13-01044. Benoxaprofen [Archived]

Nomenclature

CAS number: 67434-14-4
2-(4-Chlorophenyl)-α-methyl-5-benzoxazoleacetic acid; Compd 90459; Coxigon (Lilly); Opren (Lilly); Oraflex (Lilly).
C16H12ClNO3; mol wt 301.72.
C 63.69%, H 4.01%, Cl 11.75%, N 4.64%, O 15.91%.

Description and references

Prepn: D. Evans et al., DE 2324443; eidem, US 3912748 (1973, 1975 both to Lilly); D. W. Dunwell et al., J. Med. Chem. 18, 53 (1975). Analysis by HPLC: S. W. McKay et al., J. Chromatogr. 170, 482 (1979). Pharmacokinetics: D. H. Chatfield et al., Br. J. Clin. Pharmacol. 4, 579 (1977). Metabolism: D. H. Chatfield, J. N. Green, Xenobiotica 8, 133 (1978). Effect on lysosomal enzyme secretion: R. J. Smith, J. Pharmacol. Exp. Ther. 207, 618 (1978). Dissolution and absorption in humans: A. S. Ridolfo et al., J. Pharm. Sci. 68, 850 (1979). Series of clinical studies: Rheumatol. Rehabil. 17, 254-264 (1978). Retrospective study of molecular toxicology: D. F. V. Lewis et al., Toxicology 65, 33 (1990).

Chemical structure

Properties

Cream solid from ethanol, mp 189-190°. LD50 orally in mice: 800 mg/kg (Evans, 1973).

Therapeutic Category

Anti-inflammatory; analgesic.

Keywords

Analgesic (Non-Narcotic); Anti-inflammatory (Nonsteroidal); Arylpropionic Acid Derivatives

Status

This monograph has been retired and is no longer subject to revision or update.