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N151

Sigma-Aldrich

Nisoxetine hydrochloride

solid, ≥98% (HPLC)

Synonym(s):

(±)-γ-(2-Methoxyphenoxy)-N-methyl-benzenepropanamine hydrochloride, LY-94,939

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About This Item

Empirical Formula (Hill Notation):
C17H21NO2 · HCl
CAS Number:
57754-86-6
Molecular Weight:
307.82
MDL number:
MFCD00153850
UNSPSC Code:
12352200
PubChem Substance ID:
24277788
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

solid

storage condition

desiccated

color

white to beige

solubility

H2O: 20 mg/mL
ethanol: 50 mg/mL

SMILES string

Cl[H].CNCCC(Oc1ccccc1OC)c2ccccc2

InChI

1S/C17H21NO2.ClH/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;1H

InChI key

LCEURBZEQJZUPV-UHFFFAOYSA-N

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Application

Nisoxetine has been used as a norepinephrine transport (NET) blocker in autoradiography studies. It has also been used as a NET blocker to study its effects on perivascular adipose tissue.

Biochem/physiol Actions

Nisoxetine is a selective and potent noradrenaline reuptake inhibitor. It has a high affinity towards the noradrenaline transporter. Nisoxetine possesses antidepressant activity.

Features and Benefits

This compound is featured on the Biogenic Amine Transporters page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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S M Tejani-Butt
The Journal of pharmacology and experimental therapeutics, 260(1), 427-436 (1992-01-01)
The uptake sites for norepinephrine (NE) in brain have not been studied in much detail, probably due to the absence of an adequate radioligand for labeling these sites. This study describes the binding properties of [3H]nisoxetine to uptake sites for
Ching-I A Wang et al.
Molecular pharmacology, 82(5), 898-909 (2012-08-10)
The human norepinephrine transporter (NET) is implicated in many neurological disorders and is a target of tricyclic antidepressants and nisoxetine (NX). We used molecular docking simulations to guide the identification of residues likely to affect substrate transport and ligand interactions
B E Leonard
Neurochemistry international, 4(5), 339-350 (1982-01-01)
An attempt has been made to assess critically the clinical and experimental evidence that implicates a malfunctioning of amine neurotransmitter systems in the aetiology of depression. The evidence available does provide indirect evidence in favour of the biogenic amine theory
Dagmar E Ettlinger et al.
Nuclear medicine and biology, 35(4), 475-479 (2008-05-17)
Since the late 1980s, cocaine analogues based on the phenyltropane structure, such as [(11)C]CFT and [(123)I]beta-CIT have been used for the imaging of the dopamine transporter. FE@CIT (fluoropropyl ester) and FP-CIT (N-fluoropropyl derivative) are further analogues. The aim of this
S M Tejani-Butt et al.
European journal of pharmacology, 191(2), 239-243 (1990-11-27)
[3H]Nisoxetine binds with high affinity (Kd = 0.7 nM) and selectivity to a homogenous population of sites associated with the uptake of norepinephrine. Specific [3H]nisoxetine binding to rat cortical homogenates was saturable, sodium-dependent and averaged 90% of total binding at
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