Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Nitrogen containing other than solely as a nitrogen in an...
Patent
1991-05-20
1993-01-26
Dentz, Bernard
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Nitrogen containing other than solely as a nitrogen in an...
514530, 514521, 514588, 558404, 560 28, 560 34, 564 20, 564 21, 564 36, A01N 4734, A01N 4730, C07C28112, C07C33708
Patent
active
051823039
DESCRIPTION:
BRIEF SUMMARY
BACKGROUND OF THE INVENTION
U. S. Pat. No. 4,547,524 discloses benzoyl hydrazone derivatives as insecticides.
WO 8800197 discloses as part of a broader scope substituted semicarbazones derived from chromanones and thiochromanones as intermediates used in the preparation of insecticides.
EP-3,913 discloses substituted benzophenone hydrazones to be useful as insecticides.
EP-26,040 discloses a broad scope of substituted hydrazones to be useful as insecticides.
EP-254,461 discloses N-substituted hydrazones to be useful as insecticides.
J. Ind. Chem. Soc. 37, Pages 443 to 50 (1960) discloses a compound of the formula: ##STR1## but no utility therefor.
SUMMARY OF THE INVENTION
This invention pertains to compounds of Formula I, including all geometric isomers, stereoisomers, and agronomically and nonagronomically suitable salts thereof, compositions containing them, and their use as agronomic and nonagronomic arthropodicides: ##STR2## wherein: Q is ##STR3## A is (CH.sub.2).sub.t, O, S(O).sub.q, NR.sub.7, OCH.sub.2 or S(O).sub.q CH.sub.2, wherein, each carbon individually can be substituted with 1 to 2 substituents selected from 1 to 2 halogen, C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.6 cycloalkyl, C.sub.3 -C.sub.6 halocycloalkyl, C.sub.4 -C.sub.7 alkylcycloalkyl, C.sub.2 -C.sub.4 alkoxycarbonyl, or phenyl optionally substituted with 1 to 3 substituent independently selected from W; N.sub.3, SCN, OR.sub.8, SR.sub.8, SOR.sub.8, SO.sub.2 R.sub.8, NR.sub.8 R.sub.9, C(O)R.sub.8, CO.sub.2 R.sub.8, C(O)NR.sub.8 R.sub.9, OC(O)R.sub.8, OCO.sub.2 R.sub.8, OC(O)NR.sub.8 R.sub.9, NR.sub.9 C(O)R.sub.8, NR.sub.9 C(O)NR.sub.8 R.sub.9, OSO.sub.2 R.sub.8, NR.sub.9 SO.sub.2 R.sub.8, or when m is 2, R.sub.1 is optionally 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 is optionally substituted with 1 to 4 halogen atoms or 1 to 2 methyl groups, or when n is 2, R.sub.2 is optionally 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 1 to 4 halogens or 1 to 2 methyl groups: R.sub.2 being other than CH.sub.3 when R.sub.1, R.sub.3 and R.sub.4 are H and A is CH.sub.2 ; -C.sub.6 alkylcycloalkyl, C.sub.2 -C.sub.6 alkenyl, C.sub.2 -C.sub.6 haloalkenyl, C.sub.2 -C.sub.6 alkynyl, C.sub.2 -C.sub.6 haloalkynyl, C.sub.2 -C.sub.6 alkoxyalkyl, C.sub.2 -C.sub.6 cyanoalkyl, C.sub.3 -C.sub.8 alkoxycarbonylalkyl, OR.sub.8, S(O).sub.q R.sub.8, NR.sub.8 R.sub.9, CN, CO.sub.2 R.sub.8, C(O)R.sub.8, C(O)NR.sub.8 R.sub.9, C(S)NR.sub.8 R.sub.9, C(S)R.sub.8, C(S)SR.sub.8, phenyl optionally substituted with (R.sub.10).sub.p or benzyl optionally substituted with 1 to 3 substituents independently selected from W or R.sub.3 is C.sub.3 -C.sub.6 cycloalkyl optionally substituted with 1 to 2 halogens or 1 to 2 CH.sub.3 ; -C.sub.6 alkenyl, C2-C6 haloalkenyl, C2-C6 alkynyl, C.sub.2 -C.sub.6 haloalkynyl, C.sub.2 -C.sub.6 alkoxyalkyl, C.sub.2 -C.sub.6 cyanoalkyl, phenyl optionally substituted with (R.sub.10).sub.p or benzyl optionally substituted with 1 to 3 substituents independently selected from W; -C.sub.22 alkoxyalkyl, C.sub.2 -C.sub.22 alkylcarbonyl, C.sub.2 -C.sub.22 alkoxycarbonyl, C.sub.2 -C.sub.22 haloalkyl carbonyl, C.sub.2 -C.sub.22 haloalkoxycarbonyl, SR.sub.11, CHO, C.sub.1 -C.sub.4 alkylsulfonyl, phenylsulfonyl optionally substituted with 1 to 3 substituents independently selected from W; C.sub.7 -C.sub.15 phenoxycarbonyl optionally substituted with 1 to 3 substituents selected from W; C.sub.7 -C.sub.15 phenylcarbonyl optionally substituted with 1 to 3 substituents independently selected from W; C(O)CO.sub.2 C.sub.1 to C.sub.4 alkyl, C.sub.8 -C.sub.12 benzyloxycarbonyl optionally substituted with 1 to 3 substituents independently selected from W; or R.sub.5 and R.sub.6 are independently phenyl optionally substituted with 1 to 3 substituents independently selected from W, or benzyl optionally substituted with 1 to 3 substituents independently selected from W; W; SR.sub.8, SOR.sub.8,
REFERENCES:
patent: 4547524 (1985-10-01), Kaneko
patent: 4593027 (1986-06-01), Mulder et al.
J. Indian Chem. Soc., 37, pp. 443-450 (1960).
Misra et al., J. Indian Chem. Soc., 52(10) pp. 981-982 (1975); Chem. Abst. vol. 84, 73957m (1976).
Lundquist, J. Chem. Soc. (C), pp. 63-66 (1970).
Treibs et al., Berichte, 86(5), pp. 616-625 (1953).
Daub John P.
Lahm George P.
Marlin Bradford S.
Costello James A.
Dentz Bernard
E. I. Du Pont de Nemours and Company
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