IP Library Granted Patent US 8,835,657
Granted Patent B2
US 8,835,657 · App. 13/319,035 · Granted Sep 16, 2014

Cyclopentanedione compounds and their use as insecticides, acaricides and/or fungicides

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Quick Facts
Patent No.
US 8,835,657
App. No.
13/319,035
Granted
Sep 16, 2014
Kind
B2
Abstract

The present invention relates to the use of compounds of Formula (I) wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 3 , R 9 , R 10 , R 11 , R 12 and G have the meanings given above as insecticides and/or acaricides and/or fungicides.

Claims (40)

1. A method of controlling insects, pests or fungi, comprising applying to an insect, pest, fungus or a habitat thereof a compound of Formula (I)

wherein

R 1 is methyl, ethyl, n-propyl, isopropyl, halomethyl, haloethyl, halogen, vinyl, ethynyl, methoxy, ethoxy, halomethoxy, haloethoxy or cyclopropyl,

R 2 is hydrogen or C 1 -C 6 alkyl,

R 3 is optionally substituted aryl, or optionally substituted heteroaryl,

R 4 is hydrogen, methyl, ethyl, n-propyl, isopropyl, halomethyl, haloethyl, halogen, vinyl, ethynyl, methoxy, ethoxy, halomethoxy or haloethoxy,

R 5 and R 12 are independently of each other hydrogen,

R 7 , R 8 , R 9 , and R 10 are independently of each other hydrogen, or

R 7 and R 8 or R 9 and R 10 , together with the carbon atoms to which they are attached form an alkenyl unit,

R 6 and R 11 are independently of each other hydrogen or an alkyl,

G represents hydrogen (a) or represents one of the groups

in which

E represents a metal ion or an ammonium ion,

L represents oxygen or sulphur,

M represents oxygen or sulphur,

R 22 represents optionally halogen- or cyano-substituted C 2 -C 20 -alkenyl, C 1 -C 8 -alkoxy-C 2 -C 8 -alkyl or poly-C 1 -C 8 -alkoxy-C 2 -C 8 -alkyl,

represents optionally halogen-, C 1 -C 6 -alkyl- or C 1 -C 6 -alkoxy-substituted C 3 -C 8 -cycloalkyl, or

represents optionally halogen-, cyano-, nitro-, C 1 -C 6 -alkyl-, C 1 -C 6 -alkoxy-, C 1 -C 6 -haloalkyl- or C 1 -C 6 -haloalkoxy-substituted phenyl or benzyl,

R 33 represents optionally halogen-substituted C 1 -C 8 -alkyl or optionally halogen-, C 1 -C 6 -alkyl-, C 1 -C 6 -alkoxy-, C 1 -C 4 -haloalkyl-, C 1 -C 4 -haloalkoxy-, cyano- or nitro-substituted phenyl or benzyl,

R 44 and R 55 independently of one another represent in each case optionally halogen-substituted C 1 -C 8 -alkyl, C 1 -C 8 -alkoxy, C 1 -C 8 -alkylamino, di(C 1 -C 8 -alkyl)amino, C 1 -C 8 -alkylthio or C 3 -C 8 -alkenylthio, or represent in each case optionally halogen-, nitro-, cyano-, C 1 -C 4 -alkoxy-, C 1 -C 4 -haloalkoxy-, C 1 -C 4 -alkylthio-, C 1 -C 4 -halo-alkylthio-, C 1 -C 4 -alkyl- or C 1 -C 4 -haloalkyl-substituted phenyl, phenoxy or phenylthio, and

R 66 and R 77 independently of one another represent hydrogen, represent in each case optionally halogen- or cyano-substituted C 1 -C 8 -alkyl, C 3 -C 8 -cycloalkyl, C 1 -C 8 -alkoxy, C 3 -C 8 -alkenyl or C 1 -C 8 -alkoxy-C 2 -C 8 -alkyl, represent in each case optionally halogen-, C 1 -C 8 -alkyl-, C 1 -C 8 -haloalkyl- or C 1 -C 8 -alkoxy-substituted phenyl or benzyl, or together represent an optionally C 1 -C 6 -alkyl-substituted C 3 -C 6 -alkylene radical in which optionally one methylene group is replaced by oxygen or sulphur.

2. The method according to claim 1 , wherein

R 1 is methyl, ethyl, vinyl, ethynyl, cyclopropyl, difluoromethoxy or trifluoromethoxy.

3. The method according to claim 1 , wherein

R 3 is phenyl or phenyl substituted by C 1 -C 2 alkyl, C 1 -C 2 haloalkyl, C 1 -C 2 alkoxy, C 1 -C 2 haloalkoxy, fluoro, chloro, bromo or cyano, or is heteroaryl or heteroaryl substituted by C 1 -C 2 alkyl, C 1 -C 2 haloalkyl, C 1 -C 2 alkoxy, C 1 -C 2 haloalkoxy, fluoro, chloro, bromo or cyano.

4. The method according to claim 1 , wherein

R 4 is hydrogen, methyl, ethyl, vinyl or ethynyl.

5. The method according to claim 1 , wherein

R 6 and R 11 are independently of each other hydrogen, or

R 6 and R 11 are independently of each other C 1 -C 6 alkyl.

6. The method according to claim 1 , wherein

R 7 , R 8 , R 9 and R 10 are independently of each other hydrogen.

7. The method according to claim 1 , wherein

R 2 is C 1 -C 6 alkyl.

8. The method according to claim 7 , wherein

R 1 is methyl, ethyl, vinyl, ethynyl, cyclopropyl, difluoromethoxy or trifluoromethoxy.

9. The method according to claim 7 , wherein

R 3 is phenyl or phenyl substituted by C 1 -C 2 alkyl, C 1 -C 2 haloalkyl, C 1 -C 2 alkoxy, C 1 -C 2 haloalkoxy, fluoro, chloro, bromo or cyano, or is heteroaryl or heteroaryl substituted by C 1 -C 2 alkyl, C 1 -C 2 halo alkyl, C 1 -C 2 alkoxy, C 1 -C 2 haloalkoxy, fluoro, chloro, bromo or cyano.

10. The method according to claim 7 , wherein

R 4 is hydrogen, methyl, ethyl, vinyl or ethynyl.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 18, 2015
From: BAYER CROPSCIENCE AG
To: BAYER INTELLECTUAL PROPERTY GMBH
Reel/Frame 035037/0128 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 30, 2012
From: ANGERMANN, ALFRED; FISCHER, REINER; LEHR, STEFAN; VOERSTE, ARND
To: BAYER CROPSCIENCE AG
Reel/Frame 027619/0942 →