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Details for Patent: 5,079,248

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Details for Patent: 5,079,248

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. (Canterbury, GB2), Thomas; Geoffrey N. (Sandwich, GB2), Arrowsmith; John E. (Keal, GB2)
Assignee: Pfizer Inc. (New York, NY)
Filing Date:Jun 20, 1990
Application Number:07/541,232
Claims:1. A compound of the formula: ##STR74## 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 ;

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: ##STR75## 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 ;

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.

3. A compound of the formula ##STR76## or a pharmaceutically acceptable salt thereof; where R and R.sup.1 are each independently C.sub.1 -C.sub.4 alkyl;

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.sub.3 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-pyrroliinyl, piperidino, morpholino or N-methylpiperazin-1-yl group.

4. A compound of the formula: ##STR77##

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

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

7. A compound according to claim 3 wherein R is ethyl.

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

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

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

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

12. 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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