Abstract: A process for resolving a racemic modification of .beta.-adrenergic aryl- or hetaryl-oxypropanolamines such as (.+-.)-2-[2-hydroxy-3-[[2-(1H-indol-3-yl)-)-1,1-dimethylethyl]amino]propox y]benzonitrile into its individual enantiomers is described. The process comprises converting the racemic modification into a pair of diastereomeric urea derivativesby reaction with a chiral aralkylisocyanate; separation into the individual diastereomers; and facile regeneration of the starting amine by cleavage of the intermediate urea compound using hydrazine. This final step is improved by the addition of an .alpha.-keto carboxylic acid, such as pyruvic acid, which functions as a scavenger of nucleophilic by-products.

Abstract: 1-Aryloxy-3-[(3-indolyl)-tert.-butyl]amino-2-propanols having a heterocyclic aryl-attached substituent or aryl-fused heterocyclic ring are antihypertensive agents having vasodilator and adrenergic .beta.-receptor blocking action.

Abstract: A process for resolving a racemic modification of .beta.-adrenergic aryl- or hetaryl-oxypropanolamines such as (.+-.)-2-[2-hydroxy-3-[[2-(1H-indol-3-yl)-1,1-dimethylethyl]amino]propoxy] benzonitrile into its individual enantiomers is described. The process comprises converting the racemic modification into a pair of diastereomeric urea derivatives by reaction with a chiral aralkylisocyanate; separation into the individual diastereomers; and facile regeneration of the starting amine by cleavage of the intermediate urea compound using hydrazine. This final step is improved by the addition of an .alpha.-keto carboxylic acid, such as pyruvic acid, which functions as a scavenger of nucleophilic by-products.

Abstract: 4-Ethyl-6-methoxy-7-(oxiranylmethoxy)quinazoline and its isomer 4-ethyl-7-methoxy-6-(oxiranylmethoxy)quinazoline have potent anti-tumor activity in animals.

Abstract: Substituted 1-phenoxy-3-(thienyl-tert.-butylamino)-2-propanols and related 3-benzothienyl compounds are selective .beta.-receptor blocking agents. Preferred compounds bear an ortho-substituent on the phenoxy ring.

Abstract: 1-Aryloxy-3-[(3-indolyl)-tert.-butyl]amino-2-propanols having a heterocyclic aryl-attached substituent or aryl-fused heterocyclic ring are antihypertensive agents having vasodilator and adrenergic .beta.-receptor blocking action.

Abstract: 1-Secondary-amino-3-(1-phenyl and substituted phenyl-5-tetrazolyloxy)-2-propanols are new compounds which are useful as cardiovascular agents having vasodilator, antiarrhythmic and .beta.-adrenergic blocking actions.

Abstract: 1-Phenoxy-3-[(3-indolyl)-tert.-butyl]amino-2-propanols and related 1-aryloxy compounds are antihypertensive agents having vasodilator and adrenergic .beta.-receptor blocking action. Preferred compounds bear an ortho-substituent in the phenoxy group, and most preferably the cyano group.

Abstract: 1-Secondary-amino-3-(1-phenyl and substituted phenyl-5-tetrazolyloxy)-2-propanols are new compounds which are useful as cardiovascular agents having antiarrhythmic and .beta.-adrenergic blocking actions.

Abstract: Preparation of cyanomethylphenethanolamines useful as adrenergic stimulants is described. Preferred compounds such as 2-hydroxy-5-[1-hydroxy-2-[(1,1-dimethyl-2-phenylethyl)amino]ethyl]-benzene acetonitrile are selective beta-adrenergic stimulants having relatively greater potency on respiratory smooth muscle than on cardiac muscle. Such compounds are particularly valuable in the treatment of bronchial conditions.

Abstract: A new class of phenoxypropanolamine alkylsulfonyl derivatives and methods for their preparation are described. The new compounds possess antiarrhythmic and/or cardioselective .beta.-adrenergic blocking properties and are useful in the treatment of hypertension. Representative embodiments of the invention are 1-(isopropylamino)-3-[4-(methylsulfonyl)-m-tolyloxy]-2-propanol and 3-[4-(methylsulfonyl)-m-tolyloxy]-1-(1-phenoxy-2-propylamino)-2-propanol, the latter compound is particularly outstanding as an antihypertensive.

Abstract: New 2-substituted-3(2H)-isoquinolones and 2-substituted-3-alkoxyisoquinolines are disclosed. They are orally active hypotensives and peripheral vasodilators with an extended duration of action. Representative embodiments of this invention are 6,7-dimethoxy-2-methyl-1-veratryl-3(2H)-isoquinolone hydrochloride, 2-allyl-6,7-dimethoxy-2-veratryl-3(2H)-isoquinolone hydrochloride, 2-cyclopropyl-6,7-dimethoxy-1-3(2H)-isoquinolone hydrochloride, 2-amino-6,7-dimethoxy-1-veratryl-3(2H)-isoquinolone hydrochloride and 3-ethoxy-6,7-dimethoxy-1-veratrylisoquinoline.

Abstract: A new class of phenoxypropanolamine alkylsulfonyl derivatives and methods for their preparation are described. The new compounds possess antiarrhythmic and/or cardioselective .beta.-adrenergic blocking properties and are useful in the treatment of hypertension. Representative embodiments of the invention are 1-(isopropylamino)-3-[4-(methylsulfonyl)-m-tolyloxy]-2-propanol and 3-[4-(methylsulfonyl)-m-tolyloxy]-1-(1-phenoxy-2-propylamino)-2-propanol, the latter compound is particularly outstanding as an antihypertensive.

Abstract: Preparation of cyanomethylphenethanolamines useful as adrenergic stimulants is described. Preferred compounds such as 2-hydroxy-5-[1-hydroxy-2-[(1,1-dimethyl-2-phenylethyl)amino]ethyl]-benzene acetonitrile are selective beta-adrenergic stimulants having relatively greater potency on respiratory smooth muscle than on cardiac muscle. Such compounds are particularly valuable in the treatment of bronchial conditions.

Abstract: The sulfonamidophenethanolamine 4'-[1-hydroxy-2-[(2-phenoxyethyl)amino]ethyl]methanesulfonanilide is an antihypertensive beta-adrenergic blocking agent selectively lowering blood pressure with minimal reduction of heart rate.

Abstract: New 2-substituted-3(2H)-isoquinolones and 2-substituted-3-alkoxyisoquinolines are disclosed. They are orally active hypotensives and peripheral vasodilators with an extended duration of action. Representative embodiments of this invention are 6,7-dimethoxy-2-methyl-1-veratryl-3(2H)-isoquinolone hydrochloride, 2-allyl-6,7-dimethoxy-1-veratryl-3(2H)-isoquinolone hydrochloride, 2-cyclopropyl-6,7-dimethoxy-1-veratryl-3(2H)-isoquinolone hydrochloride, 2-amino-6,7-dimethoxy-1-veratryl-3(2H)-isoquinolone hydrochloride, and 3-ethoxy-6,7-dimethoxy-1-veratrylisoquinoline.

Abstract: Triphenylethylenes having an N-(dialkylaminoalkyl)alkanesulfonamide substituent in the one of the phenyl rings may be prepared from similarly substituted benzophenones by reaction thereof with a benzyl Grignard reagent followed by dehydration of the resulting triphenylethanol intermediate and if desired chlorination or nitration of the resulting product. The triphenylethylenes have estrogenic and post-coital antifertility action and are useful as intermediates for the preparation of other triphenylethylene compounds.