Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Heterocyclic carbon compounds containing a hetero ring...
Patent
1994-09-22
1996-05-07
Gupta, Yogendra N.
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Heterocyclic carbon compounds containing a hetero ring...
514 80, 514 84, 514243, 514182, 514183, 514184, 514215, A61K 3153, C07D25306, C07D25310
Patent
active
055146783
DESCRIPTION:
BRIEF SUMMARY
This application is 371 of PCT/US93/02434 filed Mar. 18, 93.
U.S. Pat. No. 4,070,365 discloses insecticidally active amides that do not, however, suggest the particular compounds of this invention.
SUMMARY OF THE INVENTION
This invention pertains to amides of Formula I, including all geometric and stereoisomers, suitable salts thereof, compositions containing them and use of such compounds to control arthropods in both agronomic and nonagronomic environments. The term "compounds" will be understood to include all such isomers and salts thereof. The compounds are: ##STR2## wherein Q is selected from the group ##STR3## A is H; E is selected from the group H and C.sub.1 -C.sub.3 alkyl; E being other than H when Q is Q-7; or --O--, --S--, --S(O)--, --S(O).sub.2 --, --NR.sup.7 --, --OCH.sub.2 --, --SCH.sub.2 --, --N(R.sup.7)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; CH.sub.2 -- or --CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 --, each group optionally substituted with one or more members independently selected from the group halogen, NO.sub.2, CN, C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 haloalkyl, OH, OR.sup.6 and C(O).sub.2 R.sup.19 ; ##STR4## X is selected from the group O and S; Y is selected from the group H; C.sub.1 -C.sub.6 alkyl; benzyl; C.sub.2 -C.sub.6 alkenyl; C.sub.2 -C.sub.6 alkynyl; C.sub.1 -C.sub.6 alkyl substituted by halogen, C.sub.1 -C.sub.3 alkoxy, C.sub.1 -C.sub.3 haloalkoxy, CN, NO.sub.2, S(O).sub.r R.sup.30, P(X)(OR.sup.25).sub.2, C(O)R.sup.30, C(O).sub.2 R.sup.30 and phenyl optionally substituted by halogen, CN, C.sub.1 -C.sub.2 haloalkyl and C.sub.1 -C.sub.2 haloalkoxy; C.sub.3 -C.sub.6 cycloalkyl; C.sub.3 -C.sub.6 halocycloalkyl; C.sub.4 -C.sub.6 cycloalkylalkyl; CHO; C.sub.2 -C.sub.6 alkylcarbonyl; C.sub.2 -C.sub.6 alkoxycarbonyl; C.sub.2 -C.sub.6 haloalkylcarbonyl; C(O)R.sup.33 ; C(O).sub.2 R.sup.33 ; C(S)R.sup.26 ; C(S)R.sup.33 ; C(O)C(O).sub.2 R.sup.25 ; C(O)CH.sub.2 C(O).sub.2 R.sup.25 ; S(O).sub.r R.sup.30 ; S(O).sub.2 CH.sub.2 C(O).sub.2 R.sup.25 ; P(X) (OR.sup.25).sub.2 ; phenylthio; R.sup.11 OC(O)N(R.sup.12)S--; R.sup.13 (R.sup.14)NS--; N.dbd.CR.sup.9 R.sup.10 ; OR.sup.8 ; NR.sup.8 R.sup.9 ; and R.sup.38 ; Y being R.sup.38 when Q is Q-9; Y being other than N.dbd.CR.sup.9 R.sup.10, OR.sup.8, and NR.sup.8 R.sup.9 when Q is Q-8 and A and E are taken together as --CH.sub.2 --; -C.sub.3 alkoxy, CN, and NO.sub.2 ; -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.3 -C.sub.6 haloalkynl, 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, halogen, CN, N.sub.3, SCN, NO.sub.2, OR.sup.16, SR.sup.16, S(O)R.sup.16, S(O).sub.2 R.sup.16, OC(O)R.sup.16, OS(O).sub.2 R.sup.16, C(O)R.sup.16, C(O).sub.2 R.sup.16, C(O)NR.sup.16 R.sup.17, S(O).sub.2 NR.sup.16 R.sup.17, NR.sup.16 R.sup.17, NR.sup.17 C(O)R.sup.16, OC(O) NHR.sup.16, NR.sup.17 C(O)NHR.sup.16, NR.sup.17 S(O).sub.2 R.sup.16, phenyl optionally substituted with 1 to 3 substituents independently selected from W, and benzyl optionally substituted with 1 to 3 substituents independently selected from W; or when m or n is 2, (R.sup.1).sub.2 are taken together, 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; provided that when R.sup.1 or R.sup.2 is S(O) R.sup.16, S(O).sub.2 R.sup.16, OC(O)R.sup.16, NR.sup.17 S(O).sub.2 R.sup.16 or OS(O).sub.2 R.sup.16 then R.sup.16 is other than H; N(R.sup.21)R.sup.22, C(R.sup.31).dbd.N--O--R.sup.32, 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 alkoxyalkyl, C.sub.3 -C.sub.8 alkoxycarbonylalkyl, C(O)
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Amoo Victor E.
Annis Gary D.
March, Jr. Robert W.
E. I. Du Pont de Nemours and Company
Gupta Yogendra N.
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