Novel cyclic ureas useful as antiarrhythmic and...

C - Chemistry – Metallurgy – 07 – D

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C07D 405/12 (2006.01) A61K 31/415 (2006.01) A61K 31/47 (2006.01) A61K 31/495 (2006.01) A61K 31/535 (2006.01) C07D 233/48 (2006.01) C07D 405/14 (2006.01) C07D 409/00 (2006.01) C07D 413/00 (2006.01) C07D 417/00 (2006.01)

Patent

CA 2115426

The novel cyclic ureas of the present invention are useful as antiarrhythmic and antifibrillatory agents and have general structure (I) wherein (a) X is a saturated or unsaturated, 5-, 6-, or 7- membered heterocycle or carbocycle; (b) R is selected from the group consisting of covalent bond, nil, heteroatom, carbonyl, heterocyclic ring, carbocyclic ring, alkyl, alkenyl, alkoxy, alky- lamino, arylalkyl, aryloxy, acyl, acyloxy, and acylamino; (c) Y is a substituted or unsubstituted, saturated or unsaturated, 5-, 6-, or 7-membered heterocyclic ring or carbocyclic ring, or is nil; and wherein when R is nil, X and Y are fused ring systems; and when R is a covalent bond, X and Y are ring systems linked through a covolent bond; and when Y is nil, R is a covalent bond and X is bound to L through R; (d) R1, R2, and R3 are independently selected from the group consisting of nil, Cl, F, Br, NH2, CF3, OH, SO3H, CH3SO2NH, COOH, alkoxy, alkyl, alkoxycarbonyl, hydroxyalkyl, carboxyalkyl, aminoalkyl, acy- lamino, and acyloxy; (e) L is selected from the group consisting of alkylamino, alkenylamino, alkylimino, alkenylimino, and acylamino wherein the nitrogen atom thereof is bound to the nitrogen atom at the 1-position of the cyclic urea moiety; (f) R4 is selected from the group consisting of alkyl, alkenyl, alkynyl, alkylacyl, and heteroalkyl; (g) A is a substituted or un- substituted, saturated or unsaturated, straight-chain or branched, C1-C8 heteroalkyl, or a substituted or unsubstituted, satu- rated or unsaturated heterocycle having 5-, 6-, or 7-members; and has one nitrogen atom, which is adjacent to R4; and (h) R5 is a substituted or unsubstituted C1 or C2 alkyl; and the pharmaceutically- acceptable salts and esters thereof.

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