Smithkline Corporation

L Martin Brenner

Bernard Loev

Stephen T Ross

Charles K Brush

John M Petta

Joe R Wardell, Jr

Helene E Van Hoeven

Helene E Bowman Van Hoeven

A new series of compounds having renal vasodilating activity described. The compounds are 2-allyl-8-halo-4-(p-hydroxyphenyl)-1,2,3,4-tetrahydroisoquinolines.

Dopaminergic isoquinolines

4-Phenyl-1,2,3,4-tetrahydroisoquinolines whose structures have two hydroxy groups substituted at the 3,4-position on the 4-phenyl ring have been found to have renal vasodilating activity upon internal administration. The active ingredients are prepared by cyclizing N-(2-substituted benzyl)-1-(3,4-dimethoxyphenyl)-aminoethanol using either a Lewis acid or an acid cyclizing agent followed by demethylation at the 3,4-dimethoxyphenyl moiety.

Renal dilating methods and compositions using

A new series of compounds having renal vasodilating activity is described. The compounds are 3-cycloalkylmethyl-7,8-dihydroxy-6-halo-1-(p-hydroxyphenyl)-2,3,4,5-tetrah ydro-1H-3-benzazepines.

Dopaminergic benzazepines

3,4-Dihydroxyphenyltetrahydrothieno[2,3-c] or [3,2-c] pyridines are prepared by cyclization of a N-thienylmethyl-2-(3',4'-dimethoxyphenyl)-ethanolamine. These compounds have renal vasodilating activity. A species is 4-(3,4-dihydroxyphenyl)-1,2,3,4-tetrahydrothieno[2,3-c]pyridine and its pharmaceutically acceptable acid addition salts or esters.

Renal vasodilating 3,4-dihydroxyphenyltetrahydrothienopyridines

The compounds are 3-morpholino-2-heterocyclicthiopropanamides which are inhibitors of gastric acid secretion.

3-Morpholino-2-heterocyclic-thiopropanamides

The compounds are sulfonyl benzofurans and benzothiophenes having pharmacological activity, in particular, coronary vasodilator activity useful for the treatment of angina pectoris.

Sulfonyl benzofurans and benzothiophenes having coronary vasodilator

The compounds of this invention are substituted benzofurans and benzothiophenes having pharmacological activity. In particular, these compounds have coronary vasodilator activity and are useful in the treatment of angina pectoris.

Coronary vasodilator and anti-anginal compositions comprising

The compounds are 2-alkoxy(and 2-alkoxyalkyl)-2-heterocyclic-thioacetamides which are inhibitors of gastric acid secretion.

2-Alkoxy(and 2-alkoxyalkyl)-2-quinolyl-thioacetamides

The compounds are benzoyl benzofurans and benzothiophenes having pharmacological activity, in particular, coronary vasodilator activity useful for the treatment of angina pectoris and intermediates for the preparation thereof.

Substituted benzofurans and benzothiophenes

The compounds are benzophenalenofurans having pharmacological activity, in particular, coronary vasodilator activity.

Benzophenalenofurans

2-Alkoxy(and 2-alkoxyalkyl)-2-heterocyclic-thioacetamides for inhibiting

The compounds of this invention are substituted benzofurans and benzothiophenes having pharmacological activity. In particular, these compounds have coronary vasodilator activity and are useful in the treatment angina pectoris.

The compounds are N-aminomethyl-2-amino(and 2-aminomethyl)-2-heterocyclic-thioacetamides which are inhibitors of gastric acid secretion.

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Havertown, PA, United States of America

L Martin Brenner