JP5785855B2 - 殺虫性n置換(6−ハロアルキルピリジン−3−イル)アルキルスルホキシイミン - Google Patents
殺虫性n置換(6−ハロアルキルピリジン−3−イル)アルキルスルホキシイミン Download PDFInfo
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- JP5785855B2 JP5785855B2 JP2011254783A JP2011254783A JP5785855B2 JP 5785855 B2 JP5785855 B2 JP 5785855B2 JP 2011254783 A JP2011254783 A JP 2011254783A JP 2011254783 A JP2011254783 A JP 2011254783A JP 5785855 B2 JP5785855 B2 JP 5785855B2
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- mmol
- methyl
- herbicides
- added
- insecticides
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- 230000000749 insecticidal effect Effects 0.000 title description 21
- 150000001875 compounds Chemical class 0.000 claims description 93
- 239000000203 mixture Substances 0.000 claims description 88
- 241000238631 Hexapoda Species 0.000 claims description 30
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 19
- 238000000034 method Methods 0.000 claims description 18
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 12
- 239000001257 hydrogen Substances 0.000 claims description 7
- 229910052739 hydrogen Inorganic materials 0.000 claims description 7
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 4
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 2
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims description 2
- 125000001246 bromo group Chemical group Br* 0.000 claims description 2
- 125000001153 fluoro group Chemical group F* 0.000 claims description 2
- 230000000415 inactivating effect Effects 0.000 claims description 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 3
- -1 N-substituted sulfoximine Chemical class 0.000 description 131
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- 239000002917 insecticide Substances 0.000 description 62
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- 238000012360 testing method Methods 0.000 description 34
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- 239000012044 organic layer Substances 0.000 description 31
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- 239000012043 crude product Substances 0.000 description 8
- 230000000694 effects Effects 0.000 description 8
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 8
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- 239000012230 colorless oil Substances 0.000 description 7
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- 238000003818 flash chromatography Methods 0.000 description 7
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- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 6
- QMMFVYPAHWMCMS-UHFFFAOYSA-N Dimethyl sulfide Chemical compound CSC QMMFVYPAHWMCMS-UHFFFAOYSA-N 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
- 241000256602 Isoptera Species 0.000 description 6
- PCLIMKBDDGJMGD-UHFFFAOYSA-N N-bromosuccinimide Chemical compound BrN1C(=O)CCC1=O PCLIMKBDDGJMGD-UHFFFAOYSA-N 0.000 description 6
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 6
- 125000000217 alkyl group Chemical group 0.000 description 6
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- 238000003359 percent control normalization Methods 0.000 description 6
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 6
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- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 6
- 241000258924 Ctenocephalides felis Species 0.000 description 5
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- 239000003880 polar aprotic solvent Substances 0.000 description 5
- IUBQJLUDMLPAGT-UHFFFAOYSA-N potassium bis(trimethylsilyl)amide Chemical compound C[Si](C)(C)N([K])[Si](C)(C)C IUBQJLUDMLPAGT-UHFFFAOYSA-N 0.000 description 5
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- CXBMCYHAMVGWJQ-CABCVRRESA-N (1,3-dioxo-4,5,6,7-tetrahydroisoindol-2-yl)methyl (1r,3r)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)OCN1C(=O)C(CCCC2)=C2C1=O CXBMCYHAMVGWJQ-CABCVRRESA-N 0.000 description 4
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- PRPAYPBERKUDKO-UHFFFAOYSA-N 5-(chloromethyl)-2-(trifluoromethyl)pyridine Chemical compound FC(F)(F)C1=CC=C(CCl)C=N1 PRPAYPBERKUDKO-UHFFFAOYSA-N 0.000 description 4
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- CSJLBAMHHLJAAS-UHFFFAOYSA-N diethylaminosulfur trifluoride Chemical compound CCN(CC)S(F)(F)F CSJLBAMHHLJAAS-UHFFFAOYSA-N 0.000 description 4
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- 125000006002 1,1-difluoroethyl group Chemical group 0.000 description 2
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- 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
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Classifications
-
- 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/40—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having a double or triple bond to nitrogen, e.g. cyanates, cyanamides
-
- 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/24—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing the groups, or; 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
- A01N51/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds having the sequences of atoms O—N—S, X—O—S, N—N—S, O—N—N or O-halogen, regardless of the number of bonds each atom has and with no atom of these sequences forming part of a heterocyclic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/26—Radicals substituted by halogen atoms or nitro radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
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Description
XがNO2、CNまたはCOOR4を表し;
Lが単結合またはR1であり、SおよびLが一緒になって、4員、5員または6員の環を表し;
R1が(C1−C4)アルキルを表し;
R2およびR3が独立して水素、メチル、エチル、フルオロ、クロロまたはブロモを表し;
nが0〜3の整数であり;
Yが(C1−C4)ハロアルキルを表し;かつ
R4が(C1−C3)アルキルを表す化合物に関する。
式(I)の好ましい化合物としては以下のクラスが挙げられる。
(1)XがNO2またはCN、最も好ましくはCNである、式(I)の化合物。
(2)Yが−CF3である式(I)の化合物。
(3)R2およびR3が独立して水素、メチルまたはエチルを表す、式(I)の化合物。
(4)式(I)の化合物であって、R1、SおよびLが一緒になって、飽和5員環を形成し、かつnが0であって、すなわち、
(5)式(I)の化合物であって、R1がCH3を表し、かつLが単結合を表し、すなわち、
前述の実施例で特定された化合物を、本明細書の以降に記載される手順を用いて、ワタアブラムシ、モモアカアブラムシ(green peach aphid)、タバココナジラミ(sweet potato whitefly)、トビイロウンカ(brown planthopper)、ミドリヨコバイ(グリーン・リーフホッパー)(green leafhopper)、シロアリ(termite)、ネコノミ(cat flea)および/またはクリイロコイタマダニ(brown dog tick)に対して試験した。
完全に広がった子葉の葉を有するカボチャを1植物あたり1子葉切り取って、化学適用の1日前にワタアブラムシを侵襲させた(無翅の成体および若虫)。各々の植物を化学適用の前に検査して、適切な侵襲を確認した(1植物あたり約30〜70匹のアブラムシ)。化合物(2mg)を2mlのアセトン:メタノール(1:1)溶媒に溶解し、1000ppmのストック溶液を形成した。次いで、そのストック溶液を、H2O中の0.025%のTween20が80部と、アセトン:メタノール(1:1)が20部とからなる希釈液で希釈した。携帯型のDevilbiss噴霧器を用いて、試験溶液を、カボチャの子葉の葉の両側に流れるまで塗布した。4つの植物(4つの複製)を各々の化合物の各々の濃度に用いた。参照植物(溶媒チェック)は、希釈液のみを用いて噴霧した。処置した植物を、約23℃で40%のRHで、3日間、滞留室で保持し、その後、各々の植物上の生きているアブラムシの数を記録した。殺虫性の活性は、Abbottの補正式を用いる補正した防除%(Corrected Percent Control)によって測定して、表1に示す。
補正した防除%=100*(X−Y)/Xであって、
式中、X=溶媒チェック植物上の生きているアブラムシの数
Y=処理した植物上の生きているアブラムシの数
2〜3の小さい(3〜5cm)の本葉を用いて、3インチのポットで成長させたキャベツの実生を、試験対象として用いた。その実生を、化学適用の2〜3日前に20〜50匹のモモアカアブラムシ(無翅成体および若虫)で侵襲させた。各々の処理について4つの実生を用いた。化合物(2mg)を2mlのアセトン:メタノール(1:1)の溶媒に溶解して、1000ppmのストック溶液を形成した。次いで、このストック溶液をH2Oに溶解された0.025%のTween20が80部と、アセトン:メタノール(1:1)が20部とからなる希釈液で希釈した。携帯型のDevilbiss噴霧器を用いて、試験溶液を、キャベツの葉の両側に流れるまで噴霧した。参照植物(溶媒チェック)は、希釈液のみを用いて噴霧した。処置した植物を、約23℃で40%のRHで3日間、滞留室で保持し、その後、格付けした。評価は、顕微鏡下で植物あたりの生きているアブラムシの数をカウントすることによって行った。殺虫性の活性は、以下のAbbottの補正式を用いることによって測定した。
補正した防除%=100*(X−Y)/Xであって、
式中、X=溶媒チェック植物上の生きているアブラムシの数
Y=処理した植物上の生きているアブラムシの数
分析から補正した防除%の値を表2に示す。
葉面噴霧アッセイおよび根取り込み浸透移行性アッセイ(root-uptake systemic assay)を、トビイロウンカおよびミドリヨコバイの両方で行った。4週齢のイネの苗を、2部ガラスシリンダー(高さ18cm、直径3cm)の底部分(高さ5cm、直径3cm)において3cmの深さの水に浸漬させた。金属のスクリーンを用いて、この底部内に苗を保持した。スコッチテープを用いて、苗の植えた後にこのシリンダーの2部を結合した。金属キャップを用いてこのシリンダーをカバーした。各々の処理について4つのシリンダーがあった。試験化合物をアセトンに溶解して、1000ppmのストック溶液を形成した。葉面噴霧アッセイについては、このストック溶液を水で希釈して、10、2.5、0.31、0.08および0.02ppmの試験溶液を作成した。0.5mlの容積の試験溶液またはチェックとして溶媒ブランクをこのガラスシリンダー内に噴霧した。浸透移行性試験については、ストック溶液を水で10、2.5、0.31、0.08および0.02ppmの最終試験濃度で組み込み、ここにイネの苗を浸漬させた。葉面噴霧および浸透移行性試験の両方において、トビイロウンカおよびミドリヨコバイの5匹の実験室で飼っている第3齢若虫を、殺虫剤適用3時間後に各々のシリンダーに入れた。この処理した試験単位を成長チャンバ中で保持し、条件は以下のように設定した。温度28±0.5℃;相対湿度70±0.5%;光周期14時間明期:8時間暗期。ムシ(hoppers)の死亡率は、侵襲後2日および6日で観察した。溶媒の参照における死亡率に対する補正した防除%の値を表3および4に示す。
この試験は、コナジラミの卵および/または若い若虫が大きい若虫に発達する能力を測定するために設計した。1または2つの広がっている本葉の成長段階のワタの苗を、最初の本葉のみが残るように刈り込んだ(子葉の葉も取り除いた)。その植物を、コロニーを保持している植物の隣に2日間保持することによってタバココナジラミの卵に事前感染させた。この感染された植物を、殺虫性試験での使用の前の同様の卵密度の存在について注意深くチェックした。1000ppmでの試験化合物のマスター溶液をアセトン:メタノール(1:1)中に調製した。次いで、12.5ppmの噴霧溶液を、水に含まれる0.025%のTween20の14.812mlを用いてマスター溶液の0.188mLを希釈することによって行った。より低い濃度は、水に含有される0.025%のTween20が98.75部と、アセトン:メタノール(1:1)が1.25部とからなる希釈液を用いる12.5ppmの噴霧溶液を希釈することによって作成した。この希釈液を溶媒対照として用いた。この試験溶液は、携帯型のDevilbiss噴霧器を用いて、感染されたワタの葉の両側に流れるまで噴霧した。4つの植物(4つの複製)を各々の処理について用いた。処理した植物を、約23℃で40%のRHで12日間、滞留室で保持し、その後評価した。化合物の有効性を評価するために、処理したワタの葉の下部表面上の1平方インチの面積にある生きた大きい若虫の数を顕微鏡下でカウントした。殺虫性の活性は、Abbottの補正式を用いる補正した防除%によって決定して、表5に示す。
補正した防除%=100*(X−Y)/Xであって、
式中、X=溶媒チェック植物上の生きた大型の若虫の数
Y=処理した植物上の生きた大型の若虫の数
モモアカアブラムシに対する化合物2の浸透移行性アッセイを、根の取り込みアッセイで評価した。ピーマン(Capsicum annum var.California Wonder)を、ロックウールのプラグに播種されかつ成長された試験植物として用いた。植物は、広がっている第一本葉段階まで成長させた。個々の植物を含有するロックウールのプラグを、1オンスのカップに入れて、白い清浄な砂で囲んだ。各々の処理について5つの植物を用いた。1000ppmのストック溶液を、2mLのアセトンに2mgの技術的な試験化合物を溶解することによって行った。最高の試験濃度(10ppm,0.05mg/5ml)を、1.6mLのアセトンおよび30.08mLのDI水(6%のアセトンを含有する)を用いて0.32mLのストック溶液を希釈することによって調製した。より低い試験濃度は、26.0mlのアセトン:DI水(6:94)を用いて6.5mLのより高濃度(10ppmの試験溶液から出発)を連続希釈することによって調製した。5mLの容積を各々のカップ(各々の植物)に加えた。水に含有される6%のアセトンを溶媒チェックとして用いる。殺虫性の適用後、苗をモモアカアブラムシで侵襲させて、成長チャンバ(25℃、50%のRH、16時間明期;8時間暗期)中で保持した。各々の植物上の生きているアブラムシの数を侵襲の3日後にカウントした。防除%の計算は、溶媒チェック植物での集団に比較した補正基準に基づいた。
補正した防除%=100*(X−Y)/Xであって、
式中、X=溶媒チェック植物上の生きているアブラムシの数
Y=処理した植物上の生きているアブラムシの数
より低濃度の試験率からの補正した防除%の値を表6に示す。
化合物2を、植え付けの前に種子コーティングを通じたワタアブラムシの防除のために浸透移行性活性を評価するように設計されたアッセイで試験した。このアッセイで用いる作物は、ハイブリッドカボチャ(var.Pic−N−Pic)であった。試験化合物を10%のSC処方物中で処方した。種子あたり1mgの処理については、もともとの10%の処方物を用いた。種子あたり0.1mgの処理については、10%の処方物を適用前にDI水で10倍希釈した。各々の処理について10個のカボチャの種子を用いた。種子をワックスペーパーの上において、ピペットを用いてもとの処方物または希釈された処方物を各々の種子に適用した。サンプルの半分(5μl)を種子の片側に広げた。一旦乾燥すれば(約1時間)、その種子をひっくり返して、サンプルの2回目の半分を反対側に広げた。風乾して処理した種子を、メトロ・ミックスを含有する3インチのポットの中に個々に植え付けた。そのポットをカリフォルニア・カートに入れて、地下灌水(sub watering)のためだけに温室に移動させた。13日後、実生が約9インチの高さで、3枚の広がった本葉のとき、最初の葉に約40匹の無翅のアブラムシを侵襲させた。この侵襲した植物を環境保持室(23℃、43%のRH、16時間の明期;8時間の暗期)に3日間保持し、その後生きているアブラムシの数を顕微鏡下でカウントした。防除%の算出は、処方物ブランクで処理した種子から発芽した参照植物での集団に比較した補正基準に基づいた。
補正した防除%=100*(X−Y)/Xであって、
式中、X=参照植物上の生きているアブラムシの数
Y=処理した植物上の生きているアブラムシの数である。
アッセイからの補正した防除%の値を表7に示す。
化合物2の活性は、その活性についてイースタンイエシロアリ(Eastern subterranean termite)で評価した。試験化合物の技術的材料は、アセトン中で重量対重量比に基づいて、200ulのピペッティングした溶液あたり42.5mmのWhatmanのNo.1の濾紙に対して1000、500、200、50、12.5、3.12および0.78ppmを送達するように処方した。各々の試験濃度は、6枚の濾紙(6reps)に供した。6つのアセトンのみの対照単位および6つのDI水のみの対照単位も調製した。濾紙をドラフト中で一晩乾燥させ、その後にそれらを60×15mmのFisher Brandのプラスチックのペトリ皿に入れた。200ulの容積のDI水を、各々の濾紙上に試験設定の時点で、シロアリの侵襲の直前にピペッティングした。10匹の働きシロアリを各々のペトリ皿に加えて、カバーした。この侵襲させたペトリ皿を,実験室のコンバイロン(Conviron)中に28℃および60%のRHで置いた。シロアリの死亡率は、侵襲の1、2、4、7および10日後(DAI)で記録した。
試験の期間を通じて、平均150ulのDI水を濾紙に毎日加えて、湿度を保った。結果を表8に示す。
化合物2を試験化合物の活性の範囲を確立するために用量応答シリーズで評価した。技術的な材料をアセトンに溶解して、試験濃度を得るために同じ溶媒で希釈した。1.0mlの試験溶液を用いてポリエステルの水槽フィルタを処理すること、その基質を完全に飽和させること、それを少なくとも1時間乾燥させることによってバイオアッセイを行った。次いで、その乾燥フィルタ・ウールを10cmのプラスチックのペトリ皿に入れて、フタで覆った。各々の処理は5回繰り返した。約15匹の無給餌のネコノミの成虫を各々の投与量の各々の複製に入れて評価する。死亡率はその試験系へのノミの導入後、2時間、8時間、24時間および48時間で評価した。各々の投与群および時間間隔についての平均死亡率%を決定して、48時間の観察からの結果を表9に示す。
化合物2を試験化合物の活性の範囲を確立するために用量応答シリーズで評価した。技術的な材料をアセトンに溶解して、試験濃度を得るために同じ溶媒で希釈した。1.0mlの試験溶物質を、プレート上に引かれた10cmのグリースの鉛筆の円で確認される透明な乾燥ガラスプレートに塗布することによってダニのバイオアッセイを行い、酸性のブラシで均一に広げた。そのプレートを少なくとも1時間乾燥させた後に、成体のダニを、10cmのペトリ皿のフタを用いて処理した基板に限定した。各々の処理は、5回繰り返した。約5匹の成体ダニを各々の複製に入れた。死亡率は、この試験系へのダニの導入の2時間、8時間、24時間および48時間後に評価した。各々の投与群および時間間隔についての平均死亡率%を決定して、48時間の観察からの結果を表10に示す。
本発明の化合物は、昆虫を含む無脊椎動物の防除に有用である。従って、本発明はまた、昆虫を阻害するための方法に関しており、この方法は、昆虫の場所に対して、防御されるべき領域に対して、または防除されるべき昆虫に直接、式(I)の化合物の昆虫阻害量を与える工程を含む。本発明の化合物はまた、ダニおよび線虫のような他の無脊椎動物の害虫を防除するために用いられ得る。
鱗翅目(Lepidoptera)−Heliothis spp.、Helicoverpa spp.、Spodoptera spp.、Mythimna unipuncta,Agrotis ipsilon,Earias spp.、Euxoa auxiliaris、Trichoplusia ni、Anticarsia gemmatalis、Rachiplusia nu、Plutella xylostella、Chilo spp.、Scirpophaga incertulas、Sesamia inferens、Cnaphalocrocis medinalis、Ostrinia nubilalis、Cydia pomonella、Carposina niponensis、Adoxophyes orana、Archips argyrospilus、Pandemis heparana、Epinotia aporema、Eupoecilia ambiguella、Lobesia botrana、Polychrosis viteana、Pectinophora gossypiella、Pieris rapae、Phyllonorycter spp.、Leucoptera malifoliella、Phyllocnisitis citrella
鞘翅目(Coleoptera)−Diabrotica spp.、Leptinotarsa decemlineata、Oulema oryzae、Anthonomus grandis、Lissorhoptrus oryzophilus、Agriotes spp.、Melanotus communis、Popillia japonica、Cyclocephala spp.、Tribolium spp.
同翅目(Homoptera)−Aphis spp.、Myzus persicae、Rhopalosiphum spp.、Dysaphis plantaginea、Toxoptera spp.、Macrosiphum euphorbiae、Aulacorthum solani、Sitobion avenue、Metopolophium dirhodum、Schizaphis graminum、Brachycolus noxius、Nephotettix spp.、Nilaparvata lugens、Sogatella furcifera、Laodelphax striatellus、Bemisia tabaci、Trialeurodes vaporariorum、Aleurodes proletella、Aleurothrixus floccosus、Quadraspidiotus perniciosus、Unaspis yanonensis、Ceroplastes rubens、Aonidiella aurantii
半翅目(Hemiptera)−Lygus spp.、Eurygaster maura、Nezara viridula、Piezodorus guildingi、Leptocorisa varicornis、Cimex lectularius、Cimex hemipterus
総翅目(Thysanoptera)−Frankliniella spp.、Thrips spp.、Scirtothrips dorsalis
等翅目(Isoptera)−Reticulitermes flavipes、Coptotermes formosanus、Reticulitermes virginicus、Heterotermes aureus、Reticulitermes hesperus、Coptotermes frenchii、Shedorhinotermes spp.、Reticulitermes santonensis、Reticulitermes grassei、Reticulitermes banyulensis、Reticulitermes speratus、Reticulitermes hageni、Reticulitermes tibialis、Zootermopsis spp.、Incisitermes spp.、Marginitermes spp.、Macrotermes spp.、Microcerotermes spp.、Microtermes spp.
双翅目(Diptera)−Liriomyza spp.、Musca domestica、Aedes spp.、Culex spp.、Anopheles spp.、Fannia spp.、Stomoxys spp.、
膜翅目(Hymenoptera)−Iridomyrmex humilis、Solenopsis spp.、Monomorium pharaonis、Atta spp.、Pogonomyrmex spp.、Camponotus spp.、Monomorium spp.、Tapinoma sessile、Tetramorium spp.、Xylocapa spp.、Vespula spp.、Polistes spp.
食毛目(Mallophaga)(噛み付きシラミ(chewing lice))
シラミ目(Anoplura)(吸い付きシラミ(sucking lice))-Pthirus pubis、Pediculus spp.
直翅目(バッタ、コオロギ)−Melanoplus spp.、Locusta migratoria、Schistocerca gregaria、Gryllotalpidae(ケラ)。
ゴキブリ類(Blattoidea)(ゴキブリ)−Blatta orientalis、Blattella germanica、Periplaneta americana、Supella longipalpa、Periplaneta australasiae、Periplaneta brunnea、Parcoblatta pennsylvanica、Periplaneta fuliginosa、Pycnoscelus surinamensis、
ノミ目(Siphonaptera)−Ctenophalides spp.、Pulex irritans
ダニ類(Acari)−Tetranychus spp.、Panonychus spp.、Eotetranychus carpini、Phyllocoptruta oleivora、Aculus pelekassi、Brevipalpus phoenicis、Boophilus spp.、Dermacentor variabilis、Rhipicephalus sanguineus、Amblyomma americanum、Ixodes spp.、Notoedres cati、Sarcoptes scabiei、Dermatophagoides spp.
線虫類(Nematoda)−Dirofilaria immitis、Meloidogyne spp.、Heterodera spp.、Hoplolaimus columbus、Belonolaimus spp.、Pratylenchus spp.、Rotylenchus reniformis、Criconemella ornata、Ditylenchus spp.、Aphelenchoides besseyi、Hirschmanniella spp.
本発明の化合物は、本発明の重要な実施形態であり、かつ本発明の化合物および生理学的に受容可能な不活性なキャリアを含む組成物の形態で適用される。害虫の防除は、噴霧、局所処置、ゲル、種子コーティング、マイクロカプセル、浸透移行性取り込み、エサ、イヤータグ(eartags)、ボーラス、噴霧器、燻蒸剤エアロゾル、粉塵およびその他多くの形態で本発明の化合物を適用することによって達成される。この組成物は、適用のために水に分散される濃縮の固体もしくは液体の処方物のいずれかであるか、またはさらなる処理なしに与えられる粉塵もしくは顆粒の処方物である。この組成物は、農薬分野で慣習的であるが、本発明の化合物がその中に存在することによって新規でありかつ重要である、手順および式に従って調製される。しかし、農芸化学者が任意の所望の組成物を容易に調製できるように、この組成物の処方のある程度の説明を与える。
ン系殺虫剤、例えば、フルフェネリムおよびピリミジフェン;ピロール系殺虫剤、例えば、クロルフェナピル;テトロン酸系殺虫剤、例えば、スピロジクロフェン、スピロメシフェンおよびスピロテトラマト;チオ尿素殺虫剤、例えば、ジアフェンチウロン;尿素系殺虫剤、例えば、フルコフロンおよびスルコフロン;ならびに未分類の殺虫剤、例えば、AKD−3088、クロサンテル、クロタミトン、シフルメトフェン、E2Y45、EXD、フェナザフロール、フェナザキン、フェノキサクリム、フェンピロキシメート、FKI−1033、フルベンジアミド、HGW86、ヒドラメチルノン、IKI−2002、イソプロチオラン、マロノベン、メタフルミゾン、メトキサジアゾン、ニフルリジン、NNI−9850、NNI−0101、ピメトロジン、ピリダベン、ピリダリル、クサイド、ラフォキサニド、リナキシピル、SYJ−159、トリアラテンおよびトリアザメートおよびそれらの任意の組み合わせ。
アジミン、トリジファン、トリメツロン、トリプロピンダンおよびトリタック。
Claims (6)
- Yが−CF3を表す、請求項1に記載の化合物。
- R2およびR3が独立して水素、メチルまたはエチルを表す、請求項1に記載の化合物。
- XがNO2またはCNを表し;YがCF3を表し、R1がメチルまたはエチルを表し、R2およびR3が独立して水素、メチル、またはエチルを表し、かつnが1〜3の整数である、請求項1に記載の化合物。
- 植物学的に受容可能なキャリアと組み合わせて、請求項1から4のいずれか一項に記載の化合物を含む、昆虫を防除するための組成物。
- 防除を所望する場所に対して、請求項1から4のいずれか一項に記載の化合物の昆虫不活性化量を適用する工程を含む、昆虫を防除する方法。
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