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M3778

Sigma-Aldrich

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

≥97% (GC)

Synonym(s):

Clorgyline

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About This Item

Empirical Formula (Hill Notation):
C13H15Cl2NO · HCl
CAS Number:
17780-75-5
Molecular Weight:
308.63
EC Number:
241-760-5
MDL number:
MFCD00052012
UNSPSC Code:
12352116
PubChem Substance ID:
24278179
NACRES:
NA.77

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

human ... MAOA(4128)
rat ... Maoa(29253) , Maob(25750)

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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
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

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

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Certificates of Analysis (COA)

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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
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
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
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
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
View All Related Papers

Articles

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Serotonin is stored in cells and metabolized by MAO, influencing CNS, GI, and platelet functions.

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