U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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
A double-blind comparative study of brofaromine and fluvoxamine in outpatients with panic disorder.
1996 Aug
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
Pharmacotherapy of social anxiety disorder.
2002 Jan 1
Psychopharmacology of anxiety disorders.
2002 Sep
Antidepressants versus placebo for people with bulimia nervosa.
2003
Pharmacotherapy of social phobia.
2003
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 Sep
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
Transdermal selegiline for the treatment of major depressive disorder.
2007
Pharmacotherapy of panic disorder.
2008 Aug
Post-traumatic stress disorder.
2010 Feb 3
Novel reversible monoamine oxidase A inhibitors: highly potent and selective 3-(1H-pyrrol-3-yl)-2-oxazolidinones.
2011 Dec 8
Patents

Patents

Substance Class Chemical
Created
by admin
on Fri Dec 15 16:38:19 UTC 2023
Edited
by admin
on Fri Dec 15 16:38:19 UTC 2023
Record UNII
6WV4B8Q07H
Record Status Validated (UNII)
Record Version
  • Download
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 UTC 2023 , Edited by admin on Fri Dec 15 16:38:19 UTC 2023
Code System Code Type Description
FDA UNII
6WV4B8Q07H
Created by admin on Fri Dec 15 16:38:19 UTC 2023 , Edited by admin on Fri Dec 15 16:38:19 UTC 2023
PRIMARY
DRUG BANK
DB13876
Created by admin on Fri Dec 15 16:38:19 UTC 2023 , Edited by admin on Fri Dec 15 16:38:19 UTC 2023
PRIMARY
SMS_ID
100000088649
Created by admin on Fri Dec 15 16:38:19 UTC 2023 , Edited by admin on Fri Dec 15 16:38:19 UTC 2023
PRIMARY
PUBCHEM
44571
Created by admin on Fri Dec 15 16:38:19 UTC 2023 , Edited by admin on Fri Dec 15 16:38:19 UTC 2023
PRIMARY
WIKIPEDIA
Brofaromine
Created by admin on Fri Dec 15 16:38:19 UTC 2023 , Edited by admin on Fri Dec 15 16:38:19 UTC 2023
PRIMARY
EVMPD
SUB05899MIG
Created by admin on Fri Dec 15 16:38:19 UTC 2023 , Edited by admin on Fri Dec 15 16:38:19 UTC 2023
PRIMARY
MESH
C038213
Created by admin on Fri Dec 15 16:38:19 UTC 2023 , Edited by admin on Fri Dec 15 16:38:19 UTC 2023
PRIMARY
ChEMBL
CHEMBL160347
Created by admin on Fri Dec 15 16:38:19 UTC 2023 , Edited by admin on Fri Dec 15 16:38:19 UTC 2023
PRIMARY
INN
5806
Created by admin on Fri Dec 15 16:38:19 UTC 2023 , Edited by admin on Fri Dec 15 16:38:19 UTC 2023
PRIMARY
NCI_THESAURUS
C72723
Created by admin on Fri Dec 15 16:38:19 UTC 2023 , Edited by admin on Fri Dec 15 16:38:19 UTC 2023
PRIMARY
CAS
63638-91-5
Created by admin on Fri Dec 15 16:38:19 UTC 2023 , Edited by admin on Fri Dec 15 16:38:19 UTC 2023
PRIMARY
EPA CompTox
DTXSID10213008
Created by admin on Fri Dec 15 16:38:19 UTC 2023 , Edited by admin on Fri Dec 15 16:38:19 UTC 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY