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minaprine

Structure via PubChem · Public domain (PubChem)

EntityQ6863173· pop 12· linked from 702 articles

Also known as CB-30038, AGR-1240, 4-methyl-3-(2-morpholinoethylamino)-6-phenylpyridazin, 4-{2-[(4-Methyl-6-phenyl-3-pyridazinyl)amino]ethyl}morpholine, N-(4-methyl-6-phenyl-3-pyridazinyl)-4-morpholineethanamine

Minaprine (INN, USAN, BAN; brand names Brantur, Cantor) is a monoamine oxidase inhibitor antidepressant drug that was used in France for the treatment of depression until it was withdrawn from the market in 1996 because it caused convulsions.

Chemical data

Formula
C17H22N4O
Molecular weight
298.4 g/mol
IUPAC name
4-methyl-N-(2-morpholin-4-ylethyl)-6-phenylpyridazin-3-amine
SMILES
CC1=CC(=NN=C1NCCN2CCOCC2)C3=CC=CC=C3
InChIKey
LDMWSLGGVTVJPG-UHFFFAOYSA-N
XLogP
2
Polar surface area
50.3 Ų
H-bond donors
1
H-bond acceptors
5
Formal charge
0

via PubChem

Drug data · ChEMBL

Withdrawn
Max clinical phase
Approved
Molecule type
Small molecule
Indications
major depressive disorder

via ChEMBL · EBI

Research

131 papers

via PubMed

Wikidata facts

Mass
298.179
Has use
medication
Show 7 more facts
chemical formula
C₁₇H₂₂N₄O
World Health Organisation international non-proprietary name
minaprine
Commons category
Minaprine
canonical SMILES
CC1=CC(=NN=C1NCCN2CCOCC2)C3=CC=CC=C3
isomeric SMILES
CC\1=CC(=NN/C1=N\CCN2CCOCC2)C3=CC=CC=C3
defined daily dose
0.1
subject has role
antidepressant
Sources (3)

via Wikidata · CC0

~1 min read

Encyclopedic overview

2 sections
Contents
  • Synthesis
  • References

Minaprine (INN, USAN, BAN; brand names Brantur, Cantor) is a monoamine oxidase inhibitor antidepressant drug that was used in France for the treatment of depression until it was withdrawn from the market in 1996 because it caused convulsions.

A study found that it acts as a reversible inhibitor of MAO-A (RIMA) in rats. It has also been found to weakly inhibit acetylcholinesterase in rat brain (striatum) homogenates.

Excerpted from Wikipedia’s “minaprine” article, available under the CC BY-SA 4.0 licence.

Gallery (2)