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Bifemelane
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Bifemelane

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Bifemelane
Bifemelane.svg
Clinical data
Trade names Alnert, Celeport
Other names MCl-2016
AHFS/Drugs.com International Drug Names
ATC code
Identifiers
  • N-methyl-4-[2-(phenylmethyl)phenoxy]butan-1-amine
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard 100.220.566
Chemical and physical data
Formula C18H23NO
Molar mass 269.388 g·mol−1
3D model (JSmol)
  • O(c1ccccc1Cc2ccccc2)CCCCNC
  • InChI=1S/C18H23NO/c1-19-13-7-8-14-20-18-12-6-5-11-17(18)15-16-9-3-2-4-10-16/h2-6,9-12,19H,7-8,13-15H2,1H3 checkY
  • Key:QSQQPMHPCBLLGX-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Bifemelane (INN) (Alnert, Celeport), or bifemelane hydrochloride (JAN), also known as 4-(O-benzylphenoxy)-N-methylbutylamine, is an antidepressant and cerebral activator that is widely used in the treatment of cerebral infarction patients with depressive symptoms in Japan, and in the treatment of senile dementia as well. It also appears to be useful in the treatment of glaucoma. Bifemelane acts as a monoamine oxidase inhibitor (MAOI) of both isoenzymes, with competitive (reversible) inhibition of MAO-A (Ki = 4.20 μM) (making it a reversible inhibitor of monoamine oxidase A (RIMA)) and non-competitive (irreversible) inhibition of MAO-B (Ki = 46.0 μM), and also acts (weakly) as a norepinephrine reuptake inhibitor. The drug has nootropic, neuroprotective, and antidepressant-like effects in animal models, and appears to enhance the cholinergic system in the brain.

See also


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