Nisoxetine

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Structural formula
Structural formulas of both stereoisomers of nisoxetine
1: 1 mixture (racemate) of the ( R ) form (left) and the ( S ) form (right)
General
Non-proprietary name Nisoxetine
other names
  • ( RS ) -3- (2-methoxyphenoxy) - N -methyl-3-phenylpropylamine ( IUPAC )
  • (±) -3- (2-Methoxyphenoxy) - N -methyl-3-phenylpropylamine
  • Nisoxetinum ( Latin )
  • Compound 89218 (Lilly, USA)
Molecular formula C 17 H 21 NO 2
Brief description

colorless solid (hydrochloride)

External identifiers / databases
CAS number
PubChem 4500
ChemSpider 4344
DrugBank DB09186
Wikidata Q906885
Drug information
Drug class

Antidepressants

Mechanism of action

Selective norepinephrine reuptake inhibitor

properties
Molar mass 271.35 g · mol -1
Physical state

firmly

pK s value

10.162

solubility
  • 20 mg / ml in water (hydrochloride)
  • 50 mg / ml in ethanol (hydrochloride)
safety instructions
GHS labeling of hazardous substances

Hydrochloride

no GHS pictograms
H and P phrases H: no H-phrases
P: no P-phrases
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Nisoxetine ( LY-94939 ) is a selective norepinephrine reuptake inhibitor (NARI).

It was originally developed as an antidepressant but did not get beyond the development stage. However, it is considered the “standard NARI” in scientific research and is often used as such. It is used as a racemate .

Individual evidence

  1. a b c d data sheet Nisoxetine hydrochloride from Sigma-Aldrich , accessed on April 16, 2011 ( PDF ).
  2. Nisoxetine, Compound ID CHEMBL295467 in the ChEMBL database.
  3. S. Kelwala, M. Stanley, S. Gershon: History of antidepressants: successes and failures. In: Journal of Clinical Psychiatry. 44 (5 Pt 2), May 1983, pp. 40-48. PMID 6222036 .
  4. ^ D. Graham, SZ Langer: Advances in sodium-ion coupled biogenic amine transporters. In: Life Sciences . 51 (9), 1992, pp. 631-645. PMID 1501510 .