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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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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

Quality Level

100

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. 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.
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

Signal Word

Danger

Hazard Statements

H302,H315,H318,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000319818
0000319818
0000250501
0000250501
0000161286

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J L Pilgrim et al.
Forensic science international, 215(1-3), 184-188 (2011-05-17)
The use of MDMA (ecstasy) in Australia is a widespread and growing problem, promoting acute toxicity and disease which can lead to premature death in users. We report four cases of fatal serotonin toxicity caused by the combination of MDMA
Zdenek Fisar et al.
Neuro endocrinology letters, 31(5), 645-656 (2011-01-05)
Monoamine oxidase (MAO), the enzyme responsible for metabolism of monoamine neurotransmitters, has an important role in the brain development and function, and MAO inhibitors have a range of potential therapeutic uses. We investigated systematically in vitro effects of pharmacologically different
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
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
View All Related Papers

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