3737. Ethionamide

Nomenclature

CAS number: 536-33-4
2-Ethyl-4-pyridinecarbothioamide; 2-ethylthioisonicotinamide; 3-ethylisothionicotinamide; 2-ethylisothionicotinamide; 2-ethyl-4-thiocarbamoylpyridine; α-ethylisonicotinoylthioamide; amidazine; ethioniamide; Bayer 5312; 1314-Th; Nisotin; Trescatyl (M & B); Aetina; Ethimide; Iridocin (Bayer); Tio-Mid.
C8H10N2S; mol wt 166.24.
C 57.80%, H 6.06%, N 16.85%, S 19.29%.

Description and references

Prepn: Libermann et al., Compt. Rend. 242, 2409 (1956); Bull. Soc. Chim. Fr. 1958, 687; GB 800250 (1958 to Chimie et Atomistique). Mechanism of action study: K. Johnsson et al., J. Am. Chem. Soc. 117, 5009 (1995).

Chemical structure

Properties

Minute yellow crystals from ethanol, dec 164-166°. Very sparingly sol in water, ether. Sparingly sol in methanol, ethanol, propylene glycol. Sol in hot acetone, dichloroethane. Freely sol in pyridine.

Therapeutic Category

Antibacterial (tuberculostatic).

Keywords

Antibacterial (Tuberculostatic)