Nondepressant beta-adrenergic blocking agents. 1. Substituted 3-amino-1-(5,6,7,8-tetrahydro-1-naphthoxy)-2-propanols

J Med Chem. 1978 Sep;21(9):913-22. doi: 10.1021/jm00207a014.

Abstract

A series of 3-amino-1-(5,6,7,8-tetrahydronaphthoxy)-2-propanols was synthesized and investigated for beta-adrenergic blocking activity and direct myocardial depressant action. The cis- and trans-diols 12--15 were found to retain the beta-blocking potency of propranolol but to lack its myocardial depressant action. Compound 15 (nadolol) is currently undergoing extensive clinical evaluation as a potential antianginal, antiarrhythmic, and antihypertensive agent.

MeSH terms

  • Adrenergic beta-Antagonists / chemical synthesis*
  • Adrenergic beta-Antagonists / pharmacology
  • Animals
  • Cats
  • Epoxy Compounds
  • Guinea Pigs
  • In Vitro Techniques
  • Isoproterenol / antagonists & inhibitors
  • Methods
  • Myocardial Contraction / drug effects
  • Phenols
  • Propanolamines / chemical synthesis*
  • Propanolamines / pharmacology
  • Rats
  • Structure-Activity Relationship

Substances

  • Adrenergic beta-Antagonists
  • Epoxy Compounds
  • Phenols
  • Propanolamines
  • Isoproterenol