6469. Nepafenac

Nomenclature

CAS number: 78281-72-8
2-Amino-3-benzoylbenzeneacetamide; AHR-9434; AL-6515; Nevanac (Alcon).
C15H14N2O2; mol wt 254.28.
C 70.85%, H 5.55%, N 11.02%, O 12.58%.

Description and references

Nonsteroidal anti-inflammatory with analgesic activity; selective COX-2 inhibitor. Prodrug of amfenac, q.v. Prepn: D. A. Walsh et al., DE 3035688 (1981 to A. H. Robins); see also: J. R. Shanklin, Jr. et al., US 4313949 (1982 to A. H. Robins); D. A. Walsh et al., J. Med. Chem. 33, 2296 (1990). Ocular pharmacology: D. A. Gamache et al., Inflammation 24, 357 (2000); T.-L. Ke et al., ibid. 371. Inhibition of ocular neovascularization: K. Takahashi et al., Invest. Ophthalmol. Visual Sci. 44, 409 (2003). Review of clinical experience: R. Lindstrom, T. Kim, Curr. Med. Res. Opin. 22, 397-404 (2006).

Chemical structure

Properties

Yellow needles from isopropyl alcohol, mp 178.5-180.0°.

Therapeutic Category

Anti-inflammatory.

Keywords

Anti-inflammatory (Nonsteroidal); Arylacetic Acid Derivatives