6226. Moclobemide

Nomenclature

CAS number: 71320-77-9
4-Chloro-N-[2-(4-morpholinyl)ethyl]benzamide; p-chloro-N-(2-morpholinoethyl)benzamide; Ro-11-1163; Aurorix (Roche); Manerix (Roche); Moclamine (Roche).
C13H17ClN2O2; mol wt 268.74.
C 58.10%, H 6.38%, Cl 13.19%, N 10.42%, O 11.91%.

Description and references

Reversible monoamine oxidase A (MAO-A) inhibitor. Prepn: W. Burkard, P.-C. Wyss, DE 2706179; US 4210754 (1977, 1980 both to Hoffmann-La Roche). Gas chromatography: K. P. Maguire et al., J. Chromatogr. 278, 429 (1983). Human pharmacokinetics: F. A. Wiesel et al., Eur. J. Clin. Pharmacol. 28, 89 (1985). Clinical study: J. K. Larsen et al., Acta Psychiatr. Scand. 70, 254 (1984). Review of pharmacology: W. P. Burkard et al., J. Pharmacol. Exp. Ther. 248, 391-399 (1989); of neurochemical profile: M. DaPrada et al., ibid. 400-414.

Chemical structure

Properties

Crystals from isopropanol, mp 137°. LD50 in rats (mg/kg): 707 orally (Burkard, Wyss).

Derivative

Hydrochloride.
C13H18Cl2N2O2; mol wt 305.20.
C 51.16%, H 5.94%, Cl 23.23%, N 9.18%, O 10.48%.

Properties

Crystals from isopropanol, mp 208°.

Therapeutic Category

Antidepressant.

Keywords

Antidepressant; Monoamine Oxidase Inhibitor