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US 5,294,631 AGranted
Substituted benzimidazoles useful as angiotension II receptor antagonists
AssigneeSmithKline Beecham Corporation
InventorsRobert G. Franz, Joseph Weinstock
Life of this patent
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Abstract
Angiotensin II receptor antagonists having the formula: ##STR1## which are useful in regulating hypertension and in the treatment of congestive heart failure, renal failure, and glaucoma, pharmaceutical compositions including these antagonists, and methods of using these compounds to produce angiotensin II receptor antagonism in mammals.
Claims20
A compound of the formula:
- ##STR15## in which:
- R.sup.1 is --C(O)NH--CH(Y)--(CH.sub.2).sub.n -aryl, --C(O)NH--CH(Y)--(CH.sub.2).sub.n -heteroaryl, or phenyl unsubstituted or substituted by one to three substituents selected from Cl, Br, F, I, C.sub.1-6 alkyl, C.sub.1-6 alkoxy, OH, CN, NO.sub.2, CO.sub.2 R.sup.4, tetrazol-5-yl, CONR.sup.4 R.sup.4, SO.sub.3 H, C.sub.m F.sub.2m+1, SC.sub.1-6 alkyl, or SO.sub.2 C.sub.1-6 alkyl;
- R.sup.2 is hydrogen, C.sub.2-10 alkyl, C.sub.3-10 alkenyl, C.sub.3-6 -cycloalkyl, C.sub.m F.sub.2m+1, or (CH.sub.2).sub.0-8 phenyl unsubstituted or substituted by one to three substituents selected from C.sub.1-6 alkyl, C.sub.1-6 alkoxy, Cl, Br, F, I, OH, NO.sub.2, C.sub.m F.sub.2m+1, CO.sub.2 R.sup.4, or NR.sup.4 R.sup.4 ;
- R.sup.3 is --(CH.sub.2).sub.n --Y, --CH.dbd.CY--(CH.sub.2).sub.n -aryl, --CH.dbd.CY--(CH.sub.2).sub.n -heteroaryl, --(CH.sub.2).sub.n --C(O)--NH--CH(Y)--(CH.sub.2).sub.n -aryl, --(CH).sub.2).sub.n --C(O)--NH--CH(Y)--(CH.sub.2).sub.n heteroaryl, --(CH.sub.2).sub.m --NH--CH(Y)--(CH.sub.2).sub.n -aryl or --(CH.sub.2).sub.m --NH--CH(Y)--(CH.sub.2).sub.n -heteroaryl, when R.sup.1 is an optionally substituted phenyl group;
- or H when R.sup.1 is --C(O)NH--CH(Y)--(CH.sub.2).sub.n -aryl or --C(O)NH--CH(Y)--(CH.sub.2).sub.n -heteroaryl;
- Y is CO.sub.2 R.sup.4 or tetrazol-5-yl;
- X is Cl, Br, F, I, C.sub.m F.sub.2m+1, C.sub.1-6 alkyl, C.sub.1-6 alkoxy, OH, O-phenyl, CO.sub.2 R.sup.4, tetrazol-5-yl, CN, or (CH.sub.2).sub.0-4 phenyl unsubstituted or substituted by Cl, Br, F, I, C.sub.1-6 alkyl, C.sub.1-6 alkoxy, OH, C.sub.m F.sub.2m+1, CN, CO.sub.2 R.sup.4, NO.sub.2, or NR.sup.4 R.sup.4 ;
- aryl is phenyl, biphenyl, or naphthyl wherein each aryl group is unsubstituted or substituted by C.sub.1-6 alkyl, C.sub.1-6 alkoxy, Cl, Br, F, I, OH, NO.sub.2, CF.sub.3, CO.sub.2 R.sup.4, or NR.sup.4 R.sup.4 ;
- heteroaryl is 2- or 3-thienyl, 2-, or 3-furanyl, 2-, 3-, or 4- pyridyl, pyrimidyl, imidazolyl, thiazolyl, triazolyl, or tetrazolyl wherein each heteroaryl group is unsubstituted or substituted by C.sub.1-6 alkyl, C.sub.1-6 alkoxy, Cl, Br, F, I, OH, NO.sub.2, CF.sub.3, CO.sub.2 R.sup.4, or NR.sup.4 R.sup.4 ;
- each m independently is 1-3;
- each n independently is 0-2;
- and
- each R.sup.4 independently is H or C.sub.1-6 alkyl;
- or a pharmaceutically acceptable salt thereof.
11 more elements
Dependencies are inferred from the claim text.