Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...
Patent
1989-10-02
1990-10-02
Ramsuer, Robert W.
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Having -c-, wherein x is chalcogen, bonded directly to...
514211, 514215, 5142222, 5142328, 514287, 514293, 514316, 514322, 540488, 540521, 540548, 540578, 544 63, 544 80, 544125, 544130, 544140, 546 64, 546 65, 546 82, 546187, 546199, 548369, 548370, A01N 4356, A01N 4390, C07D23154, C07D47104
Patent
active
049607847
DESCRIPTION:
BRIEF SUMMARY
BACKGROUND OF THE INVENTION
1. FIeld of the Invention
This invention pertains to substituted agricultural compositions containing them and a method for using the indazoles to control insects.
2. State of the Art
U.S. Pat. No. 4,070,365 discloses insecticidal compounds of the formula ##STR1## wherein R.sub.2 and R.sub.3 are independently alkyl, cycloalkyl, pyridyl or thienyl optionally substituted with halogen, alkyl or nitro, or a phenyl group optionally substituted with 1 or 2 substituents selected from halogen, alkyl, haloalkyl, cycloalkyl, alkylthio, alkoxy, mono or dialkylamino, nitro, phenyl optionally substituted with halogen, or cyano; dialkylamino alkylsulfonyl, acyl, acylamino, cyano, or a phenyl optionally substituted with halogen; and
U.S. Pat. No. 4,663,341 discloses insecticidal compounds of the formula ##STR2## wherein A is unsubstituted or substituted phenyl; and
SUMMARY OF THE INVENTION
This invention pertains to compounds of Formula I, including all geometric and stereoisomers, agriculturally suitable salts thereof, agricultural compositions containing them and their use as insecticides: ##STR3## wherein ##STR4## A is a 1. 2 or 3-atom bridge having 0 to 3 carbon atoms and 0 to 1 oxygen atom, NR.sub.6 group, or S(O).sub.q group, wherein each carbon individually can be substituted with 1 to 2 substituents selected from 1 to 2 halogen, C.sub.1 to C.sub.6 alkyl C.sub.2 to C.sub.4 alkoxycarbonyl or phenyl optionally substituted with 1 to 3 substituents selected from W and one of the carbon atoms can be C(O) or C(S); C.sub.6 alkenyl, C.sub.2 to C.sub.6 haloalkenyl, C.sub.2 to C.sub.6 alkynyl, OR.sub.7, C.sub.2 to C.sub.6 alkoxyalkyl, C.sub.2 to C.sub.6 cyanoalkyl, C.sub.3 to C.sub.8 alkoxycarbonylalkyl, CO.sub.2 R.sub.3, C(O)R.sub.3, C(O)NR.sub.3 R.sub.4, C(S)NR.sub.3 R.sub.4, C(S)R.sub.3, C(S)SR.sub.3, phenyl, phenyl substituted by (R.sub.5).sub.p, benzyl, or benzyl substituted with 1 to 3 substituents indePendently selected from W; haloalkyl, C.sub.1 to C.sub.2 alkoxy, C.sub.1 to C.sub.2 haloalkoxy, C.sub.1 to C.sub.2 alkylthio, C.sub.1 to C.sub.2 haloalkylthio, C.sub.1 to C.sub.2 alkylsulfonyl or C.sub.1 to C.sub.2 haloalkylsulfonyl; N.sub.3, SCN, NO.sub.2, OR.sub.3, SR.sub.3, SOR.sub.3, SO.sub.2 R.sub.3, OC(O)R.sub.3, OSO.sub.2 R.sub.3, CO.sub.2 R.sub.3, C(O)R.sub.3, C(O)NR.sub.3 R.sub.4, SO.sub.2 NR.sub.3 R.sub.4, NR.sub.3 R.sub.4, NR.sub.4 C(O)R.sub.3, OC(O)NHR.sub.3, NR.sub.4 C(O)NHR.sub.3, NR.sub.4 SO.sub.2 R.sub.3, or when m, n or p is 2, R.sub.1, R.sub.2 or R.sub.5 can be taken together to form a 5 or 6 membered fused ring as --OCH.sub.2 O--, --OCH.sub.2 CH.sub.2 O--, or --CH.sub.2 CH.sub.2 O--, each of which can be substituted with 1 to 4 halogen atoms or 1 to 2 methyl groups; C.sub.2 to C.sub.6 alkenyl, C.sub.2 to C.sub.6 haloalkenyl, C.sub.2 to C.sub.6 alkynyl, C.sub.2 to C.sub.6 haloalkynyl, C.sub.2 to C.sub.6 alkoxyalkyl, C.sub.2 to C.sub.6 alkylthioalkyl, C.sub.1 to C.sub.6 nitroalkyl , C.sub.2 to C.sub.6 cyanoalkyl, C.sub.3 to C.sub.8 alkoxycarbonylalkyl, C.sub.3 to C.sub.6 cycloalkyl, C.sub.3 to C.sub.6 halocycloalkyl, phenyl, benzyl, or phenyl or benzyl substituted with 1 to 3 substituents independently selected from W; together as (CH.sub.2).sub.4, (CH.sub.2).sub.5 or (CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2); C.sub.2 to C.sub.4 alkenyl, C.sub.2 to C.sub.4 haloalkenyl, phenyl, benzyl, phenyl optionally substituted with W or benzyl optionally substituted with W; CHO, C.sub.2 to C.sub.6 alkylcarbonyl, C.sub.2 to C.sub.6 alkoxycarbonyl, C.sub.2 to C.sub.6 haloalkylcarbonyl, C.sub.1 to C.sub.6 alkylthio, C.sub.1 to C.sub.6 haloalkylthio, phenylthio, or phenylthio substituted with 1 to 3 substituents independently selected from W.
Preferred compound (A) are those of Formula I wherein Q is ##STR5## X is O or S; X.sup.1 is O or S; alkoxycarbonyl, phenyl or phenyl substituted by 1-3 substituents selected from W; and
Preferred compounds (B) are preferred compounds (A) wherein C.sub.6 alkenyl, C.sub.2 to C.sub.6 alkynyl, C.sub.2 to C.sub.6 alkoxyalkyl, C.sub.3 to C.sub.8 alkoxycarbony
REFERENCES:
patent: 4070365 (1978-01-01), Daalen et al.
patent: 4663341 (1987-05-01), Jacobson
Lorand et al., J. Chem. Soc. Perkin Trans. I (1985), pp. 481-486.
Costello James A.
E. I. Du Pont de Nemours and Company
Ramsuer Robert W.
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