6548. Nimesulide

Nomenclature

CAS number: 51803-78-2
N-(4-Nitro-2-phenoxyphenyl)methanesulfonamide; 4-nitro-2-phenoxymethanesulfonanilide; R-805; Aulin (Boehringer, Mann.); Fansidol (Brocchieri); Flogovital (Bago); Mesulid (LPB); Nide (Ibirn); Nidol (Tosi); Nisulid (Wyeth).
C13H12N2O5S; mol wt 308.31.
C 50.64%, H 3.92%, N 9.09%, O 25.95%, S 10.40%.

Description and references

Prostaglandin synthetase and platelet aggregation inhibitor. Prepn and anti-inflammatory activity: BE 801812; G. G. I. Moore, J. K. Harrington, US 3840597 (both 1974 to Riker). Activity, comparison with other non-steroidal anti-inflammatories: K. F. Swingle et al., Arch. Int. Pharmacodyn. Ther. 221, 132 (1976). Mechanism of action: R. L. Vigdahl, R. H. Tukey, Biochem. Pharmacol. 26, 307 (1977). Chromatographic determn in plasma: S. F. Chang et al., J. Pharm. Sci. 66, 1700 (1977). Pharmacology: K. F. Swingle, G. G. I. Moore, Drugs Exp. Clin. Res. 10, 587 (1984). Clinical trials in rheumatic disorders: R. Weissenbach, J. Int. Med. Res. 9, 349 (1981); in osteoarthritis: M. Reiner, ibid. 10, 92 (1982); in acute inflammation: J. M. Pais, F. M. Rosteiro, ibid. 11, 149 (1983); C. Milvio, ibid. 12, 327 (1984); M. E. Nouri, Clin. Ther. 6, 142 (1984).

Chemical structure

Properties

Light tan crystals from ethanol, mp 143-144.5°. LD50 orally in rats: 324 mg/kg (Swingle, Moore).

Therapeutic Category

Anti-inflammatory.

Therapeutic Category (Veterinary)

Anti-inflammatory.

Keywords

Anti-inflammatory (Nonsteroidal)