3647. Erdosteine

Nomenclature

CAS number: 84611-23-4
[[2-Oxo-2-[(tetrahydro-2-oxo-3-thienyl)amino]ethyl]thio]acetic acid; (±)-[[[(tetrahydro-2-oxo-3-thienyl)carbamoyl]methyl]thio]acetic acid; dl-S-[2-[N-3-(2-oxotetrahydrothienyl)acetamido]]thioglycolic acid; N-(carboxymethylthioacetyl)homocysteine thiolactone; dithiosteine; RV-144; Erdotin (Galen); Vectrine (Pharma 2000).
C8H11NO4S2; mol wt 249.31.
C 38.54%, H 4.45%, N 5.62%, O 25.67%, S 25.72%.

Description and references

Homocysteine thiolactone derivative with mucomodulating activity. Prepn: J. Gonella, EP 61386; idem, US 4411909 (1982, 1983 both to Refarmed); M. Gobetti et al., Farmaco Ed. Sci. 41, 69 (1986). Review of clinical development: K. L. Dechant, S. Noble, Drugs 52, 875-881 (1996). Metabolism: S. Savu et al., Int. J. Clin. Pharmacol. Ther. 38, 415 (2000). Clinical trial in chronic obstructive bronchitis: C. F. Marchioni et al., Int. J. Clin. Pharmacol. Ther. 33, 612 (1995); in COPD: M. Moretti et al., Drugs Exp. Clin. Res. 30, 143 (2004).

Chemical structure

Properties

Crystals from ethanol, mp 156-158°. pKa 3.71. LD50 in mice and rats (g/kg): >10 orally; >3.5 i.v. (Gonella).

Therapeutic Category

Mucolytic.

Keywords

Mucolytic