Nisoxetine

Nisoxetine
Clinical data
Other namesLY-94939,
(±)-γ-(2-Methoxyphenoxy)-N-methyl-benzenepropanamine hydrochloride
ATC code
  • None
Legal status
Legal status
  • Never marketed
Identifiers
  • (RS)-3-(2-methoxyphenoxy)-N-methyl-3-phenylpropan-1-amine
CAS Number
PubChem CID
IUPHAR/BPS
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC17H21NO2
Molar mass271.360 g·mol−1
3D model (JSmol)
ChiralityRacemic mixture
  • CNCCC(C1=CC=CC=C1)OC2=CC=CC=C2OC
  • InChI=1S/C17H21NO2/c1-18-13-12-15(14-8-4-3-5-9-14)20-17-11-7-6-10-16(17)19-2/h3-11,15,18H,12-13H2,1-2H3 Y
  • Key:ITJNARMNRKSWTA-UHFFFAOYSA-N Y
 NY (what is this?)  (verify)

Nisoxetine (developmental code name LY-94939), originally synthesized in the Lilly research laboratories during the early 1970s, is a potent and selective inhibitor for the reuptake of norepinephrine (noradrenaline) into synapses. It currently has no clinical applications in humans, although it was originally researched as an antidepressant. Nisoxetine is now widely used in scientific research as a standard selective norepinephrine reuptake inhibitor. It has been used to research obesity and energy balance, and exerts some local analgesia effects.

Researchers have attempted to use a carbon-labeled form of nisoxetine for positron emission tomography (PET) imaging of the norepinephrine transporter (NET), with little success. However, it seems that tritium labeled nisoxetine (3H-nisoxetine, 3H-NIS) is a useful radioligand for labeling norepinephrine uptake sites in vitro, which nisoxetine and other antagonists for NET are able to inhibit.

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