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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
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
A double-blind comparative study of brofaromine and fluvoxamine in outpatients with panic disorder.
1996 Aug
Antidepressants versus placebo for people with bulimia nervosa.
2001
Treatment of social phobia with antidepressants.
2001
Predictors of treatment response in patients with posttraumatic stress disorder.
2001 Feb
Antidepressants in social anxiety disorder.
2001 Sep
Pirlindole and dehydropirlindole protect rat cultured neuronal cells against oxidative stress-induced cell death through a mechanism unrelated to MAO-A inhibition.
2002 Feb
Psychopharmacology of anxiety disorders.
2002 Sep
Pre- and post-treatment with pirlindole and dehydropirlindole protects cultured brain cells against nitric oxide-induced death.
2003 Apr 11
Design, synthesis, and biological activities of pyrrolylethanoneamine derivatives, a novel class of monoamine oxidases inhibitors.
2005 Jun 30
Traumatic stress: effects on the brain.
2006
Management of anorexia and bulimia nervosa: An evidence-based review.
2010 Apr
Post-traumatic stress disorder.
2010 Feb 3
Brain serotonergic and dopaminergic modulators, perceptual responses and endurance exercise performance following caffeine co-ingested with a high fat meal in trained humans.
2010 May 27
Novel reversible monoamine oxidase A inhibitors: highly potent and selective 3-(1H-pyrrol-3-yl)-2-oxazolidinones.
2011 Dec 8
Patents

Patents

Name Type Language
BROFAROMINE
INN   MART.   WHO-DD  
INN  
Official 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
CONSONAR
Brand Name English
Classification Tree Code System Code
NCI_THESAURUS C667
Created by admin on Fri Dec 15 16:38:19 GMT 2023 , Edited by admin on Fri Dec 15 16:38:19 GMT 2023
Code System Code Type Description
FDA UNII
6WV4B8Q07H
Created by admin on Fri Dec 15 16:38:19 GMT 2023 , Edited by admin on Fri Dec 15 16:38:19 GMT 2023
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DRUG BANK
DB13876
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SMS_ID
100000088649
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PUBCHEM
44571
Created by admin on Fri Dec 15 16:38:19 GMT 2023 , Edited by admin on Fri Dec 15 16:38:19 GMT 2023
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WIKIPEDIA
Brofaromine
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EVMPD
SUB05899MIG
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MESH
C038213
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ChEMBL
CHEMBL160347
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INN
5806
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NCI_THESAURUS
C72723
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CAS
63638-91-5
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EPA CompTox
DTXSID10213008
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