JP2014510049A - Insecticidal compounds - Google Patents

Abstract

（式中、Ａ¹、Ａ²、Ａ³、Ａ⁴、Ｒ¹、Ｒ²、Ｇ¹、Ｑ¹およびＱ²は請求項１に定義されているとおりである）；または、その塩もしくはＮ−オキシド、これらを調製するための方法および中間体、これらを含む殺虫、殺ダニ、殺線虫または殺軟体動物組成物、ならびに、昆虫、ダニ類、線虫または軟体有害生物を退治および防除するためのこれらの使用方法に関する。The present invention relates to novel triazole derivatives of formula (I) having insecticidal activity,

Wherein A ¹ , A ² , A ³ , A ⁴ , R ¹ , R ² , G ¹ , Q ¹ and Q ² are as defined in claim 1; or a salt or N Oxides, methods and intermediates for their preparation, insecticidal, acaricidal, nematicidal or molluscic compositions containing them, and combat and control insects, ticks, nematodes or mollusc pests For these usages.

Description

  The present invention relates to novel triazole derivatives having insecticidal activity, processes and intermediates for preparing them, insecticidal, acaricidal, nematicidal or molluscicidal compositions containing them, and insects using them, The present invention relates to a method for controlling and controlling mites, nematodes or mollusc pests.

（式中、
Ａ¹、Ａ²、Ａ³およびＡ⁴は各々独立してＣ−Ｘまたは窒素であり、ここで、各Ｘは同一であっても異なっていてもよく；
Ｒ¹は、水素、Ｃ₁〜Ｃ₄アルキル、Ｈ₂ＮＣ（Ｏ）−Ｃ₁〜Ｃ₄アルキルまたはＣ₁〜Ｃ₄アルキルカルボニルであり；
Ｒ²は、水素、ハロゲン、Ｃ₁〜Ｃ₄アルキル、Ｃ₁〜Ｃ₆ハロアルキルまたはシアノであり；
Ｇ¹は酸素または硫黄であり；
Ｘは、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はアリールもしくはヘテロシクリルであり、各々は、任意により、同一であっても異なっていてもよい１〜５個の置換基Ｒ³で置換されており；
または、Ｑ¹は、Ｃ₁〜Ｃ₈アルキルもしくは１〜５個のＲ⁴で置換されたＣ₁〜Ｃ₈アルキル、Ｃ₂〜Ｃ₈アルケニル、１〜５個のＲ⁴で置換されたＣ₂〜Ｃ₈アルケニル、Ｃ₂〜Ｃ₈アルキニル、１〜５個のＲ⁴で置換されたＣ₂〜Ｃ₈アルキニル、Ｃ₃〜Ｃ₁₀シクロアルキル、１〜５個のＲ⁴で置換されたＣ₃〜Ｃ₁₀シクロアルキルまたはＣ₁〜Ｃ₈アルキル−（ＣＯ）−Ｎ−Ｃ₁〜Ｃ₈アルキルもしくは１〜５個のＲ⁴で置換されたＣ₁〜Ｃ₈アルキル−（ＣＯ）−Ｎ−Ｃ₁〜Ｃ₈アルキルであり；
Ｒ³は、シアノ、アミノ、ニトロ、ヒドロキシ、オキソ、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；
各Ｒ⁴は、独立して、ハロゲン、シアノ、ニトロ、ヒドロキシ、Ｃ₃〜Ｃ₁₀シクロアルキル、１〜５個のＲ³で置換されたＣ₃〜Ｃ₁₀シクロアルキル、ジ（Ｃ₁〜Ｃ₈アルキル）アミノ、Ｃ₁〜Ｃ₈アルカノイルアミノ、Ｃ₁〜Ｃ₈アルキル、Ｃ₂〜Ｃ₈アルキニル、Ｃ₁〜Ｃ₈アルコキシ−、Ｃ₁〜Ｃ₈ハロアルコキシ−、Ｃ₁〜Ｃ₈アルキルチオ−、Ｃ₁〜Ｃ₈ハロアルキルチオ−、Ｃ₁〜Ｃ₈アルキルスルフィニル−、Ｃ₁〜Ｃ₈ハロアルキルスルフィニル−、Ｃ₁〜Ｃ₈アルキルスルホニル−、Ｃ₁〜Ｃ₈ハロアルキルスルホニル−、Ｃ₁〜Ｃ₈アルキルカルボニル−、Ｃ₁〜Ｃ₈アルコキシカルボニル−、１〜５個のＲ³で置換されたアリールもしくはアリール、１〜５個のＲ³で置換されたアリールオキシもしくはアリールオキシ、または、１〜５個のＲ³で置換されたヘテロシクリルもしくはヘテロシクリルであり；
Ｑ²は式（ＩＩ）

（式中、
Ｒ⁷およびＲ⁶は、相互に独立して、水素、シアノ、ハロゲン、Ｃ₁〜Ｃ₆アルキル、Ｃ₁〜Ｃ₆ハロアルキル、Ｃ₁〜Ｃ₄アルコキシ−Ｃ₁〜Ｃ₄−アルキル、Ｃ₁〜Ｃ₆アルキルチオ、Ｃ₁〜Ｃ₆ハロアルキルチオ、Ｃ₁〜Ｃ₆アルキルスルフィニル、Ｃ₁〜Ｃ₆ハロアルキルスルフィニル、Ｃ₁〜Ｃ₆アルキルスルホニルまたはＣ₁〜Ｃ₆ハロアルキルスルホニルであり；
Ｒ⁵は、独立して、水素、ヒドロキシル、アミノ、Ｎ−Ｃ₁〜Ｃ₆アルキルアミノ、Ｎ，Ｎ−ジ−（Ｃ₁〜Ｃ₆アルキル）アミノ、Ｃ₁〜Ｃ₆アルキル、Ｃ₃〜Ｃ₆シクロアルキル、Ｃ₂〜Ｃ₆アルケニル、Ｃ₂〜Ｃ₆アルキニル、１〜５個の置換基Ｒ⁹で置換されたＣ₁〜Ｃ₆アルキル、１〜５個の置換基Ｒ⁹で置換されたＣ₃〜Ｃ₆シクロアルキル、１〜５個の置換基Ｒ⁹で置換されたＣ₂〜Ｃ₆アルキニル、１〜５個の置換基Ｒ⁹で置換されたＣ₂〜Ｃ₆アルケニル、１〜５個の置換基Ｒ¹⁰で置換されたアリールもしくはアリール、１〜５個の置換基Ｒ¹⁰で置換されたヘテロアリールもしくはヘテロアリールであり、
各Ｒ⁹は、独立して、シアノ、ニトロ、アミノ、ヒドロキシ、ハロゲン、Ｎ−Ｃ₁〜Ｃ₆アルキルアミノ、Ｎ，Ｎ−ジ−（Ｃ₁〜Ｃ₆アルキル）アミノ、Ｃ₁〜Ｃ₆アルコキシ、Ｃ₁〜Ｃ₆アルキルチオ、Ｃ₁〜Ｃ₆アルキルスルフィニル、シアノ、ニトロ、ヒドロキシル、ハロゲン、Ｃ₁〜Ｃ₆アルキル、Ｃ₁〜Ｃ₆ハロアルキル、Ｃ₁〜Ｃ₆アルコキシもしくはＣ₁〜Ｃ₆ハロアルコキシから独立して選択される１〜５個の置換基で置換されているアリールもしくはアリール、または、シアノ、ニトロ、ヒドロキシ、ハロゲン、Ｃ₁〜Ｃ₆アルキル、Ｃ₁〜Ｃ₆ハロアルキル、Ｃ₁〜Ｃ₆アルコキシもしくはＣ₁〜Ｃ₆ハロアルコキシから独立して選択される１〜５個の置換基で置換されているヘテロアリールもしくはヘテロアリールであり；
各Ｒ¹⁰は、独立して、シアノ、ニトロ、アミノ、ヒドロキシ、ハロゲン、Ｃ₁〜Ｃ₆アルキル、Ｃ₁〜Ｃ₆ハロアルキル、Ｃ₁〜Ｃ₄アルコキシ−Ｃ₁〜Ｃ₄−アルキル、Ｃ₂〜Ｃ₆アルケニル、Ｃ₂〜Ｃ₆ハロアルケニル、Ｃ₂〜Ｃ₆アルキニル、Ｃ₂〜Ｃ₆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〜Ｃ₆アルコキシ、Ｃ₁〜Ｃ₆ハロアルコキシ、Ｃ₁〜Ｃ₄アルコキシ−Ｃ₁〜Ｃ₄−アルコキシ、Ｃ₁〜Ｃ₆アルキルチオ、Ｃ₁〜Ｃ₆ハロアルキルチオ、Ｃ₁〜Ｃ₆アルキルスルフィニル、Ｃ₁〜Ｃ₆ハロアルキルスルフィニル、Ｃ₁〜Ｃ₆アルキルスルホニル、Ｃ₁〜Ｃ₆ハロアルキルスルホニル、Ｎ−Ｃ₁〜Ｃ₆アルキルアミノ、Ｎ，Ｎ−ジ−（Ｃ₁〜Ｃ₆アルキル）アミノ、Ｎ，Ｎ−ジ−（Ｃ₁〜Ｃ₆アルキル）アミノカルボニル、Ｎ，Ｎ−ジ−（Ｃ₁〜Ｃ₆アルキル）アミノスルホニル、Ｃ₁〜Ｃ₆アルキルカルボニル、Ｃ₁〜Ｃ₆アルキルカルボニルオキシ、Ｃ₁〜Ｃ₆アルコキシカルボニル、Ｃ₁〜Ｃ₆アルキルカルボニルアミノである）
の部分である）
または、農芸化学的に許容可能なその塩もしくはＮ−オキシドを提供する。 Accordingly, the present invention provides a compound of formula (I)

(Where
A ¹ , A ² , A ³ and A ⁴ are each independently C—X or nitrogen, where each X may be the same or different;
R ¹ is hydrogen, C ₁ -C ₄ alkyl, H ₂ NC (O) —C ₁ -C ₄ alkyl or C ₁ -C ₄ alkylcarbonyl;
R ² is hydrogen, halogen, C ₁ -C ₄ alkyl, C ₁ -C ₆ haloalkyl or cyano;
G ¹ is oxygen or sulfur;
X is hydrogen, halogen, cyano, C ₁ -C ₄ alkyloxy, be a C ₁ -C ₄ alkyl or C ₁ -C ₄ haloalkyl;
Q ¹ is aryl or heterocyclyl, each optionally substituted with 1 to 5 substituents R ^3, which may be the same or different;
Or, Q ¹ is, C ₁ -C ₈ alkyl or C ₁ substituted with 1-5 R ⁴ -C ₈ alkyl, C ₂ -C ₈ alkenyl, C substituted with 1-5 R ⁴ ₂ -C ₈ alkenyl, C ₂ -C ₈ alkynyl, C ₂ -C ₈ alkynyl substituted with 1-5 R ^4, C ₃ -C ₁₀ cycloalkyl, substituted with 1-5 R ⁴ C ₃ -C ₁₀ cycloalkyl or C ₁ -C ₈ alkyl _{- (CO) -N-C 1} ~C 8 alkyl or C ₁ -C ₈ alkyl substituted with 1-5 R ⁴ - (CO) - N—C ₁ -C ₈ alkyl;
R ³ is cyano, amino, nitro, hydroxy, oxo, halogen, C ₁ -C ₄ alkyl, C ₁ -C ₄ haloalkyl, C ₂ -C ₄ alkenyl, C ₂ -C ₄ haloalkenyl, C ₂ -C ₄ alkynyl, C ₂ -C ₄ haloalkynyl, C ₃ -C ₆ cycloalkyl, C ₃ -C ₆ halocycloalkyl, C ₁ -C ₃ alkoxy, C ₁ -C ₃ haloalkoxy, C ₁ -C ₃ alkylthio, C ₁ -C ₃ haloalkylthio, C ₁ -C ₃ alkylsulfinyl, C ₁ -C ₃ haloalkylsulfinyl, C ₁ -C ₃ alkylsulfonyl, C ₁ -C ₃ haloalkylsulfonyl, C ₁ -C ₄ alkylamino, di - ( C ₁ -C ₄ alkyl) amino, C ₁ -C ₄ alkylcarbonyl, C ₁ -C ₄ alkylcarbonyloxy, C ₁ -C ₄ alkoxycarbonyl, C ₁ -C ₄ alkylcarbonylamino And phenyl;
Each R ⁴ is independently halogen, cyano, nitro, hydroxy, C ₃ -C ₁₀ cycloalkyl alkyl, C substituted with 1-5 R ³ ₃ -C ₁₀ cycloalkyl, di (C ₁ -C ₈ alkyl) amino, C ₁ -C ₈ alkanoylamino, C ₁ -C ₈ alkyl, C ₂ -C ₈ alkynyl, C ₁ -C ₈ alkoxy -, C ₁ -C ₈ haloalkoxy -, C ₁ -C ₈ alkylthio -, C ₁ ~C ₈ haloalkylthio -, C ₁ ~C ₈ alkyl sulfinyl -, C ₁ ~C ₈ haloalkylsulfinyl -, C ₁ ~C ₈ alkylsulfonyl -, C ₁ ~C ₈ haloalkylsulfonyl -, C ₁ ~ C ₈ alkylcarbonyl -, C ₁ -C ₈ alkoxycarbonyl -, 1-5 aryl or aryl substituted with R ^3, 1-5 aryloxy or aryloxy substituted by R ^3, or It is a heterocyclyl or heterocyclyl substituted with to five R ^3;
Q ² represents the formula (II)

(Where
R ⁷ and R ⁶ are each independently hydrogen, cyano, halogen, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₄ alkoxy-C ₁ -C ₄ -alkyl, C ₁ -C ₆ alkylthio, be a C ₁ -C ₆ haloalkylthio, C ₁ -C ₆ alkylsulfinyl, C ₁ -C ₆ haloalkylsulfinyl, C ₁ -C ₆ alkylsulfonyl or C ₁ -C ₆ haloalkylsulfonyl;
R ⁵ is independently hydrogen, hydroxyl, amino, N-C ₁ -C ₆ alkylamino, N, N-di- (C ₁ -C ₆ alkyl) amino, C ₁ -C ₆ alkyl, C _3- C ₆ cycloalkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C is optionally substituted with 1-5 substituents R ⁹ ₁ -C ₆ alkyl, optionally substituted with 1-5 substituents R ⁹ is C ₃ -C ₆ cycloalkyl which, 1-5 C ₂ -C ₆ alkynyl which is substituted with a substituent R ^9, 1-5 C ₂ -C ₆ alkenyl substituted with a substituent R ^9, aryl or aryl substituted with 1-5 substituents R ^10, a 1-5 heteroaryl or heteroaryl substituted with a substituent R ^10,
Each R ⁹ is independently cyano, nitro, amino, hydroxy, halogen, N—C ₁ -C ₆ alkylamino, N, N-di- (C ₁ -C ₆ alkyl) amino, C ₁ -C _6. alkoxy, C ₁ -C ₆ alkylthio, C ₁ -C ₆ alkylsulfinyl, cyano, nitro, hydroxyl, halogen, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ alkoxy or C ₁ -C aryl or aryl substituted with 1 to 5 substituents selected from ₆ haloalkoxy independently or,, cyano, nitro, hydroxy, halogen, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, Heteroaryl or heteroaryl substituted with 1 to 5 substituents independently selected from C ₁ -C ₆ alkoxy or C ₁ -C ₆ haloalkoxy;
Each R ¹⁰ is independently cyano, nitro, amino, hydroxy, halogen, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₄ alkoxy-C ₁ -C ₄ -alkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ alkynyl, C ₂ -C ₆ haloalkynyl, C ₃ -C ₆ cycloalkyl, C ₃ -C ₆ halo - cycloalkyl, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₁ -C ₄ alkoxy-C ₁ -C ₄ -alkoxy, C ₁ -C ₆ alkylthio, C ₁ -C ₆ haloalkylthio, C ₁ -C ₆ alkylsulfinyl, C ₁ -C ₆ haloalkylsulfinyl, C ₁ -C ₆ alkylsulfonyl, C ₁ -C ₆ haloalkylsulfonyl, N-C _{1 ~C 6} alkyl amino, N, N-di - (C _{1 ~C 6} alkyl) an amino, N , N-di- (C ₁ -C ₆ alkyl) aminocarbonyl, N, N-di- (C ₁ -C ₆ alkyl) aminosulfonyl, C ₁ -C ₆ alkylcarbonyl, C ₁ -C ₆ alkylcarbonyloxy, C ₁ -C ₆ alkoxycarbonyl, C ₁ ~C is ₆ alkylcarbonylamino)
Part of
Alternatively, an agrochemically acceptable salt or N-oxide thereof is provided.

  The compounds of formula (I) may exist in different geometric heterogeneous or optical isomers (enantiomers and / or diastereoisomers) or tautomeric forms. The present invention includes all such isomers and tautomers and mixtures thereof in all proportions as well as isotopic forms such as deuterated compounds.

  Except where indicated otherwise, alone or as part of another group such as alkoxy, alkylcarbonyl or alkoxy-carbonyl, alkyl may be straight-chained or branched and is preferably 1- It may contain 6, more preferably 1 to 4, most preferably 1 to 3 carbon atoms. Examples of alkyl include methyl, ethyl, n-propyl, iso-propyl, n-butyl, sec-butyl, iso-butyl and t-butyl.

  Except where otherwise indicated, alone or as part of other substituents, alkenyl and alkynyl may be straight or branched and preferably 2 to 6, preferably 2 to It may contain 4, more preferably 2-3 carbon atoms and may be in one of the (E)-or (Z) -configurations where appropriate. Examples include vinyl, allyl and propargyl.

  Halogen means fluorine, chlorine, bromine or iodine.

  Haloalkyl groups may contain one or more halogen atoms that are the same or different and include, for example, trifluoromethyl, chlorodifluoromethyl, 2,2,2-trifluoroethyl, or 2,2-difluoroethyl. . A perfluoroalkyl group is an alkyl group completely substituted with a fluorine atom, and examples thereof include trifluoromethyl, pentafluoroethyl, and heptafluoroprop-2-yl.

  Haloalkenyl and haloalkynyl groups may contain one or more halogen atoms that are the same or different, for example 2,2-difluorovinyl, 1,2-dichloro-2-fluorovinyl or 1-chloroprop-2 -In-1-yl is mentioned.

Except where otherwise indicated, cycloalkyl may be monocyclic or bicyclic and may be optionally substituted by one or more C ₁ -C ₆ alkyl groups, preferably 3- Contains 8 carbon atoms, more preferably 3 to 6 carbon atoms. Examples of cycloalkyl include cyclopropyl, 1-methylcyclopropyl, 2-methylcyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl.

  A halocycloalkyl group may contain one or more halogen atoms which are the same or different, for example 2,2-dichlorocyclopropyl, 2,2-dichloro-1-methylcyclopropyl and 2-chloro. -4-fluorocyclohexyl is mentioned.

  Aryl includes phenyl, naphthyl, anthracenyl, indenyl, phenanthrenyl and biphenyl, with phenyl being preferred.

  Heteroaryl is 3 to 14, preferably 5 to 10, more preferably 6 to 6 containing 1 to 6, preferably 1 to 4 heteroatoms independently selected from nitrogen, oxygen and sulfur. Means a mono-, bi- or tricycloaromatic hydrocarbon containing 8 ring atoms. Examples include furyl, thienyl, pyrrolyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, oxadiazolyl, thiadiazolyl, triazolyl, tetrazolyl, pyridyl, pyridazinyl, pyrimidinyl, pyrazinyl, triazinyl, tetrazinyl, indolyl, benzothiophenyl, benzofuranyl, Benzimidazolyl, benzothiadiazolyl, indazolyl, benzotriazolyl, benzothiazolyl, benzoxazolyl, quinolyl, isoquinolyl, phthalazinyl, quinoxalinyl, quinazolinyl, cinolinyl and naphthyridinyl.

  Heterocyclyl as used herein includes heteroaryl, in addition, saturated or containing 3 to 10 ring atoms, up to 4 of which are heteroatoms selected from nitrogen, oxygen and sulfur. It may be a partially saturated cyclic hydrocarbon, and may optionally be substituted with one or more groups independently selected from halogen, nitro, cyano, alkyl, alkoxy. Examples of non-aromatic heterocyclyl groups are thietane, thietane 1-oxide, thietane 1,1-dioxide, oxiranyl, azetidinyl, tetrahydrofuranyl, thiolanyl, pyrrolidinyl, pyrrolinyl, imidazolidinyl, imidazolinyl, sulfolanyl, dioxolanyl, dihydropyranyl, tetrahydropyrani R, piperidinyl, pyrazolinyl, pyrazolidinyl, dioxanyl, morpholinyl, dithianyl, thiomorpholinyl, piperazinyl, azepinyl, oxazepinyl, thiazepinyl, thiazolinyl and diazapanyl. As used herein, heterocyclyl also includes fused ring systems such as, for example, indolyl, indazolyl, purinyl, benzofuranyl, or benzothiophenyl.

The preferred values of A ¹ , A ² , A ³ , A ⁴ , R ¹ , R ² , R ³ , G ¹ , X, Q ¹ , Q ² , R ⁵ , R ⁶ , R ⁷ It is as described in.

Preferably A ¹ is C—X.

Preferably A ² is C—X.

Preferably A ³ is C—X.

Preferably A ⁴ is C—X.

  Preferably X is hydrogen, halogen, cyano, methyl, trifluoromethyl or methoxy. More preferably, X is hydrogen, fluoro, chloro, cyano, trifluoromethyl or methoxy. Even more preferably, X is hydrogen, fluoro, cyano or methoxy. Most preferably X is hydrogen, fluoro or cyano.

More preferably, A ¹ , A ² , A ³ and A ⁴ are C—X, each X is independently selected from hydrogen, halogen, cyano, methyl, trifluoromethyl and methoxy, preferably A ² and A ³ are both CH; A 1 and A ⁴ are C—X, and each X is independently selected from hydrogen, halogen, cyano, methyl, trifluoromethyl and methoxy, more preferably Each X is independently selected from hydrogen, fluoro, cyano and methoxy. Even more ^{preferably, A 1, A 2, A} 3 and A ⁴ is C-X, each X is independently hydrogen, fluoro, cyano, and methoxy. Most preferably, A ¹ is CH, C—CN, C—Cl or C—F; and A ² , A ³ and A ⁴ are CH or A ¹ , A ² and A ³ Is CH and A ⁴ is CH, C—OCH ₃ or C—F. Most preferably, A ¹ is CH, C—CN, C—Cl or C—F; and A ² , A ³ and A ⁴ are CH. Most preferably, A ¹ , A ² and A ³ are CH and A ⁴ is CH, C—OCH ₃ or C—F.

Preferably G ¹ is oxygen.

Preferably R ¹ is hydrogen, methyl, ethyl or acetyl. More preferably, R ¹ is hydrogen, methyl or ethyl. Most preferably R ¹ is hydrogen.

Preferably R ² is hydrogen, methyl, trifluoromethyl or halogen. More preferably, R ² is hydrogen, trifluoromethyl or halogen. Even more preferably, R ² is hydrogen or halogen. Most preferably R ² is hydrogen.

Preferably Q ¹ is aryl or heterocyclyl, or C ₃ -C ₁₀ cycloalkyl or C ₁ -C ₈ alkyl or C ₂ -C ₈ alkenyl or C ₂ -C ₈ alkynyl; Optionally 1 to 5 substituents independently selected from cyano, nitro, hydroxy, bromo, chloro, fluoro, methyl, trifluoromethyl, methoxy, trifluoromethoxy, methylthio, methylsulfinyl, methylsulfonyl and phenyl Is replaced by

More preferably, Q ¹ is cyclopropyl, cyclobutyl, cyclopentyl, benzyl, pyridin-2-yl-methyl, thietan-3-yl, ethyl, propyl, butyl, allyl, propargyl, phenyl, 2-pyridyl; Optionally 1-4 substituents independently selected from cyano, nitro, hydroxy, bromo, chloro, fluoro, methyl, trifluoromethyl, methoxy, trifluoromethoxy, methylthio, methylsulfinyl, methylsulfonyl and phenyl Substituted with a group.

Even more preferably, Q ¹ is phenyl, cyclopropyl and ethyl; each is optionally cyano, nitro, hydroxy, bromo, chloro, fluoro, methyl, ethyl, trifluoromethyl, methoxy, trifluoromethoxy, Substituted with 1 to 4 substituents independently selected from methylthio, methylsulfinyl, methylsulfonyl and phenyl.

Even more preferably, Q ¹ is cyclopropyl and ethyl; each is optionally cyano, nitro, hydroxy, bromo, chloro, fluoro, methyl, ethyl, trifluoromethyl, methoxy, trifluoromethoxy, methylthio, methyl Substituted with 1 to 4 substituents independently selected from sulfinyl, methylsulfonyl and phenyl.

Preferred examples of Q ¹ include pyridin-2-yl-methyl, thietan-3-yl, ethyl, butyl, cyclopropyl, benzyl and phenyl.

In a further preferred embodiment, Q ² is a moiety of formula (II) in which the substituents R ⁵ , R ⁶ and R ⁷ have the following meanings: R ⁷ and R ⁶ are independently hydrogen , cyano, halogen, C ₁ -C ₆ alkyl, C ₁ -C ₆ perfluoroalkyl, C ₁ -C ₆ perfluoroalkyl thio, C ₁ -C ₆ perfluoroalkyl alkylsulfinyl or C ₁ -C ₆ - perfluoroalkylsulfonyl Preferably, independently, C ₁ -C ₄ perfluoroalkyl, C ₁ -C ₄ perfluoroalkylthio, C ₁ -C ₄ -perfluoroalkylsulfinyl or C ₁ -C ₄ -perfluoroalkylsulfonyl There, even more preferably, independently, C ₁ -C ₄ - perfluoroalkyl, C ₁ -C ₄ - perfluoroalkyl thio or C ₁ -C ₄ - perfluoro And is most preferably independently trifluoromethyl or perfluoroethyl or trifluoromethylthio or perfluoroethylthio or trifluoromethylsulfonyl or perfluoroethylsulfonyl.

More preferably R ⁷ and R ⁶ are independently cyano, halogen, C ₁ -C ₆ alkyl, C ₁ -C ₆ -perfluoroalkyl, preferably independently C ₁ -C _6- Perfluoroalkyl, even more preferably independently trifluoromethyl or perfluoroethyl.

Even more preferably R ⁷ and R ⁶ are independently halogen, C ₁ -C ₆ perfluoroalkyl.

Most preferably R ⁶ is trifluoromethyl.

Most preferably R ⁷ is perfluoroethyl.

Preferably, R ⁵ is hydrogen, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ alkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, which may be the same or different 1-5 been phenyl or phenyl, pyridyl or pyridyl substituted with a substituent R ¹⁰ also 1-5 which may of optionally be the same or different substituted by substituents, R ^10.

More preferably R ⁵ is hydrogen, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ alkyl; even more preferably R ⁵ is C ₁ -C ₆ alkyl, preferably C ₁ -C ₄ alkyl. . In a further preferred embodiment, Q ² is a moiety of formula (II) wherein the substituents R ⁵ , R ⁶ and R ⁷ have the following meanings: R ⁷ and R ⁶ are independently cyano , halogen, C ₁ -C ₆ alkyl, C ₁ -C ₆ perfluoroalkyl, C ₁ -C ₆ perfluoroalkyl thio, C ₁ -C ₆ perfluoroalkyl alkylsulfinyl or C ₁ -C ₆ - be perfluoroalkylsulfonyl And R ⁵ is C ₁ -C ₆ haloalkyl or C ₁ -C ₆ alkyl; even more preferably, R ⁵ is C ₁ -C ₆ alkyl, preferably C ₁ -C ₄ alkyl.

In a preferred embodiment, Q ² is 2-methyl-5-pentafluoroethyl-4-trifluoromethyl-2H-pyrazol-3-yl.

式中、
Ｒ⁵は、水素、Ｃ₁〜Ｃ₆ハロアルキル、Ｃ₁〜Ｃ₆アルキル、Ｃ₂〜Ｃ₆アルケニル、Ｃ₂〜Ｃ₆アルキニル、同一であっても異なっていてもよい１〜５個の置換基Ｒ¹⁰で置換されたフェニルもしくはフェニル、同一であっても異なっていてもよい１〜５個の置換基Ｒ¹⁰で置換されたピリジルもしくはピリジルであり；
Ｒ⁷およびＲ⁶は、独立して、水素、シアノ、ハロゲン、Ｃ₁〜Ｃ₆アルキル、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、好ましくは、独立して、Ｃ₁〜Ｃ₄パーフルオロアルキル、Ｃ₁〜Ｃ₄パーフルオロアルキルチオ、Ｃ₁〜Ｃ₄−パーフルオロアルキルスルフィニルまたはＣ₁〜Ｃ₄−パーフルオロアルキルスルホニルであり、さらにより好ましくは、独立して、Ｃ₁〜Ｃ₄−パーフルオロアルキル、Ｃ₁〜Ｃ₄−パーフルオロアルキルチオまたはＣ₁〜Ｃ₄−パーフルオロアルキルスルホニルである。 In a preferred embodiment (E1), the substituents in the compound of formula (I) have the following meanings:
R ¹ is hydrogen, methyl, ethyl or acetyl;
R ² is hydrogen, methyl, trifluoromethyl or halogen;
G ¹ is oxygen;
Q ¹ is aryl or heterocyclyl or C ₃ -C ₁₀ cycloalkyl or C ₁ -C ₈ alkyl; each is optionally cyano, nitro, hydroxy, bromo, chloro, fluoro, methyl, trifluoromethyl, methoxy Substituted with 1 to 5 substituents independently selected from trifluoromethoxy, methylthio, methylsulfinyl, methylsulfonyl and phenyl.
Q ² is part of formula (II)

Where
R ⁵ is hydrogen, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ alkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, 1-5 substituents which may be the same or different it is a phenyl or phenyl, pyridyl or pyridyl substituted with a substituent R ¹⁰ also 1-5 which may of optionally be the same or different substituted by a group R ^10;
R ⁷ and R ⁶ are independently hydrogen, cyano, halogen, C ₁ -C ₆ alkyl, C ₁ -C ₆ perfluoroalkyl, C ₁ -C ₆ perfluoroalkylthio, C ₁ -C ₆ perfluoroalkyl Sulfinyl or C ₁ -C ₆ -perfluoroalkylsulfonyl, preferably independently C ₁ -C ₄ perfluoroalkyl, C ₁ -C ₄ perfluoroalkylthio, C ₁ -C ₄ -perfluoroalkylsulfinyl Or C ₁ -C ₄ -perfluoroalkylsulfonyl, even more preferably independently C ₁ -C ₄ -perfluoroalkyl, C ₁ -C ₄ -perfluoroalkylthio or C ₁ -C ₄ -per Fluoroalkylsulfonyl.

式中、
Ｒ⁵は、水素、Ｃ₁〜Ｃ₆ハロアルキル、Ｃ₁〜Ｃ₆アルキルであり；
Ｒ⁷およびＲ⁶は、独立して、シアノ、ハロゲン、Ｃ₁〜Ｃ₆アルキル、Ｃ₁〜Ｃ₆−パーフルオロアルキルであり；
好ましい実施形態（Ｅ３）において、式（Ｉ）の化合物中の置換基は以下の意味を有する：
Ｒ¹は、水素、メチルまたはエチルであり；
Ｒ²は水素またはハロゲンであり；
Ｑ¹は、フェニル、シクロプロピルおよびエチルであり；各々は、任意により、シアノ、ニトロ、ヒドロキシ、ブロモ、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、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個の置換基で置換される。
Ｑ²は式（ＩＩ）の部分であり

式中、
Ｒ⁵は、好ましくは、Ｃ₁〜Ｃ₄アルキルであり；
Ｒ⁷およびＲ⁶は、独立して、Ｃ₁〜Ｃ₆−パーフルオロアルキルであり；
好ましい実施形態（Ｅ４）において、式（Ｉ）の化合物中の置換基は以下の意味を有する：
Ｒ¹は水素であり；
Ｒ²は水素であり、
Ｑ¹はシクロプロピルおよびエチルであり；各々は、任意により、シアノ、ニトロ、ヒドロキシ、ブロモ、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、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個の置換基で置換され；Ｑ²は、２−メチル−５−ペンタフルオロエチル−４−トリフルオロメチル−２Ｈ−ピラゾール−３−イルである。 In a preferred embodiment (E2), the substituents in the compound of formula (I) have the following meanings:
R ¹ is hydrogen, methyl or ethyl;
R ² is hydrogen, trifluoromethyl or halogen;
Q ¹ is cyclopropyl, cyclobutyl, cyclopentyl, benzyl, pyridin-2-yl-methyl, thietan-3-yl, ethyl, propyl, butyl, phenyl, 2-pyridyl; each is optionally cyano, nitro, Substituted with 1 to 4 substituents independently selected from hydroxy, bromo, chloro, fluoro, methyl, trifluoromethyl, methoxy, trifluoromethoxy, methylthio, methylsulfinyl, methylsulfonyl and phenyl.
Q ² is part of formula (II)

Where
R ⁵ is hydrogen, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ alkyl;
R ⁷ and R ⁶ are independently cyano, halogen, C ₁ -C ₆ alkyl, C ₁ -C ₆ -perfluoroalkyl;
In a preferred embodiment (E3), the substituents in the compound of formula (I) have the following meanings:
R ¹ is hydrogen, methyl or ethyl;
R ² is hydrogen or halogen;
Q ¹ is phenyl, cyclopropyl and ethyl; each is optionally cyano, nitro, hydroxy, bromo, chloro, fluoro, methyl, ethyl, trifluoromethyl, methoxy, trifluoromethoxy, methylthio, methylsulfinyl, Substituted with 1 to 4 substituents independently selected from methylsulfonyl and phenyl.
Q ² is part of formula (II)

Where
R ⁵ is preferably C ₁ -C ₄ alkyl;
R ⁷ and R ⁶ are independently C ₁ -C ₆ -perfluoroalkyl;
In a preferred embodiment (E4), the substituents in the compound of formula (I) have the following meanings:
R ¹ is hydrogen;
R ² is hydrogen;
Q ¹ is cyclopropyl and ethyl; each is optionally cyano, nitro, hydroxy, bromo, chloro, fluoro, methyl, ethyl, trifluoromethyl, methoxy, trifluoromethoxy, methylthio, methylsulfinyl, methylsulfonyl and Substituted with 1 to 4 substituents independently selected from phenyl; Q ² is 2-methyl-5-pentafluoroethyl-4-trifluoromethyl-2H-pyrazol-3-yl.

A preferred embodiment is a compound of formula (I), wherein A ¹ , A ² , A ³ and A ⁴ are C—X, wherein each X is independently hydrogen, halogen, cyano, methyl, Selected from trifluoromethyl and methoxy, and other substituents have the meanings in embodiment (E1).

A preferred embodiment is a compound of formula (I), wherein A ² and A ³ are both CH; and A ¹ and A ⁴ are C—X, wherein each X is independently hydrogen , Halogen, cyano, methyl, trifluoromethyl and methoxy, more preferably each X is independently selected from hydrogen, fluoro, cyano and methoxy, and other substituents are defined in Embodiment (E1) Has the meaning of

A preferred embodiment is a compound of formula (I), wherein A ¹ , A ² , A ³ and A ⁴ are C—X, wherein each X is independently hydrogen, fluoro, chloro, cyano and Selected from methoxy, as well as other substituents have the meanings in embodiment (E1).

A preferred embodiment is a compound of formula (I), wherein A ¹ is CH, C—CN, C—Cl or C—F; and A ² , A ³ and A ⁴ are CH Or A ¹ , A ² and A ³ are CH and A ⁴ is CH, C—OCH ₃ or C—F, and other substituents are in embodiment (E1) Has meaning.

A preferred embodiment is a compound of formula (I), wherein A ¹ is CH, C—CN, C—Cl or C—F; and A ² , A ³ and A ⁴ are CH Yes, and other substituents have the meanings in embodiment (E1).

A preferred embodiment is a compound of formula (I), wherein A ¹ , A ² and A ³ are CH, and A ⁴ is CH, C—OCH ₃ or C—F, and Other substituents have the meanings in embodiment (E1).

A preferred embodiment is a compound of formula (I), wherein A ¹ , A ² , A ³ and A ⁴ are C—X, wherein each X is independently hydrogen, halogen, cyano, methyl, Selected from trifluoromethyl and methoxy, and other substituents have the meanings in embodiment (E2).

A preferred embodiment is a compound of formula (I), wherein A ² and A ³ are both CH; and A 1 and A ⁴ are C—X, and each X is independently Selected from hydrogen, halogen, cyano, methyl, trifluoromethyl and methoxy, and more preferably, each X is independently selected from hydrogen, fluoro, chloro, cyano and methoxy, and other substituents are Meaning in embodiment (E2).

A preferred embodiment is a compound of formula (I), wherein A ¹ , A ² , A ³ and A ⁴ are C—X, wherein each X is independently hydrogen, fluoro, chloro, cyano and Selected from methoxy as well as other substituents have the meanings in embodiment (E2).

A preferred embodiment is a compound of formula (I), wherein A ¹ is CH, C—CN, C—Cl or C—F; and A ² , A ³ and A ⁴ are CH Or A ¹ , A ² and A ³ are CH, and A ⁴ is CH, C—OCH ₃ or C—F, and other substituents have the meanings in embodiment (E2) Have

A preferred embodiment is a compound of formula (I), wherein A ¹ is CH, C—CN, C—Cl or C—F; and A ² , A ³ and A ⁴ are CH methoxy As well as other substituents have the meanings in embodiment (E2).

A preferred embodiment is a compound of formula (I), wherein A ¹ , A ² and A ³ are CH, and A ⁴ is CH, C—OCH ₃ or C—F, and Other substituents have the meanings in embodiment (E2).

A preferred embodiment is a compound of formula (I), wherein A ¹ , A ² , A ³ and A ⁴ are C—X, wherein each X is independently hydrogen, halogen, cyano, methyl, Selected from trifluoromethyl and methoxy, and other substituents have the meanings in embodiment (E3).

A preferred embodiment is a compound of formula (I), wherein A ² and A ³ are both CH; and A 1 and A ⁴ are C—X, and each X is independently Selected from hydrogen, halogen, cyano, methyl, trifluoromethyl and methoxy, more preferably each X is independently selected from hydrogen, fluoro, chloro, cyano and methoxy, and other substituents are embodiments It has the meaning in (E3).

A preferred embodiment is a compound of formula (I), wherein A ¹ , A ² , A ³ and A ⁴ are C—X, wherein each X is independently hydrogen, fluoro, chloro, cyano and Selected from methoxy, as well as other substituents have the meanings in embodiment (E3).

A preferred embodiment is a compound of formula (I), wherein A ¹ is CH, C—CN, C—Cl or C—F; and A ² , A ³ and A ⁴ are CH Or A ¹ , A ² and A ³ are CH, and A ⁴ is CH, C—OCH ₃ or C—F, and other substituents have the meanings in embodiment (E3) Have

A preferred embodiment is a compound of formula (I), wherein A ¹ is CH, C—CN, C—Cl or C—F; and A ² , A ³ and A ⁴ are CH methoxy As well as other substituents have the meanings in embodiment (E3).

A preferred embodiment is a compound of formula (I), wherein A ¹ , A ² and A ³ are CH, and A ⁴ is CH, C—OCH ₃ or C—F, and Other substituents have the meanings in embodiment (E3).

A preferred embodiment is a compound of formula (I), wherein A ¹ , A ² , A ³ and A ⁴ are C—X, wherein each X is independently hydrogen, halogen, cyano, methyl, Selected from trifluoromethyl and methoxy, and other substituents have the meanings in embodiment (E4).

A preferred embodiment is a compound of formula (I), wherein A ² and A ³ are both CH; and A1 and A ⁴ are C—X, and each X is independently Selected from hydrogen, halogen, cyano, methyl, trifluoromethyl and methoxy, more preferably each X is independently selected from hydrogen, fluoro, chloro, cyano and methoxy, and other substituents are embodiments It has the meaning in (E4).

A preferred embodiment is a compound of formula (I), wherein A ¹ , A ² , A ³ and A ⁴ are C—X, wherein each X is independently hydrogen, fluoro, chloro, cyano and Selected from methoxy, as well as other substituents have the meanings in embodiment (E4).

A preferred embodiment is a compound of formula (I), wherein A ¹ is CH, C—CN, C—Cl or C—F; and A ² , A ³ and A ⁴ are CH. Or A ¹ , A ² and A ³ are CH, and A ⁴ is CH, C—OCH ₃ or C—F, and other substituents have the meanings in embodiment (E4) Have

A preferred embodiment is a compound of formula (I), wherein A ¹ is CH, C—CN, C—Cl or C—F; and A ² , A ³ and A ⁴ are CH methoxy As well as other substituents have the meanings in embodiment (E4).

A preferred embodiment is a compound of formula (I), wherein A ¹ , A ² and A ³ are CH, and A ⁴ is CH, C—OCH ₃ or C—F, and Other substituents have the meanings in embodiment (E4).

A preferred embodiment (Ea) is a compound of formula (I), wherein A ¹ is C-CN and A ² , A ³ and A ⁴ are CH.

A preferred embodiment (Eb) is a compound of formula (I), wherein A ⁴ is C—F and A ¹ , A ² and A ³ are CH.

A preferred embodiment (Ec) is a compound of formula (I), wherein A ⁴ is C-OMe and A ¹ , A ² and A ³ are CH.

A preferred embodiment (Ed) is a compound of formula (I), wherein A ¹ , A ² , A ³ , A ⁴ is CH.

A preferred embodiment (Ee) is a compound of formula (I), wherein A ¹ is C—Cl and A ² , A ³ and A ⁴ are CH.

A preferred embodiment (Ef) is a compound of formula (I) wherein A ¹ is C—F and A ² , A ³ and A ⁴ are CH.

A preferred embodiment (Eg) is a compound of formula (I), wherein A ¹ is C—CF ₃ and A ² , A ³ and A ⁴ are CH.

A preferred embodiment (Eh) is a compound of formula (I), wherein A ⁴ is N and A ¹ , A ² and A ³ are CH.

A preferred embodiment (Ei) is a compound of formula (I), wherein A ⁴ is N, A ¹ is CN, and A ² and A ³ are CH.

A preferred embodiment (Ej) is a compound of formula (j), wherein A ⁴ is N, A ¹ is F, and A ² and A ³ are CH.

A preferred embodiment (Ea1) is a compound of formula (I), wherein A ¹ is C-CN, and A ² , A ³ and A ⁴ are CH, and other substituents Has the meaning described in the embodiment (E1).

A preferred embodiment (Eb1) is a compound of formula (I), wherein A ⁴ is C—F, and A ¹ , A ² and A ³ are CH, and other substituents Has the meaning described in the embodiment (E1).

A preferred embodiment (Ec1) is a compound of formula (I), wherein A ⁴ is C-OMe, A ¹ , A ² and A ³ are CH, and the other substituents are It has the meaning described in Form (E1).

A preferred embodiment (Ed1) is a compound of formula (I), wherein A ¹ , A ² , A ³ , A ⁴ are CH, and other substituents are described in embodiment (E1) Has the meaning of

A preferred embodiment (Ee1) is a compound of formula (I), wherein A ¹ is C—Cl, A ² , A ³ and A ⁴ are CH, and other substituents are It has the meaning described in Form (E1).

A preferred embodiment (Ef1) is a compound of formula (I), wherein A ¹ is C—F, and A ² , A ³ and A ⁴ are CH, and other substituents Has the meaning described in the embodiment (E1).

A preferred embodiment (Eg1) is a compound of formula (I), wherein A ¹ is C—CF ₃ and A ² , A ³ and A ⁴ are CH, and other substitutions The group has the meaning described in embodiment (E1).

A preferred embodiment (Eh1) is a compound of formula (I), wherein A ⁴ is N, A ¹ , A ² and A ³ are CH, and other substituents are embodiments ( It has the meaning described in E1).

A preferred embodiment (Ei1) is a compound of formula (I), wherein A ⁴ is N, A ¹ is CN, A ² and A ³ are CH, and other substituents Has the meaning described in the embodiment (E1).

A preferred embodiment (Ej1) is a compound of formula (I), wherein A ⁴ is N, A ¹ is F, A ² and A ³ are CH, and other substituents Has the meaning described in the embodiment (E1).

A preferred embodiment (Ea2) is a compound of formula (I), wherein A ¹ is C-CN, and A ² , A ³ and A ⁴ are CH, and other substituents Has the meaning described in the embodiment (E2).

A preferred embodiment (Eb2) is a compound of formula (I), wherein A ⁴ is C—F, and A ¹ , A ² and A ³ are CH, and other substituents Has the meaning described in the embodiment (E2).

A preferred embodiment (Ec2) is a compound of formula (I), wherein A ⁴ is C-OMe, A ¹ , A ² and A ³ are CH, and the other substituents are It has the meaning described in Form (E2).

A preferred embodiment (Ed2) is a compound of formula (I), wherein A ¹ , A ² , A ³ , A ⁴ are CH, and other substituents are described in embodiment (E2) Has the meaning of

A preferred embodiment (Ee2) is a compound of formula (I), wherein A ¹ is C—Cl, A ² , A ³ and A ⁴ are CH, and the other substituents are It has the meaning described in Form (E2).

A preferred embodiment (Ef2) is a compound of formula (If), wherein A ¹ is C—F, and A ² , A ³ and A ⁴ are CH, and other substituents Has the meaning described in the embodiment (E2).

A preferred embodiment (Eg2) is a compound of formula (I), wherein A ¹ is C—CF ₃ and A ² , A ³ and A ⁴ are CH, and other substitutions The group has the meaning described in embodiment (E2).

A preferred embodiment (Eh2) is a compound of formula (I), wherein A ⁴ is N, A ¹ , A ² and A ³ are CH, and other substituents are embodiments ( It has the meaning described in E2).

A preferred embodiment (Ei2) is a compound of formula (I), wherein A ⁴ is N, A ¹ is CN, A ² and A ³ are CH, and other substituents Has the meaning described in the embodiment (E2).

A preferred embodiment (Ej2) is a compound of formula (I), wherein A ⁴ is N, A ¹ is F, A ² and A ³ are CH, and other substituents Has the meaning described in the embodiment (E2).

A preferred embodiment (Ea3) is a compound of formula (I), wherein A ¹ is C-CN, and A ² , A ³ and A ⁴ are CH, and other substituents Has the meaning described in the embodiment (E3).

A preferred embodiment (Eb3) is a compound of formula (I), wherein A ⁴ is C—F, and A ¹ , A ² and A ³ are CH, and other substituents Has the meaning described in the embodiment (E3).

A preferred embodiment (Ec3) is a compound of formula (I), wherein A ⁴ is C-OMe, A ¹ , A ² and A ³ are CH, and the other substituents are It has the meaning described in Form (E3).

A preferred embodiment (Ed3) is a compound of formula (I), wherein A ¹ , A ² , A ³ , A ⁴ are CH, and other substituents are described in embodiment (E3) Has the meaning of

A preferred embodiment (Ee3) is a compound of formula (I), wherein A ¹ is C—Cl, A ² , A ³ and A ⁴ are CH, and the other substituents are It has the meaning described in Form (E3).

A preferred embodiment (Ef3) is a compound of formula (I), wherein A ¹ is C—F, and A ² , A ³ and A ⁴ are CH, and other substituents Has the meaning described in the embodiment (E3).

A preferred embodiment (Eg3) is a compound of formula (I), wherein A ¹ is C—CF ₃ and A ² , A ³ and A ⁴ are CH, and other substitutions The group has the meaning described in the embodiment (E3).

A preferred embodiment (Eh3) is a compound of formula (I), wherein A ⁴ is N, A ¹ , A ² and A ³ are CH, and other substituents are embodiments ( It has the meaning described in E3).

A preferred embodiment (Ei3) is a compound of formula (I), wherein A ⁴ is N, A ¹ is CN, A ² and A ³ are CH, and other substituents Has the meaning described in the embodiment (E3).

A preferred embodiment (Ej3) is a compound of formula (I), wherein A ⁴ is N, A ¹ is F, A ² and A ³ are CH, and other substituents Has the meaning described in the embodiment (E3).

A preferred embodiment (Ea4) is a compound of formula (I), wherein A ¹ is C-CN, and A ² , A ³ and A ⁴ are CH, and other substituents Has the meaning described in the embodiment (E4).

A preferred embodiment (Eb4) is a compound of formula (I), wherein A ⁴ is C—F, and A ¹ , A ² and A ³ are CH, and other substituents Has the meaning described in the embodiment (E4).

A preferred embodiment (Ec4) is a compound of formula (I), wherein A ⁴ is C-OMe, A ¹ , A ² and A ³ are CH, and the other substituents are It has the meaning described in Form (E4).

A preferred embodiment (Ed4) is a compound of formula (I), wherein A ¹ , A ² , A ³ , A ⁴ are CH, and other substituents are described in embodiment (E4) Has the meaning of

A preferred embodiment (Ee4) is a compound of formula (I), wherein A ¹ is C—Cl, A ² , A ³ and A ⁴ are CH, and the other substituents are It has the meaning described in Form (E4).

A preferred embodiment (Ef4) is a compound of formula (I), wherein A ¹ is C—F, and A ² , A ³ and A ⁴ are CH, and other substituents Has the meaning described in the embodiment (E4).

A preferred embodiment (Eg4) is a compound of formula (I), wherein A ¹ is C—CF ₃ and A ² , A ³ and A ⁴ are CH, and other substitutions The group has the meaning described in embodiment (E4).

A preferred embodiment (Eh4) is a compound of formula (I), wherein A ⁴ is N, A ¹ , A ² and A ³ are CH, and other substituents are embodiments ( It has the meaning described in E4).

A preferred embodiment (Ei4) is a compound of formula (I), wherein A ⁴ is N, A ¹ is CN, A ² and A ³ are CH, and other substituents Has the meaning described in the embodiment (E4).

A preferred embodiment (Ej4) is a compound of formula (I), wherein A ⁴ is N, A ¹ is F, A ² and A ³ are CH, and other substituents Has the meaning described in the embodiment (E4).

式中、Ａ¹、Ａ²、Ａ³、Ａ⁴、Ｒ²およびＱ²は式（Ｉ）に関連して定義されているとおりであるか；または、その塩である。Ａ¹、Ａ²、Ａ³、Ａ⁴、Ｒ²およびＱ²に係る好ましさは、式（Ｉ）の化合物の対応する置換基について記載されている好ましさと同じである。 Intermediate compounds of formula (III) form a further aspect of the invention,

In which A ¹ , A ² , A ³ , A ⁴ , R ² and Q ² are as defined in connection with formula (I); or a salt thereof. The preferences for A ¹ , A ² , A ³ , A ⁴ , R ² and Q ² are the same as those described for the corresponding substituents of the compounds of formula (I).

式中、Ａ¹、Ａ²、Ａ³、Ａ⁴、Ｒ²およびＱ²は式（Ｉ）に関連して定義されているとおりであるか；または、その塩である。Ａ¹、Ａ²、Ａ³、Ａ⁴、Ｒ²およびＱ²に係る好ましさは、式（Ｉ）の化合物の対応する置換基について記載されている好ましさと同じである。 Intermediate compounds of formula (IIIb) where R is C ₁ -C ₆ alkyl form a further aspect of the invention,

In which A ¹ , A ² , A ³ , A ⁴ , R ² and Q ² are as defined in connection with formula (I); or a salt thereof. The preferences for A ¹ , A ² , A ³ , A ⁴ , R ² and Q ² are the same as those described for the corresponding substituents of the compounds of formula (I).

In a preferred embodiment, the present invention provides a compound of formula (III), wherein A ¹ , A ² , A ³ and A ⁴ are CH; R ² is hydrogen; Q ² is of formula (II ) Part.

In a further preferred embodiment, the present invention provides a compound of formula (III), wherein A ¹ is C-CN; A ² , A ³ and A ⁴ are CH; R ² is hydrogen Q ² is a moiety of formula (II);

In a further preferred embodiment, the present invention provides a compound of formula (III), wherein A ¹ is C—F; A ² , A ³ and A ⁴ are CH; R ² is hydrogen Q ² is a moiety of formula (II);

In a further preferred embodiment, the present invention provides a compound of formula (III), wherein A ¹ is C—Cl; A ² , A ³ and A ⁴ are CH; R ² is hydrogen Q ² is a moiety of formula (II);

In a further preferred embodiment, the present invention provides a compound of formula (III), wherein A ⁴ is C—F; A ² , A ³ and A ¹ are CH; R ² is hydrogen Q ² is a moiety of formula (II);

In a further preferred embodiment, the present invention provides a compound of formula (III), wherein A ⁴ is C-OMe; A ² , A ³ and A ¹ are CH; R ² is hydrogen Q ² is a moiety of formula (II);

In a further preferred embodiment, the present invention provides a compound of formula (III), wherein A ⁴ is N; A ² , A ³ and A ¹ are CH; R ² is hydrogen; ² is a moiety of formula (II).

In a further preferred embodiment, the present invention provides a compound of formula (III), wherein A ⁴ is N; A ¹ is CN, A ² and A ³ are CH; R ² is hydrogen Q ² is a moiety of formula (II).

In a further preferred embodiment, the present invention provides a compound of formula (III), wherein A ⁴ is N; A ¹ is F, A ² and A ³ are CH; R ² is hydrogen Q ² is a moiety of formula (II).

In a further preferred embodiment, the present invention provides a compound of formula (IIIb), wherein A ¹ is C—CF 3; A ² , A ³ and A ⁴ are CH; R ² is hydrogen Q ² is a moiety of formula (II);

In a preferred embodiment, the present invention provides a compound of formula (IIIb), wherein A ¹ , A ² , A ³ and A ⁴ are CH; R ² is hydrogen; Q ² is of formula (II ) Part.

In a further preferred embodiment, the present invention provides a compound of formula (IIIb), wherein A ¹ is C—CN; A ² , A ³ and A ⁴ are CH; R ² is hydrogen Q ² is a moiety of formula (II);

In a further preferred embodiment, the present invention provides a compound of formula (IIIb), wherein A ¹ is C—F; A ² , A ³ and A ⁴ are CH; R ² is hydrogen Q ² is a moiety of formula (II);

In a further preferred embodiment, the present invention provides a compound of formula (IIIb), wherein A ¹ is C—Cl; A ² , A ³ and A ⁴ are CH; R ² is hydrogen Q ² is a moiety of formula (II);

In a further preferred embodiment, the present invention provides a compound of formula (IIIb), wherein A ⁴ is C—F; A ² , A ³ and A ¹ are CH; R ² is hydrogen Q ² is a moiety of formula (II);

In a further preferred embodiment, the present invention provides a compound of formula (IIIb), wherein A ⁴ is C-OMe; A ² , A ³ and A ¹ are CH; R ² is hydrogen Q ² is a moiety of formula (II);

In a further preferred embodiment, the present invention provides a compound of formula (IIIb), wherein A ⁴ is N; A ² , A ³ and A ¹ are CH; R ² is hydrogen; ² is a moiety of formula (II).

In a further preferred embodiment, the present invention provides a compound of formula (IIIb), wherein A ⁴ is N; A ¹ is CN, A ² and A ³ are CH; R ² is hydrogen Q ² is a moiety of formula (II).

In a further preferred embodiment, the present invention provides a compound of formula (IIIb), wherein A ⁴ is N; A ¹ is F, A ² and A ³ are CH; R ² is hydrogen Q ² is a moiety of formula (II).

In a further preferred embodiment, the present invention provides a compound of formula (IIIb), wherein A ¹ is C—CF 3; A ² , A ³ and A ⁴ are CH; R ² is hydrogen Q ² is a moiety of formula (II);

Table 1:
Table 1 provides 73 compounds of formula (Ia) according to formula (I), wherein A ¹ is C—CN and A ² , A ³ and A ⁴ are C—H. And Q ² is 2-methyl-5-pentafluoroethyl-4-trifluoromethyl-2H-pyrazol-3-yl, R ² is H, and Q ¹ is listed in Table 1. Have a value.

Table 2:
Table 2 provides 73 compounds of formula (Ib) according to formula (I), wherein A ⁴ is C—F and A ¹ , A ² and A ³ are C—H. And Q ² is 2-methyl-5-pentafluoroethyl-4-trifluoromethyl-2H-pyrazol-3-yl, R ² is H, and Q ¹ is listed in Table 1. Have a value.

Table 3:
Table 3 provides 73 compounds of formula (Ic) according to formula (I), wherein A ⁴ is C-OMe and A ¹ , A ² and A ³ are C—H. And Q ² is 2-methyl-5-pentafluoroethyl-4-trifluoromethyl-2H-pyrazol-3-yl, R ² is H, and Q ¹ is listed in Table 1. Have a value.

Table 4:
Table 4 provides 73 compounds of formula (Id) according to formula (I), wherein A ¹ , A ² , A ³ and A ⁴ are C—H and Q ² Is 2-methyl-5-pentafluoroethyl-4-trifluoromethyl-2H-pyrazol-3-yl, R ² is H, and Q ¹ has the values listed in the table below .

Table 5:
Table 5 provides 73 compounds of formula (Ie) according to formula (I), wherein A ¹ is C—Cl and A ² , A ³ and A ⁴ are C—H. And Q ² is 2-methyl-5-pentafluoroethyl-4-trifluoromethyl-2H-pyrazol-3-yl, R ² is H, and Q ¹ is listed in Table 1. Have a value.

Table 6:
Table 6 provides 73 compounds of formula (If) according to formula (I), wherein A ¹ is C—F and A ² , A ³ and A ⁴ are C—H. And Q ² is 2-methyl-5-pentafluoroethyl-4-trifluoromethyl-2H-pyrazol-3-yl, R ² is H, and Q ¹ is listed in Table 1. Have a value.

Table 7:
Table 7 provides 73 compounds of formula (Ig) according to formula (I), wherein A ¹ is C—CF ₃ and A ² , A ³ and A ⁴ are C—H. And Q ² is 2-methyl-5-pentafluoroethyl-4-trifluoromethyl-2H-pyrazol-3-yl, R ² is H, and Q ¹ is listed in Table 1. Has a value that is

Table 8:
Table 8 provides 73 compounds of formula (Ih) according to formula (I), wherein A ⁴ is N, A ¹ , A ² and A ³ are C—H; And Q ² is 2-methyl-5-pentafluoroethyl-4-trifluoromethyl-2H-pyrazol-3-yl, R ² is H, and Q ¹ is listed in Table 1. Has a value.

Table 9:
Table 9 provides 73 compounds of formula (Ii) according to formula (I), wherein A ⁴ is N, A ¹ is CN, and A ² and A ³ are C— H and Q ² is 2-methyl-5-pentafluoroethyl-4-trifluoromethyl-2H-pyrazol-3-yl, R ² is H, and Q ¹ is Has the listed values.

Table 10:
Table 10 provides 73 compounds of formula (Ij) according to formula (I), wherein A ⁴ is N, A ¹ is F, and A ² and A ³ are C— H and Q ² is 2-methyl-5-pentafluoroethyl-4-trifluoromethyl-2H-pyrazol-3-yl, R ² is H, and Q ¹ is Has the listed values.

Table 11:
Table 11 provides 20 compounds of formula (IIIb), wherein Q ² is 2-methyl-5-pentafluoroethyl-4-trifluoromethyl-2H-pyrazol-3-yl. , R ² is H, and R and A ¹ , A ² , A ³ , A ⁴ have the values listed in the table below.

Table 12:
Table 12 provides 10 compounds of formula (III), where Q ² is 2-methyl-5-pentafluoroethyl-4-trifluoromethyl-2H-pyrazol-3-yl. , R ² is H, and A ¹ , A ² , A ³ , A ⁴ have the values listed in the table below.

  The compounds of the present invention can be formed by the following methods.

(1) A compound of formula (I) in which G ¹ is oxygen is a copper catalyst such as copper sulfate or copper iodide (I) between a compound of formula (V) and a derivative Q ² -N ₃ (VII) or It can be prepared by reaction in the presence of copper and optionally in the presence of a base such as N-ethyldiisopropylamine, a solvent or a mixture of solvents such as t-butanol, water. In the case of a Cu (II) catalyst, a reducing agent such as sodium ascorbate can be used. In the case of a Cu (0) catalyst such as an amine salt, an oxidizing agent can be used. (Eg: Angelwandte Chemie, International Edition (2009), 48 (27), 4900-4908 and references, Angew. Chem. Int. Ed. 2008, 47, 2182-2184 and references, and Eur. J. Org. Chem. 2006, 51-68 and references cited).

(2) A compound of formula (V) in which G ¹ is oxygen is a DCC (N, N′-dicyclohexylcarbo-diimide) of a compound of formula (VI) in which R is OH and a compound of formula (IV) Pyridine in the presence of a coupling reagent such as EDC (1-ethyl-3- [3-dimethylamino-propyl] carbodiimide hydrochloride) or BOP-Cl (bis (2-oxo-3-oxazolidinyl) phosphonic chloride). , Triethylamine, 4- (dimethylamino) pyridine or diisopropylethylamine can be prepared by reaction in the presence of a base and optionally in the presence of a nucleophilic catalyst such as hydroxybenzotriazole. Optionally, when R is Cl, the reaction is carried out under basic conditions (eg in the presence of pyridine, triethylamine, 4- (dimethylamino) pyridine or diisopropylethylamine), optionally in the presence of a nucleophilic catalyst. Can be implemented. Alternatively, this reaction can be carried out in a two-phase system, preferably comprising an organic solvent such as ethyl acetate and preferably an aqueous solvent such as a solution of sodium bicarbonate. Optionally, when R is C ₁ -C ₆ alkoxy, amide, may be prepared by heating the ester (VI) and the amine (IV) together.

(3) a compound of R is OH formula (VI) may be prepared by reaction via the hydrolysis of a compound of formula R is C ₁ -C ₆ alkoxy (VI). For example, when R is methoxy or ethoxy, the hydrolysis can be carried out with a base such as potassium hydroxide or lithium hydroxide and water in the presence or absence of a solvent such as tetrahydrofuran or methanol. It is. When R is, for example, t-butoxy, the hydrolysis is carried out in the presence of an acid such as trifluoroacetic acid or hydrochloric acid. This reaction is carried out at a temperature of -120 ° C to + 130 ° C, preferably -100 ° C to 100 ° C.

(4) A compound of formula (V) wherein R ¹ is C ₁ -C ₆ alkyl may be prepared via alkylation from a compound of formula (V) where R ¹ is H, which optionally comprises a base of It can be achieved by treating the amine with an alkylating agent such as an alkyl halide in the presence.

(5) A compound of formula (I) in which G ¹ is oxygen is a compound of formula (III) in which R is OH, Cl or C ₁ -C ₆ alkoxy and a compound of formula (IV) It can also be prepared by the reactions described.

  (6) Compounds of formula (III) may be prepared from compounds of formula (VI) using the same conditions as described in (1).

(7) The compound of formula (III) can be prepared by hydrolyzing the ester compound of formula (IIIb) by the method described in (3).

(8) Compounds of formula (I) where G ¹ is sulfur can be prepared from compounds of formula (I) where G ¹ is oxygen by treatment with a thiotransfer reagent such as Lawesson's reagent or phosphorus pentasulfide.

(9) In the compound of formula (VIII), A ¹ , A ² , A ³ and A ⁴ are each independently C-LG or C—H, and LG is a leaving group such as fluorine or chlorine. It can be prepared from certain compounds of formula (IX) by reaction with nucleophiles such as aliphatic alcohols, sodium cyanide.

^{(10) A 1, A 2} , A 3 and A ⁴ are compounds of formula (IIIb) is as described for compounds of formula ^{(I), A 1, A 2, A} 3 and A ⁴ are each Reaction with a nucleophile such as an aliphatic alcohol, sodium cyanide from a compound of formula (IIIc) which is independently C-LG or C—H and LG is a leaving group such as fluorine or chlorine Can be prepared.

11) A compound of formula (VII) in which Q ₂ is as described for the compound of formula (I) is obtained by reacting the compound of formula (II) with sodium nitrite followed by the addition of sodium azide. Can also be prepared. For example: Diazo Chemistry I: Aromatic and Heteroaromatic Compounds. Zollinger, H .; . Germany. (1994), 380 pp. Publisher: (VCH, Weinheim, Germany) and cited references.

12) Compounds of formula (II) wherein R5 is methyl, R7 is perfluoroethyl and R6 is trifluoromethyl are those of formula (IIa) wherein LG is a halogen such as fluoride or chloride It can be prepared from a compound by reaction with an azide salt such as sodium azide.

  13) Alternatively, compounds of formula (NH2Q2) are known or can be formed by methods known to those skilled in the art.

  14) Compounds of formula (VI), (VIII) or (IX) are known or can be formed by methods known to those skilled in the art.

  The compounds of formula (I) are insect pests such as Lepidoptera, Diptera, Hemiptera, Gross moth, Straight moth, Reticulate, Coleoptera, Flea, Membrane and Isopod And can be used to address and control the invasion of other invertebrate pests such as, for example, mites, nematodes and mollusc pests. Insects, ticks, nematodes and molluscs are hereinafter collectively referred to as pests. Pests that can be addressed and controlled by the use of the compounds of the invention include agriculture (including the cultivation of crops for food and textile products), horticulture, and livestock, companion animals, forestry, and vegetables. Pests related to storage of derived products (fruit, grains and timber, etc.); pests related to damage to man-made structures and transmission of human and animal diseases; and unpleasant pests (such as flies) Is also included.

  Examples of pest species that can be controlled by the compounds of formula (I) include: peach persicae (Aphids), cotton aphids (Aphids), bean aphids (Aphids), Lymus spp. (Capsid), Dysdercus spp. (Capsid), Green planta (Nilaparvata lugens), Green leafhopper (Nephinotettip) (Nezara spp.) (Stink bug), a kind of Euschistus spp. (Stink bug), leptocorisa (Leptocorisa spp.) (Stink bug), Franklinella occidentalis (Thrips), Thrips spp. (Thrips), Colorado potato Anthonomus grandis), Aonidiella spp., Scale insect, Trialureodes spp., Whitefly (Awanomeiga), Podoptera titalis (cotton leaf worm), fake American tobacco moth (Nise American tobacco moth), zebra moth (helicoverpa olco), or tobacco ) (Cotton bollworm), Sylepta derogata (Wata noiga), Pieris brassicae (Monro butterfly), Plutella xylostella (A. sp.) ) (Coleoptera), Chilo suppressalis (Nika Meichu), Tosama Grasshopper (Locusta migratoria) (Grasshopper), Australia Panonychus ulmi (Ringo spider mite), Ripe spider mite (Tantanychus urticae) (Floor spider mite), Flounder spider mite (Tetanychus cynbarinus) Bite mites, Polyphagotarsonemus latus (Chanophyllus mite), Brevipulps sp. ) (Cat fleas), Liriomyza spp. (Lepidoptera), Musca domestica (fly), Aedes aegypti (mosquito), Anopheles (Aspell) , A species of the genus Culex (Culex spp.) ( Mosquito), a species of Lucilia spp. (Black flies), German cockroach (Battella germanica) (cockroach), cockroach (Periplaneta americana) (cockroach), red cockroach (Blitta orientalis) For example, one species of the genus Mastothermes (Mastothermes spp.), One termite of the family Levisite (for example, one species of the genus Neotermes (Neotermes spp.)), One of the termites of the family Termite (for example, Copttermes formosanus), (Reticulitermes flavipes), Yamato termite (R. supertu), R.A. R. virginicus, R. R. hesperus and R. hesperus R. santonensis) and termites of termites (eg, Globitermes sulfureus), red ants (Solenopsis geminata) (a kind of red ants), ) And a species of the genus Linognus spp. (A kind of white lice and lice), a kind of Meloidogyne spp. .) (Cyst nematode), platyre Pratylenchus spp. (Negusaresenchu), Rhodophorus spp. (Bananemoglycenchu), Tyrenchulus spp. Haemonchus contortus (torsion gastroderma), Caenorhabditis elegans (nematode), Trichostrongylus spp. (Gastrointestinal nematode), and Noharamakuteru (D) (Slump).

  The present invention therefore deleteriously treats insecticidal, acaricidal, nematicidal or molluscically effective amounts of a compound of formula (I) or a composition containing a compound of formula (I). Providing a method for combating and controlling insects, ticks, nematodes or mollusks, including steps applied to organisms, pest habitats, preferably plants, or plants or plant breeders susceptible to pests To do. The compounds of formula (I) are preferably used against insects, ticks or nematodes.

  The spider mite is, for example, Tetranychus cinnabarinus, Taninychus urticae, Pannychus citri, Acarops pelikassi, and the spider mite sp.

  Nematodes include, for example, the sweet potato nematode (Meloidyne incognita), the genus Bursaphelenchus lignicolus Mamiya et Kiyosende, and the genus Hensende. spp.).

  The compounds are also found in the fields of agriculture, horticulture, veterinary medicine, forests, gardens and leisure facilities, protection of stored products and materials, and in sanitary areas, especially insects, arachnids, worms, nematodes and mollusks It can be used to control animal pests. These may be preferably used as plant protection agents. They can be active against normal sensitive and resistant species, as well as against all or some growth stages.

These pests include among others:
From the order of the Anoplura (Phythraptera), for example, a kind of the genus Hadaminia spp. (Pediculus spp.), A member of the genus Trichodictes spp.

  From the sphenoids, for example, Acarus siro, Aceria sheldoni, Acrops spp., Aculus spp., Amblyopus mmp. ), A kind of spider mite (Argas spp.), A kind of bovine tick genus (Boophi-lus spp.), A kind of spider mite (Brevipalpus spp.), A kind of clover spider mite (Bryobia praeosa), a kind of the genus Sphagnum spp. ), Duck spider (Dermanyssus gallinae), a species of the genus Eottetranicus (Eotetranichus spp.), itrimerus pyri), a kind of Eutetranychus spp., a kind of genus Eriophies (Eriophyses spp.), a kind of genus Hemitaronemus spp., a kind of Spider genus (Hypalommus sp.) (Ixodes spp.), Black widow spider (Latrodictus mactans), Metatetranicus spp., Oligonychus spp., Oridonychus spp., Ornithodoros spp. Panonychus spp.), Citrus mite , Polyphagotarsonemus latus, Psoroptes spp., Rhipicephalus spp., Rhizoglyphus spp. Sp. Scorpio maurus, Stenotarsonemus spp., Tarsonemus spp., Tetranychus spp., Vathes lycopersi

  From the bivalve, for example, Dreissena spp.

  From the limbs, for example, one species of the genus Jimcadius (Geophilus spp.) And one species of the genus Scutigera (Scutigera spp.).

  From the order of the order Coleoptera, for example, Acanthoscedes obectus, Adoretus spp., Agelastica alni, Agriotes spp.n, Aphiotes splo. solstitalis), Anobium puncatum, Anoprofora spp., Anthonomus spp., Atrenus spp., Athrenus spp. .), Atomaria spp., Atagenus Genus (Attagenus spp.), Bruchidius obectus, a genus of Burgus (Bruchus spp.), A genus of shootlinks (Ceuthorhynchus spp.), Cleonus mendicus, One species of the genus (Conoderus spp.), One species of the genus Cosmopolites (Cosmopolites spp.), One species of Costelitrazealandica, one species of the genus Curculio spp. Of the genus Diabrotica (Dirmestes spp.) abrotica spp.), Epilacna spp., Faustinus cubae, Gibbium psylloides, Heteronychus arra, Heteronychus arra Hemitropes bajulus, Alfalfa weevil (Hypera posticca), Hypothenemus spp., Lachnosterna consangine colander hamlet Weevil (Lissorhoptrus oryzophilus), a member of the genus Lixus (Lixus spp. ), Lyctus spp., Meligethes aeneus, Melolontha melolontha, Migdolus spp., Monospausus, Monocamus. Taupxanthographus (Naupactus xanthographus), Niptus hololeucus, Taiwan beetle (Oryctes rhinoceros), Sorghum beetle (Oryzaephilus surinamens) , Phaedon cochleariae, Phylophaga spp., Paptilaria spp. (Ptinus spp.), Rhizobius ventralis, Rhizopertha dominica, Sitophilus spp., Sphenophorus spp. Sternechus spp.), Shi One species of the genus Muphyletes (Symphyletes spp.), Tenebrio molitor, one species of the genus Tribolium (Triboderma spp.), One species of the genus Trorogerma spp. One species of the genus (Xylotrechus spp.), One species of the genus Zabrus (Zabrus spp.).

  From the order of the Collembola, for example, Onychiurus armatus.

  From the order of the Dermaptera, for example, Forficula auricularia.

  From the double leg network, for example, Blaniulus guttulatus.

  From the order of the Diptera, for example, a kind of Aedes spp., A kind of Anopheles spp., Bibiohortlanus, Caliphora erythrocephalit, ), A species of Crizomia spp., A species of Cochliomyia spp., Cordylobia anthropophaga, a species of Culex tere (Culex spb. spp.), olive fruit fly, Dermatobia hominis), Drosophila spp., Fannia spp., Gastrophilus spp., Hylemyia spp., Hisomyp sp. .), A species of the genus Hypoderma (Hypodera spp.), A species of the genus Liriomyza (Liriomyza spp.), A species of the genus Musca (Lucilia spp.), A species of the genus Musella (Musca spp.) ), A species of the genus Oestrus spp., Oscinella frit, Pegomia hyoscyami ), Phorbia spp., Psyllium genus (Stomoxys spp.), Ab genus (Tabanus spp.), Tania genus (Tannia spp.), Tipula paludosa A member of the genus Wohlfahrtia spp.

  From gastropods, for example, a species of the genus Arion (Arion spp.), A species of the genus Bionfararia (Biomphalaria spp.), A species of the genus Burinas (Bulinus spp.), A species of the genus Deroseras (Deroceras spp.), Galva One species of the genus (Galba spp.), One species of the genus Monoaraga (Lymnaea spp.), One species of the genus Katayama (Oncomellania spp.), One species of the genus Succinea (Succinea spp.).

  From helminths, for example, Ancylostoma dudenale, Ancylostoma celanicum, Acylostoma brazilianis, Aceroscos Of Ascaris spp., Brugia malayi, Brugia timori, Bunostom spp., Chabertia spp., Clonorchis sp. ), A species of the genus Couperia (Cooperia sp) ), A species of the genus Dendrobium spp., Dictyocaurus filaria, Diphyllobothrium latum, Dracunculus medinenccus E. granulosus, Echinococcus multilocularis, Gyochu (Enterobius vermicularis), Fachyola spp., Haemonchus spp. Hymenolepis nana, a member of the genus Hyostronglus (Hyostromulus spp.), Loa Loa, Nematodirus spp., Onophagostomum spp., Opistorchis spp. Onchocerca volvulus, Ostertagia spp., Paragonimus spp., Schistosomenlodrose (Strontroglysnfronflies) stercoralis), a kind of Stroniroides (Strony) oides spp. ), Taenia saginata, Taenia solium, Trichinella spiraris, Trichinella nativiva, Trichinella nitritelli (Trichinella brini) ), Trichinella pseudopusillaris, Trichostronulus spp., Trichris trichuria, Pancroft filariae (Wuchereria bancrof.).

  It may also be possible to control protozoa such as the genus Eimeria.

  From the order of the Heteroptera, for example, Anasa tristis, Antestiopsis spp., Blissus spp., Calocoris spp. Maribida (Campyromma livida), a species of the genus Caberellius (Caverelius spp.), A species of the genus Caesperis (Cimex spp.), Creontiades dilutus (Daynus piperis Diprus cirrus) ), Diconocoris hetetti, Gisde One species of the genus Lux (Dysdercus spp.), One species of the genus Euschistus (Epuschitus spp.), One species of the genus Euligaster (Heuriopeltis spp.), One species of the genus Heliopertis (Horbelliss sp.) Leptocorisa spp., Leptogross phyllopus, Lymus spp., Macropes excavus, Macrosidae, (Nezara spp.), A species of the genus Oebalus (Oebalus spp.), Pentomidae (P entomidae, Piesma quadrata, Piezodorus spp., Psallus seriatus, Pseudastasrperus, R. Sergebergella singularis, Scotinophora spp., Stephanitis nashi, Tibraca spp., Triatoma sp.

  From the order of the same species, for example, a kind of Acylthospon spp., A kind of Aeneolaemia spp., A kind of Agonocena spp., A kind of Alleurodes spro. Alourobus barodensis, a kind of Aleurothrixus spp., A kind of Amrasca spp., Anuraphis cardui, a kind of Aonidera Aphanostigma piri, a kind of cotton aphid (Aphis spp.), Phthalene himeyo Japanese cypress (Arboridia apicalis), a species of the genus Aspidiella (Aspidiella spp.), A species of the genus Aspidiotus (Aspidiotus spp.), A species of the genus Atanus (Atanus spp.), A species of the genus Aphidias genus (Aulacorthum sol), spp.), Brachycaudus helichrysi, a species of the genus Brachycorus spp. Cotton beetle (Ceratovacuna lanigera), Awafuki (Cercopidae), Ceratoplastes spp., Strawberry leaf aphid (Chaetosifon fragae folii), Kionaspistega sp. (Chromaphis juglandicola), Chrysomphalus ficus, Cicadulina mbila, Coccomitillus halli, a species of the Cox sp. ), Cryptomyzus ribis, a species of the genus Dulbulus (Dalbulus spp.), A species of the genus Dialeurodes (Dialeurodes spp.), A species of the genus Diaphorina spp. , A species of the genus Doralis (Doralis spp.), A species of the genus Drosica (Drosica spp.), A species of the genus Dissafis (Dysaphys spp.), A species of the genus Dysmicoccus spp. , A species of the genus Eriosoma (Eriosoma spp.), A species of the genus Erythroneura (Erythroneura spp.), elis ilobatus, Geococcus coffeae, Homalogisca coagulata, Hyperterus arundinis, Icerya spp. Icerya spp. , A species of Idioscopus spp., A species of Lamindelfax straatella, a species of Lecanium spp., A species of Lepidosaphes spp., A species of Lepidosa aphis s. Macrosiphum pp.), Mahanarva fimbriolata, Melanaphis sacchari, Metcalfiella spp. Monelliopsis pecanis, a species of the genus Mizus spp., A kind of lettuce aphid (Nasonobia ribisnigrit), a species of the genus Nephotetix spp. pia spp. ), Orthezia praelonga, Parabemisia myricae, Paratrioza spp. (Peregrinus maidis), a species of the genus Phenacoccus (Phenacoccus spp.), Phloeomyzus passeriniii, a species of the genus Phoplon humuli (Pn. aspidistrae), plastic A species of the genus Nococcus (Planococcus spp.), A species of Protopulvinaria pyriformis, a species of Pseudouracapsis pentagona, a species of the genus Pseudococcus spp. Pteromarus spp., Pirilla spp., Quadraspidiotus spp., Quesada gigas, Rastrococcus sp. A kind of (Ropalosiphum spp.), Seiset A species of the genus A (Saissetia spp.), Scaphoides titanus, Schizophis graminum, Selenaspidus articulatus, a species of S. Sogataella furcifera, a species of the genus Sogatodes (Sogatodes spp.), A species of Stictocephala festina, a genus Tenaraphala malaenis (Tenaliphala malaienis), chinocarisae. spp. ), A species of Toxoptera spp., Triaureodes vapariorum, a species of Triosa spp., A species of Tiflociba spp. Aphids (Viteus vitifolii).

  From the order of the Hymenoptera, for example, a kind of Diprion spp., A kind of Hoplocampa spp. Vespa spp.).

  From the order of the isopods, for example, Armadillium vulgare, Oniscus asellus, Porcellio scaber.

  From the order of the order of the Isotopes, for example, a species of the termite genus Reticulitermes spp.

  From the order of the Lepidoptera, for example, Acrotica major, Aedia leucomelas, Agrotis spp., Alabama argillacea, Arathia sp. brassicae, buccaltrix turberella, buppin pinarius, cacoecia podana, capa reticulana, capa reticulana matobia brumata), a species of the genus Kilo (Chiro spp.), a spruce budworm (Christoneura fumiferana), a genus Clysia abiguaella, a species of the genus Cnaphalos. Ephestia kühniella, Euprottis chrysorhoea, a kind of Euxoa spp., A kind of Feltia spp. Helicoverpa spp.), Helio Heliothis spp., Hofmannophylla pseudospletella, Homomanagana pima, Hyponometa pada, Hyponometa sp. Listhocoltis blancardella, Lithophane antennata, Loxagrotis albicosta (Limographis albicosta), Lymantria spp. cae), Moshisurepanda (Mocis repanda), armyworm (Mythimna separata), a kind of Oria genus (Oria spp. ), Rice plant beetle (Oulema oryzae), pine beetle (Panoris flammea), cotton moth (lo) genus, genus p. 1 species (Prodenia spp.), 1 species of Pseudaletia spp., Pseudoplusia includens, 1 species of Pyrusuta nubilalis, 1 species of Spodoptera sp. (Therme Sia gemmatalis, iga (Tinea pelliella), coiga (Tineola bisselliella), tortrix viridana (Trichoplusia spp.).

  From the order of the Diptera, for example, Acheta domesticus, Blattella orientalis, Blattella germanicus, Gryllotalpa spp., L. .), A species of the genus Melanoplus (Melanoplus spp.), Cockroach (Periplaneta americana), and locust birch (Schistocerca gregaria).

  From the order of fleas, for example, Ceratophyllus spp., Xenopsilla cheopis.

  From the binding class, for example, Scutigella limmacula.

  From the order of the order, for example, Variiotrips biformis, Eneotrips flavens, Franchiniella spp., Heliotrips sp. Thrips (Hercinotrips femorialis), Kakotrips spp., Lipiphorotrips cruentus (Shipstrips), Skilltotrips tropstrips A kind of genus p.).

  From the order of the spot, for example, Lepisma saccharina.

  Examples of plant parasitic nematodes include, for example, one species of the genus Anguina (Anguina spp.), One species of the genus Aferenchoides (Aphelenchoides spp.), One species of the genus Verenoaimus (Belonoaimus spp.), And one species of the genus Brusaferencus ( Bursaphelenchus spp.), Dichylenchus dipsaci, a kind of Globodera sp. Longidorus spp.), Meloidogyne spp., Negrescenchus (P atylenchus spp.), a species of Nemoglycenchu sp. Examples include a genus of the genus (Tylenchulus spp.), A citrus nematode (Tylenchulus semipenetans), and a genus of the genus Xyphinema (Xifinema spp.).

  Moreover, in the field of veterinary preparations, the novel compounds of the present invention are effectively used against various harmful animal parasitic pests (endoparasites and ectoparasites) such as insects and maggots. Is possible.

  Examples of such animal parasitic pests include the pests described below.

  Examples of insects include a species of the genus Gastrophyllus (Gasterophilus spp.), A species of the genus Salmonella (Stomoxys spp.), A species of the genus Trichodeses (Trichodictes spp.), A species of the genus Rhodonius (Rhodnius spp. canis), Simx lecturius, cat flea (Ctenocephalides felis), sheep fly (Lucilia cuprina) and the like.

  Examples of the acarid mites include a species of the genus Mite (Ornithodoros spp.), A species of the genus Tick (Ixodes spp.), A species of the genus Tick (Boophilus spp.), And the like.

  In the field of veterinary medicine, for example in the field of veterinary preparations, the active compounds according to the invention are particularly effective against animal parasites such as ectoparasites or endoparasites.

  The term endoparasite includes in particular helminths such as tapeworms, nematodes or flukes, and protozoa such as subspecies subspecies.

  Ectoparasites are typically and preferably arthropods, especially insects such as flies (biting and non-biting), parasitic fly larvae, lice, hair lice, lice, fleas, etc .; Or, for example, a tick such as a tick such as a tick or a tick, or a tick such as a scab, mite, spider mite or the like.

These parasites include the following:
From the order of the Anoplurida, for example, Haematopinus spp., Lignatus spp., Pediculus spp., Phtyrus spp., Phtyrus spp. Solenopotes spp .; specific examples are: Lignatus setosus, Lignathus vitulis, Linogthus olgi, , Goat lice (Linognathus stenop) is), Haematococcus Pinus reeds two macro cell Fars (Haematopinus asini macrocephalus), Ushijirami (Haematopinus eurysternus), Butajirami (Haematopinus suis), head lice (Pediculus humanus capitis), body louse (Pediculus humanus corporis), Philo gills Valentino Sutato Rikusu (Phylloera vastatrix ), Phthyrus pubis, and Solenopotes capillatus; ), A kind of white wolf genus (Menopon spp.), A kind of Trinoton spp., A kind of Bobicola genus (Bovicola spp.), A kind of genus Wernekiella (Werneckella spp.), A kind of genus Lepikentron (Lepikentron) spp.), Damarina spp., Trichodictes spp., Felicola spp .; specific examples are: Bobicola bovis, sheep B Ovis), Bobicola limbata, Damarina bovis, Dog lice (Trichodecte) canis), cat lice (Felicola subbrostratus), goat lice (Bovicola caprae), Lepikentron ovis (Lepikentron ovis); From the order of Brachycerina, for example, Aedes spp. ), Genus Anopheles spp., Genus Culex spp., Genus Simulium spp., Eugenium spp., Genus Phlebotomus spp. .), A kind of Rutzomia spp., A kind of Curicoides spp., A kind of Mekraab (Chrysops spp.), A kind of Odagmia spp., A kind of Wilhelmia p .), A species of genus Kibosiab (Hybomitra spp.), A species of Atilotus (Atylotus spp.), A species of genus Abuba (Tabanus spp.), And a species of genus Abalone (Haematopota spp.), A species of the genus Phillipomia (Philopmyia spp.), A species of the genus Braura (Braula spp.), A species of the housefly genus (Musca spp.), A species of the genus Musca spp. (Stomoxys spp.), Haematobia spp., Morelia spp., Fannia spp., Tsetse spp., Glossina spp. (Calliphora spp.), A species of the genus Glyphae (Lucilia spp.), A species of the genus Crizomia (Chrysomya spp.), A species of the genus Volfartonia spp. (Wolfahrtia spp.), Sarcophaga spp., Oletrus spp., Hypoderma spp., Gastrophylla spp. (Hippobosca spp.), A species of the genus Lipoptena (Lipoptena spp.), A species of the genus Oleoptera (Melophagus spp.), A species of the genus Rhinoestrus (Rhinoestrus spp.), And a species of the genus Gaganbo (Tipula spp.). : Aedes aegypti, Aedes albopicta (Aedes albopictus) )), Aedesta eniorinovhus (Aedes taenorhynchus), Gambier kingfish (Anopheles gambiale), Anopheles maclipennis (Canophores crisp) Netex squid (Culex quinquefasciatus), Culex pipiens, Curex tarsalis, Fannia canicaris (Sarcophaga cariaria) (Sarcophaga cariarias) s), Tipula paludosa, sheep flies (Lucilia cuprina), white flies (Lucilia sericata), simuli reptans (Similium reputa), frebotapata pahito (mle butterflies) Odaggia ornate, Wilhelmia equina, Bophthora erythrocephala, Tabanus bromius, Tabanus podus sp. s atratus, Tabanus sudeticus, Hybomitra ciurea, Chrysops caecutiens, Chrysopritus pristomas pluvialis), Ha Emma topo Thailand Rica (Haematopota italica), Musca Autumn Naris (Musca autumnalis), housefly (Musca domestica), the horn fly (Haematobia irritans irritans), the horn fly (Haematobia irritans exigua), Ha Emma Tobias Chim lance (Haemat bia stimulans), hydro Tae Airi chest (Hydrotaea irritans), Shirahoshi thorns Asymmetric dressed (Hydrotaea albipuncta), chrysolite Mia chloro Piga (Chrysomya chloropyga), screwworm (Chrysomya bezziana), Hitsujibae (Oestrus ovis), Ushibae (Hypoderma bovis), Kisujiushibae (Hyperderma lineatum), Przevalskiana silenus, Dermatobia hominis, Melophagus ovinus, Lipoptena capreoli Naserubi (Lipoptena cervi), hypoxanthine boss Cavalier play (Hippobosca variegata), Umajiramibae (Hippobosca equina), stable flies (Gasterophilus intestinalis), Gas terrorism Phil Suhe Molloy Darisu (Gasterophilus haemorroidalis), Gas terrorism Phil Sui channel miss (Gasterophilus inermis), Gas terrorism Phil Sand Saris (Gasterophilus nasalis), Gasterophilus nigricornis, Gasterophilus pecorum, Braula coeca From Shihonaputerida (Siphonapterida), for example of the human flea genus kind (Pulex spp. ), A species of the genus Intenomi (Ctenocephalides spp.), A species of the genus Tunga (Tunga spp.), A species of the genus Neonopylilla (sperophyllus spp.); Specific examples are: canis), cat flea (Ctenocephalides felis), human flea (Pulex irritans), tunnel penetrans, Xenopsilla cheopes; from the genus Sp. 1 species (Triatoma spp.), 1 species of Rhodonius (Rhodnius spp.) nstrongylus spp.).

  From the cockroaches, for example, the British cockroach (Blatta orientalis), the American cockroach (Periplaneta americana), the German cockroach (Blatella germanica), the species of the genus Spella (eg, Spellalongipalpa (p.

  From the order of the ticks (Acarina), and from the order of the ticks and the middle ostia, for example, Argas spp., Ornithodorus spp., Otobius 1 species (Otobis spp.), 1 species of tick genus (Ixodes spp.), 1 species of genus Ambrionma (Amblyomma spp.), 1 species of genus Rhypicephalus (Boophilus) spp., 1 species of genus Spider (Dermacent) A species of Haemophyalis spp., A species of Ivy tick (Hyalomma spp.), A species of Dermanissus spp. Rhipicephalus spp. (Original genus of multi-host ticks), house dust mite (Ornithonyssus spp.), Pneumonysus spp., Lailietia spp., Pneumonitis spp. A kind of genus (Pneumonyssus spp.), A kind of Sternostoma spp., A kind of genus Baroa (Varroa spp.), A kind of genus Acarapis (Acarapis spp.); Reflexus (Argas reflexus), Japanese oyster mite (Ornithodorus moubata), Otobius megnini (Otobius me) nini), Boophilus microplus (Rhipicephalus (Boophilus) microplus), Ripisefarasu (Boofirasu) Dekororatasu (Rhipicephalus (Boophilus) decoloratus), Ripisefarasu (Boofirasu) Anyuratasu (Rhipicephalus (Boophilus) annulatus), Ripisefarasu (Boofirasu) Karuseratasu (Rhipicephalus (Boophilus) calceratus) Hyaluma anatomicum, Hyalomma aegypticum, Hyaloma marginatum, Hyalon matranciens (Hyalomma transiens), Ripicephalus eversi, Ixodes ricinus, Ixodes hexogousus, Ixodisosicesc pilosus, Ixodes rubicundus, Ixodes scapularis, Ixodes holocycus physalis cinna, Hemiphysalis conphysina Rina (Haemaphysalis cinnabarina), Hema Fi Saris Oto Philadelphia (Haemaphysalis otophila), Hema Fi Saris reach (Haemaphysalis leachi), longicornis (Haemaphysalis longicorni), Delmas center Margi Summer scan (Dermacentor marginatus), Delmas Center retinyl class Tsusu (Dermacentor reticulatus), Delmas Center Dermacentor pictus, Dermacenter albicticus, Dermacenter andersonii, Dermacenter andersonii center variabilis), Hyalomma mauritanicum, Chrysophyllus phalus Rhipicarus, Rhipicephalus burs (Rhipicephalus burs) capensis), Rhipicephalus turanicus, Rhipicephalus zambeziensis, Amblyomma americanum, Ambrionma Amblyomma variegatum, Amblyomma mursanth (Amblyomma hessium), Amblyomma hessium (Amblyomma hesalum) Ornithonyssus sylviarum, honeybee mite (Varroa jacobsoni); from the order of the mites (Acari: Acaridae) and from the order of the Acarapis (Acarapis sp.), For example, Acarapis sp. ), A species of the genus Cheletiella spp., A species of the genus Ornithocheelecia spp., A species of Myobia spp., A species of the genus Psorgerates spp. (Demodex spp.), A species of the genus Tsutsugamushi (Trombicula spp.), A species of the genus Listrophorus (Listrophorus spp.), A species of the genus Acarus (Acarus spp.), And a species of the genus Tyrophagus spp. Of the genus Hypodictes spp., One of the genus Pterolichus spp. One species of the genus Phyropsum mite (Psoroptes spp.), One species of the genus Sychoenki mite (Choroptes spp.), One species of the genus Michnid mite (Otodetectes spp.), One species of the genus Sarcoptes (Sarcoptes spp.) spp.), a kind of Knemidopoptes spp., a kind of Cytodites spp., a kind of Laminosioptes spp .; specific examples are: , Demodex canis, Demodex canis bovis), sheep mite mite (Demodex ovis), goat mite mite (Demodex caprai), horseshoe mite (Demodex cauli), demodex cavalli (Demodex cauli), butterfly mite (Demodex cauli) Salem (Netrombicula desaleri), Neosongastia xerothermobia (Neoschongastia xerothermobia), Red tsutsugamushi (Trombicula akamusti), Omitects cynotosedo Canis (Sarcoptis canis), sarcosine pteridine Subo bis (Sarcoptes bovis), sarcosine-flops test ovis (Sarcoptes ovis), sarcosine-flops test Rupika Pura e (Sarcoptes rupicaprae (S. caprae), Sarcoptes equi, Sarcoptes suis, Psoroptes ovis, Psoroptes cuniculi, pistol escum Chickoptense bovis, Psoergates ovis, Pneumonysoidic mange, Pneumonysoids caninum, Acaris tick.

  The active compounds according to the invention are also suitable for the control of arthropods, helminths and protozoa that attack animals.

  Examples of animals include farm animals such as cows, sheep, goats, horses, pigs, donkeys, camels, buffalo, rabbits, chickens, turkeys, ducks, geese, ornamental fish, and honey bees.

  Moreover, animals include, for example, dogs, cats, domestic birds, ornamental fish, and livestock animals (also called companion animals) such as those known as laboratory animals such as hamsters, guinea pigs, rats and mice.

  Control of these arthropods, helminths and / or protozoa reduces the number of deaths, as well as the quality (in the case of meat, milk, wool, skin, eggs, honey, etc.) and the health of the host animal It is intended to be improved, and it is intended that the use of the active compounds of the present invention will allow for more economical and simple animal breeding.

  For example, it is preferable to prevent or prevent blood sucking from the host by the parasite.

  Parasite control can also help prevent the transmission of infectious agents.

  As used herein, the term “control” refers to the field of veterinary medicine where an active compound reduces the level of such parasite development in an animal parasitized by such parasites to an innocuous level. Means effective.

  More specifically, as used herein, “control” means that the active compound is effective in killing such a parasite, inhibiting its growth, or inhibiting its growth. . In general, the active compounds of the present invention can be applied directly when used in the treatment of animals.

  Preferably, they are applied as pharmaceutical compositions that may contain pharmaceutically acceptable excipients and / or auxiliaries known in the art.

  In the field of veterinary medicine and animal husbandry, the active compound can be administered by enteral dosage forms such as tablets, capsules, beverages, drops, granules, pastes, boluses, feeds, suppositories; for example injection (intramuscular, subcutaneous, Intravenous, intraperitoneal, etc.), parenteral administration such as implants, nasal administration, for example, transdermal dosage forms such as bathing or dipping, spraying, pour-on and spot-on, washing, dusting, color, ear tags, It is applied (eg administered) in a known manner with the aid of shaped articles containing active compounds such as tail tags, limb bands, reins, marking devices and the like.

  The active compounds may be formulated as suitable formulations which can be used as shampoos or in aerosols, eg, pressureless sprays such as pump sprays and atomizer sprays.

  When used in livestock, poultry, livestock animals, etc., the active compound of the present invention comprises a formulation (eg, powder, wettable powder [“WP”], emulsion, emulsifying agent) containing the active compound in an amount of 1 to 80 weight percent. Concentrates [“EC”], flowables, homogeneous solutions and suspension concentrates [“SC”]), applied directly or after dilution (eg 100-10,000 fold dilution) or as a medicine tank Is possible.

  When used in the veterinary field, the active compounds of the invention can be used in combination with suitable synergists such as, for example, acaricides, insecticides, anthelmintics, antiprotozoal drugs or other active compounds.

  In the present invention, a substance having an insecticidal action against pests including all of these is referred to as an insecticide.

  The active compounds according to the invention can be prepared in the form of conventional formulations when used as insecticides.

  Examples of compound forms include solutions, emulsions, wettable powders, water dispersions used with combustion devices (eg, fumigation and smoke cartridges, cans, coils, etc. as combustion devices), ULV (cold mist, hot mist), etc. Active granules, suspensions, powders, foams, pastes, tablets, granules, aerosols, active and compound infused natural and synthetic materials, microcapsules, seed dressing agents, formulations.

  These formulations can be produced by methods known per se.

  For example, the formulation may comprise the active compound as a developing agent, ie, a liquid diluent or carrier; a liquefied gas diluent or carrier; a solid diluent or carrier, and optionally a surfactant, ie, an emulsifier and / or It can be produced by mixing with a dispersant and / or a blowing agent.

  When water is used as a developing agent, for example, organic solvents can also be used as cosolvents.

  Examples of liquid diluents or carriers include aromatic hydrocarbons (eg, xylene, toluene, alkylnaphthalene, etc.), chlorinated aromatic or chlorinated aliphatic hydrocarbons (eg, chlorobenzene, ethylene chloride, methylene chloride), fatty Group hydrocarbons (eg cyclohexane), paraffins (eg mineral oil fractions), alcohols (eg butanol, glycols and their ethers, esters, etc.), ketones (eg acetone, methyl ethyl ketone, methyl isobutyl ketone, cyclohexanone, etc.), A strongly polar solvent (for example, dimethylformamide, dimethyl sulfoxide, etc.), water and the like can be mentioned. The liquefied gas diluent or carrier can be an aerosol propellant such as butane, propane, nitrogen gas, carbon dioxide and halogenated hydrocarbons that are gases at normal temperatures and pressures. Examples of solid diluents include finely divided natural minerals (eg, kaolin, clay, talc, chalk, crystal, attapulgite, montmorillonite, diatomaceous earth, etc.), finely divided synthetic minerals (eg, highly dispersed silicic acid, alumina, silicic acid, etc. ) And the like. Examples of solid carriers for granules include finely divided and sieved rocks (eg calcite, marble, pumice, sepiolite, dolomite, etc.), synthetic granules of inorganic and organic powders, fine particles of organic materials ( For example, sawdust, coconut shell, corn core, tobacco stalk, etc.). Examples of emulsifiers and / or blowing agents include nonionic and anionic emulsifiers [eg, polyoxyethylene fatty acid esters, polyoxyethylene fatty acid alcohol ethers (eg, alkylaryl polyglycol ethers), alkyl sulfonates, alkyl sulfates, aryl sulfonates Etc.], albumin hydrolysate and the like. Examples of dispersants include lignin sulfite waste liquor and methylcellulose.

  Stabilizers can also be used in the formulation (powder, granules, emulsion), examples of stabilizers include carboxymethyl cellulose, natural and synthetic polymers (eg gum arabic, polyvinyl alcohol, polyvinyl acetate, etc. ) And the like. Colorants can also be used, and examples of colorants include inorganic pigments (eg, iron oxide, titanium oxide, Prussian blue, etc.), alizarin dyes, organic dyes such as azo dyes or metal phthalocyanine dyes, and In addition, trace elements such as iron, manganese, boron, copper, cobalt, molybdenum and zinc salts can be mentioned. Formulations can usually contain the active ingredient in an amount ranging from 0.1 to 95 percent by weight, and preferably from 0.5 to 90 percent, by weight. The compounds of the present invention can also be used as admixtures with other active compounds such as, for example, insecticides, baits, fungicides, acaricides, nematicides, fungicides, fungicides, growth regulators, herbicides, etc. It can exist in these commercially useful formulation forms and in application forms prepared from these formulations.

  The content of the compounds of the invention in commercially useful application forms can vary within wide limits.

  The concentration of the active compound of the present invention actually used can be, for example, in the range of 0.0000001 to 100 weight percent, preferably 0.00001 to 1 weight percent.

  The compounds of the present invention can be used in a conventional manner appropriate to the use form.

  The active compounds of the present invention, when used against sanitary pests and pests associated with stored products, have an effective stability against the alkali of calcareous materials, and against wood and soil Also shows excellent residual effectiveness. The compounds of the present invention can be applied in dosages, residue formulations, selectivity, toxicity, production methods, high activity, broad control range, safety, such as pests that are resistant to organophosphorus and / or carbamate drugs. It may have advantageous properties with respect to the control of resistant organisms.

  Further embodiments of the invention are described below.

  The compounds of formula (I) are insect pests such as Lepidoptera, Diptera, Hemiptera, Gross moth, Straight moth, Reticulate, Coleoptera, Flea, Membrane and Isopod And can be used to combat and control invasion by other invertebrate pests such as, for example, mites, nematodes and mollusc pests. Insects, ticks, nematodes and mollusks are collectively referred to herein as pests. These pests that can be controlled and controlled by the use of the compounds of the present invention include agriculture (this term includes the cultivation of crops for food and textiles), horticulture and veterinary, companion animals, forestry and plant origin. Pests related to the storage of products (such as fruits, grains and sawnwood); pests related to damage to man-made structures and transmission of human and animal diseases; and unpleasant pests (Such as flies).

  The compounds of the present invention can be used in ornamental plants such as lawns, flowers, shrubs, birch or evergreen trees such as conifers, as well as trunk injection, pest management and the like.

  The compounds of the present invention can be used to control pests inhabiting animals including: ants, bed bugs (adults), bees, beetles, Boxelder Bugs, wasps, cutworms, centipedes, tobacco beetles, Clover mite, cockroach, slater, cricket, earwig, spotted sea bream, flea, fly, beetle worm, millipede, mosquito, swan beetle, scallop, sawtooth beetle, wolfworm, spider, white mite, spider, white spider Wasps, cockroaches, crickets, flies, trash beetles (such as beetles, barbet beetles and hornworms), mosquitoes, rubber bugs, scorpions, spiders, spider mites (spider mites, spruce ticks), ticks.

  The compounds of the present invention may be used for the control of decorative pests including: ants (including a species of fusari), army worms, azalea caterpillars, aphids, caterpillars, bark beetles (adults), box elder bugs, Bad worms, California oak worms, Arctic worms, cockroaches, crickets, root-cutting insects, root beetles (Eastern tenter caterpillar), elm potato beetle, European soy flies, white butterflies, flea beetles, larvae (Forest tent caterpillars), larvae (Japan beetle) (adult), Japanese black beetle (adult), Awadachigumbai, edible caterpillar, leaf hopper, leaf-grown insect (adult) , Caterpillar, leaf skeltonizer, earthworm, mosquito, oleander moth larva, dandelion, pine bee, pine shoot beetle, pine tip moss, beetle bug, root weevil, bee, scale insect (crawler), spider, awafuki, striped Beetle, striped oak worm, thrips, chip moss, dolphin larva, large bee (Wasp), broadmite, brown soft scale, red beetle (crawler), cloverite, lobster, pine needle scale (crawler), spider mite, whitefly .

  The compounds of the present invention can be used to control turf pests including: ants (including a species of fusari), army worms, centipedes, crickets, root-cutting insects, earworms, fleas (adults), grasshoppers, legumes ( Japanese beetle (adult), millipede, tick, mosquito (adult), dandelion, sod web worm, rotifer, tick (including species that infect Lyme disease), bluegrassville bug (adult), black turfgrass athenius (Adult), Tsutsugamushi, Flea (Adult), Earthworm (Inhibition), Weevil (Adult), Kera (Larvae and Young Adults), Kera (Mature Adults), Kobanagagamemushi.

  Examples of pest species that can be controlled by the compounds of formula (I) include: peach persicae (Aphids), cotton aphids (Aphids), bean aphids (Aphids), A species of the genus Lymus spp. (Capsid), a species of the genus Dysdercus (Capsid), a leafhopper (Nilaparvata lugens), a member of the genus Nephotectix (Nezara spp.), Stink bug, Euschistus spp., Strep bug (Leptocorisa spp.) (Stink bug), Franklinella occidentalis (Thrips), Thrips spp. (Thrips), Colorado potato Anthonomus grandis), Aonidiella spp., Scale insect, Trialureodes spp., Whitefly (Awanomeiga), Podoptera titalis (cotton leaf worm), fake American tobacco moth (Nise American tobacco moth), zebra moth (helicoverpa olco), or tobacco ) (Cotton bollworm), Sylepta derogata (Wata noiga), Pieris brassicae (Monro butterfly), Plutella xylostella (A. sp.) ) (Coleoptera), Chilo suppressalis (Nika Meichu), Tosama Grasshopper (Locusta migratoria) (Grasshopper), Australia Panonychus ulmi (Ringo spider mite), Ripe spider mite (Tantanychus urticae) (Floor spider mite), Flounder spider mite (Tetanychus cynbarinus) Bite mites, Polyphagotarsonemus latus (Chanophyllus mite), Brevipulps sp. ) (Cat fleas), Liriomyza spp. (Lepidoptera), Musca domestica (fly), Aedes aegypti (mosquito), Anopheles (Aspell) , A species of the genus Culex (Culex spp.) ( Mosquito), a species of Lucilia spp. (Black flies), German cockroach (Battella germanica) (cockroach), cockroach (Periplaneta americana) (cockroach), red cockroach (Blitta orientalis) For example, one species of the genus Mastothermes (Mastothermes spp.), One termite of the family Levisite (for example, one species of the genus Neotermes (Neotermes spp.)), One of the termites of the family Termite (for example, Copttermes formosanus), (Reticulitermes flavipes), Yamato termite (R. supertu), R.A. R. virginicus, R. R. hesperus and R. hesperus R. santonensis) and termites of termites (eg, Globitermes sulfureus), red ants (Solenopsis geminata) (a kind of red ants), ) And a species of the genus Linognus spp. (A kind of white lice and lice), a kind of Meloidogyne spp. .) (Cyst nematode), platyre Pratylenchus spp. (Negusaresenchu), Rhodophorus spp. (Bananemoglycenchu), Tyrenchulus spp. Haemonchus contortus (torsion gastroderma), Caenorhabditis elegans (nematode), Trichostrongylus spp. (Gastrointestinal nematode), and Noharamakuteru (D) (Slump).

  The compounds of the present invention are soy (eg 10-70 g / ha in some cases), corn (eg 10-70 g / ha in some cases), sugarcane (eg 20-200 g / ha in some cases). Alfalfa (eg 10-70 g / ha in some cases), Brassica (eg 10-50 g / ha in some cases), rape (eg canola) (eg 20-70 g / ha in some cases) Potato (including sweet potato) (eg 10-70 g / ha in some cases), cotton (eg 10-70 g / ha in some cases), rice (eg 10-70 g / ha in some cases) , Coffee (e.g. 30-150 g / ha in some cases), citrus ( For example, in some cases 60-200 g / ha), almonds (eg 40-180 g / ha in some cases), resulting vegetables (eg tomatoes, pepper, pepper, eggplant, cucumber, pumpkin etc.) (eg some In some cases 10-80 g / ha), tea (eg in some cases 20-150 g / ha), bulb vegetables (eg onion, leek etc.) (eg in some cases 30-90 g / ha), grapes (eg 30-180 g / ha in some cases, fruit fruits (eg, apples, pears, etc.) (eg, 30-180 g / ha in some cases), and stone fruits (eg, pears, plums, etc.) (E.g. 30-180 g / ha in some cases) Kicking can be used in pest control.

  The compounds of the present invention include, for example, Elasmopalpus lignosellus, Adelotus nokabuto (Dilobodarus abderus), Diabrotica speciosa, Sternexus stergous (S) Agrotis ypsilon, Julus ssp., Anticarsia gemmatalis, Megaceris ssp., Procorniters genus (Procorniters genus) Grylotalpidae), Minamioka Nezara viridula, Piezodorus spp., Acrosternum spp., Neomegalotomus spp., Ceratomatocrum ceratoma Popilia japonica, a species of the genus Idessa (Edessa spp.), Liogenys fuscus, Euchitus heros, a stem-piercing pest, a species of the genus Scaptocoris staphylocassica Phyllophaga spp.), Pseudopulsia Inclusion (Ps) udoplusia includens), a kind of Spodoptera (Spodoptera spp.), sweetpotato whitefly (Bemisia tabaci), it can be used soybean for controlling a kind of Aguriotesu genus (Agriotes spp.). The compounds of the present invention are preferably an Adels horned beetle (Diloboderus abderus), Diablotica speciososa, Nezara viridula, a species of Piezodorus spp. (Acrosternum spp.), Ceratomato trifurcata, Populus japonica, Euchytus heros, Phylophaga sp. (Phylophag. Sp.). For soy.

  The compounds of the present invention include, for example, Uchistus heros, Dichelops furcatus, Dilobodarus abderus, Morosopaldospurus p frugiperda), southern red beetle (Nezara viridula), cellophane trifurcata (Cerotoma trifurcata), beetle (Popillia japonica), Japanese red spider (Agrotis ypsic) Nitermes Of the genus (Procornitermes ssp.), Scaptocoris castanea (Scaptocoris castanea), Formicidae (Jurus ssp.), Dulbulis maidis (Dalbulus maid i) , Mocis latipes, Bemisia tabaci, Heliotis spp., Tetranychus spp., Tryps spp., Philos spp. phyllophaga spp.), a species of the genus Scaptocollis coris spp.), Liogenys fuscus, Spodoptera spp., Ostrinia spp., Sesamia spp., Agriotes genus Agrotes g. spp.) can be used on corn. The compounds of the present invention are preferably Uchistus heros, Dichelops furcatus, Dilobodarus abturus, Nezara viratulata (Popilia japonica), Diablotica speciosa, Western corn rootworm (Dibroticica virgifera), Tetranychus spp., A kind of Tryps genus (Stropa, Spga) (Phyllophaga spp. ), A species of the genus Scaptocoris (Scaptocoris spp.), And a species of the genus Agriotes (Agriotes spp.).

  The compounds of the present invention can be used, for example, in sugarcane to control a species of Sphenophoraus spp., Termites, and a species of Mahanarva spp. The compounds of the present invention are preferably used in sugarcane to control termites, a species of the genus Mahanarva spp.

  The compounds of the present invention include, for example, Hyperna bruneipenis, Alfalfa weevil (Hyera posta), Collias eurythem, Collops spp., Empor sola. Epitrix, a species of the genus Geocoris (Geocoris spp.), Lygus hesperus, Lygus lineolalaris, a species of the genus Spistilus sp. Controls Trichoplusia ni Can be used for alfalfa. The compounds of the present invention are preferably Hyperella bruneipennis, Alfalfa weevil (Hypera postica), Empoasca solana, Epitrix (Epitrick), L lineolaris), used in alfalfa to control nettle wrinkles (Trichoplusia ni).

  The compounds of the present invention include, for example, moth (Plutella xylostella), a species of the genus Pieris (Pieris spp.), A species of the genus Mamestra (Mamestra spp.), A species of the genus Prussia (Plusia spp.), And a trichoplusia (Trichoplusia). ), A species of Phyllotreta spp., A species of Spodoptera (Spodoptera spp.), An Emposka solana, a species of Trypsa (Thrips spp.), And a species of Spodoptera sp. It can be used in Brassica to control a species of Delia spp. The compound of the present invention is preferably a moth (Plutella xylostella), a species of the genus Pieris (Pieris spp.), A species of the genus Prussia (Plusia spp.), A trichoplusia ni, or a species of the genus Phylotreta. ), Used to control Brassica spp. To control a species of Trips spp.

  The compounds of the present invention can be used, for example, in rape such as canola in order to control a species of the genus Merigethes spp.

  The compounds of the present invention include, for example, one of the genus Empoaska spp., One of the genus Leptinotarsa (Leptinotarsa spp.), One of the genus Diablotica speciososa, and one of the genus Phthorimaea sp. Can be used in potatoes containing sweet potatoes to control one species of Paratrioza spp., Maladera matrida, and one species of the genus Agriotes (Agriotes spp.). The compounds of the present invention are preferably a species of the genus Empoaska spp., A species of the genus Leptinotarsa (Leptinotarsa spp.), A species of Diabrotica speciososa, a species of the genus Phthromamaea sp. It is used in potatoes containing sweet potatoes to control a kind of Paragliazo spp. And a kind of Agriotes spp.

  The compounds of the present invention include, for example, Mexican cotton weevil (Anthonomus grandis), Pectinophora spp., Heliotis spp., Spodoptera spp., Tetranicus. 1 species (Tetranychus spp.), 1 species of Emporska spp., 1 species of Tryps (Thrips spp.), 3 species of whiteflies (Bemisia tabaci), 1 species of the genus Lycra spp. Phyllophaga spp.), Which can be used on cotton to control one species of the genus Scaptocoris spp. The compound of the present invention is preferably a Mexican weevil (Anthonomus grandis), a kind of Tetranychus spp., A kind of Emposka spp., A kind of Trips spp. It is used in cotton to control one species of Lymus spp., One species of Phyllophaga spp., And one species of Scaptocoris spp.

  The compounds of the present invention include, for example, one species of Leptocorisa spp., One species of Cnaphaloclosis, one species of Tyro spp., One species of Sylpophaga spp. It can be used in rice to control a species of Lissohopoptrus spp., Oebalus pugnax. The compounds of the present invention are preferably used in rice to control Leptocorisa spp., Lissohoptrus spp., Oebalus pugnax.

  The compounds of the present invention can be used, for example, in coffee to control Hypotenemus Hampei, Perileucoptera Coffela, and Tetranychus spp. The compounds of the present invention are preferably used in coffee to control Hypotenemus Hampei, Perileucoptera coffela.

  The compounds of the present invention include, for example, the citrus spider mite (Panonychus citri), the citrus mite (Phylocoptruta oleivora), the species of the genus Scarlet mite (Brevipalpus spp.), The species of the citrus spider genus (P. It can be used in citrus fruits to control one species of the genus (Thrips spp.), One species of the genus Unapsis (Unaspis spp.), One species of the fruit fly (Ceratitis capitata), one species of the genus Phylocnistis (Phyllocnistis spp.). The compound of the present invention is preferably a citrus spider mite (Panonychus citri), a citrus mite (Phyllocoptruta oleivora), a species of the genus Scarlet mite (Brevipalpus spp.), A species of the citrus genus (Diaphorina citris), It is used in citrus fruits to control one species of the genus (Thrips spp.) And one species of the genus Phyllocystis spp.

  The compounds of the present invention can be used, for example, in almonds to control Amyelois transitella, a kind of Tetranychus spp.

  The compound of the present invention includes a species of the genus Trypsus (Tripps spp.), A species of the genus Tetranicus (Tetranychus spp.), A species of the genus Polyphagotarosonemus (Polyphagotaronemusus spp.), And a species of the genus Acrops (Aculops spp.). , Emposka spp., Spodoptera spp., Heliotis spp., Tota absoluta, Liriosp. Bemisia tabaci), a species of the genus Trialoudes (Trialeurodes spp.), A species of the genus Paratriosa (Paratrioza spp.). , Genus Franklinella occidentalis, genus Franklinella spp., Genus Anthonymus spp., Genus Phyllotreta sp. Epiracuna spp., Haliomorpha spp., Skilltotrips spp., Leucinodes spp., Neolevinodes e c spp.) to control tomato, pepper, pepper, eggplant, cucumber, caboch As a result, it can be used for vegetables. The compound of the present invention is preferably, for example, a species of the genus Tryps (Tripps spp.), A species of the genus Tetranicus (Tetranychus spp.), A species of the genus Polyphagotarosonemus (Polyphagotarsononemus spp.), Or a species of the genus Acrops ( Aculops spp.), Emposka spp., Spodoptera spp., Heliotis spp., Tota absoluta, Liliom sp. , A species of the genus Palatriosa spp., Franklinella occidentalis, Japanese thistle A kind of equine (Frankliniella spp.), A kind of Amrasca sp. spp.) is used for resultant vegetables including tomato, pepper, pepper, eggplant, cucumber, pumpkin and the like.

  The compounds of the present invention include, for example, a species of Pseudauracapaspis spp., A species of Emposka spp., A species of Skilltotrips spp. ) Can be used on the tea to control. The compounds of the present invention are preferably used in tea to control one of the genus Empoaska spp. And one of the genus Skilltotrips spp.

  The compounds of the present invention include, for example, bulb vegetables including onions, leeks and the like in order to control a species of Tryps sp. Can be used. The compounds of the present invention are preferably used in bulbous vegetables containing onions, leeks and the like to control a species of the genus Tryps (Thrips spp.).

  The compounds of the present invention include, for example, a kind of Empoaska spp., A kind of Lobesia spp., A kind of Hana thrips (Franklinella spp.), A kind of Tryps (Thrips spp.), Tetra Tetranychus spp., Ripiporotrips Cruentus, Etoetranychus Willamettei, Erythrona euresula, Erythrone Can be used on grapes to control. The compound of the present invention is preferably a species of the genus Frankliniella spp., A species of the genus Tryps (Thrips spp.), A species of the genus Tetranicus (Tetranychus spp.), Or RhippiphorothritusCrasps. , Used in grapes to control a species of Scaphoides spp.

  The compounds of the present invention include, for example, apples, pears, etc. to control Cacopsylla spp., Psylla spp., Panonychus ulmi, Cydia pomonella Can be used for pome fruit. The compounds of the present invention are preferably used in pome fruit including apples, pears and the like to control a species of Cacopsila spp., A species of Psylla spp., Panonychus ulmi. .

  The compounds of the present invention include, for example, Nashihimeshinsukoi (Graphivita molesta), Skilltotrips spp., Tryps spp., Hana thrips sp. Can be used on stones to control one of the species (Tetranychus spp.). The compound of the present invention is preferably a species of Schirttrips spp., A species of Tryps (Thrips spp.), A species of Hana thrips sp. ) Used to control stones. The present invention therefore includes the step of applying a pest control effective amount of a compound of formula (I) to a pest, to a pest location or to a plant susceptible to pest damage. Provide a method of addressing and / or controlling animal pests, such as invertebrate pests. In particular, the present invention provides an insecticidal, acaricidal, nematicidal or molluscically effective amount of a compound of formula (I) or a composition containing a compound of formula (I) A method of dealing with and / or controlling insects, ticks, nematodes or mollusks comprising the step of applying to organisms, pest sites (preferably plants) or to plants susceptible to damage by pests I will provide a. The compounds of formula (I) are preferably used against insects, ticks or nematodes.

  The term “plant” as used herein includes seedlings, shrubs and trees. Crops also include crops made tolerant to herbicides or herbicide classes (eg, ALS-, GS-, EPSPS-, PPO- and HPPD-inhibitors) by conventional mating methods or genetic manipulation. Should be understood as. An example of a crop that has been rendered tolerant to imidazolinone, such as imazamox, by conventional mating methods is Clearfield® summer rape (rapeseed). Examples of crops that have been rendered resistant to herbicides by genetic engineering methods include, for example, glyphosate- and glufosinate-tolerant corn varieties marketed under the trade names RoundupReady® and LibertyLink®.

  The crops are also those that have been made resistant to harmful insects by genetic engineering methods, such as Bt corn (resistant to corn borers), Bt cotton (resistant to Mexican weevil), and Bt potatoes (resistant to Colorado potato beetles). It should be understood that there is. An example of Bt maize is the Bt176 maize hybrid of NK® (Syngenta Seeds). Examples of transgenic plants encoding one or more genes encoding insecticidal resistance and expressing one or more toxins are KnockOut® (corn), Yield Gard® (corn), NuCOTIN33B® (cotton), Bollgard® (cotton), NewLeaf® (potato), NatureGard® and Protexcta®. Both plant crops or their seed materials can be resistant to herbicides and at the same time can be resistant to insect feeding ("superimposed" transgenic events). For example, seeds can have the ability to express insecticidal Cry3 protein, while at the same time being resistant to glyphosate.

  Crops are also obtained by conventional mating methods or genetic manipulation and should be understood as having so-called output traits (eg improved storage stability, high nutritional value and improved flavor).

  As an insecticide, acaricide, nematicide or molluscicide, to apply a compound of formula (I) to pests, in the place of pests or to plants that are susceptible to damage by pests The compound of formula (I) is usually formulated in a composition comprising a suitable inert diluent or carrier and optionally a surfactant (SFA) in addition to the compound of formula (I). . SFA modifies the properties of the interface (eg, liquid / solid, liquid / air or liquid / liquid interface) by reducing the interfacial tension, thereby allowing other properties (eg, dispersibility, emulsification and wettability). It is a chemical substance that can bring about changes. All compositions (both solid and liquid formulations) contain 0.0001-95%, more preferably 1-85%, for example 5-60% of a compound of formula (I), by weight. It is preferable. The composition is generally harmful in such a way that the compound of formula (I) is applied in an amount of 0.1 g to 10 kg / ha, preferably 1 g to 6 kg / ha, more preferably 1 g to 1 kg / ha. Used for biological control.

  When used in seed dressing, the compound of formula (I) is from 0.0001 g to 10 g (eg 0.001 g or 0.05 g), preferably from 0.005 g to 10 g, more preferably from 0.001 g to 1 kg per seed. Used in an amount of 005g to 4g.

  In another embodiment, the present invention provides a composition comprising a pest control effective amount of a compound of formula (I), in particular insecticidal, acaricidal, nematicidal or Provided are insecticidal, acaricidal, nematicidal or molluscicidal compositions comprising a molluscically effective amount of a compound of formula (I) and a suitable carrier or diluent thereto. The composition is preferably an insecticidal, acaricidal, nematicidal or molluscicidal composition.

  The composition can be sprayed powder (DP), soluble powder (SP), water-soluble granules (SG), water-dispersible granules (WG), wettable powder (WP), granules (GR) (slow release or fast) Release), soluble concentrate (SL), oil-miscible liquid (OL), ultra-low volume liquid (UL), emulsifiable concentrate (EC), dispersible concentrate (DC), emulsion (oil-in-water type) (Both EW) and water-in-oil (EO)), microemulsions (ME), suspension concentrates (SC), aerosols, fumes / fumigation formulations, capsule suspensions (CS) and seed treatment formulations. It can be selected from a number of formulation types including. In any case, the formulation type selected will depend on the particular purpose envisaged and the physical, chemical and biological properties of the compound of formula (I).

  Dispersible powders (DP) comprise a compound of formula (I) with one or more solid diluents (eg natural clay, kaolin, granite, bentonite, alumina, montmorillonite, key slagger, chalk, diatomaceous earth, calcium phosphate, carbonate Calcium and magnesium carbonate, sulfur, lime, flour, talc, and other organic and inorganic solid carriers) and can be prepared by mechanically grinding the mixture into a fine powder.

  Soluble powder (SP) is a compound of formula (I), one or more water-soluble inorganic salts (such as sodium bicarbonate, sodium carbonate or magnesium sulfate) or one or more water-soluble organic solids (such as polysaccharides). And optionally, can be prepared by mixing with one or more wetting agents, one or more dispersing agents, or a mixture of said agents to improve the dispersibility / solubility in water. The mixture is then ground into a fine powder. Similar compositions may be granulated to form water-soluble granules (SG).

  The wettable powder (WP) comprises a compound of formula (I), one or more solid diluents or carriers, one or more wetting agents, and preferably one or more dispersants, and optionally, It can be prepared by mixing with one or more suspending agents to promote dispersibility in the liquid. The mixture is then ground into a fine powder. Similar compositions may be granulated to form water dispersible granules (WG).

  Granules (GR) may be formed by granulating a mixture of a compound of formula (I) and one or more powdered solid diluents or carriers, or a compound of formula (I) (or a suitable The solution in the drug) is absorbed into a porous granular material (such as pumice, attapulgite clay, fuller earth, key slugger, diatomaceous earth or ground corn cob) or a compound of formula (I) (or A compacted powder which is pre-formed by absorbing hard core material (such as sand, silicic acid, carbonate minerals, sulfates or phosphates) and drying if necessary Can be formed from granules. Agents commonly used to aid absorption or adsorption include solvents (such as aliphatic and aromatic petroleum solvents, alcohols, ethers, ketones, and esters) and adhesives (polyvinyl acetate, polyvinyl alcohol, dextrin, carbohydrates) And vegetable oils). One or more other additives may also be included in the granules (eg, emulsifiers, wetting agents or dispersing agents).

  Dispersible concentrates (DC) can be prepared by dissolving the compound of formula (I) in water or an organic solvent such as a ketone, alcohol or glycol ether. These solutions may contain a surfactant (eg to improve dilution with water or prevent crystallization in a spray tank).

An emulsifiable concentrate (EC) or an oil-in-water emulsion (EW) is a compound of formula (I) in an organic solvent (optionally having one or more wetting agents, one or more emulsifiers or a mixture of said agents). It can be prepared by dissolving in. Examples of the organic solvent suitably used in EC include aromatic hydrocarbons (such as alkylbenzene or alkylnaphthalene exemplified by SOLVESSO 100, SOLVESSO 150 and SOLVESSO 200 (SOLVESSO is a registered trademark)), ketones (such as cyclohexanone or methylcyclohexanone). ), and the alcohol (benzyl alcohol, furfuryl alcohol or butanol), N- alkylpyrrolidones (N- methylpyrrolidone or N- octylpyrrolidone, etc.), and dimethyl amide (C ₈ -C ₁₀ fatty acid dimethylamide of fatty acids), And chlorinated hydrocarbons. The EC product may spontaneously emulsify when added to water, resulting in an emulsion that is sufficiently stable to allow for spray use in a suitable device. In the preparation of EW, as a liquid (if not liquid at room temperature, it may be melted at a suitable temperature, typically less than 70 ° C.) or as a solution (by dissolving in a suitable solvent) ) To obtain a compound of formula (I) and the resulting liquid or solution is then emulsified in water containing one or more SFAs under high shear to provide an emulsion. Solvents suitably used in EW include vegetable oils, chlorinated hydrocarbons (such as chlorobenzene), aromatic solvents (such as alkylbenzene or alkylnaphthalene), and other suitable organic solvents that have low solubility in water.

  Microemulsions (ME) can be prepared by mixing a blend of one or more solvents and one or more SFAs with water to naturally produce a thermodynamically stable isotropic liquid formulation. The compound of formula (I) is initially present in either water or a solvent / SFA blend. Solvents suitably used in ME include those described above for use in EC or EW. The ME can be either an oil-in-water system or a water-in-oil system (which system is present can be determined by measuring conductivity) and is water and oil soluble in the same formulation. What is necessary is just to be suitable for mixing of a pest control agent. The ME is suitably diluted in water, either as a microemulsion or by forming a conventional oil-in-water emulsion.

  The suspension concentrate (SC) may comprise an aqueous or non-aqueous suspension of finely insoluble solid particles of the compound of formula (I). SC can be prepared by subjecting a solid compound of formula (I) to a ball mill or bead mill in a suitable medium, optionally with one or more dispersants, to give a fine particle suspension of the compound. One or more wetting agents may be included in the composition and a suspending agent may be included to reduce the sedimentation rate of the particles. Alternatively, the compound of formula (I) may be dry milled and added to water containing the agents described above in the specification to provide the desired end product.

  The aerosol formulation comprises a compound of formula (I) and a suitable propellant (eg n-butane). The compound of formula (I) can also be dissolved or dispersed in a suitable medium (eg water or a hydrating liquid such as n-propanol) for composition in a non-pressurized manual spray pump. Things may be brought about.

  The compound of formula (I) may be mixed with a pyrotechnic mixture in a dry state to form a composition suitable for generating smoke containing the compound in a closed space.

  A capsule suspension (CS) can be prepared similar to the preparation of the EW formulation, but each of the oil droplets is encapsulated in a polymeric shell, and for this purpose, optionally a compound of formula (I) With an additional polymerization stage such that an aqueous dispersion of oil droplets is obtained. The polymeric shell can be produced either by interfacial polycondensation reaction or by one of the coacervation techniques. The composition can provide sustained release of the compound of formula (I) and can be used for seed treatment. The compound of formula (I) may also be formulated in a biodegradable polymer matrix to make the compound slow and sustained release.

  The composition may contain one or more additives so that the biological performance of the composition (eg, wettability, retention, or distribution on the surface of the compound of formula (I); Resistance to rain on the surface; or by improving ingestion or mobility) may be improved. Such additives include surfactants, such as oil-based spray additives such as certain mineral oils or natural vegetable oils (such as soybean oil and rapeseed oil), and other bio-enhancing bio-enhancing agents. Mention may be made of blends with auxiliaries (formulation ingredients which can assist or modify the action of the compound of formula (I)).

  The compound of formula (I) is also a powder composition comprising, for example, dry seed treatment powder (DS), water-soluble powder (SS), or water dispersible powder (WS) for slurry treatment, or fluidity It may be formulated for use as a seed treatment, such as a concentrate (FS), solution (LS), or liquid composition containing capsule suspension (CS). The preparation of the DS, SS, WS, FS and LS compositions is very similar to the preparation of the DP, SP, WP, SC and DC compositions, respectively, described above. Compositions for treating seeds can include agents that aid in adhesion of the composition to the seed (eg, mineral oil or film-forming barrier).

  Wetting agents, dispersants and emulsifiers can be cationic, anionic, amphoteric or nonionic surface SFA.

  Suitable cationic SFAs include quaternary ammonium compounds (eg cetyltrimethylammonium bromide), imidazolines, and amine salts.

  Suitable anionic SFAs include alkali metal salts of fatty acids, aliphatic monoester sulfates (eg, sodium lauryl sulfate), sulfonated aromatic salts (eg, sodium dodecylbenzenesulfonate, calcium dodecylbenzenesulfonate, butyl) Naphthalenesulfonate and mixtures of sodium di-isopropyl-naphthalenesulfonate and sodium tri-isopropyl-naphthalenesulfonate), ether sulfates, alcohol ether sulfates (eg sodium laureth-3-sulfate), ether carboxylates (eg Sodium laureth-3-carboxylate), phosphate esters (eg, reaction of one or more aliphatic alcohols and phosphoric acid (primarily monoesters) such as the reaction of lauryl alcohol with tetraphosphate). Are products from reaction with phosphorus pentoxide (mainly di-esters; these products may also be ethoxylated), sulfosuccinamate, paraffin or olefin sulfonates, taurates and lignos. Examples include sulfonates.

  Suitable amphoteric SFAs include betaine, propionate, and glycinate.

  Suitable nonionic SFAs include alkylene oxides such as ethylene oxide, propylene oxide, butylene oxide, or mixtures thereof, and aliphatic alcohols (such as oleyl alcohol or cetyl alcohol) or alkylphenols (such as octylphenol, nonylphenol or octylcresol) Condensates with: partial esters derived from long-chain fatty acids or hexitol anhydrides; condensates of said partial esters with ethylene oxide; block polymers (including ethylene oxide and propylene oxide); alkanolamides; simple esters (eg fatty acid polyethylene glycol esters) Amine oxides (eg lauryl dimethylamine oxide); and lecithin.

  Suitable suspending agents include hydrophilic colloids (such as polysaccharides, polyvinyl pyrrolidone or sodium carboxymethyl cellulose) and swelling clays (such as bentonite or attapulgite).

  The compound of formula (I) may be applied by any of the known means of applying a pest control compound. For example, the compound of the formula (I) may be contained in a compounded or uncompounded state to a pest or a place of a pest (such as a habitat of a pest or a cultivated plant that is susceptible to pests). Or any part of the plant including foliage, stems, branches or roots, seeds before planting, or other medium in which the plant is growing or planted (soil around the roots) Can be applied directly to common soil, surface water or hydroponic systems, etc., or the compound of formula (I) can be sprayed, sprayed, applied by dipping, cream or paste formulation Applied as vaporized, applied as vapor, or applied via distribution or uptake of a composition in the soil or water environment (such as a granular composition or a composition filled in a water-soluble bag) .

  The compounds of formula (I) can also be injected into plants, sprayed onto vegetation using electric spray techniques or other low volume methods, or applied by land or air irrigation systems Good.

  Compositions used as aqueous preparations (aqueous solutions or dispersions) are generally provided in the form of a concentrate containing a high proportion of the active ingredient, which concentrate is added to water before use. These concentrates, which may contain DC, SC, EC, EW, ME, SG, SP, WP, WG and CS, often withstand long-term storage and are added to water after such storage Thus, it is required to be able to form an aqueous preparation that remains homogeneous for a sufficient amount of time so that it can be applied by conventional spray equipment. Such aqueous preparations may contain varying amounts of a compound of formula (I) (eg 0.0001 to 10% by weight) depending on the purpose used.

  The compound of formula (I) may be used in a mixture with a fertilizer, such as a nitrogen-, potassium- or phosphorus-containing fertilizer. A preferred formulation type includes fertilizer granules. The mixture preferably contains up to 25% by weight of the compound of formula (I).

  The present invention therefore also provides a fertilizer composition comprising a fertilizer and a compound of formula (I).

  The composition of the present invention has other compounds having biological activity such as trace elements, or has fungicidal / fungicidal activity, or activity to regulate plant growth, herbicidal activity, A compound having insecticidal activity, nematicidal activity, or acaricidal activity may be contained.

  The compound of formula (I) may be the sole active ingredient of the composition, or the compound of formula (I) may be a pest control agent such as an insecticide, fungicide or herbicide, or a suitable In some cases, it may be mixed with one or more additional active ingredients such as synergists or plant growth regulators. Additional active ingredients may have a wide range of activities or high persistence in place; supplementation or supplementation of the activity of the compound of formula (I) (eg by increasing the rate of effect or overcoming repellency) Or a composition having the help of overcoming or preventing the development of resistance to individual components. Certain additional active ingredients will depend on the intended utility of the composition.

  The compounds of the invention are also useful in the field of animal health, for example, they are against parasitic invertebrate pests in or on animals, more preferably against parasitic invertebrate pests. Can be used. Examples of pests include nematodes, flukes, tapeworms, flies, ticks, tricks, lice, fleas, stink bugs and maggots. The animal is a non-human animal, for example, an animal related to agriculture, such as a cow, pig, sheep, goat, horse, or donkey, or a companion animal, such as a dog or cat.

  In a further aspect, the present invention provides a compound of the present invention for use in a therapeutic treatment.

  In a further aspect, the present invention relates to a method for controlling parasitic invertebrate pests in or on an animal comprising administering a pest control effective amount of a compound of the present invention. Administration can be, for example, oral administration, parenteral administration, or external administration, eg, to the body surface of an animal. In a further aspect, the invention relates to a compound of the invention for controlling parasitic invertebrate pests in or on animals. In a further aspect, the invention relates to the use of a compound of the invention in the manufacture of a medicament for controlling parasitic invertebrate pests in or on animals.

  In a further aspect, the present invention relates to a method of controlling parasitic invertebrate pests comprising the step of administering a pest control effective amount of a compound of the present invention to the environment in which the animal lives.

  In a further aspect, the present invention relates to a method of protecting an animal from parasitic invertebrate pests comprising administering to the animal a pest control effective amount of a compound of the present invention. In a further aspect, the invention relates to a compound of the invention for use in the protection of animals from parasitic invertebrate pests. In a further aspect, the invention relates to the use of a compound of the invention in the manufacture of a medicament for protecting animals from parasitic invertebrate pests.

  In a further aspect, the present invention provides a method of treating an animal afflicted with a parasitic invertebrate pest comprising the step of administering to the animal a pest control effective amount of a compound of the present invention. In a further aspect, the invention relates to a compound of the invention for use in the treatment of an animal afflicted with a parasitic invertebrate pest. In a further aspect, the invention relates to the use of a compound of the invention in the manufacture of a medicament for treating an animal afflicted with a parasitic invertebrate pest.

  In a further aspect, the present invention provides a pharmaceutical composition comprising a compound of the present invention and a pharmaceutically suitable excipient.

  The compounds of the present invention can be used alone or in combination with one or more other biologically active ingredients.

  In one aspect, the present invention comprises a pest control effective amount of component A and a pest control effective amount of component B, wherein component A is a compound of the present invention, and Provided is a complex product wherein B is a compound described below.

  The compounds of the present invention may be used in combination with an anthelmintic drug. Examples of such anthelmintic drugs include ivermectin, avermectin, abamectin, emamectin, epilinomectin, doramectin, as described in European Patent No. 357460, European Patent No. 444964 and European Patent No. 594291 And compounds selected from the macrocyclic lactone class of compounds such as selamectin, moxidectin, nemadectin and milbemycin derivatives. Additional anthelmintic agents include semisynthetic and biosynthetic avermectin / milbemycin derivatives such as those described in US Pat. No. 5,015,630, WO9415944, and WO9522552. Additional anthelmintic agents include benzimidazoles such as albendazole, cambendazole, fenbendazole, flubendazole, mebendazole, oxyfendazole, oxybendazole, parbendazole, and other components of this class . Additional anthelmintic agents include imidazothiazole and tetrahydropyrimidines such as tetramisol, levamisole, pyrantel pamoate, oxantel or morantel. Additional anthelmintic agents include fluoxides such as triclabendazole and chlorthrone, and cestosides such as praziquantel and epsiprantel.

  The compounds of the present invention are disclosed in paraherkamide / marcfortine class anthelmintic derivatives and analogs, as well as in US Pat. No. 5,478,855, US Pat. Can be used in combination with antiparasitic oxazolines such as

  The compounds of the present invention may be combined with derivatives and analogs of the general class of dioxomorpholine antiparasitic agents described in WO 9615121, and also in WO 9611945, International Publication No. 9319053, International Publication No. 9325543, European Patent No. 626375, European Patent No. 382173, International Publication No. 9419334, European Patent No. 382173, and European Patent No. 503538. Can be used in combination with anthelmintic active cyclic depsipeptides such as those described in the specification.

  The compounds of the present invention can be combined with other ectoparasite eradication agents; for example, fipronil; pyrethroids; organophosphates; insect growth regulators such as lufenuron; ecdysone agonists such as tebufenozide; and neonicotinoids such as imidacloprid Can be used.

  The compounds of the present invention are terpene alkaloids such as those described, for example, in WO 95/19363 or WO 04/72086, and can be used in particular in combination with the compounds disclosed therein.

  Other examples of such biologically effective compounds that may be used in combination with the compounds of the present invention include, but are not limited to:

  Organophosphates: acephate, azamethiphos, azinephos-ethyl, azinephos-methyl, bromophos, bromophos-ethyl, kazusafos, chloroethoxyphos, chlorpyrifos, chlorfenvinphos, chlormefos, demeton, demeton-S-methyl, demeton-S- Methylsulfone, diariphos, diazinon, dichlorvos, dicrotophos, dimethoate, disulfoton, ethione, etioprophos, etrimphos, fan fur, phenamiphos, fenitrothion, phensulfothion, fenthion, flupyrazophos, phonophos, formomothion, phostiazeto, heptenophos, thiothiathione, thiothiothione Methacrifos, methamidophos, methidathion, methyl-parathion, mevinphos Monocrotophos, naredo, ometoate, oxydemeton-methyl, paraoxon, parathion, parathion-methyl, phentoate, hosalon, phosphorane, phosphocarb, phosmet, phosphamidone, folate, oxime, pirimiphos, pirimiphos-methyl, profenophos, propofos, proetamphos, prothiophos, pyracrophos , Pyridapentione, quinalphos, sulprophos, temefos, terbufos, tebupyrimfos, tetrachlorbinphos, thimeton, triazophos, trichlorfone, bamidthione.

  Carbamate: Alanicarb, aldicarb, 2-sec-butylphenylmethylcarbamate, benfuracarb, carbaryl, carbofuran, carbosulfan, cloetocarb, etiophencarb, phenoxycarb, fenthiocarb, furthiocarb, HCN-801, isoprocarb, indoxacarb, methiocarb, Mesomil, 5-methyl-m-cumenylbutyryl (methyl) carbamate, oxamyl, pyrimicarb, propoxyl, thiodicarb, thiophanox, triazamate, UC-51717.

Pyrethroid: acrinatine, alletrin, alphamethrin, 5-benzyl-3-furylmethyl (E)-
(1R) -cis-2,2-dimethyl-3- (2-oxothiolane-3-ylidenemethyl) cyclopropanecarboxylate, bifenthrin, β-cyfluthrin, cyfluthrin, α-cypermethrin, β-cypermethrin, bioarethrin, bioarethrin ( (S) -cyclopentyl isomer), violesmethrin, bifenthrin, NCI-85193, cycloprotorin, cyhalothrin, cytitolin, ciphenothrin, deltamethrin, empentrin, esfenvalerate, etofenprox, fenfluthrin, fenpropatoline, fenvalerate , Flucitrinate, flumethrin, fulvalinate (D isomer), imiprothrin, cyhalothrin, λ-cyhalothrin, permethrin, phenothrin, praretrin, pyrethrin Natural products), resmethrin, tetramethrin, Transfluthrin, theta-cypermethrin, silafluofen, t-fluvalinate, tefluthrin, tralomethrin, zeta-cypermethrin.

  Arthropod growth regulator: a) Chitin synthesis inhibitor: benzoyl urea: chlorfluazuron, diflubenzuron, fluazuron, flucycloxuron, flufenoxuron, hexaflumuron, lufenuron, novallon, teflubenzuron, triflumuron, buprofezin, geophenolane B) ecdysone antagonists: halofenozide, methoxyphenozide, tebufenozide; c) juvenoids: pyriproxyfen, metoprene (including S-methoprene), phenoxycarb; d) lipid biosynthesis inhibitors: spirodiclo Fen.

  Other antiparasitic agents: acequinosyl, amitraz, AKD-1022, ANS-118, azadirachtin, Bacillus thuringiensis, bensartap, bifenazate, binapacryl, bromopropyrate, BTG-504, BTG-505, camfechlor Cartap, chlorobenzilate, chlordimeform, chlorfenapyr, chromafenozide, clothianidine, cyromazine, diacloden, diafenthiuron, DBI-3204, dinactin, dihydroxymethyldihydroxypyrrolidine, dinobutone, dinocup, endosulfane, ethiprofen, etioproxen , Flumite, MTI-800, fenpyroxy , Fluacrylpyrim, flubenzimine, fulbrocitrinate, flufendin, flufenprox, fluproxyfen, halofenprox, hydramethylnon, IKI-220, kanemite, NC-196, neem guard, nidinorterfuran, Nitenpyram, SD-35651, WL-108477, pyridalyl, propargite, protrifenbut, pymetrozine, pyridaben, pyrimidifen, NC-1111, R-195, RH-0345, RH-2485, RYI-210, S- 1283, S-1833, SI-8601, silafluophene, cyromazine, spinosad, tebufenpyrad, tetradiphone, tetranactin , Thiacloprid, thiocyclam, thiamethoxam, tolfenpyrad, triazamate, triethoxyspinosine, trinactin, velbutin, bertarec, YI-5301.

  Bactericides and fungicides: acibenzoral, aldimorph, ampropylphos, andprim, azaconazole, azoxystrobin, benalaxyl, benomyl, bialaphos, blasticidin-S, bordeaux solution, bromconazole, buprimate, capropamide, captahol, captan, Carbendazim, chlorphenazole, chloroneb, chloropicrin, chlorothalonil, clozolinate, copper oxychloride, copper salt, cyflufenamide, simoxanyl, cyproconazole, cyprodinyl, ciprofram, RH-7281, diclocimet, diclobutrazole, diclomedin, dichlorane, dichlorane Fenconazole, RP-407213, dimethomorph, domoxystrobin, diniconazole, diniconazole-M Dozin, edifenphos, epoxiconazole, famoxadone, fenamidone, fenarimol, fenbuconazole, fencaramide, fenpiclonyl, fenpropidin, fenpropimorph, triphenyltin acetate, fluazinam, fludioxonil, flumetover, flumorph / flumollin , Triphenyltin hydroxide, fluoxastrobin, fluquinconazole, flusilazole, flutolanil, flutriahole, holpet, fosetyl-aluminum, furaxyl, furametapyr, hexaconazole, ipconazole, iprobenphos, iprodione, isoprothiolane, kasugamycin , Krsoxime-methyl, mancozeb, ma Nebu, Mefenoxam, Mepronil, Metalaxyl, Metoconazole, Metominostrobin / phenominostrobin, Metraphenone, Microbutanyl, Neo-Asodine, Nicobifen, Orizastrobin, Oxadixil, Penconazole, Pencyclone, Probenazole, Prochloraz, Propamocarb, Propioconazole , Prothioconazole, pyriphenox, pyraclostrobin, pyrimethanil, pyroxylone, quinoxyphene, spiroxamine, sulfur, tebuconazole, tetraconazole, thiabendazole, tifluzamide, thiophanate-methyl, thiram, thiazinyl, triadimethone, triadimenol, Tricyclazole, trifloxystrobin, triticonazole, Validamycin, vinclodin.

  Biological agents: Bacillus thuringiensis ssp aizawai, kurstaki, Bacillus thuringiensis delta endotoxin, baculovirus, entomopathogenic bacteria, viruses and fungi.

  Bactericides: chlortetracycline, oxytetracycline, streptomycin.

  Other biological agents: enrofloxacin, fevantel, penetamate, moroxicam, cephalexin, kanamycin, pimobendan, clenbuterol, omeprazole, thiamulin, benazepril, pyriprole, cefquinome, florfenicol, buserelin, cefovecin, tulasromycin, cefthiour (ceftiur) , Carprofen, metaflumizone, praziquarantel, triclabendazole.

  When used in combination with other active ingredients, the compounds of the invention are preferably used in combination with the following (where “Tx” is a compound of formula (I), in particular Tables 1 to Means a compound selected from 120 which can result in a synergistic combination with a given active ingredient): imidacloprid + Tx, enrofloxacin + Tx, praziquantel + Tx, pyrantel embonate + Tx, fevantel + Tx, Penetamate + Tx, maloxicam + Tx, cephalexin + Tx, kanamycin + Tx, pimobendan + Tx, clenbuterol + Tx, fipronil + Tx, ivermectin + Tx, omeprazole + Tx, thiamulin + Tx, benazepril + Tx, milbemycin + Tx, cyrometazine + Tx + Tx, including pyriprole + Tx, deltamethrin + Tx, cefquinome + Tx, florfenicol + Tx, buserelin + Tx, cefovecin + Tx, turathromycin + Tx, cefthiourl + Tx, ceramectin + Tx, carprofen + Tx, metaflumizone + Tx, moximetotropene + Tx, + Tx, Chlorthrone + Tx, Pirantel + Tx, Amitraz + Tx, Triclavendazole + Tx, Avermectin + Tx, Abamectin + Tx, Emamectin + Tx, Epilinomectin + Tx, Doramectin + Tx, Seramectin + Tx, Nemadendene + Tx, Albendazole + Tx, Albendazole + Tx Flubendazole + Tx, Mebendazole + Tx, Oxyphe Dazole + Tx, oxybendazole + Tx, parbendazole + Tx, tetramisole + Tx, levamisole + Tx, pyrantelpamoate + Tx, oxantell + Tx, morantel + Tx, triclabendazole + Tx, epsiprantel + Tx, fipronil + Tx, lufenuron + Tx, ecdybone + Tx More preferably, enrofloxacin + Tx, praziquantel + Tx, pirantel embonate + Tx, fevantel + Tx, penetamate + Tx, maloxicam + Tx, cephalexin + Tx, kanamycin + Tx, pimobendan + Tx, clenbuterol + Tx, omeprazole + Tx, beamnaline + prix Pyriprol + Tx, Cefquinome + Tx, Florfenicol + Tx, Buserelin + Tx, Cefovecin + Tx, Turathromycin + Tx, Cefthiourl + Tx, Ceramectin + Tx, Carprofen + Tx, Moxidectin + Tx, Chlorusuron + Tx, Pirantel + Tx, Epilinomectin + Tx, Doramectin + Tx, Neramectin + Tx, Neramectin + Tx , Fenbendazole + Tx, flubendazole + Tx, mebendazole + Tx, oxyfendazole + Tx, oxybendazole + Tx, parbendazole + Tx, tetramisole + Tx, levamisole + Tx, pirantelpamoate + Tx, oxantell + Tx, morantel + Tx, triclabendazole + Tx , Epsiprantel + Tx, lufenuron + Tx or ecdiso + Tx; even more preferably enrofloxacin + Tx, praziquantel + Tx, pirantel embonate + Tx, fevantel + Tx, penetamate + Tx, maloxicam + Tx, cephalexin + Tx, kanamycin + Tx, pimobendan + Tx, clenbuterol + Tx, omeprazole + Tx, omeprazole + Tx, omeprazole + Tx, , Pyriprol + Tx, cefquinome + Tx, florfenicol + Tx, buserelin + Tx, cefovecin + Tx, turathromycin + Tx, cefthiourl + Tx, selamectin + Tx, carprofen + Tx, moxidectin + Tx, chlorthrone + Tx or pyrantel + Tx.

  Examples of ratios are 100: 1 to 1: 6000, 50: 1 to 1:50, 20: 1 to 1:20, more particularly 10: 1 to 1:10, 5: 1 to 1: 5, 2: 1-1: 2, 4: 1 to 2: 1, 1: 1 or 5: 1 or 5: 2 or 5: 3 or 5: 4 or 4: 1 or 4: 2 or 4: 3 or 3: 1 or 3: 2 or 2: 1 or 1: 5 or 2: 5 or 3: 5 or 4: 5 or 1: 4 or 2: 4 or 3: 4 or 1: 3 or 2: 3 or 1: 2 or 1: 600 or 1: 300 or 1: 150 or 1:35 or 2:35 or 4:35 or 1:75 or 2:75 or 4:75 or 1: 6000 or 1: 3000 or 1: 1500 or 1: 350 or 2: 350 or 4: 350 or 1: 750 or 2: 50 or 4: 750 and the like. These mixing ratios are understood to include on the one hand the weight ratio and on the other hand the molar ratio.

  Of particular note are combinations in which the additional active ingredient has a different site of action than the compound of formula I. In certain cases, a combination with at least one other parasitic invertebrate pest control active ingredient that has a similar control range but has a different site of action is particularly advantageous for resistance management . Therefore, the complex product of the present invention is effective against a pest control effective amount of a compound of formula I and a pest control that has a similar control range but a different site of action. In an effective amount of at least one additional parasitic invertebrate pest control active ingredient.

  Those skilled in the art will recognize that salts share the biological utility of non-salt forms because, in the environment and under physiological conditions, the salt of a chemical compound is in equilibrium with its corresponding non-salt form. It has recognized.

  Therefore, a wide variety of salts of the compounds of the present invention (and active ingredients used in combination with the active ingredients of the present invention) may be useful for controlling invertebrate pests and animal parasites. Salts include hydrobromic acid, hydrochloric acid, nitric acid, phosphoric acid, sulfuric acid, acetic acid, butyric acid, fumaric acid, lactic acid, maleic acid, malonic acid, oxalic acid, propionic acid, salicylic acid, tartaric acid, 4-toluenesulfonic acid or Examples include acid addition salts with inorganic acids or organic acids such as herbic acid. The compounds of the present invention also include N-oxides. Accordingly, the present invention includes the combination of a compound of the present invention comprising its N-oxide and salt and an additional active ingredient comprising its N-oxide and salt.

  Compositions used in animal health also include formulation aids and additives known to those skilled in the art as formulation aids (some of these also function as solid diluents, liquid diluents or surfactants). May be considered). Such formulation aids and additives are: pH (buffering agent), foaming in process (antifoaming agent such as polyorganosiloxane), sedimentation of active ingredient (suspension), viscosity (thixotropic thickener) , Microbial growth in the container (antibacterial agent), product freezing (antifreeze agent), color (dye / pigment dispersion), detergency (coating agent or spreading agent), evaporation (evaporation retarder) ) And other formulation attributes may be controlled. Examples of the film forming agent include polyvinyl acetate, polyvinyl acetate copolymer, polyvinyl pyrrolidone-vinyl acetate copolymer, polyvinyl alcohol, polyvinyl alcohol copolymer and wax. Examples of formulation aids and additives include McCutcheon's Volume 2: Functional Materials, Annual International and North American Edition, McCutcheon's Division, Manufacturing Confectioner Publishing Co. Issued; and those listed in WO 03/024222 pamphlet.

  The compounds of the invention can be applied without other adjuvants, but in most cases contain one or more active ingredients together with suitable carriers, diluents and surfactants and possibly Depending on the end use envisaged, it will be applied in formulations combined with food. One method of application involves spraying an aqueous dispersion of the complex product or a refined oil solution. Compositions with spray oils, spray oil concentrates, spreading agents, adjuvants, other solvents, and synergists such as piperonyl butoxide often enhance the potency of the compounds. Such propellants can be applied from a spray container such as a can, bottle or other container, by a pump, or by release from a pressurized container such as a pressurized aerosol spray can. Such spray compositions can take various forms, such as spray, mist, foam, smoke or mist. Thus, such spray compositions can optionally further include a propellant, a blowing agent, and the like. Of note are spray compositions comprising a pest control effective amount of a compound of the present invention and a carrier. One embodiment of such a spray composition comprises a pest control effective amount of a compound of the invention and a propellant. Exemplary propellants include, but are not limited to, methane, ethane, propane, butane, isobutane, butene, pentane, isopentane, neopentane, pentene, hydrofluorocarbon, chlorofluorocarbon, dimethyl ether, and mixtures of the foregoing. It is done. It should be noted that at least one selected from the group consisting of mosquitoes, flyfish, horn flies, amberjack, abs, large wasps, yellow jackets, hornets, ticks, spiders, ants, nuts, etc. Spray compositions used to control species parasitic invertebrate pests (individually or in combination) (and methods utilizing such spray compositions dispensed from spray containers).

  Control of animal parasites includes ectoparasites that parasitize on the host animal's body surface (eg, shoulders, armpits, abdomen, inner thighs) and host animal bodies (eg, stomach, intestine, lungs, blood vessels, Including control of endoparasites parasitizing subcutaneous lymphoid tissue. Examples of ectoparasite or disease-transmitting pests include scrubs, ticks, lice, mosquitoes, flies, ticks and fleas. Endoparasites include canine filamentous worms, helminths and helminths. The compounds of the invention may be particularly suitable for combating ectoparasite pests. The compounds of the present invention may be suitable for systemic and / or non-systemic control of parasite infestation or infection in animals.

  The compounds of the present invention may be suitable for combating parasitic invertebrate pests that invade target animals including wild animals, livestock, and farm animals. Livestock is the term (in singular or plural) used to make products such as food or fiber or to refer to livestock animals that have been intentionally raised in an agricultural environment for their workforce Examples of livestock include cattle, sheep, goats, horses, pigs, donkeys, camels, buffalo, rabbits, hens, turkeys, ducks and geese (eg, meat, milk, butter, eggs, fur, leather, feathers and / or Or raised for wool). By dealing with parasites, lethality and performance degradation (in terms of meat, milk, wool, leather, eggs, etc.) are reduced, and therefore the application of the compounds of the invention makes it more economical and simple for animals. Livestock production is realized.

  The compounds of the present invention can be used in companion animals and pets (eg, dogs, cats, domestic birds and ornamental fish), research and laboratory animals (eg, hamsters, guinea pigs, rats and mice), and zoos, wild habitats and It may be suitable for combating invertebrate pests that infect animals reared in a wild environment.

  In an embodiment of the present invention, the animal is preferably a vertebrate, and more preferably a mammal, bird or fish. In certain embodiments, the subject animal is a mammal (including a great ape such as a human). Other mammalian targets include primates (eg, monkeys), bovines (eg, cows or dairy cattle), pigs (eg, pigs or pigs), sheep (eg, goats or sheep) , Equine (eg, equine), canine (eg, canine), feline (eg, domestic cat), camel, deer, donkey, buffalo, antelope, rabbit, and rodent (eg, guinea pig, squirrel, rat) , Mice, gerbils, and hamsters). Birds include the ducks (swan, ducks and geese), pigeons (eg, dove and pigeon), pheasants (eg, partridges, grouses and turkeys), Thesienidae ( Examples include chickens), parrots (eg, parakeets, macaws, and parrots), game birds, and migratory birds (eg, ostriches).

  Birds treated or protected with the compounds of the present invention can be associated with commercial or non-commercial bird breeding. These include, among other things, geese such as swans, geese and ducks, pigeons such as doves and doves, pheasants such as partridges, grouse and turkeys, thesienidae such as chickens, and parakeets Including parrots such as macaws and parrots raised for the pet or collector market.

  For the purposes of the present invention, the term “fish” is understood to include, but is not limited to, the fish Teleosti, ie teleosts. The Teleosti includes both salmonids (including salmonids) and persimmons (including blackfishes). Examples of fish that may be treated include salmonids, groupers, thais, cichlids, and blackfishes, among others.

  Other animals are also envisioned to benefit from the methods of the present invention, such as marsupials (such as kangaroos), reptiles (such as farmed turtles), and the treatment or prevention of infection or invasion by parasites. Other economically important domestic animals in which the method of the invention is safe and effective are included.

  Examples of parasitic invertebrate pests controlled by administration of a pest control effective amount of a compound of the invention to an animal to be protected include ectoparasites (arthropods, ticks, etc.) and Examples include endoparasites (helminths such as nematodes, flukes, tapeworms, and bald worms).

  The disease or group of diseases generally described as parasitic disease is due to infection of animal hosts by a parasitic worm known as helminth. The term “helminth” is meant to include nematodes, flukes, tapeworms and bald worms. Parasitic diseases are prevalent in livestock animals such as pigs, sheep, horses, cows, goats, dogs, cats and poultry and are a significant economic problem.

  Of the worms, the group of worms described as nematodes results in widespread and sometimes severe infections in various species of animals.

  Nematodes that are expected to be treated by the compounds of the present invention are not particularly limited, but include the following genera: Acantocylonema, Aerlostrongillus, Helminth, Schistosoma, Ascaridia genus, roundworm genus, burugia genus, bnostomum genus, hairy caterpillar genus, chabertia genus, couperia genus, clenosoma genus, dictiocaurus genus, dioctophyme genus, dipetalonema genus, ciliate genus ciliate, dog filamentous genus , Genus Dracunkrus, Enterobius, Filaroides, Tortoise, Heterakis, Lagochiru Ascaris, Loir filamentous, Mansonella, Muellerius, American helminth, Nematogillus, Intestinal nodules, Ostertagia, Helminth, Parafilaria, Parascaris, Fisaroptera, Protost Gillus, Setaria, Spirocerca, Stefanofilaria, Feminine nematode, Strongillus, Terradia, Toxacaris, Toxocala, Trichinella, Trichonema, Trichinella, Trichinella, Uncinaria And Buchereria.

  Among the above, the most common genus of nematodes that infect the animals referred to above are the torsion gastrosa, ciliate nematode, ostertadia, nematogillus, couperia, roundworm, bnostomum, intestine Nodules, Chabertia, Trichinella, Strongillus, Triconema, Dicthiocaurus, Baldworm, Heterakis, Toxocara, Ascaridia, Helminth, Helminth, Uncinaria, Toxacaris and It belongs to the genus Parascaris. Some of these species, such as Nematogillus, Couperia and Intestinal nodules, mainly invade the intestine, while others such as torsion gastritis and Ostertagia are more common in the stomach, and Others such as Dictiosaurus are found in the lungs. Still other parasites may be present in other tissues such as the heart and blood vessels, subcutaneous and lymphoid tissues and the like.

  The flukes presumed to be treated by the present invention and the method of the present invention include, but are not limited to, the following genera: Aralia, Faschiola, Nanofietas, Opistorkis, Lungus and Schistosoma .

  The tapeworms presumed to be treated by the present invention and the method of the present invention include, but are not limited to, the following genera: Schizophyllum, Dipridium, Spirometra and Tenia.

  The most common genus of human gastrointestinal parasites are the genus Helminth, American helminth, Roundworm, Strongy hides, Trichinella, Trichinella, Trichinella and Enterobius is there. Other medically important genera of parasites found in blood or other tissues and organs outside the gastrointestinal tract are Buchereria, Brugia, Onchocerca and Loir, and Drunklulus, and the extraintestinal stage Intestinal parasites of the genus Nematode and Trichinella.

  Numerous other helminths and species are known in the art and are also envisioned to be treated by the compounds of the present invention. These are described in Textbook of Veterinary Clinical Parasity, Volume 1, Helminths, E .; J. et al. L. Soulsby, F.M. A. Davis Co. , Philadelphia, Pa. Helminths, Arthropods and Protozoa (6th edition of Monnig's Veterinary Helminology and Entology), E .; J. et al. L. Soulsby, Williams and Wilkins Co. , Baltimore, Md. In greater detail.

  The compounds of the present invention may be effective against a number of animal ectoparasites (eg, mammalian and avian exopod parasites).

  Examples of insects and mite pests include biting insects such as flies and mosquitoes, ticks, ticks, lice, fleas, stink bugs, parasitic maggots and the like.

  Examples of the adult flies include, but are not limited to, Haematobia irritans, Abu or Abu species (Tabanus spp.), H. or F. Examples include the species of the genus Mekraab (Chrysops spp.), Lice flies or sheep flies (Melophagus ovinus), and the species of tsetse flies or genus Tsetse (Glossina spp.). Parasitic fly maggots include, for example, sheep flies (Oestrus ovis and a species of the genus Rabbit genus (Cuterebra spp.)), Black flies or a species of Phenicia sp. , Cow fly or species of the genus Hypoderma (Hypodera spp.), Fleece worm and horse foal. Examples of mosquitoes include a species of the genus Culex (Culex spp.), A species of the genus Anopheles (Anopheles spp.), And a species of the genus Aedes (Aedes spp.).

  Examples of ticks include chick tick, Dermalphanissus galphallinalphae, for example, Mesostigmalphapha spp. Hymenid mites or scabies mites such as Sarcophidae spp., Such as Sarcophotes scalphabiei; .) Which 9,000 mites; such as, for example, the North American chigger (Trombicula alfreddugesi) for example, chiggers, such kind of chiggers family (Trombiculidae spp.).

  As ticks, for example, soft ticks including a kind of spider mites (Argasidae spp.) Such as a kind of Argalphas spp. Ripicephalphalus sanguineus (Rhipipephalphalus sanguineus), American dog ticks (Dermacentor variabilis), Anderson katsuma ticks (Dermacentor andersonis), Amblyomumum madrum, Amblyomumuma maduramu A kind of common ticks (Rhipi) Ephalus spp.) hard ticks including including) a (kind (Boophilus the above Ushimadani genus) can be mentioned, for example.

  Examples of lice include, for example, lice such as a species of genus Swan genus (Menopon spp.) And a species of genus Bobicola (Bovicola spp.); Linognathus spp.) And a kind of Solenopotes (Solenopotes spp.).

  Examples of fleas include, for example, Ctenocephalides spp. Such as Ctenocephalides canis and Ctenocephalides felis; And a kind of human flea genus (Pulex spp.) Such as human flea (Pulex irritans).

  The stink bugs include, for example, the leaf turtle (Citidae) or, for example, the tiger spider genus sp. (Rhodnius prolixus) and a species of the genus Triatoma spp.

  In general, flies, fleas, lice, mosquitoes, flyfish, mites, ticks and worms cause significant losses in the field of livestock and companion animals. Arthropod parasites are also unpleasant for humans and can transmit pathogenic organisms to humans and animals.

  Numerous other parasitic invertebrate pests are known in the art and are expected to be treated by the compounds of the invention. These are described in Medical and Veterinary Entology, D. et al. S. Kettle, John Wiley AND Sons, New York and Toronto; Control of Arthropod Pests of Livestock: A Review of Technology, R. O. Drummund, J. et al. E. George, and S.M. E. Kunz, CRC Press, Boca Raton, FIa. Are listed in considerable detail.

  The invention also provides methods for controlling pests (such as mosquitoes and other pathogens; see also http://www.who.int/malaria/vector_control/irs/en/). In one embodiment, a method for controlling pests comprises applying a composition of the present invention by brush, roller, spraying, coating or dipping to a target pest, to its habitat, or to a surface or substrate. Including the steps of: As an example, IRS (indoor residual spray) applications of surfaces such as walls, ceilings or floor surfaces are envisaged by the method of the present invention. In other embodiments, such compositions are applied to substrates such as nonwovens or fabric materials in the form of nets, garments, bedding, curtains and tents (or can be used in their manufacture). It is assumed that

  In one embodiment, a method for controlling such pests comprises targeting the target pest, its habitat, or surface or substrate such that effective residual pest control activity is provided to the surface or substrate. Applying a pesticidally effective amount of the composition of the present invention. Such application can be achieved by brush, roller, spraying, applying or dipping the pest control composition of the present invention. As an example, IRS application to a surface such as a wall, ceiling or floor surface is envisaged by the method of the present invention so that effective residual pest control activity is provided on the surface. In other embodiments, this may be used to control the persistence of pests on substrates such as nets, clothing, bedding, curtains and fabric materials in the form of tents (or can be used in their manufacture). Application of such a composition is envisaged.

  Substrates to be treated including non-woven fabrics, fabrics or nets are made of natural fibers such as cotton, raffia, jute, flax, sisal, linen or wool, or synthetic fibers such as polyamide, polyester, polypropylene, polyacrylonitrile, etc. Can be a thing. Polyester is particularly preferred. The dough processing method is, for example, Handbuch Textiledlung: Band 1: Austeungsung, Band 2: Farbungung, Band 3: Beschichtung, Band 4: Umwelttechnik; Verlag: Deutscher Facher: 15 , Uberarbeitete Usgabe (17. April 2006); ISBN-10: 3866641123; ISBN-13: 978-3866410121, in particular Band 1: Augustung pages 27-198, more preferably page 118; Pamphlet or International Publication No. 2003034823 pamphlet or US Pat. No. 5,613,072 or International Publication No. 200564072 pamphlet or International Publication No. 2006028870 pamphlet or European Patent No. 1724392 or International Publication No. 2005064072 or International Publication No. 2005113886 pamphlet See WO 2007090739 pamphlet is.

  The compounds of the present invention also include: Haematobia (Lyperosia) irritans (Nosyle flies), Simulium spp. (Buyu), Grossina spp. Hydrotaea irritans (head fly), Musca autumnalis (face fly), house fly (Musca domestica), morel ax )), A species of the genus Tabanas (Tabanus spp.) (Abu), Hypodera bovis ), Hypoderma lineatum, Lucilia sericata, Lucilia cuprina (green blowfly), Caliphora sp. spp.), Oestrus ovis (Nasalbot fry), a species of the genus Carycoides spp. Akaumabae (Gastrophilus Nasalis) flies like; Ushihajiurami (Bovicola (Damalinia) bovis), Umahajirami (Bovicola equi), Umajirami (Haematopinus asini), Nekohajirami (Felicola subrostratus), heterodox spin niger (Heterodoxus spiniger), Inujirami (Lignonathus setosus) And lice such as Trichodictes canis; lice flies such as Melophagas vinus; and Psoroptes spp. ), Sarcoptes scavei, Chorpotes bovis, Demodex equi, Cheletitiella spp., Acer genus crest It may also be effective against ectoparasites including ticks such as (Trombicula spp.) And Otofectes cyanotis (Mite mite).

  The treatment of the present invention can be performed, for example, by tablets, capsules, beverages, liquid preparations, granulates, pastes, pills, enteral feeding, or enteral administration in the form of suppositories; or, for example, injection (intramuscular (Including subcutaneous, intravenous, intraperitoneal) or parenteral administration such as transplantation; or by conventional means such as nasal injection.

  Where the compounds of the invention are applied in combination with additional biologically active ingredients, they may be administered separately, for example as separate compositions. In this case, the biologically active ingredients may be administered simultaneously or sequentially. Alternatively, the biologically active ingredient can be a component of one composition.

  The compounds of the invention can be administered in sustained release form, for example, in slow release formulations administered subcutaneously or orally.

  Typically, the parasiticidal compositions of the present invention optionally comprise the intended route of administration (eg, oral or injection) with additional biologically active ingredients, or N-oxides or salts thereof. Parenteral administration) and in combination with one or more pharmaceutically or veterinarily acceptable carriers including excipients and adjuvants selected according to standard techniques Including the compounds of the invention. In addition, suitable carriers are selected based on their affinity with one or more active ingredients in the composition, including considerations such as stability related to pH and water content. Of note, therefore, is a parasitic harmful invertebrate comprising a parasitically effective amount of a compound of the invention, optionally in combination with an additional biologically effective ingredient and at least one carrier. It is a compound of the present invention for protecting animals from

  For parenteral administration, including intravenous, intramuscular and subcutaneous injection, the compounds of the invention can be formulated in suspensions, solutions or emulsions in oily or aqueous vehicles, and suspensions Adjuvants such as agents, stabilizers and / or dispersants may be included.

  The compounds of the present invention may also be formulated for bulk injection or multiple injection. For injectable pharmaceutical compositions, preferably the active ingredients in physiologically compatible buffers containing other excipients or auxiliaries as known in the art of pharmaceutical formulation (eg active compounds) And an aqueous solution in the water-soluble form. In addition, suspensions of the active compounds can be prepared in lipophilic vehicles. Suitable lipophilic vehicles include fatty oils such as sesame oil, synthetic fatty acid esters such as ethyl oleate and triglycerides, or materials such as liposomes.

  Aqueous injection suspensions may contain substances which increase the viscosity of the suspension, such as sodium carboxymethyl cellulose, sorbitol, or dextran. Injectable formulations may be provided in unit dosage form, eg, in ampoules or in multi-dose containers. Alternatively, the active ingredient may be in powder form for use with a suitable vehicle, such as sterile pyrogen-free water, prior to use.

  In addition to the aforementioned formulations, the compounds of the present invention may be formulated as a depot preparation. Such long acting formulations may be administered by implantation (for example subcutaneously or intramuscularly) or by intramuscular or subcutaneous injection.

  The compounds of the present invention can be combined with a suitable polymer or hydrophobic material (eg, in an emulsion with a pharmacologically acceptable oil), with an ion exchange resin, or without limitation, such as sparingly soluble salts, etc. As a poorly soluble derivative, it may be formulated for this route of administration.

  For administration by inhalation, the compounds of the invention employ pressurized filling or nebulizers and suitable propellants such as, but not limited to, dichlorodifluoromethane, trichlorofluoromethane, dichlorotetrafluoroethane or carbon dioxide. Can be delivered in the form of an aerosol spray. In the case of a pressurized aerosol, the dosage unit can be controlled by providing a valve to deliver a metered amount.

  For example, gelatin capsules and cartridges used in inhalers or infusion devices may be formulated containing a powder mixture of the compound and a suitable powder base such as lactose or starch.

  The compounds of the present invention may have advantageous pharmacokinetic and pharmacodynamic properties that result in systemic availability from oral administration and feeding. Thus, after feeding by an animal to be protected, a parasitically effective concentration of the compounds of the invention in the bloodstream protects the treated animal from blood-sucking pests such as fleas, ticks and lice. obtain. Of note, therefore, is a composition for protecting animals from parasitic invertebrate pests in a form for oral administration (ie, in addition to a parasiticidal effective amount of a compound of the invention, Including one or more carriers selected from binders and fillers suitable for oral administration and concentrate feed carriers).

  For oral administration in the form of solutions (most easily absorbed and cheap forms), emulsions, suspensions, pastes, gels, capsules, tablets, boluses, powders, granules, rumen retentions and feed / water / lick blocks For this purpose, the compounds of the present invention comprise sugars and sugar derivatives (eg lactose, sucrose, mannitol, sorbitol), starches (eg corn starch, wheat starch, rice starch, potato starch), celluloses and derivatives (eg methylcellulose). , Carboxymethylcellulose, ethylhydroxycellulose), protein derivatives (eg, zein, glue), and vines known in the art to be suitable for orally administered compositions such as synthetic polymers (eg, polyvinyl alcohol, polyvinylpyrrolidone). / It is capable of being formulated with filler. If desired, a lubricant (eg, magnesium stearate), a disintegrant (eg, cross-linked polyvinyl pyrrolidinone, agar, alginic acid) and a dye or pigment can be added. Also, pastes and gels are often adhesives (eg, acacia, alginic acid, bentonite, cellulose, xanthan gum, colloidal magnesium silica to help keep the composition in contact with the oral cavity and not be easily exhaled. Acid aluminum).

  In one embodiment, the compositions of the present invention are formulated into chewing and / or edible products (eg, chewing treatments or edible tablets). Such products ideally have a taste, texture and / or aroma that is preferred by the animal to be protected to facilitate oral administration of the compounds of the invention.

  When the parasiticidal composition is in the form of a concentrated feed, the carrier is typically selected from a high performance feed, a feed cereal or a protein concentrate.

  Such a concentrate-containing composition, in addition to the parasiticidal active ingredient, promotes animal health or growth, improves meat quality from slaughtered animals, or other veterinary utility Additives can be included.

  These additives can include, for example, vitamins, antibiotics, chemotherapeutic agents, bacteriostatic agents, bacteriostatic / fungistatic agents, coccidium inhibitors and hormones.

  The compounds of the present invention may also be formulated in anorectal compositions such as suppositories or retention enemas, using, eg, conventional suppository bases such as cocoa butter or other glycerides.

Formulations for the method of the present invention may include an antioxidant such as BHT (butylated hydroxytoluene). Antioxidants are generally present in an amount of 0.1 to 5 percent (wt / vol). Some of the formulations require a solubilizer such as oleic acid to dissolve the active agent, especially when spinosad is included. Common spreading agents used in these pour-on formulations include isopropyl myristate, isopropyl palmitate, saturated C ₁₂ -C ₁₈ aliphatic alcohol caprylic / capric acid ester, oleic acid, oleyl ester, ethyl oleate. Art, triglycerides, silicone oils and dipropylene glycol methyl ether. The pour-on formulation for the process of the present invention is prepared according to known techniques. When the pour-on is in solution, the parasite / insecticide is mixed with the carrier or vehicle, optionally using heat and agitation. Supplementary or additional formulation ingredients can be added to the mixture of active agent and carrier, or they can be mixed with the active agent prior to the addition of the carrier. Pour-on formulations in the form of emulsions or suspensions are similarly prepared using known techniques.

  Other delivery systems for relatively hydrophobic pharmaceutical compounds can be employed. Liposomes and emulsions are well known examples of delivery of hydrophobic pharmaceutical vehicles or carriers. In addition, an organic solvent such as dimethyl sulfoxide may be used when necessary.

  The amount of application required for effective parasitic invertebrate pest control (eg, a “pest control effective amount”) is the parasitic invertebrate pest species to be controlled, It depends on factors such as life cycle, life stage, size, place, season, host crop or animal, feeding behavior, mating behavior, environmental moisture, temperature, etc. One skilled in the art can readily determine the pesticidally effective amount required for the desired level of parasitic invertebrate pest control.

  In veterinary applications, the compounds of the invention are usually administered in an pesticidally effective amount, particularly to animals such as homeotherms to be protected from parasitic invertebrate pests.

  A pesticidally effective amount is the amount of active ingredient required to achieve an observable effect that reduces the occurrence or activity of the target parasitic invertebrate pest. Those skilled in the art will recognize that a pesticidally effective dose will protect the various compounds and compositions useful in the methods of the invention, the desired pesticidal effect and duration, the target parasitic invertebrate pest species, It will be appreciated that the amount of animal, application form, etc. can vary and the amount required to achieve a particular result can be determined through simple experimentation.

  For oral or parenteral administration to animals, the dose of the composition of the invention administered at suitable intervals typically ranges from about 0.01 mg / kg to about 100 mg / kg, based on the animal's body weight. And preferably in the range of about 0.01 mg / kg to about 30 mg / kg.

  Suitable intervals for administration of the composition of the invention to the animal range from about daily to about yearly. Of note are dosing intervals ranging from about weekly to about once every June. Of particular note is the monthly dosing interval (ie, the compound is administered to the animal once a month).

  Within the scope of the present invention, useful plants to be protected typically include the following plant species: cereals (wheat, barley, rye, oats, rice, corn, sorghum and related species); beet ( Sugar beet and beet for feed); fruit, stone and soft fruit (apple, pear, peach plum, peach, almond, cherry, strawberry, raspberry and blackberry); legumes (kidney beans, lentils, peas) , Soybean); oil plant (seed rape, mustard, poppy, olive, sunflower, coconut, castor bean, cacao bean, peanut); cucumber plant (pumpkin, cucumber, melon); fiber plant (cotton, flax, Asa, jute); citrus Fruit (orange, lemon, grapefruit, mandarin orange) Vegetables (spinach, lettuce, asparagus, cabbage, carrots, onions, tomatoes, potatoes, paprika); camphoraceae (avocado, nikkei, camphor), or tobacco, nuts, coffee, eggplant, sugar cane, tea, pepper, grapes, Plants such as hops, bananas and natural rubber plants, and ornamental plants.

  The term “useful plant” refers to bromoxynil or certain classes of herbicides (eg HPPD inhibitors, ALS inhibitors such as primsulfuron, prosulfuron and trifloxysulfuron, EPSPS, by conventional mating or genetic engineering methods. Resistant to herbicides such as (5-enol-pyrovir-shikimate-3-phosphate-synthase) inhibitors, GS (glutamine synthetase) inhibitors or PPO (protoporphyrinogen-oxidase) inhibitors) It should also be understood to include useful plants. An example of a crop that has been rendered tolerant to imidazolinone, such as imazamox, by conventional mating methods (mutagenesis) is Clearfield® rapeseed (canola). Examples of crops that have been rendered genetically engineered tolerant to herbicides or a class of herbicides are marketed under the tradenames RoundupReady (R), Herculex I (R) and LibertyLink (R) And glyphosate- and glufosinate-resistant corn varieties.

  The term “useful plant” is capable of synthesizing one or more selectively acting toxins, such as known ones from, for example, Bacillus toxin-producing bacteria. It should also be understood to include useful plants transformed using DNA recombination techniques.

  Examples of such plants are: YieldGard® (Corn variety expressing CryIA (b) toxin); YieldGard Rootworm® (Corn variety expressing CryIIIB (b1) toxin); YieldGard Plus® ) (Corn varieties expressing CryIA (b) and CryIIIB (b1) toxins); Starlink® (corn varieties expressing Cry9 (c) toxin); Herculex I® (CryIF (a2) toxin and Maize varieties that express the enzyme phosphinothricin N-acetyltransferase (PAT) and have achieved resistance to the herbicide glufosinate ammonium); NuCOTN 33B® (CryIA) c) Cotton varieties expressing toxin); Bollgard I® (cotton varieties expressing CryIA (c) toxin); Bollgard II® (CryIA (c) and cotton expressing CryIIA (b) toxin Varieties); VIPCOT® (cotton varieties expressing VIP toxin); NewLeaf® (potato varieties expressing CryIIIA toxin); Nature-Gard® Agrisure® GT Advantage (GA21 glyphosate) -Resistance traits), Agrisure (R) CB Advantage (Bt11 corn piercing pest (CB) trait), Agrisure (R) RW (Corn root nematode trait) and Protecta (R).

  The term “useful plant” refers to an anti-disease having a selective action such as, for example, a so-called “infection-specific protein” (PRP, see for example EP-A-0 392 225). It should be understood to also include useful plants transformed using DNA recombination techniques so that protogenic material can be synthesized. Examples of such anti-pathogenic substances and transformed plants capable of synthesizing such anti-pathogenic substances are described, for example, in EP-A-0 392 225, International Publication No. 95/33818 and EP-A-0 353 191. Methods for producing such transformed plants are generally known to those skilled in the art and are described, for example, in the publications mentioned above.

  As used herein, the term “habitat” of a useful plant will find a plant propagation of a useful plant or a plant propagation of a useful plant will be present in the soil. It is intended to encompass places where useful plants will grow. An example of such a habitat is a field where crop plants are grown.

  The term “plant propagation” is understood to denote the reproductive part of a plant, such as a seed, that can be used for its growth, and a nutrient, such as a cutting or a tuber, such as a potato. There may be mentioned for example seeds (in the strict sense), roots, fruits, tubers, bulbs, rhizomes and parts of plants. Also included are germinated plants and young shoots that will be transplanted after germination or after germination from soil. These young shoots may be protected by full or partial treatment by immersion before transplantation. Preferably, “plant propagation material” is understood to represent a seed.

  The compounds of the formula I can be used as such or, preferably, together with carriers and auxiliaries conventionally employed in the technical part of formulations.

  As used herein, the term “plant” or “useful plant” includes seedlings, shrubs and trees. The term “crop” is used to synthesize one or more selectively acting toxins, such as known from, for example, Bacillus toxin-producing bacteria. It should also be understood to include crop plants transformed using replacement techniques.

  Toxins that can be expressed by such transformed plants include, for example, insecticidal proteins from Bacillus cereus or Bacillus popilliae; or, for example, Cry1Ab, Cry1Ac, Cry1F, Cry1Fa, An insecticidal protein from Bacillus thuringiensis such as δ-endotoxin such as Cry2Ab, Cry3A, Cry3Bb1 or Cry9C, or a vegetative insecticidal protein (Vip) such as Vip1, Vip2, Vip3 or Vip3A; Das Luminescence (Xenolabdas) Nematophilus (Xenorhabdus spp.) Or nematode symbiotic bacterial insecticidal proteins such as Photolabdas spp .; Scorpion toxin, spider toxin, large bee wasp) toxins produced by animals such as toxins and other insect specific neurotoxins; toxins produced by fungi such as Streptomyces toxins, plant lectins such as pea lectin, barley lectin or pinus lectin; agglutinin Proteinase inhibitors such as trypsin inhibitor, serine protease inhibitor, patatin, cystatin, papain inhibitor; lysine, corn Ribosome-inactivating protein (RIP) such as kosi-RIP, abrin, ruffin, saporin or bryodin; 3-hydroxysteroid oxidase, ecdysteroid-UDP-glycosyl-transferase, cholesterol oxidase, ecdysone inhibitor, HMG-COA- Steroid metabolic enzymes such as reductase, ion channel blockers such as sodium or calcium blockers, larval hormone esterase, diuretic hormone receptor, stilbene synthase, bibenzyl synthase, chitinase and glucanase.

  In the context of the present invention, a δ-endotoxin such as Cry1Ab, Cry1Ac, Cry1F, Cry1Fa2, Cry2Ab, Cry3A, Cry3Bb1 or Cry9C or a vegetative insecticidal protein (Vip) such as Vip1, Vip2, Vip3 or Vip3A, In particular, it should be understood that it is also a hybrid toxin, a truncated toxin and a modified toxin. Hybrid toxins are produced recombinantly by new combinations of different domains of these proteins (see, eg, WO 02/15701). For example, a truncated toxin such as a truncated Cry1Ab is known. In the case of modified toxins, one or more amino acids of the natural toxin are replaced. In such an amino acid substitution, a non-naturally occurring proteolytic enzyme recognition sequence is preferably inserted into the toxin. For example, in the case of Cry3A055, a cathepsin-G-recognition sequence is inserted into the Cry3A toxin (International Publication No. 03 / 018810 pamphlet).

  Examples of such toxins or transformed plants capable of synthesizing such toxins are described, for example, in EP-A-0 374 753, WO 93/07278, WO No. 95/34656, European Patent Application Publication No. A-0 427 529, European Patent Application Publication No. A-451 878, and International Publication No. 03/052073.

  Processes for preparing such transformed plants are generally known to those skilled in the art and are described, for example, in the publications mentioned above. CryI-type deoxyribonucleic acid and its preparation are described, for example, in WO 95/34656, EP-A-0 367 474, EP-A-0 401 979 and International It is known from the publication No. 90/13651 pamphlet.

  The toxin contained in the transformed plant confers resistance to harmful insects on the plant. Such insects can be of any of the insect taxonomic groups, but are particularly commonly found in beetles (Coleoptera), Diptera (Diptera) and butterflies (Lepidoptera).

  Transformed plants that contain one or more genes that encode insecticidal resistance and express one or more toxins are known, some of which are commercially available. Examples of such plants are: YieldGard® (a corn variety that expresses Cry1Ab toxin); YieldGard Rootworm® (a corn variety that expresses Cry3Bb1 toxin); YieldGard Plus® (Cry1Ab and Cry3Bb1 toxin) Corn varieties); Starlink® (corn varieties expressing Cry9C toxin); Herculex I® (Cry1Fa2 toxin and the enzyme phosphinotricin N-acetyltransferase (PAT) expressing the herbicide glufosinate Maize varieties that have achieved resistance to ammonium); NuCOTN 33B® (cotton varieties expressing Cry1Ac toxin); ard I® (cotton varieties expressing Cry1Ac toxin); Bollgard II® (cotton varieties expressing Cry1Ac and Cry2Ab toxins); VipCot® (cotton varieties expressing Vip3A and Cry1Ab toxins) NewLeaf® (potato variety expressing Cry3A toxin); Nature-Gard®, Agrisure® GT Advantage (GA21 glyphosate-resistant trait), Agrisure® CB Advantage (Bt11 corn perforation); Sexual pests (CB) trait) and Protecta®.

Further examples of such transformed crops are as follows:
1. Syngenta Seeds SAS, Chemin de l'Hobit 27, F-31 790 St. Sauveur, France Bt11 corn, registration number C / FR / 96/05/10. Genetically engineered maize (Zea mays) conferred resistance to Awanoga (Ostrinia nubilalis and Sesemia nonagrioides) by transgenic expression of truncated Cry1Ab toxin. Bt11 corn has also achieved tolerance to the herbicide glufosinate ammonium by transgenic expression of the enzyme PAT.

2. Syngenta Seeds SAS, Chemin de l'Hobit 27, F-31 790 St. Sauveur, France Bt176 corn, registration number C / FR / 96/05/10. Genetically engineered maize (Zea mays) conferred resistance to Awan moth (Ostrinia nubilalis and Sesamia nonagrioides) by transgenic expression of Cry1Ab toxin. Bt176 corn has also achieved tolerance to the herbicide glufosinate ammonium by transgenic expression of the enzyme PAT.

3. Syngenta Seeds SAS, Chemin de l'Hobit 27, F-31 790 St. Sauveur, France MIR604 corn, registration number C / FR / 96/05/10. Maize that has been rendered insect-resistant by transgenic expression of a modified Cry3A toxin. This toxin is Cry3A055 modified by insertion of a cathepsin-G-proteolytic enzyme recognition sequence. The preparation of such transformed corn plants is described in WO 03/018810 pamphlet.

4). Monsanto Europe S. A. 270-272 Avenue de Tervuren, B-1150 Brussels, MON863 corn from Belgium, registration number C / DE / 02/9. MON863 expresses the Cry3Bb1 toxin and is resistant to certain Coleoptera insects.

5. Monsanto Europe S. A. 270-272 Avenue de Terven, B-1150 Brasssels, Belgium IPC531 cotton, registration number C / ES / 96/02.

6). Pioneer Overseas Corporation, Avenue Tesco, 7 B-1160 Brussels, Belgium 1507 corn, registration number C / NL / 00/10. Maize engineered for expression of the protein Cry1F that achieves resistance to certain lepidopterous insects and expression of the PAT protein to achieve resistance to the herbicide glufosinate ammonium.

7). Monsanto Europe S. A. 270-272 Avenue de Tervuren, B-1150 Brussels, NK603 × MON810 maize from Belgium, registration number C / GB / 02 / M3 / 03. It consists of a conventional hybrid-type hybrid corn variety by crossing genetically engineered varieties NK603 and MON810. NK603 × MON810 maize transgenically expresses the protein CP4 EPSPS obtained from a strain CP4 of the genus Agrobacterium, which is resistant to the herbicide Roundup® (containing glyphosate) Also, transgenic expression of the Cry1Ab toxin that is conferred and obtained from Bacillus thuringiensis subsp.

  The crops also have been made resistant to harmful insects by genetic engineering methods, such as Bt corn (resistant to corn borer), Bt cotton (resistant to cotton weevil), and Bt potato (resistant to Colorado potato beetle). It should be understood that there is. An example of Bt corn is the Bt 176 corn hybrid from NK® (Syngenta Seeds). Examples of transformed plants that encode insecticidal resistance and contain one or more genes that express one or more toxins are KnockOut® (corn), Yield Gard® (corn), NuCOTIN33B (registered). Trademark) (cotton), Bollgard (R) (cotton), NewLeaf (R) (potato), NatureGard (R), and Protexcta (R).

  Both plant crops or their seeds can be resistant to herbicides and at the same time can be resistant to insect feeding ("stack" transformation events). For example, the seed can express the insecticidal Cry3 protein and at the same time can be resistant to glyphosate.

  Crops are also obtained by conventional mating or genetic manipulation methods and should be understood as having so-called output traits (eg improved storage stability, high nutritional value and improved flavor).

  As an insecticide, acaricide, nematicide or molluscicide, to apply a compound of formula (I) to pests, to pest habitats or to plants susceptible to damage by pests In addition, the compound of formula (I) is usually formulated in a composition comprising a suitable inert diluent or carrier and optionally a surfactant (SFA) in addition to the compound of formula (I). The SFA modifies the properties of the interface (eg, liquid / solid, liquid / air or liquid / liquid interface) by reducing the interfacial tension, thereby allowing other properties (eg, dispersibility, emulsification and wettability). It is a chemical substance that can bring about changes. All compositions (both solid and liquid formulations) contain 0.0001-95%, more preferably 1-85%, for example 5-60% of a compound of formula (I), by weight. It is preferable. The composition is generally harmful in such a way that the compound of formula (I) is applied in an amount of 0.1 g to 10 kg / ha, preferably 1 g to 6 kg / ha, more preferably 1 g to 1 kg / ha. Used for biological control.

  When used in seed dressing, the compound of formula (I) is from 0.0001 g to 10 g (eg 0.001 g or 0.05 g), preferably from 0.005 g to 10 g, more preferably from 0.001 g to 1 kg per seed. Used in an amount of 005g to 4g.

  In other embodiments, the present invention provides an effective amount of a compound of formula (I), and a suitable carrier or diluent thereto, in an insecticidal, acaricidal, nematicidal or molluscicidal manner. Insecticidal, acaricidal, nematicidal or molluscicidal compositions comprising are provided. The composition is preferably an insecticidal, acaricidal, nematicidal or molluscicidal composition.

  The composition can be sprayed powder (DP), soluble powder (SP), water-soluble granules (SG), water-dispersible granules (WG), wettable powder (WP), granules (GR) (slow release or fast) Release), soluble concentrate (SL), oil-miscible liquid (OL), ultra-low volume liquid (UL), emulsifiable concentrate (EC), dispersible concentrate (DC), emulsion (oil-in-water (EW) ) And water-in-oil (EO)), microemulsions (ME), suspension concentrates (SC), aerosols, fumes / fumigation formulations, capsule suspensions (CS) and seed treatment formulations Can be selected from the following formulation types: In any case, the formulation type selected will depend on the particular purpose envisaged of the compound of formula (I) as well as the physical, chemical and biological properties.

  Dispersible powders (DP) comprise a compound of formula (I) with one or more solid diluents (eg natural clay, kaolin, granite, bentonite, alumina, montmorillonite, key slagger, chalk, diatomaceous earth, calcium phosphate, carbonate Calcium and magnesium carbonate, sulfur, lime, flour, talc, and other organic and inorganic solid carriers) and can be prepared by mechanically grinding the mixture into a fine powder.

  Soluble powder (SP) is a compound of formula (I) and one or more water-soluble inorganic salts (such as sodium bicarbonate, sodium carbonate or magnesium sulfate) or one or more water-soluble organic solids (such as polysaccharides). And optionally may be prepared by mixing one or more wetting agents, one or more dispersing agents or a mixture of said agents to improve dispersibility / solubility in water. The mixture is then ground into a fine powder. Similar compositions may be granulated to form water-soluble granules (SG).

  The wettable powder (WP) comprises a compound of formula (I), one or more solid diluents or carriers, one or more wetting agents, and preferably one or more dispersants, and optionally, It can be prepared by mixing with one or more suspending agents to promote dispersibility in the liquid. The mixture is then ground into a fine powder. Similar compositions may be granulated to form water dispersible granules (WG).

  Granules (GR) may be formed by granulating a mixture of a compound of formula (I) and one or more powdered solid diluents or carriers, or a compound of formula (I) (or a suitable The solution in the drug) is absorbed into a porous granular material (such as pumice, attapulgite clay, fuller earth, key slugger, diatomaceous earth or ground corn cob) or a compound of formula (I) (or A compacted powder which is pre-formed by absorbing hard core material (such as sand, silicic acid, carbonate minerals, sulfates or phosphates) and drying if necessary Can be formed from granules. Agents commonly used to aid absorption or adsorption include solvents (such as aliphatic and aromatic petroleum solvents, alcohols, ethers, ketones, and esters) and adhesives (polyvinyl acetate, polyvinyl alcohol, dextrin, carbohydrates) And vegetable oils). One or more other additives may also be included in the granules (eg, emulsifiers, wetting agents or dispersing agents).

  Dispersible concentrates (DC) can be prepared by dissolving the compound of formula (I) in water or an organic solvent such as a ketone, alcohol or glycol ether. These solutions may contain a surfactant (eg to improve dilution with water or prevent crystallization in a spray tank).

  An emulsifiable concentrate (EC) or an oil-in-water emulsion (EW) is a compound of formula (I) in an organic solvent (optionally having one or more wetting agents, one or more emulsifying agents or a mixture of said agents). It can be prepared by dissolving in. Examples of the organic solvent suitably used in EC include aromatic hydrocarbons (such as alkylbenzene or alkylnaphthalene exemplified by SOLVESSO 100, SOLVESSO 150 and SOLVESSO 200 (SOLVESSO is a registered trademark)), ketones (such as cyclohexanone or methylcyclohexanone). ), And alcohols (such as benzyl alcohol, furfuryl alcohol or butanol), N-alkylpyrrolidones (such as N-methylpyrrolidone or N-octylpyrrolidone), dimethylamides of fatty acids (such as C8-C10 fatty acid dimethylamides), and A chlorinated hydrocarbon is mentioned. The EC product may spontaneously emulsify when added to water, resulting in an emulsion that is sufficiently stable to allow for spray use in a suitable device. In the preparation of EW, as a liquid (if not liquid at room temperature, it may be melted at a suitable temperature, typically less than 70 ° C.) or as a solution (by dissolving in a suitable solvent) ) To obtain a compound of formula (I) and the resulting liquid or solution is then emulsified in water containing one or more SFAs under high shear to provide an emulsion. Solvents suitably used in EW include vegetable oils, chlorinated hydrocarbons (such as chlorobenzene), aromatic solvents (such as alkylbenzene or alkylnaphthalene), and other suitable organic solvents that have low solubility in water.

  Microemulsions (ME) can be prepared by mixing a blend of one or more solvents and one or more SFAs with water to naturally produce a thermodynamically stable isotropic liquid formulation. The compound of formula (I) is initially present in either water or a solvent / SFA blend. Solvents suitably used in ME include those described above for use in EC or EW. The ME can be either an oil-in-water system or a water-in-oil system (which system is present can be determined by measuring conductivity) and is water and oil soluble in the same formulation. What is necessary is just to be suitable for mixing of a pest control agent. The ME is suitably diluted in water, either as a microemulsion or by forming a conventional oil-in-water emulsion.

  The suspension concentrate (SC) may comprise an aqueous or non-aqueous suspension of finely insoluble solid particles of the compound of formula (I). SC can be prepared by subjecting a solid compound of formula (I) to a ball mill or bead mill in a suitable medium, optionally with one or more dispersants, to give a fine particle suspension of the compound. One or more wetting agents may be included in the composition and a suspending agent may be included to reduce the sedimentation rate of the particles. Alternatively, the compound of formula (I) may be dry milled and added to water containing the agents described above in the specification to provide the desired end product.

  The aerosol formulation comprises a compound of formula (I) and a suitable propellant (eg n-butane). The compound of formula (I) can also be dissolved or dispersed in a suitable medium (eg water or a hydrating liquid such as n-propanol) for composition in a non-pressurized manual spray pump. Things may be brought about.

  The compound of formula (I) may be mixed with a pyrotechnic mixture in a dry state to form a composition suitable for generating smoke containing the compound in a closed space.

  A capsule suspension (CS) can be prepared similar to the preparation of the EW formulation, but each of the oil droplets is encapsulated in a polymeric shell, and for this purpose, optionally a compound of formula (I) With an additional polymerization stage such that an aqueous dispersion of oil droplets is obtained. The polymeric shell can be produced either by interfacial polycondensation reaction or by one of the coacervation techniques. The composition can provide sustained release of the compound of formula (I) and can be used for seed treatment. The compound of formula (I) may also be formulated in a biodegradable polymer matrix to make the compound slow and sustained release.

  The composition may contain one or more additives so that the biological performance of the composition (eg, wettability, retention, or distribution on the surface of the compound of formula (I); Resistance to rain on the surface; or by improving ingestion or mobility) may be improved. Such additives include surfactants, such as oil-based spray additives such as certain mineral oils or natural vegetable oils (such as soybean oil and rapeseed oil), and other bio-enhancing bio-enhancing agents. Mention may be made of blends with auxiliaries (formulation ingredients which can assist or modify the action of the compound of formula (I)).

  The compound of formula (I) is also a powder composition comprising, for example, dry seed treatment powder (DS), water-soluble powder (SS), or water dispersible powder (WS) for slurry treatment, or fluidity It may be formulated for use as a seed treatment, such as a concentrate (FS), solution (LS), or liquid composition containing capsule suspension (CS). The preparation of the DS, SS, WS, FS and LS compositions is very similar to the preparation of the DP, SP, WP, SC and DC compositions, respectively, described above. Compositions for treating seeds can include agents that aid in adhesion of the composition to the seed (eg, mineral oil or film-forming barrier).

  Wetting agents, dispersants and emulsifiers can be cationic, anionic, amphoteric or nonionic surface SFA.

  Suitable cationic SFAs include quaternary ammonium compounds (eg cetyltrimethylammonium bromide), imidazolines, and amine salts.

  Suitable anionic SFAs include alkali metal salts of fatty acids, aliphatic monoester sulfates (eg, sodium lauryl sulfate), sulfonated aromatic salts (eg, sodium dodecylbenzenesulfonate, calcium dodecylbenzenesulfonate, butyl) Naphthalenesulfonate and mixtures of sodium di-isopropyl-naphthalenesulfonate and sodium tri-isopropyl-naphthalenesulfonate), ether sulfates, alcohol ether sulfates (eg sodium laureth-3-sulfate), ether carboxylates (eg Sodium laureth-3-carboxylate), phosphate esters (eg, reaction of one or more aliphatic alcohols and phosphoric acid (primarily monoesters) such as the reaction of lauryl alcohol with tetraphosphate). Are products from reaction with phosphorus pentoxide (mainly di-esters; these products may also be ethoxylated), sulfosuccinamate, paraffin or olefin sulfonates, taurates and lignos. Examples include sulfonates.

  Suitable amphoteric SFAs include betaine, propionate, and glycinate.

  Suitable nonionic SFAs include alkylene oxides such as ethylene oxide, propylene oxide, butylene oxide, or mixtures thereof, and aliphatic alcohols (such as oleyl alcohol or cetyl alcohol) or alkylphenols (such as octylphenol, nonylphenol or octylcresol) Condensates with: partial esters derived from long-chain fatty acids or hexitol anhydrides; condensates of said partial esters with ethylene oxide; block polymers (including ethylene oxide and propylene oxide); alkanolamides; simple esters (eg fatty acid polyethylene glycol esters) Amine oxides (eg lauryl dimethylamine oxide); and lecithin.

  Suitable suspending agents include hydrophilic colloids (such as polysaccharides, polyvinyl pyrrolidone or sodium carboxymethyl cellulose) and swelling clays (such as bentonite or attapulgite).

  The compound of formula (I) may be applied by any of the known means of applying a pest control compound. For example, the compound of the formula (I) may be contained in a compounded or uncompounded state to a pest or a place of a pest (such as a habitat of a pest or a cultivated plant that is susceptible to pests). Or any part of the plant including foliage, stems, branches or roots, seeds before planting, or other medium in which the plant is growing or planted (soil around the roots) Can be applied directly to common soil, surface water or hydroponic systems, etc., or the compound of formula (I) can be sprayed, sprayed, applied by dipping, cream or paste formulation Applied as vaporized, applied as vapor, or applied via distribution or uptake of a composition in the soil or water environment (such as a granular composition or a composition filled in a water-soluble bag) .

  The compounds of formula (I) can also be injected into plants, sprayed onto vegetation using electric spray techniques or other low volume methods, or applied by land or air irrigation systems Good.

  Compositions used as aqueous preparations (aqueous solutions or dispersions) are generally provided in the form of a concentrate containing a high proportion of the active ingredient, which concentrate is added to water before use. These concentrates, which may contain DC, SC, EC, EW, ME, SG, SP, WP, WG and CS, often withstand long-term storage and are added to water after such storage Thus, it is required to be able to form an aqueous preparation that remains homogeneous for a sufficient amount of time so that it can be applied by conventional spray equipment. Such aqueous preparations may contain varying amounts of a compound of formula (I) (eg 0.0001 to 10% by weight) depending on the purpose used.

  The compound of formula (I) may be used in a mixture with a fertilizer, such as a nitrogen-, potassium- or phosphorus-containing fertilizer. A preferred formulation type includes fertilizer granules. The mixture preferably contains up to 25% by weight of the compound of formula (I).

  The present invention therefore also provides a fertilizer composition comprising a fertilizer and a compound of formula (I).

  The composition of the present invention has other compounds having biological activity such as trace elements, or has fungicidal / fungicidal activity, or activity to regulate plant growth, herbicidal activity, A compound having insecticidal activity, nematicidal activity, or acaricidal activity may be contained.

A compound of formula I (hereinafter abbreviated as the term “TX” and therefore means a compound encompassed by a compound of formula I, or preferably the term “TX” Refers to a compound selected from Tables 1-12 and A), or is the only active ingredient of the composition or, where appropriate, pest control agents (insects, ticks, molluscs and lines) Insect pest control agents), fungicides, fungicides, synergists, herbicides, toxicity mitigators or plant growth regulators etc., even if mixed with one or more additional active ingredients (component (B)) Good. Thereby, the activity of the compositions of the present invention can be significantly broadened and in a broader sense can have surprising advantages that can also be described as synergistic activity. Additional active ingredients: provide a composition with a broader active range or higher persistence in the habitat; a composition that exhibits better plant / crop tolerance due to reduced herbicidal properties To provide compositions that control insects at different stages of growth; to reinforce the activity of TX, or to complement the activity complementary (eg, increase the rate of effect or overcome repellency) Or may help overcome or prevent the development of resistance to individual components. Certain additional active ingredients will depend on the intended utility of the composition. Examples of suitable pest control agents include:
a) Permethrin, cypermethrin, fenvalerate, esfenvalerate, deltamethrin, cyhalothrin (especially lambda-cyhalothrin), bifenthrin, fenpropatorin, cyfluthrin, tefluthrin, fish-safe pyrethroids (eg etofenprox), natural pyrethrin, tetramethrin , S-bioarethrin, fenfluthrin, praretrin or 5-benzyl-3-furylmethyl- (E)-(1R, 3S) -2,2-dimethyl-3- (2-oxothiolane-3-ylidenemethyl) cyclopropanecarboxy Pyrethroids such as rates;
b) Profenofos, Sulprophos, Acephate, Methylparathion, Azinphos-methyl, Demeton-s-methyl, Heptenofos, Thiometon, Phenamifos, Monocrotophos, Profenofos, Triazophos, Metamidophos, Dimethoate, Phospamidon, Malathion, Chlorpyrifos, Hosalone, Terbufos, Fensulfothion , Organophosphates such as folate, phoxime, pyrimiphos-methyl, pyrimiphos-ethyl, fenitrothion, phostiazate or diazinon;
c) Carbamates (including aryl carbamates) such as pyrimicarb, triazamate, cloetocarb, carbofuran, furthiocarb, etiofencarb, aldicarb, thioflox, carbosulfan, bendiocarb, fenobucarb, propoxur, mesomil or oxamyl;
d) Benzoylureas such as diflubenzuron, triflumuron, hexaflumuron, flufenoxuron or chlorfluazuron;
e) Organotin compounds such as cyhexatin, phenbutaine oxide or azocyclotin;
f) pyrazoles such as tebufenpyrad and fenpyroximate;
g) macrolides such as abamectin, emamectin benzoate, ivermectin, milbemycin, or avermectin such as spinosad, spinetoram or azadirachtin or milbemycin;
h) hormones or pheromones;
i) organochlorine compounds such as endosulfan, benzenehexachloride, DDT, chlordane or dieldrin;
j) Amidines such as chlordimeform or amitraz;
k) fumigants such as chloropicrin, dichloropropane, methyl bromide or metam;
l) Neoniotinoid compounds such as imidacloprid, thiacloprid, acetamiprid, clothianidin, nitenpyram, dinotefuran or thiamethoxam;
m) diacylhydrazines such as tebufenozide, chromafenozide or methoxyphenozide;
n) diphenyl ethers such as diophenolane or pyriproxyfen;
o) Indoxacarb;
p) chlorfenapyr;
q) Pymetrozine or pyrifluquinazone;
r) Spirotetramat, spirodiclofen or spiromesifen;
s) fulvendiamide, chlorantraniliprole or cyantraniliprole;
t) sienopyraphene or ciflumethofene; or u) suloxafurol.

  In addition to the main chemical classification of the pest control agents listed above, other pest control agents with specific targets may be employed in the composition where appropriate for the intended utility of the composition. Also good. For example, insecticides that are selective for a particular crop and are used in rice, such as stemborer-specific insecticides (such as cartap) or hopper-specific insecticides (such as buprofezin) ) May be employed. Alternatively, pesticides or acaricides specific to a particular insect species / stage may also be included in the composition (eg, acaricidal egg larvae control agents such as clofentezin, fulbenzimine, hexythiazox or tetradiphone) An acaricide such as dicophor or propargite; an acaricide such as bromopropyrate or chlorobenzilate; or a growth regulator such as hydramethylnon, cyromazine, methoprene, chlorfluazuron or diflubenzuron).

Preferred are the following mixtures of a compound of formula I and an active ingredient, wherein preferably the term “TX” refers to a compound encompassed by a compound of formula I, or preferably the term “TX” Refers to compounds selected from Tables 1-12 and A.
Adjuvant selected from the group of substances consisting of: petroleum (alternative name) (628) + TX,
Acaricide selected from the group of substances consisting of: 1,1-bis (4-chloro-phenyl) -2-ethoxyethanol (IUPAC name) (910) + TX, 2,4-dichlorophenylbenzenesulfonate (IUPAC / Chemical Abstracts name) (1059) + TX, 2-fluoro-N-methyl-N-1-naphthylacetamide (IUPAC name) (1295) + TX, 4-chlorophenylphenylsulfone (IUPAC name) (981) + TX, abamectin ( 1) + TX, acequinosyl (3) + TX, acetoprole [CCN] + TX, acrinathrin (9) + TX, aldicarb (16) + TX, aldoxycarb (863) + TX, α-cypermethrin (202) + TX, amidithione (870) + TX, Amidof Meto [CCN] + TX, amidothioate (872) + TX, amiton (875) + TX, amiton oxalate (875) + TX, amitraz (24) + TX, aramite (881) + TX, arsenic trioxide (882) + TX, AVI382 (Compound code) + TX, AZ60541 (Compound code) + TX, Azinphos-ethyl (44) + TX, Azinphos-methyl (45) + TX, Azobenzene (IUPAC name) (888) + TX, Azocyclotin (46) + TX, Azotoate (889) + TX Benomyl (62) + TX, Benoxafos (alternative name) [CCN] + TX, benzochimate (71) + TX, benzylbenzoate (IUPAC name) [CCN] + TX, bifenazate (74) + TX, bifenthrin (76) + TX, bi Pacryl (907) + TX, Brofenvalerate (alternate name) + TX, Bromocyclene (918) + TX, Bromophos (920) + TX, Bromophos-ethyl (921) + TX, Bromopropylate (94) + TX, Buprofezin (99) + TX, Buto Carboxyme (103) + TX, Butoxycarboxyme (104) + TX, Butylpyridaben (alternative name) + TX, Calcium polysulfate (IUPAC name) (111) + TX, Campefchlor (941) + TX, Carbanolate (943) + TX, Carbaryl (115) + TX, Carbofuran (118) + TX, Carbophenothione (947) + TX, CGA50'439 (Development Code) (125) + TX, Tinomethionate (126) + TX, Chlorbenside (959) + TX, Clos Dimeform (964) + TX, Chlordimeform hydrochloride (964) + TX, Chlorfenapyr (130) + TX, Chlorphenetol (968) + TX, Chlorfenson (970) + TX, Chlorfensulfide (971) + TX, Chlorfenvinphos (131) + TX, Chlorobenzilate (975) + TX, Chloromebuform (977) + TX, Chloromethyuron (978) + TX, Chloropropylate (983) + TX, Chlorpyrifos (145) + TX, Chlorpyrifos-methyl (146) + TX, Chlorthiofos (994) ) + TX, Cineline I (696) + TX, Cineline II (696) + TX, Cineline (696) + TX, Clofentedine (158) + TX, Closantel (alternative name) [CCN] + TX, bear Phos (174) + TX, Crotoamiton (alternative name) [CCN] + TX, Crotoxyphos (1010) + TX, Kufraebu (1013) + TX, Cyanatoate (1020) + TX, Ciflumethofen (CAS registration number: 4000882-07-7) + TX, Cyhalothrin ( 196) + TX, cyhexatin (199) + TX, cypermethrin (201) + TX, DCPM (1032) + TX, DDT (219) + TX, demefione (1037) + TX, demefione-O (1037) + TX, demefione-S (1037) + TX , Demeton (1038) + TX, demeton-methyl (224) + TX, demeton-O (1038) + TX, demeton-O-methyl (224) + TX, demeton-S (1038) + TX, demeton-S-methyl (2 4) + TX, demeton-S-methylsulfone (1039) + TX, difenthiuron (226) + TX, diariphos (1042) + TX, diazinon (227) + TX, diclofluuride (230) + TX, dichlorvos (236) + TX, Diclifos (alternative name) + TX, Dicofor (242) + TX, Dicrotofos (243) + TX, Dienochlor (1071) + TX, Dimehox (1081) + TX, Dimethoate (262) + TX, Ginactin (alternative name) (653) + TX, Genex (1089) ) + TX, Gynex-dicrexin (1089) + TX, Dinobutone (269) + TX, Dinocup (270) + TX, Dinocup-4 [CCN] + TX, Dinocup-6 [CCN] + TX, Dinocton (1090) + TX, Ginope Ton (1092) + TX, Dinosulfone (1097) + TX, Dinoterbon (1098) + TX, Dioxathion (1102) + TX, Diphenylsulfone (IUPAC name) (1103) + TX, Disulfiram (alternative name) [CCN] + TX, Disulfoton (278) + TX , DNOC (282) + TX, dofenapine (1113) + TX, doramectin (alternative name) [CCN] + TX, endosulfan (294) + TX, endothion (1121) + TX, EPN (297) + TX, epilinomectin (alternative name) [CCN] + TX , Ethion (309) + TX, Ethoate methyl (1134) + TX, Etoxazole (320) + TX, Etrimfos (1142) + TX, Phenazaflor (1147) + TX, Phenazaquin (32 8) + TX, phenbutadium oxide (330) + TX, phenothiocarb (337) + TX, fenpropatoline (342) + TX, fenpyrad (alternative name) + TX, fenproxymate (345) + TX, fenson (1157) + TX, fentriphanyl ( 1161) + TX, fenvalerate (349) + TX, fipronil (354) + TX, fluacrylpyrim (360) + TX, fluazuron (1166) + TX, flubenzimine (1167) + TX, flucycloxuron (366) + TX, flucitrinate (367) + TX, fluentyl (1169) + TX, flufenoxuron (370) + TX, flumethrin (372) + TX, fluorbenside (1174) + TX, fulvalinate (1184) + TX, FMC1 37 (development code) (1185) + TX, formethanate (405) + TX, formethanate hydrochloride (405) + TX, formothion (1192) + TX, formparanate (1193) + TX, γ-HCH (430) + TX, gliodin ( 1205) + TX, Halfenprox (424) + TX, heptenophos (432) + TX, hexadecylcyclopropanecarboxylate (IUPAC / Chemical Abstracts name) (1216) + TX, hexythiazox (441) + TX, iodomethane (IUPAC name) (542) + TX, isocarbophos (alternative name) (473) + TX, isopropyl O- (methoxyaminothiophosphoryl) salicylate (IUPAC name) (473) + TX, ivermectin Name) [CCN] + TX, Jasmolin I (696) + TX, Jasmorin II (696) + TX, Jodfenphos (1248) + TX, Lindan (430) + TX, Rufenuron (490) + TX, Malathion (492) + TX, Maronoben (1254) + TX , Mecarbam (502) + TX, mefophoran (1261) + TX, mesulfen (alternative name) [CCN] + TX, methaclifos (1266) + TX, methamidophos (527) + TX, methidathione (529) + TX, methiocarb (530) + TX, mesomil (531) ) + TX, methyl bromide (537) + TX, metorcarb (550) + TX, mevinphos (556) + TX, mexacarbate (1290) + TX, milbemectin (557) + TX, milbemycinoxy (Alternate name) [CCN] + TX, mipahox (1293) + TX, monocrotofos (561) + TX, morphothion (1300) + TX, moxidectin (alternative name) [CCN] + TX, nared (567) + TX, NC-184 (compound) Code) + TX, NC-512 (compound code) + TX, niflulidide (1309) + TX, nicomycin (alternative name) [CCN] + TX, nitrilocarb (1313) + TX, nitriracarb 1: 1 zinc chloride complex (1313) + TX, NNI- 0101 (compound code) + TX, NNI-0250 (compound code) + TX, ometoate (594) + TX, oxamyl (602) + TX, oxydeprophos (1324) + TX, oxydisulfoton (1325) + TX, pp'-DDT (219) + T X, parathion (615) + TX, permethrin (626) + TX, petroleum (alternative name) (628) + TX, fencapton (1330) + TX, phentoate (631) + TX, folate (636) + TX, hosalon (637) + TX, phosphorane (1338) + TX, Phosmet (638) + TX, Phosphamidone (639) + TX, Hoxime (642) + TX, Pirimiphos-methyl (652) + TX, Polychloroterpene (conventional name) (1347) + TX, Polynactin (alternative name) (653) + TX, Prochronol (1350) + TX, Profenofos (662) + TX, Promasil (1354) + TX, Propargit (671) + TX, Propetamphos (673) + TX, Propoxyl (678) + TX, Procidathione 1360) + TX, protoate (1362) + TX, pyrethrin I (696) + TX, pyrethrin II (696) + TX, pyrethrin (696) + TX, pyridaben (699) + TX, pyridafenthione (701) + TX, pyrimidifen (706) + TX, pyrimidate 1370) + TX, quinalphos (711) + TX, quinthiophos (1381) + TX, R-1492 (development code) (1382) + TX, RA-17 (development code) (1383) + TX, rotenone (722) + TX, shuradan (1389) + TX, Cebufos (alternative name) + TX, selamectin (alternative name) [CCN] + TX, SI-0009 (compound code) + TX, sofamid (1402) + TX, spirodiclofen (738) + TX, spiromesifen 739) + TX, SSI-121 (development code) (1404) + TX, sulfiram (alternative name) [CCN] + TX, sulfuramide (750) + TX, sulfotep (753) + TX, sulphur (754) + TX, SZI-121 (development code) ) (757) + TX, τ-fulvalinate (398) + TX, tebufenpyrad (763) + TX, TEPP (1417) + TX, terbum (alternate name) + TX, tetrachlorbinphos (777) + TX, tetradiphone (786) + TX, tetranactin (Alternative name) (653) + TX, Tetrasul (1425) + TX, Thiafenox (Alternative name) + TX, Thiocarboxyme (1431) + TX, Thiophanox (800) + TX, Thiometone (801) + TX, Thioquinox (1436) + T , Thuringiensine (alternative name) [CCN] + TX, Triamifos (1441) + TX, Trialatene (1443) + TX, Triazophos (820) + TX, Triazolone (Alternative name) + TX, Trichlorfone (824) + TX, Triphenophos (1455) + TX, Trinactin ( (Alternative name) (653) + TX, bamidthione (847) + TX, vaniliprol [CCN] and YI-5302 (compound code) + TX,
Algicides selected from the group of substances consisting of: betoxazine [CCN] + TX, copper dioctanoate (IUPAC name) (170) + TX, copper sulfate (172) + TX, sibutrin [CCN] + TX, dicron (1052) + TX, Dichlorophen (232) + TX, Endal (295) + TX, Fentine (347) + TX, Slaked lime [CCN] + TX, Nervam (566) + TX, Quinocamine (714) + TX, Quinoneamide (1379) + TX, Simazine (730) + TX, Triphenyltin acetate (IUPAC name) (347) and triphenyltin hydroxide (IUPAC name) (347) + TX,
Anthelmintic drugs selected from the group of substances consisting of: abamectin (1) + TX, culfomate (1011) + TX, doramectin (alternative name) [CCN] + TX, emamectin (291) + TX, emamectin benzoate (291) + TX, Epilinomectin (alternative name) [CCN] + TX, ivermectin (alternative name) [CCN] + TX, milbemycin oxime (alternative name) [CCN] + TX, moxidectin (alternative name) [CCN] + TX, piperazine [CCN] + TX, selamectin (alternative) Name) [CCN] + TX, spinosad (737) and thiophanate (1435) + TX,
Birdicide selected from the group of substances consisting of: Chloralose (127) + TX, Endrin (1122) + TX, Fentione (346) + TX, Pyridin-4-amine (IUPAC name) (23) and Strykinin (745) + TX ,
Bactericides selected from the group of substances consisting of: 1-hydroxy-1H-pyridin-2-thione (IUPAC name) (1222) + TX, 4- (quinoxalin-2-ylamino) benzenesulfonamide (IUPAC name) (748) + TX, 8-hydroxyquinoline sulfate (446) + TX, bronopol (97) + TX, copper dioctanoate (IUPAC name) (170) + TX, copper hydroxide (IUPAC name) (169) + TX, cresol [CCN] + TX , Dichlorophen (232) + TX, dipyrithione (1105) + TX, dodicine (1112) + TX, phenaminosulf (1144) + TX, formaldehyde (404) + TX, hydrargafen (alternative name) [CCN] + TX, kasugamycin (483 ) + X, Kasugamycin hydrochloride hydrate (483) + TX, Nickel bis (dimethyldithiocarbamate) (IUPAC name) (1308) + TX, Nitrapyrin (580) + TX, Octylinone (590) + TX, Oxophosphoric acid (606) + TX, Oxytetracycline (611) + TX, potassium hydroxyquinoline sulfate (446) + TX, probenazole (658) + TX, streptomycin (744) + TX, streptomycin sesquisulfate (744) + TX, teclophthalam (766) + TX, and thiomersal (alternative name) [CCN ] + TX,
Biological agent selected from the group of substances consisting of: Adoxophys orana GV (alternative name) (12) + TX, Agrobacterium radiobacter (alternative name) (13) + TX, Ambreiius One species of genus (Amblyseius spp.) (Alternative name) (19) + TX, Anagrafa falcifera NPV (alternative name) (28) + TX, Angles atomus (alternative name) (29) + TX, Abracoba (Aphelinus abdominalis) (alternative name) (33) + TX, Aphidinus colemani (alternative name) (34) TX, Aphidotes aphidymza (alternative name) (35) + TX, Autographa californica NPV (alternative name) (38) + TX, Bacillus films 48 (alternative name) ) + TX, Bacillus sphaericus Neide (scientific name) (49) + TX, Bacillus thuringiensis Berliner (scientific name) (51) + TX, Bacillus thuringiensis (Bacillus sp.) (Scientific name) (51) + TX, Bacillus thuringiensis (Baci) llus thuringiensis subsp. isralensis) (scientific name) (51) + TX, Bacillus thuringiensis subsp. japennisis (scientific name) (51) + TX, bacillus thuringiensis (bacillus thuris s. Bacillus thuringiensis subsp. Tenebrionis (scientific name) (51) + TX, beauveria bassiana (alternative name) (53) + TX, alternative to beauberi verni (Beauubernia) (54) + TX, Chrysoperla carnea (alternative name) (151) + TX, Cryptolaemus montrozieri (alternative name) (178) + TX, Cydia poGel (alternative name) 19 Dacnus sibirica (alternative name) (212) + TX, Diglyhus isea (alternative name) (254) + TX, Encarsia formosa (scientific name) T (Eretmocerus eremicus) (alternative name) (300) + TX, American tobacco moth (Helicoverpa zea NPV) ( (Alternative name) (431) + TX, Heterorhabditis bacteriophora and H. H. megidis (alternative name) (433) + TX, Hippodamia convergens (alternative name) (442) + TX, Fujikonahhi Nagatobikobachi (Leptomastic dactyltropiX) (alternative name) (TX) Macrolophus caliginosus (alternative name) (491) + TX, Mamestra brassicae NPV (alternative name) (494) + TX, Metaphys helbolus (alternative name) X (alternative name X) , Metarhizium anisopliae var. Acidum (scientific name) (523) + TX, etarhizium anisopliae var.anisopliae) (scientific name) (523) + TX, Matsunokihabachi (Neodiprion sertifer NPV) and N. Recontei (N. lecontei NPV) (alternative name) (575) + TX, a member of the genus Orus spp. (Alternative name) (596) + TX, Paecilomyces fumosoroseus (Alternative name) (613) + TX, Phytoseiulus persimilis (Alternative name) (644) + TX, Sirochimo ito i Nuclear polyhedrosis virus (scientific name) (741) + TX, Steinerne bibionis (alternative name) (742) + TX, Steinerne carpocapsae (alternative name) (742) + TX, stay Steinerne feltiae (alternative name) (742) + TX, Steinerne magrase (Stenernema glasseri) (alternative name) (742) + TX, Steinerne mario brave (alternate name) (742) + TX, Steinerne mario bravis (alternative name) (742) + TX Steinerne scapterisci (alternative name) (742) + TX, a kind of Steinerne spp. (Alternative name) (742) + TX, a species of the genus Trichogramma (Trichogramma spp.). (Alternative name) (826) + TX, Typhrodromus ocidentalis (Alternative name) (844) and Verticillium lecanii (Alternative name) (848) + TX,
Soil barren selected from the group of substances consisting of: iodomethane (IUPAC name) (542) and methyl bromide (537) + TX,
A fertility agent selected from the group of substances consisting of: afolate [CCN] + TX, bisadir (alternative name) [CCN] + TX, busulfan (alternative name) [CCN] + TX, diflubenzuron (250) + TX, dimatif (alternative name) ) [CCN] + TX, Hemel [CCN] + TX, Hempa [CCN] + TX, Metepa [CCN] + TX, Methiotepa [CCN] + TX, Methyl afolate [CCN] + TX, Morzide [CCN] + TX, Penflulon (alternative name) [ CCN] + TX, Tepa [CCN] + TX, Thiohempa (alternate name) [CCN] + TX, Thiotepa (alternate name) [CCN] + TX, Tretamine (alternate name) [CCN] and Uredepa (alternate name) [CCN] + TX,
Insect pheromone selected from the group of substances consisting of: (E) -dec-5-en-1-ol (IUPAC name) (222) + TX with (E) -dec-5-en-1-yl acetate (E) -Tridec-4-en-1-yl acetate (IUPAC name) (829) + TX, (E) -6-methylhept-2-en-4-ol (IUPAC name) (541) + TX, (E , Z) -tetradec-4,10-dien-1-yl acetate (IUPAC name) (779) + TX, (Z) -dodec-7-en-1-yl acetate (IUPAC name) (285) + TX, (Z ) -Hexadeca-11-enal (IUPAC name) (436) + TX, (Z) -hexadeca-11-en-1-yl acetate (IUPAC name) (437) + TX, ) -Hexadeca-13-en-11-in-1-yl acetate (IUPAC name) (438) + TX, (Z) -icos-13-en-10-one (IUPAC name) (448) + TX, (Z) Tetradec-7-en-1-al (IUPAC name) (782) + TX, (Z) -Tetradeca-9-en-1-ol (IUPAC name) (783) + TX, (Z) -Tetradeca-9-ene -1-yl acetate (IUPAC name) (784) + TX, (7E, 9Z) -dodeca-7,9-dien-1-yl acetate (IUPAC name) (283) + TX, (9Z, 11E) -tetradec-9 , 11-Dien-1-yl acetate (IUPAC name) (780) + TX, (9Z, 12E) -Tetradeca-9,12-dien-1-yl acetate IUPAC name) (781) + TX, 14-methyloctadeca-1-ene (IUPAC name) (545) + TX, 4-methylnonan-5-one with 4-methylnonan-5-ol (IUPAC name) (544) + TX , Α-Multistriatin (alternative name) [CCN] + TX, Brevicomin (alternative name) [CCN] + TX, Kodlerua (alternative name) [CCN] + TX, Codremon (alternative name) (167) + TX, Querua (alternative name) (179) + TX, dysparua (277) + TX, dodeca-8-en-1-yl acetate (IUPAC name) (286) + TX, dodec-9-en-1-yl acetate (IUPAC name) (287) + TX, dodeca -8 + TX, 10-dien-1-yl acetate (IUPAC name) (284) + T , Dominical lure (alternative name) [CCN] + TX, ethyl 4-methyloctanoate (IUPAC name) (317) + TX, Eugenol (alternative name) [CCN] + TX, Frontalin (alternative name) [CCN] + TX, gossip lure (alternative) Name) (420) + TX, ground lure (421) + TX, ground lure I (alternative name) (421) + TX, grand lure II (alternative name) (421) + TX, grand lure III (alternative name) (421) + TX, Grand Rua IV (alternative name) (421) + TX, Hexalua [CCN] + TX, Ipsdienol (alternative name) [CCN] + TX, Ipsenol (alternative name) [CCN] + TX, Japonirua (alternative name) (481) + TX, Lineatin (alternative name) [CCN] + TX, Little aur (alternate name) ) [CCN] + TX, lupus (alternative name) [CCN] + TX, medrua [CCN] + TX, megatomoic acid (alternative name) [CCN] + TX, methyl eugenol (alternative name) (540) + TX, Muscarua (563) + TX, Octadeca-2,13-dien-1-yl acetate (IUPAC name) (588) + TX, Octadeca-3,13-dien-1-yl acetate (IUPAC name) (589) + TX, Orfuralua (alternative name) [CCN] + TX, Orctalua (alternative name) (317) + TX, Ostramon (alternative name) [CCN] + TX, Sigurua [CCN] + TX, Solzidine (alternative name) (736) + TX, Sulcatol (alternative name) [CCN] + TX, Tetradeca- 11-en-1-yl acetate (IUPAC name) ( 785) + TX, trimedorua (839) + TX, trimedorua A (alternative name) (839) + TX, trimedorua B ₁ (Alternative name) (839) + TX, Trimedorua B ₂ (Alternate name) (839) + TX, trimedorua C (alternate name) (839) and trunk call (alternate name) [CCN] + TX,
Insect repellent selected from the group of substances consisting of: 2- (octylthio) -ethanol (IUPAC name) (591) + TX, butopyronoxyl (933) + TX, butoxy (polypropylene glycol) (936) + TX, dibutyl adipate (IUPAC) Name) (1046) + TX, dibutyl phthalate (1047) + TX, dibutyl succinate (IUPAC name) (1048) + TX, diethyl toluamide [CCN] + TX, dimethylcarbate [CCN] + TX, dimethyl phthalate [CCN] + TX, Ethyl hexanediol (1137) + TX, hexamide [CCN] + TX, methokine-butyl (1276) + TX, methylneodecanamide [CCN] + TX, oxamate [CCN] and picaridine [CCN] + TX,
Insecticide selected from the group of substances consisting of: 1-dichloro-1-nitroethane (named IUPAC / Chemical Abstracts) (1058) + TX, 1,1-dichloro-2,2-bis (4-ethylphenyl)- Ethane (IUPAC name) (1056), + TX, 1,2-dichloropropane (IUPAC / Chemical Abstracts name) (1062) + TX, 1,3-dichloropropene with 1,2-dichloropropane (IUPAC name) (1063) + TX, 1-bromo-2-chloroethane (IUPAC / Chemical Abstracts name) (916) + TX, ethyl 2,2,2-trichloro-1- (3,4-dichloro-phenyl) acetate (IUPAC name) (1451) + TX 2,2-dichlorovinyl Ethylsulfinylethylmethyl phosphate (IUPAC name) (1066) + TX, 2- (1,3-dithiolan-2-yl) phenyldimethylcarbamate (IUPAC / Chemical Abstracts name) (1109) + TX, 2- (2-butoxy Ethoxy) ethyl thiocyanate (IUPAC / Chemical Abstracts name) (935) + TX, 2- (4,5-dimethyl-1,3-dioxolan-2-yl) phenylmethylcarbamate (IUPAC / Chemical Abstracts name) (1084) + TX, 2- (4-Chloro-3,5-xylyloxy) ethanol (IUPAC name) (986) + TX, 2-chlorovinyldiethylphosphoric acid (IUPAC name) (984) + TX, 2-imidazolidone IUPAC name) (1225) + TX, 2-isovalerylindane-1,3-dione (IUPAC name) (1246) + TX, 2-methyl (prop-2-ynyl) aminophenylmethyl carbamate (IUPAC name) (1284) + TX, 2-thiocyanatoethyl laurate (IUPAC name) (1433) + TX, 3-bromo-1-chloroprop-1-ene (IUPAC name) (917) + TX, 3-methyl-1-phenylpyrazole-5 Ildimethyl-carbamate (IUPAC name) (1283) + TX, 4-methyl (prop-2-ynyl) amino-3,5-xylylmethylcarbamate (IUPAC name) (1285) + TX, 5,5-dimethyl-3- Oxocyclohex-1-enyldimethylcarbamate (IUPAC name) ) (1085) + TX, abamectin (1) + TX, acephate (2) + TX, acetamiprid (4) + TX, acethione (alternative name) [CCN] + TX, acetoprole [CCN] + TX, acrinathrin (9) + TX, acrylonitrile (IUPAC) Name) (861) + TX, Alanicarb (15) + TX, Aldicarb (16) + TX, Aldoxycarb (863) + TX, Aldrin (864) + TX, Alletrin (17) + TX, Allosamidin (alternative name) [CCN] + TX, Alixicarb (866) + TX, α-cypermethrin (202) + TX, α-ecdysone (alternative name) [CCN] + TX, aluminum phosphide (640) + TX, amidithione (870) + TX, amidothioate (872) + TX, aminocarb (873) + TX, amiton (875) + TX, amiton hydrogen oxalate (875) + TX, amitraz (24) + TX, anabasine (877) + TX, atidathione (883) + TX, AVI382 (compound code) + TX, AZ60541 (compound code) + TX, azadirachtin (alternative name) (41) + TX, azamethiphos (42) + TX, azinephos-ethyl (44) + TX, azinephos-methyl (45) + TX, azotoate (889) + TX, Bacillus thuringiensis δ endotoxin ( (Alternative name) (52) + TX, barium hexafluorosilicate (alternative name) [CCN] + TX, barium polysulfide (IUPAC / Chemical Abstracts name) (8 92) + TX, Bartholin [CCN] + TX, Bayer 22/190 (development code) (893) + TX, Bayer 22408 (development code) (894) + TX, Bengiocarb (58) + TX, Benfuracarb (60) + TX, Bensar tap (66) + TX, β-cyfluthrin (194) + TX, β-cypermethrin (203) + TX, bifenthrin (76) + TX, bioarethrin (78) + TX, bioarethrin S-cyclopentenyl isomer (alternative name) (79) + TX, bioethanometry [CCN] + TX, biopermethrin (908) + TX, violesmethrin (80) + TX, bis (2-chloroethyl) ether (IUPAC name) (909) + TX, bistrifluron (83) + TX, sodium borate (86) + TX, The Lofenvalerate (alternative name) + TX, bromofenvinphos (914) + TX, bromocyclene (918) + TX, bromo-DDT (alternative name) [CCN] + TX, bromophos (920) + TX, bromophos-ethyl (921) + TX, Bufencarb (924) + TX, Buprofezin (99) + TX, Butacarb (926) + TX, Butathiophos (927) + TX, Butcarboxyme (103) + TX, Butonate (932) + TX, Butoxycarboxyme (104) + TX, Butylpyridaben (alternative Name) + TX, kazusafos (109) + TX, calcium arsenate [CCN] + TX, calcium cyanide (444) + TX, calcium polysulfate (IUPAC name) (111) + TX, camfechlor (941) + TX, carbanolet (943) + TX, carbaryl (115) + TX, carbofuran (118) + TX, carbon disulfide (IUPAC / Chemical Abstracts name) (945) + TX, carbon tetrachloride (IUPAC name) (946) + TX, carbophenothione (947) + TX, carbosulfan (119) + TX, cartap (123) + TX, cartap hydrochloride (123) + TX, sebazine (alternative name) (725) + TX, chlorbicyclen (960) + TX, chlordan (128) + TX, chlordecone ( 963) + TX, chlordimeform (964) + TX, chlordimeform hydrochloride (964) + TX, chlorethoxyphos (129) + TX, chlorfenapyr (130) + TX, chlorfenvinphos (131) + TX, Lorfluazuron (132) + TX, Chlormefos (136) + TX, Chloroform [CCN] + TX, Chlorpicrin (141) + TX, Chlorfoxime (989) + TX, Chlorprazophos (990) + TX, Chlorpyrifos (145) + TX, Chlorpyrifos-Methyl (146) + X Chlorthiophos (994) + TX, Chromafenozide (150) + TX, Cineline I (696) + TX, Cineline II (696) + TX, Cineline (696) + TX, cis-resmethrin (alternative name) + TX, cismethrin (80) + TX, crocitrin ( Alternative name) + TX, Chloetocarb (999) + TX, Closantel (alternative name) [CCN] + TX, clothianidin (165) + TX, Copper acetoarsenite [CCN] + TX, Copper arsenate [CC ] + TX, copper oleate [CCN] + TX, coumaphos (174) + TX, cumitoate (1006) + TX, crotamiton (alternative name) [CCN] + TX, crotoxyphos (1010) + TX, culfomate (1011) + TX, cryolite (alternative) Name) (177) + TX, CS708 (development code) (1012) + TX, cyanophenphos (1019) + TX, cyanophos (184) + TX, cyanate (1020) + TX, citrine [CCN] + TX, cycloprotorin (188) + TX , Cyfluthrin (193) + TX, cyhalothrin (196) + TX, cypermethrin (201) + TX, ciphenothrin (206) + TX, cyromazine (209) + TX, cithioate (alternative name) [CCN] + TX, d-limonene (alternative name) [CCN] + TX, d-tetramethrin (alternative name) (788) + TX, DAEP (1031) + TX, dazomet (216) + TX, DDT (219) + TX, decarbofuran (1034) + TX, deltamethrin (223) + TX, demefione ( 1037) + TX, demefion-O (1037) + TX, demefion-S (1037) + TX, demeton (1038) + TX, demeton-methyl (224) + TX, demeton-O (1038) + TX, demeton-O-methyl (224) + TX, demeton-S (1038) + TX, demeton-S-methyl (224) + TX, demeton-S-methylsulfone (1039) + TX, diafenthiuron (226) + TX, diariphos (1042) + TX, diamidaphos (1044) + TX, da Azinon (227) + TX, dicapton (1050) + TX, dichlorophenthion (1051) + TX, dichloroboss (236) + TX, diclifos (alternative name) + TX, dicresyl (alternative name) [CCN] + TX, dicrotophos (243) + TX, dicyclanyl ( 244) + TX, dieldrin (1070) + TX, diethyl 5-methylpyrazol-3-yl phosphate (IUPAC name) (1076) + TX, diflubenzuron (250) + TX, dilol (alternative name) [CCN] + TX, dimeflutrin [CCN] + TX , Dimehox (1081) + TX, Dimethane (1085) + TX, Dimethoate (262) + TX, Dimethrin (1083) + TX, Dimethylvinphos (265) + TX, Dimethylan (1086) + TX, Gynex 1089) + TX, Gynex-dicrexin (1089) + TX, Dinoprop (1093) + TX, Dinosum (1094) + TX, Dinocebu (1095) + TX, Dinotefuran (271) + TX, Diophenolane (1099) + TX, Dioxabenzophos (1100) + TX , Dioxacarb (1101) + TX, dioxathione (1102) + TX, disulfotone (278) + TX, diticlophos (1108) + TX, DNOC (282) + TX, doramectin (alternative name) [CCN] + TX, DSP (1115) + TX, ecdysterone (alternative) Name) [CCN] + TX, EI1642 (development code) (1118) + TX, emamectin (291) + TX, emamectin benzoate (291) + TX, EMPC (1120) + TX, empe Enthrin (292) + TX, Endosulfan (294) + TX, Endothion (1121) + TX, Endrin (1122) + TX, EPBP (1123) + TX, EPN (297) + TX, Epofenonan (1124) + TX, Epilinomectin (alternative name) [CCN] + TX, esfenvalerate (302) + TX, ethafos (alternative name) [CCN] + TX, etiophencarb (308) + TX, ethion (309) + TX, ethiprole (310) + TX, ethoate-methyl (1134) + TX, etoprophos (312) + TX, ethyl formate (IUPAC name) [CCN] + TX, ethyl-DDD (alternative name) (1056) + TX, ethylene dibromide (316) + TX, dichloroethane (chemical name) (1136) + TX, ethyl Oxide [CCN] + TX, etofenprox (319) + TX, etrimfos (1142) + TX, EXD (1143) + TX, fan fur (323) + TX, fenamifos (326) + TX, phenazaflor (1147) + TX, fenchlorfos (1148) ) + TX, phenetacarb (1149) + TX, fenfluthrin (1150) + TX, fenitrothion (335) + TX, fenobucarb (336) + TX, phenoxacrim (1153) + TX, phenoxycarb (340) + TX, fenpyritrin (1155) + TX, fenpropatoline (342) + TX, fenpyrad (alternative name) + TX, phensulfothion (1158) + TX, fenthion (346) + TX, fenthion-ethyl [CCN] + X, fenvalerate (349) + TX, fipronil (354) + TX, flonicamid (358) + TX, flubendiamide (CAS registry number: 272451-65-7) + TX, Furukofuron (1168) + TX, flucycloxuron (366) +
TX, flucitrinate (367) + TX, fluentyl (1169) + TX, flufenerim [CCN] + TX, flufenoxuron (370) + TX, flufenprox (1171) + TX, flumethrin (372) + TX, fluvalinate (1184) + TX , FMC1137 (development code) (1185) + TX, phonophos (1191) + TX, formethanate (405) + TX, formethanate hydrochloride (405) + TX, formothion (1192) + TX, formparanate (1193) + TX, phosmethylan (1194) ) + TX, Hospirate (1195) + TX, Phosthiazate (408) + TX, Phoschietane (1196) + TX, Frathiocarb (412) + TX, Frethrin (1200) + TX, γ-shiha Thrin (197) + TX, γ-HCH (430) + TX, guazatine (422) + TX, guazatine acetate (422) + TX, GY-81 (development code) (423) + TX, halfenprox (424) + TX, halofenozide ( 425) + TX, HCH (430) + TX, HEOD (1070) + TX, heptachlor (1211) + TX, heptenophos (432) + TX, heterophos [CCN] + TX, hexaflumuron (439) + TX, HHDN (864) + TX, hydramethyl Non (443) + TX, hydrogen cyanide (444) + TX, hydroprene (445) + TX, hickencarb (1223) + TX, imidacloprid (458) + TX, imiprothrin (460) + TX, indoxacarb (465) + TX, iodomethane ( UPAC name) (542) + TX, IPSP (1229) + TX, isazophos (1231) + TX, isobenzan (1232) + TX, isocarbophos (alternative name) (473) + TX, isodoline (1235) + TX, isofenphos (1236) + TX, isolane ( 1237) + TX, isoprocarb (472) + TX, isopropyl O- (methoxy-aminothiophosphoryl) salicylate (IUPAC name) (473) + TX, isoprothiolane (474) + TX, isothioate (1244) + TX, isoxathion (480) + TX, ivermectin ( Alternative name) [CCN] + TX, Jasmorin I (696) + TX, Jasmorin II (696) + TX, Jodfenphos (1248) + TX, Larval hormone I (Alternative name) [C N] + TX, Larval Hormone II (alternative name) [CCN] + TX, Larval Hormone III (alternative name) [CCN] + TX, Keleban (1249) + TX, Quinoprene (484) + TX, Lambda-Cyhalothrin (198) + TX, Lead Arsenate [CCN] + TX, lepimectin (CCN) + TX, leptophos (1250) + TX, lindane (430) + TX, lilimfos (1251) + TX, rufenuron (490) + TX, ritidathione (1253) + TX, m-cumenyl methyl carbamate (IUPAC name) ) (1014) + TX, magnesium phosphide (IUPAC name) (640) + TX, malathion (492) + TX, malonoben (1254) + TX, majidocus (1255) + TX, mecarbam (502) + TX, mecalphone (1258) + T X, menazone (1260) + TX, mephophoran (1261) + TX, mercuric chloride (513) + TX, mesulfenphos (1263) + TX, metaflumizone (CCN) + TX, metam (519) + TX, metam-potassium (alternative name) (519) ) + TX, metham-sodium (519) + TX, methaclifos (1266) + TX, methamidophos (527) + TX, methanesulfonyl fluoride (IUPAC / Chemical Abstracts name) (1268) + TX, methidathion (529) + TX, methiocarb (530) + X , Metocrotofos (1273) + TX, Mesomil (531) + TX, Metoprene (532) + TX, Metkin-Butyl (1276) + TX, Metothrin (alternative name) (533) + TX, Methoxyc Lor (534) + TX, Methoxyphenozide (535) + TX, Methyl bromide (537) + TX, Methyl isothiocyanate (543) + TX, Methyl chloroform (alternative name) [CCN] + TX, Methylene chloride [CCN] + TX, Metofluthrin [CCN] + TX, metorcarb (550) + TX, methoxadiazone (1288) + TX, mevinphos (556) + TX, mexacarbate (1290) + TX, milbemectin (557) + TX, milbemycin oxime (alternative name) [CCN] + TX, mipahox (1293) + TX, mirex (1294) + TX, monocrotophos (561) + TX, morphothion (1300) + TX, moxidectin (alternative name) [CCN] + TX, naphthalophos (alternative name) [CCN] + TX, nare (567) + TX, naphthalene (IUPAC / Chemical Abstracts name) (1303) + TX, NC-170 (development code) (1306) + TX, NC-184 (compound code) + TX, nicotine (578) + TX, nicotine sulfate (578) ) + TX, Nifluride (1309) + TX, Nitenpyram (579) + TX, Nithiazine (1311) + TX, Nitrilacarb (1313) + TX, Nitrilacarb 1: 1 zinc chloride complex (1313) + TX, NNI-0101 (Compound code) + TX, NNI- 0250 (compound code) + TX, nornicotine (conventional name) (1319) + TX, novallon (585) + TX, nobiflumuron (586) + TX, O-5-dichloro-4-iodophenyl O-ethylethyl Phosphonothioate (IUPAC name) (1057) + TX, O, O-diethyl O-4-methyl-2-oxo-2H-chromen-7-yl phosphorothioate (IUPAC name) (1074) + TX, O, O -Diethyl O-6-methyl-2-propylpyrimidin-4-yl phosphorothioate (IUPAC name) (1075) + TX, O, O, O ', O'-tetrapropyldithiopyrophosphate (IUPAC name) (1424) ) + TX, oleic acid (IUPAC name) (593) + TX, ometoate (594) + TX, oxamyl (602) + TX, oxydemeton-methyl (609) + TX, oxydeprophos (1324) + TX, oxydisulfoton (1325) + TX, pp '-DDT (219) + TX, para-dichlorobenzene [ CN] + TX, parathion (615) + TX, parathion-methyl (616) + TX, penfluron (alternative name) [CCN] + TX, pentachlorophenol (623) + TX, pentachlorophenyl laurate (IUPAC name) (623) + TX, permethrin (626) + TX, petroleum (alternative name) (628) + TX, PH60-38 (development code) (1328) + TX, fencapton (1330) + TX, phenothrin (630) + TX, phentoate (631) + TX, folate (636) + TX, Hosalon (637) + TX, Phospholane (1338) + TX, Phosmet (638) + TX, Phosniclor (1339) + TX, Phosphamidone (639) + TX, Phosphine (IUPAC name) (640) + TX, Hoxime (6 42) + TX, phoxime-methyl (1340) + TX, pyrimetaphos (1344) + TX, pyrimicarb (651) + TX, pyrimiphos-ethyl (1345) + TX, pyrimiphos-methyl (652) + TX, polychlorodicyclopentadiene isomer (IUPAC name) (1346) + TX, polychloroterpene (conventional name) (1347) + TX, potassium arsenite [CCN] + TX, potassium thiocyanate [CCN] + TX, praretrin (655) + TX, plecocene I (alternative name) [CCN] + TX, plecocene II (alternative name) [CCN] + TX, plecocene III (alternative name) [CCN] + TX, primidophos (1349) + TX, profenofos (662) + TX, profluthrin [CCN] + TX, promasil (1354) TX, Promecarb (1355) + TX, Propaphos (1356) + TX, Propetamphos (673) + TX, Propoxyl (678) + TX, Protidathione (1360) + TX, Prothiophos (686) + TX, Protoate (1362) + TX, Protrifenbut [CCN ] + TX, Pymetrozine (688) + TX, Pyracrofos (689) + TX, Pyrazophos (693) + TX, Pyrethmethrin (1367) + TX, Pyrethrin I (696) + TX, Pyretrin II (696) + TX, Pyretrin (696) + TX, Pyridaben (699) ) + TX, pyridalyl (700) + TX, pyridafenthione (701) + TX, pyrimidifen (706) + TX, pyrimidate (1370) + TX, pyriproxyfen (708) + TX Cassia (alternate name) [CCN] + TX, quinalphos (711) + TX, quinalphos-methyl (1376) + TX, quinothion (1380) + TX, quinthiofos (1381) + TX, R-1492 (development code) (1382) + TX, rafoxanide ( Alternative names) [CCN] + TX, Resmesulin (719) + TX, Rotenon (722) + TX, RU15525 (Development code) (723) + TX, RU25475 (Development code) (1386) + TX, Liania (Alternative name) (1387) + TX, Ryanodine (conventional name) (1387) + TX, Sabadilla (alternative name) (725) + TX, shuradan (1389) + TX, Cebufos (alternative name) + TX, selamectin (alternative name) [CCN] + TX, SI-0009 (compound) Code) + TX, SI-0205 (compound code) + TX, SI-0404 (compound code) + TX, SI-0405 (compound code) + TX, silafluophene (728) + TX, SN72129 (development code) (1397) + TX, sodium arsenite [CCN] + TX, sodium cyanide (444) + TX, sodium fluoride (IUPAC / Chemical Abstracts name) (1399) + TX, sodium hexafluorosilicate (1400) + TX, pentachlorophenoxide sodium salt (623) + TX, sodium selenate (IUPAC name) ) (1401) + TX, sodium thiocyanate [CCN] + TX, sofamid (1402) + TX, spinosad (737) + TX, spiromesifene (739) + TX, spirotetra Mato (CCN) + TX, Sulcofuron (746) + TX, Sulcofuron-Sodium (746) + TX, Sulfuramide (750) + TX, Sulfotep (753) + TX, Sulfuryl fluoride (756) + TX, Sulprophos (1408) + TX, Tar oil (alternative name) ) (758) + TX, τ-fulvalinate (398) + TX, Tadimcarb (1412) + TX, TDE (1414) + TX, tebufenozide (762) + TX, tebufenpyrad (763) + TX, tebupyrimphos (764) + TX, teflubenzuron (768) + TX Tefluthrin (769) + TX, Temefos (770) + TX, TEPP (1417) + TX, Teraretrin (1418) + TX, Terbum (alternate name) + TX, Terbufos (773) + TX, Tetrac Loethane [CCN] + TX, tetrachlorbinphos (777) + TX, tetramethrin (787) + TX, θ-cypermethrin (204) + TX, thiacloprid (791) + TX, thiaphenox (alternative name) + TX, thiamethoxam (792) + TX, ticlophos (1428) + TX, thiocarboxyme (1431) + TX, thiocyclam (798) + TX, thiocyclam hydrogen oxalate (798) + TX, thiodicarb (799) + TX, thiophanox (800) + TX, thiomethone (801) + TX, thionazine (1434) ) + TX, thiosultap (803) + TX, thiosultap-sodium (803) + TX, thuringiensine (alternative name) [CCN] + TX, tolfenpyrad (809) + TX, tralomethrin ( 12) + TX, Transfluthrin (813) + TX, trans par cytometry emissions (1440) + TX, Toriamihosu (1441) + TX, triazamate (818) + TX, triazophos (820) + TX, Toriazuron (alternative name) + TX, trichlorfon
(824) + TX, trichlorometaphos-3 (alternative name) [CCN] + TX, trichloronato (1452) + TX, trifenofos (1455) + TX, triflumuron (835) + TX, trimetacarb (840) + TX, triprene (1458) + TX, Bamidithione (847) + TX, vaniliprol [CCN] + TX, veratridine (alternative name) (725) + TX, veratrine (alternative name) (725) + TX, XMC (853) + TX, xylylcarb (854) + TX, YI-5302 (compound code) ) + TX, ζ-cypermethrin (205) + TX, ζ-methrin (alternate name) + TX, zinc phosphide (640) + TX, zolaprophos (1469) and ZXI8901 (development code) (858) + TX, cyantraniliprole [ 736994-63-19] + TX, chlorantraniliprole [500008-45-7] + TX, sienopyrafen [560121-52-0] + TX, cyflumethofen [400882-07-7] + TX, pyrifluquinazone [337458-27-2] + TX, spinetoram [187166-40-1 + 187166-15-0] + TX, spirotetramat [203313-25-1] + TX, sulfoxafurol [946578-00-3] + TX, flupiprol [704886-18-0] + TX, Meperfluthrin [915288-13-0] + TX, tetramethylfurthrin [84937-88-2] + TX,
A molluscicide selected from the group of substances consisting of: bis (tributyltin) oxide (IUPAC name) (913) + TX, bromoacetamide [CCN] + TX, calcium arsenate [CCN] + TX, cloetocarb (999) + TX, Copper aceto arsenite [CCN] + TX, copper sulfate (172) + TX, fentin (347) + TX, ferric phosphate (IUPAC name) (352) + TX, metaldehyde (518) + TX, methiocarb (530) + TX, Niclosamide (576) + TX, Niclosamide-Olamine (576) + TX, Pentachlorophenol (623) + TX, Sodium Pentachlorophenoxide (623) + TX, Tadimcarb (1412) + TX, Thiodicarb (799) + TX, Tributyltin oxide (913) + TX Torifenmoruho (1454) + TX, trimethacarb (840) + TX, Fentin acetate (IUPAC name) (347) and hydroxide triphenyltin (IUPAC name) (347) + TX, pyriprole [394730-71-3] + TX,
Nematicides selected from the group of substances consisting of: AKD-3088 (compound code) + TX, 1,2-dibromo-3-chloropropane (IUPAC / Chemical Abstracts name) (1045) + TX, 1,2-di Chloropropane (IUPAC / Chemical Abstracts name) (1062) + TX, 1,3-dichloropropene (IUPAC name) (1063) + TX with 1,2-dichloropropane, 1,3-dichloropropene (233) + TX, 3,4 -Dichlorotetrahydrothiophene 1,1-dioxide (IUPAC / Chemical Abstracts name) (1065) + TX, 3- (4-chlorophenyl) -5-methylrhodanine (IUPAC name) (980) + TX, 5-methyl-6-thioxo- , 3,5-thiadiazinan-3-ylacetic acid (IUPAC name) (1286) + TX, 6-isopentenylaminopurine (alternative name) (210) + TX, abamectin (1) + TX, acetoprole [CCN] + TX, alanic carb ( 15) + TX, Aldicarb (16) + TX, Aldoxycarb (863) + TX, AZ60541 (Compound code) + TX, Benclothiaz [CCN] + TX, Benomyl (62) + TX, Butylpyridaben (alternative name) + TX, Kazusafos (109) + TX , Carbofuran (118) + TX, carbon disulfide (945) + TX, carbosulfan (119) + TX, chlorpicrin (141) + TX, chlorpyrifos (145) + TX, chlortocarb (999) + TX, cytokinin (alternative name) (210 + TX, Dazomet (216) + TX, DBCP (1045) + TX, DCIP (218) + TX, Diamidafos (1044) + TX, Dichlorofenthion (1051) + TX, Dicrifos (alternative name) + TX, Dimethoate (262) + TX, Doramectin (alternative name) ) [CCN] + TX, emamectin (291) + TX, emamectin benzoate (291) + TX, epilinomectin (alternative name) [CCN] + TX, etoprophos (312) + TX, ethylene dibromide (316) + TX, fenamiphos (326) + TX , Fenpyrad (alternative name) + TX, Fensulfothione (1158) + TX, Phosthiazate (408) + TX, Phoschietane (1196) + TX, Rufural (alternate name) [CCN] + TX, GY-81 (Development) Code) (423) + TX, heterophos [CCN] + TX, iodomethane (IUPAC name) (542) + TX, isamidophos (1230) + TX, isazophos (1231) + TX, ivermectin (alternative name) [CCN] + TX, kinetin (alternative name) (210) + TX, mecalphone (1258) + TX, metam (519) + TX, metam-potassium (alternative name) (519) + TX, metam-sodium (519) + TX, methyl bromide (537) + TX, methyl isothiocyanate (543) ) + TX, milbemycin oxime (alternative name) [CCN] + TX, moxidectin (alternative name) [CCN] + TX, Myrothecium verucaria composition (alternative name) (565) + TX, NC-184 (Compound code) + TX, Oxamyl (602) + TX, Folate (636) + TX, Phosphamidone (639) + TX, Phosphocarb [CCN] + TX, Cebufos (alternative name) + TX, Ceramectin (alternative name) [CCN] + TX, Spinosad (737 ) + TX, terbum (alternative name) + TX, terbufos (773) + TX, tetrachlorothiophene (IUPAC / Chemical Abstracts name) (1422) + TX, thiaphenox (alternative name) + TX, thionazine (1434) + TX, triazophos (820) + TX, Triazuron (alternative name) + TX, xylenol [CCN] + TX, YI-5302 (compound code) and zeatin (alternative name) (210) + TX, fluenesulfone [318290-98-1] + T X,
A nitrification inhibitor selected from the group of substances consisting of: potassium ethylxanthate [CCN] and nitrapiline (580) + TX,
Plant activators selected from the group of substances consisting of: acibenzoral (6) + TX, acibenzoral-S-methyl (6) + TX, probenazole (658) and Reynoutria sachalinensis extract (alternative name) (720) + TX ,
A rodenticide selected from the group of substances consisting of: 2-isovalerylindane-1,3-dione (IUPAC name) (1246) + TX, 4- (quinoxalin-2-ylamino) benzenesulfonamide (IUPAC name) ( 748) + TX, α-chlorohydrin [CCN] + TX, aluminum phosphide (640) + TX, Anto (880) + TX, arsenic trioxide (882) + TX, barium carbonate (891) + TX, bisthiosemi (912) + TX, brodifacum (89) ) + TX, bromazolone (91) + TX, brometaline (92) + TX, calcium cyanide (444) + TX, chloralose (127) + TX, chlorofacinone (140) + TX, cholecalciferol (alternative name) (850) + TX, cumulolu (1004) TX, Coumafuryl (1005) + TX, Coumatetralyl (175) + TX, Crimidine (1009) + TX, Diphenacum (246) + TX, Diphethialone (249) + TX, Difacinone (273) + TX, Ergocardipherol (301) + TX, Flocumafen (357) ) + TX, fluoroacetamide (379) + TX, flupropazine (1183) + TX, flupropazine hydrochloride (1183) + TX, γ-HCH (430) + TX, HCH (430) + TX, hydrogen cyanide (444) + TX, iodomethane ( IUPAC name) (542) + TX, Lindan (430) + TX, magnesium phosphide (IUPAC name) (640) + TX, methyl bromide (537) + TX, norbornamide (1318) + TX, fosacetim ( 336) + TX, phosphine (IUPAC name) (640) + TX, phosphorus [CCN] + TX, pindon (1341) + TX, potassium arsenate [CCN] + TX, pyrinuron (1371) + TX, sililoside (1390) + TX, sodium arsenite [CCN] + TX, sodium cyanide (444) + TX, sodium fluoroacetate (735) + TX, strykinin (745) + TX, thallium sulfate [CCN] + TX, warfarin (851) and zinc phosphide (640) + TX,
A synergist selected from the group of substances consisting of: 2- (2-butoxyethoxy) -ethylpiperonylate (IUPAC name) (934) + TX, 5- (1,3-benzodioxol-5- Yl) -3-hexylcyclohex-2-enone (IUPAC name) (903) + TX, nerolidol with farnesol (alternative name) (324) + TX, MB-599 (development code) (498) + TX, MGK264 (development) Code) (296) + TX, piperonyl butoxide (649) + TX, pipertal (1343) + TX, propyl isomer (1358) + TX, S421 (development code) (724) + TX, sesadex (1393) + TX, sesamorin (1394) and sulfoxide ( 1406) + TX,
Animal repellents selected from the group consisting of the following substances: anthraquinone (32) + TX, chloralose (127) + TX, copper naphthenate [CCN] + TX, copper oxychloride (171) + TX, diazinon (227) + TX, dicyclo Pentadiene (chemical name) (1069) + TX, Guazatine (422) + TX, Guazatine acetate (422) + TX, Methiocarb (530) + TX, Pyridin-4-amine (IUPAC name) (23) + TX, Tyram (804) + TX, Trimetacarb (840) + TX, zinc naphthenate [CCN] and diram (856) + TX,
Antiviral drugs selected from the group of substances consisting of: imanin (alternative name) [CCN] and ribavirin (alternative name) [CCN] + TX,
Wound protectant selected from the group of substances consisting of: mercury (II) oxide (512) + TX, octyrinone (590) and thiophanate-methyl (802) + TX,
And a biologically effective compound selected from the group consisting of: azaconazole (60207-31-0) + TX, viteltanol [70585-36-3] + TX, bromuconazole [116255-48-2] + TX, Cyproconazole [94361-06-5] + TX, difenconazole [119446-68-3] + TX, diniconazole [83657-24-3] + TX, epoxycon-azole [106325-08-0] + TX, fenbuco Nazole [114369-43-6] + TX, fluquinconazole [136426-54-5] + TX, flusilazole [85509-19-9] + TX, flutriazole [76667-21-0] + TX, hexaconazole [79983- 71-4] + TX, Imazaril [3 554-44-0] + TX, imibenconazole [86598-92-7] + TX, ipconazole [125225-28-7] + TX, metconazole [125116-23-6] + TX, microbutanyl [88671-89-0] + TX, Pephrazoate [101903-30-4] + TX, Penconazole [66246-88-6] + TX, Prothioconazole [1788928-70-6] + TX, Pyrifenox [88283-41-4] + TX, Prochloraz [67747-09- 5] + TX, propiconazole [60207-90-1] + TX, cimeconazole [149508-90-7] + TX, tebuconazole [107534-96-3] + TX, tetraconazole [112281-77-3] + TX, triadimephone 43121-43-3] + TX, triadimenol [55219-65-3] + TX, triflumizole [99387-89-0] + TX, triticonazole [131983-72-7] + TX, ansimidol [12771 68-5] + TX, phenarimol [60168-88-9] + TX, nuarimol [63284-71-9] + TX, buprimate [41483-43-6] + TX, dimethylylmol [5221-53-4] + TX, ethylimol [23947- 60-6] + TX, dodemorph [1593-77-7] + TX, fenpropidin [67306-00-7] + TX, fenpropimorph [67564-91-4] + TX, spiroxamine [118134-30-8] + TX, Tridemorph [81412-43-3] + T X, cyprodinil [121552-61-2] + TX, mepanipyrim [110235-47-7] + TX, pyrimethanil [53112-28-0] + TX, fenpiclonyl [74738-17-3] + TX, fludioxonil [131341-86-1] + TX, Benalaxyl [71626-11-4] + TX, Furaxil [57646-30-7] + TX, Metalaxyl [57837-19-1] + TX, R-Metalaxyl [70630-17-0] + TX, Off-race [58810-48 -3] + TX, oxadixyl [77732-09-3] + TX, benomyl [17804-35-2] + TX, carbendazim [10605-21-7] + TX, devacarb [62732-91-6] + TX, fuberidazole [3878- 19- ] + TX, thiabendazole [148-79-8] + TX, clozolinate [84332-86-5] + TX, diclozoline [24201-58-9] + TX, iprodione [36734-19-7] + TX, microzoline [54864-61-8] ] + TX, Procymidone [32809-16-8] + TX, Vinclozoline [50471-44-8] + TX, Boscalid [188425-85-6] + TX, Carboxin [5234-68-4] + TX, Fenfram [24691-80- 3] + TX, flutolanil [66332-96-5] + TX, mepronil [55814-41-0] + TX, oxycarboxin [5259-88-1] + TX, penthiopyrad [183675-82-3] + TX, tifluzamide [130000- 4 −7] + TX, guazatine [108173-90-6] + TX, dodin [2439-10-3] [112-65-2] (free base) + TX, iminotadine [13516-27-3] + TX, azoxystrobin [131860-33-8] + TX, dimoxystrobin [149996-52-4] + TX, enestrobin {Proc. BCPC, Int. Congr. , Glasgow, 2003, 1, 93} + TX, fluoxastrobin [361377-29-9] + TX, cresoxime-methyl [143390-89-0] + TX, methinostrobin [133408-50-1] + TX, trifloxy Strobin [141517-21-7] + TX, Orizastrobin [248593-16-0] + TX, Picoxystrobin [117428-22-5] + TX, Pyraclostrobin [175013-18-0] + TX, Felvam [ 14484-64-1] + TX, mancozeb [8018-01-7] + TX, manneb [12427-38-2] + TX, methylam [9006-42-2] + TX, propineb [12071-83-9] + TX, thiram [ 137-26-8] + TX, Zineb [121 2-67-7] + TX, Diram [137-30-4] + TX, Captohol [2425-06-1] + TX, Captan [133-06-2] + TX, Diclofluanide [1085-98-9] + TX, Fluoroimide [41205-21-4] + TX, Holpet [133-07-3] + TX, Tolylfuranide [731-27-1] + TX, Bordeaux solution [8011-63-0] + TX, Copper hydroxide (II) [ 20427-59-2] + TX, copper chloride [1332-40-7] + TX, copper sulfate [7758-98-7] + TX, copper (II) oxide [1317-39-1] + TX, mankappa [53988-93 −5] + TX, oxine copper [10380-28-6] + TX, dinocup [131-72-6] + TX, nitrotal-isopropyl [ 0552-74-6] + TX, edifenphos [17109-49-8] + TX, iprobenphos [26087-47-8] + TX, isoprothiolane [50512-35-1] + TX, phosdiphen [36519-00-3] + TX, Pyrazophos [13457-18-6] + TX, Turkishphos-methyl [57018-04-9] + TX, Acibenzoral-S-methyl [135158-54-2] + TX, Anilazine [101-05-3] + TX, Bench Avaricarb [413615-35-7] + TX, blasticidin-S [2079-00-7] + TX, quinomethionate [2439-01-2] + TX, chloroneb [2675-77-6] + TX, chlorotalonyl [1897-45-6 ] + TX, cyflufenamide [180409- 60-3] + TX, Simoxanyl [57966-95-7] + TX, Dicron [117-80-6] + TX, Diclocimet [13920-32-4] + TX, Diclomedin [62885-36-5] + TX, Dichlorane [99- 30-9] + TX, dietofencarb [87130-20-9] + TX, dimethomorph [110488-70-5] + TX, SYP-LI90 (full morph) [21867-47-9] + TX, dithianone [3347-22-6] + TX Ethaboxam [162650-77-3] + TX, etridiazole [2593-15-9] + TX, famoxadone [131807-57-3] + TX, phenamidone [161326-34-7] + TX, phenoxanyl [115852-48-7] + TX, fe Chin [668-34-8] + TX, Ferimzone [89269-64-7] + TX, Fluazinam [79622-59-6] + TX, Fluopicolide [239110-15-7] + TX, Fursulfamide [106917-52-6] + TX, Fenhexamide [126833-3-17-8] + TX, Focetyl-aluminum [39148-24-8] + TX, Himexazole [10004-44-1] + TX, Iprovaricarb [140923-17-7] + TX, IKF-916 (Ciazofamide) [120116-88-3] + TX, Kasugamycin [6980-18-3] + TX, Metasulfocarb [66952-49-6] + TX, Metraphenone [220899-03-6] + TX, Penciclone [66063-05-6] + T , Phthalide [27355-22-2] + TX, polyoxin [11113-80-7] + TX, probenazole [27605-76-1] + TX, propamocarb [25606-41-1] + TX, proquinazide [189278-12-4] + TX , Pyroxylone [57369-32-1] + TX, Quinoxyphene [124495-18-7] + TX, Kintozen [82-68-8] + TX, Sulfur [7704-34-9] + TX, Thiazinyl [223580-51-6] + TX , Triazoxide [72459-58-6] + TX, tricyclazole [41814-78-2] + TX, triphorin [26644-46-2] + TX, validamycin [37248-47-8] + TX, zoxamide (RH7281) [1566052-68- 5] + TX, mandipropamide [374726-62-2] + TX, isopyrazam [8816885-58-1] + TX, sedaxane [874967-67-6] + TX, 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid ( 9-dichloromethylene-1,2,3,4-tetrahydro-1,4-methano-naphthalen-5-yl) -amide (disclosed in WO 2007/048556) + TX, 3-difluoromethyl -1-methyl-1H-pyrazole-4-carboxylic acid [2- (2,4-dichlorophenyl) -2-methoxy-1-methyl-ethyl] -amide (disclosed in WO 2008/148570 pamphlet) ) + TX, 1- [4- [4-[(5S) 5- (2,6-difluorophenyl)] 4,5-dihydro-1,2-oxazol-3-yl] -1,3-thiazol-2-yl] piperidin-1-yl] -2- [5-methyl-3- (trifluoromethyl) -1H -Pyrazol-1-yl] ethanone + TX, 1- [4- [4- [5- (2,6-difluorophenyl) -4,5-dihydro-1,2-oxazol-3-yl] -1,3 -Thiazol-2-yl] piperidin-1-yl] -2- [5-methyl-3- (trifluoromethyl) -1H-pyrazol-1-yl] ethanone [1003318-67-9], both published internationally 2010/123791 pamphlet, WO 2008/013925 pamphlet, WO 2008/013622 pamphlet and WO 2011/051243 pamphlet. + TX, and 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid (3 ′, 4 ′, 5′-trifluoro-biphenyl-2-yl) -amide (Disclosed in WO 2006/087343) + TX, 3- (difluoromethyl) -N-methoxy-1-methyl-N- [1-methyl-2- (2,4,6-trichlorophenyl) ) Ethyl] -1H-pyrazole-4-carboxamide + TX, 4-[(5S) -5- (3,5-dichlorophenyl) -5- (trifluoromethyl) -4H-isoxazol-3-yl] -2-methyl -N- (thietan-3-yl) benzamide (WO 2011/104089 pamphlet) + TX, 4-[(5R) -5- (3,5-dichloroph Enyl) -5- (trifluoromethyl) -4H-isoxazol-3-yl] -2-methyl-N- (thietan-3-yl) benzamide (WO 2011/1004089 pamphlet) + TX, 4-[( 5S) -5- (3,5-Dichlorophenyl) -5- (trifluoromethyl) -4H-isoxazol-3-yl] -2-methyl-N- (cis-1-oxo-thietan-3-yl) benzamide (WO 2011/104089 pamphlet) + TX, 4-[(5R) -5- (3,5-dichlorophenyl) -5- (trifluoromethyl) -4H-isoxazol-3-yl] -2-methyl- N- (cis-1-oxo-thio
Ethane-3-yl) benzamide (WO 2011/104089 pamphlet) + TX, 4-[(5S) -5- (3,5-dichlorophenyl) -5- (trifluoromethyl) -4H-isoxazole-3- Yl] -2-methyl-N- (trans-1-oxo-thietan-3-yl) benzamide (WO 2011/104089 pamphlet) + TX, 4-[(5R) -5- (3,5-dichlorophenyl) ) -5- (Trifluoromethyl) -4H-isoxazol-3-yl] -2-methyl-N- (trans-1-oxo-thietan-3-yl) benzamide (WO 2011/104089 pamphlet) + TX 4-[(5S) -5- (3,5-dichlorophenyl) -5- (trifluoromethyl) -4H-isoxy Zol-3-yl] -N- (1,1-dioxothietan-3-yl) -2-methyl-benzamide (WO 2011/104089 pamphlet) + TX, 4-[(5R) -5- (3 5-Dichlorophenyl) -5- (trifluoromethyl) -4H-isoxazol-3-yl] -N- (1,1-dioxothietan-3-yl) -2-methyl-benzamide (WO 2011/104089 pamphlet) ) + TX, 4-[(5S) -5- (3,5-dichlorophenyl) -5- (trifluoromethyl) -4H-isoxazol-3-yl] -2-methyl-N- [2-oxo-2- (2,2,2-trifluoroethylamino) ethyl] benzamide (WO 2011/104089 pamphlet) + TX, 4-[(5R)- -(3,5-dichlorophenyl) -5- (trifluoromethyl) -4H-isoxazol-3-yl] -2-methyl-N- [2-oxo-2- (2,2,2-trifluoroethylamino) ) Ethyl] benzamide (WO 2011/104089 pamphlet) + TX.

  Component (B) is known. For example, the reference in parentheses following the active ingredient, such as [3878-19-1], refers to the Chemical Abstracts Registry number. Such mixing partners are known. The active ingredient is “The Pesticide Manual” [The Pesticide Manual-A World Compendium; D. S. Tomlin; the British Crop Protection Council], these are listed therein under the item numbers indicated in parentheses herein above for certain compounds; for example; The compound “Abamectin” is described under item number (1). In the present specification, when “[CCN]” is added to a specific compound, the target compound can be found at the Internet address http: // www. alanwood. net / pesticides / [A. Wood; Compendium of Pesticide Common Names, Copyright (TM) 1995-2012], which is included in “Compendium of Pesticide Common Names” accessible via the Internet; or, preferably, listed below One of the additional pest control agents.

  In a different list of active ingredients to be mixed with TX above, the compound of formula I is preferably a compound of Tables 1-12 and A; and more preferably, compound TX is selected from Table A Or compound TX is selected from Table B, or compound TX is selected from Table C, and even more preferably, compound TX is A1, A3, A4, A5, A8, A17, A18, A19, A25, A40, A78, A97, A102, A103, A105, A106, A107, A108, A110, A111, A112, A115, A123, A131, A135, A136, A137, A139, A140, A141, A142, A143, Or selected from A144, A145, A148, A150 or Compound TX is A A2, A3, A4, A5, A8, A11, A12, A14, A15, A16, A17, A19, A22, A25, A27, A40, A56, A102, A103, A105, A106, A107, A108, A110, A111 , A115, A114, A126, A131, A135, A136, A137, A139, A140, A141, A142, A143, A144, A145, A146, A147, A148, A149, A150, or the compound TX is A1, A2, A3, A4, A5, A8, A11, A12, A13, A14, A15, A16, A17, A18, A19, A20, A21, A22, A23, A25, A27, A40, A52, A53, A55, A64, A67, A70, A78, A85, 91, A97, A102, A103, A105, A106, A107, A108, A110, A111, A112, A115, A118, A119, A122, A123, A126, A131, A134, A135, A136, A137, A138, A139, A140, A141, A142, A143, A145, A146, A147, A148, A150, or the compound TX is A1, A3, A4, A8, A11, A12, A15, A16, A17, A22, A23, A25 A27, A28, A40, A45, A47, A52, A53, A55, A64, A68, A78, A97, A102, A103, A105, A106, A107, A108, A110, A111, A115, A119, A126, A135, A137, A138, A139, A140, A141, A142, A143, A144, A145, A147, A148, A150, or the compound TX is A1, A2, A3, A4, A5, A8, A9, A11 A14, A15, A17, A18, A20, A21, A22, A23, A25, A26, A27, A28, A41, A52, A53, A55, A62, A68, A70, A78, A85, A102, A103, A105, A106 A107, A108, A112, A114, A115, A117, A119, A132, A133, A134, A136, A137, A138, A139, A140, A141, A142, A144, A145, A148, or a compound TX Are A1, A2, 3, A4, A5, A6, A8, A11, A14, A15, A16, A25, A26, A27, A40, A56, A102, A103, A106, A107, A110, A112, A114, A115, A122, A129, A135, A136, A137, A138, A139, A140, A141, A143, A144, A148, A150, A151 are selected, or the compound TX is selected from A1, A4, A102, A103, A106, A148.

  In a different list of active ingredients to be mixed with TX above, the compounds of formula I are preferably A1, A3, A4, A5, A8, A17, A18, A19, A25, A40, A78, A97, A102, A103, A105, A106, A107, A108, A110, A111, A112, A115, A123, A131, A135, A136, A137, A139, A140, A141, A142, A143, A144, A145, A148, A150, A1, A2, A11, A12, A14, A15, A16, A22, A27, A56, A114, A126, A146, A147, A149, A13, A20, A21, A23, A52, A53, A55, A64, A67, A70, A85, A91, A118, A119, A122, A 34 is a A138, A28, A45, A47, A68, A9, A26, A41, A62, A117, A132, A133, A6, A129, a compound selected from A 151.

  In the above mixture of the compound of formula I, in particular the compound selected from Tables 1-12 and A above, with other insecticides, fungicides, fungicides, herbicides, safeners, adjuvants, etc. Can vary over a wide range, preferably 100: 1 to 1: 6000, especially 50: 1 to 1:50, especially 20: 1 to 1:20, especially 10: 1 to 1:10. is there. These mixing ratios are understood to include weight ratios on the one hand and molar ratios on the other hand.

  Mixtures can be used advantageously in the above-mentioned formulations (in this case, “active ingredient” relates to the respective mixture of TX and mixing partner).

  Some mixtures may contain active ingredients with significantly different physical, chemical or biological properties, and these are not without problems suitable for the same conventional formulation type. In these situations, other formulation types can be prepared. For example, even if one active ingredient is a water-insoluble solid and the other is a water-insoluble liquid, the solid active ingredient is dispersed as a suspension (similar to SC It may be possible to disperse each of the active ingredients in the same continuous aqueous phase by dispersing the liquid active ingredient as an emulsion (using a preparation similar to EW). The resulting composition is a suspoemulsion (SE) formulation.

  A mixture comprising TX selected from Tables 1-12 and A and one or more active ingredients as described above is a single "prepared" form, such as a "tank mixture" A single active ingredient in a complex spray mixture composed of individual formulations of active ingredients and when applied sequentially, ie one after another, at moderately short intervals such as hours or days Can be applied in combination. The order in which the compounds of formula I selected from Tables 1-12 and A and the active ingredients described above are applied is not critical for the practice of the invention.

  The compounds of formula (I) may be mixed with soil, peat or other rooting media in order to protect the plant from seed infectious diseases, soil infectious diseases or leaf fungal diseases.

  Examples of suitable synergists used in the composition include piperonyl butoxide, sesamex, safroxan and dodecylimidazole.

  Suitable herbicides and plant growth regulators included in the composition will depend on the intended target and the desired effect.

  An example of a rice selective herbicide that can be included is propanil. An example of a plant growth regulator used for cotton is PIX ™.

  Some mixtures may contain active ingredients with significantly different physical, chemical or biological properties, and these are not without problems suitable for the same conventional formulation type. In these situations, other formulation types can be prepared. For example, even if one active ingredient is a water-insoluble solid and the other is a water-insoluble liquid, the solid active ingredient is dispersed as a suspension (similar to SC It may be possible to disperse each of the active ingredients in the same continuous aqueous phase by dispersing the liquid active ingredient as an emulsion (using a preparation similar to EW). The resulting composition is a suspoemulsion (SE) formulation.

５−フルオロ−１−メチル−３−ペンタフルオロエチル−４−トリフルオロメチル−１Ｈ−ピラゾール（Ｒｕｓｓｉａｎ Ｃｈｅｍｉｃａｌ Ｂｕｌｌｅｔｉｎ １９９０，３９，Ｎ°１１，ｐ２３３８に準拠して調製した；２ｇ；７ｍｍｏｌ）をＤＭＳＯ（１０ｍｌ）の混合物に添加し、アジ化ナトリウム（０．５ｇ；７．７ｍｍｏｌ）を混合物に添加し、これを室温で維持した。混合物をＲＴで一晩撹拌した。反応が完了した後、水（１００ｍＬ）とジエチルエーテル（１００ｍＬ）との予混合物を添加した。相を分離し、水性相をジエチルエーテルで２回抽出した。この化合物をさらなる精製をせずに用いた。 Example Preparation Intermediate I1: 5-Azido-1-methyl-3-pentafluoroethyl-4-trifluoromethyl-1H-pyrazole

5-Fluoro-1-methyl-3-pentafluoroethyl-4-trifluoromethyl-1H-pyrazole (prepared according to Russian Chemical Bulletin 1990, 39, N ° 11, p2338; 2 g; 7 mmol) was added to DMSO ( 10 ml) and sodium azide (0.5 g; 7.7 mmol) was added to the mixture, which was kept at room temperature. The mixture was stirred overnight at RT. After the reaction was complete, a premix of water (100 mL) and diethyl ether (100 mL) was added. The phases were separated and the aqueous phase was extracted twice with diethyl ether. This compound was used without further purification.

２５ｍＬの５−ブロモ−２−クロロ安息香酸メチルエステル（市販されている、１００．２ｍｍｏｌ）、２２．９４ｍｌのエチニルトリメチルシラン（１６２．３ｍｍｏｌ）、０．４５ｇの酢酸パラジウム（ＩＩ）（２．０ｍｍｏｌ）および１．０５ｇのトリフェニルホスフィン（４．０ｍｍｏｌ）の３００ｍＬの無水トリエチルアミン中の溶液を、アルゴン下で一晩、還流下に急速に加熱した。混合物を冷却し、トリエチルアミン臭化水素酸塩の結晶状の白色の固体をろ過により単離した。濃い茶色の濾液を濃縮し、２５０ｍＬの水性重炭酸ナトリウムと混合し、ジクロロメタンで抽出した（３×１００ｍｌ）。有機画分を組み合わせ、硫酸マグネシウムで乾燥させ、濃縮して油を得、これを２００ｍｌのＴＨＦ中に溶解させ、３００ｍｌのメタノールおよび５００ｍｇの炭酸カリウムで処理した。混合物を１時間撹拌し、濃縮した。濃縮した溶液を２５０ｍＬの水性重炭酸ナトリウムと混合し、酢酸エチルで抽出した（３×１００ｍｌ）。有機画分を組み合わせ、硫酸マグネシウムで乾燥させ、減圧中で濃縮し、シクロヘキサン／酢酸エチル（３：１７）でクロマトグラフィにかけて２−クロロ−５−エチニル−安息香酸メチルエステルを得た（１４．０ｇ、７４％収率）。¹Ｈ ＮＭＲ（４００ＭＨｚ，ＣＤＣｌ₃）：７．９６（ｓ，１Ｈ），７．５（ｄ，１Ｈ），７．４２（ｄ，１Ｈ），３．９３（ｓ，３Ｈ），３．１４（ｓ，１Ｈ）ｐｐｍ。 Intermediate I2: 2-chloro-5-ethynyl-benzoic acid methyl ester

25 mL 5-bromo-2-chlorobenzoic acid methyl ester (commercially available 100.2 mmol), 22.94 ml ethynyltrimethylsilane (162.3 mmol), 0.45 g palladium (II) acetate (2.0 mmol) ) And 1.05 g of triphenylphosphine (4.0 mmol) in 300 mL of anhydrous triethylamine were rapidly heated under reflux overnight under argon. The mixture was cooled and a crystalline white solid of triethylamine hydrobromide was isolated by filtration. The dark brown filtrate was concentrated, mixed with 250 mL of aqueous sodium bicarbonate and extracted with dichloromethane (3 × 100 ml). The organic fractions were combined, dried over magnesium sulfate and concentrated to give an oil which was dissolved in 200 ml THF and treated with 300 ml methanol and 500 mg potassium carbonate. The mixture was stirred for 1 hour and concentrated. The concentrated solution was mixed with 250 mL of aqueous sodium bicarbonate and extracted with ethyl acetate (3 × 100 ml). The organic fractions were combined, dried over magnesium sulfate, concentrated in vacuo, and chromatographed with cyclohexane / ethyl acetate (3:17) to give 2-chloro-5-ethynyl-benzoic acid methyl ester (14.0 g, 74% yield). ¹ H NMR (400 MHz, CDCl ₃ ): 7.96 (s, 1H), 7.5 (d, 1H), 7.42 (d, 1H), 3.93 (s, 3H), 3.14 ( s, 1H) ppm.

２−クロロ−５−エチニル−安息香酸メチルエステル（中間体Ｉ２，１．１３ｇ、５．８ｍｍｏｌ）および５−アジド−１−メチル−３−ペンタフルオロエチル−４−トリフルオロメチル−１Ｈ−ピラゾール（中間体Ｉ１、１．８０ｇ、５．８ｍｍｏｌ）を水とｔ−ＢｕＯＨとの混合物（３０ｍＬ）に懸濁させた。アスコルビン酸ナトリウム（０．６００ｍｌ １Ｍ水溶液、新しく調製した）を混合物に添加し、続いて硫酸銅（ＩＩ）五水和物（０．０１５ｇ）を添加した。得られた不均質な混合物を９６時間激しく攪拌した。反応混合物を水で希釈し、生成物を酢酸エチルで抽出した。有機相を塩水で洗浄し、硫酸マグネシウムで乾燥させ、蒸発させた。残渣をシリカゲルカラムクロマトグラフィー（ｃ−ＨＥＸ／ＥｔＯＡｃ＝３：１）に供して、所望の生成物２−クロロ−５−［１−（２−メチル−５−ペンタフルオロエチル−４−トリフルオロメチル−２Ｈ−ピラゾール−３−イル）−１Ｈ−［１，２，３］トリアゾール−４−イル］−安息香酸メチルエステルを得た（化合物Ｂ１、５３％収率）。¹Ｈ ＮＭＲ（４００ＭＨｚ，ＣＤＣｌ₃）：８．４７（ｓ，１Ｈ），８．１２（１ｓ，１Ｈ），８．０（ｄ，１Ｈ），７．６２（ｄ，１Ｈ），３．９８（ｓ，３Ｈ），３．８７（ｓ，３Ｈ）ｐｐｍ．ＬＣ−ＭＳ ＲＴ ２．１２，５０４（Ｍ＋Ｈ⁺），５４５（Ｍ＋ＣＨ₃ＣＮ＋Ｈ⁺） Intermediate I3: B1: 2-chloro-5- [1- (2-methyl-5-pentafluoroethyl-4-trifluoromethyl-2H-pyrazol-3-yl) -1H- [1,2,3] Triazol-4-yl] -benzoic acid methyl ester

2-chloro-5-ethynyl-benzoic acid methyl ester (intermediate I2, 1.13 g, 5.8 mmol) and 5-azido-1-methyl-3-pentafluoroethyl-4-trifluoromethyl-1H-pyrazole ( Intermediate I1, 1.80 g, 5.8 mmol) was suspended in a mixture of water and t-BuOH (30 mL). Sodium ascorbate (0.600 ml 1M aqueous solution, freshly prepared) was added to the mixture followed by copper (II) sulfate pentahydrate (0.015 g). The resulting heterogeneous mixture was stirred vigorously for 96 hours. The reaction mixture was diluted with water and the product was extracted with ethyl acetate. The organic phase was washed with brine, dried over magnesium sulphate and evaporated. The residue was subjected to silica gel column chromatography (c-HEX / EtOAc = 3: 1) to give the desired product 2-chloro-5- [1- (2-methyl-5-pentafluoroethyl-4-trifluoromethyl). -2H-pyrazol-3-yl) -1H- [1,2,3] triazol-4-yl] -benzoic acid methyl ester was obtained (compound B1, 53% yield). ¹ H NMR (400 MHz, CDCl ₃ ): 8.47 (s, 1H), 8.12 (1s, 1H), 8.0 (d, 1H), 7.62 (d, 1H), 3.98 ( s, 3H), 3.87 (s, 3H) ppm. LC-MS RT 2.12, 504 (M + H ⁺ ), 545 (M + CH ₃ CN + H ⁺ )

  Methyl 3- [1- [2-methyl-5- (1,1,2,2,2-pentafluoroethyl) -4- (trifluoromethyl) pyrazol-3-yl] triazol-4-yl] benzoic acid The same reaction was used for the synthesis of the salt (compound B2).

２−クロロ−５−［１−（２−メチル−５−ペンタフルオロエチル−４−トリフルオロメチル−２Ｈ−ピラゾール−３−イル）−１Ｈ−［１，２，３］トリアゾール−４−イル］−安息香酸メチルエステル（中間体Ｉ３，１．５３ｇ、３．０ｍｍｏｌ）を水とテトラヒドロフランとの混合物（１：３、５０ｍＬ）中に懸濁させ、水酸化リチウム（０．２２ｇ、９．１ｍｍｏｌ）を添加した。得られた混合物を６０℃で５時間激しく攪拌した。反応混合物を水で希釈し、塩化水素（２Ｎ）で酸性化した。水性相をＡｃＯＥｔで２回抽出し、ＭｇＳＯ４で乾燥させ、減圧下で濃縮して所望の生成物２−クロロ−５−［１−（２−メチル−５−ペンタフルオロエチル−４−トリフルオロメチル−２Ｈ−ピラゾール−３−イル）−１Ｈ−［１，２，３］トリアゾール−４−イル］−安息香酸を得た。この化合物をさらなる精製をせずに用いた（化合物Ｃ１）。¹Ｈ ＮＭＲ（４００ＭＨｚ，ＣＤＣｌ₃）：８．５２（ｓ，１Ｈ），８．１８（１ｓ，１Ｈ），８．０９（ｄ，１Ｈ），７．６６（ｄ，１Ｈ），３．８８（ｓ，３Ｈ）ｐｐｍ．ＬＣ−ＭＳ ＲＴ ２．０８，４８８（Ｍ−Ｈ⁺）。 Intermediate I4: C1: 2-chloro-5- [1- (2-methyl-5-pentafluoroethyl-4-trifluoromethyl-2H-pyrazol-3-yl) -1H- [1,2,3] Triazol-4-yl] -benzoic acid

2-Chloro-5- [1- (2-methyl-5-pentafluoroethyl-4-trifluoromethyl-2H-pyrazol-3-yl) -1H- [1,2,3] triazol-4-yl] Benzoic acid methyl ester (intermediate I3, 1.53 g, 3.0 mmol) was suspended in a mixture of water and tetrahydrofuran (1: 3, 50 mL) and lithium hydroxide (0.22 g, 9.1 mmol) Was added. The resulting mixture was stirred vigorously at 60 ° C. for 5 hours. The reaction mixture was diluted with water and acidified with hydrogen chloride (2N). The aqueous phase was extracted twice with AcOEt, dried over MgSO 4 and concentrated under reduced pressure to give the desired product 2-chloro-5- [1- (2-methyl-5-pentafluoroethyl-4-trifluoromethyl). -2H-pyrazol-3-yl) -1H- [1,2,3] triazol-4-yl] -benzoic acid was obtained. This compound was used without further purification (compound C1). ¹ H NMR (400 MHz, CDCl ₃ ): 8.52 (s, 1H), 8.18 (1s, 1H), 8.09 (d, 1H), 7.66 (d, 1H), 3.88 ( s, 3H) ppm. LC-MS RT 2.08, 488 (M-H ^<+> ).

  3- [1- [2-Methyl-5- (1,1,2,2,2-pentafluoroethyl) -4- (trifluoromethyl) pyrazol-3-yl] triazol-4-yl] benzoic acid ( The same reaction was used for the synthesis of compound C2).

２−クロロ−５−［１−（２−メチル−５−ペンタフルオロエチル−４−トリフルオロメチル−２Ｈ−ピラゾール−３−イル）−１Ｈ−［１，２，３］トリアゾール−４−イル］−安息香酸（実施例Ｉ４）（０．２０ｇ、０．４ｍｍｏｌ）およびＮ，Ｎ−ジメチルホルムアミド（２滴）のジクロロメタン（５ｍｌ）中の溶液に、窒素雰囲気下で、塩化オキサリル（０．０８６ｍｌ、１．０ｍｍｏｌ）を添加した。反応混合物を周囲温度で１時間撹拌し、次いで、６０℃で１．５時間撹拌した。反応混合物を濃縮し、残渣をテトラヒドロフラン（５ｍｌ）中に溶解させた。溶液をシクロプロピルアミン（０．０３ｇ、０．６ｍｍｏｌ）およびピリジン（０．１ｍｌ、１．２ｍｍｏｌ）のテトラヒドロフラン（５ｍｌ）中の溶液に滴下した。反応混合物を周囲温度で１６時間撹拌した。反応混合物を水性炭酸水素ナトリウム（１Ｍ）中に注ぎ入れ、混合物を酢酸エチルで３回抽出した。組み合わせた有機相を硫酸ナトリウムで乾燥させ、濃縮した。残渣をシリカゲルを伴うカラムクロマトグラフィー（溶離液：酢酸エチル／シクロヘキサン）により精製して、表Ａの化合物番号Ａ１を得た（０．１３ｇ、６０．２％収率）。融点１５０〜１５２℃。¹Ｈ ＮＭＲ（４００ＭＨｚ，ＣＤＣｌ₃）：８．１４（ｍ，２Ｈ），８．０１（ｄ，１Ｈ），７．０３（ｄ，１Ｈ），６．４２（ｓｂ，１Ｈ），３．８９（ｓ，３Ｈ），２．９７（ｍ，１Ｈ），０．９２（ｍ，２Ｈ），０．６８（ｍ，２Ｈ）ｐｐｍ．ＬＣ−ＭＳ：ＲＴ ：１．９９，ＥＳ−［５７３，Ｍ＋ＨＣＯＯ^-］ Example P1: 2-chloro-N-cyclopropyl-5- [1- (2-methyl-5-pentafluoroethyl-4-trifluoromethyl-2H-pyrazol-3-yl) -1H- [1,2 , 3] triazol-4-yl] -benzamide (Compound A1)

2-Chloro-5- [1- (2-methyl-5-pentafluoroethyl-4-trifluoromethyl-2H-pyrazol-3-yl) -1H- [1,2,3] triazol-4-yl] -A solution of benzoic acid (Example I4) (0.20 g, 0.4 mmol) and N, N-dimethylformamide (2 drops) in dichloromethane (5 ml) under a nitrogen atmosphere, oxalyl chloride (0.086 ml, 1.0 mmol) was added. The reaction mixture was stirred at ambient temperature for 1 hour and then at 60 ° C. for 1.5 hours. The reaction mixture was concentrated and the residue was dissolved in tetrahydrofuran (5 ml). The solution was added dropwise to a solution of cyclopropylamine (0.03 g, 0.6 mmol) and pyridine (0.1 ml, 1.2 mmol) in tetrahydrofuran (5 ml). The reaction mixture was stirred at ambient temperature for 16 hours. The reaction mixture was poured into aqueous sodium bicarbonate (1M) and the mixture was extracted three times with ethyl acetate. The combined organic phases were dried with sodium sulfate and concentrated. The residue was purified by column chromatography with silica gel (eluent: ethyl acetate / cyclohexane) to give compound number A1 in Table A (0.13 g, 60.2% yield). Mp 150-152 ° C. ¹ H NMR (400 MHz, CDCl ₃ ): 8.14 (m, 2H), 8.01 (d, 1H), 7.03 (d, 1H), 6.42 (sb, 1H), 3.89 ( s, 3H), 2.97 (m, 1H), 0.92 (m, 2H), 0.68 (m, 2H) ppm. LC-MS: RT: 1.99, ES- [573, M + HCOO ⁻ ]

Compound A2 from Table A was prepared by the same method. Melting point 136-140 ° C. ¹ H NMR (400 MHz, CDCl ₃ ): 8.57 (db, 1H), 8.21 (s, 1H), 8.12 (s, 1H), 8.04 (d, 1H), 7.72 ( m, 2H), 7.58 (d, 1H), 7.38 (d, 1H), 7.24 (m, 1H), 4.82 (d, 2H), 3.87 (s, 3H) ppm . LC-MS: RT: 1.92, ES- [624, M + HCOO ⁻ ]

  In addition, compounds A102 to A109 and A135 to A14 of Table A were prepared by the same or similar methods.

例えば、表Ａの化合物番号Ａ２０の場合には、ジメチルアセタミド（０．４ｍｌ）中の２−クロロ−５−［１−（２−メチル−５−ペンタフルオロエチル−４−トリフルオロメチル−２Ｈ−ピラゾール−３−イル）−１Ｈ−［１，２，３］トリアゾール−４−イル］−安息香酸（実施例Ｉ４）といった適切なカルボン酸（３０μｍｏｌ）の溶液に、例えば、表Ａの化合物番号Ａ２０の場合には、ジメチルアセタミド（０．１４５ｍｌ）中の３−メチル−チエタン−３−イル−アミン（調製が例えば国際公開第２００７／０８０１３１号パンフレットに記載されている）といった式ＨＮＲ¹Ｑ¹のアミン（３６μｍｏｌ）の溶液、ジイソプロピルエチルアミン（Ｈｕｎｉｇ塩基）（０．０３ｍｌ、１８０μｍｏｌ）、および、ビス（２−オキソ−３−オキサゾリジニル）ホスホン酸クロリド（「ＢＯＰ−Ｃｌ」）（１５．３ｍｇ）のジメチルアセタミド（０．２ｍｌ）中の溶液を連続して添加した。反応混合物を５０℃で１６時間撹拌した。反応混合物をアセトニトリル／ジメチルホルムアミド（４：１）（０．８ｍｌ）で希釈し、ＨＰＬＣにより精製した。この方法または同様の方法を用いて、多数の化合物（表Ａの化合物番号Ａ３〜Ａ１０１およびＡ１１０〜Ａ１３４）を並行して調製した。 Example P2: General method for acylating amino-benzamides in parallel

For example, in the case of compound number A20 in Table A, 2-chloro-5- [1- (2-methyl-5-pentafluoroethyl-4-trifluoromethyl-) in dimethylacetamide (0.4 ml). 2H-pyrazol-3-yl) -1H- [1,2,3] triazol-4-yl] -benzoic acid (Example I4) in a solution of a suitable carboxylic acid (30 μmol), for example the compounds of Table A In the case of number A20, the formula HNR such as 3-methyl-thietan-3-yl-amine (preparation is described, for example, in WO 2007/080131) in dimethylacetamide (0.145 ml). solution of ¹ Q ¹ amine (36Myumol), diisopropylethylamine (Hunig's base) (0.03ml, 180μmol), and bis (2-oxo - - oxazolidinyl) phosphonic chloride ( "BOP-Cl") (it was added sequentially a solution in dimethylacetamide (0.2 ml) of 15.3 mg). The reaction mixture was stirred at 50 ° C. for 16 hours. The reaction mixture was diluted with acetonitrile / dimethylformamide (4: 1) (0.8 ml) and purified by HPLC. A number of compounds (Compound Nos. A3-A101 and A110-A134 in Table A) were prepared in parallel using this or similar methods.

Method A:
LC-MS method (positive or negative mode), compounds A1, A2, B1, C1, B2, C2, A108 and A109:
Waters ZQ mass spectrometer (single quadrupole mass spectrometer)
Equipment parameters:
Ionization method: Electrospray polarity: Cation tube (kV) 3.00, cone (V) 30.00, extractor (V) 2.00, source temperature (° C) 100, solvent removal temperature (° C) 250, cone gas Stream (L / Hr) 50, desolvent gas stream (L / Hr) 400
Mass range: 100-900 Da
Agilent HP 1100 HPLC: solvent degasser, quaternary pump (ZCQ) / binary pump (ZDQ), heated column compartment and diode-array detector.
Column: Phenomenex Gemini C18, 3 μm, 30 × 3 mm,
Temperature: 60 ° C
DAD wavelength range (nm): 200-500
Solvent gradient:
A = water + 0.05% HCOOH
B = acetonitrile / methanol (4: 1, v: v) + 0.04% HCOOH

Method B:
LC-MS method (positive mode), compounds A3-A101, A110-A134 and A152-A197:
Waters ACQUITY SQD mass spectrometer (single quadrupole mass spectrometer)
Ionization method: Electrospray Polarity: Cation tubule (kV) 3.00, cone (V) 20.00, extractor (V) 3.00, source temperature (° C) 150, solvent removal temperature (° C) 400, cone gas Stream (L / Hr) 60, desolvent gas stream (L / Hr) 700
Mass range: 100-800 Da
DAD wavelength range (nm): 210-400
Waters ACQUITY UPLC with the following HPLC gradient conditions
(Solvent A: water / methanol 9: 1, 0.1% formic acid and solvent B: acetonitrile, 0.1% formic acid)

  Column type: Waters ACQUITY UPLC HSS T3; column length: 30 mm; column inner diameter: 2.1 mm; particle size: 1.8 microns;

Biological Examples This illustrates the pest control / insecticidal properties of the compounds of formula (I). The test was conducted as follows.
Spodoptera Literalis (Egyptian cotton leafworm):
Cotton flakes were placed on agar in 24-well microtiter plates and sprayed with the test solution at an application rate of 200 ppm. After drying, the leaf pieces were invaded with 5 L1 larvae. Samples were examined for mortality, feeding behavior, and growth regulation 3 days after treatment (DAT).
The following compounds resulted in at least 80% control of Spodoptera Literalis: A1, A3, A4, A5, A8, A17, A18, A19, A25, A40, A78, A97, A102, A103, A105, A106, A107, A108, A110, A111, A112, A115, A123, A131, A135, A136, A137, A139, A140, A141, A142, A143, A144, A145, A148, A150.

Fake American Tobacco (Heliothis virescens):
Eggs (0-24 hours elapsed) were placed on artificial feed in 24-well microtiter plates and treated with test solution by pipette at a dose of 200 ppm (concentration in wells 18 pm). After a 4-day incubation period, the samples were examined for egg mortality, larval mortality, and growth regulation.
The following compounds resulted in at least 80% control of Heliothis virescens: A1, A2, A3, A4, A5, A8, A11, A12, A14, A15, A16, A17, A19, A22, A25, A27, A40, A56, A102, A103, A105, A106, A107, A108, A110, A111, A115, A114, A126, A131, A135, A136, A137, A139, A140, A141, A142, A143, A144, A145, A146, A147, A148, A149, A150.

Plutella xylostella (Konaga):
A 24-well microtiter plate (MTP) containing artificial feed was pipetted with the test solution at a 200 ppm application rate (18 ppm concentration in the well). After drying, MTP was invaded with L2 larvae (7-12 / well). After a 6 day incubation period, the samples were examined for larval mortality and growth regulation.
The following compounds resulted in at least 80% control of black moth (Plutella xylostella): A1, A2, A3, A4, A5, A8, A11, A12, A13, A14, A15, A16, A17, A18, A19, A20, A21, A22, A23, A25, A27, A40, A52, A53, A55, A64, A67, A70, A78, A85, A91, A97, A102, A103, A105, A106, A107, A108, A110, A111, A112, A115, A118, A119, A122, A123, A126, A131, A134, A135, A136, A137, A138, A139, A140, A141, A142, A143, A145, A146, A147, A148, A150.

Diabrotica balteata (root cutworm):
A 24-well microtiter plate (MTP) containing artificial feed was pipetted with the test solution at a 200 ppm application rate (18 ppm concentration in the well). After drying, MTP was invaded with L2 larvae (6-10 / well). After a 5-day incubation period, the samples were examined for larval mortality and growth regulation.
The following compounds resulted in at least 80% control of Diabrotica balteata: A1, A3, A4, A8, A11, A12, A15, A16, A17, A22, A23, A25, A27, A28, A40, A45, A47, A52, A53, A55, A64, A68, A78, A97, A102, A103, A105, A106, A107, A108, A110, A111, A115, A119, A126, A135, A137, A138, A139, A140, A141, A142, A143, A144, A145, A147, A148, A150.

Tetanychus urticae (Namidani):
The test solution was sprayed at a dosage of 200 ppm onto leaf pieces of kidney beans on agar in 24-well microtiter plates. After drying, the leaf pieces were infested with tick populations of various ages. After 8 days, the leaf pieces were examined for egg mortality, larval mortality, and adult mortality.
The following compounds resulted in at least 80% control of the tick mite (Tetranychus urticae): A1, A2, A3, A4, A5, A8, A9, A11, A14, A15, A17, A18, A20, A21, A22, A23, A25, A26, A27, A28, A41, A52, A53, A55, A62, A68, A70, A78, A85, A102, A103, A105, A106, A107, A108, A112, A114, A115, A117, A119, A132, A133, A134, A136, A137, A138, A139, A140, A141, A142, A144, A145, A148.

Thrips tabaci (onion gear thrips):
Sunflower leaf pieces were placed on agar in a 24-well microtiter plate and sprayed with the test solution at a dose of 200 ppm. After drying, the leaf pieces were invaded with aphid populations of various ages. After a 7 day incubation period, the samples were examined for mortality.
The following compounds resulted in at least 80% control of Thrips tabaci: A1, A2, A3, A4, A5, A6, A8, A11, A14, A15, A16, A25, A26, A27, A40, A56. A102, A103, A106, A107, A110, A112, A114, A115, A122, A129, A135, A136, A137, A138, A139, A140, A141, A143, A144, A148, A150, A151.

Peach Aphid (Myzus persicae):
Sunflower leaf pieces are placed on agar in a 24-well microtiter plate and the test solution is sprayed at an application rate of 200 ppm. After drying, the leaf pieces are infested with aphid populations of various ages. After a 6 DAT incubation period, the samples are examined for mortality.
The following compounds resulted in at least 80% control of the peach aphid: Myzus persicae: A1, A4, A102, A103, A106, A148.

Claims (11)

Compound of formula (I)

(Where
A ¹ , A ² , A ³ and A ⁴ are each independently C—X or nitrogen, where each X may be the same or different;
R ¹ is hydrogen, C ₁ -C ₄ alkyl, H ₂ NC (O) —C ₁ -C ₄ alkyl or C ₁ -C ₄ alkylcarbonyl;
R ² is hydrogen, halogen, C ₁ -C ₄ alkyl, C ₁ -C ₆ haloalkyl or cyano;
G ¹ is oxygen or sulfur;
X is hydrogen, halogen, cyano, C ₁ -C ₄ alkyloxy, be a C ₁ -C ₄ alkyl or C ₁ -C ₄ haloalkyl;
Q ¹ is aryl or heterocyclyl, each optionally substituted with 1 to 5 substituents R ^3, which may be the same or different;
Or, Q ¹ is, C ₁ -C ₈ alkyl or C ₁ substituted with 1-5 R ⁴ -C ₈ alkyl, C ₂ -C ₈ alkenyl, C substituted with 1-5 R ⁴ ₂ -C ₈ alkenyl, C ₂ -C ₈ alkynyl, C ₂ -C ₈ alkynyl substituted with 1-5 R ^4, C ₃ -C ₁₀ cycloalkyl, substituted with 1-5 R ⁴ C ₃ -C ₁₀ cycloalkyl or C ₁ -C ₈ alkyl _{- (CO) -N-C 1} ~C 8 alkyl or C ₁ -C ₈ alkyl substituted with 1-5 R ⁴ - (CO) - N—C ₁ -C ₈ alkyl;
R ³ is cyano, amino, nitro, hydroxy, oxo, halogen, C ₁ -C ₄ alkyl, C ₁ -C ₄ haloalkyl, C ₂ -C ₄ alkenyl, C ₂ -C ₄ haloalkenyl, C ₂ -C ₄ alkynyl, C ₂ -C ₄ haloalkynyl, C ₃ -C ₆ cycloalkyl, C ₃ -C ₆ halocycloalkyl, C ₁ -C ₃ alkoxy, C ₁ -C ₃ haloalkoxy, C ₁ -C ₃ alkylthio, C ₁ -C ₃ haloalkylthio, C ₁ -C ₃ alkylsulfinyl, C ₁ -C ₃ haloalkylsulfinyl, C ₁ -C ₃ alkylsulfonyl, C ₁ -C ₃ haloalkylsulfonyl, C ₁ -C ₄ alkylamino, di - ( C ₁ -C ₄ alkyl) amino, C ₁ -C ₄ alkylcarbonyl, C ₁ -C ₄ alkylcarbonyloxy, C ₁ -C ₄ alkoxycarbonyl, C ₁ -C ₄ alkylcarbonylamino And phenyl;
Each R ⁴ is independently halogen, cyano, nitro, hydroxy, C ₃ -C ₁₀ cycloalkyl alkyl, C substituted with 1-5 R ³ ₃ -C ₁₀ cycloalkyl, di (C ₁ -C ₈ alkyl) amino, C ₁ -C ₈ alkanoylamino, C ₁ -C ₈ alkyl, C ₂ -C ₈ alkynyl, C ₁ -C ₈ alkoxy -, C ₁ -C ₈ haloalkoxy -, C ₁ -C ₈ alkylthio -, C ₁ ~C ₈ haloalkylthio -, C ₁ ~C ₈ alkyl sulfinyl -, C ₁ ~C ₈ haloalkylsulfinyl -, C ₁ ~C ₈ alkylsulfonyl -, C ₁ ~C ₈ haloalkylsulfonyl -, C ₁ ~ C ₈ alkylcarbonyl -, C ₁ -C ₈ alkoxycarbonyl -, 1-5 aryl or aryl substituted with R ^3, 1-5 aryloxy or aryloxy substituted by R ^3, or It is a heterocyclyl or heterocyclyl substituted with to five R ^3;
Q ² represents the formula (II)

(Where
R ⁷ and R ⁶ are each independently hydrogen, cyano, halogen, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₄ alkoxy-C ₁ -C ₄ -alkyl, C ₁ -C ₆ alkylthio, be a C ₁ -C ₆ haloalkylthio, C ₁ -C ₆ alkylsulfinyl, C ₁ -C ₆ haloalkylsulfinyl, C ₁ -C ₆ alkylsulfonyl or C ₁ -C ₆ haloalkylsulfonyl;
R ⁵ is independently hydrogen, hydroxyl, amino, N—C ₁ -C ₆ alkylamino, N, N-di- (C ₁ -C ₆ alkyl) -amino, C ₁ -C ₆ alkyl, C ₃ -C ₆ cycloalkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, 1-5 substituted with a substituent R ⁹ a C ₁ -C ₆ alkyl, with 1 to 5 substituents R ⁹ substituted C ₃ -C ₆ cycloalkyl, 1-5 C ₂ -C ₆ alkynyl which is substituted with a substituent R ^9, C ₂ -C ₆ alkenyl substituted with 1-5 substituents R ⁹ , aryl or aryl substituted with 1-5 substituents R ^10, a 1-5 heteroaryl or heteroaryl substituted with a substituent R ^10,
Each R ⁹ is independently cyano, nitro, amino, hydroxy, halogen, N—C ₁ -C ₆ alkylamino, N, N-di- (C ₁ -C ₆ alkyl) amino, C ₁ -C _6. alkoxy, C ₁ -C ₆ alkylthio, C ₁ -C ₆ alkylsulfinyl, cyano, nitro, hydroxyl, halogen, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ alkoxy or C ₁ -C aryl or aryl substituted with 1 to 5 substituents selected from ₆ haloalkoxy independently or,, cyano, nitro, hydroxy, halogen, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, Heteroaryl or heteroaryl substituted with 1 to 5 substituents independently selected from C ₁ -C ₆ alkoxy or C ₁ -C ₆ haloalkoxy;
Each R ¹⁰ is independently cyano, nitro, amino, hydroxy, halogen, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₄ alkoxy-C ₁ -C ₄ -alkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ alkynyl, C ₂ -C ₆ haloalkynyl, C ₃ -C ₆ cycloalkyl, C ₃ -C ₆ halocycloalkyl, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₁ -C ₄ alkoxy -C ₁ -C ₄ - alkoxy, C ₁ -C ₆ alkylthio, C ₁ -C ₆ haloalkylthio, C ₁ -C ₆ alkylsulfinyl, C ₁ -C ₆ haloalkylsulfinyl, C ₁ -C ₆ alkylsulfonyl, C ₁ -C ₆ haloalkylsulfonyl, N-C ₁ ~C ₆ alkyl amino, N, N-di - (C ₁ ~C ₆ alkyl) amino, N, N- di - (C ₁ ~C ₆ Alkyl) aminocarbonyl, N, N-di - (C ₁ ~C ₆ alkyl) aminosulfonyl, C ₁ -C ₆ alkylcarbonyl, C ₁ -C ₆ alkylcarbonyloxy, C ₁ -C ₆ alkoxycarbonyl, C ₁ ~ C ₆ alkylcarbonyl amino)
Part of
Or an agrochemically acceptable salt or N-oxide thereof. A ¹ , A ² , A ³ and A ⁴ are C-X, wherein each X is independently selected from hydrogen, halogen, cyano, methyl, trifluoromethyl and methoxy. 1. The compound according to 1. R ¹ is hydrogen, methyl, ethyl or acetyl;
R ² is hydrogen, methyl, trifluoromethyl or halogen;
G ¹ is oxygen;
Q ¹ is aryl or heterocyclyl or C ₃ -C ₁₀ cycloalkyl or C ₁ -C ₈ alkyl; each is optionally cyano, nitro, hydroxy, bromo, chloro, fluoro, methyl, trifluoromethyl, methoxy Substituted with 1 to 5 substituents independently selected from trifluoromethoxy, methylthio, methylsulfinyl, methylsulfonyl and phenyl;
R ⁵ is hydrogen, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ alkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, 1-5 substitutions, which may be the same or different it is a phenyl or phenyl, pyridyl or pyridyl substituted with a substituent R ¹⁰ also 1-5 which may of optionally be the same or different substituted by a group R ^10;
R ⁷ and R ⁶ are independently hydrogen, cyano, halogen, C ₁ -C ₆ alkyl, C ₁ -C ₆ perfluoroalkyl, C ₁ -C ₆ perfluoroalkylthio, C ₁ -C ₆ perfluoroalkyl Sulfinyl or C ₁ -C ₆ -perfluoroalkylsulfonyl, preferably independently C ₁ -C ₄ perfluoroalkyl, C ₁ -C ₄ perfluoroalkylthio, C ₁ -C ₄ -perfluoroalkylsulfinyl Or C ₁ -C ₄ -perfluoroalkylsulfonyl, even more preferably independently C ₁ -C ₄ -perfluoroalkyl, C ₁ -C ₄ -perfluoroalkylthio or C ₁ -C ₄ -per 3. A compound according to claim 2, characterized in that it is a fluoroalkylsulfonyl. R ¹ is hydrogen, methyl or ethyl;
R ² is hydrogen, trifluoromethyl or halogen;
Q ¹ is phenyl, cyclopropyl and ethyl; each is optionally cyano, nitro, hydroxy, bromo, chloro, fluoro, methyl, ethyl, trifluoromethyl, methoxy, trifluoromethoxy, methylthio, methylsulfinyl, Substituted with 1 to 4 substituents independently selected from methylsulfonyl and phenyl;
R ⁵ is hydrogen, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ alkyl;
R ⁷ and R ^6, independently, cyano, halogen, C ₁ -C ₆ alkyl, C ₁ -C ₆ -, characterized in that a perfluoroalkyl compound according to claim 3. R ¹ is hydrogen, methyl or ethyl;
R ² is hydrogen or halogen;
Q ¹ is phenyl, cyclopropyl and ethyl; each is optionally cyano, nitro, hydroxy, bromo, chloro, fluoro, methyl, ethyl, trifluoromethyl, methoxy, trifluoromethoxy, methylthio, methylsulfinyl, Substituted with 1 to 4 substituents independently selected from methylsulfonyl and phenyl;
R ⁵ is preferably C ₁ -C ₄ alkyl;
R ⁷ and R ^6, independently, C ₁ -C ₆ -, characterized in that a perfluoroalkyl compound of claim 4. R ¹ is hydrogen;
R ² is hydrogen;
Q ¹ is cyclopropyl and ethyl; each is optionally cyano, nitro, hydroxy, bromo, chloro, fluoro, methyl, ethyl, trifluoromethyl, methoxy, trifluoromethoxy, methylthio, methylsulfinyl, methylsulfonyl and Substituted with 1-4 substituents independently selected from phenyl; and Q ² is 2-methyl-5-pentafluoroethyl-4-trifluoromethyl-2H-pyrazol-3-yl. 6. A compound according to claim 5, characterized. Q ² is 2-methyl-5-pentafluoroethyl-4-trifluoromethyl -2H- pyrazol-3-yl A compound according to claim 1. Compound of formula (III) form

Wherein A ¹ , A ² , A ³ , A ⁴ , R ² and Q ² are as defined for formula (I), or a salt thereof. Compound of formula (IIIb)

Where A ¹ , A ² , A ³ , A ⁴ , R ² and Q ² are as defined for formula (I); and R is C ₁ -C ₆ alkyl) or Its salt.   An effective amount of insecticidal, acaricidal, nematicidal or molluscically effective pests, pest habitats or plants or plant propagation bodies susceptible to pests. 8. A method of exterminating and controlling insects, ticks, nematodes or mollusks comprising applying a compound of formula (I) according to any one of 7 above.   Insecticidal, acaricidal or nematicidal composition comprising an insecticidically, acaricidally or nematically effective amount of a compound of formula (I) according to any one of claims 1-7. object.