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Details

Stereochemistry ABSOLUTE
Molecular Formula C10H10FNO2.ClH
Molecular Weight 231.651
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FLUPAROXAN HYDROCHLORIDE ANHYDROUS

SMILES

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

InChI

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

HIDE SMILES / InChI

Molecular Formula C10H10FNO2
Molecular Weight 195.1903
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:24:01 GMT 2025
Edited
by admin
on Mon Mar 31 21:24:01 GMT 2025
Record UNII
JDM10O8K10
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
FLUPAROXAN HYDROCHLORIDE ANHYDROUS
Common Name English
(3AS,9AS)-5-FLUORO-2,3,3A,9A-TETRAHYDRO-1H-(1,4)BENZODIOXINO(2,3-C)PYRROLE HYDROCHLORIDE
Preferred Name English
1H-(1,4)BENZODIOXINO(2,3-C)PYRROLE, 5-FLUORO-2,3,3A,9A-TETRAHYDRO-, HYDROCHLORIDE, (3AS,9AS)-
Common Name English
FLUPAROXAN HYDROCHLORIDE ANHYDROUS, (-)-
Common Name English
1H-(1,4)BENZODIOXINO(2,3-C)PYRROLE, 5-FLUORO-2,3,3A,9A-TETRAHYDRO-, HYDROCHLORIDE, (3AS-TRANS)-
Common Name English
Code System Code Type Description
PUBCHEM
9794625
Created by admin on Mon Mar 31 21:24:01 GMT 2025 , Edited by admin on Mon Mar 31 21:24:01 GMT 2025
PRIMARY
SMS_ID
300000055098
Created by admin on Mon Mar 31 21:24:01 GMT 2025 , Edited by admin on Mon Mar 31 21:24:01 GMT 2025
PRIMARY
EPA CompTox
DTXSID90147019
Created by admin on Mon Mar 31 21:24:01 GMT 2025 , Edited by admin on Mon Mar 31 21:24:01 GMT 2025
PRIMARY
CAS
105227-44-9
Created by admin on Mon Mar 31 21:24:01 GMT 2025 , Edited by admin on Mon Mar 31 21:24:01 GMT 2025
PRIMARY
FDA UNII
JDM10O8K10
Created by admin on Mon Mar 31 21:24:01 GMT 2025 , Edited by admin on Mon Mar 31 21:24:01 GMT 2025
PRIMARY
Related Record Type Details
SOLVATE->ANHYDROUS
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY