Nisoxetine

Names

[ Name ]:
Nisoxetine

[Synonym ]:
3,5-dicarbomethoxy-1,4-dihydro-2,6-dimethyl-4-(2-nitrophenyl)pyridine
Adalat CC
4-(2'-nitro-phenyl)-2,6-dimethyl-3,5-dimethoxycarbonyl-1,4-dihydro-pyridine
Procardia XL
1,4-dihydro-2,6-dimethyl-4-(2-nitrophenyl)-3,5-pyridine-dicarboxylic acid dimethyl ester
Procardia
Adalat
[125I]-Iodonisoxetine
(R,S)-nisoxetine
[3H]-Nifedipine
Fenihidin
N-methyl-3-(2-methoxyphenoxy)-3-phenylpropylamine
Cordipin
[3H]-Nisoxetine
Fenihidine
N-methyl-3-(2-methoxyphenoxy)-3-phenyl-1-propylamine
Corinfar
4-(2-nitrophenyl)-3,5-dimethoxycarbonyl-2,6-dimethyl-1,4-dihydropyridine
nifedipine
4-(2'-nitrophenyl)-2,6-dimethyl-3,5-dicarbmethoxy-1,4-dihydropyridine

Biological Activity

[Description]:

Nisoxetine is a potent and selective inhibitor of noradrenaline transporter (NET), with a Kd of 0.76 nM. Nisoxetine is an antidepressant and local anesthetic, it can block voltage-gated sodium channels[1][2][3].

[Related Catalog]:

Signaling Pathways >> Membrane Transporter/Ion Channel >> Sodium Channel

Research Areas >> Neurological Disease

Signaling Pathways >> Membrane Transporter/Ion Channel >> Monoamine Transporter

[Target]

Kd: 0.76 nM (NET)[1]

[In Vitro]

Nisoxetine 抑制 [3H]Nisoxetine 与大鼠额叶皮层膜的结合，Ki 为 1.4±0.1 nM[2]。 Nisoxetine 抑制[3H]去甲肾上腺素摄取到大鼠额叶皮质突触体中，Ki 为 2.1±0.3 nM[2]。 Nisoxetine 抑制 Na+ 电流，膜电位为 -70 和 -100 mV 时的 IC50 分别为 1.6 和 28.6 µM[3]。

[In Vivo]

Nisoxetine (2.2 µM; a single intrathecal injection) shows 100, 100, and 100% of blockades in motor function, proprioception, and with duration of action of about 61, 96, and 236 min, respectively[3]. Nisoxetine (3,10, 30 mg/kg, i.p.) inhibits refeeding response (intake of standard chow) in rats[4]. Animal Model: Sprague-Dawley rats(290-340 g)[3] Dosage: 0.6, 1.2, 1.8, 2.2 µM Administration: A single intrathecal injection Result: Showed ED50s of 0.82, 0.75 and 0.70 µM in blocking motor function, proprioception, and nociception respectively.

[References]

[1]. Béïque JC, et, al. Affinities of venlafaxine and various reuptake inhibitors for the serotonin and norepinephrine transporters. Eur J Pharmacol. 1998 May 15; 349(1): 129-32.

[2]. Cheetham SC, et, al. [3H]nisoxetine-a radioligand for noradrenaline reuptake sites: correlation with inhibition of [3H]noradrenaline uptake and effect of DSP-4 lesioning and antidepressant treatments. Neuropharmacology. 1996 Jan; 35(1): 63-70.

[3]. Leung YM, et, al. Nisoxetine blocks sodium currents and elicits spinal anesthesia in rats. Pharmacol Rep. 2013; 65(2): 350-7.

[4]. Bello NT, et al. High-fat diet-induced alterations in the feeding suppression of low-dose nisoxetine, a selective norepinephrine reuptake inhibitor. J Obes. 2013;2013:457047.

Chemical & Physical Properties

[ Density]:
1.054g/cm3

[ Boiling Point ]:
404.8ºC at 760mmHg

[ Molecular Formula ]:
C₁₇H₂₁NO₂

[ Molecular Weight ]:
271.35400

[ Flash Point ]:
170.6ºC

[ Exact Mass ]:
271.15700

[ PSA ]:
30.49000

[ LogP ]:
3.81570

[ Index of Refraction ]:
1.547

Safety Information

[ HS Code ]:
2922299090

Synthetic Route

Click to get detail synthetic route

Customs

[ HS Code ]: 2922299090

[ Summary ]:
2922299090. other amino-naphthols and other amino-phenols, other than those containing more than one kind of oxygen function, their ethers and esters; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%