacetamino)pyridine include mineral acid salts such as hydrochloride and sulfate. The nematocides of the present invention are particularly suitable for Meloidgyne species, Heterodera
It is effective against parasitic nematodes such as Pratylenchus species and Pratylenchus species. A typical example of the Meloidogyne species mentioned above is the sweet potato nematode that parasitizes tomatoes, cucumbers, and spinach; a representative example of the Heterodera species is the Dipotato nematode that parasitizes potatoes; and a typical example of the Platylenchus species is burdock and Japanese yam. For example, there are plants that parasitize the plant. The nematicide of the present invention exhibits nematicidal action even in a relatively small amount, and usually has an active ingredient per 10 ares.
A usage amount of about 100g to 10Kg, preferably about 200g to 5Kg is sufficient. The 2-(2-chloroacetamino)pyridine of the present invention can be used as a composition in various forms. For example, in the form of an organic solvent solution such as xylene, cyclohexanone, azetone, methanol, or ethanol, or in the form of an aqueous emulsion using a conventionally known emulsifier, or with a solid carrier such as soil, sand, or ordinary adsorbent. They can be mixed and used in the form of granules, powders, etc. Furthermore, seeds in advance,
It can also be used by applying it to cereals and the like. The nematicide of the present invention has no risk of phytotoxicity to crops, and therefore, unlike the conventional fumigants and liquid agents described above, it can be used even during crop growth. Furthermore, since the insecticidal effect continues for a required period of time even after being sprayed on the soil, by treating the soil with the chemical of the present invention prior to planting or sowing plants, the preventive effect against plant damage caused by nematodes can be exerted. can. The nematicide of the present invention can also be used in combination with conventionally known fungicides, insecticides, herbicides, and other chemicals or various fertilizers. As described above, the nematocide of the present invention can be easily applied to plants and soil in any form, and there is no fear of phytotoxicity to plants, and there is no need to leave the cultivated land fallow. Therefore, it has great advantages in terms of labor saving and efficient use of cultivated land. Hereinafter, the features of the present invention will be further clarified through Examples and Test Examples, where all "%" indicates "% by weight". Example 1 Emulsion % 2-(2-chloroacetamino)pyridine
20.0 Xylene 40.0 Cyclohexanone 20.0 Tween80 (trademark, manufactured by Wako Pure Chemical Industries, Ltd.) 15.6 Span80 (trademark, manufactured by Wako Pure Chemical Industries, Ltd.) 4.4 Mix and stir the above components to prepare an emulsion that can be emulsified in water for use. Example 2 Wettable powder % 2-(2-chloroacetomino)pyridine 20.0 Kaolin 40.0 Diatomaceous earth 20.0 Bentonite 10.0 Emar 40 Powder 5.5 Demol EP powder 3.5 Alkyl phosphate 1.0 Mix and stir the above ingredients to make a wettable powder . Example 3 Granules % Wettable powder of Example 2 10 Dolomite 90 The above components were mixed and stirred, and 15 parts of a 2% carboxymethyl cellulose aqueous solution was added to 100 parts of this mixture. After thorough stirring and mixing, the mixture was placed in a granulator. Take the form of granules. Test example 1 (immersion test) 2-(2-chloroacetamino)pyridine,
Dissolve in 0.5 ml of 98% methanol and add deionized water to make a total volume of 10 ml. Take 1 ml of this solution into a test tube, and in this 1 ml contains about 100 second-stage larvae (larvae that hatched within 24 hours) of the sweet potato beetle, Meloidogyne incognita acrita.
Add the nematode solution and leave at 25°C for 24 hours. Thereafter, the number of sample nematodes is counted, and then the sample is placed in a Bellman separator, and after being left for 24 hours, the number of live nematodes separated is counted, and the mortality rate is calculated according to the following formula. Mortality rate (%) = (1-b/ac) x 100 a: Number of test nematodes (Measure the actual number with a stereomicroscope (30x magnification) and express the average value of two times.) b: Number of nematodes in the test area Number of live nematodes separated by Bellman (When passed through special paper, live nematodes remain in the liquid and dead nematodes remain in the residue. Count the number of nematodes in the liquid.) c: Bellman separation rate in control plot 2- (2- Table 1 shows the insect mortality rates calculated as described above by varying the concentration of chloroacetamino)pyridine.

【表】 第1表から、本発明の2―(2―クロロアセト
アミノ)ピリジンは、低濃度においても強力な殺
線虫作用を有することが判る。 試験例2(圃場試験) 線虫汚染土(サツマイモネコブセンチユウ約50
頭/土壌10g)に実施例1の乳剤を500倍、1000
倍、2000倍、4000倍に希釈し、2l/m2の割合で土
壌表面に散布する。1週間後、トマト苗を定植
し、1ケ月後に根部に着生する根瘤の着生度合を
観察する。試験区は、2×2m2を1試験区とし、
3反覆する。比較薬剤として従来の殺線虫剤であ
るD―D乳剤を20l/10a点注して同様に根瘤の着
生度合を観察する。尚、根瘤の着生度合は、根瘤
で覆われている部分の根部全体に対する百分率に
より下記評価基準に従つて測定する。 0……0% 1……25%以下 2……50%以下 3……75%以下 4……100% 結果を第2表に示す。
Table 1 shows that the 2-(2-chloroacetamino)pyridine of the present invention has a strong nematicidal effect even at low concentrations. Test example 2 (field test) Nematode contaminated soil (approximately 50 centipedes of sweet potato
head/soil 10g) of the emulsion of Example 1 500 times, 1000
Dilute it 2000 times, 4000 times and spray it on the soil surface at a rate of 2l/ m2 . One week later, tomato seedlings are planted, and one month later, the degree of root nodule growth is observed. The test area is 2 x 2 m 2 .
Repeat 3 times. As a comparative drug, 20 l/10a of DD emulsion, a conventional nematocide, was injected and the degree of root nodule attachment was observed in the same manner. The degree of root nodule attachment is measured by the percentage of the root nodule covered part to the entire root according to the following evaluation criteria. 0...0% 1...25% or less 2...50% or less 3...75% or less 4...100% The results are shown in Table 2.

【表】 試験例3(圃場試験) 線虫汚染土(サツマイモネコブセンチユウ約50
頭/土壌10g)に、実施例3の粒剤を40Kg/
10a、20Kg/10a、10Kg/10a、5Kg/10aの割合で
散布し、軽く混和する。1週間後にトマト苗を定
植し、1ケ月後に根部に着生した根瘤の着生度合
を試験例2と同様にして測定する。結果を第3表
に示す。尚、第3表には比較薬剤として従来の殺
線虫剤であるD―D乳剤を20l/10a点注した場合
の結果をも併記する。
[Table] Test Example 3 (Field Test) Nematode-contaminated soil (approximately 50 centipedes
40 kg/10 g of the granules of Example 3 per head/10 g of soil.
Spray at the rate of 10a, 20Kg/10a, 10Kg/10a, 5Kg/10a and mix gently. One week later, tomato seedlings were planted, and one month later, the degree of root nodule attachment was measured in the same manner as in Test Example 2. The results are shown in Table 3. Additionally, Table 3 also shows the results obtained when DD emulsion, a conventional nematocide, was injected at 20 liters/10 a as a comparative drug.

【表】【table】

Claims (1)

【特許請求の範囲】[Claims] 1 2―(2―クロロアセトアミノ)ピリジン及
びその塩の少くとも1種を有効成分とする殺線虫
剤。
1. A nematicide containing at least one of 2-(2-chloroacetamino)pyridine and its salt as an active ingredient.
JP10429679A 1979-08-15 1979-08-15 Nematocide Granted JPS5629503A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP10429679A JPS5629503A (en) 1979-08-15 1979-08-15 Nematocide

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP10429679A JPS5629503A (en) 1979-08-15 1979-08-15 Nematocide

Publications (2)

Publication Number Publication Date
JPS5629503A JPS5629503A (en) 1981-03-24
JPS6141486B2 true JPS6141486B2 (en) 1986-09-16

Family

ID=14376954

Family Applications (1)

Application Number Title Priority Date Filing Date
JP10429679A Granted JPS5629503A (en) 1979-08-15 1979-08-15 Nematocide

Country Status (1)

Country Link
JP (1) JPS5629503A (en)

Also Published As

Publication number Publication date
JPS5629503A (en) 1981-03-24

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