3731. Ethenzamide

Nomenclature

CAS number: 938-73-8
2-Ethoxybenzamide; ethbenzamide; 2-ethoxybenzenecarbonamide; salicylamide o-ethyl ether; Lucamide; Protopyrin; Trancalgyl.
C9H11NO2; mol wt 165.19.
C 65.44%, H 6.71%, N 8.48%, O 19.37%.

Description and references

Prepn: GB 656746 (1951 to H. Lundbeck); Shapiro et al., J. Am. Chem. Soc. 81, 3728 (1959); Bryk, Osowski, PL 47822 (1961 to Polfa), C.A. 61, 5573f (1964). Metabolism: Davison et al., J. Pharmacol. Exp. Ther. 136, 226 (1962). Toxicity data: Starmer et al., Toxicol. Appl. Pharmacol. 19, 20 (1971).

Chemical structure

Properties

Crystals from ethyl acetate + hexane, mp 132-134°. LD50 orally in mice: 1160 mg/kg (Starmer).

Therapeutic Category

Analgesic.

Keywords

Analgesic; Non-opioids; Salicylic Acid Derivatives