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Claims for Patent: 4,282,251

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Claims for Patent: 4,282,251

Title: Trans-n-cinnamyl-n-methyl-(1-naphthylmethyl)amine
Abstract:Cinnamylalkyl-1-naphthylmethylamines, useful as antimycotic agents, and processes for their production.
Inventor(s): Berney; Daniel (Lausanne, CH)
Assignee: Sandoz Ltd. (Basel, CH)
Application Number:06/100,024
Patent Claims: 1. Compounds of formula I, ##STR14## in which R.sub.1 is hydrogen or alkyl,

R.sub.2 is alkyl, alkenyl, alkynyl, cycloalkyl or cycloalkylalkyl,

R.sub.3 is hydrogen or lower alkyl, and

R.sub.4, R.sub.5, R.sub.6 and R.sub.7, which may be the same or different, each signifies hydrogen, halogen, trifluoromethyl, hydroxy, nitro or lower alkyl or alkoxy, and

chemotherapeutically acceptable acid addition salts thereof.

2. A chemotherapeutic composition comprising a chemotherapeutic effect amount of a compound of claim 1 in association with a chemotherapeutically acceptable diluent or carrier.

3. A method of treating mycotic disorders comprising administering to an animal in need of such treatment, an effective amount of a compound of claim 1.

4. A compound according to claim 1 in which R.sub.2 is alkyl of 1 to 6 carbon atoms.

5. A compound according to claim 4 in which R.sub.1 is hydrogen and R.sub.3 is hydrogen.

6. The compound of claim 1 which is Trans-N-(cinnamyl)-N-methyl-(1-naphthylmethyl)amine.

7. The compound of claim 1 which is Trans-N-[3-(4-fluorophenyl)-2-propenyl]-N-methyl-(1-naphthylmethyl)amine.

8. The compound of claim 1 which is Cis-N-[3-(4-chlorophenyl)-2-propenyl]-N-methyl-1-naphthylmethyl)amine.

9. The compound of claim 1 which is Trans-N-methyl-N-[3-(4-tolyl)-propenyl]-(1-naphthylmethyl)amine.

10. The compound of claim 1 in Trans form in which R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6 and R.sub.7 are H, CH.sub.3, H, 4-Cl, H, H and H, respectively.

11. The compound of claim 1 in Trans form in which R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6 and R.sub.7 are H, CH.sub.3, H, 4-Cl, 3-Cl, H and H, respectively.

12. The compound of claim 1 in Trans form in which R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6 and R.sub.7 are H, CH.sub.3, H, 4-OCH.sub.3, H, H and H, respectively.

13. The compound of claim 1 in Trans form in which R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6 and R.sub.7 are H, CH.sub.3, H, H, H, 2-OH and H, respectively.

14. The compound of claim 1 in Trans form in which R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6 and R.sub.7 are H, CH(CH.sub.3).sub.2, H, H, H, H and H, respectively.

15. The compound of claim 1 in Trans form in which R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6 and R.sub.7 are H, CH.sub.3, H, H, H, 2-CH.sub.3 and H, respectively.

16. The compound of claim 1 in Trans form in which R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6 and R.sub.7 are CH.sub.3, CH.sub.3, H, H, H, H and H, respectively.

17. The compound of claim 1 in Trans form in which R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6 and R.sub.7 are H, CH.sub.3, H, 2-F, H, H and H, respectively.

18. The compound of claim 1 in Trans form in which R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6 and R.sub.7 are H, CH.sub.3, H, 2--Cl, H, H and H, respectively.

19. The compound of claim 1 in Trans form in which R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6 and R.sub.7 are H, CH.sub.3, H, 4--OH, H, H and H, respectively.

20. The compound of claim 1 in Trans form in which R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6 and R.sub.7 are H, C.sub.2 H.sub.5, H, H, H, H and H, respectively.

21. The compound of claim 1 in Trans form in which R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6 and R.sub.7 are H, CH.sub.3, H, H, H, 4--Cl and H, respectively.

22. The compound of claim 1 in Trans form in which R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6 and R.sub.7 are H, CH.sub.3, H, H, H, 4--CH.sub.3 and H, respectively.

23. The compound of claim 1 in Trans form in which R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6 and R.sub.7 are H, CH.sub.3, H, H, H, 2--OCH.sub.3 and H, respectively.

24. The compound of claim 1 in Trans form in which R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6 and R.sub.7 are H, CH.sub.3, H, H, H, 4--OCH.sub.3 and H, respectively.

25. The compound of claim 1 in Cis form in which R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6 and R.sub.7 are H, CH.sub.3, H, H, H, H and H, respectively.

26. The compound of claim 1 in Cis form in which R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6 and R.sub.7 are H, CH.sub.3, H, 4-F, H, H and H, respectively.

27. The compound of claim 1 in Trans form in which R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6 and R.sub.7 are H, CH.sub.2 --CH.dbd.CH.sub.2, H, H, H, H and H, respectively.

28. A pharmaceutical composition according to claim 2 in which the compound is Trans-N-cinnamyl-N-methyl(1-naphthylmethyl)amine.

29. A method according to claim 3 in which the compound is Trans-N-cinnamyl-N-methyl-(1-naphthylmethyl)amine.
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