Synthesis of the pyrazole isostere of valdecoxib.
4-(5-methyl-3-phenyl-1H-pyrazole-4-yl)-benzenesulfonamide, the pyrazole isostere of valdecoxib was synthesised. The title compound was prepared by a six-step procedure starting from commercially available deoxybenzoin 1. The pyrazole isostere 13 showed slight anti-inflammatory and analgesic activities.
Szabó
G
G
Research Laboratory of Gedeon Richter Ltd., Budapest, Hungary. gy.szabo@richter.hu
Fischer
J
J
Kis-Varga
A
A
D000818:Animals; D002351:Carrageenan; D052246:Cyclooxygenase 2 Inhibitors / Q000138:chemical synthesis*; D004487:Edema / Q000139:chemically induced / Q000188:drug therapy / Q000473:pathology; D005528:Foot / Q000473:pathology; D007202:Indicators and Reagents; D007555:Isoxazoles / Q000138:chemical synthesis*; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D011720:Pyrazoles / Q000138:chemical synthesis; D051381:Rats; D017208:Rats, Wistar; D013449:Sulfonamides / Q000138:chemical synthesis*; D000096926:Benzenesulfonamides
D002351:Carrageenan; D052246:Cyclooxygenase 2 Inhibitors; D007202:Indicators and Reagents; D007555:Isoxazoles; D011720:Pyrazoles; D013449:Sulfonamides; C406224:valdecoxib; D000096926:Benzenesulfonamides