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
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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Antidepressants versus placebo for people with bulimia nervosa. | 2001 |
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Treatment of social phobia with antidepressants. | 2001 |
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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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Psychopharmacology of anxiety disorders. | 2002 Sep |
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Pre- and post-treatment with pirlindole and dehydropirlindole protects cultured brain cells against nitric oxide-induced death. | 2003 Apr 11 |
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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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Management of anorexia and bulimia nervosa: An evidence-based review. | 2010 Apr |
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Post-traumatic stress disorder. | 2010 Feb 3 |
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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 |
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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
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NCI_THESAURUS |
C667
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ACTIVE MOIETY
SALT/SOLVATE (PARENT)