Back to results
US 4,363,808 AGranted
N-(3-Phenoxy-2-hydroxypropyl)benzimidazole-1-alkanamines
AssigneeBerlex Laboratories, Inc.
InventorsJulius Diamond, Ronald A. Wohl
Life of this patent
Estimating the term…
Abstract
3-Phenoxy-2-hydroxypropylamines having an N-benzimidazolyalkyl substituent and similar compounds are described herein. They are obtained by the reaction of the appropriate imidazole-1-alkanamine with an epoxide, and they are useful primarily as .beta.-adrenergic blocking agents.
Claims7
A compound of the formula:
- ##STR19## wherein Z is selected from the group consisting of 4,5,6,7-tetrahydro-1-benzimidazolyl, 1H-imidazo[4,5-b]-pyridin-1-yl, 1H-imidazo[4,5-c]pyridin-1-yl and (9H)-9-purinyl;
- ALK is alkylene containing 2 to 6 carbon atoms;
- R is selected from the group consisting of hydrogen, lower alkanoyl containing up to 6 carbon atoms, carboxy (lower alkanoyl) containing up to 4 carbon atoms, carboxyacryloyl, benzoyl, toluoyl and phenyl (lower alkanoyl) wherein the lower alkanoyl portion contains up to 4 carbon atoms;
- and A is selected from the group consisting of phenyl, tolyl, hydroxyphenyl, halophenyl, nitrophenyl, trifluoromethylphenyl, cyanophenyl, cyclopentylphenyl, allylphenyl, allyloxyphenyl, dimethoxyphenyl, carbamoylmethylphenyl of the formula ##STR20## wherein R' is hydrogen, methyl or halogen and R" is hydrogen, lower alkyl containing up to 4 carbon atoms, (acid amido)phenyl and (acid amido alkyl)phenyl of the formula ##STR21## wherein m is 0-2, R'" is hydrogen, methyl, acetyl or halogen and Y is ##STR22## in which lower alkyl contains up to 4 carbon atoms, (lower alkyl)oxyalkylphenyl of the formula ##STR23## wherein p is 2 or 3 and lower alkyl contains up to 4 carbon atoms;
- naphthyl, indenyl, tetrahydronaphthyl, 1-oxo-1,2,3,4-tetrahydro-5-naphthyl, 2,3-dihydroxy-1,2,3,4-tetrahydro-5-na phthyl, indolyl, 2-methylindolyl, 3,4-dihydro-2(1H)-quinolinon-5-yl, 5-methylcoumarin-8-yl, cyanopyridyl, carboxypyridyl, carbamoylpyridyl, alkoxycarbonylpyridyl, thiazolyl and 4-morpholino-1,2,5-thiadiazol-3-yl;
- or a pharmaceutically acceptable acid addition salt thereof.
3 more elements
Dependencies are inferred from the claim text.