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(R)-Nepicastat HCl

Dopamine-β-hydroxylase inhibitor CAS# 195881-94-8

(R)-Nepicastat HCl

Catalog No. BCC4315----Order now to get a substantial discount!

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Chemical structure

(R)-Nepicastat HCl

3D structure

Chemical Properties of (R)-Nepicastat HCl

Cas No. 195881-94-8 SDF Download SDF
PubChem ID 72163099 Appearance Powder
Formula C14H16ClF2N3S M.Wt 331.81
Type of Compound N/A Storage Desiccate at -20°C
Solubility Soluble in DMSO > 10 mM
Chemical Name 4-(aminomethyl)-3-[(2R)-5,7-difluoro-1,2,3,4-tetrahydronaphthalen-2-yl]-1H-imidazole-2-thione;hydrochloride
SMILES C1CC2=C(C=C(C=C2CC1N3C(=CNC3=S)CN)F)F.Cl
Standard InChIKey DIPDUAJWNBEVOY-HNCPQSOCSA-N
Standard InChI InChI=1S/C14H15F2N3S.ClH/c15-9-3-8-4-10(1-2-12(8)13(16)5-9)19-11(6-17)7-18-14(19)20;/h3,5,7,10H,1-2,4,6,17H2,(H,18,20);1H/t10-;/m1./s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

(R)-Nepicastat HCl Dilution Calculator

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(R)-Nepicastat HCl Molarity Calculator

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Preparing Stock Solutions of (R)-Nepicastat HCl

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.0138 mL 15.0689 mL 30.1377 mL 60.2755 mL 75.3443 mL
5 mM 0.6028 mL 3.0138 mL 6.0275 mL 12.0551 mL 15.0689 mL
10 mM 0.3014 mL 1.5069 mL 3.0138 mL 6.0275 mL 7.5344 mL
50 mM 0.0603 mL 0.3014 mL 0.6028 mL 1.2055 mL 1.5069 mL
100 mM 0.0301 mL 0.1507 mL 0.3014 mL 0.6028 mL 0.7534 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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Background on (R)-Nepicastat HCl

(R)-Nepicastat HCl is a potent and selective inhibitor of dopamine-β-hydroxylase with IC50 values of 25.1 and 18.3 nM in bovine and human, respectively [1].

Dopamine-β-hydroxylase is an enzyme involved in the synthesis of small-molecule membrane-bound neurotransmitters. Dopamine-β-hydroxylase catalyses the synthesis of noradrenaline [1].

(R)-Nepicastat HCl is a potent and selective dopamine-β-hydroxylase inhibitor. (R)-Nepicastat exhibited 2-3 fold less potent than nepicastat [1].

In beagle dogs and spontaneously hypertensive rats, nepicastat reduced noradrenaline in a dose-dependent way and increased dopamine and dopamine/noradrenaline ratio in cerebral cortex, left ventricle and the artery. In beagle dogs, nepicastat (2 mg/kg) significantly reduced noradrenaline by 52% and increased dopamine by 646% and dopamine/noradrenaline ratio in plasma [1]. In pithed spontaneously hypertensive rats, nepicastat inhibited the pressor and positive chronotropic due to preganglionic sympathetic nerve stimulation. In spontaneously hypertensive rats, nepicastat (3 mg/kg) exhibited antihypertensive effects and reduced renal vascular resistance by 38% [2]. In rats, nepicastat significantly increased extracellular dopamine accumulation induced by cocaine and amphetamine in the medial prefrontal cortex [3].

References:
[1].  Stanley WC, Li B, Bonhaus DW, et al. Catecholamine modulatory effects of nepicastat (RS-25560-197), a novel, potent and selective inhibitor of dopamine-beta-hydroxylase. Br J Pharmacol, 1997, 121(8): 1803-1809.
[2].  Stanley WC, Lee K, Johnson LG, et al. Cardiovascular effects of nepicastat (RS-25560-197), a novel dopamine beta-hydroxylase inhibitor. J Cardiovasc Pharmacol, 1998, 31(6): 963-970.
[3].  Devoto P, Flore G, Saba P, et al. The dopamine beta-hydroxylase inhibitor nepicastat increases dopamine release and potentiates psychostimulant-induced dopamine release in the prefrontal cortex. Addict Biol, 2014, 19(4): 612-622.

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Description

(R)-Nepicastat HCl, the R-enantiomer of Nepicastat HCl, is a potent and selective inhibitor with IC50 of 25.1 nM and 18.3 nM for bovine and human dopamine-β-hydroxylase, with negligible affinity for twelve other enzymes and thirteen neurotransmitter receptors.

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