3-Amino-2-OR-propoxyaryl substituted imidazoles
AssigneeMerck & Co., Inc.
InventorJohn J. Baldwin
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Abstract
Novel 3-amino-2-OR-propoxyaryl substituted imidazoles and methods for their preparation are disclosed. These imidazoles, and their salts, exhibit pharmacological activity which includes antihypertensive activity and .beta.-adrenergic blocking activity.
Claims37
Compound having the formula ##STR101## wherein R and R.sub.1 are independently selected from hydrogen, C.sub.1 -C.sub.10 linear or branched alkyl and substituted C.sub.1 -C.sub.10 linear or branched alkyl having 1-3 substituents selected fromhalo, hydroxy or C.sub.1 -C.sub.4 alkoxy.
- R.sub.2 is hydrogen, C.sub.1 -C.sub.10 linear or branched alkyl, or C.sub.3 -C.sub.6 alkenyl,
- R.sub.3 is selected from naphthyl and phenyl having the formula ##STR102## R.sub.c is selected from halogen, lower-C.sub.1 -C.sub.4 linear or branched alkyl, C.sub.3 -C.sub.6 cycloalkyl, C.sub.1 -C.sub.4 alkoxy, hydroxy, cyano and phenyl, and
- x is 0, 1, 2, 3, or 4,
- R.sub.4 is hydroxy or ##STR103## wherein R.sub.b is C.sub.1 -C.sub.6 linear or branched alkyl, and R.sub.5 and R.sub.6, when separate, are independently selected from hydrogen, C.sub.3 -C.sub.6 cycloalkyl, C.sub.1 -C.sub.6 linear or branched alkyl and monosubstituted C.sub.1 -C.sub.6 linear or branched alkyl wherein the substituent;
- is phenyl provided that when one of R.sub.5 and R.sub.6 is said substituted alkyl group, the other is hydrogen and when joined together with the N atom form ##STR104## and pharmacologically acceptable acid addition and quaternary ammonium salts thereof.
Pharmaceutical composition for use an antihypertensive or .beta.-adrenergic blocking agent comprising an effective amount of compound having the formula ##STR106## wherein R.sub.1 is selected from hydrogen and --CF.sub.3,
- R.sub.3 is selected from naphthyl and phenyl having the formula
- wherein R.sub.c is selected from halogen, lower --C.sub.1 -C.sub.4 linear or branched alkyl, C.sub.3 -C.sub.6 cycloalkyl, C.sub.1 -C.sub.4 alkoxy, hydroxy, cyano and phenyl and x is 0, 1, 2, 3 or 4 and
- R.sub.6 is selected from hydrogen, C.sub.3 -C.sub.6 cycloalkyl, C.sub.1 -C.sub.6 linear or branched alkyl and monosubstituted C.sub.1 -C.sub.6 linear or branched alkyl wherein the substituent is phenyl or pharmacologically acceptable salts thereof in combination with pharmacologically acceptable compounding agents.
2-[4(3-tert-butylamino-2-hydroxypropoxy)-phen yl]-4-trifluoromethylimidazole and pharmacologically acceptable salts thereof.
(S)-2 -[4-(3-tert-butylamino-2-hydroxypropoxy)-phenyl]-4-trifluoromethylimidazole and pharmacologically acceptable salts thereof.
(S)-2-[4-(3-tert-butylamino-2-hydroxypropoxy)-phenyl]-4-methylimidazole and pharmacologically acceptable salts thereof.
2-[4-(3-Cyclopropylamino-2-hydroxypropoxy)-p henyl]-4-trifluoromethylimidazole and pharmacologically acceptable salts thereof.
Dependencies are inferred from the claim text.