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Details

Stereochemistry ACHIRAL
Molecular Formula C13H17ClN2O2
Molecular Weight 268.739
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MOCLOBEMIDE

SMILES

ClC1=CC=C(C=C1)C(=O)NCCN2CCOCC2

InChI

InChIKey=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)

HIDE SMILES / InChI

Molecular Formula C13H17ClN2O2
Molecular Weight 268.739
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Moclobemide ia an antidepressant that acts on the monoaminergic cerebral neurotransmitter system by reversibly inhibiting monoamine oxidase, primarily type A (RIMA). The metabolism of noradrenaline, dopamine and serotonin is thereby reduced, resulting in increased extracellular concentrations of these neurotransmitters. Increase in the level of serotonin is the most pronounced. Moclobemide administration also leads to increased monoamine receptor stimulation, reversal of reserpine induced behavioral effects, selective depression of the rapid eye movement (REM) sleep, down regulation of beta-adrenoceptors and increases in plasma prolactin and growth hormone levels. It reduces scopolamine-induced performance decrement and alcohol induced performance deficit which suggest a neuroprotective role. Moclobemide is indicated for the treatment of major depressive episodes.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
0.005 µM [Ki]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
MOCLOBEMIDE

Cmax

ValueDoseCo-administeredAnalytePopulation
1.05 mg/L
150 mg single, oral
MOCLOBEMIDE plasma
Homo sapiens
0.94 mg/L
150 mg single, oral
MOCLOBEMIDE plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
2.66 mg × h/L
150 mg single, oral
MOCLOBEMIDE plasma
Homo sapiens
2.36 mg × h/L
150 mg single, oral
MOCLOBEMIDE plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
1.2 h
150 mg single, oral
MOCLOBEMIDE plasma
Homo sapiens
1.16 h
150 mg single, oral
MOCLOBEMIDE plasma
Homo sapiens

Doses

AEs

PubMed

Sample Use Guides

In Vivo Use Guide
Initial usual dose for adults is 300 mg, administered in divided doses after meals. The tablets should be taken with fluid. If necessary, the daily dose can be increased to 600 mg per day.
Route of Administration: Oral
In Vitro Use Guide
The inhibition of monoamine oxidase (MAO) in rat liver by the short-acting MAO-A inhibitor moclobemide, administered p.o. at roughly equieffective doses 2 h before decapitation, was investigated for its reversibility under various in vitro conditions. MAO A activity in liver homogenates, inhibited by moclobemide (300 mumol/kg) to approx. 15% of control, time dependently recovered during 0.5 to 2 h of incubation at 37 degrees C, irrespective of whether the homogenates were prepared and incubated in distilled water or Krebs-Ringer buffer. Dialysis of such homogenates for 4 h in distilled water at 37 degrees C (but not at 13 degrees C) led to a complete return of the MAO activity.
Substance Class Chemical
Record UNII
PJ0Y7AZB63
Record Status Validated (UNII)
Record Version