Substituted imidazoles having angiotensin II receptor blocking activity

A compound of the formula. ##STR22## in which:

• R.sup.1 is adamantyl, phenyl, biphenyl, or naphthyl, with each aryl group being unsubstituted or substituted by one to three substituents selected, from Cl, Br, F, I, C.sub.1 -C.sub.6 alkyl, nitro, CO.sub.2 R.sup.7, tetrazol-5-yl, C.sub.1 -C.sub.6 alkoxy, hydroxy, SC.sub.1 -C.sub.6 alkyl, SO.sub.2 NHR.sup.7, NHSO.sub.2 R.sup.7, SO.sub.3 H, CONR.sup.7 R.sup.7, CN, SO.sub.2 C.sub.1 -C.sub.6 alkyl, NHSO.sub.2 R.sup.7, PO(OR.sup.7l ).sub.2, NR.sup.7 R.sup.7, NR.sup.7 COH, NR.sup.7 COC.sub.1 -C.sub.6 alkyl, NR.sup.7 CON(R.sup.7).sub.2,
• m is 0-4;
• R.sup.2 is C.sub.2 -C.sub.10 alkyl, C.sub.3 -C.sub.10 alkenyl, C.sub.3 -C.sub.10 alkynyl, C.sub.3 -C.sub.6 cycloalkyl, or (CH.sub.2).sub.0-8 phenyl unsubstituted or substituted by one to three substituents selected from C.sub.1 -C.sub.6 alkyl, nitro, Cl, Br, F, I, hydroxy, C.sub.1 -C.sub.6 alkoxy, NR.sup.7 R.sup.7, CO.sub.2 R.sup.7, CN, CONR.sup.7 R.sup.7, tetrazol-5-yl, NR.sup.7 COC.sub.1 -C.sub.6 alkyl, SC.sub.1 -C.sub.6 alkyl, or SO.sub.2 C.sub.1 -C.sub.6 alkyl;
• X is a single bond,
• R.sup.3 is hydrogen, Cl, Br, F, I, CHO, hydroxymethyl, COOR.sup.7, CONR.sup.7 R.sup.7, NO.sub.2, CN, NR.sup.7 R.sup.7, or phenyl;
• R.sup.4 and R.sup.5 are independently hydrogen, C.sub.1 -C.sub.6 alkyl, phenyl-Y-, naphthyl-Y-, or biphenyl-Y-, wherein the aryl groups are unsubstituted or substituted by one to three substituents selected from Cl, Br, F, I, C.sub.1 -C.sub.6 alkoxy, hydroxy, CO.sub.2 R.sup.7, CN, NO.sub.2, tetrazol-5-yl, SO.sub.3 H, CF.sub.3, CONR.sup.7 R.sup.7, SO.sub.2 NHR.sup.7, C.sub.1 -C.sub.6 alkyl, or NR.sup.7 R.sup.7, or by methylenedioxy, phenoxy or phenyl, except that R.sup.4 and R.sup.5 are not both selected from hydrogen;
• Y is a single bond, O, S, or C.sub.1 -C.sub.6 alkyl which is straight or branched or optionally substituted by phenyl or benzyl, wherein each of the aryl groups is unsubstituted or substituted by halo, NO.sub.2, CF.sub.3, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, CN, or CO.sub.2 R.sup.7 ;
• R.sup.6 is --Z--COOR.sup.8 or --Z--CONR.sup.7 R.sup.7 ;
• Z is a single bond, vinyl, --CH.sub.2 --O--CH.sub.2 --, methylene optionally substituted by C.sub.1 -C.sub.4 alkyl, one or two benzyl groups,
• thienylmethyl, or furylmethyl, or --C(O)NHCHR.sup.9 --, wherein R.sup.9 is H, C.sub.1 -C.sub.4 alkyl, phenyl, benzyl, thienyl-methyl, or furylmethyl;
• each R.sup.7 independently is hydrogen, C.sub.1 -C.sub.4 alkyl, or (CH.sub.2).sub.m phenyl, wherein m is 0-4;
• and
• R.sup.8 is hydrogen, C.sub.1 --C.sub.6 alkyl, or 2-di(C.sub.1 -C.sub.4 alkyl)amino-2-oxoethyl;
• or
• R.sup.5 and R.sup.6 are both hydrogen, R.sup.4 is --Z--COOR.sup.8 wherein R.sup.8 is as defined above and Z is other than a single bond;
• or a pharmaceutically acceptable salt thereof.