Condon M E, Cimarusti C M, Fox R, Narayanan V L, Reid J, Sundeen J E, Hauck F P
J Med Chem. 1978 Sep;21(9):913-22. doi: 10.1021/jm00207a014.
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.