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ChemicalBook--->CAS DataBase List--->62232-46-6

62232-46-6

62232-46-6 Structure

62232-46-6 Structure
IdentificationBack Directory
[Name]

Bifemelane HCl
[CAS]

62232-46-6
[Synonyms]

Bifemelane HCl
Bifemelan hydrochloride
Bifemelane hydrochloride
MEAHDXWXNNDSAK-UHFFFAOYSA-N
4-(2-Benzylphenoxy)-N-methylbutan-1-amine hydrochloride
inhibit,Inhibitor,Monoamine Oxidase,MAO-A,MAO,MCI 2016,Bifemelane hydrochloride,antidepressant,Bifemelane,monoamine,MCI-2016,MCI2016,oxidase,MAO-B
[Molecular Formula]

C18H23NO.ClH
[MDL Number]

MFCD00661086
[MOL File]

62232-46-6.mol
[Molecular Weight]

305.847
Chemical PropertiesBack Directory
[Melting point ]

117-121°
[solubility ]

Soluble to 100 mM in water and to 100 mM in DMSO
[form ]

Powder
[color ]

White to yellow
Hazard InformationBack Directory
[Hazard]

Moderately toxic by ingestion.
[Description]

Bifemelane is a nootropic reported to have antianoxic, anti-ischemic and memory enhancing activities. In man, bifemelane appears to increase cerebral blood flow, while in rodents it reverses scopolamine-induced dementia. Bifemelane has an added adrenergic component reportedly arising from norepinephrine uptake inhibition.
[Originator]

Mitsubishi; Eisai (Japan)
[Uses]

Bifemelane Hydrochloride, is an antidepressant MAO inhibitor. It has also been reported to protect neural tissues against ischemic damage and age-related neurodegeneration.
[Manufacturing Process]

N-Methyl-4-[2-(phenylmethyl)phenoxy]-1-butanamine was prepared from 2- (5-bromopentyloxy)diphenylmethane and of methylamine in ethanol is at 50°C in a sealed tube (heating for 3 hours). Ethanol and excess methylamine are distilled in vacuo, 2 N NaOH aqueous solution is added, and the reaction product is extracted with ether. Dry hydrogen chloride gas is passed into the ether solution, and the precipitate collected by filtration. Recrystallization from ethanol-ether gives N-methyl-4-[2-(phenylmethyl)phenoxy]-1-butanamine hydrochloride, m.p. 87.5-89.5°C.
[Brand name]

Alnert; Celeport
[Therapeutic Function]

Antidepressant, Antiulcer, Nootropic
[storage]

Desiccate at RT
Safety DataBack Directory
[Toxicity]

LD50 in mice, rats (mg/kg): 1000, 1080 orally; 173, 130 i.p. (Tobe, 1981)
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