17. Acamprosate Calcium

Nomenclature

CAS number: 77337-73-6
3-(Acetylamino)-1-propanesulfonic acid calcium salt (2:1); calcium acetyl homotaurinate; Ca-AOTA; calcium bisacetyl homotaurine; Aotal (Merck KGaA); Campral (Merck Santé).
C10H20CaN2O8S2; mol wt 400.48.
C 29.99%, H 5.03%, Ca 10.01%, N 6.99%, O 31.96%, S 16.01%.

Description and references

GABA (γ-aminobutyric acid, q.v.) agonist. Prepn: J. P. Durlach, DE 3019350; idem, US 4355043 (1980, 1982 both to Lab. Meram). Physicochemical and pharmacological study: C. Chabenat et al., Methods Find. Exp. Clin. Pharmacol. 10, 311 (1988). Pharmacology: J. Durlach et al., ibid. 437; A. Guiet-Bara et al., Alcohol 5, 63 (1988). Suppression of ethanol intake in rats: F. Boismare et al., Pharmacol. Biochem. Behav. 21, 787 (1984); J. Le Magnen et al., Alcohol 4, 97 (1987). Evaluation of abuse potential: K. A. Grant, W. L. Woolverton, Pharmacol. Biochem. Behav. 32, 607 (1989). HPLC determn in plasma: C. Chabenat et al., J. Chromatogr. 414, 417 (1987). Clinical evaluation in relapse prevention in weaned alcoholics: J. P. L'Huintre et al., Lancet 1, 1014 (1985); J. P. L'Huintre et al., Alcohol Alcohol. 25, 613 (1990). Review of clinical efficacy in maintenance of abstinence in alcoholics: L. J. Scott et al., CNS Drugs 19, 445-464 (2005); of mechanism of action: P. De Witte et al., ibid. 517-537.

Chemical structure

Properties

Colorless crystalline powder, mp 270°. uv max (water): 192 nm (ε 7360). Freely sol in water. Practically insol in absolute ethanol, dichloromethane. LD50 i.p. in male mice: 1.87 g/kg (Durlach, 1982).

Therapeutic Category

In treatment of alcoholism.

Keywords

Alcohol Dependence Treatment