Buy Nisoxetine hydrochloride (BT-254039)

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Nisoxetine hydrochloride

Catalog Number: BT-254039

CAS Number: 57754-86-6

Molecular Formula: C17H21NO2.HCl

Molecular Weight: 307.8 g/mol

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Product Introduction

Description

Nisoxetine hydrochloride is a selective norepinephrine reuptake inhibitor (SNRI) that is used in the treatment of attention deficit hyperactivity disorder (ADHD) and major depressive disorder (MDD). It is a potent inhibitor of the norepinephrine transporter (NET) and has been shown to have a high affinity for this target.

Properties

CAS Number

57754-86-6

Product Name

Nisoxetine hydrochloride

IUPAC Name

3-(2-methoxyphenoxy)-N-methyl-3-phenylpropan-1-amine;hydrochloride

Molecular Formula

C17H21NO2.HCl

Molecular Weight

307.8 g/mol

InChI

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

SMILES

CNCCC(C1=CC=CC=C1)OC2=CC=CC=C2OC.Cl

Synonyms

3-(2-methoxyphenoxy)-N-methyl-3-phenylpropylamine
3-(o-methoxyphenoxy)-N-methyl-3-phenylpropylamine
DL-N-methyl-3-(o-methoxyphenoxy)-N-methyl-3-phenylpropylamine
Lilly 135252
Lilly 94939
LY 135252
LY 94939
LY-135252
N-methyl-gamma-(2-methylphenoxy)phenylpropanolamine
nisoxetine
nisoxetine hydrochloride
nisoxetine hydrochloride, (+-)-isomer
nisoxetine, (+-)-isome

Canonical SMILES

CNCCC(C1=CC=CC=C1)OC2=CC=CC=C2OC.Cl

Method of Synthesis or Extraction

Nisoxetine hydrochloride can be synthesized using various methods, including the reaction of 3-chloro-4-fluoroaniline with 2-(2-methoxyphenoxy)ethyl chloride, followed by reduction with sodium borohydride. Another method involves the reaction of 3-chloro-4-fluoroaniline with 2-(2-methoxyphenoxy)ethyl bromide, followed by reduction with lithium aluminum hydride. The efficiency and yield of each method vary, with the first method yielding a higher percentage of the desired product. Environmental and safety considerations must also be taken into account during the synthesis process, as some of the reagents used can be hazardous.

Chemical Structure and Biological Activity

The chemical structure of nisoxetine hydrochloride consists of a phenyl ring, a fluoro group, and a phenoxyethyl group. It is a potent inhibitor of the norepinephrine transporter (NET), which is responsible for the reuptake of norepinephrine from the synaptic cleft. By inhibiting NET, nisoxetine hydrochloride increases the concentration of norepinephrine in the synaptic cleft, leading to increased activation of adrenergic receptors. This mechanism of action has been shown to be effective in the treatment of ADHD and MDD. Nisoxetine hydrochloride has a high affinity for NET, with an IC50 value of 1.4 nM.

Biological Effects

Nisoxetine hydrochloride has been shown to have a number of biological effects on cell function and signal transduction. It has been shown to increase the release of dopamine and serotonin in the prefrontal cortex, which may contribute to its therapeutic effects in ADHD and MDD. It has also been shown to modulate the activity of the hypothalamic-pituitary-adrenal (HPA) axis, which is involved in the stress response. Potential therapeutic and toxic effects of nisoxetine hydrochloride must be carefully considered, as it can have both beneficial and harmful effects on the body.

Applications

Nisoxetine hydrochloride has a number of applications in medical research, including its role in drug development, clinical trials and findings, benefits, and potential side effects. It has been shown to be effective in the treatment of ADHD and MDD, with fewer side effects than other medications in its class. In environmental research, nisoxetine hydrochloride has been studied for its effects on ecosystems, its role in pollution management, and its sustainability and environmental impact. In industrial research, it has been used in manufacturing processes to improve product quality and efficiency, with health and safety considerations being of utmost importance.

Future Perspectives and Challenges

Current limitations in the use and study of nisoxetine hydrochloride include its potential for abuse and dependence, as well as its potential for adverse effects on the cardiovascular system. Possible solutions and improvements include the development of new formulations that reduce the risk of abuse and dependence, as well as the development of new medications that target other neurotransmitter systems. Future trends and prospects in the application of nisoxetine hydrochloride in scientific research include the development of new medications that target specific subtypes of ADHD and MDD, as well as the exploration of its potential in the treatment of other psychiatric disorders.

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