JP2013522263A - 殺虫化合物 - Google Patents
殺虫化合物 Download PDFInfo
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- JP2013522263A JP2013522263A JP2012557496A JP2012557496A JP2013522263A JP 2013522263 A JP2013522263 A JP 2013522263A JP 2012557496 A JP2012557496 A JP 2012557496A JP 2012557496 A JP2012557496 A JP 2012557496A JP 2013522263 A JP2013522263 A JP 2013522263A
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- hydrogen
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- 150000001875 compounds Chemical class 0.000 title claims description 2067
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- -1 cyano, amino Chemical group 0.000 claims description 175
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 16
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- 231100000765 toxin Toxicity 0.000 description 1
- 108700012359 toxins Proteins 0.000 description 1
- YWSCPYYRJXKUDB-KAKFPZCNSA-N tralomethrin Chemical compound CC1(C)[C@@H](C(Br)C(Br)(Br)Br)[C@H]1C(=O)O[C@H](C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 YWSCPYYRJXKUDB-KAKFPZCNSA-N 0.000 description 1
- CRDAMVZIKSXKFV-UHFFFAOYSA-N trans-Farnesol Natural products CC(C)=CCCC(C)=CCCC(C)=CCO CRDAMVZIKSXKFV-UHFFFAOYSA-N 0.000 description 1
- UZKQTCBAMSWPJD-UQCOIBPSSA-N trans-Zeatin Natural products OCC(/C)=C\CNC1=NC=NC2=C1N=CN2 UZKQTCBAMSWPJD-UQCOIBPSSA-N 0.000 description 1
- UZKQTCBAMSWPJD-FARCUNLSSA-N trans-zeatin Chemical compound OCC(/C)=C/CNC1=NC=NC2=C1N=CN2 UZKQTCBAMSWPJD-FARCUNLSSA-N 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- DDVNRFNDOPPVQJ-HQJQHLMTSA-N transfluthrin Chemical compound CC1(C)[C@H](C=C(Cl)Cl)[C@H]1C(=O)OCC1=C(F)C(F)=CC(F)=C1F DDVNRFNDOPPVQJ-HQJQHLMTSA-N 0.000 description 1
- IUCJMVBFZDHPDX-UHFFFAOYSA-N tretamine Chemical compound C1CN1C1=NC(N2CC2)=NC(N2CC2)=N1 IUCJMVBFZDHPDX-UHFFFAOYSA-N 0.000 description 1
- 229950001353 tretamine Drugs 0.000 description 1
- BAZVSMNPJJMILC-UHFFFAOYSA-N triadimenol Chemical compound C1=NC=NN1C(C(O)C(C)(C)C)OC1=CC=C(Cl)C=C1 BAZVSMNPJJMILC-UHFFFAOYSA-N 0.000 description 1
- 125000004306 triazinyl group Chemical group 0.000 description 1
- 125000001425 triazolyl group Chemical group 0.000 description 1
- IQGKIPDJXCAMSM-UHFFFAOYSA-N triazoxide Chemical compound N=1C2=CC=C(Cl)C=C2[N+]([O-])=NC=1N1C=CN=C1 IQGKIPDJXCAMSM-UHFFFAOYSA-N 0.000 description 1
- BQZXUHDXIARLEO-UHFFFAOYSA-N tribenuron Chemical compound COC1=NC(C)=NC(N(C)C(=O)NS(=O)(=O)C=2C(=CC=CC=2)C(O)=O)=N1 BQZXUHDXIARLEO-UHFFFAOYSA-N 0.000 description 1
- YMXOXAPKZDWXLY-QWRGUYRKSA-N tribenuron methyl Chemical group COC(=O)[C@H]1CCCC[C@@H]1S(=O)(=O)NC(=O)N(C)C1=NC(C)=NC(OC)=N1 YMXOXAPKZDWXLY-QWRGUYRKSA-N 0.000 description 1
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
- WCLDITPGPXSPGV-UHFFFAOYSA-N tricamba Chemical compound COC1=C(Cl)C=C(Cl)C(Cl)=C1C(O)=O WCLDITPGPXSPGV-UHFFFAOYSA-N 0.000 description 1
- REEQLXCGVXDJSQ-UHFFFAOYSA-N trichlopyr Chemical compound OC(=O)COC1=NC(Cl)=C(Cl)C=C1Cl REEQLXCGVXDJSQ-UHFFFAOYSA-N 0.000 description 1
- DQJCHOQLCLEDLL-UHFFFAOYSA-N tricyclazole Chemical compound CC1=CC=CC2=C1N1C=NN=C1S2 DQJCHOQLCLEDLL-UHFFFAOYSA-N 0.000 description 1
- NRTLTGGGUQIRRT-UHFFFAOYSA-N triethylazanium;bromide Chemical compound [Br-].CC[NH+](CC)CC NRTLTGGGUQIRRT-UHFFFAOYSA-N 0.000 description 1
- ONCZDRURRATYFI-TVJDWZFNSA-N trifloxystrobin Chemical compound CO\N=C(\C(=O)OC)C1=CC=CC=C1CO\N=C(/C)C1=CC=CC(C(F)(F)F)=C1 ONCZDRURRATYFI-TVJDWZFNSA-N 0.000 description 1
- HSMVPDGQOIQYSR-KGENOOAVSA-N triflumizole Chemical compound C1=CN=CN1C(/COCCC)=N/C1=CC=C(Cl)C=C1C(F)(F)F HSMVPDGQOIQYSR-KGENOOAVSA-N 0.000 description 1
- ZSDSQXJSNMTJDA-UHFFFAOYSA-N trifluralin Chemical compound CCCN(CCC)C1=C([N+]([O-])=O)C=C(C(F)(F)F)C=C1[N+]([O-])=O ZSDSQXJSNMTJDA-UHFFFAOYSA-N 0.000 description 1
- AKTQJCBOGPBERP-UHFFFAOYSA-N triflusulfuron Chemical compound FC(F)(F)COC1=NC(N(C)C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2C)C(O)=O)=N1 AKTQJCBOGPBERP-UHFFFAOYSA-N 0.000 description 1
- IMEVJVISCHQJRM-UHFFFAOYSA-N triflusulfuron-methyl Chemical group COC(=O)C1=CC=CC(C)=C1S(=O)(=O)NC(=O)NC1=NC(OCC(F)(F)F)=NC(N(C)C)=N1 IMEVJVISCHQJRM-UHFFFAOYSA-N 0.000 description 1
- CWMFRHBXRUITQE-UHFFFAOYSA-N trimethylsilylacetylene Chemical compound C[Si](C)(C)C#C CWMFRHBXRUITQE-UHFFFAOYSA-N 0.000 description 1
- DFQMKYUSAALDDY-MQEBUAKTSA-N trinactin Chemical compound C[C@@H]([C@@H]1CC[C@@H](O1)C[C@H](OC(=O)[C@H](C)[C@H]1CC[C@H](O1)C[C@H](CC)OC(=O)[C@@H](C)[C@@H]1CC[C@@H](O1)C[C@@H](CC)OC(=O)[C@@H]1C)CC)C(=O)O[C@@H](C)C[C@@H]2CC[C@H]1O2 DFQMKYUSAALDDY-MQEBUAKTSA-N 0.000 description 1
- DFQMKYUSAALDDY-UHFFFAOYSA-N trinactin Natural products CC1C(=O)OC(CC)CC(O2)CCC2C(C)C(=O)OC(CC)CC(O2)CCC2C(C)C(=O)OC(CC)CC(O2)CCC2C(C)C(=O)OC(C)CC2CCC1O2 DFQMKYUSAALDDY-UHFFFAOYSA-N 0.000 description 1
- MLFGIRNMAOXTHS-UHFFFAOYSA-N tris(2-methylaziridin-1-yl)-sulfanylidene-$l^{5}-phosphane Chemical compound CC1CN1P(=S)(N1C(C1)C)N1C(C)C1 MLFGIRNMAOXTHS-UHFFFAOYSA-N 0.000 description 1
- KVEQCVKVIFQSGC-UHFFFAOYSA-N tritosulfuron Chemical compound FC(F)(F)C1=NC(OC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)C(F)(F)F)=N1 KVEQCVKVIFQSGC-UHFFFAOYSA-N 0.000 description 1
- 241000701366 unidentified nuclear polyhedrosis viruses Species 0.000 description 1
- SPDZFJLQFWSJGA-UHFFFAOYSA-N uredepa Chemical compound C1CN1P(=O)(NC(=O)OCC)N1CC1 SPDZFJLQFWSJGA-UHFFFAOYSA-N 0.000 description 1
- 229950006929 uredepa Drugs 0.000 description 1
- JARYYMUOCXVXNK-CSLFJTBJSA-N validamycin A Chemical compound N([C@H]1C[C@@H]([C@H]([C@H](O)[C@H]1O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)CO)[C@H]1C=C(CO)[C@@H](O)[C@H](O)[C@H]1O JARYYMUOCXVXNK-CSLFJTBJSA-N 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000000052 vinegar Substances 0.000 description 1
- 235000021419 vinegar Nutrition 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 229960005080 warfarin Drugs 0.000 description 1
- 239000004552 water soluble powder Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 125000002256 xylenyl group Chemical class C1(C(C=CC=C1)C)(C)* 0.000 description 1
- WCJYTPVNMWIZCG-UHFFFAOYSA-N xylylcarb Chemical compound CNC(=O)OC1=CC=C(C)C(C)=C1 WCJYTPVNMWIZCG-UHFFFAOYSA-N 0.000 description 1
- 229940023877 zeatin Drugs 0.000 description 1
- 239000005943 zeta-Cypermethrin Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- DUBNHZYBDBBJHD-UHFFFAOYSA-L ziram Chemical compound [Zn+2].CN(C)C([S-])=S.CN(C)C([S-])=S DUBNHZYBDBBJHD-UHFFFAOYSA-L 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/04—1,2,3-Triazoles; Hydrogenated 1,2,3-triazoles
- C07D249/06—1,2,3-Triazoles; Hydrogenated 1,2,3-triazoles with aryl radicals directly attached to ring atoms
-
- 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/647—Triazoles; Hydrogenated triazoles
-
- 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/82—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with three ring hetero atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D407/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
- C07D407/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings
- C07D407/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Dentistry (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Agronomy & Crop Science (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
- Catching Or Destruction (AREA)
Abstract
Description
A1、A2、A3およびA4が、それぞれ独立して、C−Xまたは窒素であり、ここで、各Xが、同じかまたは異なっていてもよく、ただし、A1、A2、A3およびA4のうちの2つ以下が窒素であり;
R1が、水素、C1〜C4アルキル、C1〜C4アルキル−C(O)NH2、またはC1〜C4アルキルカルボニルであり;
R2が、水素、ハロゲン、C1〜C4アルキル、C1〜C4アルキル−C(O)NH2、C1〜C6ハロアルキルまたはシアノであり;
G1が、酸素または硫黄であり;
Xが、水素、ハロゲン、シアノ、C1〜C4アルキルオキシ、C1〜C4アルキルまたはC1〜C4ハロアルキルであり;
Q1が、同じかまたは異なっていてもよい1〜5つのR3置換基でそれぞれ場合により置換されるアリールまたはヘテロシクリルであり;
R3が、シアノ、アミノ、ニトロ、ヒドロキシ、ハロゲン、C1〜C4アルキル、C1〜C4ハロアルキル、C2〜C4アルケニル、C2〜C4ハロアルケニル、C2〜C4アルキニル、C2〜C4ハロアルキニル、C3〜C6シクロアルキル、C3〜C6ハロシクロアルキル、C1〜C3アルコキシ、C1〜C3ハロアルコキシ、C1〜C3アルキルチオ、C1〜C3ハロアルキルチオ、C1〜C3アルキルスルフィニル、C1〜C3ハロアルキルスルフィニル、C1〜C3アルキルスルホニル、C1〜C3ハロアルキルスルホニル、C1〜C4アルキルアミノ、ジ−(C1〜C4アルキル)アミノ、C1〜C4アルキルカルボニル、C1〜C4アルキルカルボニルオキシ、C1〜C4アルコキシカルボニル、C1〜C4アルキルカルボニルアミノおよびフェニルから選択され;
Q2が、式(A)または(B)
Y1およびY5が、それぞれ独立して、水素、シアノ、ハロゲン、C1〜C4アルキル、C1〜C4ハロアルキル、C1〜C4アルコキシ−C1〜C4アルキル、C1〜C3アルキルチオ、C1〜C3ハロアルキルチオ、C1〜C3アルキルスルフィニル、C1〜C3ハロアルキルスルフィニル、C1〜C3アルキルスルホニルおよびC1〜C3ハロアルキルスルホニルから選択され;
Y3が、C1〜C6パーフルオロアルキル、C1〜C6パーフルオロアルキルチオ、C1〜C6パーフルオロアルキルスルフィニルまたはC1〜C6パーフルオロアルキルスルホニルであり;
Y2およびY4が、それぞれ独立して、水素、ハロゲンおよびC1〜C4アルキルから選択され;
Y6およびY9が、それぞれ独立して、シアノ、ハロゲン、C1〜C4アルキル、C1〜C4ハロアルキル、C1〜C4アルコキシ−C1〜C4アルキル、C1〜C3アルキルチオ、C1〜C3ハロアルキルチオ、C1〜C3アルキルスルフィニル、C1〜C3ハロアルキルスルフィニル、C1〜C3アルキルスルホニルおよびC1〜C3ハロアルキルスルホニルから選択され;
Y8が、C1〜C4ハロアルコキシ、C2〜C6パーフルオロアルキル、C1〜C6パーフルオロアルキルチオ、C1〜C6パーフルオロアルキルスルフィニルまたはC1〜C6パーフルオロアルキルスルホニルであり;
Y7が、水素、ハロゲンまたはC1〜C4アルキルである)
の化合物;あるいはその農薬として許容される塩またはN−オキシドを提供する。
a)ペルメトリン、シペルメトリン、フェンバレレート、エスフェンバレレート、デルタメトリン、シハロトリン(特にλ−シハロトリン)、ビフェントリン、フェンプロパトリン、シフルトリン、テフルトリン、魚に安全なピレスロイド(例えばエトフェンプロクス)、天然ピレトリン、テトラメトリン、s−ビオアレトリン、フェンフルトリン、プラレトリンまたは5−ベンジル−3−フリルメチル−(E)−(1R,3S)−2,2−ジメチル−3−(2−オキソチオラン−3−イリデンメチル)シクロプロパンカルボキシレートなどのピレスロイド;
b)プロフェノホス、スルプロオス、アセフェート、メチルパラチオン、アジンホス−メチル、デメトン−s−メチル、ヘプテノホス、チオメトン、フェナミホス、モノクロトホス、プロフェノホス、トリアゾホス、メタミドホス、ジメトエート、ホスファミドン、マラチオン、クロルピリホス、ホサロン、テルブホス、フェンスルホチオン、ホノホス、ホレート、ホキシム、ピリミホス−メチル、ピリミホス−エチル、フェニトロチオン、ホスチアゼートまたはジアジノンなどの有機ホスフェート;
c)ピリミカルブ、トリアザメート、クロエトカルブ、カルボフラン、フラチオカルブ、エチオフェンカルブ、アルジカルブ、チオフロックス、カルボスルファン、ベンジオカルブ、フェノブカルブ、プロポクサー、メトミルまたはオキサミルなどのカルバメート(アリールカルバメートを含む);
d)ジフルベンズロン、トリフルムロン、ヘキサフルムロン、フルフェノクスロンまたはクロルフルアズロンなどのベンゾイル尿素;
e)シヘキサチン、酸化フェンブタスズまたはアゾシクロチンなどの有機スズ化合物;
f)テブフェンピラドおよびフェンピロキシメートなどのピラゾール;
g)アベルメクチンまたはミルベマイシン、例えばアバメクチン、エマメクチンベンゾエート、イベルメクチン、ミルベマイシン、またはスピノサド、スピネトラムまたはアザジラクチンなどのマクロライド;
h)ホルモンまたはフェロモン;
i)エンドスルファン、ベンゼンヘキサクロリド、DDT、クロルダンまたはジエルドリンなどの有機塩素化合物;
j)クロルジメホルムまたはアミトラズなどのアミジン;
k)クロロピクリン、ジクロロプロパン、臭化メチルまたはメタムなどの燻蒸剤;
l)イミダクロプリド、チアクロプリド、アセタミプリド、クロチアニジン、ニテンピラム、ジノテフランまたはチアメトキサムなどのネオニコチノイド化合物;
m)テブフェノジド、クロマフェノジドまたはメトキシフェノジドなどのジアシルヒドラジン;
n)ジオフェノランまたはピリプロキシフェンなどのジフェニルエーテル;
o)インドキサカルブ;
p)クロルフェナピル;
q)ピメトロジンまたはピリフルキナゾン;
r)スピロテトラマト、スピロジクロフェンまたはスピロメシフェン;
s)フルベンジアミド、クロラントラニリプロール、またはシアントラニリプロール;
t)シエノピラフェンまたはシフルメトフェン;あるいは
u)スルホキサフロール。
植物または動物由来の油、鉱油、このような油のアルキルエステルまたはこのような油の混合物、および石油(別名)(628)+式Iの化合物からなる物質の群から選択される補助剤、
式Iの化合物+(E)−N−メチル−2−[2−(2,5−ジメチルフェノキシメチル)フェニル]−2−メトキシ−イミノアセトアミド(SSF−129)、式Iの化合物+4−ブロモ−2−シアノ−N,N−ジメチル−6−トリフルオロメチルベンズイミダゾール−1−スルホンアミド、式Iの化合物+α−[N−(3-クロロ−2,6−キシリル)−2−メトキシアセトアミド]−γ−ブチロラクトン、式Iの化合物+4−クロロ−2−シアノ−N,N−ジメチル−5−p−トリルイミダゾール−1−スルホンアミド(IKF−916、シアミダゾスルファミド)、式Iの化合物+3−5−ジクロロ−N−(3−クロロ−1−エチル−1−メチル−2−オキソプロピル)−4−メチルベンズアミド(RH−7281、ゾキサミド)、式Iの化合物+N−アリル−4,5,−ジメチル−2−トリメチルシリルチオフェン−3−カルボキサミド(MON65500)、式Iの化合物+N−(1−シアノ−1,2−ジメチルプロピル)−2−(2,4−ジクロロフェノキシ)プロピオンアミド(AC382042)、式Iの化合物+N−(2−メトキシ−5−ピリジル)−シクロプロパンカルボキサミド、式Iの化合物+アシベンゾラル、式Iの化合物+アラニカルブ、式Iの化合物+アルジモルフ、式Iの化合物+アミスルブロム、式Iの化合物+アニラジン、式Iの化合物+アザコナゾール、式Iの化合物+アゾキシストロビン、式Iの化合物+ベナラキシル、式Iの化合物+ベナラキシル−M、式Iの化合物+ベノミル、式Iの化合物+ベンチアバリカルブ、式Iの化合物+ビロキサゾール、式Iの化合物+ビテルタノール、式Iの化合物+ビキサフェン、式Iの化合物+ブラストサイジンS、式Iの化合物+ボスカリド、式Iの化合物+ブロムコナゾール、式Iの化合物+ブピリメート、
式Iの化合物+ピペロニルブトキシド、式Iの化合物+セサメックス、式Iの化合物+サフロキサンおよび式Iの化合物+ドデシルイミダゾール。
式Iの化合物+アセトクロール、式Iの化合物+アシフルオルフェン、式Iの化合物+アシフルオルフェン−ナトリウム、式Iの化合物+アクロニフェン、式Iの化合物+アクロレイン、式Iの化合物+アラクロル、式Iの化合物+アロキシジム、式Iの化合物+アリルアルコール、式Iの化合物+アメトリン、式Iの化合物+アミカルバゾン、式Iの化合物+アミドスルフロン、式Iの化合物+アミノシクロピラクロール、式Iの化合物+アミノピラリド、式Iの化合物+アミトロール、式Iの化合物+スルファミン酸アンモニウム、式Iの化合物+アニロホス、式Iの化合物+アスラム、式Iの化合物+アトラトン、式Iの化合物+アトラジン、式Iの化合物+アジムスルフロン、式Iの化合物+BCPC、式Iの化合物+ベフルブタミド、式Iの化合物+ベナゾリン、式Iの化合物+ベンカルバゾン、式Iの化合物+ベンフルラリン、式Iの化合物+ベンフレセート、式Iの化合物+ベンスルフロン、式Iの化合物+ベンスルフロン−メチル、式Iの化合物+ベンスリド、式Iの化合物+ベンタゾン、式Iの化合物+ベンズフェンジゾン、式Iの化合物+ベンゾビシクロン、式Iの化合物+ベンゾフェナップ、式Iの化合物+ビシクロピロン、式Iの化合物+ビフェノックス、式Iの化合物+ビラナフォス、式Iの化合物+ビスピリバック、式Iの化合物+ビスピリバック−ナトリウム、式Iの化合物+ホウ砂、式Iの化合物+ブロマシル、式Iの化合物+ブロモブチド、式Iの化合物+ブロモキシニル、式Iの化合物+ブタクロール、式Iの化合物+ブタフェナシル、式Iの化合物+ブタミホス、式Iの化合物+ブトラリン、式Iの化合物+ブトロキシジム、式Iの化合物+ブチレート、式Iの化合物+カコジル酸、式Iの化合物+塩素酸カルシウム、式Iの化合物+カフェンストロール、式Iの化合物+カルベタミド、式Iの化合物+カルフェントラゾン、式Iの化合物+カルフェントラゾン−エチル、式Iの化合物+CDEA、式Iの化合物+CEPC、式Iの化合物+クロルフルレノール、式Iの化合物+クロルフルレノール−メチル、式Iの化合物+クロリダゾン、式Iの化合物+クロリムロン、式Iの化合物+クロリムロン−エチル、式Iの化合物+クロロ酢酸、式Iの化合物+クロロトルロン、式Iの化合物+クロルプロファム、式Iの化合物+クロルスルフロン、式Iの化合物+クロルタール、式Iの化合物+クロルタール−ジメチル、式Iの化合物+シニドン−エチル、式Iの化合物+シンメチリン、式Iの化合物+シノスルフロン、式Iの化合物+シスアニリド、式Iの化合物+クレトジム、式Iの化合物+クロジナホップ、式Iの化合物+クロジナホップ−プロパルギル、式Iの化合物+クロマゾン、式Iの化合物+クロメプロップ、式Iの化合物+クロピラリド、式Iの化合物+クロランスラム、式Iの化合物+クロランスラム−メチル、式Iの化合物+CMA、式Iの化合物+4−CPB、式Iの化合物+CPMF、式Iの化合物+4−CPP、式Iの化合物+CPPC、式Iの化合物+クレゾール、式Iの化合物+クミルロン、式Iの化合物+シアナミド、式Iの化合物+シアナジン、式Iの化合物+シクロエート、式Iの化合物+シクロスルファムロン、式Iの化合物+シクロキシジム、式Iの化合物+シハロホップ、式Iの化合物+シハロホップ−ブチル、式Iの化合物+2,4−D、式Iの化合物+3,4−DA、式Iの化合物+ダイムロン、式Iの化合物+ダラポン、式Iの化合物+ダゾメット、式Iの化合物+2,4−DB、式Iの化合物+3,4−DB、式Iの化合物+2,4−DEB、式Iの化合物+デスメジファム、式Iの化合物+ジカンバ、式Iの化合物+ジクロベニル、式Iの化合物+オルト−ジクロロベンゼン、式Iの化合物+パラ−ジクロロベンゼン、式Iの化合物+ジクロルプロップ、式Iの化合物+ジクロルプロップ−P、式Iの化合物+ジクロホップ、式Iの化合物+ジクロホップ−メチル、式Iの化合物+ジクロスラム、式Iの化合物+ジフェンゾコート、式Iの化合物+ジフェンゾコートメチルサルフェート、式Iの化合物+ジフルフェニカン、式Iの化合物+ジフルフェンゾピル、式Iの化合物+ジメフロン、式Iの化合物+ジメピペレート、式Iの化合物+ジメタクロール、式Iの化合物+ジメタメトリン、式Iの化合物+ジメテナミド、式Iの化合物+ジメテナミド−P、式Iの化合物+ジメチピン、式Iの化合物+ジメチルアルシン酸、式Iの化合物+ジニトラミン、式Iの化合物+ジノテルブ、式Iの化合物+ジフェナミド、式Iの化合物+ジクワット、式Iの化合物+二臭化ジクワット、式Iの化合物+ジチオピル、式Iの化合物+ジウロン、式Iの化合物+DNOC、式Iの化合物+3,4−DP、式Iの化合物+DSMA、
式(I)の化合物+クロキントセット−メキシル、式(I)の化合物+クロキントセット酸およびその塩、式(I)の化合物+フェンクロラゾール−エチル、式(I)の化合物+フェンクロラゾール酸およびその塩、式(I)の化合物+メフェンピル−ジエチル、式(I)の化合物+メフェンピル二酸、式(I)の化合物+イソキサジフェン−エチル、式(I)の化合物+イソキサジフェン酸、式(I)の化合物+フリラゾール、式(I)の化合物+フリラゾールR異性体、式(I)の化合物+ベノキサコール、式(I)の化合物+ジクロルミド、式(I)の化合物+AD−67、式(I)の化合物+オキサベトリニル、式(I)の化合物+シオメトリニル、式(I)の化合物+シオメトリニルZ−異性体、式(I)の化合物+フェンクロリム、式(I)の化合物+シプロスルファミド、式(I)の化合物+ナフタル酸無水物、式(I)の化合物+フルラゾール、式(I)の化合物+N−(2−メトキシベンゾイル)−4−[(メチルアミノカルボニル)アミノ]ベンゼンスルホンアミド、式(I)の化合物+CL 304,415、式(I)の化合物+ジシクロノン、式(I)の化合物+フルキソフェニム、式(I)の化合物+DKA−24、式(I)の化合物+R−29148および式(I)の化合物+PPG−1292。式(I)+ダイムロン、式(I)の化合物+MCPA、式(I)の化合物+メコプロップおよび式(I)の化合物+メコプロップ−Pの混合物化合物についても毒性緩和効果を観察することができる。
中間体I1:2,6−ジクロロ−4−(1,2,2,3,3,3−ヘキサフルオロ−1−(トリフルオロメチル)プロピル)−フェニルアミン
1H NMR(400MHz、CDCl3):7.39(s,2H)、4.76(bs,2H)。
1H NMR(400MHz、CDCl3):8.18(d,1H)、7.72(m,1H)、7.26(m,1H)、3.18(s,1H)ppm。
(化合物B6)
化合物A1〜A19、A224、A225およびB1〜B13についてのLC−MS方法(正イオンモード(positive)または負イオンモード(negative)):
Waters製のZQ Mass Spectrometer(シングル四重極質量分析計)
機器パラメータ:イオン化方法:エレクトロスプレー、極性:正イオン
キャピラリー(kV)3.00、コーン(V)30.00(AIDA:45V)、抽出装置(V)2.00、イオン源温度(℃)100、脱溶媒和温度(℃)250、コーンガス流(L/時)50、脱溶媒和ガス流(L/時)400、質量範囲:100〜900Da。
Agilent製のHP 1100 HPLC:溶媒脱ガス装置、クォータナリポンプ(ZCQ)/バイナリポンプ(ZDQ)、加熱されるカラムコンパートメントおよびダイオードアレイ検出装置。
カラム:Phenomenex Gemini C18、3μmの粒径、110オングストローム、30×3mm、
温度:60℃、DAD波長範囲(nm):200〜500
溶媒勾配:A=水+0.05%のHCOOH、B=アセトニトリル/メタノール(4:1、v:v)+0.04%のHCOOH。
化合物A20〜A42、A125〜A166についてのLC−MS方法(正イオンモード):
Waters製のACQUITY SQD Mass Spectrometer(シングル四重極質量分析計)
イオン化方法:エレクトロスプレー
極性:正イオン
キャピラリー(kV)3.00、コーン(V)20.00、抽出装置(V)3.00、イオン源温度(℃)150、脱溶媒和温度(℃)400、コーンガス流(L/時)60、脱溶媒和ガス流(L/時)700
質量範囲:100〜800Da
DAD波長範囲(nm):210〜400
以下のHPLC勾配条件を有するWaters製のACQUITY UPLCによる方法(溶媒A:水/メタノール9:1、0.1%のギ酸および溶媒B:アセトニトリル、0.1%のギ酸)
化合物A43〜A124についてのLC−MS方法(正イオンモード):
Waters製のZQ Mass Spectrometer(シングル四重極質量分析計)
イオン化方法:エレクトロスプレー
極性:正イオン
キャピラリー(kV)3.00、コーン(V)30.00、抽出装置(V)3.00、イオン源温度(℃)100、脱溶媒和温度(℃)200、コーンガス流(L/時)200、脱溶媒和ガス流(L/時)250
質量範囲:150〜800Da
DAD波長範囲(nm):200〜500
以下の方法BをHPLC−MS分析に使用した:
以下のHPLC勾配条件を有する方法(Agilent製の1100erシリーズ)(溶媒A:水中0.1%のギ酸;溶媒B:アセトニトリル中0.1%のギ酸)。
化合物C1〜C23、A167〜A212についてのLC−MS方法(正イオンモード)
Waters製のACQUITY SQD Mass Spectrometer(シングル四重極質量分析計)
イオン化方法:エレクトロスプレー
極性:正イオン
キャピラリー(kV)3.00、コーン(V)20.00、抽出装置(V)3.00、イオン源温度(℃)150、脱溶媒和温度(℃)400、コーンガス流(L/時)60、脱溶媒和ガス流(L/時)700
質量範囲:100〜800Da
DAD波長範囲(nm):210〜400
以下のHPLC勾配条件を有するWaters製のACQUITY UPLCによる方法
(溶媒A:水/メタノール9:1、0.1%のギ酸および溶媒B:アセトニトリル、0.1%のギ酸)
これは、式(I)の化合物の殺有害生物/殺虫特性を例示する。試験を以下のとおりに行った:
ワタの葉片を、24ウェルマイクロタイタープレートにおいて寒天上に配置し、200ppmの施用量で試験溶液を噴霧した。乾燥させた後、葉片に5L1の幼虫を寄生させた。処理(DAT)の3日後の死亡率、摂食行動、および成長調節について試料を調べた。以下の化合物により、スポドプテラ・リトラリス(Spodoptera littoralis)の少なくとも80%の防除が得られた:A1、A2、A3、A4、A5、A6、A7、A8、A9、A10、A11、A12、A13、A15、A16、A17、A20、A21、A22、A23、A28、A29、A31、A35、A36、A38、A40、A41、A43、A44、A45、A47、A48、A51、A54、A55、A56、A57、A58、A60、A61、A62、A63、A68、A69、A72、A75、A76、A78、A79、A80、A81、A83、A84、A85、A87、A89、A90、A96、A99、A100、A102、A103、A104、A105、A106、A107、A108、A110、A111、A117、A118、A119、A120、A121、A122、A123、A126、A129、A132、A138、A142、A145、A146、A147、A148、A149、A150、A152、A153、A154、A156、A159、A160、A162、A163、A164、A165、A168、A169、A170、A171、A172、A173、A176、A179、A182、A183、A184、A185、A186、A187、A188、A191、A192、A193、A194、A195、A196、A198、A199、A200、A202、A205、A206、A208、A209、A210、A211、A213、A214、A216、A217、A218、A219、A220、A221、A222、A223、C2、C3、C4、C5、C6、C7、C9、C10、C11、C13、C14、C15、C16、C17、C19、C20、C21。
卵(0〜24時齢)を、24ウェルマイクロタイタープレートにおいて人工飼料上に配置し、ピペッティングによって、200ppmの施用量(ウェル中の濃度は18pm)で、試験溶液で処理した。4日間のインキュベーション期間の後、卵死亡率、幼虫死亡率、および成長調節について試料を調べた。以下の化合物により、ヘリオチス・ビレセンス(Heliothis virescens)の少なくとも80%の防除が得られた:A1、A2、A3、A4、A5、A6、A7、A8、A9、A10、A11、A12、A13、A15、A16、A17、A20、A23、A24、A29、A35、A36、A37、A38、A39、A40、A41、A43、A44、A45、A46、A47、A48、A49、A51、A54、A55、A56、A57、A58、A60、A61、A62、A63、A64、A65、A66、A67、A68、A69、A72、A75、A76、A77、A78、A79、A80、A81、A83、A84、A85、A86、A87、A88、A89、A90、A91、A93、A96、A97、A98、A99、A100、A102、A103、A104、A105、A106、A107、A108、A109、A110、A111、A112、A114、A117、A118、A119、A120、A121、A122、A123、A125、A126、A127、A128、A129、A131、A132、A133、A138、A139、A140、A141、A142、A144、A145、A146、A147、A148、A149、A150、A153、A154、A155、A156、A159、A160、A162、A163、A164、A165、A167、A168、A169、A170、A171、A172、A173、A175、A176、A177、A182、A183、A184、A185、A186、A187、A190、A191、A192、A193、A194、A195、A196、A198、A199、A200、A201、A202、A205、A206、A207、A208、A209、A210、A211、A213、A214、A215、A216、A217、A218、A219、A220、A221、A222、A223、A225、B6、C2、C3、C4、C5、C6、C7、C9、C10、C12、C13、C16、C17、C18、C19、C20、C21。
人工飼料を入れた24ウェルマイクロタイタープレート(MTP)を、ピペッティングによって、200ppmの施用量(ウェル中の濃度は18ppm)で、試験溶液で処理した。乾燥させた後、MTPにL2の幼虫(ウェル当たり7〜12匹)を寄生させた。6日間のインキュベーション期間の後、幼虫死亡率および成長調節について試料を調べた。以下の化合物により、プルテラ・キシロステラ(Plutella xylostella)の少なくとも80%の防除が得られた:A1、A2、A3、A4、A5、A6、A7、A8、A9、A10、A11、A12、A13、A15、A16、A17、A20、A22、A23、A28、A29、A35、A36、A38、A39、A43、A44、A45、A47、A48、A54、A56、A57、A58、A60、A61、A62、A63、A66、A68、A69、A75、A76、A78、A79、A80、A81、A83、A84、A85、A87、A89、A90、A96、A97、A98、A99、A100、A102、A103、A104、A105、A106、A108、A110、A111、A117、A118、A120、A121、A122、A123、A126、A129、A132、A138、A140、A145、A146、A147、A148、A149、A150、A152、A153、A154、A156、A159、A160、A162、A163、A164、A165、A170、A171、A172、A173、A175、A176、A182、A183、A184、A185、A186、A191、A192、A193、A194、A195、A196、A198、A199、A200、A201、A202、A205、A206、A207、A208、A209、A210、A211、A213、A214、A216、A217、A218、A219、A220、A222、A223、B6、C2、C3、C4、C5、C6、C7、C9、C10、C11、C12、C13、C16、C17、C18、C19、C20、C21。
人工飼料を入れた24ウェルマイクロタイタープレート(MTP)を、ピペッティングによって、200ppmの施用量(ウェル中の濃度は18ppm)で、試験溶液で処理した。乾燥させた後、MTPにL2の幼虫(ウェル当たり6〜10匹)を寄生させた。5日間のインキュベーション期間の後、幼虫死亡率および成長調節について試料を調べた。以下の化合物により、ディアブロティカ・バルテアタ(Diabrotica balteata)の少なくとも80%の防除が得られた:A1、A8、A10、A11、A13、A14、A23、A43、A44、A45、A58、A63、A65、A76、A84、A89、A90、A96、A99、A100、A102、A104、A105、A106、A107、A111、A117、A118、A120、A126、A147、A148、A149、A150、A159、A160、A161、A162、A163、A170、A171、A183、A193、A194、A195、A196、A198、A205、A206、A208、A209、A211、A214、A220、C4、C5、C11、C12、C13、C17。
24ウェルマイクロタイタープレートにおける寒天上のインゲンマメの葉片に、200ppmの施用量で試験溶液を噴霧した。乾燥させた後、葉片に、混合齢(mixed ages)のダニ個体群を寄生させた。8日後、卵死亡率、幼虫死亡率、および成虫死亡率について葉片を調べた。以下の化合物により、テトラニクス・ウルチカエ(Tetranychus urticae)の少なくとも80%の防除が得られた:A3、A4、A5、A22、A40、A41、A45、A46、A54、A58、A65、A75、A84、A86、A90、A96、A97、A99、A100、A102、A104、A105、A107、A109、A117、A118、A121、A123、A146、A147、A148、A149、A150、A152、A153、A156、A159、A160、A162、A163、A173、A182、A186、A191、A192、A193、A194、A195、A196、A198、A199、A202、A205、A206、A208、A209、A219、A220、A223。
ヒマワリの葉片を、24ウェルマイクロタイタープレートにおいて寒天上に配置し、200ppmの施用量で試験溶液を噴霧した。乾燥させた後、葉片に、混合齢のアブラムシ個体群を寄生させた。7日間のインキュベーション期間の後、死亡率について試料を調べた。以下の化合物により、スリップス・タバシ(Thrips tabaci)の少なくとも80%の防除が得られた:A1、A3、A4、A5、A41、A44、A54、A62、A63、A76、A80、A81、A96、A100、A102、A117、A118、A123、A138、A145、A146、A147、A148、A149、A150、A152、A153、A154、A156、A159、A160、A162、A163、A164、A170、A171、A172、A173、A175、A182、A183、A191、A192、A193、A194、A195、A196、A198、A199、A202、A205、A206、A208、A209、A210、A211、A214、A220、C3、C13、C16。
ヒマワリの葉片を、24ウェルマイクロタイタープレートにおいて寒天上に配置し、200ppmの施用量で試験溶液を噴霧した。乾燥させた後、葉片に、混合齢のアブラムシ個体群を寄生させた。6DATのインキュベーション期間の後、死亡率について試料を調べた。以下の化合物により、モモアカアブラムシ(Myzus persicae)の少なくとも80%の防除が得られた:A160、A129。
Claims (15)
- 式(I)
A1、A2、A3およびA4が、それぞれ独立して、C−Xまたは窒素であり、ここで、各Xが、同じかまたは異なっていてもよく、ただし、A1、A2、A3およびA4のうちの2つ以下が窒素であり;
R1が、水素、C1〜C4アルキル、C1〜C4アルキル−C(O)NH2、またはC1〜C4アルキルカルボニルであり;
R2が、水素、ハロゲン、C1〜C4アルキル、C1〜C4アルキル−C(O)NH2、C1〜C6ハロアルキルまたはシアノであり;
G1が、酸素または硫黄であり;
Xが、水素、ハロゲン、シアノ、C1〜C4アルキルオキシ、C1〜C4アルキルまたはC1〜C4ハロアルキルであり;
Q1が、同じかまたは異なっていてもよい1〜5つのR3置換基でそれぞれ場合により置換されるアリールまたはヘテロシクリルであり;
R3が、シアノ、アミノ、ニトロ、ヒドロキシ、ハロゲン、C1〜C4アルキル、C1〜C4ハロアルキル、C2〜C4アルケニル、C2〜C4ハロアルケニル、C2〜C4アルキニル、C2〜C4ハロアルキニル、C3〜C6シクロアルキル、C3〜C6ハロシクロアルキル、C1〜C3アルコキシ、C1〜C3ハロアルコキシ、C1〜C3アルキルチオ、C1〜C3ハロアルキルチオ、C1〜C3アルキルスルフィニル、C1〜C3ハロアルキルスルフィニル、C1〜C3アルキルスルホニル、C1〜C3ハロアルキルスルホニル、C1〜C4アルキルアミノ、ジ−(C1〜C4アルキル)アミノ、C1〜C4アルキルカルボニル、C1〜C4アルキルカルボニルオキシ、C1〜C4アルコキシカルボニル、C1〜C4アルキルカルボニルアミノおよびフェニルから選択され;
Q2が、式(A)または(B)
Y1およびY5が、それぞれ独立して、水素、シアノ、ハロゲン、C1〜C4アルキル、C1〜C4ハロアルキル、C1〜C4アルコキシ−C1〜C4アルキル、C1〜C3アルキルチオ、C1〜C3ハロアルキルチオ、C1〜C3アルキルスルフィニル、C1〜C3ハロアルキルスルフィニル、C1〜C3アルキルスルホニルおよびC1〜C3ハロアルキルスルホニルから選択され;
Y3が、C1〜C6パーフルオロアルキル、C1〜C6パーフルオロアルキルチオ、C1〜C6パーフルオロアルキルスルフィニルまたはC1〜C6パーフルオロアルキルスルホニルであり;
Y2およびY4が、それぞれ独立して、水素、ハロゲンおよびC1〜C4アルキルから選択され;
Y6およびY9が、それぞれ独立して、シアノ、ハロゲン、C1〜C4アルキル、C1〜C4ハロアルキル、C1〜C4アルコキシ−C1〜C4アルキル、C1〜C3アルキルチオ、C1〜C3ハロアルキルチオ、C1〜C3アルキルスルフィニル、C1〜C3ハロアルキルスルフィニル、C1〜C3アルキルスルホニルおよびC1〜C3ハロアルキルスルホニルから選択され;
Y8が、C1〜C4ハロアルコキシ、C2〜C6パーフルオロアルキル、C1〜C6パーフルオロアルキルチオ、C1〜C6パーフルオロアルキルスルフィニルまたはC1〜C6パーフルオロアルキルスルホニルであり;
Y7が、水素、ハロゲンまたはC1〜C4アルキルである)
の化合物;あるいはその農薬として許容される塩またはN−オキシド。 - A1、A2、A3およびA4がC−Xであり、各Xが、独立して、水素、ハロゲン、シアノ、メチル、トリフルオロメチルおよびメトキシから選択される、請求項1に記載の化合物。
- A1が、CH、C−CNまたはC−Fであり;A2、A3およびA4がCHである、請求項2に記載の化合物。
- R1が、水素、メチルまたはエチルである、請求項1〜3のいずれか一項に記載の化合物。
- R2が、水素、トリフルオロメチルまたはハロゲンである、請求項1〜4のいずれか一項に記載の化合物。
- G1が酸素である、請求項1〜5のいずれか一項に記載の化合物。
- Q1が、シアノ、ニトロ、ヒドロキシ、ブロモ、クロロ、フルオロ、メチル、トリフルオロメチル、メトキシ、トリフルオロメトキシ、メチルチオ、メチルスルフィニル、メチルスルホニルおよびフェニルから独立して選択される1〜4つの置換基でそれぞれ場合により置換される;フェニル、ピリジル、フラニル、チオフェニル、ピラゾリルまたは1,2,3−チアジアゾリルである、請求項1〜6のいずれか一項に記載の化合物。
- Q1が、シアノ、ニトロ、クロロ、フルオロ、メチル、エチル、トリフルオロメチル、メトキシおよびトリフルオロメトキシから独立して選択される1つ、2つまたは3つの置換基でそれぞれ場合により置換される;フェニルまたはピリジルである、請求項7に記載の化合物。
- Q2が、式(A)の部分であり;
Y1およびY5が、それぞれ独立して、水素、シアノ、フルオロ、クロロ、ブロモ、メチル、エチル、トリフルオロメチルおよびメトキシメチルから選択され;
Y2およびY4が、それぞれ独立して、水素、フルオロ、クロロおよびメチルから選択される、請求項1〜8のいずれか一項に記載の化合物。 - Y1およびY5がそれぞれクロロであり;Y2およびY4がそれぞれ水素である、請求項9に記載の化合物。
- Y3が、ヘプタフルオロプロピル、ノナフルオロブチル、ヘプタフルオロプロピルチオ、ヘプタフルオロプロピルスルフィニル、またはヘプタフルオロプロピルスルホニルである、請求項9または10に記載の化合物。
- Y3が、ヘプタフルオロプロパ−2−イルまたはノナフルオロブタ−2−イルである、請求項11に記載の化合物。
- 昆虫、ダニ、線虫または軟体動物に対処し、これらを防除する方法であって、有害生物、有害生物の場所、または有害生物による攻撃を受けやすい植物に、殺虫、殺ダニ、殺線虫または殺軟体動物に有効な量の請求項1〜12のいずれか一項に記載の式(I)の化合物を施用する工程を含む方法。
- 殺虫、殺ダニ、殺線虫または殺軟体動物に有効な量の請求項1〜12のいずれか一項に記載の式(I)の化合物を含む、殺虫、殺ダニ、殺線虫または殺軟体動物組成物。
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CN105873908A (zh) | 2013-11-05 | 2016-08-17 | 拜耳作物科学股份公司 | 用于防治节肢动物的新的化合物 |
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WO2017094790A1 (ja) * | 2015-11-30 | 2017-06-08 | 北興化学工業株式会社 | 1,2,3-トリアゾール誘導体および当該誘導体を有効成分とする殺虫・殺ダニ剤 |
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EA201201299A1 (ru) | 2013-05-30 |
UY33285A (es) | 2011-10-31 |
US20130012547A1 (en) | 2013-01-10 |
CA2792168A1 (en) | 2011-09-22 |
US20160302414A1 (en) | 2016-10-20 |
CL2012002574A1 (es) | 2013-03-22 |
MX2012010507A (es) | 2012-10-09 |
AU2011229320A1 (en) | 2012-09-27 |
ZA201206973B (en) | 2013-05-29 |
EP2547665A1 (en) | 2013-01-23 |
MA34063B1 (fr) | 2013-03-05 |
US9499524B2 (en) | 2016-11-22 |
CN102803229A (zh) | 2012-11-28 |
CN105732577A (zh) | 2016-07-06 |
TW201136520A (en) | 2011-11-01 |
EP2547665B1 (en) | 2018-07-04 |
AR080531A1 (es) | 2012-04-11 |
CR20120466A (es) | 2012-10-30 |
CN102803229B (zh) | 2016-03-16 |
CO6630084A2 (es) | 2013-03-01 |
WO2011113756A1 (en) | 2011-09-22 |
US20170027173A1 (en) | 2017-02-02 |
BR112012023442A2 (pt) | 2016-09-06 |
KR20130038842A (ko) | 2013-04-18 |
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