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

Details

Stereochemistry ABSOLUTE
Molecular Formula C10H10FNO2
Molecular Weight 195.1903
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FLUPAROXAN

SMILES

FC1=CC=CC2=C1O[C@H]3CNC[C@@H]3O2

InChI

InChIKey=XSOUHEXVEOQRKJ-IUCAKERBSA-N
InChI=1S/C10H10FNO2/c11-6-2-1-3-7-10(6)14-9-5-12-4-8(9)13-7/h1-3,8-9,12H,4-5H2/t8-,9-/m0/s1

HIDE SMILES / InChI
Fluparoxan (GR50360A) is a potent α2-adrenergic receptor antagonist used in the treatment of central neurodegenerative diseases, depression, the improvement of cognitive dysfunction in schizophrenia and in models of Alzheimer's disease. Fluparoxan was undergoing phase III trials as an antidepressant, but this development was also discontinued because of poor efficacy.

Approval Year

PubMed

PubMed

TitleDatePubMed
A new strategy for antidepressant prescription.
2010
The influence of serotonin- and other genes on impulsive behavioral aggression and cognitive impulsivity in children with attention-deficit/hyperactivity disorder (ADHD): Findings from a family-based association test (FBAT) analysis.
2008-10-20
Alpha-2 adrenergic-induced changes in rectal temperature in adult and 13-day old rats following acute and repeated desipramine administration.
2008-10-02
Unbiased descriptor and parameter selection confirms the potential of proteochemometric modelling.
2005-03-10
Enhancing central noradrenergic function in depression: is there still a place for a new antidepressant?
2005-03
Agonist and antagonist actions of yohimbine as compared to fluparoxan at alpha(2)-adrenergic receptors (AR)s, serotonin (5-HT)(1A), 5-HT(1B), 5-HT(1D) and dopamine D(2) and D(3) receptors. Significance for the modulation of frontocortical monoaminergic transmission and depressive states.
2000-02
A comparative study of the reversal by different alpha 2-adrenoceptor antagonists of the central sympatho-inhibitory effect of clonidine.
1996-02
Name Type Language
(-)-FLUPAROXAN
Preferred Name English
FLUPAROXAN
INN   WHO-DD  
INN  
Official Name English
1H-(1,4)BENZODIOXINO(2,3-C)PYRROLE, 5-FLUORO-2,3,3A,9A-TETRAHYDRO-, (3AS,9AS)-
Systematic Name English
(3AS,9AS)-FLUPAROXAN
Common Name English
(3AS,9AS)-5-FLUORO-2,3,3A,9A-TETRAHYDRO-1H-(1,4)BENZODIOXINO(2,3-C)PYRROLE
Common Name English
Fluparoxan [WHO-DD]
Common Name English
1H-(1,4)BENZODIOXINO(2,3-C)PYRROLE, 5-FLUORO-2,3,3A,9A-TETRAHYDRO-, (3AS-TRANS)-
Systematic Name English
fluparoxan [INN]
Common Name English
FLUPAROXAN, (-)-
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID80146995
Created by admin on Mon Mar 31 19:15:32 GMT 2025 , Edited by admin on Mon Mar 31 19:15:32 GMT 2025
PRIMARY
SMS_ID
100000080717
Created by admin on Mon Mar 31 19:15:32 GMT 2025 , Edited by admin on Mon Mar 31 19:15:32 GMT 2025
PRIMARY
INN
6217
Created by admin on Mon Mar 31 19:15:32 GMT 2025 , Edited by admin on Mon Mar 31 19:15:32 GMT 2025
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PUBCHEM
72036
Created by admin on Mon Mar 31 19:15:32 GMT 2025 , Edited by admin on Mon Mar 31 19:15:32 GMT 2025
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MESH
C065161
Created by admin on Mon Mar 31 19:15:32 GMT 2025 , Edited by admin on Mon Mar 31 19:15:32 GMT 2025
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ChEMBL
CHEMBL1765294
Created by admin on Mon Mar 31 19:15:32 GMT 2025 , Edited by admin on Mon Mar 31 19:15:32 GMT 2025
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FDA UNII
WGA8E072GX
Created by admin on Mon Mar 31 19:15:32 GMT 2025 , Edited by admin on Mon Mar 31 19:15:32 GMT 2025
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CAS
105182-45-4
Created by admin on Mon Mar 31 19:15:32 GMT 2025 , Edited by admin on Mon Mar 31 19:15:32 GMT 2025
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EVMPD
SUB07725MIG
Created by admin on Mon Mar 31 19:15:32 GMT 2025 , Edited by admin on Mon Mar 31 19:15:32 GMT 2025
PRIMARY
NCI_THESAURUS
C169993
Created by admin on Mon Mar 31 19:15:32 GMT 2025 , Edited by admin on Mon Mar 31 19:15:32 GMT 2025
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