Symbiotic approach to drug design: N-[(4-chloro-3-sulfamoylbenzamido)-ethyl]propanolamine derivatives as β-adrenergic blocking agents with diuretic activity

A series of oxypropanolamines and iminoxypropanolamines, in which the aminic substituent was the 2-(4-chloro-3-sulfamoylbenzamido)-ethyl group, were synthesized as potential β-blocker/diuretic agents. All of these compounds were tested for β1-adrenoceptor affinity and β-blocking potency. For the most active compounds, diuretic and antihypertensive properties as well as affinity for α1-adrenoceptors were also investigated. Compounds 4 and 10 were found to display contemporaneously β-blocking, diuretic and antihypertensive activities.