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Details

Stereochemistry ACHIRAL
Molecular Formula C18H23NO.ClH
Molecular Weight 305.842
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BIFEMELANE HYDROCHLORIDE

SMILES

Cl.CNCCCCOC1=CC=CC=C1CC2=CC=CC=C2

InChI

InChIKey=MEAHDXWXNNDSAK-UHFFFAOYSA-N
InChI=1S/C18H23NO.ClH/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;1H

HIDE SMILES / InChI

Description
Curator's Comment: Description was created based on several sources, including https://drug.mynahcare.com/drugs/genericdetail/bifemelane-Mjg1 | https://www.ncbi.nlm.nih.gov/pubmed/8846747 | https://www.ncbi.nlm.nih.gov/pubmed/8851457 | https://www.ncbi.nlm.nih.gov/pubmed/1794296 | https://www.ncbi.nlm.nih.gov/pubmed/8474231 | https://www.ncbi.nlm.nih.gov/pubmed/1794296 | https://www.ncbi.nlm.nih.gov/pubmed/7490169

Bifemelane is a psychotropic drug, was found to inhibit monoamine oxidase (MAO). It inhibited type A MAO (MAO-A) competitively and type B (MAO-B) noncompetitively and it was a more potent inhibitor of MAO-A than of MAO-B. Bifemelane is an antidepressant and cerebral activator that is used in Japan for the treatment of cerebral infarction patients with depressive symptoms, and in the treatment of senile dementia as well. It also appears to be useful in the treatment of glaucoma.

CNS Activity

Originator

Mitsubishi Chemical
14
Curator's Comment: reference retrieved from https://www.ncbi.nlm.nih.gov/pubmed/7186825

Approval Year

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
Inhibitor
8297
 4.2 µM [Ki]
Inhibitor
8297
 46.0 µM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Approved
8429
BIFEMELANE

Approved Use

BIFEMELANE is an antidepressant and cerebral activator that is widely used in the treatment of cerebral infarction patients with depressive symptoms , and in the treatment of senile dementia as well. It also appears to be useful in the treatment of glaucoma.
Primary
Approved
8429
BIFEMELANE

Approved Use

BIFEMELANE is an antidepressant and cerebral activator that is widely used in the treatment of cerebral infarction patients with depressive symptoms , and in the treatment of senile dementia as well. It also appears to be useful in the treatment of glaucoma.
Primary
Approved
8429
BIFEMELANE

Approved Use

BIFEMELANE is an antidepressant and cerebral activator that is widely used in the treatment of cerebral infarction patients with depressive symptoms , and in the treatment of senile dementia as well. It also appears to be useful in the treatment of glaucoma.
Primary
Approved
8429
BIFEMELANE

Approved Use

BIFEMELANE is an antidepressant and cerebral activator that is widely used in the treatment of cerebral infarction patients with depressive symptoms , and in the treatment of senile dementia as well. It also appears to be useful in the treatment of glaucoma.
PubMed

PubMed

TitleDatePubMed
Pharmacological evaluation of 2-(4-methylaminobutoxy)diphenylmethane hydrochloride (MCI-2016), a new psychotropic drug with antidepressant activity.
1981
A novel effect of bifemelane, a nootropic drug, on intracellular Ca2+ levels in rat cerebral astrocytes.
2006 Feb
Effects of bifemelane on the calcium level and ATP release of the human origin astrocyte clonal cell.
2006 Sep
Patents

Patents

JP2011526251A
112
US5547993A
2
US6036973A
2

Sample Use Guides

In Vivo Use Guide
150 mg daily in divided doses.
Route of Administration: Oral
In Vitro Use Guide
Bifemelane 10 nM to 1 uM significantly augmented the long-term potentiation in the CA3 region of guinea pig hippocampal slices
Name Type Language
BIFEMELANE HYDROCHLORIDE
JAN   MI   WHO-DD  
Common Name English
BIFEMELANE HCL
Common Name English
BIFEMELANE HYDROCHLORIDE [MI]
Common Name English
BIFEMELANE HYDROCHLORIDE [JAN]
Common Name English
4-(O-BENZYLPHENOXY)-N-METHYLBUTYLAMINE HYDROCHLORIDE
Common Name English
N-METHYL-4-(2-(PHENYLMETHYL)PHENOXY)-1-BUTANAMINE HYDROCHLORIDE
Systematic Name English
2-(4-METHYLAMINOBUTOXY)DIPHENYLMETHANE HYDROCHLORIDE
Common Name English
2-BENZYL-1-(4-(METHYLAMINO)BUTOXY)BENZENE HYDROCHLORIDE
Systematic Name English
Bifemelane hydrochloride [WHO-DD]
Common Name English
Code System Code Type Description
MERCK INDEX
m2480
Created by admin on Fri Dec 15 15:59:03 GMT 2023 , Edited by admin on Fri Dec 15 15:59:03 GMT 2023
PRIMARY Merck Index
CAS
62232-46-6
Created by admin on Fri Dec 15 15:59:03 GMT 2023 , Edited by admin on Fri Dec 15 15:59:03 GMT 2023
PRIMARY
ChEMBL
CHEMBL1192517
Created by admin on Fri Dec 15 15:59:03 GMT 2023 , Edited by admin on Fri Dec 15 15:59:03 GMT 2023
PRIMARY
SMS_ID
100000085026
Created by admin on Fri Dec 15 15:59:03 GMT 2023 , Edited by admin on Fri Dec 15 15:59:03 GMT 2023
PRIMARY
FDA UNII
2N52S01UFY
Created by admin on Fri Dec 15 15:59:03 GMT 2023 , Edited by admin on Fri Dec 15 15:59:03 GMT 2023
PRIMARY
EPA CompTox
DTXSID40977808
Created by admin on Fri Dec 15 15:59:03 GMT 2023 , Edited by admin on Fri Dec 15 15:59:03 GMT 2023
PRIMARY
DRUG BANK
DBSALT002786
Created by admin on Fri Dec 15 15:59:03 GMT 2023 , Edited by admin on Fri Dec 15 15:59:03 GMT 2023
PRIMARY
PUBCHEM
43962
Created by admin on Fri Dec 15 15:59:03 GMT 2023 , Edited by admin on Fri Dec 15 15:59:03 GMT 2023
PRIMARY
MESH
C031906
Created by admin on Fri Dec 15 15:59:03 GMT 2023 , Edited by admin on Fri Dec 15 15:59:03 GMT 2023
PRIMARY
EVMPD
SUB00801MIG
Created by admin on Fri Dec 15 15:59:03 GMT 2023 , Edited by admin on Fri Dec 15 15:59:03 GMT 2023
PRIMARY
ACTIVE MOIETY
Structure of BIFEMELANE
NIH
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