5237. Isoxepac

Nomenclature

CAS number: 55453-87-7
6,11-Dihydro-11-oxodibenz[b,e]oxepin-2-acetic acid; oxepinac; HP-549; P-720549; Artil (Hoechst).
C16H12O4; mol wt 268.26.
C 71.64%, H 4.51%, O 23.86%.

Description and references

Non-steroidal anti-inflammatory with analgesic and antipyretic activity. Prepn: K. Ueno et al., JP Kokai 74 124086 (1974 to Daiichi), C.A. 82, 170735d (1975); G. C. Helsley et al., DE 2442060; eidem, US 4585788 (1975, 1986 both to Hoechst); K. Ueno et al., J. Med. Chem. 19, 941 (1976); D. E. Aultz et al., ibid. 20, 66 (1977). Pharmacology: H. B. Lassman et al., Arch. Int. Pharmacodyn. Ther. 227, 142 (1977). Disposition and metabolism in animals and humans: H. P. A. Illing, J. M. Fromson, Drug Metab. Dispos. 6, 510 (1978). HPLC determn in plasma: J. A. Slack, J. Chromatogr. 221, 431 (1980); H. K. L. Hundt, L. W. Brown, ibid. 225, 482 (1981). Clinical studies: S. Sasaki, Arzneim.-Forsch. 28, 462 (1978); L. B. Svendsen et al., Scand. J. Rheumatol. 10, 186 (1981); J. Scott, E. C. Huskisson, Rheumatol. Rehabil. 21, 48 (1982).

Chemical structure

Properties

Crystals from ethyl acetate, mp 131-132.5°. LD50 orally in rats: 199 mg/kg (Ueno).

Therapeutic Category

Anti-inflammatory.

Keywords

Anti-inflammatory (Nonsteroidal); Arylacetic Acid Derivatives