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M3071

Sigma-Aldrich

Moclobemide

≥98% (HPLC), solid

Synonym(s):

4-Chloro-N-[2-(4-morpholinyl)ethyl]benzamide, Aurorix, Moclamine

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10 MG
$161.04
50 MG
$727.00

About This Item

Empirical Formula (Hill Notation):
C13H17ClN2O2
CAS Number:
71320-77-9
Molecular Weight:
268.74
MDL number:
MFCD00865388
UNSPSC Code:
12352200
PubChem Substance ID:
329817960
NACRES:
NA.77

$161.04

List Price$183.00Save 12%
Web-Only Promotion

Available to ship onMay 01, 2025Details

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assay

≥98% (HPLC)

form

solid

color

white

solubility

DMSO: >20 mg/mL

originator

Roche

storage temp.

room temp

SMILES string

Clc1ccc(cc1)C(=O)NCCN2CCOCC2

InChI

1S/C13H17ClN2O2/c14-12-3-1-11(2-4-12)13(17)15-5-6-16-7-9-18-10-8-16/h1-4H,5-10H2,(H,15,17)

InChI key

YHXISWVBGDMDLQ-UHFFFAOYSA-N

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Biochem/physiol Actions

Moclobemide acts as a substrate for cytochrome P450 2C19 (CYP2C19). It also behaves as an inhibitor of cytochrome P450 2D6 (CYP2D6), cytochrome P450 1A2 (CYP1A2 and CYP2C19.[1] Moclobemide is also involved in the increased expression of B-cell lymphoma 2 (BcL-2). It also causes neural stem cell (NSC) differentiation into serotoninergic neuron by extracellular‐regulated kinase (ERK) pathway.[2]
Moclobemide is a reversible monoamine oxidase A inhibitor (MAOI); antidepressant.
Moclobemide is a reversible monoamine oxidase A inhibitor (MAOI); antidepressant. Elimination half-life in humans = 1 -3 hrs; absolute oral bioavailability. Unlike other MAO inhibitors, does not significantly increase blood pressure in humans upon combination with tyramine.

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.
This compound was developed by Roche. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000319818
0000250501
062M4716V
038K47184

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Eva Choong et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 879(19), 1544-1550 (2011-04-29)
A liquid chromatography method coupled to mass spectrometry was developed for the quantification of bupropion, its metabolite hydroxy-bupropion, moclobemide, reboxetine and trazodone in human plasma. The validation of the analytical procedure was assessed according to Société Française des Sciences et
P Bech et al.
Journal of affective disorders, 140(3), 253-259 (2012-03-03)
To investigate to what extent the primary depression subtype atypical depression can predict differential outcome of the mono-amino-oxidase inhibitor (MAO-I) moclobemide and the tricyclic antidepressant clomipramine in the Danish University Antidepressant Group Study (DUAG). In a randomised, double blind trial
Ingrid M M van Haelst et al.
The Journal of clinical psychiatry, 73(8), 1103-1109 (2012-09-04)
To investigate the occurrence of intraoperative hemodynamic events when antidepressive treatment with monoamine oxidase inhibitors (MAOIs) was continued during anesthesia. A retrospective observational cohort study was conducted among patients who were admitted for elective surgery requiring anesthesia in 8 Dutch
Shih-Hwa Chiou et al.
British journal of pharmacology, 148(5), 587-598 (2006-05-17)
1. Moclobemide (MB) is an antidepressant drug that selectively and reversibly inhibits monoamine oxidase-A. Recent studies have revealed that antidepressant drugs possess the characters of potent growth-promoting factors for the development of neurogenesis and improve the survival rate of serotonin
Robert Skibiński et al.
Journal of AOAC International, 95(3), 708-712 (2012-07-24)
The photodegradation of moclobemide was studied in methanolic media. Ultra-HPLC (UHPLC)/MS/MS analysis proved decomposition to 4-chlorobenzamide as a major degradation product and small amounts of Ro 16-3177 (4-chloro-N-[2-[(2-hydroxyethyl)amino] ethyl]benzamide) and 2-[(4-chlorobenzylidene)amino]-N-[2-ethoxyethenyl]ethenamine. The methanolic solution was investigated spectrophotometrically in the UV
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