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Details for Patent: 4,161,540

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Details for Patent: 4,161,540

Title: Antiandrogenic agents and methods for the treatment of androgen dependent disease states
Abstract:This application relates to certain 4'-substituted and to 3',4'-disubstituted anilides, to methods for their preparation and to methods for their use as antiandrogens. These substituted anilides are useful in the treatment of androgen dependent disease states, such as benign prostatic hypertrophy, hirsutism, acne and the like.
Inventor(s): Neri; Rudolph O. (Hawthorne, NJ), Topliss; John G. (West Caldwell, NJ)
Assignee: Schering Corporation (Kenilworth, NJ)
Filing Date:Oct 03, 1977
Application Number:05/838,606
Claims:1. A method for the treatment of acne which comprises administering to an animal having acne a therapeutically effective quantity for treating acne of a substituted anilide having the structural formula: ##STR27## or the non-toxic pharmaceutically accceptable salts thereof, wherein X is a member selected from the group consisting of nitro, trifluoromethyl, chloro, bromo and iodo; Y is a member selected from the group consisting of hydrogen, halogen, nitro, lower alkyl, lower alkoxy, lower alkanoyl, polyfluoroloweralkoxy, polyfluoroloweralkyl, and trifluoromethylthio, with the proviso that when Y and R' are both hydrogen, X is other than iodo; R' is a member selected from the group consisting of hydrogen and alkyl having less than 5 carbon atoms, and R is cyclopropyl, cyclobutyl or branched chain alkyl having up to 8 carbon atoms.

2. A method according to claim 1 wherein R is isopropyl.

3. A method according to claim 1 wherein R is cyclopropyl.

4. A method according to claim 2 wherein X is nitro.

5. A method according to claim 3 wherein X is nitro.

6. A method according to claim 2 wherein Y is trifluoromethyl.

7. A method according to claim 3 wherein Y is trifluoromethyl.

8. A method according to claim 2 wherein R' is hydrogen, Y is trifluoromethyl and X is nitro, said compound being 4'-nitro-3'-trifluoromethylisobutyranilide.

9. A method according to claim 2 wherein R' is hydrogen, Y is trifluoromethyl and X is iodo, said compound being 4'-iodo-3'-trifluoromethylisobutyranilide.

10. A method according to claim 3 wherein R' is hydrogen, Y is trifluoromethyl, and X is nitro, said compound being 4'-nitro-3'-trifluoromethylcyclopropylcarbanilide.

11. A method according to claim 1 wherein R' is hydrogen, X is nitro, Y is trifluoromethyl and R is 3-methyl-2-butyl, said compound being 4'-nitro-3'-trifluoromethyl-2,3-dimethylbutyranilide.

12. A method according to claim 1 wherein R' is hydrogen, X is nitro, Y is trifluoromethyl and R is 2-methylpropyl, said compound being 4'-nitro-3'-trifluoromethylisovaleranilide.

13. A method according to claim 1 wherein R' is hydrogen, X is bromo, Y is trifluoromethyl and R is isopropyl, said compound being 4'-bromo-3'-trifluoromethylisobutyranilide.

14. A method according to claim 1 wherein R' is hydrogen, X is chloro, Y is trifluoromethyl and R is isopropyl, said compound being 4'-chloro-3'-trifluoromethylisobutyranilide.

15. A method according to claim 1 wherein R' is hydrogen, X is nitro, Y is bromo and R is isopropyl, said compound being 3'-bromo-4'-nitroisobutyranilide.

16. A method according to claim 1 wherein R' is hydrogen, X is nitro, Y is chloro and R is isopropyl, said compound being 3'-chloro-4'-nitroisobutyranilide.
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