7221. Phenelzine

Nomenclature

CAS number: 51-71-8
(2-Phenethyl)hydrazine; β-phenylethylhydrazine; phenalzine.
C8H12N2; mol wt 136.19.
C 70.55%, H 8.88%, N 20.57%.

Description and references

Monoamine oxidase inhibitor. Prepn: Votocek, Leminger, Collect. Czech. Chem. Commun. 4, 271 (1932), C.A. 26, 5294 (1932); Biel et al., J. Am. Chem. Soc. 81, 2805 (1959); Biel, US 3000903 (1959 to Lakeside). Toxicity: J. A. Gylys et al., Ann. N.Y. Acad. Sci. 107, 899 (1963). Comprehensive description: R. E. Daly, Anal. Profiles Drug Subs. 2, 383-407 (1973).

Chemical structure

Properties

Liquid. bp0.1 74°. nD20 1.5494.

Derivative

Acid sulfate.

Nomenclature

CAS number: 156-51-4
W-1544a; Nardelzine (Warner-Lambert); Nardil (Warner-Lambert).
C8H12N2.H2SO4; mol wt 234.27.
C 41.01%, H 6.02%, N 11.96%, S 13.69%, O 27.32%.

Properties

White powder, sol in water. LD50 orally in mice: 156 mg/kg (Gylys).

Derivative

Hydrochloride.

Nomenclature

CAS number: 5470-36-0
C8H12N2.HCl; mol wt 172.66.
C 55.65%, H 7.59%, N 16.22%, Cl 20.53%.

Properties

Crystals, mp 174°.

Therapeutic Category

Antidepressant.

Keywords

Antidepressant; Hydrazides/Hydrazines; Monoamine Oxidase Inhibitor