8248. Rofecoxib

Nomenclature

CAS number: 162011-90-7
4-[4-(Methylsulfonyl)phenyl]-3-phenyl-2(5H)-furanone; MK-0966; Vioxx (Merck & Co.).
C17H14O4S; mol wt 314.36.
C 64.95%, H 4.49%, O 20.36%, S 10.20%.

Description and references

Selective cyclooxygenase-2 (COX-2) inhibitor. Prepn: Y. Ducharme et al., WO 9500501; eidem, US 5474995 (both 1995 to Merck Frosst). HPLC determn in plasma: C. M. Chavez-Eng et al., J. Chromatogr. B 748, 31 (2000). Enzyme inhibition and clinical evaluation in dental pain: E. W. Ehrich et al., Clin. Pharmacol. Ther. 65, 336 (1999). Evaluation of risk of gastrointestinal effects in patients with osteoarthritis: M. J. Langman et al., J. Am. Med. Assoc. 282, 1929 (1999); with rheumatoid arthritis: C. Bombardier et al., N. Engl. J. Med. 343, 1520 (2000). Review of pharmacology and clinical experience: A. J. Matheson, D. P. Figgitt, Drugs 61, 833-865 (2001).

Chemical structure

Properties

White to off-white to light yellow powder. Sparingly sol in acetone; slightly sol in methanol, isopropyl acetate; very slightly sol in ethanol. Practically insol in octanol; insol in water.

Therapeutic Category

Anti-inflammatory.

Keywords

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