RU2002134459A

RU2002134459A - COMBINATIONS OF ACTIVE SUBSTANCES WITH INSECTICIDAL AND ACARICIDAL PROPERTIES

Info

Publication number: RU2002134459A
Application number: RU2002134459/04A
Authority: RU
Inventors: Райнер Фишер; Кристоф ЭРДЕЛЕН
Original assignee: Байер Кропсайенс Аг
Priority date: 2000-05-19
Filing date: 2001-05-07
Publication date: 2004-06-27

Claims

1. The tool containing a synergistically active mixture of compounds of formula (I)

in which X represents a halogen, alkyl, alkoxyl, haloalkyl, haloalkoxyl or cyano group,

W, Y and Z mean, independently of one another, hydrogen, halogen, alkyl, alkoxyl, haloalkyl, haloalkoxyl or cyano,

And means hydrogen, unsubstituted or halogen-substituted alkyl, alkoxyalkyl, saturated, unsubstituted or substituted cycloalkyl, in which, if necessary, at least one ring atom is replaced by a heteroatom,

B means hydrogen or alkyl,

A and B, together with the carbon atom to which they are bonded, form a saturated or unsaturated, not containing or containing at least one heteroatom, unsubstituted or substituted ring,

D is hydrogen or an unsubstituted or substituted radical of the series alkyl, alkenyl, alkoxyalkyl, saturated cycloalkyl, in which, if necessary, one or more ring units are replaced by heteroatoms,

A and D, together with the atoms to which they are bonded, form a saturated or unsaturated ring, not containing or containing at least one heteroatom, unsubstituted or substituted in A, D - parts,

G means hydrogen (a) or one of the groups

E (e) or

in which E means a metal or ammonium ion,

L is oxygen or sulfur,

M means oxygen or sulfur,

R ¹ means unsubstituted or halogen-substituted alkyl, alkenyl, alkoxyalkyl, alkylthioalkyl, polyalkoxyalkyl or unsubstituted or substituted by halogen, alkyl or alkoxycycloalkyl, which optionally contains at least one heteroatom, unsubstituted or substituted phenyl, phenylalkyl, heteroaryl or heteroaryloxyalkyl,

R ² means unsubstituted or halogen-substituted alkyl, alkenyl, alkoxyalkyl, polyalkoxyalkyl or means unsubstituted or substituted cycloalkyl, phenyl or benzyl,

R ³ means alkyl, unsubstituted or substituted by halogen, or phenyl, unsubstituted or substituted,

R ⁴ and R ^5, independently of one another, are unsubstituted or halogen-substituted alkyl, alkoxyl, alkylamino, dialkylamino, alkylthio, alkenylthio, cycloalkylthio or are unsubstituted or substituted phenyl, benzyl, phenoxy or phenylthio and

R ⁶ and R ^7, independently of one another, mean hydrogen, unsubstituted or halogen-substituted alkyl, cycloalkyl, alkenyl, alkoxyl, alkoxyalkyl, mean unsubstituted or substituted phenyl, mean unsubstituted or substituted benzyl or together with the N-atom to which they are attached, form an unsubstituted or substituted ring, which, if necessary, includes oxygen or sulfur and at least one agonist, respectively, an antagonist of nicotinic acetylcholine receptors.

2. The tool according to claim 1, containing compounds of formula (I), in which

W is hydrogen, (C ₁ -C ₄ ) -alkyl, (C ₁ -C ₄ ) -alkoxyl, chloro, bromo or fluoro,

X is (C ₁ -C ₄ ) -alkyl, (C ₁ -C ₄ ) -alkoxyl, (C ₁ -C ₄ ) -haloalkyl, fluoro, chloro or bromo,

Y and Z are, independently of one another, hydrogen, (C ₁ -C ₄ ) -alkyl, halogen, (C ₁ -C ₄ ) -alkoxyl or (C ₁ -C ₄ ) -haloalkyl,

And means hydrogen or unsubstituted or substituted by a halogen (C ₁ -C ₆ ) -alkyl or (C ₃ -C ₈ ) -cycloalkyl,

B means hydrogen, methyl or ethyl,

A, B and the carbon atom to which they are attached mean saturated, unsubstituted or once or twice substituted by (C ₁ -C ₄ ) -alkyl, trifluoromethyl or (C ₁ -C ₄ ) -alkoxyl (C ₃ -C ₆ ) - cycloalkyl, in which, if necessary, one ring unit is replaced by oxygen or sulfur,

D is hydrogen, unsubstituted or substituted by fluorine or chlorine (C ₁ -C ₆ ) -alkyl, (C ₃ -C ₄ ) -alkenyl or (C ₃ -C ₆ ) -cycloalkyl,

A and D together mean unsubstituted or substituted with methyl (C ₃ -C ₄ ) alkanediyl, in which, if necessary, one methylene group is replaced by sulfur,

G means hydrogen (a) or one of the groups

E (e) or

in which E means a metal or ammonium ion,

L is oxygen or sulfur,

M means oxygen or sulfur,

R ¹ means unsubstituted or substituted by halogen (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 means (C ₃ -C ₆ ) -cycloalkyl unsubstituted or substituted by fluorine, chlorine, (C ₁ -C ₄ ) -alkyl or (C ₁ -C ₂ ) alkoxy, means phenyl, unsubstituted or substituted by fluorine, chlorine, bromine, cyano, nitro, (C ₁ -C ₄ ) -alkyl, (C ₁ -C ₄ ) -alkoxyl, trifluoromethyl or trifluoromethoxyl, means pyridyl or thienyl unsubstituted or substituted by chlorine or methyl,

R ² means unsubstituted or substituted by fluorine or chlorine, (C ₁ -C ₁₀ ) -alkyl, (C ₂ -C ₁₀ ) -alkenyl, (C ₁ -C ₄ ) -alkoxy- (C ₂ -C ₄ ) -alkyl,

means (C ₅ -C ₆ ) -cycloalkyl unsubstituted or substituted with methyl or methoxy,

means phenyl or benzyl unsubstituted or substituted by fluorine, chlorine, bromine, cyano, nitro, (C ₁ -C ₄ ) -alkyl, (C ₁ -C ₄ ) -alkoxyl, trifluoromethyl or trifluoromethoxy,

R ³ means (C ₁ -C ₄ ) -alkyl unsubstituted or substituted by fluorine, or means phenyl, unsubstituted or substituted by fluorine, chlorine, bromine, (C ₁ -C ₄ ) -alkyl, (C ₁ -C ₄ ) - alkoxyl, trifluoromethyl, trifluoromethoxyl, cyano or nitro group,

R ⁴ means unsubstituted or substituted by fluorine or chlorine, (C ₁ -C ₄ ) -alkyl, (C ₁ -C ₄ ) -alkoxyl, (C ₁ -C ₄ ) -alkylamino, (C ₁ -C ₄ ) -alkylthio group or means phenyl, phenoxyl or phenylthio unsubstituted or substituted by fluorine, chlorine, bromine, nitro, cyano, (C ₁ -C ₄ ) alkoxyl, trifluoromethoxyl, (C ₁ -C ₄ ) -alkylthio, (C ₁ -C ₄ ) -haloalkylthio, (C ₁ -C ₄ ) -alkyl or trifluoromethyl,

R ⁵ means (C ₁ -C ₄ ) -alkoxyl or (C ₁ -C ₄ ) -thioalkyl,

R ⁶ represents (C ₁ -C ₆₎ -alkyl, (C ₃ -C ₆₎ -cycloalkyl, (C ₁ -C ₆₎ -alkoxy, (C _s -C ₆₎ -alkenyl, (C ₁ -C ₄₎ -alkoxy- (C ₁ -C ₄ ) -alkyl,

R ⁷ means (C ₁ -C ₆ ) -alkyl, (C ₃ -C ₆ ) -alkenyl or (C ₁ -C ₄ ) -alkoxy- (C ₁ -C ₄ ) -alkyl,

R ⁶ and R ⁷ together mean a (C ₃ -C ₆ ) alkylene radical unsubstituted or substituted with methyl or ethyl, in which, if necessary, one carbon atom is replaced by oxygen or sulfur.

3. The tool according to claim 1, containing compounds of formula (I), in which

W is hydrogen, methyl, ethyl, chloro, bromo or methoxy,

X is chloro, bromo, methyl, ethyl, propyl, isopropyl, methoxyl, ethoxyl or trifluoromethyl,

Y and Z, independently of one another, are hydrogen, fluoro, chloro, bromo, methyl, ethyl, propyl, isopropyl, trifluoromethyl or methoxy,

And means methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, tert-butyl, cyclopropyl, cyclopentyl or cyclohexyl,

B means hydrogen, methyl or ethyl,

A and B, together with the carbon atom to which they are attached, mean saturated, unsubstituted or singly substituted with methyl, ethyl, methoxyl, ethoxyl, propoxyl or butoxyl C ₆ -cycloalkyl, in which, if necessary, one ring unit is replaced by oxygen,

D is hydrogen, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, allyl, cyclopropyl, cyclopentyl or cyclohexyl,

A and D together mean unsubstituted or substituted with methyl (C ₃ -C ₄ ) alkanediyl,

G means hydrogen (a) or one of the groups

or

in which M means oxygen or sulfur,

R ¹ means (C ₁ -C ₈ ) -alkyl, (C ₂ -C ₄ ) -alkenyl, methoxymethyl, ethoxymethyl, ethylthiomethyl, cyclopropyl, cyclopentyl or cyclohexyl,

means phenyl unsubstituted or substituted by fluorine, chlorine, bromine, cyano, nitro, methyl, ethyl, methoxy, trifluoromethyl or trifluoromethoxy,

means pyridyl or thienyl unsubstituted or substituted with chlorine or methyl,

R ² means (C ₁ -C ₈ ) -alkyl, (C ₂ -C ₄ ) -alkenyl, methoxyethyl, ethoxyethyl or means phenyl or benzyl,

R ⁶ and R ⁷ , independently of one another, mean methyl or ethyl, or together mean a C ₅ alkylene radical in which the C ₃ methylene group is replaced by oxygen.

4. The tool according to claim 1, containing compounds of formula (I), in which

W is hydrogen or methyl,

X is chloro, bromo or methyl,

Y and Z mean, independently of one another, hydrogen, chlorine, bromine or methyl,

A and B, together with the carbon atom to which they are attached, mean saturated, unsubstituted or singly substituted with methyl, methoxy, ethoxyl, propoxyl or butoxyl C ₆ -cycloalkyl, in which, if necessary, one ring unit is replaced by oxygen,

D means hydrogen, G means hydrogen (a) or one of the groups

or

in which M means oxygen or sulfur,

R ¹ means (C ₁ -C ₈ ) -alkyl, (C ₂ -C ₄ ) -alkenyl, methoxymethyl, ethoxymethyl, ethylmethylthio, cyclopropyl, cyclopentyl, cyclohexyl or

means phenyl unsubstituted or substituted by fluorine, chlorine, bromine, methyl, methoxy, trifluoromethyl, trifluoromethoxyl, cyano or nitro, means pyridyl or thienyl unsubstituted or substituted by chlorine or methyl,

R ² means (C ₁ -C ₈ ) -alkyl, (C ₂ -C ₄ ) -alkenyl, methoxyethyl, ethoxyethyl, phenyl or benzyl,

R ⁶ and R ⁷ mean, independently of one another, methyl or ethyl, or together mean a C ₅ alkylene radical in which the C ₃ methylene group is replaced by oxygen.

5. The tool according to claim 1, containing compounds of formula (I)

in which W, X, Y, Z, R and G have the meanings given in the table,

6. The tool according to claims 1 to 4 or 5, containing the compounds of formula (I) and an agonist, respectively, of a nicotinic acetylcholine receptor antagonist in a ratio of 1: 100 to 100: 1.

7. The use of a synergistically active mixture containing the compounds of formula (I) according to claims 1-4 or 5, and at least one agonist, respectively, an antagonist of the nicotinic acetylcholine receptor for controlling animal pests.

8. A method of obtaining a pest control agent, characterized in that the synergistically active mixture containing the compounds of formula (I) according to claims 1-4 or 5 and at least one agonist, respectively, a nicotinic acetylcholine receptor antagonist, are mixed with diluents and / or surfactants.

9. Mixtures according to claims 1-5 or 6, containing at least one of the following compounds:

or

or

or