Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...
Patent
1992-07-31
1994-11-29
Brust, Joseph Paul
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Having -c-, wherein x is chalcogen, bonded directly to...
5483595, A01N 4356, A01N 4390, C07D23154, C07D47104
Patent
active
053691210
DESCRIPTION:
BRIEF SUMMARY
BACKGROUND OF THE INVENTION
1. Field of the Invention
This invention concerns arthropodicidal pyrazolines, pyrazolidines and hydrazines and their use to control arthropods.
2. State of the Art
These publications disclose insecticidal pyrazolines: WO 88/07,994, EPA 330,678, U.S. Pat. No. 4,070,365, and EPA 153,127. They are, however, not especially relevant to the class of pyrazolines described herein. These publications disclose pyrazolidines: J. Org. Chem., 1987, 52, 2277 and Chem. Soc. Japan, 1982, 55, 2450.
SUMMARY OF THE INVENTION
The invention pertains to compounds of Formula I including all geometric and stereoisomers, agriculturally suitable salts thereof, agricultural compositions containing them and their use for the control of arthropods in both agronomic and nonagronomic environments. The compounds are: ##STR2## wherein:
Q is attached to the carbon terminus of W and is selected from the group ##STR3##
W is selected from the group ##STR4## wherein: V is selected from the group O, S, NR.sup.11 and CH.sub.2 optionally substituted with 1-2 CH.sub.3 ; substituted with a group selected from C.sub.1 -C.sub.4 alkyl and CH.sub.2 optionally substituted with phenyl which is optionally substituted with R.sup.12 ; R.sup.7 ; R.sup.6, OC(O)NR.sup.7 R.sup.8, OC(O)OCH.sub.3, NR.sup.7 R.sup.8, phenyl optionally substituted with R.sup.9 and SO.sub.2 Ph optionally substituted with R.sup.9 ; -C.sub.6 alkoxyalkyl, CHO, C.sub.2 -C.sub.6 alkylcarbonyl, C.sub.2 -C.sub.6 alkoxycarbonyl, C.sub.2 -C.sub.6 haloalkylcarbonyl, C.sub.1 -C.sub.6 alkylthio, C.sub.1 -C.sub.6 haloalkylthio, phenylthio, R.sup.17 OC(O)N(R).sup.18 S and SN(R.sup.19)R.sup.20 ; -C.sub.3 alkylcarbonyl and C.sub.2 -C.sub.3 alkoxycarbonyl; haloalkyl, C.sub.2 -C.sub.4 alkoxycarbonyl, C.sub.2 -C.sub.4 haloalkylcarbonyl, C.sub.2 -C.sub.4 alkoxycarbonyl, C.sub.2 -C.sub.4 haloalkoxycarbonyl, C.sub.2 -C.sub.5 alkylcarbamoyl, C.sub.3 -C.sub.6 cycloalkyl, C.sub.3 -C.sub.6 halocycloalkyl, C.sub.4 -C.sub.7 alkylcycloalkyl, C.sub.4 -C.sub.7 haloalkylcycloalkyl, C.sub.1 -C.sub.4 alkylsulfonyl, C.sub.1 -C.sub.4 haloalkylsulfonyl and SO.sub.2 Ph; R.sup.16 are each independently selected from the group H, halogen, CN, C.sub.1 -C.sub.3 haloalkyl, C.sub.1 -C.sub.3 haloalkoxy and OS(O).sub.2 C.sub.1 -C.sub.3 haloalkyl; -C.sub.6 alkenyl, CO.sub.2 R.sup.13 and phenyl optionally substituted by (R.sup.14).sub.p ; -C.sub.6 alkenyl and phenyl optionally substituted with (R.sup.16).sub.s ; optionally substituted with R.sup.9, C.sub.2 -C.sub.4 alkenyl, C.sub.2 -C.sub.4 alkynyl, C.sub.1 -C.sub.3 haloalkyl, C.sub.2 -C.sub.4 haloalkenyl, C.sub.2 -C.sub.3 alkoxycarbonyl, C.sub.3 -C.sub.6 cycloalkyl and C.sub.2 -C.sub.3 alkylcarbonyl; or R.sup.6 is C.sub.1 -C.sub.3 alkyl substituted with a member selected from the group OCH.sub.3, OCH.sub.2 CH.sub.3, NO.sub.2, CN, CO.sub.2 CH.sub.3, CO.sub.2 CH.sub.2 CH.sub.3, SCH.sub.3 and SCH.sub.2 CH.sub.3 ; -C.sub.4 haloalkyl, C.sub.2 -C.sub.4 alkoxycarbonyl, phenyl optionally substituted with R.sup.10 and pyridyl optionally substituted with R.sup.10 ; CH.sub.2, CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2, or CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2 when X.sup.1 is NR.sup.6 R.sup.7 ; CH.sub.2, CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2, or CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2 ; -C.sub.4 haloalkyl, C.sub.1 -C.sub.3 alkylsulfonyl, C.sub.2 -C.sub.5 alkylcarbamoyl, C.sub.2 -C.sub.3 alkylcarbonyl, C.sub.2 -C.sub.3 haloalkylcarbonyl, C.sub.2 -C.sub.4 alkenyl, C.sub.2 -C.sub.4 haloalkenyl, C.sub.2 -C.sub.4 alkoxycarbonyl, phenyl optionally substituted with R.sup.15 and benzyl optionally substituted with R.sup.15 ; CH.sub.2 CH.sub.2 or CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2 ; selected from the group H, C.sub.1 -C.sub.6 alkyl and phenyl substituted by (R.sup.14).sub.p ;
In the above definitions, the term "alkyl", used either alone or in compounds words such as "alkylthio" or "haloalkyl", denotes straight chain or branched alkyl such as methyl, ethyl, n-propyl, isopropyl or the different butyl, pentyl, hexyl isomers. Alkoxy denotes methoxy, ethoxy, n-propyl
REFERENCES:
patent: 4070365 (1978-01-01), van Daalen et al.
patent: 4572914 (1986-02-01), van Hes et al.
patent: 4663341 (1987-05-01), Jacobson
patent: 4863947 (1989-09-01), Jacobson
patent: 4960784 (1990-10-01), Lahm
patent: 5091405 (1992-02-01), Stevenson
patent: 5109014 (1992-04-01), Jacobson
patent: 5276039 (1994-01-01), Lahm et al.
J. Org. Chem., 43(9):1664-1671 (1978).
J. Org. Chem., 46:1402-1409 (1981).
J. Org. Chem., 42(8):1389-1392 (1977).
J. Chem. Soc., Perkin I., pp. 2245-2249 (1981).
Harrison Charles R.
Lahm George P.
Brust Joseph Paul
Costello James A.
E. I. Du Pont de Nemours and Company
Gabilan Mary Susan H.
LandOfFree
Arthropodicidal pyrazolines, pyrazolidines and hydrazines does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Arthropodicidal pyrazolines, pyrazolidines and hydrazines, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Arthropodicidal pyrazolines, pyrazolidines and hydrazines will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-74417