Claims
- 1. A method of controlling an invertebrate pest, comprising contacting said pest with an effective pest-controlling amount of a compound having the formula: ##STR162## wherein R is H, CH.sub.3 (CH.sub.2).sub.n, which may be branched or unbranched, and wherein n=0-10, C.sub.6 H.sub.5 (CH.sub.2).sub.m, wherein m=0-10,
- and X= ##STR163## wherein Q.sub.1, Q.sub.2, Q.sub.3 and Q.sub.4 are the same or different and may be C, S, N or O, with the proviso that at least one of Q.sub.1, Q.sub.2, Q.sub.3 and Q.sub.4 are N;
- R.sub.4 is hydrogen; methyl; phenyl optionally substituted with halogen, methoxy or C.sub.1-6 alkyl; cyclopropyl or C.sub.1-6 alkyl;
- - - - - is a single or double bond; and
- R.sub.7 is a single bond, --C.dbd.O or CH.sub.2 ;
- R.sub.8 is phenyl, C.sub.1-6 alkyl-substituted phenyl;
- or Q.sub.2 and R.sub.4 form a phenyl ring;
- or X= ##STR164## wherein W=(CH.sub.2).sub.n, wherein n=0-4 or O, or X= ##STR165## wherein R.sub.6 is hydrogen, methyl, amino or nitro;
- R.sub.7 is methylene, --CO.sub.2 --CH.sub.2 --CH.sub.2 --, --CO.sub.2 CH.sub.2 CH.sub.2 C.sub.6 H.sub.5 -- or --CH.sub.2 --NCH.sub.2 --CO--CH.sub.2 --NH--CO--R.sub.16 -- and
- R.sub.16 is --CH.sub.2 --CH.sub.2 --, CH.sub.2 NH--CO--CH.sub.2 -- or CH.sub.2 --NH--CO--CH.sub.2 --NH--CO--CH.sub.2
- or X= ##STR166## wherein R.sub.9 is --CH.sub.2 NHCO--CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 --, --CH.sub.2 --NCH.sub.3 --CO--CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 or --CO--O--CH.sub.2 --CH.sub.2 C.sub.6 H.sub.5 --NH--CO--CH.sub.2 --CH.sub.2 --CH.sub.2 --CH.sub.2 --
- and Y= ##STR167## wherein R.sub.1 is a single bond, S, --O--CO-- and
- R.sub.2 and R.sub.3 are hydrogen, halogen, CN, CF.sub.3, NO.sub.2, N.sub.3, OR, CONH.sub.2, CO.sub.2 R, C.sub.1-6 alkyl, NR.sub.10 R.sub.11, NHCOR.sub.11, NHCO.sub.2 R.sub.12, ##STR168## wherein R.sub.13, R.sub.14 and R.sub.15 are H or C.sub.1-6 alkyl and M=(CH.sub.2).sub.x wherein x=1-8, --CH=CH--, or --C--C--, C.sub.1-6 alkyl, C.sub.3-8 cycloalkyl, C.sub.1-4 alkoxy, C.sub.1-6 alkynyl, amino, acylamido or Sn(CH.sub.3).sub.3 wherein R.sub.10, R.sub.11 and R.sub.12 are C.sub.1-6 alkyl.
- 2. The method of claim 1, wherein X is ##STR169## wherein Q.sub.1, Q.sub.2, Q.sub.3 and Q.sub.4 are the same or different and may be C, S, N or O, with the proviso that at least one of Q.sub.1, Q.sub.2, Q.sub.3 and Q.sub.4 are N;
- R.sub.4 is hydrogen; methyl; phenyl optionally substituted with halogen or methoxy; cyclopropyl or C.sub.1-4 alkyl;
- - - - - is a single or double bond; and
- R.sub.7 is a single bond --CO or --COO;
- or Q.sub.2 and R.sub.4 form a phenyl ring.
- 3. The method of claim 1, wherein X is ##STR170## wherein W=(CH.sub.2).sub.n, wherein n=0-4, or O.
- 4. The method of claim 1, wherein X is ##STR171## wherein R.sub.6 is hydrogen, methyl, amino or nitro;
- R.sub.7 is methylene, --CO.sub.2 --CH.sub.2 --CH.sub.2 --, --CO.sub.2 CH.sub.2 CH.sub.2 C.sub.6 H.sub.5 -- or --CH.sub.2 --NCH.sub.3 --CO--CH.sub.2 --NH--CO--R.sub.16 -- and
- R.sub.16 is --CH.sub.2 --CH.sub.2 --, CH.sub.2 NH--CH.sub.2 -- or CH.sub.2 --NH--CO--CH.sub.2 --NH--CO--CH.sub.2 --.
- 5. The method of claim 1, wherein X is ##STR172## wherein R.sub.9 is --CH.sub.2 NHCO--CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 --, --CH.sub.2 --NCH.sub.3 --CO--CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 -- or --CO--O--CH.sub.2 --CH.sub.2 C.sub.6 H.sub.5 --NH--CO--CH.sub.2 --CH.sub.2 --CH.sub.2 --CH.sub.3 --
- 6. A method for inhibiting the feeding of an invertebrate pest comprising contacting said pest with an effective feeding-inhibiting amount of a compound having the formula: ##STR173## wherein R is H, CH.sub.3 (CH.sub.2).sub.n, which may be branched or unbranched, and wherein n=0-10, C.sub.6 H.sub.5 (CH.sub.2).sub.m, wherein m=0-10,
- and X= ##STR174## wherein Q.sub.1, Q.sub.2, Q.sub.3 and Q.sub.4 are the same or different and may be C, S, N or O, with the proviso that at least one of Q.sub.1, Q.sub.2, Q.sub.3 and Q.sub.4 are N;
- R.sub.4 is hydrogen; methyl; phenyl optionally substituted with halogen, methoxy or C.sub.1-6 alkyl; cyclopropyl or C.sub.1-6 alkyl;
- - - - - is a single or double bond; and
- R.sub.7 is a single bond, --C.dbd.O or CH.sub.2 ;
- R.sub.8 is phenyl, C.sub.1-6 alkyl-substituted phenyl;
- or Q.sub.2 and R.sub.4 form a phenyl ring;
- or X= ##STR175## wherein W=(CH.sub.2).sub.n, wherein n=0-4 or O, or X= ##STR176## wherein R.sub.6 is hydrogen, methyl, amino or nitro;
- R.sub.7 is methylene, --CO.sub.2 --CH.sub.2 --CH.sub.2 --, --CO.sub.2 CH.sub.2 CH.sub.2 C.sub.6 H.sub.5 -- or --CH.sub.2 --NCH.sub.3 --CO--CH.sub.2 --NH--CO--R.sub.16 -- and
- R.sub.16 is --CH.sub.2 --CH.sub.2 --, CH.sub.2 NH--CO--CH.sub.2 -- or CH.sub.2 --NH--CO--CH.sub.2 --NH--CO--CH.sub.2 --
- or X= ##STR177## wherein R.sub.9 is --CH.sub.2 NHCO--CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 --, --CH.sub.2 --NCH.sub.3 --CO----CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 or --CO--O--CH.sub.2 C.sub.6 H.sub.5 --NH--CO--CH.sub.2 --CH.sub.2 --CH.sub.2 --CH.sub.2 --
- and Y= ##STR178## wherein R.sub.1 is a single bond, S, O--CO or --COO-- and
- R.sub.2 and R.sub.3 are hydrogen, halogen, CN, CF.sub.3, NO.sub.2, N.sub.3, OR, CONH.sub.2, CO.sub.2 R, C.sub.1-6 alkyl, NR.sub.10 R.sub.11, NHCOR.sub.11, NHCO.sub.2 R.sub.12, ##STR179## wherein R.sub.13, R.sub.14 and R.sub.15 are H or C.sub.1-6 alkyl and M=(CH.sub.2).sub.x wherein x=1-8, --CH=CH--, or --C.tbd.C--, C.sub.1-6 alkyl, C.sub.3-8 cycloalkyl, C.sub.1-4 alkoxy, C.sub.1-6 alkynyl, amino, acylamido or Sn(CH.sub.3).sub.3 wherein R.sub.10, R.sub.11 and R.sub.12 are C.sub.1-6 alkyl.
- 7. The method of claim 6, wherein X is ##STR180## wherein Q.sub.1, Q.sub.2, Q.sub.3 and Q.sub.4 are the same or different and may be C, S, N or O, with the proviso that at least one of Q.sub.1, Q.sub.2, Q.sub.3 and Q.sub.4 are N;
- R.sub.4 is hydrogen; methyl; phenyl optionally substituted with halogen or methoxy; cyclopropyl or C.sub.1-4 alkyl;
- - - - - is a single or double bond; and
- R.sub.7 is a single bond --CO or --COO;
- or Q.sub.2 and R.sub.4 form a phenyl ring.
- 8. The method of claim 6, wherein X is ##STR181## wherein W is (CH.sub.2).sub.n, wherein n=0-4, or O.
- 9. The method of claim 6, wherein X is ##STR182## wherein R.sub.6 is hydrogen, methyl, amino or nitro;
- R.sub.7 is methylene, --CO.sub.2 --CH.sub.2 --CH.sub.2 --, --CO.sub.2 CH.sub.2 CH.sub.2 C.sub.6 H.sub.5 -- or --CH.sub.2 --NCH.sub.3 --CO--CH.sub.2 --NH--CO--R.sub.16 -- and
- R.sub.16 is --CH.sub.2 --CH.sub.2 --, CH.sub.2 NH--CO--CH.sub.2 -- or CH.sub.2 --NH--CO--CH.sub.2 --NH--CO--CH.sub.2 --.
- 10. The method of claim 6, wherein X is ##STR183## wherein R.sub.9 is --CH.sub.2 NHCO--CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 --, --CH.sub.2 --NCH.sub.3 --CHO--CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 or --CO--O--CH.sub.2 --CH.sub.2 C.sub.6 H.sub.5 --NH--CO--CH.sub.2 --CH.sub.2 --CH.sub.2 CH.sub.2 --.
Parent Case Info
This application is a continuation-in-part of 08/706,263, filed Sep. 4, 1996, pending, and is a continuation-in-part of 08/701,503, filed Aug. 22, 1996, pending, which is a continuation-in-part of 08/506,541, filed Jul. 24, 1995, pending, which is a continuation-in-part of 08/436,970, filed May 8, 1995, now U.S. Pat. No. 5,736,123, which is a continuation-in-part of 07/972,472, filed Aug. 9, 1991, now U.S. Pat. No. 5,413,779, which is a continuation-in-part of 07/564,755, filed Aug. 9, 1990, now U.S. Pat. No. 5,128,118, all of which are herein incorporated by reference in their entirety. Also incorporated herein by reference in its entirety is U.S. Pat. No. 5,366,975, issued Nov. 22, 1994.
GOVERNMENT SUPPORT
This work was supported in part by grant No. DA05477 from the National Institute on Drug Abuse. The government may have certain rights in the invention.
US Referenced Citations (7)
Non-Patent Literature Citations (1)
Entry |
Maarten E. A. Reith et al., "Structural Requirements for cocaine congeners to interact with Dopamine and serotonin uptake sites in mouse brain and to induce stereotyped behavior", Biochemical Pharmacology, vol. 35, No. 7, pp. 1123-1129, 1986. |
Continuation in Parts (5)
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Number |
Date |
Country |
Parent |
706263 |
Sep 1996 |
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Parent |
506541 |
Jul 1995 |
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Parent |
436970 |
May 1995 |
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Parent |
972472 |
Aug 1991 |
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Parent |
564755 |
Aug 1990 |
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