1206. Bifemelane

Nomenclature

CAS number: 90293-01-9
N-Methyl-4-[2-(phenylmethyl)phenoxy]-1-butanamine; 4-(o-benzylphenoxy)-N-methylbutylamine; 2-(4-methylaminobutoxy)diphenylmethane; 2-benzyl-1-[4-(methylamino)butoxy]benzene.
C18H23NO; mol wt 269.38.
C 80.26%, H 8.61%, N 5.20%, O 5.94%.

Description and references

Monoamine oxidase inhibitor. Prepn: R. Kikumoto et al., DE 2627227; eidem, US 4091114 (1976, 1978 both to Mitsubishi); and antidepressant activity: R. Kikumoto et al., J. Med. Chem. 24, 145 (1981). Pharmacology: A. Tobe et al., Arzneim.-Forsch. 31, 1278 (1981). Effects on experimental amnesia in rats: A. Tobe et al., Jpn. J. Pharmacol. 39, 153 (1985). Effects on neuronal activity in cats: M. Egawa et al., Neuropharmacology 26, 379 (1987). Inhibition of MAO: M. Naoi et al., J. Neurochem. 50, 243 (1988).

Chemical structure

Derivative

Hydrochloride.

Nomenclature

CAS number: 62232-46-6
E-0687; MCI-2016; Alnert (Fujisawa); Celeport (Eisai).
C18H23NO.HCl; mol wt 305.84.
C 70.69%, H 7.91%, N 4.58%, O 5.23%, Cl 11.59%.

Properties

Crystals from acetone, mp 117-121°. LD50 in mice, rats (mg/kg): 1000, 1080 orally; 173, 130 i.p. (Tobe, 1981).

Therapeutic Category

Nootropic.

Keywords

Nootropic