Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Heterocyclic carbon compounds containing a hetero ring...
Patent
1996-06-25
1998-03-17
Ford, John M.
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Heterocyclic carbon compounds containing a hetero ring...
544 66, 544 68, 544 73, 544 70, 544 69, 544 32, 544 34, 544 14, 544 9, 544 6, 5142228, 514214, 514 79, 514 80, 514 63, C07D27304, A01N 4388
Patent
active
057286930
DESCRIPTION:
BRIEF SUMMARY
The present invention comprises carboxanilides useful as arthropodicides and acaricides. WO 92/11249 pertains to insecticidal carboxanilides that do not suggest those of the instant invention.
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 to control arthropods in both agronomic and nonagronomic environments. The compounds are: ##STR2## wherein:
A is H;
E is selected from the group H and C.sub.1 -C.sub.3 alkyl; or
A and E are taken together to form a member selected from the group CH.sub.2, CH.sub.2 CH.sub.2, O, S(O).sub.r, NR.sup.6, OCH.sub.2, S(O).sub.r CH.sub.2, N(R.sup.6)CH.sub.2, substituted CH.sub.2, and substituted CH.sub.2 CH.sub.2, the substituents independently selected from 1-2 halogen and 1-2 methyl;
X and X.sup.1 are independently selected from the group O and S;
Y is selected from the group H, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 haloalkyl, 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.3 -C.sub.6 cycloalkyl, C.sub.3 -C.sub.6 halocycloalkyl, C.sub.4 -C.sub.7 cycloalkylalkyl, CHO, C(O)R.sup.14, C(O)OR.sup.14, C(S)R.sup.14, C(S)SR.sup.14, C(O)C(O)OR.sup.14, C(O)CH.sub.2 C(O)OR.sup.14, S(O).sub.r R.sup.14, S(O).sub.2 CH.sub.2 C(O)OR.sup.14, P(X.sup.1)(OR.sup.16).sub.2, S(O).sub.r N(R.sup.11)C(O)OR.sup.10, S(O).sub.r N(R.sup.12)R.sup.13, N.dbd.CR.sup.8 R.sup.9, OR.sup.7, NR.sup.7 R.sup.8 ; benzyl substituted with 1-3 substituents independently selected from W; and C.sub.1 -C.sub.6 alkyl substituted with 1-3 substituents independently selected from the group C.sub.1 -C.sub.3 alkoxy, C.sub.1 -C.sub.3 haloalkoxy, CN, NO.sub.2, S(O).sub.r R.sup.14, P(X.sup.1)(OR.sup.16).sub.2, C(O)R.sup.14, C(O)OR.sup.14 and phenyl substituted with 1-3 substituents independently selected from W;
Z is selected from the group O, S(O).sub.r and NR.sup.17 ;
R.sup.1 and R.sup.2 are independently selected from the group H, halogen, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 haloalkyl, 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, OR.sup.7, C.sub.2 -C.sub.6 alkoxyalkyl, C.sub.2 -C.sub.6 alkylthioalkyl, C.sub.1 -C.sub.6 nitroalkyl, C.sub.2 -C.sub.6 cyanoalkyl, C.sub.3 -C.sub.8 alkoxycarbonylalkyl, C.sub.3 -C.sub.6 cycloalkyl, C.sub.3 -C.sub.6 halocycloalkyl, CN, N.sub.3, SCN, NO.sub.2, SH, S(O).sub.r R.sup.14, OCHO, CHO, C(O)R.sup.14, C(O)OR.sup.14, C(O)NR.sup.14 R.sup.15, S(O).sub.2 NR.sup.14 R.sup.15, NR.sup.14 R.sup.15, NR.sup.15 C(O)R.sup.14, OC(O)NHR.sup.14, NR.sup.15 C(O)NHR.sup.14, NR.sup.15 S(O).sub.2 R.sup.14, SF.sub.5, phenyl substituted with 1-3 substituents independently selected from W, and benzyl substituted with 1-3 substituents independently selected from W; or when m or n is 2 and the two R.sup.1 groups or the two R.sup.2 groups are adjacent, (R.sup.1).sub.2 or (R.sup.2).sub.2 are taken together as --OCH.sub.2 O--, --OCF.sub.2 O--, --OCH.sub.2 CH.sub.2 O--, --CH.sub.2 C(CH.sub.3).sub.2 O--, --CF.sub.2 CF.sub.2 O-- or --OCF.sub.2 CF.sub.2 O-- to form a cyclic bridge;
R.sup.3 is selected from the group J, H, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 haloalkyl, 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.3 -C.sub.6 cycloalkyl, C.sub.4 -C.sub.7 cycloalkylalkyl, OR.sup.7, C.sub.3 -C.sub.8 alkoxycarbonylalkyl, CHO, C(O)R.sup.14, C(O)OR.sup.14, C(O)NR.sup.14 R.sup.15, C(S)NR.sup.14 R.sup.15, C(S)R.sup.14, C(S)SR.sup.14, CN, Si(R.sup.18)(R.sup.19)(R.sup.20), S(O).sub.r R.sup.14, P(X.sup.1)(OR.sup.16).sub.2, NR.sup.7 R.sup.8, phenyl substituted with (R.sup.21).sub.p, and benzyl substituted with 1-3 substituents independently selected from W; or R.sup.3 is C.sub.2 -C.sub.6 epoxyalkyl optionally substituted with 1-2 substituents independently selected from the group C.sub.1 -C.sub.3 alkyl, CN, C(O)R.sup.14, C(O)OR.sup.14 and phenyl substituted
E. I. Du Pont de Nemours and Company
Ford John M.
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