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Details

Stereochemistry ACHIRAL
Molecular Formula C14H16BrNO2
Molecular Weight 310.186
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BROFAROMINE

SMILES

COC1=CC2=C(OC(=C2)C3CCNCC3)C(Br)=C1

InChI

InChIKey=WZXHSWVDAYOFPE-UHFFFAOYSA-N
InChI=1S/C14H16BrNO2/c1-17-11-6-10-7-13(9-2-4-16-5-3-9)18-14(10)12(15)8-11/h6-9,16H,2-5H2,1H3

HIDE SMILES / InChI

Molecular Formula C14H16BrNO2
Molecular Weight 310.186
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Brofaromine (proposed brand name Consonar) is a reversible inhibitor of monoamine oxidase A (RIMA) developed by Ciba-Geigy for depression and anxiety disorders treatment. Brofaromine induces short, reversible and selective inhibition of brain MAO of type A in a dose-dependent manner in all brain regions. The largest decrease being found respectively in hippocampus, striatum and prefrontal cortex, regions having a rich monoaminergic innervation. Brofaromine also acts as a serotonin reuptake inhibitor, and its dual pharmacologic effects offered promise in the treatment of a wide spectrum of depressed patients while producing less severe anticholinergic side effects in comparison with older standard drugs like the tricyclic antidepressants. The compound was primarily researched in the treatment of depression and anxiety but its development was dropped before it was brought to market.

Approval Year

PubMed

PubMed

TitleDatePubMed
Novel reversible monoamine oxidase A inhibitors: highly potent and selective 3-(1H-pyrrol-3-yl)-2-oxazolidinones.
2011-12-08
Brain serotonergic and dopaminergic modulators, perceptual responses and endurance exercise performance following caffeine co-ingested with a high fat meal in trained humans.
2010-05-27
Management of anorexia and bulimia nervosa: An evidence-based review.
2010-04
Post-traumatic stress disorder.
2010-02-03
Brain serotonin and dopamine modulators, perceptual responses and endurance performance during exercise in the heat following creatine supplementation.
2008-09-30
Pharmacotherapy of panic disorder.
2008-08
Post-traumatic stress disorder.
2007-08-01
Transdermal selegiline for the treatment of major depressive disorder.
2007
Traumatic stress: effects on the brain.
2006
Fluvoxamine in the treatment of anxiety disorders.
2005-12
Design, synthesis, and biological activities of pyrrolylethanoneamine derivatives, a novel class of monoamine oxidases inhibitors.
2005-06-30
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
Pre- and post-treatment with pirlindole and dehydropirlindole protects cultured brain cells against nitric oxide-induced death.
2003-04-11
Antidepressants versus placebo for people with bulimia nervosa.
2003
Pharmacotherapy of social phobia.
2003
Pharmacological treatment of social anxiety disorder: a meta-analysis.
2003
Psychopharmacology of anxiety disorders.
2002-09
Pirlindole and dehydropirlindole protect rat cultured neuronal cells against oxidative stress-induced cell death through a mechanism unrelated to MAO-A inhibition.
2002-02
Pharmacotherapy of social anxiety disorder.
2002-01-01
Antidepressants in social anxiety disorder.
2001-09
Predictors of treatment response in patients with posttraumatic stress disorder.
2001-02
Antidepressants versus placebo for people with bulimia nervosa.
2001
Treatment of social phobia with antidepressants.
2001
A double-blind comparative study of brofaromine and fluvoxamine in outpatients with panic disorder.
1996-08
Patents

Patents

Substance Class Chemical
Created
by admin
on Mon Mar 31 18:33:16 GMT 2025
Edited
by admin
on Mon Mar 31 18:33:16 GMT 2025
Record UNII
6WV4B8Q07H
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BROFAROMINE
INN   MART.   WHO-DD  
INN  
Official Name English
CONSONAR
Preferred Name English
BROFAROMINE [MART.]
Common Name English
brofaromine [INN]
Common Name English
4-(7-BROMO-5-METHOXY-2-BENZOFURANYL)PIPERIDINE
Systematic Name English
Brofaromine [WHO-DD]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C667
Created by admin on Mon Mar 31 18:33:16 GMT 2025 , Edited by admin on Mon Mar 31 18:33:16 GMT 2025
Code System Code Type Description
FDA UNII
6WV4B8Q07H
Created by admin on Mon Mar 31 18:33:16 GMT 2025 , Edited by admin on Mon Mar 31 18:33:16 GMT 2025
PRIMARY
DRUG BANK
DB13876
Created by admin on Mon Mar 31 18:33:16 GMT 2025 , Edited by admin on Mon Mar 31 18:33:16 GMT 2025
PRIMARY
SMS_ID
100000088649
Created by admin on Mon Mar 31 18:33:16 GMT 2025 , Edited by admin on Mon Mar 31 18:33:16 GMT 2025
PRIMARY
PUBCHEM
44571
Created by admin on Mon Mar 31 18:33:16 GMT 2025 , Edited by admin on Mon Mar 31 18:33:16 GMT 2025
PRIMARY
WIKIPEDIA
Brofaromine
Created by admin on Mon Mar 31 18:33:16 GMT 2025 , Edited by admin on Mon Mar 31 18:33:16 GMT 2025
PRIMARY
EVMPD
SUB05899MIG
Created by admin on Mon Mar 31 18:33:16 GMT 2025 , Edited by admin on Mon Mar 31 18:33:16 GMT 2025
PRIMARY
MESH
C038213
Created by admin on Mon Mar 31 18:33:16 GMT 2025 , Edited by admin on Mon Mar 31 18:33:16 GMT 2025
PRIMARY
ChEMBL
CHEMBL160347
Created by admin on Mon Mar 31 18:33:16 GMT 2025 , Edited by admin on Mon Mar 31 18:33:16 GMT 2025
PRIMARY
INN
5806
Created by admin on Mon Mar 31 18:33:16 GMT 2025 , Edited by admin on Mon Mar 31 18:33:16 GMT 2025
PRIMARY
NCI_THESAURUS
C72723
Created by admin on Mon Mar 31 18:33:16 GMT 2025 , Edited by admin on Mon Mar 31 18:33:16 GMT 2025
PRIMARY
CAS
63638-91-5
Created by admin on Mon Mar 31 18:33:16 GMT 2025 , Edited by admin on Mon Mar 31 18:33:16 GMT 2025
PRIMARY
EPA CompTox
DTXSID10213008
Created by admin on Mon Mar 31 18:33:16 GMT 2025 , Edited by admin on Mon Mar 31 18:33:16 GMT 2025
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY