Skip to Content
Merck
All Photos(3)

Key Documents

M3778

Sigma-Aldrich

N-Methyl-N-propargyl-3-(2,4-dichlorophenoxy)propylamine hydrochloride

≥97% (GC)

Synonym(s):

Clorgyline

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C13H15Cl2NO · HCl
CAS Number:
Molecular Weight:
308.63
EC Number:
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥97% (GC)

form

powder

solubility

DMSO: 10 mg/mL, clear, colorless to faintly yellow

storage temp.

2-8°C

SMILES string

Cl.CN(CCCOc1ccc(Cl)cc1Cl)CC#C

InChI

1S/C13H15Cl2NO.ClH/c1-3-7-16(2)8-4-9-17-13-6-5-11(14)10-12(13)15;/h1,5-6,10H,4,7-9H2,2H3;1H

InChI key

BBAZDLONIUABKI-UHFFFAOYSA-N

Gene Information

Looking for similar products? Visit Product Comparison Guide

Application

N-Methyl-N-propargyl-3-(2,4-dichlorophenoxy)propylamine hydrochloride has been used as a monoamine oxidase A (MAO-A) inhibitor:
  • in MAO-A biochemical assay
  • to study its effects on the transit of serotonin (5-HT) in the human placenta explants
  • to study its effects on human prostate cancer cells

Biochem/physiol Actions

MAO-A inhibitor.

Features and Benefits

This compound is featured on the Dopamine and Norepinephrine Metabolism page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

J C Shih et al.
Journal of neural transmission. Supplementum, 52, 1-8 (1998-06-13)
MAO-A and -B are defined by their substrate and inhibitor preferences. To determine which regions of the isoenzymes confer these preferences, we have constructed six chimeric MAO enzymes by reciprocally exchanging corresponding N-terminal, C-terminal, and internal segments of MAO-A and
Tamara Maes et al.
Cancer cell, 33(3), 495-511 (2018-03-06)
The lysine-specific demethylase KDM1A is a key regulator of stem cell potential in acute myeloid leukemia (AML). ORY-1001 is a highly potent and selective KDM1A inhibitor that induces H3K4me2 accumulation on KDM1A target genes, blast differentiation, and reduction of leukemic
Toshiaki Shinka et al.
Oncology letters, 2(2), 211-215 (2011-03-01)
Prostate cancer is one of the most common tumors in males and its incidence is steadily increasing worldwide. Serotonin or 5-hydroxytryptamine (5-HT) is a well-known neurotransmitter that mediates a wide variety of physiological effects. An increase in the number of
H Inoue et al.
The Journal of pharmacology and experimental therapeutics, 291(2), 856-864 (1999-10-19)
In an attempt to provide a better understanding of the scope and limitations of animal models used in some drug development programs and to further our understanding of potential metabolic bioactivation reactions, we have undertaken studies to profile the monoamine
Melissa D'Ascenzio et al.
Journal of enzyme inhibition and medicinal chemistry, 30(6), 908-919 (2015-03-26)
Several (thiazol-2-yl)hydrazone derivatives from 2-, 3- and 4-acetylpyridine were synthesized and tested against human monoamine oxidase (hMAO) A and B enzymes. Most of them had an inhibitory effect in the low micromolar/high nanomolar range, being derivatives of 4-acetylpyridine selective hMAO-B

Articles

Serotonin (5-hydroxytryptamine) is principally found stored in three main cell types - i) serotonergic neurons in the CNS and in the intestinal myenteric plexus, ii) enterochromaffin cells in the mucosa of the gastrointestinal tract, and iii) in blood platelets. Metabolism of serotonin is carried out primarily by the outer mitochondrial membrane enzyme monoamine oxidase (MAO), which occurs as two molecular subtypes called MAO-A and MAO-B.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service