3,5-Diphenyl-1H-pyrazole derivatives. I--Esters and N-substituted carbamates of 1-(2-hydroxyethyl)-3,5-diphenyl-1H-pyrazole and its 4-bromo derivative with depressant, antiarrhythmic, analgesic and other activities.
The synthesis of 1-(2-hydroxyethyl)-3,5-diphenyl-1H-pyrazole (II) and its 4-bromo derivative (III) starting from chalcone epoxide, as well as of a series of esters and N-substituted carbamates derived from (II) and (III), is described. Some of these compounds showed remarkable depressant, antiarrhythmic and analgesic activities in mice and rats. Moreover, the above compounds usually exhibited moderate hypotensive, bradycardic and antiinflammatory activities in rats, infiltration anesthesia and hypoglycemic activity in mice, as well as a weak platelet antiaggregating activity in vitro.
Bondavalli
F
F
Istituto di Scienze Farmaceutiche, Università di Genova, Italy.
Bruno
O
O
Ranise
A
A
Schenone
P
P
Addonizio
P
P
De Novellis
V
V
Loffreda
A
A
Marmo
E
E
D000700:Analgesics / Q000138:chemical synthesis*; D000818:Animals; D000889:Anti-Arrhythmia Agents / Q000138:chemical synthesis*; D000959:Antihypertensive Agents / Q000138:chemical synthesis*; D051379:Mice; D009043:Motor Activity / Q000187:drug effects; D011720:Pyrazoles / Q000138:chemical synthesis* / Q000494:pharmacology; D051381:Rats; D013329:Structure-Activity Relationship
D000700:Analgesics; D000889:Anti-Arrhythmia Agents; D000959:Antihypertensive Agents; D011720:Pyrazoles; C058759:1-(2-hydroxyethyl)-3,5-diphenyl-4-bromo-1H-pyrazole; C058758:1-(2-hydroxyethyl)-3,5-diphenyl-1H-pyrazole