BEFLOXATONE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C15H18F3NO5
Molecular Weight	349.3023
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC[C@H]1CN(C(=O)O1)C2=CC=C(OCC[C@@H](O)C(F)(F)F)C=C2

InChI

InChIKey=IALVDLPLCLFBCF-CHWSQXEVSA-N

InChI=1S/C15H18F3NO5/c1-22-9-12-8-19(14(21)24-12)10-2-4-11(5-3-10)23-7-6-13(20)15(16,17)18/h2-5,12-13,20H,6-9H2,1H3/t12-,13-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C15H18F3NO5
Molecular Weight	349.3023
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/16160936 | https://adisinsight.springer.com/drugs/800001426

Befloxatone (MD-370,503) is a reversible inhibitor of monoamine oxidase A that was developed by Synthelabo for the treatment of depression, social phobias, and panic disorders. This drug participated in phase III clinical trials in France for depression. In addition participated in phase II for smoking cessation, anxiety disorders. Befloxatone has a good safety profile, lacking sedative, convulsant, anticholinergic and cardiovascular effects. However, all studies were discontinued.

Originator

Approval Year

PubMed

Title	Date	PubMed
In vivo quantification of monoamine oxidase A in baboon brain: a PET study using [(11)C]befloxatone and the multi-injection approach.	2010-04	19920845
Electrophysiological characterization of harmane-induced activation of mesolimbic dopamine neurons.	2010-03-10	20026027
Cerebral monoamine oxidase A inhibition in tobacco smokers confirmed with PET and [11C]befloxatone.	2009-02	19142115
Calcium-sensitive regulation of monoamine oxidase-A contributes to the production of peroxyradicals in hippocampal cultures: implications for Alzheimer disease-related pathology.	2007-09-16	17868476
Genetic polymorphisms in dopamine-related genes and smoking cessation in women: a prospective cohort study.	2007-04-28	17466074
The contribution of oxazolidinone frame to the biological activity of pharmaceutical drugs and natural products.	2007-04	17430225
Harmane inhibits serotonergic dorsal raphe neurons in the rat.	2005-11	16133137
Acute inhibition of cardiac monoamine oxidase A after tobacco smoke inhalation: validation study of [11C]befloxatone in rats followed by a positron emission tomography application in baboons.	2005-07	15833896
3-(1H-pyrrol-2-yl)-2-oxazolidinones as novel monoamine oxidase type A inhibitors.	2005-03	16787307
SL25.1131 [3(S),3a(S)-3-methoxymethyl-7-[4,4,4-trifluorobutoxy]-3,3a,4,5-tetrahydro-1,3-oxazolo[3,4-a]quinolin-1-one], a new, reversible, and mixed inhibitor of monoamine oxidase-A and monoamine oxidase-B: biochemical and behavioral profile.	2004-09	15178694
Synthesis and in vivo imaging properties of [11C]befloxatone: a novel highly potent positron emission tomography ligand for mono-amine oxidase-A.	2003-05-19	12729662
Mapping the cerebral monoamine oxidase type A: positron emission tomography characterization of the reversible selective inhibitor [11C]befloxatone.	2003-05	12606609
Synthesis and biological evaluation of enantiomerically pure pyrrolyl-oxazolidinones as a new class of potent and selective monoamine oxidase type A inhibitors.	2003-03	12620419
Inhibitors alter the spectrum and redox properties of monoamine oxidase A.	2002-12-16	12445480
Comparative effects of dehydropirlindole and other compounds on rat brain monoamine oxidase type A.	2002-01	11853123
Preclinical profile of befloxatone, a new reversible MAO-A inhibitor.	1998-12	10333983

Patents

Sample Use Guides

In Vivo Use Guide

To assess the effects of single oral doses of befloxatone (5, 10, and 20 mg) on psychomotor performance and memory, a randomized, double-blind, five-way, crossover study with both placebo and amitriptyline (50 mg) was carried out in 15 healthy male volunteers.

Route of Administration: Oral

Substance Class	Chemical Created by `admin` on `Wed Apr 02 08:34:27 GMT 2025` Edited by `admin` on `Wed Apr 02 08:34:27 GMT 2025`
Record UNII	4H75PAD8M3
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

BEFLOXATONE [MI]

Preferred Name

English

BEFLOXATONE

Official Name

English

befloxatone [INN]

Common Name

English

BEFLOXATONE [MART.]

Common Name

English

Befloxatone [WHO-DD]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C667