JP6498661B2 - 殺虫特性を有する活性化合物組合せ - Google Patents
殺虫特性を有する活性化合物組合せ Download PDFInfo
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- JP6498661B2 JP6498661B2 JP2016508134A JP2016508134A JP6498661B2 JP 6498661 B2 JP6498661 B2 JP 6498661B2 JP 2016508134 A JP2016508134 A JP 2016508134A JP 2016508134 A JP2016508134 A JP 2016508134A JP 6498661 B2 JP6498661 B2 JP 6498661B2
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- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/34—Nitriles
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
- A01N37/30—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof containing the groups —CO—N< and, both being directly attached by their carbon atoms to the same carbon skeleton, e.g. H2N—NH—CO—C6H4—COOCH3; Thio-analogues thereof
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N53/00—Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof
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- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Dentistry (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Toxicology (AREA)
Description
Halは、F、Cl、IまたはBrを表し;かつ、
X’は、C1−C6アルキル、または、ハロゲン、ヒドロキシ、シアノ、ニトロ、アミノ、ハロC1−C3アルキル基からなる群から選択される少なくとも1つの置換基を有する置換C1−C6アルキル、好ましくはC1−C6ハロアルキルを表し;
A’は、C1−C3アルキル、C1−C3ハロアルキル、ハロゲンを表し;
nは、0、1、2、3または4、好ましくは0、1または2を表す]、
ならびに、
(II−11)ベータ−シフルトリン、(II−13)ラムダ−シハロトリンおよび(II−21)デルタメトリンからなる群から選択される少なくとも1つの化合物、
を含む活性化合物組合せに関する。
Aは、それぞれ、ハロゲン、シアノ、ニトロ、ヒドロキシル、アミノ、C1−C8アルキル基、ハロゲン、ヒドロキシ、シアノ、ニトロ、アミノからなる群から選択される少なくとも1つの置換基を有する置換C1−C8アルキル基、ハロC1−C3アルキル基、C1−C3アルコキシ基、ハロC1−C3アルコキシ基、C1−C3アルキルチオ基、ハロC1−C3アルキルチオ基、C1−C3アルキルスルフィニル基、ハロC1−C3アルキルスルフィニル基、C1−C3アルキルスルホニル基、ハロC1−C3アルキルスルホニル基、およびC1−C3アルキルチオ、C1−C3アルキル基;さらに、所望により置換されていてよい前記C1−C8アルキル基中の任意の飽和炭素原子を表し;
nは、0、1、2、3または4、好ましくは0、1または2を表し;
R1は、水素、ハロゲン、シアノC1−C8アルキルまたはC1−C8ハロアルキルを表し;
R2は、水素、ハロゲン、シアノC1−C8アルキルまたはC1−C8ハロアルキルを表し;
R3は、OまたはSを表し;
R4は、OまたはSを表し;
Yは、それぞれ、水素、ハロゲン、シアノ、ニトロ、C1−C6アルキル基、ハロC1−C6アルキル基、C2−C6アルケニル基、ハロC2−C6アルケニル基、C2−C6アルキニル基、ハロC2−C6アルキニル基、C3−C6シクロアルキル基、ハロC3−C6シクロアルキル基、C1−C6アルコキシ基、ハロC1−C6アルコキシ基、C1−C6アルキルチオ基、ハロC1−C6アルキルチオ基、C1−C6アルキルスルフィニル基、ハロC1−C6アルキルスルフィニル基、C1−C6アルキルスルホニル基またはハロC1−C6アルキルスルホニル基を表し;
mは、0、1、2、3または4を表し;
Xは、C1−C8アルキル基、または、ハロゲン、ヒドロキシ、シアノ、ニトロ、アミノからなる群から選択される少なくとも1つの置換基を有する置換C1−C8アルキル基、ハロC1−C3アルキル基、C1−C3アルコキシ基、ハロC1−C3アルコキシ基を表す];
ならびに、
ピレスロイド、例えば、アクリナトリン(II−1)、アレトリン(II−2)、d−シス−トランスアレトリン(II−3)、d−トランスアレトリン(II−4)、ビフェントリン(II−5)、ビオアレトリン(II−6)、ビオアレトリン S−シクロペンテニル異性体(II−7)、ビオレスメトリン(II−8)、シクロプロトリン(II−9)、シフルトリン(II−10)、ベータ−シフルトリン(II−11)、シハロトリン(II−12)、ラムダ−シハロトリン(II−13)、ガンマ−シハロトリン(II−14)、シペルメトリン(II−15)、アルファ−シペルメトリン(II−16)、ベータ−シペルメトリン(II−17)、シータ−シペルメトリン(II−18)、ジータ−シペルメトリン(II−19)、シフェノトリン[(1R)−トランス異性体](II−20)、デルタメトリン(II−21)、エンペントリン[(EZ)−(1R)異性体](II−22)、エスフェンバレレート(II−23)、エトフェンプロックス(II−24)、フェンプロパトリン(II−25)、フェンバレレート(II−26)、フルシトリネート(II−27)、フルメトリン(II−28)、タウ−フルバリネート(II−29)、ハルフェンプロックス(II−30)、イミプロトリン(II−31)、カデトリン(II−32)、ペルメトリン(II−33)、フェノトリン[(1R)−トランス異性体](II−34)、プラレトリン(II−35)、ピレトリン(除虫菊)(II−36)、レスメトリン(II−37)、シラフルオフェン(II−38)、テフルトリン(II−39)、テトラメトリン(II−40)、テトラメトリン[(1R)異性体)](II−41)、トラロメトリン(II−42)およびトランスフルトリン(II−43)から選択されるグループ(II)の活性化合物のうちの少なくとも1つ
の活性化合物組合せが、相乗効果的に活性であり、動物害虫の防除に適していることが見出された。
Halは、F、Cl、IまたはBrを表し;かつ、
X’は、C1−C6アルキル、または、ハロゲン、ヒドロキシ、シアノ、ニトロ、アミノからなる群から選択される少なくとも1つの置換基を有する置換C1−C6アルキル、ハロC1−C3アルキル基、好ましくはC1−C6シアノアルキルを表し;
A’は、C1−C3アルキル、C1−C3ハロアルキル、ハロゲンを表し、好ましくはメチル、ハロメチル、エチルまたはハロエチル、より好ましくはメチルまたはエチルを表し;
nは、0、1、2、3または4、好ましくは0、1または2、より好ましくは1を表す]
に代表される。
好ましい混合比: 125:1〜1:125
より好ましい混合比: 40:1〜1:40
特に好ましい混合比: 25:1〜1:25。
Xが、それぞれm ppm、m g/haの濃度である試験化合物Aの、未処理コントロールに対する致死率%で表される有効性であり、
Yが、それぞれn ppm、n g/haの濃度である試験化合物Bの、未処理コントロールに対する致死率%で表される有効性であり、
Eが、それぞれmおよびn ppm、mおよびn g/haである試験化合物AおよびBの混合物を用いた場合の、未処理コントロールに対する致死率%で表される有効性である場合、
以下のようになる。
Spodoptera frugiperda−スプレー試験
溶媒: 78.0重量部のアセトン
1.5重量部のジメチルホルムアミド
乳化剤: 0.5重量部のアルキルアリールポリグリコールエーテル
活性化合物の好適な製剤を製造するために、1重量部の活性化合物と、上記量の溶媒および乳化剤とを混合し、この原液を、乳化剤含有水で所望の濃度まで希釈した。胞子懸濁液の好適な製剤を製造するために、胞子を、乳化剤含有水で所望の濃度まで希釈した。
Phaedon cochleariae−スプレー試験
溶媒: 78.0重量部のアセトン
1.5重量部のジメチルホルムアミド
乳化剤: 0.5重量部のアルキルアリールポリグリコールエーテル
活性化合物の好適な製剤を製造するために、1重量部の活性化合物と、上記量の溶媒および乳化剤とを混合し、この原液を、乳化剤含有水で所望の濃度まで希釈した。胞子懸濁液の好適な製剤を製造するために、胞子を、乳化剤含有水で所望の濃度まで希釈した。
Phaedon cochleariae−スプレー試験
溶媒: 7重量部のジメチルホルムアミド
乳化剤: アルキルアリールポリグリコールエーテル
活性化合物の好適な製剤を製造するために、1重量部の活性化合物と、上記量の溶媒とを混合し、1000ppmの濃度の乳化剤を含有する水で所望の濃度まで希釈した。さらに、試験濃度を、乳化剤含有水で希釈することで調整した。必要に応じて、1000ppmの用量のアンモニウム塩および/または浸透促進剤を所望の濃度まで添加した。
Myzus persicae−スプレー試験
溶媒: 78.0重量部のアセトン
1.5重量部のジメチルホルムアミド
乳化剤: 0.5重量部のアルキルアリールポリグリコールエーテル
活性化合物の好適な製剤を製造するために、1重量部の活性化合物と、上記量の溶媒および乳化剤とを混合し、この原液を、乳化剤含有水で所望の濃度まで希釈した。
Myzus persicae−スプレー試験
溶媒: 7重量部のジメチルホルムアミド
乳化剤: アルキルアリールポリグリコールエーテル
活性化合物の好適な製剤を製造するために、1重量部の活性化合物と、上記量の溶媒とを混合し、1000ppmの濃度の乳化剤を含有する水で所望の濃度まで希釈した。さらに、試験濃度を、乳化剤含有水で希釈することで調整した。必要に応じて、1000ppmの用量のアンモニウム塩および/または浸透促進剤を所望の濃度まで添加した。
Tetranychus urticae−スプレー試験、OP耐性
溶媒: 78.0重量部のアセトン
1.5重量部のジメチルホルムアミド
乳化剤: 0.5重量部のアルキルアリールポリグリコールエーテル
活性化合物の好適な製剤を製造するために、1重量部の活性化合物と、上記量の溶媒および乳化剤とを混合し、この原液を、乳化剤含有水で所望の濃度まで希釈した。胞子懸濁液の好適な製剤を製造するために、胞子を、乳化剤含有水で所望の濃度まで希釈した。
Plutella xylostella−スプレー試験
溶媒: 7重量部のジメチルホルムアミド
乳化剤: 2重量部のアルキルアリールポリグリコールエーテル
活性化合物の好適な製剤を製造するために、1重量部の活性化合物と、上記量の溶媒および乳化剤とを混合し、この原液を、乳化剤含有水で所望の濃度まで希釈した。必要に応じて、1000ppmの用量のアンモニウム塩および/または浸透促進剤を所望の濃度まで添加した。
Claims (12)
- 少なくとも1つの式(I−5)の化合物
を含む活性化合物組合せ物であって、
前記式(I−5)の化合物およびベータ−シフルトリンの混合比が25:1〜1:5であり、
前記式(I−5)の化合物およびラムダ−シハロトリンの混合比が40:1〜1:4であり、
前記式(I−5)の化合物およびデルタメトリンの混合比が100:1〜1:5である、
前記活性化合物組合せ物。 - 動物害虫防除(ヒトの治療方法を除く)のための、請求項1に記載の活性化合物組合せ物の、使用。
- 請求項1に記載の活性化合物組合せ物を、動物害虫および/または前記動物害虫の生息場所および/または種子に作用させる、動物害虫防除の方法(ヒトの治療方法を除く)。
- 式(I−5)の活性化合物、および前記活性化合物(II−11)、(II−13)または(II−21)のうちの1つを、種子に同時に作用させる、請求項3に記載の方法。
- 式(I−5)の活性化合物、および前記活性化合物(II−11)、(II−13)または(II−21)のうちの1つを、種子に異なる時に作用させる、請求項3に記載の方法。
- 請求項1に記載の活性化合物組合せ物と、増量剤および/または界面活性剤とを混合する、殺虫および殺ダニ組成物の製造方法。
- 種子を処理するための、請求項1に記載の活性化合物組合せ物の、使用。
- トランスジェニック植物を処理するための、請求項1に記載の活性化合物組合せ物の、使用。
- トランスジェニック植物の種子を処理するための、請求項1に記載の活性化合物組合せ物の、使用。
- 請求項1に記載の活性化合物組合せ物で処理された種子。
- 式(I−5)の活性化合物、および前記活性化合物(II−11)、(II−13)または(II−21)のうちの1つで同時に処理された、請求項10に記載の種子。
- 請求項1に記載の式(I−5)の化合物、および請求項1に記載の(II−11)、(II−13)または(II−21)から選択される活性化合物が、前記種子上の1つのもしくは異なる層中、コーティング中、またはコーティングに加えた1もしくは複数のさらなる層として存在する、種子。
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PCT/EP2014/057624 WO2014170328A1 (en) | 2013-04-19 | 2014-04-15 | Active compound combinations having insecticidal properties |
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KR (1) | KR20150144776A (ja) |
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CN107183046A (zh) * | 2016-03-14 | 2017-09-22 | 浙江省化工研究院有限公司 | 一种含氯氟氰虫酰胺的杀虫组合物 |
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TW515786B (en) * | 1997-11-25 | 2003-01-01 | Nihon Nohyaku Co Ltd | Phthalic acid diamide derivatives, agricultural and horticultural insecticides, and a method for application of the insecticides |
JP4993049B2 (ja) * | 1999-09-24 | 2012-08-08 | 日本農薬株式会社 | 芳香族ジアミド誘導体又はその塩類及び農園芸用薬剤並びにその使用方法 |
DK1380209T3 (da) | 2001-04-17 | 2012-09-24 | Nihon Nohyaku Co Ltd | Sammensætning til et middel til bekæmpelse af skadelige organismer og fremgangsmåde til anvendelse af samme |
JP4348669B2 (ja) | 2001-04-17 | 2009-10-21 | 日本農薬株式会社 | 有害生物防除剤組成物及びその使用方法 |
WO2004018410A1 (ja) | 2002-08-26 | 2004-03-04 | Nissan Chemical Industries, Ltd. | 置換ベンズアニリド化合物及び有害生物防除剤 |
DE10248257A1 (de) | 2002-10-16 | 2004-04-29 | Bayer Cropscience Ag | Wirkstoffkombinationen im insektiziden und akariziden Eigenschaften |
KR20070054700A (ko) * | 2004-08-31 | 2007-05-29 | 바이엘 크롭사이언스 아게 | 광학적 활성 프탈아미드 |
WO2008037378A2 (de) * | 2006-09-30 | 2008-04-03 | Bayer Cropscience Aktiengesellschaft | Suspensionskonzentrate zur verbesserung der wurzelaufnahme von agrochemischen wirkstoffen |
EP2090170A1 (de) * | 2008-02-12 | 2009-08-19 | Bayer CropScience AG | Wirkstoffkombinationen mit insektiziden und akariziden Eigenschaften |
JP2010030970A (ja) | 2008-07-31 | 2010-02-12 | Bayer Cropscience Ag | 殺虫性ベンゼンジカルボキサミド誘導体 |
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CN102613183A (zh) * | 2012-03-07 | 2012-08-01 | 中化蓝天集团有限公司 | 一种杀虫剂 |
CN102907453A (zh) * | 2012-11-09 | 2013-02-06 | 中化蓝天集团有限公司 | 一种农业杀虫组合物 |
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CN103039450B (zh) * | 2013-01-06 | 2014-09-03 | 中化蓝天集团有限公司 | 一种含多杀菌素和zj4042的农业杀虫组合物 |
CN103039501B (zh) * | 2013-01-06 | 2014-06-04 | 中化蓝天集团有限公司 | 一种含高效氯氰菊酯和zj4042的农业杀虫组合物 |
-
2014
- 2014-04-15 WO PCT/EP2014/057624 patent/WO2014170328A1/en active Application Filing
- 2014-04-15 US US14/784,357 patent/US9549553B2/en not_active Expired - Fee Related
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- 2014-04-15 EP EP14717779.4A patent/EP2986114A1/en not_active Withdrawn
- 2014-04-15 CN CN201480031684.XA patent/CN105307491B/zh not_active Expired - Fee Related
- 2014-04-15 JP JP2016508134A patent/JP6498661B2/ja not_active Expired - Fee Related
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US20160058003A1 (en) | 2016-03-03 |
JP2016519686A (ja) | 2016-07-07 |
CN105307491A (zh) | 2016-02-03 |
US9549553B2 (en) | 2017-01-24 |
KR20150144776A (ko) | 2015-12-28 |
CN105307491B (zh) | 2017-11-14 |
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