Claims
- 1. A compound selected from the group consisting of compounds of the formula ##STR32## wherein one of R.sub.1 and R.sub.2 is --CN, and the other is --CF.sub.3, -A-B- is selected from the group consisting of ##STR33## wherein X is --O-- or --S--, R.sub.3 is alkyl of up to 12 carbon atoms optionally substituted with --OH, Y is --O--, --S--, or NH; R.sub.4 and R.sub.5 are individually selected from the group consisting of hydrogen and alkyl of up to 12 carbon atoms optionally substituted with at least one halogen and their non-toxic pharmaceutically acceptable acid addition salts.
- 2. A compound of claim 1 wherein Y is --O-- and -A-B- is ##STR34## and X and R.sub.3 are as defined in claim 1.
- 3. A compound of claim 1 wherein -A-B- is ##STR35## X is as defined in claim 1 and R.sub.3 is alkyl of 1 to 6 carbon atoms optionally substituted with --OH.
- 4. A compound of claim 3 wherein R.sub.3 is alkyl of 1 to 4 carbon atoms optionally substituted by --OH.
- 5. A compound of claim 1 wherein R.sub.2 is 3--CF.sub.3 and R.sub.1 is 4--CN.
- 6. A compound of claim 1 wherein R.sub.4 and R.sub.5 are individually hydrogen, ethyl, or --CF.sub.3.
- 7. A compound of the formula ##STR36## wherein R.sub.1, R.sub.2, R.sub.4, R.sub.5 and Y have the definitions of claim 1 and ##STR37## is ##STR38## X is --O-- or --S-- and R.sub.3i is R.sub.3 with reactive functions protected.
- 8. An anti-androgenic composition comprising an anti-androgenically effective amount of at least one compound of claim 1 and an inert pharmaceutical carrier.
- 9. A method of inducing anti-androgenic activity in warm-blooded animals comprising administering to warm-blooded animals an anti-androgenically effective amount of at least one compound of claim 1.
- 10. A method of claim 9 wherein Y is --O--, -A-B- is ##STR39## and X and R.sub.3 are as defined in claim 1.
- 11. A method of claim 9 wherein -A-B- is ##STR40## X is as defined in claim 1 and R.sub.3 is alkyl of 1 to 6 carbon atoms optionally substituted with --OH.
- 12. A method of claim 9 wherein R.sub.3 is alkyl of 1 to 4 carbon atoms optionally substituted by --OH.
- 13. A method of claim 9 wherein R.sub.2 is 3--CF.sub.3 and R.sub.1 is 4--CN.
- 14. A method of claim 9 wherein R.sub.4 and R.sub.5 are individually hydrogen, ethyl, or --CF.sub.3.
- 15. A compound of claim 1 selected from the group consisting of 4-(3-methyl-5-oxo-2-thioxo-1-imidazolidinyl)-2-(trifluoromethyl)-benzonitrile and 4-(4,4-diethyl-3-methyl-5-oxo-2-thioxo-1-imidazolidinyl)-2-(trifluoromethyl)-benzonitrile.
- 16. An anti-androgenic composition of claim 8 wherein the active compound is selected from the group consisting of 4-(3-methyl-5-oxo-2-thioxo-1-imidazolidinyl)-2-(trifluoromethyl)-benzonitrile and 4-(4,4-diethyl-3-methyl-5-oxo-2-thioxo-1-imidazolidinyl)-2-(trifluoromethyl)-benzonitrile.
- 17. A method of claim 9 wherein the compound is selected from the group consisting of 4-(3-methyl-5-oxo-2-thioxo-1-imidazolidinyl)-2-(trifluoromethyl)-benzonitrile and 4-(4,4-diethyl-3-methyl-5-oxo-2-thioxo-1-imidazolidinyl)-2-(trifluoromethyl)-benzonitrile.
Priority Claims (1)
Number |
Date |
Country |
Kind |
92 08432 |
Jul 1992 |
FRX |
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PRIOR APPLICATION
This application is a divisional of U.S. patent application Ser. No. 08/068,736 filed May 28, 1993 now U.S. Pat. No. 5,434,176.
US Referenced Citations (4)
Divisions (1)
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Number |
Date |
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Parent |
68736 |
May 1993 |
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