3875. Etofenamate

Nomenclature

CAS number: 30544-47-9
2-[[3-(Trifluoromethyl)phenyl]amino]benzoic acid 2-(2-hydroxyethoxy)ethyl ester; N-(α,α,α-trifluoro-m-tolyl)anthranilic acid 2-(2-hydroxyethoxy)ethyl ester; B-577; TV-485; Bayrogel (Bayropharm); Glasel (Troponwerke); Rheumon gel (Troponwerke; Bayer); Traumon Gel (Troponwerke).
C18H18F3NO4; mol wt 369.34.
C 58.53%, H 4.91%, F 15.43%, N 3.79%, O 17.33%.

Description and references

Percutaneously active antiphlogistic agent. Prepn: K. H. Boltze et al., DE 1939112; eidem, US 3692818 (1971, 1972 both to Troponwerke). Series of articles on chemistry, analysis, biochemistry, pharmacology, toxicology, and clinical studies: Arzneim.-Forsch. 27, 1300-1363 (1977). Toxicity: H. Jacobi et al., ibid. 1333. Metabolism and GC determn: ibid. 31, 9-21 (1981).

Chemical structure

Properties

Pale yellow viscous oil, thermolabile at 180°. bp.001 130-135°. uv max (methanol): 286 (E1%1cm 423). nD25 1.564. Sol in lower alcohols, ethyl acetate, acetone, chloroform, ether, benzene. Soly in water at 22°: 0.16 mg/100 ml. LD50 in male, female rats (mg/kg): 292, 470 orally; 140, 226 i.v.; 373, 397 i.p.; 643, 568 s.c. (Jacobi).

Therapeutic Category

Anti-inflammatory.

Keywords

Anti-inflammatory (Nonsteroidal); Aminoarylcarboxylic Acid Derivatives