Basic information
- CAS
17780-72-2- Standard SMILES
C#CCN(C)CCCOc1ccc(Cl)cc1Cl- InChIKey
BTFHLQRNAMSNLC-UHFFFAOYSA-N- Molecular formula
- C13H15Cl2NO
- Average molar mass
- 272.17 g/mol
- Monoisotopic mass
- 271.0530695
Overview
Clorgyline is an aromatic ether that is the 2,4-dichlorophenyl ether of 3-aminopropan-1-ol in which the nitrogen is substituted by a methyl group and a prop-1-yn-3-yl group. A monoamine oxidase inhibitor, it was formerly used as an antidepressant. It has a role as an antidepressant and an EC 1.4.3.4 (monoamine oxidase) inhibitor. It is a dichlorobenzene, an aromatic ether, a tertiary amino compound and a terminal acetylenic compound.
Names & identifiers
- Preferred name
- Clorgyline
- IUPAC
- 3-(2,4-dichlorophenoxy)-N-methyl-N-prop-2-ynylpropan-1-amine
- English name
- CLORGYLINE
- Molecular formula
- C13H15Cl2NO
- Molecular weight
- 272.17
Names & synonyms
ClorgilineCLORGYLINE17780-72-2ChlorgylineClorgilinaClorgilinumM and B 9302M & B 9302N-(3-(2,4-Dichlorophenoxy)propyl)-N-methyl-2-propynylamineM&B 9302LYJ16FZU9QN-(3-(2,4-dichlorophenoxy)propyl)-N-methylprop-2-yn-1-amine
Show more names
N-[3-(2,4-Dichlorophenoxy)propyl]-N-methyl-2-propyn-1-aminem&b9302mandb9302n-(3-(2,4-dichlorophenoxy)propyl)-n-methyl-2-propynylaminn-(3-(2,4-dichlorophenoxy)propyl)-n-methyl-2-propyn-1-aminN-Methyl-N-[3-(2,4-dichlorophenoxy)propyl]-2-propyne-1-amine3-(2,4-dichlorophenoxy)-N-methyl-N-prop-2-ynylpropan-1-amine2-Propyn-1-aMine, N-[3-(2,4-dichlorophenoxy)propyl]-N-Methyl-
DTXSID3048445M&B-9302N-[3-(2,4-dichlorophenoxy)propyl]-N-methylprop-2-yn-1-amine2-Propyn-1-amine, N-(3-(2,4-dichlorophenoxy)propyl)-N-methyl-CHEBI:3763ClorgilinRefChem:127097DTXCID9028419
Database identifiers
Properties
Computed structural properties
- XLogP
- 4.2
- Topological polar surface area
- 12.5 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 6
- Heavy atoms
- 17
- Formal charge
- 0
- Complexity
- 263
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
SpringerMaterials PropertiesChemical shift
Collision Cross Section156.1 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physicochemical properties
- Boiling point
- 361.3 · 361.3±37.0 °C(Predicted)
- Density
- 1.196 · 1.196±0.06 g/cm3(Predicted)
- pka
- 6.98 · 6.98±0.50(Predicted)
- form
- Liquid
- color
- Colorless to light yellow
- FDA UNII
- 16 FZU9Q · LYJ16FZU9Q
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions. Several MONOAMINE OXIDASE INHIBITORS are useful as antidepressants apparently as a long-term consequence of their modulation of catecholamine levels. The tricyclic compounds useful as antidepressive agents (ANTIDEPRESSIVE AGENTS, TRICYCLIC) also appear to act through brain catecholamine systems. A third group (ANTIDEPRESSIVE AGENTS, SECOND-GENERATION) is a diverse group of drugs including some that act specifically on serotonergic systems.
A chemically heterogeneous group of drugs that have in common the ability to block oxidative deamination of naturally occurring monoamines. (From Gilman, et al., Goodman and Gilman's The Pharmacological Basis of Therapeutics, 8th ed, p414)
Applications
UsesClorgyline (M&B 9302) is an orally active, blood-brain barrier permeable and selective monoamine oxidase A (MAO-A) inhibitor. Clorgyline's selective inhibition of MAO-A leads to reduced metabolism of neurotransmitters such as serotonin (5-hydroxytryptamine), which accumulates in the brain. Clorgyline can be used in the study of depression and neurodegenerative diseases[1].
Suppliers16 total
Aladdin Scientific[email protected]
Hangzhou Sage Chemical Co., Ltd.+86057186818502 13588463833 · [email protected]
湖北魏氏化学试剂股份有限公司027-59102966 18717199209 · [email protected]
上海麦克林生化科技股份有限公司15221275939 15221275939 · [email protected]
杭州杰恒化工有限公司0571-87396432 · [email protected]
Related reactions
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Compound notes
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