FLUPAROXAN

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 Search

SMILES

[H][C@]12CNC[C@]1([H])OC3=C(O2)C=CC=C3F

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

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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
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 Feb	10611634
Alpha-2 adrenergic-induced changes in rectal temperature in adult and 13-day old rats following acute and repeated desipramine administration.	2008 Oct 2	18831759

Name

Type

Language

FLUPAROXAN

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

FLUPAROXAN, (-)-

Common Name

English

Code System Code Type Description

EPA CompTox

DTXSID80146995