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US 5,177,096 AGranted
Substituted 5-((tetrazolyl)alkenyl)imidazoles and pharmaceutical methods of use thereof
AssigneeSmithKline Beecham Corporation
InventorsRichard M. Keenan, Joseph Weinstock
Life of this patent
Estimating the term…
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.
Claims16
A compound of the formula:
- ##STR23## in which:
- R.sup.1 is adamantylmethyl, or 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, C.sub.1 -C.sub.6 alkoxy, hydroxy, SC.sub.1 -C.sub.6 alkyl, SO.sub.2 C.sub.1 -C.sub.6 alkyl, tetrazol-5-yl, SO.sub.2 NHR.sup.7, NHSO.sub.2 R.sup.7, SO.sub.3 H, PO(OR.sup.7).sub.2, CONR.sup.7 R.sup.7, CN, 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, NR.sup.7 COW, SO.sub.2 W, or W;
- R.sup.2 is C.sub.2 -C.sub.10 alkyl, C.sub.3 -C.sub.10 alkenyl, (CH.sub.2).sub.0-8 -C.sub.3-6 cycloalkyl, or (CH.sub.2)0-8phenyl 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, W, NR.sup.7 COH, NR.sup.7 COC.sub.1 -C.sub.6 alkyl, NR.sup.7 COW, SO.sub.2 W, SO.sub.2 C.sub.1 -C.sub.6 alkyl, or SC.sub.1 -C.sub.6 alkyl;
- X is a single bond, S, or O;
- m is 0-4;
- R.sup.3 is hydrogen, Cl, Br, F, I, CHO, hydroxymethyl, C.sub.1 -C.sub.6 alkyl, NR.sup.7 R.sup.7, CO.sub.2 R.sup.7, CONR.sup.7 R.sup.7, NO.sub.2, CN, phenyl, or W;
- R.sup.4 and R.sup.5 are each independently hydrogen, C.sub.1 -C.sub.8 alkyl, C.sub.3 -C.sub.6 cycloalkyl, thienyl-Y-, furyl-Y-, pyrazolyl-Y-, imidazolyl-Y-, thiazolyl-Y-, pyridyl-Y-, tetrazolyl-Y-, pyrrolyl-Y-, triazolyl-Y-, oxazolyl-Y-, isoxazolyl-Y-, or phenyl-Y-, with each aryl or heteroaryl group being unsubstituted or substituted by C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, Cl, Br, F, I, NR.sup.7 R.sup.7, CO.sub.2 R.sup.7, SO.sub.2 NHR.sup.7, SO.sub.3 H, OH, NO.sub.2, CONR.sup.7 R.sup.7, W, SO.sub.2 C.sub.1 -C.sub.6 alkyl, SO.sub.2 W, SC.sub.1 -C.sub.6 alkyl, NR.sup.7 COH, NR.sup.7 COW, or NR.sup.7 COC.sub.1 -C.sub.6 alkyl;
- Y is C.sub.1 -C.sub.6 alkyl which is straight or branched or a single bond;
- R.sup.6 is Z-tetrazol-5-yl;
- Z is a single bond, vinyl, or methylene unsubstituted or substituted by C.sub.1 -C.sub.4 alkyl, one or two benzyl groups, thienylmethyl, or furylmethyl;
- W is C.sub.n F.sub.2n+1, wherein n is 1-4;
- and
- each R.sup.7 independently is hydrogen or C.sub.1 -C.sub.6 alkyl;
- or a pharmaceutically acceptable salt thereof.
11 more elements
Dependencies are inferred from the claim text.