1956. Celecoxib

Nomenclature

CAS number: 169590-42-5
4-[5-(4-Methylphenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl]benzenesulfonamide; SC-58635; YM-177; Celebrex (Pfizer); Onsenal (Pfizer).
C17H14F3N3O2S; mol wt 381.37.
C 53.54%, H 3.70%, F 14.94%, N 11.02%, O 8.39%, S 8.41%.

Description and references

Selective cyclooxygenase-2 (COX-2) inhibitor. Prepn: J. J. Talley et al., WO 9515316; eidem, US 5466823 (both 1995 to Searle); T. D. Penning et al., J. Med. Chem. 40, 1347 (1997). Clinical pharmacology: P. E. Lipsky, P. C. Isakson, J. Rheumatol. 24, Suppl. 49, 9 (1997). Clinical trials in arthritis: L. S. Simon et al., Arthritis Rheum. 41, 1591 (1998). Evaluation of risk of gastrointestinal toxicity in patients with arthritis: F. E. Silverstein et al., J. Am. Med. Assoc. 284, 1247 (2000). Clinical trial in familial adenomatous polyposis: G. Steinbach et al., N. Engl. J. Med. 342, 1946 (2000).

Chemical structure

Properties

Pale yellow solid, mp 157-159°.

Therapeutic Category

Anti-inflammatory. In treatment of familial adenomatous polyposis.

Keywords

Anti-inflammatory (Nonsteroidal); Cyclooxygenase-2 Selective Inhibitor