Substituted imidazo-fused 5-membered ring heterocycles and their use as angiotensin ii antagonsists

Claim 1

A compound having the formula: ##STR55## or a pharmaceutically acceptable salt thereof wherein: R 1 is (a) --COOH, (b) --SO 2 NH-heteroaryl as defined below, (c) --CH 2 SO 2 NH-heteroaryl as defined below, (d) --SO 2 NH--CO--R 21 , (e) --CH 2 SO 2 NH--CO--R 21 , (f) --CONH--SO 2 R 21 , (g) --CH 2 CONH--SO 2 R 21 , (h) --NHSO 2 NHCO--R 21 , (i) --NHCONHSO 2 R 21 , (j) --SO 2 NHCONHR 21 , ##STR56## wherein: heteroaryl is an unsubstituted, monosubstituted or disubstituted five-membered aromatic ring which can contain from 1 to 3 nitrogen atoms and wherein the substituents are members selected from the group consisting of --OH, --SH, --C 1 -C 4 -alkyl, --C 1 -C 4 -alkoxy, --CF 3 , halo(Cl, Br, F, I), --NO 2 , --CO 2 H, --CO 2 -C 1 -C 4 -alkyl, --NH 2 , NH(C 1 -C 4 -alkyl) and --N(C 1 -C 4 -alkyl) 2 ; R 2a is H; R 2b is H, Cl, C 1 -C 4 -alkyl, or C 1 -C 4 -alkoxy; R 3a is H, R 3b is (a) H, (b) Cl, (c) C 1 -C 4 -alkyl, (d) C 5 -C 6 -cycloalkyl, or (e) C 1 -C 4 -alkoxy; wherein aryl is phenyl or naphthyl optionally substituted with one or two substituents selected from V and W as defined below; R 4 is H or C 1 -C 4 -alkyl; E is a single bond; R 6 is C 1 -C 5 -alkyl; A--B--C together are: (a) --C(R 7a )═C(R 7b )--Y--, (b) --Y--C(R 7a )═C(R 7b )--; Y is S; R 7a and R 7b are independently: (a) H; (b) straight chain or branched C 1 -C 6 -alkyl, which is optionally substituted with OH, CO 2 R 4 , N(R 4 ) 2 or CON(R 4 ) 2 ; (c) aryl or aryl-C 1 -C 4 -alkyl wherein the aryl can be optionally substituted with H, halo, C 1 -C 4 -alkyl, hydroxy-C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy or CO 2 R 4 ; (d) CO 2 R 4 ; (e) CON(R 4 ) 2 ; (f) halo (Cl, Br, F, I); R 21 is (a) aryl as defined above, (b) heteroaryl as defined above, (c) C 3 -C 7 -cycloalkyl; X is: (a) a single bond, (b) --CO--, (c) --O--, (d) --S--, ##STR57## (h) --OCH 2 , (i) --CH 2 O--, (j) --SCH 2 --, (k) --CH 2 S--, (l) --NHC(R 9 )(R 10 )--, (m) NR 9 SO 2 --, (n) --SO 2 NR 9 --, (o) --C(R 9 )(R 10 )NH--, (p) --CH═CH--, (q) --CF═CF--, (r) --CH═CF--, (s) --CF═CH--, (t) --CH 2 CH 2 --, (u) --CF 2 CF 2 --, ##STR58## Z is NR 13 ; and r is 1 or 2.