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
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
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
Title | Date | PubMed |
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A double-blind comparative study of brofaromine and fluvoxamine in outpatients with panic disorder. | 1996 Aug |
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Predictors of treatment response in patients with posttraumatic stress disorder. | 2001 Feb |
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Antidepressants in social anxiety disorder. | 2001 Sep |
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Pirlindole and dehydropirlindole protect rat cultured neuronal cells against oxidative stress-induced cell death through a mechanism unrelated to MAO-A inhibition. | 2002 Feb |
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Pharmacotherapy of social anxiety disorder. | 2002 Jan 1 |
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Psychopharmacology of anxiety disorders. | 2002 Sep |
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Antidepressants versus placebo for people with bulimia nervosa. | 2003 |
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Pharmacotherapy of social phobia. | 2003 |
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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 |
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Design, synthesis, and biological activities of pyrrolylethanoneamine derivatives, a novel class of monoamine oxidases inhibitors. | 2005 Jun 30 |
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Traumatic stress: effects on the brain. | 2006 |
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Transdermal selegiline for the treatment of major depressive disorder. | 2007 |
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Pharmacotherapy of panic disorder. | 2008 Aug |
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Post-traumatic stress disorder. | 2010 Feb 3 |
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Novel reversible monoamine oxidase A inhibitors: highly potent and selective 3-(1H-pyrrol-3-yl)-2-oxazolidinones. | 2011 Dec 8 |
Patents
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 16:38:19 UTC 2023
by
admin
on
Fri Dec 15 16:38:19 UTC 2023
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Record UNII |
6WV4B8Q07H
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Record Status |
Validated (UNII)
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Record Version |
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Classification Tree | Code System | Code | ||
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NCI_THESAURUS |
C667
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admin on Fri Dec 15 16:38:19 UTC 2023 , Edited by admin on Fri Dec 15 16:38:19 UTC 2023
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6WV4B8Q07H
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DB13876
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100000088649
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44571
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Brofaromine
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SUB05899MIG
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C038213
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CHEMBL160347
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5806
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C72723
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63638-91-5
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DTXSID10213008
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Related Record | Type | Details | ||
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SALT/SOLVATE -> PARENT |
Related Record | Type | Details | ||
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ACTIVE MOIETY |