All Photos(1)
Synonym(s):
4-Chloro-N-[2-(4-morpholinyl)ethyl]benzamide, Aurorix, Moclamine
Empirical Formula (Hill Notation):
C13H17ClN2O2
CAS Number:
Molecular Weight:
268.74
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
Recommended Products
Quality Level
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
Related Categories
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. 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.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
WGK
WGK 2
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Anatoly Kreinin et al.
The world journal of biological psychiatry : the official journal of the World Federation of Societies of Biological Psychiatry, 12(8), 620-626 (2010-10-23)
Previous publications demonstrated substitute benzamides as effective agents in treatment of clozapine-induced sialorrhea (CIS). The aim of this study was to compare efficacy of amisulpride and moclobemide (both from the substitute benzamide group) in controlling, or at least minimizing, CIS.
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
A M Bielecka et al.
Naunyn-Schmiedeberg's archives of pharmacology, 382(5-6), 409-417 (2010-09-03)
An increasing body of evidence indicates that glial activation and neuroinflammation play an important role in the pathogenesis of psychiatric and neurodegenerative diseases. Activated glial cells secrete various cytokines that influence neurotransmission, hypothalamus-pituitary-adrenal axis activity, neuronal plasticity and neurogenesis. It
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
Articles
Serotonin is stored in cells and metabolized by MAO, influencing CNS, GI, and platelet functions.
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