4148. Flunoxaprofen

Nomenclature

CAS number: 66934-18-7
(αS)-2-(4-Fluorophenyl)-α-methyl-5-benzoxazoleacetic acid; RV-12424; Priaxim (Ravizza).
C16H12FNO3; mol wt 285.27.
C 67.36%, H 4.24%, F 6.66%, N 4.91%, O 16.83%.

Description and references

Nonsteroidal anti-inflammatory. Prepn of racemate: D. Evans et al., DE 2324443; eidem, US 3912748 (1973, 1975 both to Lilly). Prepn of racemate and anti-inflammatory activity: D. W. Dunwell et al., J. Med. Chem. 18, 53-58 (1975). Improved process for prepn of racemate and enantiomers: F. Mauri, R. Signorini, BE 877887; eidem, US 4304918 (1979, 1981 both to Ravizza); R. Signorini, A. Verga, DE 3325672 (1984 to Ravizza). HPLC determn of enantiomers in body fluids: S. Pedrazzini et al., J. Chromatogr. 415, 214 (1987). Prophylactic and therapeutic treatment of asthma and other immediate hypersensitivity diseases: W. Dawson, US 4416892 (1983 to Lilly).

Chemical structure

Properties

Crystals from acetone-water or acetic acid, mp 162-164°. [α]D20 +50° (c = 2% in DMF). LD50 orally in mice: ≈1200 mg/kg (Dunwell).

Therapeutic Category

Anti-inflammatory.

Keywords

Anti-inflammatory (Nonsteroidal); Arylpropionic Acid Derivatives