Bifemelane

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Bifemelane
Bifemelane.svg
Systematic (IUPAC) name
N-methyl-4-[2-(phenylmethyl)phenoxy]butan-1-amine
Clinical data
AHFS/Drugs.com International Drug Names
Identifiers
CAS Number 90293-01-9 YesY
ATC code N06AX08 (WHO)
PubChem CID: 2377
ChemSpider 2286 YesY
UNII Z4501GN13G YesY
ChEMBL CHEMBL1192517 N
Synonyms MCl-2016
Chemical data
Formula C18H23NO
Molecular mass 269.381 g/mol
  • 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 YesY
  • Key:QSQQPMHPCBLLGX-UHFFFAOYSA-N YesY
 NYesY (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.[1][2] It also appears to be useful in the treatment of glaucoma.[3] 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 MAO-A (RIMA)) and non-competitive (irreversible) inhibition of MAO-B (Ki = 46.0 μM),[4][5][6] and also acts (weakly) as a norepinephrine reuptake inhibitor.[7] The drug has nootropic, neuroprotective, and antidepressant-like effects in animal models, and appears to enhance the cholinergic system in the brain.[8][9][10]

See also

References

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