IP Library Granted Patent US 9,320,278
Granted Patent B2
US 9,320,278 · App. 14/421,878 · Granted Apr 26, 2016

Methods of controlling insects

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Quick Facts
Patent No.
US 9,320,278
App. No.
14/421,878
Granted
Apr 26, 2016
Kind
B2
Abstract

The present invention relates to methods, preferably for controlling and/or preventing infestation of boll weevil in cotton, comprising applying to a crop of cotton plants, the locus thereof, or propagation material thereof, a compound of formula (I), wherein -B 1 -B 2 -B 3 - is —C═N—O—, —C═N—CH 2 —, —C═CH—O— or —N—CH 2 —CH 2 —; L is a direct bond or methylene; A 1 and A 2 are C—H, or one of A 1 and A 2 is C—H and the other is N; X 1 is group X R 1 is C 1 -C 4 alkyl, C 1 C 4 aloalkyl or C 3 -C 6 cycloalkyl; R 2 is chlorodifluoromethyl or trifluoromethyl; each R 3 is independently bromo, chloro, fluoro or trifluoromethyl; R 4 is hydrogen, halogen, methyl, halomethyl or cyano; R 5 is hydrogen; or R 4 and R 5 together form a bridging 1,3-butadiene group; p is 2 or 3.

Claims (142)

1. A method for controlling and/or preventing infestation of insects, the method comprising applying to a crop of cotton plants, the locus thereof, or propagation material thereof, a compound of formula (Ia) or (Ib)

wherein X 1 , R 1 , R 4 and R 5 in the compound of formula (Ia) have the following definitions

Stereo-

Stereo-

chemistry

chemistry

X1

R1

R4

R5

at **

at *

A1

3,4,5-

2,2,2-

CH3

H

S

R/S

trichloro-

tri-

phenyl

fluoro-

ethyl

A5

3 5-

Ethyl

CH3

H

S

R/S

dichloro-

4-fluoro-

phenyl

A10

3-chloro-5-

2,2,2-

CH3

H

R/S

R

bromo

tri-

phenyl-

fluoro-

ethyl

A11

3-chloro-5-

ethyl

CH3

H

R/S

R/S

bromo-

phenyl

A12

3-chloro-5-

ethyl

CH3

H

R/S

R/S

trifluoro-

methyl-

phenyl

A14

3,5-

2,2-

CH3

H

S

R

dichloro-

di-

phenyl

fluoro-

ethyl

A15

3,5-

ethyl

CH3

H

R/S

S

trifluoro-

methyl-

4-chloro-

phenyl

A18

3-chloro-5-

ethyl

CH═CH—CH═CH

S

R

trifluoro-

methyl-

phenyl

A19

3 5-di-

ethyl

Cl

H

S

R

chloro-4-

fluorophenyl

A20

3 5-di-

ethyl

CH3

H

S

R

chloro-4-

fluorophenyl

and R/S indicates a racemic mixture,

or a compound of formula (Ib)

wherein X 1 and R 1 in the compound of formula (Ib) have the following definitions

Stereochemistry

Stereochemistry

X1

R1

at *

at **

A7

3,5-

ethyl

R/S

S

dichlorophenyl

A13

3,5-

2,2,2-

R/S

R/S

dichlorophenyl

trifluoroethyl

and R/S indicates a racemic mixture.

2. A method according to claim 1 , wherein the method is a method of controlling and/or preventing infestation of insects the family Curculionidae in cotton comprising applying to a crop of cotton plants, the locus thereof, or propagation material thereof.

3. A method according to claim 2 , wherein said insects are selected from the group consisting of a member of the genus Anthonomus and Anthonomus grandis.

4. A method according to claim 3 , wherein said insects are selected from the group consisting of Anthonomus corvulus, Anthonomus elutus, Anthonomus elongatus, Anthonomus eugenii, Anthonomus consors, Anthonomus haematopus, Anthonomus lecontei, Anthonomus molochinus, Anthonomus morticinus, Anthonomus musculus, Anthonomus nigrinus, Anthonomus phyllocola, Anthonomus pictus, Anthonomus pomorum, Anthonomus quadrigibbus, Anthonomus rectirostris, Anthonomus rubi, Anthonomus santacruzi, Anthonomus signatus, Anthonomus subfasciatus , and Anthonomus tenebrosus.

5. A method of protecting by controlling and/or preventing insect/pest infestation on a plot of at least five hectares comprising a crop of useful plants, susceptible to and/or under attack by insects/pests, including at one least insects/pests selected from a member of the family Curculionidae and Anthonomus grandis , said method comprising applying to said plant and/or said insects/pests a compound of formula (Ia) or formula (Ib) as defined in claim 1 in a pre-defined plot part that is between 0.5 to 20%, based on area, of the plot, provided said pre-defined plot part forms the outer border of the plot, wherein said insects/pests predominantly approach the plot from the periphery of the plot.

Assignments (2)
MERGER AND CHANGE OF NAME Recorded Mar 14, 2025
From: SYNGENTA PARTICIPATIONS AG; SYNGENTA PARTICIPATIONS AG
To: SYNGENTA CROP PROTECTION AG
Reel/Frame 070517/0654 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 4, 2015
From: EL QACEMI, MYRIEM; CASSAYRE, JEROME YVES
To: SYNGENTA PARTICIPATIONS AG
Reel/Frame 035571/0831 →