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clorgiline

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EntityQ2889652· pop 5· linked from 385 articles

clorgiline

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Also known as chlorgyline, clorgyline, N-methyl-N-propargyl-3-(2,4-dichlorophenoxy)propylamine, M & B 9302, M&B 9302, N-(3-(2,4-dichlorophenoxy)propyl)-N-methyl-2-propynylamine, M and B 9302

Clorgiline (), or clorgyline (), is a monoamine oxidase inhibitor (MAOI) and investigational antidepressant related to pargyline. Specifically, it is an irreversible and selective inhibitor of monoamine oxidase A (MAO-A). Clorgiline was never marketed, but it has found use in scientific research.

Chemical data

Formula
C13H15Cl2NO
Molecular weight
272.17 g/mol
IUPAC name
3-(2,4-dichlorophenoxy)-N-methyl-N-prop-2-ynylpropan-1-amine
SMILES
CN(CCCOC1=C(C=C(C=C1)Cl)Cl)CC#C
InChIKey
BTFHLQRNAMSNLC-UHFFFAOYSA-N
XLogP
4.2
Polar surface area
12.5 Ų
H-bond donors
0
H-bond acceptors
2
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Phase 2
Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
271.053
Show 5 more facts
isomeric SMILES
C[N@](CCCOc1ccc(cc1Cl)Cl)CC#C
chemical formula
C₁₃H₁₅Cl₂NO
canonical SMILES
CN(CCCOC1=C(C=C(C=C1)Cl)Cl)CC#C
World Health Organisation international non-proprietary name
clorgiline
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Encyclopedic overview

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Contents
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Clorgiline (), or clorgyline (), is a monoamine oxidase inhibitor (MAOI) and investigational antidepressant related to pargyline. Specifically, it is an irreversible and selective inhibitor of monoamine oxidase A (MAO-A). Clorgiline was never marketed, but it has found use in scientific research.

In addition to its MAOI activity, it has been found to bind with high affinity to the σ1 receptor (Ki = 3.2–510nM) and with very high affinity to the imidazoline I2 receptor (Ki = 40pM). Unlike selegiline, clorgiline does not appear to be a monoaminergic activity enhancer (MAE).

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

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