Moclobemide
- Product Name
- Moclobemide
- CAS No.
- 71320-77-9
- Chemical Name
- Moclobemide
- Synonyms
- Moclobemide (Ro 111163);4-chloro-N-(2-morpholinoethyl)benzamide;Manefix;CS-1682;manerix;aurorix;Moclaime;Moclamine;MODOBEMDE;Moclamide
- CBNumber
- CB0281564
- Molecular Formula
- C13H17ClN2O2
- Formula Weight
- 268.74
- MOL File
- 71320-77-9.mol
Moclobemide Property
- Melting point:
- 137°C
- Boiling point:
- 447.7±40.0 °C(Predicted)
- Density
- 1.206±0.06 g/cm3(Predicted)
- storage temp.
- room temp
- solubility
- DMSO: >20mg/mL
- pka
- 14.26±0.46(Predicted)
- form
- solid
- color
- white
- Merck
- 14,6226
- CAS DataBase Reference
- 71320-77-9(CAS DataBase Reference)
- NIST Chemistry Reference
- Moclobemide(71320-77-9)
Safety
- Hazard Codes
- Xn,T+
- Risk Statements
- 22-37/38-41-26/27/28
- Safety Statements
- 26-39-45-36/37/39-22
- RIDADR
- 3249
- WGK Germany
- 2
- RTECS
- CV2462000
- HazardClass
- 6.1(b)
- PackingGroup
- III
- HS Code
- 29349990
- Hazardous Substances Data
- 71320-77-9(Hazardous Substances Data)
- Toxicity
- LD50 in rats (mg/kg): 707 orally (Burkard, Wyss)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H318Causes serious eye damage
H335May cause respiratory irritation
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
N-Bromosuccinimide Price
- Product number
- M3071
- Product name
- Moclobemide
- Purity
- ≥98% (HPLC), solid
- Packaging
- 10mg
- Price
- $178
- Updated
- 2024/03/01
- Product number
- M3071
- Product name
- Moclobemide
- Purity
- ≥98% (HPLC), solid
- Packaging
- 50mg
- Price
- $707
- Updated
- 2024/03/01
- Product number
- M2733
- Product name
- Moclobemide
- Purity
- >98.0%(HPLC)
- Packaging
- 10mg
- Price
- $129
- Updated
- 2024/03/01
- Product number
- 24361
- Product name
- Moclobemide
- Purity
- ≥98%
- Packaging
- 1mg
- Price
- $44
- Updated
- 2024/03/01
- Product number
- 24361
- Product name
- Moclobemide
- Purity
- ≥98%
- Packaging
- 5mg
- Price
- $109
- Updated
- 2024/03/01
Moclobemide Chemical Properties,Usage,Production
Description
Moclobemide is the first of a new generation of non-hydrazine, reversible MAO-A inhibitors useful in the treatment of depression. Moclobemide is a selective inhibitor of MAO-A, allowing tyramine to be metabolized by MAO-B. In controlled studies, moclobemide was clinically superior to desipramine and showed no cholinergic or cardiovascular side-effects. A metabolite is currently under investigation for treatment of Parkinson’s disease,.
Description
Moclobemide (Item No. 24361) is an analytical reference standard categorized as an antidepressant. This product is intended for research and forensic applications.
Chemical Properties
White to Off-White Solid
Originator
Hoffmann-LaRoche (Switzerland)
Uses
A reversible monoamine oxidase inhibitor.
Uses
Antidepressant;Mono amine oxidase inhibitor (Type A)
Definition
ChEBI: A member of the class of benzamides that is benzamide substituted by a chloro group at position 4 and a 2-(morpholin-4-yl)ethyl group at the nitrogen atom. It acts as a reversible monoamine oxidase inhibitor and is used in the treatment of depression.
brand name
Aurorix
Biochem/physiol Actions
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.
Mechanism of action
Moclobemide is an RIMA that preferentially inhibits MAO-A (~80%) and, to a lesser extent, MAO-B (20–30%
inhibition), thereby increasing the concentration of 5-HT, NE, and other catecholamines in the synaptic cleft
and in storage sites. During chronic therapy with the MAOIs, adaptive changes at the noradrenergic and
serotonergic receptors occur (“downregulation”) as a result of neurotransmitter hypersensitivity because of
prolonged concentrations of NE and 5-HT at the postsynaptic receptor. This mechanism is likely the basis for its antidepressant activity. Inhibition
of MAO-A by moclobemide is short-acting (maximum, 24 hours) and reversible. This is in contrast to
phenelzine, which is nonselective, long-acting, and irreversible in its binding to MAO-A and MAO-B.
The pharmacokinetics for moclobemide are linear only up to 200 mg; at higher doses, nonlinear
pharmacokinetics are observed. Although well absorbed from the GI tract, the presence of food reduces
the rate but not the extent of absorption of moclobemide. Small quantities of moclobemide are distributed into
human breast milk. Moclobemide undergoes a complex metabolism, initially involving morpholine carbon and
nitrogen oxidation, deamination, and aromatic hydroxylation. The N-oxide and ring-opened metabolites retain
some in vitro MAO-A inhibition. Moclobemide is a weak inhibitor of CYP2D6 in vitro. It is extensively
metabolized in the liver by oxidation and is eliminated primarily into the urine as conjugates. Less than 1% of
an administered dose of moclobemide is eliminated unmetabolized.
Because moclobemide is partially metabolized by the polymorphic isozymes CYP2C19 and CYP2D6, plasma
concentrations of moclobenmide may be affected in patients who are poor metabolizers. In patients who are
slow metabolizers, the AUC for moclobemide was 1.5 times greater than the AUC in patients who are extensive metabolizers and receiving the same dose. This increase is within the normal range of variation (up to twofold) typically seen in patients.
Clinical Use
Reversible MAOI:
Depression
Social phobia
Drug interactions
Drug interactions for the RIMAs include interaction with SSRI antidepressants, which can cause the 5-HT syndrome. The effect of stimulant drugs, such as methylphenidate and dextroamphetamine (used to treat ADHD), may be increased. Some over-the-counter cold and hay fever decongestants (i.e., sympathomimetic amines) can have increased stimulant effects. Selegiline, a selective MAO-B used for Parkinson's disease, should not be used concurrently with the RIMAs. Unlike the irreversible MAOIs, no significant interactions with foods occur, because the selective inhibition of MAO-A does not stop the metabolism of tyramine. The RIMAs must not be taken concurrently with a nonreversible MAOI.
Metabolism
Moclobemide is extensively metabolised in the liver, partly by the cytochrome P450 isoenzymes CYP2C19 and CYP2D6. Metabolites of moclobemide and a small amount of unchanged drug are excreted in the urine
storage
Room temperature
References
[1] pisani l, barletta m, soto-otero r, nicolotti o, mendez-alvarez e, catto m, introcaso a, stefanachi a, cellamare s, altomare c, carotti a. discovery, biological evaluation, and structure-activity and -selectivity relationships of 6'-substituted (e)-2-(benzofuran-3(2h)-ylidene)-n-methylacetamides, a novel class of potent and selective monoamine oxidase inhibitors. j med chem. 2013 mar 28;56(6):2651-64.
[2] nair np, ahmed sk, kin nm. biochemistry and pharmacology of reversible inhibitors of mao-a agents: focus on moclobemide. j psychiatry neurosci. 1993 nov;18(5):214-25.
Moclobemide Preparation Products And Raw materials
Raw materials
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View Lastest Price from Moclobemide manufacturers
- Product
- Moclobemide 71320-77-9
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 99%min
- Supply Ability
- 5000kg
- Release date
- 2024-08-09
- Product
- Moclobemide 71320-77-9
- Price
- US $0.00-0.00/mg
- Min. Order
- 10mg
- Purity
- 98%
- Supply Ability
- 10kg
- Release date
- 2023-02-10
- Product
- Moclobemide 71320-77-9
- Price
- US $10.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 1000kg
- Release date
- 2023-11-03