FLUPAROXAN HYDROCHLORIDE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	2C10H10FNO2.2ClH.H2O
Molecular Weight	481.318
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 4
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O.Cl.Cl.FC1=CC=CC2=C1O[C@H]3CNC[C@@H]3O2.FC4=CC=CC5=C4O[C@H]6CNC[C@@H]6O5

InChI

InChIKey=SDEFUPMOIFOLSQ-IYLDIKPPSA-N

InChI=1S/2C10H10FNO2.2ClH.H2O/c2*11-6-2-1-3-7-10(6)14-9-5-12-4-8(9)13-7;;;/h2*1-3,8-9,12H,4-5H2;2*1H;1H2/t2*8-,9-;;;/m00.../s1

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Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/26996616 | https://www.ncbi.nlm.nih.gov/pubmed/1677298 | https://adisinsight.springer.com/drugs/800000678

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.

Originator

Approval Year

PubMed

Title	Date	PubMed
A new strategy for antidepressant prescription.	2010	21151361
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	18937842
Alpha-2 adrenergic-induced changes in rectal temperature in adult and 13-day old rats following acute and repeated desipramine administration.	2008-10-02	18831759
Unbiased descriptor and parameter selection confirms the potential of proteochemometric modelling.	2005-03-10	15760465
Enhancing central noradrenergic function in depression: is there still a place for a new antidepressant?	2005-03	18568121
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	10611634
A comparative study of the reversal by different alpha 2-adrenoceptor antagonists of the central sympatho-inhibitory effect of clonidine.	1996-02	8821553

Name

Type

Language

FLUPAROXAN HYDROCHLORIDE

Official Name

English

GR-50360A, (-)-

Preferred Name

English

GR50360A, (-)-

Code

English

FLUPAROXAN HYDROCHLORIDE HEMIHYDRATE, (-)-

Common Name

English

1H-(1,4)BENZODIOXINO(2,3-C)PYRROLE, 5-FLUORO-2,3,3A,9A-TETRAHYDRO-, HYDROCHLORIDE, HEMIHYDRATE, (3AS-TRANS)-

Common Name

English

FLUPAROXAN HYDROCHLORIDE HEMIHYDRATE

Common Name

English

(3aS,9aS)-5-Fluoro-2,3,3a,9a-tetrahydro-1H-[1,4]benzodioxino[2,3-c]pyrrole hydrochloride, hemihydrate

Common Name

English

1H-(1,4)BENZODIOXINO(2,3-C)PYRROLE, 5-FLUORO-2,3,3A,9A-TETRAHYDRO-, HYDROCHLORIDE, HYDRATE (2:1), (3AS-TRANS)-

Common Name

English

FLUPAROXAN HYDROCHLORIDE [USAN]

Common Name

English

Code System Code Type Description

CAS

111793-41-0