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Claims for Patent: 4,959,366

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Claims for Patent: 4,959,366

Title: Anti-arrhythmic agents
Abstract:A series of [N-alkyl-N-(nitro-, alkylsulphonamido, or amino-phenalkyl)amino]-alkyl, alkoxy or alkylthio phenyl derivatives having utility as anti-arrhythmic agents.
Inventor(s): Cross; Peter E. (New York, NY), Thomas; Geoffrey N. (New York, NY), Arrowsmith; John E. (New York, NY)
Assignee: Pfizer Inc. (New York, NY)
Application Number:07/044,086
Patent Claims: 1. A compound of the formula: ##STR73## or a pharmaceutically acceptable salt thereof; wherein

R.sup.a is --NO.sub.2, --NH.sub.2 or --NHSO.sub.2 R.sup.1 where R.sup.1 is a C.sub.1 -C.sub.4 alkyl group;

R.sup.b is --NO.sub.2, --NH.sub.2 or R.sup.3 where R.sup.3 is --NHSO.sub.2 (C.sub.1 -C.sub.4 alkyl) or --CONR.sup.4 R.sup.5 where R.sup.4 and R.sup.5 are each independently H or C.sub.1 -C.sub.4 alkyl or together with the nitrogen atom to which they are attached represent a 1-pyrrolidinyl, piperidino, morpholino or N-methylpiperazin-1-yl group; with the proviso that when one of R.sup.a and R.sup.b is --NO.sub.2, then the other is not --NH.sub.2 ;

X is O or S absent;

Y is an ethylene group optionally substituted by a methyl group;

"alk" is an ethylene, trimethylene or tetramethylene group, "alk" being optionally substituted by a methyl group;

R is C.sub.1 -C.sub.4 alkyl; and

R.sup.2 is H, halo, CF.sub.3 or C.sub.1 -C.sub.4 alkyl.

2. A compound of the formula: ##STR74## or a pharmaceutically acceptable salt thereof; where

R and R.sup.1 are each independently C.sub.1 -C.sub.4 alkyl;

X is O or S absent;

Y is an ethylene group optionally substituted by a methyl group;

"alk" is an ethylene, trimethylene and tetramethylene group, "alk" being optionally substituted by a methyl group;

R.sup.2 is H, halo, CF or C.sub.1 -C.sub.4 alkyl; and

R.sup.3 is a group of the formula --NHSO.sub.2 (C.sub.1 -C.sub.4 alkyl) or --CONR.sup.4 R.sup.5 where R.sup.4 and R.sup.5 are each independently H or C.sub.1 -C.sub.4 alkyl or together with the nitrogen atom to which they are attached represent a 1-pyrrolidinyl, piperidino, morpholino or N-methylpiperazin-1-yl group.

3. A compound according to claim 2 wherein R.sup.1 is methyl.

4. A compound according to claim 2 wherein R is methyl or ethyl.

5. A compound according to claim 3 wherein R is methyl or ethyl.

6. A compound according to claim 5 wherein R is methyl.

7. A compound according to claim 2 wherein X is O.

8. A compound according to claim 3 wherein X is O.

9. A compound according to claim 4 wherein X is O.

10. A compound according to claim 5 wherein X is O.

11. A compound according to claim 6 wherein X is O.

12. A compound according to claim 2 wherein Y is --(CH.sub.2).sub.2 --.

13. A compound according to claim 3 wherein Y is --(CH.sub.2).sub.2 --.

14. A compound according to claim 4 wherein Y is --(CH.sub.2).sub.2 --.

15. A compound according to claim 5 wherein Y is --(CH.sub.2).sub.2 --.

16. A compound according to claim 6 wherein Y is --(CH.sub.2).sub.2 --.

17. A compound according to claim 7 wherein Y is --(CH.sub.2).sub.2 --.

18. A compound according to claim 8 wherein Y is --(CH.sub.2).sub.2 --.

19. A compound according to claim 9 wherein Y is --(CH.sub.2).sub.2 --.

20. A compound according to claim 10 wherein Y is --(CH.sub.2).sub.2 --.

21. A compound according to claim 11 wherein Y is --(CH.sub.2).sub.2 --.

22. A compound according to claim 2 wherein R.sup.2 is H, Cl or CH.sub.3.

23. A compound according to claim 3 wherein R.sup.2 is H, Cl or CH.sub.3.

24. A compound according to claim 4 wherein R.sup.2 is H, Cl or CH.sub.3.

25. A compound according to claim 5 wherein R.sup.2 is H, Cl or CH.sub.3.

26. A compound according to claim 6 wherein R.sup.2 is H, Cl or CH.sub.3.

27. A compound according to claim 7 wherein R.sup.2 is H, Cl or CH.sub.3.

28. A compound according to claim 8 wherein R.sup.2 is H, Cl or CH.sub.3.

29. A compound according to claim 9 wherein R.sup.2 is H, Cl or CH.sub.3.

30. A compound according to claim 10 wherein R.sup.2 is H, Cl or CH.sub.3.

31. A compound according to claim 11 wherein R.sup.2 is H, Cl or CH.sub.3.

32. A compound according to claim 12 wherein R.sup.2 is H, Cl or CH.sub.3.

33. A compound according to claim 13 wherein R.sup.2 is H, Cl or CH.sub.3.

34. A compound according to claim 14 wherein R.sup.2 is H, Cl or CH.sub.3.

35. A compound according to claim 15 wherein R.sup.2 is H, Cl or CH.sub.3.

36. A compound according to claim 16 wherein R.sup.2 is H, Cl or CH.sub.3.

37. A compound according to claim 17 wherein R.sup.2 is H, Cl or CH.sub.3.

38. A compound according to claim 18 wherein R.sup.2 is H, Cl or CH.sub.3.

39. A compound according to claim 19 wherein R.sup.2 is H, Cl or CH.sub.3.

40. A compound according to claim 20 wherein R.sup.2 is H, Cl or CH.sub.3.

41. A compound according to claim 21 wherein R.sup.2 is H, Cl or CH.sub.3.

42. A compound according to claim 2 wherein R.sup.2 is H.

43. A compound according to claim 2 wherein R.sup.3 is NHSO.sub.2 CH.sub.3, --CONH.sub.2, CON(C.sub.2 H.sub.5).sub.2 or ##STR75##

44. A compound according to claim 43 wherein R.sup.3 is --NHSO.sub.2 CH.sub.3.

45. A compound of the formula: ##STR76##

46. A compound according to claim 2 wherein Y is --(CH.sub.2).sub.2 --and X is O or S.

47. A pharmaceutical composition comprising an anti-arrhythmic effective amount of a compound of claim 2 in combination with a pharmaceutically acceptable diluent or carrier.

48. A method of treating cardiac arrhythmia comprising administering to an arrhythmic host in need of such treatment an anti-arrhythmic effective dose of a compound of claim 2 in combination with a pharmaceutically acceptable diluent or carrier.
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