Nitrogen-containing heterocyclic compounds as class III antiarrhythmic agents

Claim 1

Compounds of structural formula: ##STR17## or a pharmaceutically acceptable salt thereof, wherein: Ar is an aromatic ring selected from; 1) benzo, 2) thieno, 3) furo, and 4) pyrrolo; B is benzo or other carbocyclic or heterocyclic moiety of 5-7 members fused to the aromatic ring, Ar, with up to 3 variable members independently selected from: 1) S--(O) p , wherein p is 0, 1 or 2, 2) C(R) 2 wherein the R groups are the same or different and represent hydrogen or C 1-5 alkyl, 3) C═O, 4) CHOR, 5) --O-- and 6) NR; Q is piperazine or imidazole; X is --CO--, --CO--NR--(CR 2 ) m --, --SO 2 -- or --(CR 2 ) m -- , wherein m is 0, 1, 2 or 3, or a bond when m is O; Y is --(CR 2 )n--, wherein n is 0, 1, 2 or 3; R 1 is hydrogen if Q is imidazolyl, or if Q is other than imidazolyl, R 1 is pyridyl, benzimidazolyl, pyrimidinyl, phenyl, naphthyl, thienyl, thiazolyl, pyrazinyl, quinolinyl, quinoxalinyl, indolyl, or benzofuranyl, either unsubstituted or substituted with one or more of R 2 , R 3 or R 5 , wherein: R 5 is 1) --N(R)SO 2 C 1-6 alkyl; 2) --N(R)SO 2 (CH 2 ) m CO 2 C 1-6 alkyl; 3) --NO 2 ; 4) --N(R)COC 1-6 alkyl; 5) --N(R)SO 2 --C 6 H 4 --R; 6) --N(R)COC 6 H 4 R; 7) --C 2-6 alkanoyl; 8) CON(R) 2 ; 9) --CN; 10) --CO 2 C 1-6 alkyl; 11) benzoyl, either unsubstituted or substituted with C 1-6 alkyl, C 1-6 alkoxy, halo, or hydroxy; 12) --NRCOO(C 1-6 alkyl); 13) --NRCOOphenyl either unsubstituted or substituted with C 1-6 alkyl, C 1-6 alkoxy, hydroxy or halo; 14) --NRCON(R) 2 ; 15) --S(O) p C 1-6 alkyl, wherein p is 0, 1 or 2; 16) --S(O) p phenyl, either unsubstituted or substituted with C 1-6 alkyl, C 1-6 alkoxy, hydroxy, or halo; 17) phenyl, either unsubstituted or substituted with C 1-6 alkyl, C 1-6 alkoxy, halo, or hydroxy; 18) imidazolyl; or 19) --SO 2 N(R) 2 ; R 2 and R 3 are independently selected from: 1) hydrogen; 2) C 1-3 alkyl either unsubstituted or substituted with a)--N(R) 2 b)--CON(R) 2 c)--CO(C 1-6 alkyl), d)--O(C 1-6 alkyl), e)--OH, or f)--S(O)p(C 1-6 alkyl); 3) C 1-3 alkoxy; 4) --N(R) 2 ; 5) halo or 6) CF 3 ; 7) R 5 . with the proviso that if R 1 is substituted phenyl, with other than an R 5 substitutent, then one of R 2 or R 3 in the ##STR18##