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Merck
CN

M3071

Moclobemide

≥98% (HPLC), MAOI inhibitor, 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:
Molecular Weight:
268.74
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
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Product Name

Moclobemide, ≥98% (HPLC), solid

SMILES string

Clc1ccc(cc1)C(=O)NCCN2CCOCC2

InChI key

YHXISWVBGDMDLQ-UHFFFAOYSA-N

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)

assay

≥98% (HPLC)

form

solid

color

white

solubility

DMSO: >20 mg/mL

originator

Roche

storage temp.

room temp

Quality Level

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

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

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Sven Armbrust et al.
Forensic science international, 195(1-3), e1-e3 (2010-01-16)
Intoxication with antidepressants, frequently encountered in pediatric emergency medicine, can often lead to life threatening situations. While hyperthermia, hypertonicity and rigidity are symptoms indicative of a serotonin syndrome triggered by an intoxication with serotonin reuptake inhibitors or monoamine oxidase inhibitors
Wilfried Dimpfel
Phytomedicine : international journal of phytotherapy and phytopharmacology, 16(4), 287-294 (2009-03-24)
In order to be able to test single constituents of herbal plant extracts with respect to possible clinical usefulness, the model of local field potential analysis leading to the so-called electropharmacogram has been successfully used in rats to classify the
Małgorzata Kłys et al.
Forensic science international, 184(1-3), e16-e20 (2009-01-10)
To our knowledge, the majority of evidence supporting the relationship between the serotonin syndrome and medications that effect 5HT is based on case reports. The justification for taking up this subject has been a fatal outcome of a 21 year-old
Ming-Ling Wu et al.
Chang Gung medical journal, 34(6), 644-649 (2011-12-27)
Both moclobemide and fluoxetine are used in the treatment of depression, and have been shown to produce fewer side effects than conventional tricyclic antidepressants. A combination of moclobemide and fluoxetine has been used in refractory depression, however there is potential
F U Lang et al.
Fortschritte der Neurologie-Psychiatrie, 79(9), 531-534 (2011-08-27)
Sleep apnoea is a common disorder presenting with somatic comorbidities and psychiatric symptoms. This case report describes a 43-year-old man with an organic depressive disorder due to obstructive sleep apnoea. Initially, an atypical depressive episode or schizophrenic residual syndrome had

Articles

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

血清素(5-羟色胺)主要存在于三种主要细胞类型中:i)中杻神经系统(CNS)和肠肌间神经丛中的血清素能神经元,ii)胃肠道粘膜中的肠嗜铬细胞,和iii)血小板。血清素的代谢主要通过外部线粒体膜酶单胺氧化酶(MAO)进行,它以两种分子亚型存在,分别称为MAO-A和MAO-B。

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