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CLORGYLINE HYDROCHLORIDE

Product NameCLORGYLINE HYDROCHLORIDE
CAS17780-75-5
MFC13H16Cl3NO
MW308.63
EINECS241-760-5
MOL File17780-75-5.mol

Chemical Properties

storage temp.	2-8°C
solubility	≥17.65 mg/mL in DMSO; ≥18.2 mg/mL in EtOH; ≥24.8 mg/mL in H2O
form	A crystalline solid
color	White to off-white
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
InChIKey	BBAZDLONIUABKI-UHFFFAOYSA-N
SMILES	Cl.CN(CCCOc1ccc(Cl)cc1Cl)CC#C

Safety Information

Hazard Codes	Xn
Risk Statements	20/21/22
Safety Statements	36
RIDADR	UN 2811 6.1/PG 3
WGK Germany	3
RTECS	UI0675000
HazardClass	6.1(b)
PackingGroup	III
Storage Class	6.1C - Combustible acute toxic Cat.3 toxic compounds or compounds which causing chronic effects
Hazard Classifications	Acute Tox. 3 Oral

MSDS

Provider	Language
SigmaAldrich	English

Usage And Synthesis

Description

Clorgyline is a potent monoamine oxidase (MAO) inhibitor that preferentially targets MAO-A over MAO-B (K_is = 0.054 and 58 μM, respectively). This inhibition is irreversible. Clorgyline is without effect on serotonin receptors, but it does inhibit the sigma receptor σ₁ on Jurkat human T lymphocyte cells (IC₅₀ = 31 nM). As MAO-A preferentially oxidizes serotonin, selective MAO-A inhibitors have applications in ameliorating depression and anxiety.

Uses

Antidepressant;Monoamine oxidase A inhibitor

Uses

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.

in vivo

Clorgyline hydrochloride (2 mg/kg, infuse, daily for 28 days) increases Nicotine infusions and shows an increased level of motivation to obtain Nicotine similarly in low responder and high responder rats than vehicle-treated rats^[2].
Clorgyline hydrochloride (1mg/kg, i.v., pretreated for 1 h) pretreatment has little effect on the efflux of conjugated dopamine (DA) and p-tyramine-evoked release of conjugated DA from slices of rat striatum^[3].

References

[1]. abdelhafez om, amin km, ali hi, et al. synthesis of new 7-oxycoumarin derivatives as potent and selective monoamine oxidase a inhibitors. j med chem. 2012 dec 13;55(23):10424-36.
[2]. mazouz f, gueddari s, burstein c, et al. 5-[4-(benzyloxy)phenyl]-1,3,4-oxadiazol-2(3h)-one derivatives and related analogues: new reversible, highly potent, and selective monamine oxidase type b inhibitors. j med chem. 1993 apr 30;36(9):1157-67.
[3]. garcia-miralles m, ooi j, ferrari bardile c, et al. treatment with the mao-a inhibitor clorgyline elevates monoamine neurotransmitter levels and improves affective phenotypes in a mouse model of huntington disease. exp neurol. 2016 apr;278:4-10.

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