o-Chlorobenzenesulfonamidic derivatives of (aryloxy)propanolamines as beta-blocking/diuretic agents.
A series of compounds 1b-f, 2b-f, and 3b-f having an o-chlorobenzenesulfonamidic diuretic moiety variously linked to the nitrogen side chain of the beta-blocking (aryloxy)propanolamine pharmacophore were prepared and tested for their beta 1-adrenoceptor affinity. For all the active compounds, beta-blocking and diuretic activities were investigated in rats; the structure--activity relationships are discussed. Some of the compounds displayed varying levels of both properties and among these, compounds 1c and 2c have been chosen for further development.
Cecchetti
V
V
Istituto di Chimica Farmaceutica e Tecnica Farmaceutica, Università di Perugia, Italy.
Fravolini
A
A
Schiaffella
F
F
Tabarrini
O
O
Bruni
G
G
Segre
G
G
D000319:Adrenergic beta-Antagonists / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D000818:Animals; D001665:Binding Sites / Q000187:drug effects; D004232:Diuretics / Q000138:chemical synthesis*; D008297:Male; D011412:Propanolamines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D051381:Rats; D017208:Rats, Wistar; D013329:Structure-Activity Relationship; D013449:Sulfonamides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D014422:Turkeys
D000319:Adrenergic beta-Antagonists; D004232:Diuretics; D011412:Propanolamines; D013449:Sulfonamides