JP2007513103A - Combination of active substances having insecticidal and acaricidal properties - Google Patents

Abstract

Composition (A) contains synergistic amounts of a phenylpyrazolone compound (I) or at least one insecticide (IA) comprising amitraz, buprofezin, triazamate, pymetrozin, pyriproxifen, flonicamide or pirimicarb and at least one anthranilic acid amide compound (II). Composition (A) contains synergistic amounts of a phenylpyrazolone compound of formula (I), its N oxides or salts or at least one insecticide (IA) comprising amitraz, buprofezin, triazamate, pymetrozin, pyriproxifen, flonicamide or pirimicarb and at least one anthranilic acid amide compound of formula (II). [Image] X : halo, alkyl, haloalkyl, alkoxy, haloalkoxy or cyano; W 1>, Y, Z : H or X; A 3> : H, alkyl, alkoxyalkyl or optionally substituted cycloalkyl in which at least one ring atom is optionally replaced by a heteroatom (all optionally substituted by halo); A 4> : H or alkyl, or A 3> + A 4> : a saturated or unsaturated ring optionally containing at least one heteroatom and optionally substituted; D : alkyl, alkenyl, alkoxyalkyl or cycloalkyl in at least 1 ring member is optionally replaced by heteroatoms (all optionally substituted) or H, or D + A 3> : a saturated or unsaturated ring optionally containing at least one heteroatom and optionally substituted; G 1> : e.g. H or COR 20>; R 20> : alkyl, alkenyl, alkoxyalkyl, alkylthioalkyl or polyalkoxyalkyl (all optionally substituted by halo), cycloalkyl optionally including at least one heteroatom (optionally substituted by halo, alkyl or alkoxy), or phenyl, phenalkyl, hetaryl, phenoxyalkyl or hetaryloxyalkyl (all optionally substituted); A 1>, A 2> : O or S; X 1> : N or CR 10>; R 1> : 1-6C alkyl, 2-6C alkenyl, 2-6C alkynyl or 3-6C cycloalkyl (all optionally substituted) or H; R 2> : H, 1-6C alkyl, 2-6C alkenyl, 2-6C alkynyl, 3-6C cycloalkyl, 1-4C alkoxy, 1-4C alkylamino, 2-8C dialkylamino, 3-6C cycloalkylamino, 2-6C alkoxycarbonyl or 2-6C alkylcarbonyl; R 3> : H, R 11> or 1-6C alkyl, 2-6C alkenyl, 2-6C alkynyl or 3-6C cycloalkyl (all optionally substituted), or R 2> + R 3> : a ring; R 4> : e.g. 1-6C alkyl, 2-6C alkenyl, 2-6C alkynyl or 3-6C cycloalkyl (all optionally substituted), or H; R 5>, R 8> : 1-4C alkyl or 1-4C haloalkyl (both optionally substituted), H or halo; R 7> : H, halo or 1-4C alkyl, alkoxy or alkylS(O) x (all optionally substituted), with specified provisos. Full definitions are given in the Definitions Field (Full Definitions). ACTIVITY : Insecticide; Nematocide; Arachnicide; Acaricide; Antifouling. In a test against Aphis gossypii on cotton, results showed that N-(2-methyl-4-chloro-6-(dimethylaminocarbonyl)phenyl-1-(3-chloropyrid-2-yl)-3-trifluoromethyl-pyrrole-5-carboxamide, at 20 ppm, gave 55% kill after 6 days, while flonicamide at 20 ppm gave 40% kill. The specified amounts of both compounds, when applied together, gave a 99% kill, with 73% expected from an additive effect. MECHANISM OF ACTION : None given.

Description

  The present invention is a novel active compound combination comprising firstly a known cyclic ketoenol and secondly another known pesticidally active compound, wherein the animal pests, such as insects and unwanted mite mites, are treated. It relates to a combination that is very suitable for disinfecting.

  It is already known that certain cyclic ketoenols have herbicidal, insecticidal and acaricidal properties. Although the activity of these compounds is good, at low application rates, this is sometimes unsatisfactory.

  Unsubstituted bicyclic 3-arylpyrrolidine-2,4-dione derivatives having herbicidal, insecticidal or acaricidal action (EP 0 355 599 and EP 0 415 211) Specification) and substituted monocyclic 3-arylpyrrolidine-2,4-dione derivatives (European Patent Application Publication No. 0 377 893 and European Patent Application Publication No. 0 442 077) are known Yes.

  Polycyclic 3-arylpyrrolidine-2,4-dione derivatives (European Patent Application Publication No. 0 442 073) and 1H-arylpyrrolidinedione derivatives are also known (European Patent Application Publication No. 0 456063). European Patent Application Publication No. 0 521334, European Patent Application Publication No. 0 596298, European Patent Application Publication No. 0 61384, European Patent Application Publication No. 0 613858, International Patent Application Publication No. 94/01997, International Patent Application Publication No. 95/26954, International Patent Application Publication No. 95/20572, European Patent Application Publication No. 0 668267, International Patent Application Publication No. 96 / No. 25395, International Patent Application Publication No. 96/35664, International Patent Application Publication No. 97/015 No. 35, International Patent Application Publication No. 97/02243, International Patent Application Publication No. 97/36868, International Patent Application Publication No. 97/43275, International Patent Application Publication No. 98/05638. Specification, International Patent Application Publication No. 98/06721, International Patent Application Publication No. 98/25928, International Patent Application Publication No. 99/16748, International Patent Application Publication No. 99/24437 International Patent Application Publication No. 99/43649, International Patent Application Publication No. 2099/48869 and International Patent Application Publication No. 99/55673, International Patent Application Publication No. 01/23354, International Patent Application Publication No. 01/74770). Although the activity of these compounds is good, at low application rates, this is sometimes unsatisfactory.

  It is also known that mixtures of phthalamide and another bioactive compound have insecticidal and / or acaricidal action (WO 02/087334). However, the activity of these mixtures is not always optimal.

  Furthermore, it is already known that a large number of heterocycles, organotin compounds, benzoylureas and pyrethroids have insecticidal and acaricidal properties (WO 93/22297, WO 93/2297). No. 10083, German Patent Application No. 2641343, European Patent Application No. 0 347488, European Patent Application No. 210487, US Pat. No. 3,364,177 and European Patent (See published application 234045). However, the activity of these compounds is not always satisfactory as well.

  Formula (I):

［式中、Ｘは、ハロゲン、アルキル、アルコキシ、ハロアルキル、ハロアルコキシ又はシアノを表し、
Ｗ^１、Ｙ及びＺは、互いに独立して、水素、ハロゲン、アルキル、アルコキシ、ハロアルキル、ハロアルコキシ又はシアノを表し、
Ａ^３は、水素、それぞれの場合に、場合によりハロゲン置換されたアルキル、アルコキシアルキル、飽和の場合により置換されたシクロアルキル（ここで、場合により少なくとも１個の環原子は、ヘテロ原子によって置換されている。）を表し、
Ａ^４は、水素又はアルキルを表し、
Ａ^３及びＡ^４は、更に、これらが結合している炭素原子と一緒に、場合により少なくとも１個のヘテロ原子を含有する、飽和又は不飽和の、置換されていない又は置換された環を表し、
Ｄは、水素又はアルキル、アルケニル、アルコキシアルキル、飽和シクロアルキル（ここで、場合により１個又は２個以上の環員は、ヘテロ原子によって置換されている。）からなる群からの場合により置換された基を表し、
Ａ^３及びＤは、それらが結合している原子と一緒に、Ａ^３、Ｄ部分に於いて置換されていない又は置換されており、場合により少なくとも１個のヘテロ原子を含有する、飽和又は不飽和環を表し、
Ｇ^１は、水素（ａ）を表し又は基：

[Wherein X represents halogen, alkyl, alkoxy, haloalkyl, haloalkoxy or cyano,
W ¹ , Y and Z independently of one another represent hydrogen, halogen, alkyl, alkoxy, haloalkyl, haloalkoxy or cyano,
A ³ is hydrogen, in each case optionally halogenated alkyl, alkoxyalkyl, saturated optionally substituted cycloalkyl (wherein optionally at least one ring atom is replaced by a heteroatom Represents)
A ⁴ represents hydrogen or alkyl,
A ³ and A ⁴ furthermore represent a saturated or unsaturated, unsubstituted or substituted ring optionally containing at least one heteroatom together with the carbon atom to which they are attached. ,
D is optionally substituted from the group consisting of hydrogen or alkyl, alkenyl, alkoxyalkyl, saturated cycloalkyl, wherein one or more ring members are optionally substituted by a heteroatom. Represents a group
A ³ and D, together with the atom to which they are attached, are unsubstituted or substituted in the A ³ , D moiety and are optionally saturated or unsaturated, containing at least one heteroatom. Represents a saturated ring,
G ¹ represents hydrogen (a) or a group:

の１個を表し、
Ｅは、金属イオン又はアンモニウムイオンを表し、
Ｌ^１は、酸素又は硫黄を表し、
Ｍ^１は、酸素又は硫黄を表し、
Ｒ^２０は、それぞれの場合に、場合によりハロゲン置換されたアルキル、アルケニル、アルコキシアルキル、アルキルチオアルキル、ポリアルコキシアルキル又は場合によりハロゲン−、アルキル−若しくはアルコキシ−置換されたシクロアルキル（これは、少なくとも１個のヘテロ原子によって遮断されていてよい。）、それぞれの場合に、場合により置換されたフェニル、フェニルアルキル、ヘタリール、フェノキシアルキル又はヘタリールオキシアルキルを表し、
Ｒ^２１は、それぞれの場合に、場合によりハロゲン置換されたアルキル、アルケニル、アルコキシアルキル、ポリアルコキシアルキルを表し又はそれぞれの場合に、場合により置換されたシクロアルキル、フェニル若しくはベンジルを表し、
Ｒ^２２は、場合によりハロゲン置換されたアルキル又は場合により置換されたフェニルを表し、
Ｒ^２３及びＲ^２４は、互いに独立して、それぞれの場合に、場合によりハロゲン置換されたアルキル、アルコキシ、アルキルアミノ、ジアルキルアミノ、アルキルチオ、アルケニルチオ、シクロアルキルチオを表し又はそれぞれの場合に、場合により置換されたフェニル、ベンジル、フェノキシ若しくはフェニルチオを表し、及び
Ｒ^２５及びＲ^２６は、互いに独立して、水素、それぞれの場合に、場合によりハロゲン置換されたアルキル、シクロアルキル、アルケニル、アルコキシ、アルコキシアルキルを表し、場合により置換されたフェニルを表し、場合により置換されたベンジルを表し又はそれらが結合している窒素原子と一緒に、場合により置換された環（これは、酸素又は硫黄によって場合により遮断されている。）を表す。］
の化合物（グループ１）又は殺虫的に活性の化合物（グループ２）、好ましくは、

Represents one of
E represents a metal ion or an ammonium ion;
L ¹ represents oxygen or sulfur,
M ¹ represents oxygen or sulfur,
R ²⁰ is in each case optionally halogen-substituted alkyl, alkenyl, alkoxyalkyl, alkylthioalkyl, polyalkoxyalkyl or optionally halogen-, alkyl- or alkoxy-substituted cycloalkyl (which comprises at least 1 May be interrupted by heteroatoms), in each case representing optionally substituted phenyl, phenylalkyl, hetaryl, phenoxyalkyl or hetaryloxyalkyl;
R ²¹ in each case represents optionally substituted alkyl, alkenyl, alkoxyalkyl, polyalkoxyalkyl or in each case optionally substituted cycloalkyl, phenyl or benzyl,
R ²² represents optionally halogenated alkyl or optionally substituted phenyl;
R ²³ and R ²⁴ represent, independently of one another, in each case, optionally halogen-substituted alkyl, alkoxy, alkylamino, dialkylamino, alkylthio, alkenylthio, cycloalkylthio, or in each case, optionally Represents substituted phenyl, benzyl, phenoxy or phenylthio, and R ²⁵ and R ²⁶ are independently of one another hydrogen, in each case optionally halogen-substituted alkyl, cycloalkyl, alkenyl, alkoxy, alkoxyalkyl. Represents an optionally substituted phenyl, represents an optionally substituted benzyl or optionally substituted ring together with the nitrogen atom to which they are attached (this is optionally blocked by oxygen or sulfur) Is represented.) ]
Or an insecticidally active compound (group 2), preferably

と、式（ＩＩ）のアントラニルアミドのグループからの少なくとも１種の活性化合物との混合物が、相乗的に有効であり、非常に良好な殺虫特性及び殺ダニ特性を有することが見出された。

And a mixture of at least one active compound from the group of anthranilamides of formula (II) have been found to be synergistically effective and have very good insecticidal and acaricidal properties.

  Surprisingly, the insecticidal and / or acaricidal activity of the active compound combinations according to the invention is higher than the sum of the activities of the individual active compounds. Therefore, there is a true synergistic effect that cannot be predicted, and it is not simply an addition of activity.

  In addition to at least one active compound of formula (I) or one active compound of group 2 (compounds (2-1) to (2-7)), the active compound combinations according to the invention include: At least one active compound of the formula (II) is included.

Preferred is
W ¹ represents hydrogen, C ₁ -C ₄ -alkyl, C ₁ -C ₄ -alkoxy, chlorine, bromine or fluorine,
X represents C ₁ -C ₄ alkyl, C ₁ -C ₄ -alkoxy, C ₁ -C ₄ -haloalkyl, fluorine, chlorine or bromine;
Y and Z independently of one another represent hydrogen, C ₁ -C ₄ -alkyl, halogen, C ₁ -C ₄ -alkoxy or C ₁ -C ₄ -haloalkyl,
A ³ represents hydrogen or, in each case, optionally halogen-substituted C ₁ -C ₆ -alkyl or C ₃ -C ₈ -cycloalkyl,
A ⁴ represents hydrogen, methyl or ethyl,
A ³ and A ⁴ are further substituted with oxygen or sulfur, optionally together with the carbon atom to which they are attached, C ₁ -C ₄ -alkyl, trifluoromethyl or C ₁ -C ₄ - are mono- or di-substituted by alkoxy, saturated _C 3 -C ₆ - cycloalkyl,
D represents hydrogen, in each case optionally fluorine- or chlorine-substituted, C ₁ -C ₆ -alkyl, C ₃ -C ₄ -alkenyl or C ₃ -C ₆ -cycloalkyl;
A ³ and D together represent optionally methyl-substituted C ₃ -C ₄ -alkanediyl (wherein optionally one methylene group is replaced by sulfur);
G ¹ represents hydrogen (a) or a group:

の１個を表し、
Ｅが、金属イオン又はアンモニウムイオンを表し、
Ｌ^１が、酸素又は硫黄を表し、
Ｍ^１が、酸素又は硫黄を表し、
Ｒ^２０が、それぞれの場合に、場合によりハロゲン置換されたＣ_１−Ｃ_１０−アルキル、Ｃ_２−Ｃ_１０−アルケニル、Ｃ_１−Ｃ_４−アルコキシ−Ｃ_１−Ｃ_４−アルキル、Ｃ_１−Ｃ_４−アルキルチオ−Ｃ_１−Ｃ_４−アルキル又は場合によりフッ素−、塩素−、Ｃ_１−Ｃ_４−アルキル−若しくはＣ_１−Ｃ_２−アルコキシ−置換されたＣ_３−Ｃ_６−シクロアルキルを表し、
場合によりフッ素−、塩素−、臭素−、シアノ−、ニトロ−、Ｃ_１−Ｃ_４−アルキル−、Ｃ_１−Ｃ_４−アルコキシ−、トリフルオロメチル−又はトリフルオロメトキシ−置換されたフェニルを表し、
それぞれの場合に、場合により塩素−又はメチル−置換されたピリジル又はチエニルを表し、
Ｒ^２１が、それぞれの場合に、場合によりフッ素−若しくは塩素−置換されたＣ_１−Ｃ_１０−アルキル、Ｃ_２−Ｃ_１０−アルケニル、Ｃ_１−Ｃ_４−アルコキシ−Ｃ_２−Ｃ_４−アルキルを表し、
場合によりメチル−若しくはメトキシ−置換されたＣ_５−Ｃ_６−シクロアルキルを表し又は
それぞれの場合に、場合によりフッ素−、塩素−、臭素−、シアノ−、ニトロ−、Ｃ_１−Ｃ_４−アルキル−、Ｃ_１−Ｃ_４−アルコキシ−、トリフルオロメチル−若しくはトリフルオロメトキシ−置換されたフェニル若しくはベンジルを表し、
Ｒ^２２が、場合によりフッ素置換されたＣ_１−Ｃ_４−アルキルを表し又は場合によりフッ素−、塩素−、臭素−、Ｃ_１−Ｃ_４−アルキル−、Ｃ_１−Ｃ_４−アルコキシ−、トリフルオロメチル−、トリフルオロメトキシ−、シアノ−若しくはニトロ−置換されたフェニルを表し、
Ｒ^２３が、それぞれの場合に、場合によりフッ素−若しくは塩素−置換されたＣ_１−Ｃ_４−アルキル、Ｃ_１−Ｃ_４−アルコキシ、Ｃ_１−Ｃ_４−アルキルアミノ、Ｃ_１−Ｃ_４−アルキルチオを表し又はそれぞれの場合に、場合によりフッ素−、塩素−、臭素−、ニトロ−、シアノ−、Ｃ_１−Ｃ_４−アルコキシ−、トリフルオロメトキシ−、Ｃ_１−Ｃ_４−アルキルチオ−、Ｃ_１−Ｃ_４−ハロアルキルチオ−、Ｃ_１−Ｃ_４−アルキル−若しくはトリフルオロメチル−置換されたフェニル、フェノキシ若しくはフェニルチオを表し、
Ｒ^２４が、Ｃ_１−Ｃ_４−アルコキシ又はＣ_１−Ｃ_４−アルキルチオを表し、
Ｒ^２５が、Ｃ_１−Ｃ_６−アルキル、Ｃ_３−Ｃ_６−シクロアルキル、Ｃ_１−Ｃ_６−アルコキシ、Ｃ_３−Ｃ_６−アルケニル、Ｃ_１−Ｃ_４−アルコキシ−Ｃ_１−Ｃ_４−アルキルを表し、
Ｒ^２６が、Ｃ_１−Ｃ_６−アルキル、Ｃ_３−Ｃ_６−アルケニル又はＣ_１−Ｃ_４−アルコキシ−Ｃ_１−Ｃ_４−アルキルを表し、
Ｒ^２５及びＲ^２６が、更に一緒に、場合によりメチル−又はエチル−置換されたＣ_３−Ｃ_６−アルキレン基（ここで、場合により１個の炭素原子は、酸素又は硫黄によって置換されている。）を表す、
式（Ｉ）の化合物並びに式（ＩＩ）の少なくとも１種の活性化合物を含有する活性化合物組合せ物である。

Represents one of
E represents a metal ion or an ammonium ion,
L ¹ represents oxygen or sulfur,
M ¹ represents oxygen or sulfur,
R ²⁰ is in each case optionally halogen-substituted C ₁ -C ₁₀ -alkyl, C ₂ -C ₁₀ -alkenyl, C ₁ -C ₄ -alkoxy-C ₁ -C ₄ -alkyl, C _1- C ₄ -alkylthio-C ₁ -C ₄ -alkyl or optionally fluorine-, chlorine-, C ₁ -C ₄ -alkyl- or C ₁ -C ₂ -alkoxy-substituted C ₃ -C ₆ -cycloalkyl Represent,
Optionally fluorine -, chlorine -, bromine -, cyano -, nitro _-, C 1 -C ₄ - alkyl _-, C 1 -C ₄ - alkoxy -, trifluoromethyl - or trifluoromethoxy - represents phenyl substituted ,
In each case, optionally chlorine- or methyl-substituted pyridyl or thienyl,
R ²¹ is in each case optionally fluorine- or chlorine-substituted C ₁ -C ₁₀ -alkyl, C ₂ -C ₁₀ -alkenyl, C ₁ -C ₄ -alkoxy-C ₂ -C ₄ -alkyl. Represents
Optionally methyl - or methoxy - substituted _C 5 -C ₆ - in case of a cycloalkyl or respectively optionally fluorine -, chlorine -, bromine -, cyano -, nitro _-, C 1 -C ₄ - alkyl -, C ₁ -C ₄ -alkoxy-, trifluoromethyl- or trifluoromethoxy-substituted phenyl or benzyl,
R ²² represents optionally fluorine-substituted C ₁ -C ₄ -alkyl or optionally fluorine-, chlorine-, bromine-, C ₁ -C ₄ -alkyl-, C ₁ -C ₄ -alkoxy-, tri Represents fluoromethyl-, trifluoromethoxy-, cyano- or nitro-substituted phenyl,
R ²³ is in each case optionally fluorine - or chlorine - substituted _C 1 -C ₄ - _alkyl, C 1 -C ₄ - _alkoxy, C 1 -C ₄ - _alkylamino, C 1 -C ₄ - in the case of an alkylthio or respectively optionally fluorine -, chlorine -, bromine -, nitro -, cyano _-, C 1 -C ₄ - alkoxy -, trifluoromethoxy _-, C 1 -C ₄ - alkylthio -, C ₁ -C ₄ - haloalkylthio _-, C 1 -C ₄ - alkyl - or trifluoromethyl - substituted phenyl, represents phenoxy or phenylthio,
R ²⁴ represents C ₁ -C ₄ -alkoxy or C ₁ -C ₄ -alkylthio,
R ²⁵ is C ₁ -C ₆ -alkyl, C ₃ -C ₆ -cycloalkyl, C ₁ -C ₆ -alkoxy, C ₃ -C ₆ -alkenyl, C ₁ -C ₄ -alkoxy-C ₁ -C ₄ -Represents alkyl,
R ²⁶ represents C ₁ -C ₆ -alkyl, C ₃ -C ₆ -alkenyl or C ₁ -C ₄ -alkoxy-C ₁ -C ₄ -alkyl,
R ²⁵ and R ²⁶ are additionally taken together, optionally a methyl- or ethyl-substituted C ₃ -C ₆ -alkylene group, wherein one carbon atom is optionally substituted by oxygen or sulfur. )
An active compound combination comprising a compound of formula (I) as well as at least one active compound of formula (II).

  Within the preferred range of halogen groups, halogen preferably represents chlorine and fluorine.

Particularly preferred are:
W ¹ represents hydrogen, methyl, ethyl, chlorine, bromine or methoxy;
X represents chlorine, bromine, methyl, ethyl, propyl, isopropyl, methoxy, ethoxy or trifluoromethyl;
Y and Z independently of one another represent hydrogen, fluorine, chlorine, bromine, methyl, ethyl, propyl, isopropyl, trifluoromethyl or methoxy;
A ³ represents methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, tert-butyl, cyclopropyl, cyclopentyl or cyclohexyl,
A ⁴ represents hydrogen, methyl or ethyl,
A ³ and A ⁴ are additionally optionally substituted with oxygen, optionally together with the carbon atom to which they are attached, by methyl, ethyl, methoxy, ethoxy, propoxy or butoxy. saturated C ₆ which is monosubstituted - cycloalkyl,
D represents hydrogen and represents methyl, ethyl, propyl, isopropyl, butyl, isobutyl, allyl, cyclopropyl, cyclopentyl or cyclohexyl,
A ³ and D together represent an optionally methyl substituted C ₃ -C ₄ -alkanediyl;
G ¹ represents hydrogen (a) or a group:

の１個を表し、
Ｌ^１が、酸素又は硫黄を表し、
Ｍ^１が、酸素又は硫黄を表し、
Ｒ^２０が、Ｃ_１−Ｃ_８−アルキル、Ｃ_２−Ｃ_４−アルケニル、メトキシメチル、エトキシメチル、エチルチオメチル、シクロプロピル、シクロペンチル又はシクロヘキシルを表し、フッ素、塩素、臭素、シアノ、ニトロ、メチル、エチル、メトキシ、トリフルオロメチル又はトリフルオロメトキシによって場合によりモノからジ置換されたフェニルを表し、それらのそれぞれが、塩素又はメチルによって場合によりモノからジ置換されたピリジル又はチエニルを表し、
Ｒ^２１が、Ｃ_１−Ｃ_８−アルキル、Ｃ_２−Ｃ_４−アルケニル、メトキシエチル、エトキシエチルを表し又はフェニル若しくはベンジルを表し、
Ｒ^２５及びＲ^２６が、互いに独立して、メチル、エチルを表し又はこれらが結合している窒素原子と一緒にモルホリノを表す、
式（Ｉ）の化合物を含有する活性化合物組合せ物である。

Represents one of
L ¹ represents oxygen or sulfur,
M ¹ represents oxygen or sulfur,
R ²⁰ represents C ₁ -C ₈ -alkyl, C ₂ -C ₄ -alkenyl, methoxymethyl, ethoxymethyl, ethylthiomethyl, cyclopropyl, cyclopentyl or cyclohexyl, fluorine, chlorine, bromine, cyano, nitro, methyl Represents phenyl optionally disubstituted from mono by ethyl, methoxy, trifluoromethyl or trifluoromethoxy, each of which represents pyridyl or thienyl optionally disubstituted from mono by chlorine or methyl;
R ²¹ represents C ₁ -C ₈ -alkyl, C ₂ -C ₄ -alkenyl, methoxyethyl, ethoxyethyl or phenyl or benzyl,
R ²⁵ and R ²⁶ independently of one another represent methyl, ethyl or morpholino together with the nitrogen atom to which they are attached,
An active compound combination comprising a compound of formula (I).

Very particularly preferred are:
W ¹ represents hydrogen or methyl;
X represents chlorine, bromine or methyl;
Y and Z independently of one another represent hydrogen, chlorine, bromine or methyl;
A ³ and A ⁴ are further optionally mono-substituted by methyl, methoxy, ethoxy, propoxy or butoxy, optionally together with the carbon atom to which they are attached, optionally one ring member substituted by oxygen. saturated C ₆ which is - cycloalkyl,
D represents hydrogen,
G ¹ represents hydrogen (a) or a group:

の１個を表し、
Ｌ^１が、酸素又は硫黄を表し、
Ｍ^１が、酸素又は硫黄を表し、
Ｒ^２０が、Ｃ_１−Ｃ_８−アルキル、Ｃ_２−Ｃ_４−アルケニル、メトキシメチル、エトキシメチル、エチルメチルチオ、シクロプロピル、シクロペンチル、シクロヘキシルを表し、フッ素、塩素、臭素、メチル、メトキシ、トリフルオロメチル、トリフルオロメトキシ、シアノ又はニトロによって場合によりモノ置換されたフェニルを表し、これらのそれぞれが、塩素又はメチルによって場合によりモノ置換されたピリジル又はチエニルを表し、
Ｒ^２１が、Ｃ_１−Ｃ_８−アルキル、Ｃ_２−Ｃ_４−アルケニル、メトキシエチル、エトキシエチル、フェニル又はベンジルを表し、
Ｒ^２５及びＲ^２６が、互いに独立して、メチル、エチルを表し又はこれらが結合している窒素原子と一緒にモルホリノを表す、
式（Ｉ）の化合物並びに式（ＩＩ）の少なくとも１種の活性化合物を含有する活性化合物組合せ物である。

Represents one of
L ¹ represents oxygen or sulfur,
M ¹ represents oxygen or sulfur,
R ²⁰ represents C ₁ -C ₈ -alkyl, C ₂ -C ₄ -alkenyl, methoxymethyl, ethoxymethyl, ethylmethylthio, cyclopropyl, cyclopentyl, cyclohexyl, fluorine, chlorine, bromine, methyl, methoxy, trifluoro Represents phenyl optionally monosubstituted by methyl, trifluoromethoxy, cyano or nitro, each of which represents pyridyl or thienyl optionally monosubstituted by chlorine or methyl;
R ²¹ represents C ₁ -C ₈ -alkyl, C ₂ -C ₄ -alkenyl, methoxyethyl, ethoxyethyl, phenyl or benzyl,
R ²⁵ and R ²⁶ independently of one another represent methyl, ethyl or morpholino together with the nitrogen atom to which they are attached,
An active compound combination comprising a compound of formula (I) as well as at least one active compound of formula (II).

  Particularly preferred are those of the formula (Ia)

の上記の化合物の少なくとも１種及び式（ＩＩ）の少なくとも１種の活性化合物を含有する活性化合物組合せ物である。

An active compound combination comprising at least one of the above-mentioned compounds and at least one active compound of the formula (II).

  Particularly preferred are those of formula (Ia-4)

の化合物及び式（ＩＩ）の少なくとも１種の活性化合物を含有する活性化合物組合せ物である。

And an active compound combination comprising at least one active compound of formula (II).

  Depending on, inter alia, the nature of the substituents, the compounds of the formula (I) exist as geometrical and / or optical isomers or isomer mixtures of varying composition that can be separated by customary methods if desired. be able to. The present invention also provides both pure isomers and isomer mixtures, their production and use, and compositions containing them. However, for the sake of simplicity, reference will be made hereinafter only to the compounds of the formula (I), but what is meant is both pure compounds and, where appropriate, mixtures with varying ratios of isomeric compounds. is there.

  Especially preferred are active compound combinations containing compounds selected from group 2 compounds (2-1) to (2-7) and at least one active compound of formula (II).

  Anthranilamides of the formula (II) are likewise known compounds known from or encompassed by the following publications: International Patent Application Publication No. 01/70671, International Patent Application Publication No. 03/015518, International Patent Application Publication No. 03/015519, International Patent Application Publication No. 03/016284, International Patent Publication No. 03/016282, International Patent Application Publication No. 03/016283, International Patent Application Publication No. 03/024222, and International Patent Application Publication No. 03/062226.

  The general formulas and definitions described in these publications and the individual compounds described therein are expressly incorporated into the present patent application by reference.

  Anthranilamides can be summarized by formula (II).

式中、Ａ^１及びＡ^２は、互いに独立して、酸素又は硫黄を表し、
Ｘ^１は、Ｎ又はＣＲ^１０を表し、
Ｒ^１は、水素を表し又はこれらのそれぞれが、場合によりモノ若しくはポリ置換された、Ｃ_１−Ｃ_６−アルキル、Ｃ_２−Ｃ_６−アルケニル、Ｃ_２−Ｃ_６−アルキニル若しくはＣ_３−Ｃ_６−シクロアルキルを表し、ここで、置換基は、互いに独立して、Ｒ^６、ハロゲン、シアノ、ニトロ、ヒドロキシ、Ｃ_１−Ｃ_４−アルコキシ、Ｃ_１−Ｃ_４−アルキルチオ、Ｃ_１−Ｃ_４−アルキルスルフィニル、Ｃ_１−Ｃ_４−アルキルスルホニル、Ｃ_２−Ｃ_４−アルコキシカルボニル、Ｃ_１−Ｃ_４−アルキルアミノ、Ｃ_２−Ｃ_８−ジアルキルアミノ、Ｃ_３−Ｃ_６−シクロアルキルアミノ、（Ｃ_１−Ｃ_４−アルキル）−Ｃ_３−Ｃ_６−シクロアルキルアミノ及びＲ^１１からなる群から選択することができ、
Ｒ^２は、水素、Ｃ_１−Ｃ_６−アルキル、Ｃ_２−Ｃ_６−アルケニル、Ｃ_２−Ｃ_６−アルキニル、Ｃ_３−Ｃ_６−シクロアルキル、Ｃ_１−Ｃ_４−アルコキシ、Ｃ_１−Ｃ_４−アルキルアミノ、Ｃ_２−Ｃ_８−ジアルキルアミノ、Ｃ_３−Ｃ_６−シクロアルキルアミノ、Ｃ_２−Ｃ_６−アルコキシカルボニル又はＣ_２−Ｃ_６−アルキルカルボニルを表し、
Ｒ^３は、水素、Ｒ^１１を表し又はこれらのそれぞれが、場合によりモノ若しくはポリ置換された、Ｃ_１−Ｃ_６−アルキル、Ｃ_２−Ｃ_６−アルケニル、Ｃ_２−Ｃ_６−アルキニル、Ｃ_３−Ｃ_６−シクロアルキルを表し、ここで、置換基は、互いに独立して、Ｒ^６、ハロゲン、シアノ、ニトロ、ヒドロキシル、Ｃ_１−Ｃ_４−アルコキシ、Ｃ_１−Ｃ_４−ハロアルコキシ、Ｃ_１−Ｃ_４−アルキルチオ、Ｃ_１−Ｃ_４−アルキルスルフィニル、Ｃ_１−Ｃ_４−アルキルスルホニル、Ｃ_２−Ｃ_６−アルコキシカルボニル、Ｃ_２−Ｃ_６−アルキルカルボニル、Ｃ_３−Ｃ_６−トリアルキルシリル、Ｒ^１１、フェニル、フェノキシ及び５員若しくは６員ヘテロ芳香族環（ここで、それぞれのフェニル、フェノキシ及び５員又は６員ヘテロ芳香族環は、場合により置換されていてよく、置換基は、互いに独立して、１から３個の基Ｗ又は１個若しくは２個以上の基Ｒ^１２から選択することができる。）からなる群から選択することができ、又は
Ｒ^２及びＲ^３は、互いに結合して、環Ｍを形成することができ、
Ｒ^４は、水素、Ｃ_１−Ｃ_６−アルキル、Ｃ_２−Ｃ_６−アルケニル、Ｃ_２−Ｃ_６−アルキニル、Ｃ_３−Ｃ_６−シクロアルキル、Ｃ_１−Ｃ_６−ハロアルキル、Ｃ_２−Ｃ_６−ハロアルケニル、Ｃ_２−Ｃ_６−ハロアルキニル、Ｃ_３−Ｃ_６−ハロシクロアルキル、ハロゲン、シアノ、ニトロ、ヒドロキシ、Ｃ_１−Ｃ_４−アルコキシ、Ｃ_１−Ｃ_４−ハロアルコキシ、Ｃ_１−Ｃ_４−アルキルチオ、Ｃ_１−Ｃ_４−アルキルスルフィニル、Ｃ_１−Ｃ_４−アルキルスルホニル、Ｃ_１−Ｃ_４−ハロアルキルチオ、Ｃ_１−Ｃ_４−ハロアルキルスルフィニル、Ｃ_１−Ｃ_４−ハロアルキルスルホニル、Ｃ_１−Ｃ_４−アルキルアミノ、Ｃ_２−Ｃ_８−ジアルキルアミノ、Ｃ_３−Ｃ_６−シクロアルキルアミノ、Ｃ_３−Ｃ_６−トリアルキルシリルを表し又はこれらのそれぞれが、場合によりモノ若しくはポリ置換された、フェニル、ベンジル若しくはフェノキシを表し、ここで、置換基は、互いに独立して、Ｃ_１−Ｃ_４−アルキル、Ｃ_２−Ｃ_４−アルケニル、Ｃ_２−Ｃ_４−アルキニル、Ｃ_３−Ｃ_６−シクロアルキル、Ｃ_１−Ｃ_４−ハロアルキル、Ｃ_２−Ｃ_４−ハロアルケニル、Ｃ_２−Ｃ_４−ハロアルキニル、Ｃ_３−Ｃ_６−ハロシクロアルキル、ハロゲン、シアノ、ニトロ、Ｃ_１−Ｃ_４−アルコキシ、Ｃ_１−Ｃ_４−ハロアルコキシ、Ｃ_１−Ｃ_４−アルキルチオ、Ｃ_１−Ｃ_４−アルキルスルフィニル、Ｃ_１−Ｃ_４−アルキルスルホニル、Ｃ_１−Ｃ_４−アルキルアミノ、Ｃ_２−Ｃ_８−ジアルキルアミノ、Ｃ_３−Ｃ_６−シクロアルキルアミノ、Ｃ_３−Ｃ_６−（アルキル）シクロアルキルアミノ、Ｃ_２−Ｃ_４−アルキルカルボニル、Ｃ_２−Ｃ_６−アルコキシカルボニル、Ｃ_２−Ｃ_６−アルキルアミノカルボニル、Ｃ_３−Ｃ_８−ジアルキルアミノカルボニル及びＣ_３−Ｃ_６−トリアルキルシリルからなる群から選択することができ、
Ｒ^５及びＲ^８は、それぞれの場合に、互いに独立して、水素、ハロゲンを表し又はそれぞれの場合に、場合により置換された、Ｃ_１−Ｃ_４−アルキル、Ｃ_１−Ｃ_４−ハロアルキル、Ｒ^１２、Ｇ、Ｊ、−ＯＪ、−ＯＧ、−Ｓ（Ｏ）_ｐ−Ｊ、−Ｓ（Ｏ）_ｐ−Ｇ、−Ｓ（Ｏ）_ｐ−フェニルを表し、ここで、置換基は、互いに独立して、１から３個の基Ｗから又はＲ^１２、Ｃ_１−Ｃ_１０−アルキル、Ｃ_２−Ｃ_６−アルケニル、Ｃ_２−Ｃ_６−アルキニル、Ｃ_１−Ｃ_４−アルコキシ及びＣ_１−Ｃ_４−アルキルチオからなる群から選択することができ、ここで、それぞれの置換基は、互いに独立して、Ｇ、Ｊ、Ｒ^６、ハロゲン、シアノ、ニトロ、アミノ、ヒドロキシ、Ｃ_１−Ｃ_４−アルコキシ、Ｃ_１−Ｃ_４−ハロアルコキシ、Ｃ_１−Ｃ_４−アルキルチオ、Ｃ_１−Ｃ_４−アルキルスルフィニル、Ｃ_１−Ｃ_４−アルキルスルホニル、Ｃ_１−Ｃ_４−ハロアルキルチオ、Ｃ_１−Ｃ_４−ハロアルキルスルフィニル、Ｃ_１−Ｃ_４−ハロアルキルスルホニル、Ｃ_１−Ｃ_４−アルキルアミノ、Ｃ_２−Ｃ_８−ジアルキルアミノ、Ｃ_３−Ｃ_６−トリアルキルシリル、フェニル及びフェノキシ（ここで、それぞれのフェニル又はフェノキシ環は、場合により置換されていてよく、置換基は、互いに独立して、１から３個の基Ｗ又は１個若しくは２個以上の基Ｒ^１２から選択することができる。）からなる群から選択された１個又は２個以上の置換基によって置換されていてよく、
Ｇは、それぞれの場合に、互いに独立して、Ｃ（＝Ｏ）、ＳＯ及びＳ（＝Ｏ）_２からなる群からの１個若しくは２個の環員を場合により含有し、互いに独立して、Ｃ_１−Ｃ_２−アルキル、ハロゲン、シアノ、ニトロ及びＣ_１−Ｃ_２−アルコキシからなる群から選択された１から４個の置換基によって場合により置換されていてよい、５員若しくは６員非芳香族炭素環式若しくは複素環式環を表し又は互いに独立して、Ｃ_２−Ｃ_６−アルケニル、Ｃ_２−Ｃ_６−アルキニル、Ｃ_３−Ｃ_７−シクロアルキル、（シアノ）−Ｃ_３−Ｃ_７−シクロアルキル、（Ｃ_１−Ｃ_４−アルキル）−Ｃ_３−Ｃ_６−シクロアルキル、（Ｃ_３−Ｃ_６−シクロアルキル）−Ｃ_１−Ｃ_４−アルキル（ここで、それぞれのシクロアルキル、（アルキル）シクロアルキル及び（シクロアルキル）アルキルは、１個若しくは２個以上のハロゲン原子によって場合により置換されていてよい。）を表し、
Ｊは、それぞれの場合に、互いに独立して、場合により置換された５員又は６員ヘテロ芳香族環を表し、ここで、置換基は、互いに独立して、１から３個の基Ｗ又は１個若しくは２個以上の基Ｒ^１２から選択することができ、
Ｒ^６は、互いに独立して、−Ｃ（＝Ｅ^１）Ｒ^１９、−ＬＣ（＝Ｅ^１）Ｒ^１９、−Ｃ（＝Ｅ^１）ＬＲ^１９、−ＬＣ（＝Ｅ^１）ＬＲ^１９、−ＯＰ（＝Ｑ）（ＯＲ^１９）_２、−ＳＯ_２ＬＲ^１８又は−ＬＳＯ_２ＬＲ^１９を表し、ここで、それぞれのＥ^１は、互いに独立して、Ｏ、Ｓ、Ｎ−Ｒ^１５、Ｎ−ＯＲ^１５、Ｎ−Ｎ（Ｒ^１５）_２、Ｎ−Ｓ＝Ｏ、Ｎ−ＣＮ又はＮ−ＮＯ_２を表し、
Ｒ^７は、水素、Ｃ_１−Ｃ_４−アルキル、Ｃ_１−Ｃ_４−ハロアルキル、ハロゲン、Ｃ_１−Ｃ_４−アルコキシ、Ｃ_１−Ｃ_４−ハロアルコキシ、Ｃ_１−Ｃ_４−アルキルチオ、Ｃ_１−Ｃ_４−アルキルスルフィニル、Ｃ_１−Ｃ_４−アルキルスルホニル、Ｃ_１−Ｃ_４−ハロ−アルキルチオ、Ｃ_１−Ｃ_４−ハロアルキルスルフィニル、Ｃ_１−Ｃ_４−ハロアルキルスルホニルを表し、
Ｒ^９は、Ｃ_１−Ｃ_４−ハロアルキル、Ｃ_１−Ｃ_４−ハロアルコキシ、Ｃ_１−Ｃ_４−ハロアルキルスルフィニル又はハロゲンを表し、
Ｒ^１０は、水素、Ｃ_１−Ｃ_４−アルキル、Ｃ_１−Ｃ_４−ハロアルキル、ハロゲン、シアノ又はＣ_１−Ｃ_４−ハロアルコキシを表し、
Ｒ^１１は、それぞれの場合に、互いに独立して、それぞれの場合に、場合によりモノからトリ置換された、Ｃ_１−Ｃ_６−アルキルチオ、Ｃ_１−Ｃ_６−アルキルスルフェニル、Ｃ_１−Ｃ_６−ハロアルキルチオ、Ｃ_１−Ｃ_６−ハロアルキルスルフェニル、フェニルチオ又はフェニルスルフェニルを表し、ここで、置換基は、互いに独立して、リストＷ、−Ｓ（Ｏ）_ｎＮ（Ｒ^１６）_２、−Ｃ（＝Ｏ）Ｒ^１３、−Ｌ（Ｃ＝Ｏ）Ｒ^１４、−Ｓ（Ｃ＝Ｏ）ＬＲ^１４、−Ｃ（＝Ｏ）ＬＲ^１３、−Ｓ（Ｏ）_ｎＮＲ^１３Ｃ（＝Ｏ）Ｒ^１３、−Ｓ（Ｏ）_ｎＮＲ^１３Ｃ（＝Ｏ）ＬＲ^１４又は−Ｓ（Ｏ）_ｎＮＲ^１３Ｓ（Ｏ）_２ＬＲ^１４から選択することができ、
Ｌは、それぞれの場合に、互いに独立して、Ｏ、ＮＲ^１８又はＳを表し、
Ｒ^１２は、それぞれの場合に、互いに独立して、−Ｂ（ＯＲ^１７）_２、アミノ、ＳＨ、チオシアナト、Ｃ_３−Ｃ_８−トリアルキルシリルオキシ、Ｃ_１−Ｃ_４−アルキルジスルフィド、−ＳＦ_５、−Ｃ（＝Ｅ^１）Ｒ^１９、−ＬＣ（＝Ｅ^１）Ｒ^１９、−Ｃ（＝Ｅ^１）ＬＲ^１９、−ＬＣ（＝Ｅ^１）ＬＲ^１９、−ＯＰ（＝Ｑ）（ＯＲ^１９）_２、−ＳＯ_２ＬＲ^１９又は−ＬＳＯ_２ＬＲ^１９を表し、
Ｑは、Ｏ又はＳを表し、
Ｒ^１３は、それぞれの場合に、互いに独立して、水素を表し又はそれぞれの場合に、場合によりモノ若しくはポリ置換された、Ｃ_１−Ｃ_６−アルキル、Ｃ_２−Ｃ_６−アルケニル、Ｃ_２−Ｃ_６−アルキニル若しくはＣ_３−Ｃ_６−シクロアルキルを表し、ここで、置換基は、互いに独立して、Ｒ^６、ハロゲン、シアノ、ニトロ、ヒドロキシ、Ｃ_１−Ｃ_４−アルコキシ、Ｃ_１−Ｃ_４−アルキルスルフィニル、Ｃ_１−Ｃ_４−アルキルスルホニル、Ｃ_１−Ｃ_４−アルキルアミノ、Ｃ_２−Ｃ_８−ジアルキルアミノ、Ｃ_３−Ｃ_６−シクロアルキルアミノ又は（Ｃ_１−Ｃ_４−アルキル）−Ｃ_３−Ｃ_６−シクロアルキルアミノからなる群から選択することができ、
Ｒ^１４は、それぞれの場合に、互いに独立して、それぞれの場合に、場合によりモノ若しくはポリ置換された、Ｃ_１−Ｃ_２０−アルキル、Ｃ_２−Ｃ_２０−アルケニル、Ｃ_２−Ｃ_２０−アルキニル若しくはＣ_３−Ｃ_６−シクロアルキル（ここで、置換基は互いに独立して、Ｒ^６、ハロゲン、シアノ、ニトロ、ヒドロキシ、Ｃ_１−Ｃ_４−アルコキシ、Ｃ_１−Ｃ_４−アルキルスルフィニル、Ｃ_１−Ｃ_４−アルキルスルホニル、Ｃ_１−Ｃ_４−アルキルアミノ、Ｃ_２−Ｃ_８−ジアルキルアミノ、Ｃ_３−Ｃ_６−シクロアルキルアミノ及び（Ｃ_１−Ｃ_４−アルキル）−Ｃ_３−Ｃ_６−シクロアルキルアミノからなる群から選択することができる。）を表し又は場合により置換されたフェニル（ここで、置換基は、互いに独立して、１から３個の基Ｗ又は１個若しくは２個以上の基Ｒ^１２から選択することができる。）を表し、
Ｒ^１５は、それぞれの場合に、互いに独立して、水素を表し又はそれぞれの場合に、場合によりモノ若しくはポリ置換された、Ｃ_１−Ｃ_６−ハロアルキル若しくはＣ_１−Ｃ_６−アルキルを表し、ここで、置換基は、互いに独立して、シアノ、ニトロ、ヒドロキシ、Ｃ_１−Ｃ_４−アルコキシ、Ｃ_１−Ｃ_４−ハロアルコキシ、Ｃ_１−Ｃ_４−アルキルチオ、Ｃ_１−Ｃ_４−アルキルスルフィニル、Ｃ_１−Ｃ_４−アルキルスルホニル、Ｃ_１−Ｃ_４−ハロアルキルチオ、Ｃ_１−Ｃ_４−ハロアルキルスルフィニル、Ｃ_１−Ｃ_４−ハロアルキルスルホニル、Ｃ_１−Ｃ_４−アルキルアミノ、Ｃ_２−Ｃ_８−ジアルキルアミノ、Ｃ_２−Ｃ_６−アルコキシカルボニル、Ｃ_２−Ｃ_６−アルキルカルボニル、Ｃ_３−Ｃ_６−トリアルキルシリル及び場合により置換されたフェニル（ここで、置換基は、互いに独立して、１から３個の基Ｗ又は１個若しくは２個以上の基Ｒ^１２から選択することができる。）からなる群から選択することができ、又はＮ（Ｒ^１５）_２は、環Ｍを形成する環を表し、
Ｒ^１６は、Ｃ_１−Ｃ_１２−アルキル若しくはＣ_１−Ｃ_１２−ハロアルキルを表し又はＮ（Ｒ^１６）_２は、環Ｍを形成する環を表し、
Ｒ^１７は、それぞれの場合に、互いに独立して、水素若しくはＣ_１−Ｃ_４−アルキルを表し又はＢ（ＯＲ^１７）_２は環を表し、ここで、２個の酸素原子は、互いに独立して、メチル及びＣ_２−Ｃ_６−アルコキシカルボニルからなる群から選択された１個又は２個の置換基によって場合により置換されている２から３個の炭素原子を有する鎖を介して結合されており、
Ｒ^１８は、それぞれの場合に、互いに独立して、水素、Ｃ_１−Ｃ_６−アルキル若しくはＣ_１−Ｃ_６−ハロアルキルを表し又はＮ（Ｒ^１３）（Ｒ^１８）は、環Ｍを形成する環を表し、
Ｒ^１９は、それぞれの場合に、互いに独立して、水素を表し又はそれぞれの場合に、場合によりモノ若しくはポリ置換された、Ｃ_１−Ｃ_６−アルキルを表し、ここで、置換基は、互いに独立して、シアノ、ニトロ、ヒドロキシ、Ｃ_１−Ｃ_４−アルコキシ、Ｃ_１−Ｃ_４−ハロアルコキシ、Ｃ_１−Ｃ_４−アルキルチオ、Ｃ_１−Ｃ_４−アルキルスルフィニル、Ｃ_１−Ｃ_４−アルキルスルホニル、Ｃ_１−Ｃ_４−ハロアルキルチオ、Ｃ_１−Ｃ_４−ハロアルキルスルフィニル、Ｃ_１−Ｃ_４−ハロアルキルスルホニル、Ｃ_１−Ｃ_４−アルキルアミノ、Ｃ_２−Ｃ_８−ジアルキルアミノ、ＣＯ_２Ｈ、Ｃ_２−Ｃ_６−アルコキシカルボニル、Ｃ_２−Ｃ_６−アルキルカルボニル、Ｃ_３−Ｃ_６−トリアルキルシリル及び場合により置換されたフェニル（ここで、置換基は、互いに独立して、１から３個の基Ｗ、Ｃ_１−Ｃ_６−ハロアルキル、Ｃ_３−Ｃ_６−シクロアルキル又はフェニル又はピリジル（これらのそれぞれは、Ｗにより場合によりモノからトリ置換されている。）から選択することができる。）からなる群から選択することができ、
Ｍは、それぞれの場合に、置換基対Ｒ^１３及びＲ^１８、（Ｒ^１５）_２又は（Ｒ^１６）_２に結合している窒素原子に加えて、２から６個の炭素原子及び場合により追加的に別の窒素原子、硫黄原子又は酸素原子を含有する、場合によりモノからテトラ置換された環（ここで、置換基は、互いに独立して、Ｃ_１−Ｃ_２−アルキル、ハロゲン、シアノ、ニトロ及びＣ_１−Ｃ_２−アルコキシからなる群から選択することができる。）を表し、
Ｗは、それぞれの場合に、互いに独立して、Ｃ_１−Ｃ_４−アルキル、Ｃ_２−Ｃ_４−アルケニル、Ｃ_２−Ｃ_４−アルキニル、Ｃ_３−Ｃ_６−シクロアルキル、Ｃ_１−Ｃ_４−ハロアルキル、Ｃ_２−Ｃ_４−ハロアルケニル、Ｃ_２−Ｃ_４−ハロアルキニル、Ｃ_３−Ｃ_６−ハロシクロアルキル、ハロゲン、シアノ、ニトロ、Ｃ_１−Ｃ_４−アルコキシ、Ｃ_１−Ｃ_４−ハロアルコキシ、Ｃ_１−Ｃ_４−アルキルチオ、Ｃ_１−Ｃ_４−アルキルスルフィニル、Ｃ_１−Ｃ_４−アルキルスルホニル、Ｃ_１−Ｃ_４−アルキルアミノ、Ｃ_２−Ｃ_８−ジアルキルアミノ、Ｃ_３−Ｃ_６−シクロアルキルアミノ、（Ｃ_１−Ｃ_４−アルキル）−Ｃ_３−Ｃ_６−シクロアルキルアミノ、Ｃ_２−Ｃ_４−アルキルカルボニル、Ｃ_２−Ｃ_６−アルコキシカルボニル、ＣＯ_２Ｈ、Ｃ_２−Ｃ_６−アルキルアミノカルボニル、Ｃ_３−Ｃ_８−ジアルキルアミノカルボニル又はＣ_３−Ｃ_６−トリアルキルシリルを表し、
ｎは、それぞれの場合に、互いに独立して、０又は１を表し、
ｐは、それぞれの場合に、互いに独立して、０、１又は２を表し、
ここで、（ａ）Ｒ^５が、水素、Ｃ_１−Ｃ_６−アルキル、Ｃ_１−Ｃ_６−ハロアルキル、Ｃ_２−Ｃ_６−ハロアルケニル、Ｃ_２−Ｃ_６−ハロアルキニル、Ｃ_１−Ｃ_４−ハロアルコキシ、Ｃ_１−Ｃ_４−ハロアルキルチオ又はハロゲンを表し、（ｂ）Ｒ^８が、水素、Ｃ_１−Ｃ_６−アルキル、Ｃ_１−Ｃ_６−ハロアルキル、Ｃ_２−Ｃ_６−ハロアルケニル、Ｃ_２−Ｃ_６−ハロアルキニル、Ｃ_１−Ｃ_４−ハロアルコキシ、Ｃ_１−Ｃ_４−ハロアルキルチオ、ハロゲン、Ｃ_２−Ｃ_４−アルキルカルボニル、Ｃ_２−Ｃ_６−アルコキシカルボニル、Ｃ_２−Ｃ_６−アルキルアミノカルボニル又はＣ_３−Ｃ_８−ジアルキルアミノカルボニルを表す場合に、（ｃ）Ｒ^６、Ｒ^１１及びＲ^１２からなる群から選択された少なくとも１個の置換基が存在し、（ｄ）Ｒ^１２が存在しない場合に、基Ｒ^６及びＲ^１１の少なくとも一方は、Ｃ_２−Ｃ_６−アルキルカルボニル、Ｃ_２−Ｃ_６−アルコキシカルボニル、Ｃ_２−Ｃ_６−アルキルアミノカルボニル及びＣ_３−Ｃ_８−ジアルキルアミノカルボニルとは異なる。

In which A ¹ and A ² independently of one another represent oxygen or sulfur;
X ¹ represents N or CR ¹⁰ ;
R ¹ represents hydrogen or each of which is optionally mono- or poly-substituted, C ₁ -C ₆ -alkyl, C ₂ -C ₆ -alkenyl, C ₂ -C ₆ -alkynyl or C ₃ -C Represents a ₆ -cycloalkyl, wherein the substituents are, independently of one another, R ⁶ , halogen, cyano, nitro, hydroxy, C ₁ -C ₄ -alkoxy, C ₁ -C ₄ -alkylthio, C ₁ -C ₄ - _{alkylsulfinyl,} C 1 -C ₄ - _{alkylsulfonyl,} C 2 -C ₄ - _{alkoxycarbonyl,} C 1 -C ₄ - _alkylamino, C 2 -C ₈ - _{dialkylamino,} C 3 -C ₆ - cycloalkylamino , (C ₁ -C ₄ -alkyl) -C ₃ -C ₆ -cycloalkylamino and R ¹¹ ,
R ² is hydrogen, C ₁ -C ₆ -alkyl, C ₂ -C ₆ -alkenyl, C ₂ -C ₆ -alkynyl, C ₃ -C ₆ -cycloalkyl, C ₁ -C ₄ -alkoxy, C _1- C ₄ - _alkylamino, C 2 -C ₈ - _{dialkylamino,} C 3 -C ₆ - _{cycloalkylamino,} C 2 -C ₆ - alkoxycarbonyl or _C 2 -C ₆ - alkyl carbonyl,
R ³ represents hydrogen, R ¹¹ or each of which is optionally mono- or poly-substituted, C ₁ -C ₆ -alkyl, C ₂ -C ₆ -alkenyl, C ₂ -C ₆ -alkynyl, C Represents _3- C ₆ -cycloalkyl, wherein the substituents are, independently of one another, R ⁶ , halogen, cyano, nitro, hydroxyl, C ₁ -C ₄ -alkoxy, C ₁ -C ₄ -haloalkoxy, C ₁ -C ₄ - _alkylthio, C 1 -C ₄ - _{alkylsulfinyl,} C 1 -C ₄ - _{alkylsulfonyl,} C 2 -C ₆ - _{alkoxycarbonyl,} C 2 -C ₆ - _{alkylcarbonyl,} C 3 -C ₆ - trialkylsilyl, R ^11, phenyl, phenoxy and 5- or 6-membered heteroaromatic ring (where each phenyl, phenoxy and 5- or 6 Heteroaromatic ring may optionally be substituted by the substituents are, independent of each other, may be selected from one to three groups W or one or two or more radicals R ^12.) Or R ² and R ³ can be joined together to form a ring M;
R ⁴ is hydrogen, C ₁ -C ₆ -alkyl, C ₂ -C ₆ -alkenyl, C ₂ -C ₆ -alkynyl, C ₃ -C ₆ -cycloalkyl, C ₁ -C ₆ -haloalkyl, C _2- C ₆ - _haloalkenyl, C 2 -C ₆ - _haloalkynyl, C 3 -C ₆ - halocycloalkyl, halogen, cyano, nitro, _hydroxy, C 1 -C ₄ - _alkoxy, C 1 -C ₄ - haloalkoxy, C ₁ -C ₄ - _alkylthio, C 1 -C ₄ - _{alkylsulfinyl,} C 1 -C ₄ - _{alkylsulfonyl,} C 1 -C ₄ - _{haloalkylthio,} C 1 -C ₄ - _{haloalkylsulfinyl,} C 1 -C ₄ - _{haloalkylsulfonyl,} C 1 -C ₄ - _alkylamino, C 2 -C ₈ - _{dialkylamino,} C 3 -C ₆ - _{cycloalkylamino,} C 3 -C - each represents a trialkylsilyl or thereof, optionally being mono- or polysubstituted, represent phenyl, benzyl or phenoxy, where the substituents independently of one another, C 1 _-C 4 _- alkyl, C ₂ -C ₄ - _alkenyl, C 2 -C ₄ - _alkynyl, C 3 -C ₆ - _cycloalkyl, C 1 -C ₄ - _haloalkyl, C 2 -C ₄ - _haloalkenyl, C 2 -C ₄ - haloalkynyl, C ₃ -C ₆ - halocycloalkyl, halogen, cyano, _nitro, C 1 -C ₄ - _alkoxy, C 1 -C ₄ - _haloalkoxy, C 1 -C ₄ - _alkylthio, C 1 -C ₄ - alkylsulfinyl, C ₁ -C ₄ - _{alkylsulfonyl,} C 1 -C ₄ - _alkylamino, C 2 -C ₈ - _{dialkylamino,} C 3 -C ₆ - Sik _Alkylamino, C 3 -C ₆ - (alkyl) _{cycloalkylamino,} C 2 -C ₄ - _{alkylcarbonyl,} C 2 -C ₆ - _{alkoxycarbonyl,} C 2 -C ₆ - _{alkylaminocarbonyl,} C 3 -C ₈ - dialkylaminocarbonyl and C ₃ -C 6 _- can be selected from the group consisting of trialkylsilyl,
R ⁵ and R ⁸ in each case independently of one another represent hydrogen, halogen or in each case optionally substituted C ₁ -C ₄ -alkyl, C ₁ -C ₄ -haloalkyl, R ¹² , G, J, —OJ, —OG, —S (O) _p —J, —S (O) _p —G, —S (O) _p -phenyl, wherein the substituents are Independently from 1 to 3 groups W or R ¹² , C ₁ -C ₁₀ -alkyl, C ₂ -C ₆ -alkenyl, C ₂ -C ₆ -alkynyl, C ₁ -C ₄ -alkoxy and C ₁ -C ₄ - can be selected from the group consisting of alkylthio, wherein each substituent is independently of one another, G, J, ^{R 6,} halogen, cyano, nitro, amino, _hydroxy, C 1 -C ₄ - _alkoxy, C 1 -C ₄ - Haroaruko _Shi, C 1 -C ₄ - _alkylthio, C 1 -C ₄ - _{alkylsulfinyl,} C 1 -C ₄ - _{alkylsulfonyl,} C 1 -C ₄ - _{haloalkylthio,} C 1 -C ₄ - _{haloalkylsulfinyl,} C 1 -C ₄ - _{haloalkylsulfonyl,} C 1 -C ₄ - _alkylamino, C 2 -C ₈ - _{dialkylamino,} C 3 -C ₆ - trialkylsilyl, phenyl and phenoxy (wherein each phenyl or phenoxy ring, optionally One substituent selected from the group consisting of 1 to 3 radicals W or one or more radicals R ¹² independently of one another. Or may be substituted by two or more substituents,
G, in each case, independently of one another, optionally contains one or two ring members from the group consisting of C (= O), SO and S (= O) ₂ , and independently of each other 5-membered or 6-membered optionally substituted by 1 to 4 substituents selected from the group consisting of C ₁ -C ₂ -alkyl, halogen, cyano, nitro and C ₁ -C ₂ -alkoxy Represents a non-aromatic carbocyclic or heterocyclic ring or, independently of one another, C ₂ -C ₆ -alkenyl, C ₂ -C ₆ -alkynyl, C ₃ -C ₇ -cycloalkyl, (cyano) -C ₃ -C ₇ -cycloalkyl, (C ₁ -C ₄ -alkyl) -C ₃ -C ₆ -cycloalkyl, (C ₃ -C ₆ -cycloalkyl) -C ₁ -C ₄ -alkyl (where each Cycloalkyl, (al Le) cycloalkyl and (cycloalkyl) alkyl represents a good.) Which is optionally substituted by one or two or more halogen atoms,
J in each case, independently of one another, represents an optionally substituted 5- or 6-membered heteroaromatic ring, wherein the substituents, independently of one another, represent 1 to 3 groups W or Can be selected from one or more groups R ¹² ,
R ⁶ is independently of each other —C (═E ¹ ) R ¹⁹ , —LC (═E ¹ ) R ¹⁹ , —C (═E ¹ ) LR ¹⁹ , —LC (═E ¹ ) LR ¹⁹ , — OP (= Q) (OR ¹⁹ ) ₂ , —SO ₂ LR ¹⁸ or —LSO ₂ LR ¹⁹ , where each E ¹ is independently of each other O, S, N—R ¹⁵ , N— OR ¹⁵ , N—N (R ¹⁵ ) ₂ , N—S═O, N—CN or N—NO ₂ ;
R ⁷ is hydrogen, C ₁ -C ₄ -alkyl, C ₁ -C ₄ -haloalkyl, halogen, C ₁ -C ₄ -alkoxy, C ₁ -C ₄ -haloalkoxy, C ₁ -C ₄ -alkylthio, C ₁ -C ₄ - _{alkylsulfinyl,} C 1 -C ₄ - _{alkylsulfonyl,} C 1 -C ₄ - halo - _alkylthio, C 1 -C ₄ - _{haloalkylsulfinyl,} C 1 -C ₄ - represents a haloalkylsulfonyl,
R ⁹ _is, C 1 -C ₄ - _haloalkyl, C 1 -C ₄ - _haloalkoxy, C 1 -C ₄ - represents a haloalkylsulfinyl or halogen,
R ¹⁰ represents hydrogen, C ₁ -C ₄ -alkyl, C ₁ -C ₄ -haloalkyl, halogen, cyano or C ₁ -C ₄ -haloalkoxy,
R ¹¹ is in each case independently of one another, in each case, optionally in trisubstituted _mono, C 1 -C ₆ - _alkylthio, C 1 -C ₆ - _{alkylsulfenyl,} C 1 -C ₆ - _{haloalkylthio,} C 1 -C ₆ - represents haloalkylsulfenyl, phenylthio or phenylsulfinyl phenyl, wherein the substituents are, independently of one another, list ^{_{W, -S (O) n n}} (R 16) 2 , -C (= O) R ¹³ , -L (C = O) R ¹⁴ , -S (C = O) LR ¹⁴ , -C (= O) LR ¹³ , -S (O) _n NR ¹³ C (= O) R ¹³ , —S (O) _n NR ¹³ C (═O) LR ¹⁴ or —S (O) _n NR ¹³ S (O) ₂ LR ¹⁴ can be selected,
L represents in each case, independently of one another, O, NR ¹⁸ or S;
R ¹² is, in each case, independently of one another, —B (OR ¹⁷ ) ₂ , amino, SH, thiocyanato, C ₃ -C ₈ -trialkylsilyloxy, C ₁ -C ₄ -alkyl disulfide, —SF _{^{5, -C (= E 1)}} R 19, -LC (= E 1) R 19, -C (= E 1) LR 19, -LC (= E 1) LR 19, -OP (= Q) (OR ¹⁹⁾ ₂ represents _-SO 2 ^{LR 19} or -lso ₂ LR ^19,
Q represents O or S;
R ¹³ in each case, independently of one another, represents hydrogen or in each case is optionally mono- or polysubstituted C ₁ -C ₆ -alkyl, C ₂ -C ₆ -alkenyl, C ₂ Represents —C ₆ -alkynyl or C ₃ -C ₆ -cycloalkyl, wherein the substituents, independently of one another, are R ⁶ , halogen, cyano, nitro, hydroxy, C ₁ -C ₄ -alkoxy, C ₁ -C ₄ - _{alkylsulfinyl,} C 1 -C ₄ - _{alkylsulfonyl,} C 1 -C ₄ - _alkylamino, C 2 -C ₈ - _{dialkylamino,} C 3 -C ₆ - cycloalkylamino or _(C 1 -C ₄ - alkyl) _-C 3 -C ₆ - can be selected from the group consisting of cycloalkyl amino,
R ¹⁴ is in each case independently of one another, in each case, optionally being mono- or _{polysubstituted,} C 1 _{-C 20} - _alkyl, C 2 _{-C 20} - _alkenyl, C 2 _{-C 20} - Alkynyl or C ₃ -C ₆ -cycloalkyl, wherein the substituents are independently of one another R ⁶ , halogen, cyano, nitro, hydroxy, C ₁ -C ₄ -alkoxy, C ₁ -C ₄ -alkylsulfinyl, C ₁ -C ₄ - _{alkylsulfonyl,} C 1 -C ₄ - _alkylamino, C 2 -C ₈ - _{dialkylamino,} C 3 -C ₆ - cycloalkylamino, and _(C 1 -C ₄ - alkyl) -C ₃ - C 6 _-. which may be selected from the group consisting of cycloalkyl amino) phenyl (wherein optionally substituted represents or, substituents, Germany together To, may be selected from one to three groups W or one or two or more radicals R ^12.) Represent,
R ¹⁵ in each case, independently of one another, represents hydrogen or in each case optionally mono- or polysubstituted C ₁ -C ₆ -haloalkyl or C ₁ -C ₆ -alkyl; where the substituents independently of one another, cyano, nitro, _hydroxy, C 1 -C ₄ - _alkoxy, C 1 -C ₄ - _haloalkoxy, C 1 -C ₄ - _alkylthio, C 1 -C ₄ - alkyl _sulfinyl, C 1 -C ₄ - _{alkylsulfonyl,} C 1 -C ₄ - _{haloalkylthio,} C 1 -C ₄ - _{haloalkylsulfinyl,} C 1 -C ₄ - _{haloalkylsulfonyl,} C 1 -C ₄ - alkylamino, _{C 2} - C ₈ - _{dialkylamino,} C 2 -C ₆ - _{alkoxycarbonyl,} C 2 -C ₆ - _{alkylcarbonyl,} C 3 -C ₆ - thoria Rukirushiriru and phenyl (where the substituents independently of one another, may be selected from one to three groups W or one or two or more radicals R ^12.) Optionally substituted with the group consisting of Or N (R ¹⁵ ) ₂ represents a ring forming ring M;
R ¹⁶ represents C ₁ -C ₁₂ -alkyl or C ₁ -C ₁₂ -haloalkyl or N (R ¹⁶ ) ₂ represents the ring forming the ring M;
R ¹⁷ in each case, independently of one another, represents hydrogen or C ₁ -C ₄ -alkyl or B (OR ¹⁷ ) ₂ represents a ring, wherein the two oxygen atoms are independent of one another. Linked through a chain having 2 to 3 carbon atoms, optionally substituted by 1 or 2 substituents selected from the group consisting of methyl and C ₂ -C ₆ -alkoxycarbonyl And
R ¹⁸ in each case, independently of one another, represents hydrogen, C ₁ -C ₆ -alkyl or C ₁ -C ₆ -haloalkyl or N (R ¹³ ) (R ¹⁸ ) forms ring M Represents a ring,
R ¹⁹ in each case independently of one another represents hydrogen or in each case optionally mono- or poly-substituted C ₁ -C ₆ -alkyl, wherein the substituents are independently, cyano, nitro, _hydroxy, C 1 -C ₄ - _alkoxy, C 1 -C ₄ - _haloalkoxy, C 1 -C ₄ - _alkylthio, C 1 -C ₄ - _{alkylsulfinyl,} C 1 -C ₄ - _{alkylsulfonyl,} C 1 -C ₄ - _{haloalkylthio,} C 1 -C ₄ - _{haloalkylsulfinyl,} C 1 -C ₄ - _{haloalkylsulfonyl,} C 1 -C ₄ - _alkylamino, C 2 -C ₈ - dialkylamino, CO _{2 H,} C 2 -C ₆ - _{alkoxycarbonyl,} C 2 -C ₆ - _{alkylcarbonyl,} C 3 -C ₆ - trialkylsilyl and when Phenyl substituted (wherein Ri, substituents, independently of one another, one to three groups _W, C 1 -C ₆ - _haloalkyl, C 3 -C ₆ - cycloalkyl or phenyl or pyridyl (each of which Can be selected from the group consisting of mono- and tri-substituted with W.) and can be selected from the group consisting of:
M is in each case 2 to 6 carbon atoms and optionally additional in addition to the nitrogen atom bound to the substituent pair R ¹³ and R ¹⁸ , (R ¹⁵ ) ₂ or (R ¹⁶ ) ₂ Optionally containing another nitrogen, sulfur or oxygen atom, optionally mono- to tetra-substituted rings, wherein the substituents are, independently of one another, C ₁ -C ₂ -alkyl, halogen, cyano, Which can be selected from the group consisting of nitro and C ₁ -C ₂ -alkoxy)
W is in each case, independently of one another, C ₁ -C ₄ -alkyl, C ₂ -C ₄ -alkenyl, C ₂ -C ₄ -alkynyl, C ₃ -C ₆ -cycloalkyl, C ₁ -C. ₄ - _haloalkyl, C 2 -C ₄ - _haloalkenyl, C 2 -C ₄ - _haloalkynyl, C 3 -C ₆ - halocycloalkyl, halogen, cyano, _nitro, C 1 -C ₄ - _alkoxy, C 1 -C ₄ - _haloalkoxy, C 1 -C ₄ - _alkylthio, C 1 -C ₄ - _{alkylsulfinyl,} C 1 -C ₄ - _{alkylsulfonyl,} C 1 -C ₄ - _alkylamino, C 2 -C ₈ - dialkylamino, C ₃ -C ₆ - _{cycloalkylamino, (C} 1 -C ₄ - alkyl) _-C 3 _{-C 6} - _{cycloalkylamino,} C 2 -C ₄ - _{alkylcarbonyl,} C 2 -C ₆ - _{alkoxycarbonyl, CO 2 H, C 2 -C} 6 - _{alkylaminocarbonyl,} C 3 -C ₈ - dialkylaminocarbonyl or _C 3 -C ₆ - represents a trialkylsilyl,
n represents independently in each case 0 or 1,
p represents in each case, independently of one another, 0, 1 or 2;
Here, (a) ^{R 5} is _hydrogen, C 1 -C ₆ - _alkyl, C 1 -C ₆ - _haloalkyl, C 2 -C ₆ - _haloalkenyl, C 2 -C ₆ - _haloalkynyl, C 1 -C ₄ - _haloalkoxy, C 1 -C ₄ - represents a haloalkylthio or halogen, (b) ^{R 8} is _hydrogen, C 1 -C ₆ - _alkyl, C 1 -C ₆ - _haloalkyl, C 2 -C ₆ - halo _alkenyl, C 2 -C ₆ - _haloalkynyl, C 1 -C ₄ - _haloalkoxy, C 1 -C ₄ - haloalkylthio, _halogen, C 2 -C ₄ - _{alkylcarbonyl,} C 2 -C ₆ - alkoxycarbonyl, C ₂ -C ₆ - alkylaminocarbonyl or _C 3 -C ₈ - to represent a dialkylaminocarbonyl, at least selected from the group consisting of ^{(c) R 6,} R ¹¹ and ^{R 12} When one substituent is present and (d) R ¹² is absent, at least one of the groups R ⁶ and R ¹¹ is C ₂ -C ₆ -alkylcarbonyl, C ₂ -C ₆ -alkoxycarbonyl, C ₂ -C ₆ - alkylaminocarbonyl, and _C 3 -C ₈ - different from dialkylaminocarbonyl.

  Compounds of general formula (II) include N-oxides and salts.

  Depending on, inter alia, the nature of the substituents, the compounds of the formula (II) exist as geometric and / or optical isomers or isomer mixtures of varying composition that can be separated by customary methods if desired. be able to. The present invention also provides both pure isomers and isomer mixtures, their production and use, and compositions containing them. However, in the following, for the sake of simplicity, only the compound of formula (II) will be referred to, but what is meant is both pure compounds and, where appropriate, mixtures with varying ratios of isomeric compounds. is there.

  Preferred is formula (II-1):

（式中、Ｒ^２は、水素又はＣ_１−Ｃ_６−アルキルを表し、
Ｒ^３は、１個のＲ^６によって場合により置換されているＣ_１−Ｃ_６−アルキルを表し、
Ｒ^４は、Ｃ_１−Ｃ_４−アルキル、Ｃ_１−Ｃ_２−ハロアルキル、Ｃ_１−Ｃ_２−ハロアルコキシ又はハロゲンを表し、
Ｒ^５は、水素、Ｃ_１−Ｃ_４−アルキル、Ｃ_１−Ｃ_２−ハロアルキル、Ｃ_１−Ｃ_２−ハロアルコキシ又はハロゲンを表し、
Ｒ^６は、−Ｃ（＝Ｅ^２）Ｒ^１９、−ＬＣ（＝Ｅ^２）Ｒ^１９、−Ｃ（＝Ｅ^２）ＬＲ^１９又は−ＬＣ（＝Ｅ^２）ＬＲ^１９を表し、ここで、それぞれのＥ^２は、互いに独立して、Ｏ、Ｓ、Ｎ−Ｒ^１５、Ｎ−Ｎ（Ｒ^１５）_２を表し、それぞれのＬは、互いに独立して、Ｏ又はＮＲ^１８を表し、
Ｒ^７は、Ｃ_１−Ｃ_４−ハロアルキル又はハロゲンを表し、
Ｒ^９は、Ｃ_１−Ｃ_２−ハロアルキル、Ｃ_１−Ｃ_２−ハロアルコキシ、Ｓ（Ｏ）_ｐ−Ｃ_１−Ｃ_２−ハロアルキル又はハロゲンを表し、
Ｒ^１５は、それぞれの場合に、互いに独立して、水素を表し又はそれぞれの場合に、場合により置換された、Ｃ_１−Ｃ_６−ハロアルキル若しくはＣ_１−Ｃ_６−アルキルを表し、ここで、置換基は互いに独立して、シアノ、Ｃ_１−Ｃ_４−アルコキシ、Ｃ_１−Ｃ_４−ハロアルコキシ、Ｃ_１−Ｃ_４−アルキルチオ、Ｃ_１−Ｃ_４−アルキルスルフィニル、Ｃ_１−Ｃ_４−アルキルスルホニル、Ｃ_１−Ｃ_４−ハロアルキルチオ、Ｃ_１−Ｃ_４−ハロアルキルスルフィニル及びＣ_１−Ｃ_４−ハロアルキルスルホニルからなる群から選択することができ、
Ｒ^１８は、それぞれの場合に、水素又はＣ_１−Ｃ_４−アルキルを表し、
Ｒ^１９は、それぞれの場合に、互いに独立して、水素又はＣ_１−Ｃ_６−アルキルを表し、
ｐは、互いに独立して、０、１又は２を表す。）
の化合物を含有する活性化合物組合せ物である。

(Wherein R ² represents hydrogen or C ₁ -C ₆ -alkyl,
R ³ represents C ₁ -C ₆ -alkyl optionally substituted by one R ⁶ ;
R ⁴ represents C ₁ -C ₄ -alkyl, C ₁ -C ₂ -haloalkyl, C ₁ -C ₂ -haloalkoxy or halogen;
R ⁵ represents hydrogen, C ₁ -C ₄ -alkyl, C ₁ -C ₂ -haloalkyl, C ₁ -C ₂ -haloalkoxy or halogen;
R ⁶ represents -C (= E ² ) R ¹⁹ , -LC (= E ² ) R ¹⁹ , -C (= E ² ) LR ¹⁹ or -LC (= E ² ) LR ¹⁹ , where ^{E 2} of independently of one ^{another, O, S, NR 15,} N-N (R 15) represents _2, each L is, independently of one another represent O or ^{NR 18,}
R ⁷ represents C ₁ -C ₄ -haloalkyl or halogen;
R ⁹ represents C ₁ -C ₂ -haloalkyl, C ₁ -C ₂ -haloalkoxy, S (O) _p -C ₁ -C ₂ -haloalkyl or halogen;
R ¹⁵ in each case, independently of one another, represents hydrogen or in each case optionally substituted C ₁ -C ₆ -haloalkyl or C ₁ -C ₆ -alkyl, wherein substituents independently of one another, _cyano, C 1 -C ₄ - _alkoxy, C 1 -C ₄ - _haloalkoxy, C 1 -C ₄ - _alkylthio, C 1 -C ₄ - _{alkylsulfinyl,} C 1 -C ₄ - _{alkylsulfonyl,} C 1 -C ₄ - _{haloalkylthio,} C 1 -C ₄ - haloalkylsulfinyl and _C 1 -C ₄ - can be selected from the group consisting of halo alkylsulfonyl,
R ¹⁸ in each case represents hydrogen or C ₁ -C ₄ -alkyl,
R ¹⁹ in each case, independently of one another, represents hydrogen or C ₁ -C ₆ -alkyl;
p represents 0, 1 or 2 independently of each other. )
An active compound combination comprising:

  In the radical definitions described as preferred, halogen represents fluorine, chlorine, bromine and iodine, in particular fluorine, chlorine and bromine.

Particularly preferred are:
R ² represents hydrogen or methyl;
R ³ represents C ₁ -C ₄ -alkyl (especially methyl, ethyl, n-, isopropyl, n-, iso-, sec-, tert-butyl);
R ⁴ represents methyl, trifluoromethyl, trifluoromethoxy, fluorine, chlorine, bromine or iodine;
R ⁵ represents hydrogen, fluorine, chlorine, bromine, iodine, trifluoromethyl or trifluoroethoxy,
R ⁷ represents chlorine or bromine,
R ⁹ represents trifluoromethyl, chlorine, bromine, difluoromethoxy or trifluoroethoxy,
It is an active compound combination containing a compound of formula (II-1).

  Very particularly preferred is the following formula (II-1):

の化合物及び式（Ｉ）の活性化合物（グループ１）又は化合物（２−１）から（２−７）から選択されたグループ２の活性化合物を含有する活性化合物組合せ物である。

And an active compound combination comprising an active compound of formula (I) (Group 1) or an active compound of Group 2 selected from compounds (2-1) to (2-7).

  Particularly preferred is the following formula:

の化合物及び式（Ｉ）の活性化合物（グループ１）又は化合物（２−１）から（２−７）から選択されたグループ２の活性化合物を含有する活性化合物組合せ物である。

And an active compound combination comprising an active compound of formula (I) (Group 1) or an active compound of Group 2 selected from compounds (2-1) to (2-7).

What is emphasized is an active compound combination comprising a compound of formula (II-1-9) and an active compound of formula (I) (Group 1) or Group 2:
a) an active compound combination containing (II-1-9) and (Ia-4),
b) an active compound combination containing (II-1-9) and (2-2) buprofezin,
c) an active compound combination containing (II-1-9) and (2-6) flonicamid
d) An active compound combination containing (II-1-9) and (2-7) pirimicarb.

  What is emphasized is the following specifically described active compound combination (two-component mixture) containing one compound of formula (I) and one compound of formula (II-1) or of group 2: It is.

  However, the general or preferred group definitions or illustrations described above can be combined with one another as desired, i.e. including combinations between the respective ranges and preferred ranges. These apply to the final product and correspondingly to the precursors and intermediates.

  Preferred according to the invention is an active compound combination comprising a compound of formula (I) or a compound of group 2 and at least one compound of formula (II), wherein the individual groups are preferred It is a combination of the meanings described above.

  Particularly preferred according to the invention are active compound combinations comprising a compound of formula (I) or a compound of group 2 and at least one compound of formula (II), wherein the individual groups are in particular Preferred is a combination of the meanings described above.

  Very particular preference according to the invention is given to active compound combinations comprising a compound of formula (I) or a compound of group 2 and at least one compound of formula (II), wherein the individual groups are A combination of the meanings mentioned above as being very particularly preferred.

  Saturated or unsaturated hydrocarbon groups, such as alkyl or alkenyl, may in each case be linear or branched as long as this is possible, e.g. in combination with heteroatoms, as in alkoxy. May be included.

  Optionally substituted groups may be mono- or poly-substituted, where in the case of poly-substitution, the substituents may be the same or different.

  Furthermore, the active compound combinations may also contain further active ingredients which are active in a bactericidal, acaricidal or insecticidal manner.

  The synergistic effect is particularly pronounced when the active compounds in the active compound combination according to the invention are present in a certain weight ratio. The mixing ratio required to find synergy is not necessarily the preferred mixing ratio associated with 100% activity. However, the weight ratio of active compound in the active compound combination can be varied within a relatively wide range. In general, the combinations according to the invention comprise an active compound of formula (I) or a compound of group 2 and a mixing partner of formula (II) in the following preferred and particularly preferred mixing ratios: .

  This mixing ratio is based on the weight ratio. This ratio is to be understood as meaning active compound of formula (I): mixing partner.

  The active compound combinations according to the invention are found in agriculture, in animal health, in forests, in gardens and leisure facilities, in the protection of stored products and materials and in the hygiene sector. Suitable for combating animal pests, preferably arthropods and nematodes, especially insects and arachnids, while having good tolerance for plants, low toxicity for warm-blooded species and good environmental compatibility Showing gender. They are normally sensitive, active against resistant species and against all or individual developmental stages. The above pests include the following:

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

  From the millipede's eyes, for example, Blaniulus guttulatus.

  From the order of the centipede, for example, Geophilus carphophagus, Scutigera species.

  From the eyes of Komkade, for example, Scutigerella immaculata.

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

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

  From the eyes of the grasshopper, for example, European cricket (Acheta domesticus), Kelly (Gryllotalpa) species, Locusta migratoria migratorioides, Melanoplus (Melanoprus) species, Sabacto bitter.

  From the order of cockroaches, for example, the cockroach (Blatta orientalis), the cockroach (Periplaneta americana), the cockroach (Leucophaea madeerae), the cockroach (Brattella germanica).

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

  From termite eyes, for example, Reticulitermes species.

  From the order of the Phthiraptera, for example, Pediculus humanus corporis, Haematopinus species, Lignathus species, Trichodina species, Trichodoma species.

  From the order of thrips, for example, Kleberthrips femorialis, Thrips tabaci, Tripals palmi, Franklinella accententalis.

  From the order of the stink bugs, for example, Eurygaster species, Dysdercus intermedius, Piesma quadrata, i.

  From the order of leafhoppers, for example, Aleurodes brassicae, Bemisia tabyci, Bisirisbiris (Triseurodes vasiporis), Aphis gossip. Bean beetle (Aphis fabae), apple aphid (Aphis pomi), apple beetle (Eriosoma lanigerum), peach beetle (Hyalopeterus arundinis), grape lice (Phylloxera vastatri) (Pemphigus) species, Wheat beetle aphids (Macrosiphum avenae), Mizus species, Phodon humuli, Rhizobium aphis ), Leafhopper leafhopper (Nephotettix cinchetics), dogwood scale insect (Lecanium corni), olive leaf scale (Saisettia oleae), green leafhopper (Laodelphax stragalus) diella aurantii), white circle scale insects (Aspidiotus hederae), mealybugs (Pseudococcus) species, psyllid (Psylla) species.

  From the eyes of the butterfly, for example, pink bollworm (Pectinophora gossypiella), Buparusu-Piniariusu (Bupalus piniarius), Keimatobia-Burumata (Cheimatobia brumata), Risokorechisu Blanc caldera (Lithocolletis blancardella), Hiponomeuta-Padera (Hyponomeuta padella), diamondback moth (Plutella xylostella ), Obikareha (Malacosoma neustria), Dokuga (Euproctis chrysorhoea), Pyramids species (Lymantria), Buchulatrix thurberella (Puccatrix turberella) ylocnistis citrella, Agrotis, Euxoa, Feltia, Misiaslinga (Heliotis), Maestra brass, Maestra brass ) Species, nettle horsetail (Trichoplusia ni), Carpocapsa pomonella (Pieris) species, Chilo species, Chilo species, Pyrausta nubilihas Lelia mellonella), Koiga (Tineola bisselliella), Iga (Tinea pellionella), Hofmannophila pseudospretella (Hofmannofila pseudodupretella) fumiferana, grape lysam (Clysia ambibigella), chamonaki (Homona magnanima), Tortrix viridana (Tortrix viridana), Cnaphallocerus sham yzae).

  From the eyes of the Coleoptera, for example, Anobiumu-Punkutatsumu (Anobium punctatum), Konanagashinkui (Rhizopertha dominica), pea weevil (Bruchidius obtectus), kidney bean weevil (Acanthoscelides obtectus), Hirotorupesu-Bajurusu (Hylotrupes bajulus), Agerasuchika-Arni (Agelastica alni) , Colorado potato beetle (Leptinotarsa decemlineata), mustard beetle (Phaedon cochleariae), diabrotica species, potato beetle (Psyllides chrysoscephala), common beetle chna varivestis, Atomaria species, Sawtooth beetle (Oryzaephirus surinamensis), weevil (Othousus sorghum), citrus beetle (Ochiza sous squirrel)・ Assimiris (Ceuthorrhynchus assimiris), Alfalfa weevil (Hypera posticca), Katsuwobuushimushi (Dermestes), Trogodera (Trogoderma), Anthrenus (Athrenus), Attage (Attarenus) Lactus species, Meligethes aeneus, Ptinus species, Nippus hololeucus, Nibimaru bulolium species, Gibbium psylloid species molitor, Agriotes species, Conoderus species, Melontha melanontha, Amphimalon solstetialis, and Costrotula Umushi (Lissorhoptrus oryzophilus).

  From the order of the bees, for example, the species of bee (Diprion), the species of Hoplocampa, the species of Lasalis, the species of Monochrome pharaonis, the species of Vespa (Vespa).

  From the order of the fly, for example, Aedes spp., Anopheles spp., Culex spp., Drosophila melanogaster, Musca spp., Phloem f Lucilia species, Chrysomya species, Rabbit fly species (Cuterebra) species, Gastrophilus species, Hyppobosca species, Stomfly species, Hes dwarf species, Hes dwarf species Tabanus species, Tannia species, Bbio horzlanus (Bi) biohortulanus, Oscineella frit, Phorbia species, Pegamya hyoscyamie, Tirita palae, P Seed, Liriomyza species.

  From the flea eye, for example, Xenopsilla cheopis, Ceraphyllus species.

  From spider webs, for example, Israeli Scorpio maurus, Latroectus mactans, Acarus siro, Argas, Arnithosal, Delmanis d. Libis (Eriophys ribis), Citrus tick (Phyllocoptruta oleivora), Bovine tick (Rhopicephus), Tick (T), Tick (T), Tick (T) Rioputesu (Chorioptes) species, mites (Sarcoptes) species, dust mite (Tarsonemus) seeds, clover mites (Bryobia praetiosa), Panonikusu (Panonychus) species, spider mites (Tetranychus) species, Hemitarusonemusu (Hemitarsonemus) species, Himehadani (Brevipalpus) species.

  Plant parasitic nematodes include, for example, Pratylenchus spp., Banana nemoglycenchus (Radopoulus similis), Nymphalid nematodes (Ditylenchus dipsaci), Trunchulus sempirentes, Globodera, Meloidogyne, Aphelenchoides, Longidorus, Xiphinema, Trichorus or Trichos included.

  The active compound combinations according to the invention of the compounds of the formula (I) and at least one compound 1 to 15 are particularly suitable for combating “bite-type” pests. These include in particular the following pests:

  From the eyes of the butterfly, for example, pink bollworm (Pectinophora gossypiella), Buparusu-Piniariusu (Bupalus piniarius), Keimatobia-Burumata (Cheimatobia brumata), Risokorechisu Blanc caldera (Lithocolletis blancardella), Hiponomeuta-Padera (Hyponomeuta padella), diamondback moth (Plutella xylostella ), Obikareha (Malacosoma neustria), Dokuga (Euproctis chrysorhoea), Pyramids species (Lymantria), Buchulatrix thurberella (Puccatrix turberella) ylocnistis citrella, Agrotis, Euxoa, Feltia, Misiaslinga (Heliotis), Maestra brass, Maestra brass ) Species, nettle horsetail (Trichoplusia ni), Carpocapsa pomonella (Pieris) species, Chilo species, Chilo species, Pyrausta nubilihas Lelia mellonella), Koiga (Tineola bisselliella), Iga (Tinea pellionella), Hofmannophila pseudospretella (Hofmannofila pseudodupretella) fumiferana, grape lysam (Clysia ambibigella), chamonaki (Homona magnanima), Tortrix viridana (Tortrix viridana), Cnaphallocerus sham yzae).

  From the eyes of the Coleoptera, for example, Anobiumu-Punkutatsumu (Anobium punctatum), Konanagashinkui (Rhizopertha dominica), pea weevil (Bruchidius obtectus), kidney bean weevil (Acanthoscelides obtectus), Hirotorupesu-Bajurusu (Hylotrupes bajulus), Agerasuchika-Arni (Agelastica alni) , Colorado potato beetle (Leptinotarsa decemlineata), mustard beetle (Phaedon cochleariae), diabrotica species, potato beetle (Psyllides chrysoscephala), common beetle chna varivestis, Atomaria species, Sawtooth beetle (Oryzaephirus surinamensis), weevil (Othousus sorghum), citrus beetle (Ochiza sous squirrel)・ Assimiris (Ceuthorrhynchus assimiris), Alfalfa weevil (Hypera posticca), Katsuwobuushimushi (Dermestes), Trogodera (Trogoderma), Anthrenus (Athrenus), Attage (Attarenus) Lactus species, Meligethes aeneus, Ptinus species, Nippus hololeucus, Nibimaru bulolium species, Gibbium psylloid species molitor, Agriotes species, Conoderus species, Melontha melanontha, Amphimalon solstetialis, and Costrotula Umushi (Lissorhoptrus oryzophilus).

  The active compound combinations according to the invention of the compounds of the formula (I) and at least one compound 5 to 8 are additionally particularly suitable for combating “sucking” pests. These include in particular the following pests:

  From the order of leafhoppers, for example, Aleurodes brassicae, Bemisia tabyci, Bisirisbiris (Triseurodes vasiporis), Aphis gossip. Bean beetle (Aphis fabae), apple aphid (Aphis pomi), apple beetle (Eriosoma lanigerum), peach beetle (Hyalopeterus arundinis), grape lice (Phylloxera vastatri) (Pemphigus) species, Wheat beetle aphids (Macrosiphum avenae), Mizus species, Phodon humuli, Rhizobium aphis ), Leafhopper leafhopper (Nephotettix cinchetics), dogwood scale insect (Lecanium corni), olive leaf scale (Saisettia oleae), green leafhopper (Laodelphax stragalus) diella aurantii), white circle scale insects (Aspidiotus hederae), mealybugs (Pseudococcus) species, psyllid (Psylla) species.

  The active compound combinations according to the invention have in particular excellent activity against helminths, larvae, spider mites, aphids and leafhoppers.

  The active compound combinations according to the invention comprise solutions, emulsions, wettable powders, suspensions, powders, dusts, pastes, soluble powders, granules, suspension emulsion concentrates, natural and synthetic substances impregnated with active compounds and It can be converted into customary formulations such as microencapsulates in polymeric materials.

  These formulations are prepared in a known manner, for example by adding the active compound to a bulking agent, ie a liquid solvent and / or a solid carrier, and optionally a surfactant, ie an emulsifier and / or suspending agent and / or a foam-forming agent. Are mixed using

  When water is used as the bulking agent, for example, an organic solvent can be used as a cosolvent. The following: aromatic substances such as xylene, toluene or alkylnaphthalene, chlorinated aromatic substances or chlorinated aliphatic hydrocarbons such as chlorobenzene, chloroethylene or methylene chloride, aliphatic hydrocarbons such as cyclohexane or paraffin, Eg mineral oil fractions, mineral and vegetable oils, alcohols such as butanol or glycols and their ethers and esters, ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, strong polar solvents such as dimethylformamide and dimethyl sulfoxide, otherwise Water is essentially suitable as a liquid solvent.

Suitable solid carriers are
For example, ammonium salts and ground natural minerals such as kaolin, clay, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth and ground synthetic materials such as highly dispersed silica, alumina and silicates, suitable for granules Such solid supports include, for example, ground and fractionated natural rocks such as calcite, marble, pumice, sepiolite and dolomite or other inorganic and organic coarse granules and sawdust, coconut shells, corn cob and Granules of organic substances such as tobacco stalks, suitable emulsifiers and / or foam formers are, for example, nonionic and anionic emulsifiers such as polyoxyethylene fatty acid esters, polyoxyethylene fatty alcohol ethers such as Alkyl aryl polyglycol ether, sulfonic acid Kill is alkyl sulfates, aryl sulfonates, or other protein hydrolysates, suitable dispersants are: for example lignin-sulphite waste liquors and methylcellulose.

  Tackifiers such as carboxymethylcellulose and natural and synthetic polymers or other natural phospholipids in the form of powders, granules or latex, such as cephalin and lecithin and synthetic phospholipids, such as gum arabic, polyvinyl alcohol and polyvinyl acetate Can be used in the formulation. Other possible additives are mineral and vegetable oils.

  Inorganic pigments such as iron oxide, titanium oxide and Prussian blue and organic colorants such as alizarin colorants, azo colorants and metal phthalocyanine colorants and micronutrients such as iron, manganese, boron, copper It is possible to use salts of cobalt, molybdenum and zinc.

  This formulation generally contains from 0.1 to 95% by weight of active compound, preferably from 0.5 to 90% by weight.

  The active compound combinations according to the invention can be used in their commercial formulations, in use forms produced from these formulations, in addition to other active compounds such as insecticides, attractants, sterilants, fungicides, It may be present as a mixture with acaricides, nematicides, fungicides, growth regulators or herbicides. Insecticides include, for example, phosphate esters, carbamates, carboxylic acid esters, chlorinated hydrocarbons, phenylureas and substances produced by microorganisms, among others.

  Mixtures with other known active compounds such as herbicides or with fertilizers and growth regulators are also possible.

  When used as insecticides, the active compound combinations according to the invention may furthermore be present as a mixture with synergists in their commercial formulations and in the use forms produced from these formulations. . A synergist is a compound that increases the action of an active compound without requiring itself to be active with respect to the added synergist.

  The active compound content of the use forms produced from the commercial formulations can be varied within wide limits. The active compound concentration of the use forms may be 0.0000001 to 95% by weight, preferably 0.0001 to 1% by weight of active compound.

  This compound is used in a customary manner appropriate to the use form.

  When used against sanitary pests and stored product pests, this active compound combination is distinguished by excellent residual action on wood and clay and good stability against alkali on lime-treated substrates.

  The active compound combinations according to the invention are not only active against plant pests, sanitary pests and stored product pests, but also in the veterinary medicine sector, animal parasites (ectoparasites) such as ticks, It is active against spider mites, mange mites, tsutsugamushi, flies (bite and lick), parasitic fly larvae, lice, head lice, lice and fleas. These parasites include the following:

  From the order of Anoplurida, for example, Haematopinus species, Lena genus species, Ledinatus species, Pediculus species, Phtyrus species, Solenopotes species.

  From the order of the Malophagida and the subspecies Amblycerina and Ischnocerina, for example, Trimenopon species, Mennopon species, Tritonon species, Bovicola species, Bovicola species Lepikentron species, Damalina species, Trichodictes species, Felicola species.

  From the order of the fly order and suborder Nematocerina and Brachycerina, for example, Aedes species, Anopheles species, Culex species, Simulium species, Eumulium species Eumulium Phlebotomas species, Lutzomiia species, Clicoides species, Chrysops species, Hybomitra species, Atylotus species, Abmanto species Philippomyia species, Braula species, Musca species, Hydro Hydrotaea species, Stomoxys species, Haematobia species, Morellia species, Fannia species, Grossina species, Calliphorae species, Calliphorae species Chrysomya species, Wohlfahrtia species, Sarcophaga species, Oestrus species, Hypoderma species, Pterotropis species, Gp. Melophagas) species.

  From the flea eye, for example, human flea (Pulex) species, dog flea (Ctenocephalides) species, Xenopsylla species, and chicken flea (Ceratophyllus) species.

  From the order of the stink bug, for example, Chimex species, Triatoma species, Rhodnius species, Panstrungylus species.

  From the order of cockroaches, for example, the species of the cockroach (Blatta orientalis), the cockroach (Periplaneta americana), the cockroach (Blatella germanica), and the species of the cockroach (Superella).

  From the order of the subclasses of the Acaria (Acarida) and the order of the genus Mitetigmata and the order of the Mesostigmatata, for example, the Argas spp., Arnithodorus spp., Otobius spp. Ixodes species, Amblyomma species, Boophilus species, Dermacentor species, Haemophysalis species, Hyalomia species, Rhipica mite species (RhiD) ) Species, Pneumonysus species, Sternostoma Sternostoma) species, Hegiidani (Varroa) species.

  From the order of mites (Prostigmata) and mites (Astigmata), for example, Acarapis species, Cheyletella species, Ornithocheletia mites, Mite species, Psorergates, Demodex, Trombicula, Listrophorus, Acarus, Tyrophagus, Caloglyphus terp, H (Pterolichus) spp. oroptes) species, Korioputesu (Chorioptes) species, ear mites (Otodectes) species, mites (Sarcoptes) species, Notoeduresu (Notoedres) species, Kunemidokoputesu (Knemidocoptes) species, Shitoradetesu (Cytodites) species, Raminoshioputesu (Laminosioptes) species.

  The active compound combinations according to the invention can also be used in agricultural productive livestock such as cattle, sheep, goats, horses, pigs, donkeys, camels, buffalos, rabbits, chickens, turkeys, ducks, geese, bees, other households. It is suitable for combating internal animals such as dogs, cats, small birds kept in cages and aquarium fish and so-called experimental animals such as hamsters, guinea pigs, rats and mice. Exterminating these arthropods reduces the case of death and reduction in productivity (such as meat, milk, wool, leather, eggs, honey, etc.) and uses the active compound combinations of the present invention Thus, it is possible to make animal livestock more economical and easy.

  The active compound combinations according to the invention are obtained in the veterinary sector, for example tablets, capsules, drenched solutions, drenches, granules, pastes, large pills, feed-through methods and suppositories. Enteral administration in the form of, for example, injection (intramuscular, subcutaneous, intravenous, intraperitoneal, etc.), parenteral administration such as by implantation, by nasal administration, for example, immersion or bathing, spraying, infusion and spotting Used in a known manner, by skin dosing in the form of washing, dusting and with the aid of active compound-containing shaped articles such as collars, ear tags, tail tags, limb bands, end ropes, marking devices and the like.

  When used for livestock, poultry, domestic animals, etc., the active compound combination is a formulation (eg, powder, emulsion, fluid) containing the active compound in an amount of 1 to 80% by weight. They can be applied directly or after dilution from 100 to 10,000 times, or they can be used as chemical baths.

  Furthermore, it has been found that the active compound combinations according to the invention exhibit a strong insecticidal action against insects that destroy industrial materials.

  Although not limited, the following insect can be mentioned as a preferable example.

  Coleoptera, for example, Hirotorupesu-Bejurusu (Hylotrupes bajulus), Kurohorusu-Piroshisu (Chlorophorus pilosis), Anobiumu-Punkutatsumu (Anobium punctatum), Zesutobiumu-Rufobirosumu (Xestobium rufovillosum), Putirinusu-Pekuchikomisu (Ptilinus pecticornis), Dendrobium Peruchinekusu (Dendrobium pertinex ), Pine weevil (Ernobius mollis), priobium carpini, cyrus beetle (Lyctus bruneus), african beetle (Lyctus africanus), rickets · Puranikorurisu (Lyctus planicollis), Nara Hirata beetle (Lyctus linearis), Rikutsusu-Pubesukensu (Lyctus pubescens), Torogokishiron-Aekare (Trogoxylon aequale), Quai but-Hirata beetle (Minthes rugicollis), Kishireborusu (Xyleborus) spec. Tryptodendron spec. Apate monachus, Bostrix capkins, Heterobotrychus brunneus, Sinoxylon spec. , Dinoderus minutus.

  Bees, for example, Sirelx juvencus, Urocerus gigas, Urocerus gigas taignus, Urocerus augur.

  Termites, for example, Carotermes flavicorlis, Cyptotermes brevis, Heterotermes indicolas, Reticulites tercrines, Reticulitermes flevicollis・ Reticulitermes lucifugus, termite darwiniensis, zoopterpes nevadensis, termite termites (Copttermes formos) nus).

  Spots, for example Lepisma saccharina.

  Industrial materials relevant to the present invention are preferably understood to mean non-living materials such as polymers, adhesives, glues, paper and board, leather, wood, raw products and paints.

  The material to be protected from insect attack is very particularly preferably wood and material products.

  Wood and material products that can be protected by the composition of the present invention or mixtures comprising them include, for example, building materials, wooden beams, railroad sleepers, bridge components, piers, wheels, boxes, pallets, containers made from wood. Should be understood as meaning, telephone poles, wooden sheet piles, windows and doors made from wood, plywood, chipboard, joinery or material products that are fairly commonly used in house construction or building joinery .

  The active compound combinations can be used as such, in the form of concentrates or in generally customary formulations such as powders, granules, solutions, suspensions, emulsions or pastes.

  The above formulations are prepared in a manner known per se, for example by adding the active compound to at least one solvent or diluent, emulsifier, dispersant and / or binder or fixative, water repellent, optionally desiccant. And by mixing with UV stabilizers and optionally colorants and pigments and other processing aids.

  Insecticidal compositions or concentrates used to protect wood and raw products contain the active compounds according to the invention in concentrations of 0.0001 to 95% by weight, in particular 0.001 to 60% by weight.

  The amount of composition or concentrate used depends on the species and number of insects and the medium. The optimum amount to be used can be determined in each case by a series of tests in the application. In general, however, it will be sufficient to use from 0.0001 to 20% by weight of active compound, preferably from 0.001 to 10% by weight, based on the material to be protected.

  Suitable solvents and / or diluents include organic chemical solvents or solvent mixtures and / or low volatility oily or oily organic chemical solvents or solvent mixtures and / or polar organic chemical solvents or solvent mixtures and / or water and where appropriate , Emulsifiers and / or wetting agents.

  Preferably used organic chemical solvents are oily or oily solvents having an evaporation number greater than 35 and a flash point higher than 30 ° C, preferably higher than 45 ° C. Such oily and oily solvents which are insoluble in water and low in volatility and are used are suitable mineral oils or their aromatic fractions or mineral oil-containing solvent mixtures, preferably white spirit, Petroleum and / or alkylbenzene.

  Mineral oil having a boiling range of 170 to 220 ° C, white spirit having a boiling range of 170 to 220 ° C, spindle oil having a boiling range of 250 to 350 ° C, petroleum and aromatics having a boiling range of 160 to 280 ° C, Terpentine oils and the like are advantageously used.

  In a preferred embodiment, a liquid aliphatic hydrocarbon having a boiling range of 180 to 210 ° C. or a high-boiling mixture of aromatic and aliphatic hydrocarbons having a boiling range of 180 to 220 ° C. and / or spindle oil. And / or monochloronaphthalene, preferably α-monochloronaphthalene.

  An organic oily or oily solvent with low volatility, greater than 35 and a flash point greater than 30 ° C., preferably greater than 45 ° C., is a mixture of solvents and also greater than 35 As long as it has a flash point higher than 30 ° C., preferably higher than 45 ° C., and the mixture is soluble or emulsifiable in this solvent mixture, in part by a high or moderate volatile organic chemical solvent Can be replaced.

  In a preferred embodiment, some of the organic chemical solvent or solvent mixture or aliphatic polar organic chemical solvent or solvent mixture is replaced. For example, aliphatic organic chemical solvents containing hydroxyl and / or ester and / or ether groups, such as glycol ethers, esters and the like are preferably used.

  The organic chemical binders used for the purposes of the present invention are synthetic resins and / or bound drying oils, which are known per se and can be diluted in water and / or used. In particular, acrylate resin, vinyl resin, such as polyvinyl acetate, polyester resin, polycondensation or polyaddition resin, polyurethane resin, alkyd resin or modified alkyd resin, phenol resin, indene / A binder consisting of or comprising a physical resin-based binder based on hydrocarbon resins such as coumarone resins, silicone resins, dry vegetable and / or dry oils and / or natural and / or synthetic resins.

  The synthetic resin used as the binder can be used in the form of an emulsion, dispersion or solution. Bitumen or bitumen can also be used as a binder in an amount of up to 10% by weight. In addition, colorants, pigments, water repellents, odor correctors and inhibitors or rust inhibitors, etc. (all of which are known per se) can be used.

  According to the invention, the composition or concentrate preferably contains at least one alkyd or modified alkyd resin and / or dry vegetable oil as organic chemical binder. Alkyd resins preferably used according to the invention are those having an oil content of more than 45% by weight, preferably 50 to 68% by weight.

  Some or all of the above binders can be replaced by a fixative (mixture) or a plasticizer (mixture). These additives are intended to prevent evaporation and also crystallization or precipitation of the active compound. These preferably replace 0.01 to 30% of the binder (100% based on the binder used).

  Plasticizers include phthalates such as dibutyl phthalate, dioctyl phthalate or benzyl butyl phthalate, phosphate esters such as tributyl phosphate, adipates such as di (2-ethylhexyl) adipate, stearates such as Derived from the chemical classes of butyl stearate or amyl stearate, oleate, eg butyl oleate, glycerol ether or high molecular weight glycol ether, glycerol ester and p-toluenesulfonate ester.

  Fixatives are chemically based on polyvinyl alkyl ethers such as polyvinyl methyl ether or ketones such as benzophenone and ethylene benzophenone.

  Another suitable solvent or diluent is in particular water, if appropriate, as a mixture with one or more of the aforementioned organic chemical solvents or diluents, emulsifiers and dispersants.

  Particularly effective material protection is achieved by industrial scale impregnation methods such as vacuum, double vacuum or pressure methods.

  The active compound combinations according to the invention can be used simultaneously to protect objects that come into contact with seawater or salt-containing water, such as hulls, screens, nets, buildings, mooring equipment and signal systems, against contamination. Can be used.

  Barnacles by solid shells such as Serpulidae and by shells and seeds from various subsidence groups (Epismus) such as various mussel and mussel species, or barnacles such as sirodna or polylices species Contamination with species from the lower eyelid (barnacles) increases the frictional resistance of the ship and, as a result, is significant in operating costs due to higher energy consumption and additional frequent stays in the dry dock. Leads to an increase.

  Apart from contamination by algae, for example, Shiomidro and Igis species, contamination by the fixed Entomostraka group that falls under the genus Cripple crustaceans is of particular importance.

  Surprisingly, it has been found that the active compound combinations according to the invention have a significant antifouling action.

  By using the active compound combinations according to the invention, for example, bis (trialkyltin) sulfide, tri-n-butyltin laurate, tri-n-butyltin chloride, copper (I) oxide, triethyltin chloride, tri- n-Butyl (2-phenyl-4-chlorophenoxy) tin, tributyltin oxide, molybdenum disulfide, antimony oxide, polymeric butyl titanate, phenyl (bispyridine) bismuth chloride, tri-n-butyltin fluoride, ethylenebisthiocarbamine Manganese oxide, zinc dimethyldithiocarbamate, zinc ethylenebisthiocarbamate, zinc salt and copper salt of 2-pyridinethiol 1-oxide, bisdimethyldithiocarbamoylzinc ethylenebisthiocarbamate, zinc oxide, copper ethylenebisdithiocarbamate (I ) Down copper, the concentration of, or these compounds obviates the use of heavy metals such as in the copper naphthenate and tributyltin halides can be substantially reduced.

  Antifouling paints that can be used as they are, if appropriate, additionally contain other active compounds, preferably alzides, fungicides, herbicides, landlockers or other antifouling active compounds. Good.

  Suitable components preferred in combination with the antifouling composition according to the invention are:

Algicides, for example, 2-tert-butylamino-4-cyclopropylamino-6-methylthio-1,3,5-triazine, dichlorophen, diuron (diuron), endothal (endothal), fentin acetate, isoproturon (Isoproturon ), meta benz thia's Ron (Methabenzthiazuron), oxyfluorfen (oxyfluorfen), quinoclamine (quinoclamine) and terbutryn (terbutryn);
Fungicides such as benzo [b] thiophenecarboxylic acid cyclohexylamide S, S-dioxide, dichlorofluanide, fluorfolpette, 3-iodo-2-propynylbutylcarbamate, tolylfluanide and azoles For example, azaconazole, cyproconazole, epoxiconazole, hexaconazole, metconazole, propiconazole and tebuconazole;
Landscaping agents such as fentin acetate, metaldehydride, methiocarb, niclosamid, thiodicarb and trimetacarb;
Or a general antifouling active compound such as 4,5-dichloro-2-octyl-4-isothiazolin-3-one, diiodomethylparatolylsulfone, 2- (N, N-dimethylthiocarbamoylthio)- 5-nitrothiazyl, potassium salt of 2-pyridinethiol 1-oxide, copper salt, sodium salt and zinc salt, pyridine / triphenylborane, tetrabutyl distannoxane, 2,3,5,6-tetrachloro-4- ( Methylsulfonyl) pyridine, 2,4,5,6-tetrachloroisophthalonitrile, tetramethylthiuram disulfide and 2,4,6-trichlorophenylmaleimide.

  The antifouling composition used contains the active compound combination according to the invention in a concentration of 0.001 to 50% by weight, in particular 0.01 to 20% by weight.

  Further, the antifouling composition of the present invention includes, for example, Ungerer, Chem. Ind. , 1985, 37, 730-732 and Williams, Antifouling Marine Coatings, Noyes, Park Ridge, 1973. .

  In addition to the algides, fungicides, land killing active compounds and the insecticidal active compounds according to the invention, the antifouling paint contains in particular a binder.

  Examples of recognized binders are polyvinyl chloride in solvent systems, chlorinated rubber in solvent systems, acrylic resins in solvent systems, especially in aqueous systems, aqueous dispersions or in the form of organic solvents. Resin ester or modification in combination with vinyl chloride / vinyl acetate copolymer system, butadiene / styrene / acrylonitrile rubber, drying oil such as linseed oil, tar or bitumen, asphalt and epoxy compounds, small amount of chlorinated rubber, chlorinated polypropylene and vinyl resin It is a cured resin.

  Where appropriate, the paint also contains inorganic pigments, organic pigments or colorants, which are preferably insoluble in seawater. The paint further includes materials such as colophonium to allow controlled release of the active compound. In addition, the paint may include plasticizers, modifiers that affect rheological properties, and other common components. The compound of the present invention or the above mixture can also be contained in a self-polishing antifouling system.

  This active compound combination is also suitable for combating animal pests, especially insects, arachnids and ticks found in confined spaces such as houses, factory halls, offices, vehicle cabins etc. Yes. They can be used in household pesticide products to control these pests. They are active against sensitive and resistant species and against all developmental stages. These pests include the following:

  From the eyes of the scorpion, for example, Sahara yellow scorpion.

  From the order of the tick, for example, Persian tick (Argas persicus), pigeon tick (Argas reflexus), spider mite (Bryobia) species, duck spider (Dermanysusus gallinae), Glyciphagus domusticus (Glyciphagus musmotus domusticus domusticus, Rhipicephalus sanguineus, Trombicula alfreddogesi, Neutrobicula autumalis dermatophagos terumo tergoteridum issimus), Dermatophagoides Death Forine (Dermatophagoides forinae).

  From the order of the spider, for example, Avicariidae, Araneidae.

  From the order of the weevil, for example, Pseudocorpiones chelifer, Pseudocorpiones cheridium, Opiliones phalangium.

  From the order of the rotifer, for example, Oniscus asellus, Porcellio scaber.

  From the order of the millipede, for example, Blaniulus guttulatus, Polydesmus species.

  From the order of the centipede, for example, Geophilus species.

  From the order of the stains, for example, Ctenolepisma species, Lepisma saccharina, Lepismodes inquilinus.

  From the eyes of cockroaches, for example, the British cockroach (Blatta orientalies), the German cockroach (Blattella germanica), the Okinawa cockroach (Blattella asahinai), the leucophaea Maderae (Leucophaea la la) American cockroach (Periplaneta australaeae), American cockroach (Periplaneta americana), Japanese cockroach (Periplaneta brunnea), Japanese black cockroach (Periplaneta fuliginosap)

  From the order of the Saltatoria, for example, European cricket (Acheta domesticus).

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

  From the order of termites, for example, Carotermes species, Reticulitermes species.

  From the order of the scallop, for example, Lepinatus species, Liposcelis species.

  From the order of Coleoptera, for example, Anthrenus species, Attagenus species, Dermestes species, Latheticus oryzae, Necrobia species, p Granary weevil (Sitophilus granarius), scallop weevil (Sitophilus oryzae), scallop weevil (Sitophilus zeamais), Stegobium paniculeum.

  From the order of the fly, for example, Aedes aegypti, Aedes albopictus, Aedes aeniohynchus, Anopheles (Anopheles), Clover (Caryh (Culex quinquefasciatus), Culex pipiens, Clex tarsalis, Drosophila spp., Fannia canicularis, ica (us) d Youbae (Phlebotomus) species, Sarukofaga-Karunarua (Sarcophaga carnaria), black flies (Simulium) species, the stable fly (Stomoxys calcitrans), Chipura-Parudosa (Tipula paludosa).

  From the order of the butterfly, for example, Acroia grisella, Galleria melloella, Plodia interpuntella, i.

  From the flea's eye, for example, Ctenocephalides canis, Ctenocephalides felis, Pulex irritans, Tunga penetrans, Xenopsis larvae.

  From bee eye, for example, Kanponotusu-Herukureanusu (Camponotus herculeanus), Kurokusaari (Lasius fuliginosus), Tobiirokeari (Lasius niger), lasius umbratus (Lasius umbratus), Iehimeari (Monomorium pharaonis), wasps (Paravespula) species, Tobiiroshiwaari (Tetramorium caespitum ).

  From the order of the lice, for example, head lice (Pediculus humanus capitis), body lice (Pediculus humanus corpus), pheasant (Phythrus pubis).

  From the order of the stink bug, for example, Cinex hemiterpus, Chimex lectularus, Rhodinus prolixus, Triatoma infestans.

  These are aerosols, pressureless spray products such as pumps and atomizer sprays, automatic spray systems, nebulizers, evaporator products with evaporator tablets made from foam, gel, cellulose or polymer, liquid evaporators, gels and membranes Used as evaporators, propeller driven evaporators, energyless or passive evaporation systems, moss paper, moss bags and mosgels, as granules or dust, in developing baits or in baits.

  According to the invention, it is possible to treat all plants and plant parts. Plants are understood herein to mean all plants and groups of plants such as desired and undesired wild plants or crop plants (including naturally occurring crop plants). Crop plants include transgenic varieties, including plant cultivars that can or cannot be protected by the rights of plant breeders, by general breeding and optimization methods, by biotechnology and genetic engineering methods, or by these It may be a plant obtainable by a combination of methods. Plant parts are understood as meaning all aboveground and underground plant parts and organs, e.g. shoots, leaves, flowers and roots, examples which can be mentioned are leaves, needles, stems, stems, Flowers, fruit bodies, fruits and seeds, as well as roots, tubers and rhizomes. Plant parts also include harvested plants and nutrient and reproductive propagation materials such as shoots, tubers, rhizomes, cuttings and seeds.

  The treatment of plants and plant parts according to the invention with active compounds can be carried out directly or by action on their surroundings, habitats or reservoirs, according to customary treatment methods, for example immersion, spraying, evaporation, atomisation, By spreading, application, in the case of propagation material, in particular in the case of seeds, it is further carried out with a single or multi-layer coating.

  As already mentioned before, it is possible to treat all plants and their parts according to the invention. In a preferred embodiment, wild plant species and plant cultivars or those obtained by general biological breeding methods, such as crossbreeding or protoplast coalescence, and portions thereof are treated. In a further preferred embodiment, transgenic plants and plant cultivars (generally modified organisms) obtained by genetic engineering and their parts are treated, if appropriate in combination with general methods. . The terms “parts”, “parts of plants” and “plant parts” have been explained previously.

  Particularly preferably, plants of the plant-cultivated variety which are commercially available or in use in each case are treated according to the invention.

  Depending on the plant species or plant cultivars, their location and growth conditions (soil, climate, long plant life, diet), the treatment of the present invention is also super additive ("synergistic") Can be effective. Thus, for example, a reduced application rate and / or an increase in activity spectrum and / or an increase in activity of substances and compositions that can be used according to the present invention beyond the effects that should have been expected in practice. , Better plant growth, increased tolerance to high or low temperatures, increased tolerance to drought or water or soil salt content, increased flowering performance, easier harvesting, accelerated maturation, higher yield, harvested Better quality and / or higher nutritional value of the product, better storage stability and / or processability of the harvested product are possible.

  Preferably, transgenic plants or plant cultivars treated according to the present invention (ie those obtained by genetic engineering) are genetically modified with genetic material that gives these plants a particularly advantageous useful trait. Includes all plants received. Examples of such traits include better plant growth, increased resistance to high or low temperatures, increased resistance to drought or water or soil salt content, increased flowering performance, easier harvesting, accelerated maturation, more High yield, better quality and / or higher nutritional value of the harvested product, better storage stability and / or processability of the harvested product. Further particularly enhanced examples of such traits are better protection of plants against animal and microbial pests and certain herbicidal activities, such as against insects, mites, phytopathogenic fungi, bacteria and / or viruses. This is the increased tolerance of plants to these compounds. Examples of transgenic plants that may be mentioned are important crop plants such as cereals (wheat, rice), corn, soybeans, potatoes, cotton, tobacco, rapeseed and also fruit plants (fruit apples, pears, citrus fruits and With vines), with particular emphasis on corn, soybeans, potatoes, cotton, tobacco and rapeseed. Particularly emphasized traits are due to toxins formed in the plant, in particular genetic material from Bacillus thuringiensis (eg genes CryIA (a), CryIA (b), CryIA (c), CryIIA, CryIIIA, CryIIIB2, Cry9c Cry2Ab, Cry3Bb and CryIF and combinations thereof), increased plant growth against insects, arachnids, nematodes and helminths by toxins formed in plants (hereinafter referred to as “Bt plants”) It is defense. Also particularly highlighted traits are systemic acquired resistance (SAR), cystemin, phytoalexins, elicitors, and resistance genes and corresponding expressed proteins and toxins from fungi, bacteria and viruses. Is an increased defense of plants against. A trait that is particularly emphasized is the increased resistance of plants to certain herbicidally active compounds, such as imidazolinones, sulfonylureas, glyphosate or phosphinotricin (eg “PAT”). gene). The genes that give the desired trait in question may be present in combination with each other in the transgenic plant. Examples of “Bt plants” that may be mentioned are corn varieties, cotton varieties, soybean varieties and potato varieties, which are trade names YIELD GARD® (eg corn, cotton, soybean ), KnockOut® (eg, corn), StarLink® (eg, corn), Bollgard® (cotton), Nucotn® ) (Cotton) and New Leaf (registered trademark) (potato). Examples of herbicide-tolerant plants that may be mentioned are corn varieties, cotton varieties and soybean varieties, which are trade names Roundup Ready® (resistant to glyphosate, eg corn , Cotton, soybeans), Liberty Link® (resistant to phosphinotricin, eg rapeseed), IMI® (resistant to imidazolinone) and STS® (Resistant to sulfonylureas, eg corn). Herbicide resistant plants that can be mentioned (plants that have been bred in a general manner for herbicide resistance) are sold under the trade name Clearfield® (eg corn). Variants that are included. Of course, these descriptions also apply to plant cultivars with these or yet to be developed genetic traits (the plants will be developed and / or marketed in the future).

  The above plants can be treated with the active compound mixtures according to the invention in a particularly advantageous manner. The preferred ranges described above for the mixture also apply to the treatment of these plants. Particular emphasis is given to the treatment of plants with the mixtures specifically described herein.

  The good insecticidal and acaricidal action of the active compound combinations according to the invention can be seen from the following examples. Although the individual active compounds show weakness in their action, the combination shows an action that exceeds a simple sum of actions.

  A synergistic effect in insecticides and acaricides is always present when the action of the active compound combination exceeds the sum of the action of the active compounds when applied individually.

  The expected effect for a given combination of two active compounds is as follows: “Colby's equation” (SR Colby, “Calculation of synergistic and antagonistic responses of herbicide combinations (Calculating) Synergistic and Antagonistic Responses of Herbide Combinations) ”, Weeds, 1967, Vol. 15, pp. 20-22).

X is the active compound A, when used in concentrations of application rate or m ppm of m g / ha, expressed as a percentage of the untreated control, a kill rate,
Y is the active compound B, when used in concentrations of application rate or n ppm of n g / ha, expressed as a percentage of the untreated control, a kill ratio, and E, the active compounds A and B and if when used in a concentration of application rate or m and n ppm of m and n g / ha, expressed as a percentage of the untreated control, a kill rate,

である。

It is.

  If the actual insecticide kill rate exceeds the calculated value, the action of the combination is super additive, ie there is a synergistic effect. In this case, the actually observed kill rate must exceed the value calculated using the above formula for the expected kill rate (E).

(Example of use)
(Example A)
Aphis gossypi test Solvent: 7 parts by weight dimethylformamide Emulsifier: 2 parts by weight alkylaryl polyglycol ether To produce a suitable formulation of the active compound, 1 part by weight of the active compound Mix with solvent and emulsifier and dilute the concentrate to the desired concentration with emulsifier containing water.

  Cotton leaves (Gossypium hirsutum) infested with large amounts of cotton aphids (Aphis gossypii) are treated by immersing them in a formulation of the active compound at the desired concentration.

  After the desired time, the percent kill in% is determined. 100% means that all aphids have been killed; 0% means that none of the aphids have been killed. The determined kill rate is entered into the Colby equation (see page 41).

  In this test, for example, the following active compound combinations according to the present patent application show a synergistically enhanced activity compared to the active compound applied alone:

(Example B)
Peach peach aphid test Solvent: 7 parts by weight dimethylformamide Emulsifier: 2 parts by weight alkylaryl polyglycol ether To produce a suitable formulation of the active compound, 1 part by weight of the active compound And the concentrate is diluted with emulsifier-containing water to the desired concentration.

  The cabbage leaf (Brassica oleracea) infested with a large amount of peach aphid (Myzus persicae) is treated by immersing it in a formulation of the active compound at the desired concentration.

  After the desired time, the percent kill in% is determined. 100% means that all aphids have been killed; 0% means that none of the aphids have been killed. The determined kill rate is entered into the Colby equation (see page 41).

  In this test, for example, the following active compound combinations according to the present patent application show a synergistically enhanced activity compared to the active compound applied alone:

(Example C)
Mustard beetle larva test Solvent: 7 parts by weight dimethylformamide Emulsifier: 2 parts by weight alkylaryl polyglycol ether In order to produce a suitable formulation of the active compound, 1 part by weight of the active compound And the concentrate is diluted with emulsifier-containing water to the desired concentration.

  Cabbage leaves (Brassica oleracea) are treated by immersing them in a formulation of the active compound of the desired concentration, leaving the leaves still moist and inhabiting the larvae of the mustard sculpture (Phaedon cochleariae).

  After the desired time, the percent kill in% is determined. 100% means that all larvae have been killed; 0% means that none of the larvae have been killed. The determined kill rate is entered into the Colby equation (see page 41).

  In this test, for example, the following active compound combinations according to the present patent application show a synergistically enhanced activity compared to the active compound applied alone:

Example D
Peachella xylostella test (resistant strain)
Solvent: 7 parts by weight dimethylformamide Emulsifier: 2 parts by weight alkylaryl polyglycol ether To produce a suitable formulation of the active compound, 1 part by weight of the active compound is mixed with the stated amount of solvent and emulsifier, The concentrate is diluted to the desired concentration with emulsifier-containing water.

  Cabbage leaves (Brassica oleracea) are treated by immersing them in a formulation of the active compound at the desired concentration, leaving the leaves still moist and inhabiting pinworm (Plutella xylostella, resistant strains) worms.

  After the desired time, the percent kill in% is determined. 100% means that all worms have been killed; 0% means that none of the worms have been killed. The determined kill rate is entered into the Colby equation (see page 41).

  In this test, for example, the following active compound combinations according to the present patent application show a synergistically enhanced activity compared to the active compound applied alone:

(Example E)
Spodoptera frugiperda test Solvent: 7 parts by weight of dimethylformamide Emulsifier: 2 parts by weight of alkylaryl polyglycol ether In order to produce a suitable formulation of the active compound, 1 part by weight of the active compound is added in the stated amount of solvent. And, with the emulsifier, dilute the concentrate to the desired concentration with emulsifier-containing water.

  Cabbage leaves (Brassica oleracea) are treated by immersing them in a formulation of the active compound at the desired concentration, leaving the leaves still moist and inhabiting the worms of Spodoptera frugiperda.

  After the desired time, the percent kill in% is determined. 100% means that all worms have been killed; 0% means that none of the worms have been killed. The determined kill rate is entered into the Colby equation (see page 41).

  In this test, for example, the following active compound combinations according to the present patent application show a synergistically enhanced activity compared to the active compound applied alone:

Claims (11)

Formula (I):

[Wherein X represents halogen, alkyl, alkoxy, haloalkyl, haloalkoxy or cyano,
W ¹ , Y and Z independently of one another represent hydrogen, halogen, alkyl, alkoxy, haloalkyl, haloalkoxy or cyano,
A ³ is hydrogen, in each case optionally halogen-substituted alkyl, alkoxyalkyl, saturated optionally substituted cycloalkyl (wherein optionally at least one ring atom is replaced by a heteroatom Represents)
A ⁴ represents hydrogen or alkyl,
A ³ and A ⁴ furthermore represent a saturated or unsaturated, unsubstituted or substituted ring optionally containing at least one heteroatom together with the carbon atom to which they are attached. ,
D is optionally substituted from the group consisting of hydrogen or alkyl, alkenyl, alkoxyalkyl, saturated cycloalkyl, wherein one or more ring members are optionally substituted by a heteroatom. Represents a group
A ³ and D, together with the atoms to which they are attached, are unsubstituted or substituted in the A ³ , D moiety and are optionally saturated or unsaturated, containing at least one heteroatom. Represents a saturated ring,
G ¹ represents hydrogen (a) or a group:

Represents one of
E represents a metal ion or an ammonium ion;
L ¹ represents oxygen or sulfur,
M ¹ represents oxygen or sulfur,
R ²⁰ is in each case optionally halogen-substituted alkyl, alkenyl, alkoxyalkyl, alkylthioalkyl, polyalkoxyalkyl or optionally halogen-, alkyl- or alkoxy-substituted cycloalkyl (which comprises at least 1 May be interrupted by heteroatoms), in each case representing optionally substituted phenyl, phenylalkyl, hetaryl, phenoxyalkyl or hetaryloxyalkyl;
R ²¹ in each case represents optionally substituted alkyl, alkenyl, alkoxyalkyl, polyalkoxyalkyl or in each case optionally substituted cycloalkyl, phenyl or benzyl,
R ²² represents optionally halogen substituted alkyl or optionally substituted phenyl;
R ²³ and R ²⁴ represent, independently of one another, in each case, optionally halogen-substituted alkyl, alkoxy, alkylamino, dialkylamino, alkylthio, alkenylthio, cycloalkylthio, or in each case, optionally Represents substituted phenyl, benzyl, phenoxy or phenylthio, and R ²⁵ and R ²⁶ are independently of one another hydrogen, in each case optionally halogen-substituted alkyl, cycloalkyl, alkenyl, alkoxy, alkoxyalkyl. Represents an optionally substituted phenyl, represents an optionally substituted benzyl or optionally substituted ring together with the nitrogen atom to which they are attached (this is optionally blocked by oxygen or sulfur) Is represented.) ]
A compound of the group (Group 1) or an insecticidally active compound (Group 2), preferably

And a synergistically active active compound combination of at least one active compound from the group of anthranilamides of formula (II). W ¹ represents hydrogen, C ₁ -C ₄ -alkyl, C ₁ -C ₄ -alkoxy, chlorine, bromine or fluorine,
X represents C ₁ -C ₄ alkyl, C ₁ -C ₄ -alkoxy, C ₁ -C ₄ -haloalkyl, fluorine, chlorine or bromine;
Y and Z independently of one another represent hydrogen, C ₁ -C ₄ -alkyl, halogen, C ₁ -C ₄ -alkoxy or C ₁ -C ₄ -haloalkyl,
A ³ represents hydrogen or, in each case, optionally halogen-substituted C ₁ -C ₆ -alkyl or C ₃ -C ₈ -cycloalkyl,
A ⁴ represents hydrogen, methyl or ethyl,
A ³ and A ⁴ are further substituted with oxygen or sulfur, optionally together with the carbon atom to which they are attached, C ₁ -C ₄ -alkyl, trifluoromethyl- Or represents a saturated C ₃ -C ₆ -cycloalkyl, optionally mono- or di-substituted by C ₁ -C ₄ -alkoxy,
D represents hydrogen, in each case optionally fluorine- or chlorine-substituted, C ₁ -C ₆ -alkyl, C ₃ -C ₄ -alkenyl or C ₃ -C ₆ -cycloalkyl;
A ³ and D together represent optionally methyl-substituted C ₃ -C ₄ -alkanediyl (wherein optionally one methylene group is replaced by sulfur);
G ¹ represents hydrogen (a) or a group:

Represents one of
E represents a metal ion or an ammonium ion,
L ¹ represents oxygen or sulfur,
M ¹ represents oxygen or sulfur,
R ²⁰ is in each case optionally halogen-substituted C ₁ -C ₁₀ -alkyl, C ₂ -C ₁₀ -alkenyl, C ₁ -C ₄ -alkoxy-C ₁ -C ₄ -alkyl, C _1- C ₄ -alkylthio-C ₁ -C ₄ -alkyl or optionally fluorine-, chlorine-, C ₁ -C ₄ -alkyl- or C ₁ -C ₂ -alkoxy-substituted C ₃ -C ₆ -cycloalkyl represents optionally fluorine -, chlorine -, bromine -, cyano -, nitro _-, C 1 -C ₄ - alkyl _-, C 1 -C ₄ - alkoxy -, trifluoromethyl - or trifluoromethoxy - substituted phenyl And in each case represents optionally chlorine- or methyl-substituted pyridyl or thienyl,
R ²¹ is in each case optionally fluorine- or chlorine-substituted C ₁ -C ₁₀ -alkyl, C ₂ -C ₁₀ -alkenyl, C ₁ -C ₄ -alkoxy-C ₂ -C ₄ -alkyl. And optionally methyl- or methoxy-substituted C ₅ -C ₆ -cycloalkyl or in each case optionally fluorine-, chlorine-, bromine-, cyano-, nitro-, C ₁ -C ₄ - alkyl -, C 1 _-C 4 _- alkoxy -, trifluoromethyl - or trifluoromethoxy - represents a substituted phenyl or benzyl,
R ²² represents optionally fluorine-substituted C ₁ -C ₄ -alkyl or optionally fluorine-, chlorine-, bromine-, C ₁ -C ₄ -alkyl-, C ₁ -C ₄ -alkoxy-, tri Represents fluoromethyl-, trifluoromethoxy-, cyano- or nitro-substituted phenyl,
R ²³ is in each case optionally fluorine - or chlorine - substituted _C 1 -C ₄ - _alkyl, C 1 -C ₄ - _alkoxy, C 1 -C ₄ - _alkylamino, C 1 -C ₄ - in the case of an alkylthio or respectively optionally fluorine -, chlorine -, bromine -, nitro -, cyano _-, C 1 -C ₄ - alkoxy -, trifluoromethoxy _-, C 1 -C ₄ - alkylthio -, C ₁ -C ₄ -haloalkylthio-, C ₁ -C ₄ -alkyl- or trifluoromethyl-substituted phenyl, phenoxy or phenylthio,
R ²⁴ represents C ₁ -C ₄ -alkoxy or C ₁ -C ₄ -alkylthio,
R ²⁵ is C ₁ -C ₆ -alkyl, C ₃ -C ₆ -cycloalkyl, C ₁ -C ₆ -alkoxy, C ₃ -C ₆ -alkenyl, C ₁ -C ₄ -alkoxy-C ₁ -C ₄ -Represents alkyl,
R ²⁶ represents C ₁ -C ₆ -alkyl, C ₃ -C ₆ -alkenyl or C ₁ -C ₄ -alkoxy-C ₁ -C ₄ -alkyl,
R ²⁵ and R ²⁶ are additionally taken together, optionally a methyl- or ethyl-substituted C ₃ -C ₆ -alkylene group, wherein one carbon atom is optionally substituted by oxygen or sulfur. 2. The composition according to claim 1, comprising at least one compound of formula (I) and at least one active compound of formula (II) representing. W ¹ represents hydrogen, methyl, ethyl, chlorine, bromine or methoxy,
X represents chlorine, bromine, methyl, ethyl, propyl, isopropyl, methoxy, ethoxy or trifluoromethyl;
Y and Z independently of one another represent hydrogen, fluorine, chlorine, bromine, methyl, ethyl, propyl, isopropyl, trifluoromethyl or methoxy;
A ³ represents methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, tert-butyl, cyclopropyl, cyclopentyl or cyclohexyl,
A ⁴ represents hydrogen, methyl or ethyl,
A ³ and A ⁴ are additionally optionally substituted with oxygen, optionally together with the carbon atom to which they are attached, by methyl, ethyl, methoxy, ethoxy, propoxy or butoxy. saturated C ₆ which is monosubstituted - cycloalkyl,
D represents hydrogen and represents methyl, ethyl, propyl, isopropyl, butyl, isobutyl, allyl, cyclopropyl, cyclopentyl or cyclohexyl;
A ³ and D together represent an optionally methyl-substituted C ₃ -C ₄ -alkanediyl;
G ¹ represents hydrogen (a) or a group:

Represents one of
L ¹ represents oxygen or sulfur,
M ¹ represents oxygen or sulfur,
R ²⁰ represents C ₁ -C ₈ -alkyl, C ₂ -C ₄ -alkenyl, methoxymethyl, ethoxymethyl, ethylthiomethyl, cyclopropyl, cyclopentyl or cyclohexyl, fluorine, chlorine, bromine, cyano, nitro, methyl Represents phenyl optionally di-substituted by ethyl, methoxy, trifluoromethyl or trifluoromethoxy, each of which represents pyridyl or thienyl optionally di-substituted by chlorine or methyl;
R ²¹ represents C ₁ -C ₈ -alkyl, C ₂ -C ₄ -alkenyl, methoxyethyl, ethoxyethyl or phenyl or benzyl,
At least one compound of formula (I) and at least one of formula (II), wherein R ²⁵ and R ²⁶ independently of one another represent methyl, ethyl or together with the nitrogen atom to which they are attached morpholino The composition according to claim 1 or 2, which contains one active compound. In which W ¹ represents hydrogen or methyl;
X represents chlorine, bromine or methyl;
Y and Z independently of one another represent hydrogen, chlorine, bromine or methyl;
A ³ and A ⁴ are further optionally mono-substituted by methyl, methoxy, ethoxy, propoxy or butoxy, optionally together with the carbon atom to which they are attached, optionally one ring member substituted by oxygen. saturated C ₆ which is - cycloalkyl,
D represents hydrogen,
G ¹ represents hydrogen (a) or a group:

Represents one of
L ¹ represents oxygen or sulfur,
M ¹ represents oxygen or sulfur,
R ²⁰ represents C ₁ -C ₈ -alkyl, C ₂ -C ₄ -alkenyl, methoxymethyl, ethoxymethyl, ethylmethylthio, cyclopropyl, cyclopentyl, cyclohexyl, fluorine, chlorine, bromine, methyl, methoxy, trifluoro Represents phenyl optionally monosubstituted by methyl, trifluoromethoxy, cyano or nitro, each of which represents pyridyl or thienyl optionally monosubstituted by chlorine or methyl;
R ²¹ represents C ₁ -C ₈ -alkyl, C ₂ -C ₄ -alkenyl, methoxyethyl, ethoxyethyl, phenyl or benzyl,
At least one compound of formula (I) and at least one of formula (II), wherein R ²⁵ and R ²⁶ independently of one another represent methyl, ethyl or together with the nitrogen atom to which they are attached morpholino 4. A composition according to claim 1, 2 or 3, comprising one active compound. Formula (Ia-4):

5. A composition according to claim 1, 2, 3 or 4 comprising a compound of formula (II) and at least one anthranilamido of formula (II). Formula (II):

[Wherein, A ¹ and A ² independently represent oxygen or sulfur,
X ¹ represents N or CR ¹⁰ ;
R ¹ represents hydrogen or each of which is optionally mono- or poly-substituted, C ₁ -C ₆ -alkyl, C ₂ -C ₆ -alkenyl, C ₂ -C ₆ -alkynyl or C ₃ -C Represents a ₆ -cycloalkyl, wherein the substituents are, independently of one another, R ⁶ , halogen, cyano, nitro, hydroxy, C ₁ -C ₄ -alkoxy, C ₁ -C ₄ -alkylthio, C ₁ -C ₄ - _{alkylsulfinyl,} C 1 -C ₄ - _{alkylsulfonyl,} C 2 -C ₄ - _{alkoxycarbonyl,} C 1 -C ₄ - _alkylamino, C 2 -C ₈ - _{dialkylamino,} C 3 -C ₆ - cycloalkylamino , (C ₁ -C ₄ -alkyl) -C ₃ -C ₆ -cycloalkylamino and R ¹¹ ,
R ² is hydrogen, C ₁ -C ₆ -alkyl, C ₂ -C ₆ -alkenyl, C ₂ -C ₆ -alkynyl, C ₃ -C ₆ -cycloalkyl, C ₁ -C ₄ -alkoxy, C _1- C ₄ - _alkylamino, C 2 -C ₈ - _{dialkylamino,} C 3 -C ₆ - _{cycloalkylamino,} C 2 -C ₆ - alkoxycarbonyl or _C 2 -C ₆ - alkyl carbonyl,
R ³ represents hydrogen, R ¹¹ or each of which is optionally mono- or poly-substituted, C ₁ -C ₆ -alkyl, C ₂ -C ₆ -alkenyl, C ₂ -C ₆ -alkynyl, C Represents _3- C ₆ -cycloalkyl, wherein the substituents are, independently of one another, R ⁶ , halogen, cyano, nitro, hydroxyl, C ₁ -C ₄ -alkoxy, C ₁ -C ₄ -haloalkoxy, C ₁ -C ₄ - _alkylthio, C 1 -C ₄ - _{alkylsulfinyl,} C 1 -C ₄ - _{alkylsulfonyl,} C 2 -C ₆ - _{alkoxycarbonyl,} C 2 -C ₆ - _{alkylcarbonyl,} C 3 -C ₆ - trialkylsilyl, R ^11, phenyl, phenoxy and 5- or 6-membered heteroaromatic ring (where each phenyl, phenoxy and 5- or 6 Heteroaromatic ring may optionally be substituted by the substituents are, independent of each other, may be selected from one to three groups W or one or two or more radicals R ^12.) Or R ² and R ³ can be joined together to form a ring M;
R ⁴ is hydrogen, C ₁ -C ₆ -alkyl, C ₂ -C ₆ -alkenyl, C ₂ -C ₆ -alkynyl, C ₃ -C ₆ -cycloalkyl, C ₁ -C ₆ -haloalkyl, C _2- C ₆ - _haloalkenyl, C 2 -C ₆ - _haloalkynyl, C 3 -C ₆ - halocycloalkyl, halogen, cyano, nitro, _hydroxy, C 1 -C ₄ - _alkoxy, C 1 -C ₄ - haloalkoxy, C ₁ -C ₄ - _alkylthio, C 1 -C ₄ - _{alkylsulfinyl,} C 1 -C ₄ - _{alkylsulfonyl,} C 1 -C ₄ - _{haloalkylthio,} C 1 -C ₄ - _{haloalkylsulfinyl,} C 1 -C ₄ - _{haloalkylsulfonyl,} C 1 -C ₄ - _alkylamino, C 2 -C ₈ - _{dialkylamino,} C 3 -C ₆ - _{cycloalkylamino,} C 3 -C - each represents a trialkylsilyl or thereof, optionally being mono- or polysubstituted, represent phenyl, benzyl or phenoxy, where the substituents independently of one another, C 1 _-C 4 _- alkyl, C ₂ -C ₄ - _alkenyl, C 2 -C ₄ - _alkynyl, C 3 -C ₆ - _cycloalkyl, C 1 -C ₄ - _haloalkyl, C 2 -C ₄ - _haloalkenyl, C 2 -C ₄ - haloalkynyl, C ₃ -C ₆ - halocycloalkyl, halogen, cyano, _nitro, C 1 -C ₄ - _alkoxy, C 1 -C ₄ - _haloalkoxy, C 1 -C ₄ - _alkylthio, C 1 -C ₄ - alkylsulfinyl, C ₁ -C ₄ - _{alkylsulfonyl,} C 1 -C ₄ - _alkylamino, C 2 -C ₈ - _{dialkylamino,} C 3 -C ₆ - Sik _Alkylamino, C 3 -C ₆ (alkyl) _{cycloalkylamino,} C 2 -C ₄ - _{alkylcarbonyl,} C 2 -C ₆ - _{alkoxycarbonyl,} C 2 -C ₆ - _{alkylaminocarbonyl,} C 3 -C ₈ - dialkyl aminocarbonyl and C ₃ -C 6 _- can be selected from the group consisting of trialkylsilyl,
R ⁵ and R ⁸ in each case independently of one another represent hydrogen, halogen or in each case optionally substituted C ₁ -C ₄ -alkyl, C ₁ -C ₄ -haloalkyl, R ¹² , G, J, —OJ, —OG, —S (O) _p —J, —S (O) _p —G, —S (O) _p -phenyl, wherein the substituents are Independently from 1 to 3 groups W or R ¹² , C ₁ -C ₁₀ -alkyl, C ₂ -C ₆ -alkenyl, C ₂ -C ₆ -alkynyl, C ₁ -C ₄ -alkoxy and C ₁ -C ₄ - can be selected from the group consisting of alkylthio, wherein each substituent is independently of one another, G, J, ^{R 6,} halogen, cyano, nitro, amino, _hydroxy, C 1 -C ₄ - _alkoxy, C 1 -C ₄ - Haroaruko _Shi, C 1 -C ₄ - _alkylthio, C 1 -C ₄ - _{alkylsulfinyl,} C 1 -C ₄ - _{alkylsulfonyl,} C 1 -C ₄ - _{haloalkylthio,} C 1 -C ₄ - _{haloalkylsulfinyl,} C 1 -C ₄ - _{haloalkylsulfonyl,} C 1 -C ₄ - _alkylamino, C 2 -C ₈ - _{dialkylamino,} C 3 -C ₆ - trialkylsilyl, phenyl and phenoxy (wherein each phenyl or phenoxy ring, optionally One substituent selected from the group consisting of 1 to 3 radicals W or one or more radicals R ¹² independently of one another. Or may be substituted by two or more substituents,
G, in each case, independently of one another, optionally contains one or two ring members from the group consisting of C (= O), SO and S (= O) ₂ , and independently of each other 5-membered or 6-membered optionally substituted by 1 to 4 substituents selected from the group consisting of C ₁ -C ₂ -alkyl, halogen, cyano, nitro and C ₁ -C ₂ -alkoxy Represents a non-aromatic carbocyclic or heterocyclic ring or, independently of one another, C ₂ -C ₆ -alkenyl, C ₂ -C ₆ -alkynyl, C ₃ -C ₇ -cycloalkyl, (cyano) -C ₃ -C ₇ -cycloalkyl, (C ₁ -C ₄ -alkyl) -C ₃ -C ₆ -cycloalkyl, (C ₃ -C ₆ -cycloalkyl) -C ₁ -C ₄ -alkyl (where each Cycloalkyl, (al Le) cycloalkyl and (cycloalkyl) alkyl represents a good.) Which is optionally substituted by one or two or more halogen atoms,
J in each case, independently of one another, represents an optionally substituted 5- or 6-membered heteroaromatic ring, wherein the substituents, independently of one another, represent 1 to 3 groups W or Can be selected from one or more groups R ¹² ,
R ⁶ is independently of each other —C (═E ¹ ) R ¹⁹ , —LC (═E ¹ ) R ¹⁹ , —C (═E ¹ ) LR ¹⁹ , —LC (═E ¹ ) LR ¹⁹ , — OP (= Q) (OR ¹⁹ ) ₂ , —SO ₂ LR ¹⁸ or —LSO ₂ LR ¹⁹ , where each E ¹ is independently of each other O, S, N—R ¹⁵ , N— OR ¹⁵ , N—N (R ¹⁵ ) ₂ , N—S═O, N—CN or N—NO ₂ ;
R ⁷ is hydrogen, C ₁ -C ₄ -alkyl, C ₁ -C ₄ -haloalkyl, halogen, C ₁ -C ₄ -alkoxy, C ₁ -C ₄ -haloalkoxy, C ₁ -C ₄ -alkylthio, C ₁ -C ₄ - _{alkylsulfinyl,} C 1 -C ₄ - _{alkylsulfonyl,} C 1 -C ₄ - halo - _alkylthio, C 1 -C ₄ - _{haloalkylsulfinyl,} C 1 -C ₄ - represents a haloalkylsulfonyl,
R ⁹ _is, C 1 -C ₄ - _haloalkyl, C 1 -C ₄ - _haloalkoxy, C 1 -C ₄ - represents a haloalkylsulfinyl or halogen,
R ¹⁰ represents hydrogen, C ₁ -C ₄ -alkyl, C ₁ -C ₄ -haloalkyl, halogen, cyano or C ₁ -C ₄ -haloalkoxy,
R ¹¹ is in each case independently of one another, in each case, optionally in trisubstituted _mono, C 1 -C ₆ - _alkylthio, C 1 -C ₆ - _{alkylsulfenyl,} C 1 -C ₆ - _{haloalkylthio,} C 1 -C ₆ - represents haloalkylsulfenyl, phenylthio or phenylsulfinyl phenyl, wherein the substituents are, independently of one another, list ^{_{W, -S (O) n n}} (R 16) 2 , -C (= O) R ¹³ , -L (C = O) R ¹⁴ , -S (C = O) LR ¹⁴ , -C (= O) LR ¹³ , -S (O) _n NR ¹³ C (= O) R ¹³ , —S (O) _n NR ¹³ C (═O) LR ¹⁴ or —S (O) _n NR ¹³ S (O) ₂ LR ¹⁴ can be selected,
L represents in each case, independently of one another, O, NR ¹⁸ or S;
R ¹² is, in each case, independently of one another, —B (OR ¹⁷ ) ₂ , amino, SH, thiocyanato, C ₃ -C ₈ -trialkylsilyloxy, C ₁ -C ₄ -alkyl disulfide, —SF _{^{5, -C (= E 1)}} R 19, -LC (= E 1) R 19, -C (= E 1) LR 19, -LC (= E 1) LR 19, -OP (= Q) (OR ¹⁹⁾ ₂ represents _-SO 2 ^{LR 19} or -lso ₂ LR ^19,
Q represents O or S;
R ¹³ in each case, independently of one another, represents hydrogen or in each case is optionally mono- or polysubstituted C ₁ -C ₆ -alkyl, C ₂ -C ₆ -alkenyl, C ₂ Represents —C ₆ -alkynyl or C ₃ -C ₆ -cycloalkyl, wherein the substituents, independently of one another, are R ⁶ , halogen, cyano, nitro, hydroxy, C ₁ -C ₄ -alkoxy, C ₁ -C ₄ - _{alkylsulfinyl,} C 1 -C ₄ - _{alkylsulfonyl,} C 1 -C ₄ - _alkylamino, C 2 -C ₈ - _{dialkylamino,} C 3 -C ₆ - cycloalkylamino or _(C 1 -C ₄ - alkyl) _-C 3 -C ₆ - can be selected from the group consisting of cycloalkyl amino,
R ¹⁴ is in each case independently of one another, in each case, optionally being mono- or _{polysubstituted,} C 1 _{-C 20} - _alkyl, C 2 _{-C 20} - _alkenyl, C 2 _{-C 20} - Alkynyl or C ₃ -C ₆ -cycloalkyl, wherein the substituents are independently of one another R ⁶ , halogen, cyano, nitro, hydroxy, C ₁ -C ₄ -alkoxy, C ₁ -C ₄ -alkylsulfinyl, C ₁ -C ₄ - _{alkylsulfonyl,} C 1 -C ₄ - _alkylamino, C 2 -C ₈ - _{dialkylamino,} C 3 -C ₆ - cycloalkylamino, and _(C 1 -C ₄ - alkyl) -C ₃ - C 6 _-. which may be selected from the group consisting of cycloalkyl amino) phenyl (wherein optionally substituted represents or, substituents, Germany together To, may be selected from one to three groups W or one or two or more radicals R ^12.) Represent,
R ¹⁵ in each case, independently of one another, represents hydrogen or in each case optionally mono- or polysubstituted C ₁ -C ₆ -haloalkyl or C ₁ -C ₆ -alkyl; where the substituents independently of one another, cyano, nitro, _hydroxy, C 1 -C ₄ - _alkoxy, C 1 -C ₄ - _haloalkoxy, C 1 -C ₄ - _alkylthio, C 1 -C ₄ - alkyl _sulfinyl, C 1 -C ₄ - _{alkylsulfonyl,} C 1 -C ₄ - _{haloalkylthio,} C 1 -C ₄ - _{haloalkylsulfinyl,} C 1 -C ₄ - _{haloalkylsulfonyl,} C 1 -C ₄ - alkylamino, _{C 2} - C ₈ - _{dialkylamino,} C 2 -C ₆ - _{alkoxycarbonyl,} C 2 -C ₆ - _{alkylcarbonyl,} C 3 -C ₆ - thoria Rukirushiriru and phenyl (where the substituents independently of one another, may be selected from one to three groups W or one or two or more radicals R ^12.) Optionally substituted with the group consisting of Or N (R ¹⁵ ) ₂ represents a ring forming ring M;
R ¹⁶ represents C ₁ -C ₁₂ -alkyl or C ₁ -C ₁₂ -haloalkyl or N (R ¹⁶ ) ₂ represents the ring forming the ring M;
R ¹⁷ in each case, independently of one another, represents hydrogen or C ₁ -C ₄ -alkyl or B (OR ¹⁷ ) ₂ represents a ring, wherein the two oxygen atoms are independent of one another. Linked through a chain having 2 to 3 carbon atoms, optionally substituted by 1 or 2 substituents selected from the group consisting of methyl and C ₂ -C ₆ -alkoxycarbonyl And
R ¹⁸ in each case, independently of one another, represents hydrogen, C ₁ -C ₆ -alkyl or C ₁ -C ₆ -haloalkyl or N (R ¹³ ) (R ¹⁸ ) forms ring M Represents a ring,
R ¹⁹ in each case independently of one another represents hydrogen or in each case optionally mono- or poly-substituted C ₁ -C ₆ -alkyl, wherein the substituents are independently, cyano, nitro, _hydroxy, C 1 -C ₄ - _alkoxy, C 1 -C ₄ - _haloalkoxy, C 1 -C ₄ - _alkylthio, C 1 -C ₄ - _{alkylsulfinyl,} C 1 -C ₄ - _{alkylsulfonyl,} C 1 -C ₄ - _{haloalkylthio,} C 1 -C ₄ - _{haloalkylsulfinyl,} C 1 -C ₄ - _{haloalkylsulfonyl,} C 1 -C ₄ - _alkylamino, C 2 -C ₈ - dialkylamino, CO _{2 H,} C 2 -C ₆ - _{alkoxycarbonyl,} C 2 -C ₆ - _{alkylcarbonyl,} C 3 -C ₆ - trialkylsilyl and when Phenyl substituted (wherein Ri, substituents, independently of one another, one to three groups _W, C 1 -C ₆ - _haloalkyl, C 3 -C ₆ - cycloalkyl or phenyl or pyridyl (each of which Can be selected from the group consisting of mono- and tri-substituted with W.) and can be selected from the group consisting of:
M is in each case 2 to 6 carbon atoms and optionally additional in addition to the nitrogen atom bound to the substituent pair R ¹³ and R ¹⁸ , (R ¹⁵ ) ₂ or (R ¹⁶ ) ₂ Optionally containing another nitrogen, sulfur or oxygen atom, optionally mono- to tetra-substituted rings, wherein the substituents are, independently of one another, C ₁ -C ₂ -alkyl, halogen, cyano, Which can be selected from the group consisting of nitro and C ₁ -C ₂ -alkoxy)
W is in each case, independently of one another, C ₁ -C ₄ -alkyl, C ₂ -C ₄ -alkenyl, C ₂ -C ₄ -alkynyl, C ₃ -C ₆ -cycloalkyl, C ₁ -C. ₄ - _haloalkyl, C 2 -C ₄ - _haloalkenyl, C 2 -C ₄ - _haloalkynyl, C 3 -C ₆ - halocycloalkyl, halogen, cyano, _nitro, C 1 -C ₄ - _alkoxy, C 1 -C ₄ - _haloalkoxy, C 1 -C ₄ - _alkylthio, C 1 -C ₄ - _{alkylsulfinyl,} C 1 -C ₄ - _{alkylsulfonyl,} C 1 -C ₄ - _alkylamino, C 2 -C ₈ - dialkylamino, C ₃ -C ₆ - _{cycloalkylamino, (C} 1 -C ₄ - alkyl) _-C 3 _{-C 6} - _{cycloalkylamino,} C 2 -C ₄ - _{alkylcarbonyl,} C 2 -C ₆ - _{alkoxycarbonyl, CO 2 H, C 2 -C} 6 - _{alkylaminocarbonyl,} C 3 -C ₈ - dialkylaminocarbonyl or _C 3 -C ₆ - represents a trialkylsilyl,
n represents independently in each case 0 or 1,
p represents in each case, independently of one another, 0, 1 or 2;
Here, (a) ^{R 5} is _hydrogen, C 1 -C ₆ - _alkyl, C 1 -C ₆ - _haloalkyl, C 2 -C ₆ - _haloalkenyl, C 2 -C ₆ - _haloalkynyl, C 1 -C ₄ - _haloalkoxy, C 1 -C ₄ - represents a haloalkylthio or halogen, (b) ^{R 8} is _hydrogen, C 1 -C ₆ - _alkyl, C 1 -C ₆ - _haloalkyl, C 2 -C ₆ - halo _alkenyl, C 2 -C ₆ - _haloalkynyl, C 1 -C ₄ - _haloalkoxy, C 1 -C ₄ - haloalkylthio, _halogen, C 2 -C ₄ - _{alkylcarbonyl,} C 2 -C ₆ - alkoxycarbonyl, C ₂ -C ₆ - alkylaminocarbonyl or _C 3 -C ₈ - to represent a dialkylaminocarbonyl, at least selected from the group consisting of ^{(c) R 6,} R ¹¹ and ^{R 12} When one substituent is present and (d) R ¹² is absent, at least one of the groups R ⁶ and R ¹¹ is C ₂ -C ₆ -alkylcarbonyl, C ₂ -C ₆ -alkoxycarbonyl, C ₂ -C ₆ - alkylaminocarbonyl, and _C 3 -C ₈ - different from dialkylaminocarbonyl. ]
A composition according to claim 1, 2, 3, 4, 5 or 6, comprising at least one anthranilamide. Formula (II-1):

(Wherein R ² represents hydrogen or C ₁ -C ₆ -alkyl,
R ³ represents C ₁ -C ₆ -alkyl optionally substituted by one R ⁶ ;
R ⁴ represents C ₁ -C ₄ -alkyl, C ₁ -C ₂ -haloalkyl, C ₁ -C ₂ -haloalkoxy or halogen;
R ⁵ represents hydrogen, C ₁ -C ₄ -alkyl, C ₁ -C ₂ -haloalkyl, C ₁ -C ₂ -haloalkoxy or halogen;
R ⁶ represents -C (= E ² ) R ¹⁹ , -LC (= E ² ) R ¹⁹ , -C (= E ² ) LR ¹⁹ or -LC (= E ² ) LR ¹⁹ , where ^{E 2} of independently of one ^{another, O, S, NR 15,} N-N (R 15) represents _2, each L is, independently of one another represent O or ^{NR 18,}
R ⁷ represents C ₁ -C ₄ -haloalkyl or halogen;
R ⁹ represents C ₁ -C ₂ -haloalkyl, C ₁ -C ₂ -haloalkoxy, S (O) _p -C ₁ -C ₂ -haloalkyl or halogen;
R ¹⁵ in each case, independently of one another, represents hydrogen or in each case optionally substituted C ₁ -C ₆ -haloalkyl or C ₁ -C ₆ -alkyl, wherein substituents independently of one another, _cyano, C 1 -C ₄ - _alkoxy, C 1 -C ₄ - _haloalkoxy, C 1 -C ₄ - _alkylthio, C 1 -C ₄ - _{alkylsulfinyl,} C 1 -C ₄ - _{alkylsulfonyl,} C 1 -C ₄ - _{haloalkylthio,} C 1 -C ₄ - haloalkylsulfinyl and _C 1 -C ₄ - can be selected from the group consisting of halo alkylsulfonyl,
R ¹⁸ in each case represents hydrogen or C ₁ -C ₄ -alkyl,
R ¹⁹ in each case, independently of one another, represents hydrogen or C ₁ -C ₆ -alkyl;
p represents 0, 1 or 2 independently of each other. )
The composition according to any one of claims 1 to 6, which contains anthranilamide.   A ratio of 500: 1 to 1:50 of a compound of formula (I) (group 1) and at least one acaricidally active compound (group 2) and at least one anthranilamide of formula (II) The composition according to claim 1, 2, 3, 4, 5, 6 or 7.   Use of a synergistically effective mixture as defined in 1, 2, 3, 4, 5, 6 or 7 for controlling animal pests.   A method for producing an insecticide, characterized in that a synergistically effective mixture as defined in claim 1, 2, 3, 4, 5, 6 or 7 is mixed with a bulking agent and / or a surfactant.   A method for controlling animal pests, characterized by causing the synergistically effective mixture defined in claim 1, 2, 3, 4, 5, 6 or 7 to act on animal pests and / or their habitats. .