Synergistic insecticidal compositions

Details Synergistic insecticidal compositions Synergistic insecticidal compositions

2000-03-09

2002-11-12

Qazi, Sabiha (Department: 1616)

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Ester doai

C514S522000, C514S521000, C514S590000, C564S290000, C558S417000

Reexamination Certificate

active

06479543

ABSTRACT:

BACKGROUND OF THE INVENTION
Insecticidal agents and compositions have been developed to control insect pests such as agrohorticultural pests, hygienic pests, or wood-eating pests and in practice have been used as a single or a mixed agent. However, economically efficient and ecologically safe insect control compositions are still being sought. Insecticidal compositions which allow for reduced effective dosage rates, increased environmental safety and lower incidence of insect resistance are highly desirable. Although the rotational application of insect control agents having different modes of action may be adopted for good pest management practice, this approach does not necessarily give satisfactory insect control. Further, even though combinations of insect control agents have been studied, a high synergistic action has not always been found. Obtaining an insecticidal composition which demonstrates no cross-resistance to existing insecticidal agents, no toxicity problems and little negative impact on the environment is extremely difficult.
Therefore, it is an object of this invention to provide a synergistic insecticidal composition which demonstrates a high controlling effect with concomittant reduced crop production cost and reduced environmental load.
It is another object of this invention to provide methods for synergistic insect control and enhanced crop protection.
SUMMARY OF THE INVENTION
The present invention provides a synergistic insecticidal composition comprising as essential active ingredients a synergistically effective amount of a neuronal sodium channel antagonist in combination with one or more compounds selected from the group consisting of pyrethroids, pyrethroid-type compounds, recombinant nucleopolyhedroviruses capable of expressing an insect toxin, organophosphates, carbamates, formamidines, macrocyclic lactones, amidinohydrazones, GABA (gamma-aminobutyric acid) antagonists, and acetylcholine receptor ligands.
The present invention also provides a method for synergistic insect control which comprises contacting said insect with a synergistically effective amount of a neuronal sodium channel antagonist in combination with one or more compounds selected from the group consisting of pyrethroids, pyrethroid-type compounds, recombinant nucleopolyhedroviruses capable of expressing an insect toxin, organophosphates, carbamates, formamidines, macrocyclic lactones, amidinohydrazones, GABA antagonists and acetylcholine receptor ligands.
The present invention further provides a method for the enhanced protection of plants from infestation and attack by insects.
DETAILED DESCRIPTION OF THE INVENTION
Definitions
“Acetylcholine receptor ligand compound” as used in this application means a compound which is capable of binding to the acetylcholine receptor site.
“Group A” as used in this application means insecticidal
1) pyrethroid compounds;
2) pyrethroid-type compounds;
3) recombinant nucleopolyhedroviruses capable of expressing an insect toxin;
4) organophosphate compounds;
5) carbamate compounds;
6) formamidine compounds;
7) macrocyclic lactone compounds;
8) amidinohydrazone compounds;
9) GABA antagonist compounds; and
10) acetylcholine receptor ligand compounds.
“Haloalkyl” as used in this application means an alkyl group C
x
H
2x+1
having 1 to 2x+1 halogen atoms which may be the same or different. Similarly, the terms “haloalkenyl”, “haloalkynyl”, “haloalkoxy”, “halophenyl” and the like mean mono- to perhalogen substitution wherein the halogens may be the same or different.
“Halogen” as used in this application means Cl, Br, I or F.
“Neuronal sodium channel antagonist” as used in this application means a compound which is capable of preventing the ability of a neuron cell to transfer sodium ions across the cell membrane.
“Pyrethroid-type compounds” as used in this application means those compounds characterized by a non-ester linked aryl-phenoxybenzyl moiety.
“Synergism” as used in this application means a cooperative action encountered in a combination of two or more biologically active components in which the combined activity of the two or more components exceeds the sum of the activity of each component alone.
Surprisingly, it has now been found that a composition which comprises a combination of a neuronal sodium channel antagonist and a second insecticidal ingredient provides superior insect control at lower levels of the combined active agents than may be achieved when the neuronal sodium channel antagonist or the second insecticidal ingredient is applied alone.
As previously stated, the term neuronal sodium channel antagonist designates a compound which is capable of preventing the ability of a neuron cell to transfer sodium ions across the cell membrane. A neuron cell thus affected is unable to fire, resulting in paralysis, and ultimately mortality, in the target host. Descriptions of neuronal sodium channel antagonists and their mode of action may be found in Pesticide Biochemistry and Physiology, 60: 177-185 or Archives of Insect Biochemistry and Physiology, 37: 91-103.
Neuronal sodium channel antagonists include compounds such as those described in U.S. Pat. Nos. 5,543,573; 5,708,170; 5,324,837 and 5,462,938, (the description of which are hereby incorporated by reference) among other publications. Exemplary of the neuronal sodium channel antagonist compounds useful in the composition of this invention are those compounds having the structural formula
wherein A is CR
4
R
5
or NR
6
;
W is O or S;
X, Y, Z, X′, Y′ and Z′ are each independently H; halogen; OH; CN; NO
2
; C
1
-C
6
alkyl optionally substituted with one or more halogen, C
1
-C
3
alkoxy, C
1
-C
3
haloalkoxy, C
3
-C
6
cycloalkyl, C
2
-C
6
alkenyloxy or sulfonyloxy groups; C
1
-C
6
alkoxy optionally substituted with one or more halogen, C
1
-C
3
alkoxy or C
3
-C
6
cycloalkyl groups; C
1
-C
6
alkoxycarbonyl, C
3
-C
6
cycloalkylcarbonyloxy, phenyl optionally substituted with one or more halogen, C
1
-C
4
alkyl, or C
1
-C
4
alkoxy groups; aminocarbonyloxy optionally substituted with one or more C
1
-C
3
alkyl groups; C
1
-C
6
alkoxycarbonyloxy; C
1
-C
6
alkylsulfonyloxy; C
2
-C
6
alkenyl; or NR
12
R
13
;
m, p and q are each independently an integer of 1, 2, 3, 4, or 5;
n is an integer of 0, 1 or 2;
r is an integer of 1 or 2;
t is an integer of 1, 2, 3 or 4;
R, R
1
, R
2
, R
3
, R
4
and R
5
are each independently H or C
1
-C
4
alkyl;
R
6
is H, C
1
-C
6
alkyl, C
1
-C
6
haloalkyl, C
1
-C
6
alkoxyalkyl, C
1
-C
6
alkoxy, C
1
-C
6
haloalkoxy, C
2
-C
6
alkenyl, C
2
-C
6
alkynyl, C
1
-C
6
alkylcarbonyl, C
1
-C
6
alkoxy-carbonyl, C
1
-C
6
alkylthio, or C
1
-C
6
haloalkylthio;
R
7
and R
8
are each independently H; halogen; C
1
-C
6
alkyl; C
1
-C
6
alkylcarbonyloxy; or phenyl optionally substituted with one or more halogen, CN, NO
2
, C
1
-C
6
alkyl, C
2
-C
6
haloalkyl, C
1
-C
6
alkoxy or C
1
-C
6
haloalkoxy groups;
R
9
and R
10
are each independently H, or C
1
-C
4
alkyl;
R
11
is H, C
1
-C
6
alkyl, C
1
-C
6
haloalkyl, C
1
-C
4
alkyl-carbonyl, C
1
-C
6
alkoxycarbonyl, or C
1
-C
6
halo-alkoxycarbonyl;
R
12
and R
13
are each independently H or C
1
-C
6
alkyl;
G is H; C
1
-C
6
alkyl optionally substituted with one or more halogen, C
1 -C
4
alkoxy, C
1
-C
6
haloalkoxy, CN, NO
2
S(O)
u
R
14
, COR
15
, CO
2
R
16
, phenyl or C
3
-C
6
cycloalkyl groups; C
1
-C
6
alkoxy; C
1
-C
6
haloalkoxy; CN; NO
2
; S(O)
u
R
17
; COR
18
; CO
2
R
19
; phenyl optionally substituted with one or more halogen, CN, C
1
-C
3
halo-alkyl, or C
1
-C
3
haloalkoxy groups; C
3
-C
6
cycloalkyl; or phenylthio;
Q is phenyl optionally substituted with one or more halogen, CN, SCN, NO
2
, S(O)
u
R
20
, C
1
-C
4
alkyl, C
1
-C
4
haloalkyl, C
1
-C
4
alkoxyalkyl, C
1
-C
6
alkoxy, C
1
-C
6
haloalkoxy, or NR
21
R
22
groups;
u is an integer of 0, 1 or 2;
R
14
, R
15
, R
16
, R
18
, R
19
, R
21
and R
22
are each independently H or C
1
-C
6
alkyl;
R
17
and R
20
are each independently C
1
-C
6
alkyl or C
1
-C
6
haloalkyl;
R
33
is CO
2
R
34
;
R
34
is H, C
1
-C
6
alkyl, C
1
-C
6
haloalkyl, phenyl or halophen

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