Synthesis and antiinflammatory activity of some new 1,3,5-trisubstituted pyrazolines bearing benzene sulfonamide.
Nineteen new 2-pyrazoline bearing benzenesulfonamide derivatives were synthesized by condensing chalcones with 4-hydrazinonbenzenesulfonamide hydrochloride. Their chemical structures were proved by means of IR, (1)H NMR, (13)C NMR, mass spectroscopic and elemental analyses data. These compounds were tested at dose of 20mg/kg for their anti-inflammatory activity in carrageenan-induced rat paw edema model and volume of paw edema was measured at 0, 3 and 5h. Two compounds 3k and 3l were found to be more active than celecoxib throughout the study (at 3 and 5h). While two other compounds 3m and 3n showed more potent activity than celecoxib at 5h. They are devoid of ulcerogenic potential when administered orally at a dose of 60 mg/kg. Compounds (3k-m) showed COX-1 and COX-2 inhibitory activity at 0.05 microM.
Rathish
I G
IG
Department of Chemistry, Faculty of Science, Jamia Hamdard Hamdard University, New Delhi, India.
Javed
Kalim
K
Ahmad
Shamim
S
Bano
Sameena
S
Alam
M S
MS
Pillai
K K
KK
Singh
Surender
S
Bagchi
Vivek
V
D000284:Administration, Oral; D000818:Animals; D000893:Anti-Inflammatory Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D000068579:Celecoxib; D047188:Chalcones / Q000737:chemistry; D016861:Cyclooxygenase Inhibitors; D004353:Drug Evaluation, Preclinical; D004487:Edema / Q000139:chemically induced / Q000188:drug therapy; D015394:Molecular Structure; D011720:Pyrazoles / Q000138:chemical synthesis* / Q000494:pharmacology; D051381:Rats; D013449:Sulfonamides / Q000737:chemistry*; D000096926:Benzenesulfonamides
D000893:Anti-Inflammatory Agents; D000068579:Celecoxib; D047188:Chalcones; D016861:Cyclooxygenase Inhibitors; D011720:Pyrazoles; D013449:Sulfonamides; D000096926:Benzenesulfonamides