Nepicastat (hydrochloride)

Names

[ Name ]:
Nepicastat (hydrochloride)

[Synonym ]:
Nepicastat HCl
SYN117
Nepitat HCl
Nepicastat hydrochloride
UNII-3WK068D17I
5-(Aminomethyl)-1-[(2S)-5,7-difluoro-1,2,3,4-tetrahydro-2-naphthalenyl]-1,3-dihydro-2H-imidazole-2-thione hydrochloride (1:1)
2H-Imidazole-2-thione, 5-(aminomethyl)-1-[(2S)-5,7-difluoro-1,2,3,4-tetrahydro-2-naphthalenyl]-1,3-dihydro-, hydrochloride (1:1)
Nepitat hydrochloride
Nepicastat (hydrochloride)

Biological Activity

[Description]:

Nepicastat Hcl(SYN117 Hcl; RS-25560-197 Hcl) is a dopamine beta-hydroxylase inhibitor with IC50 of 8.5 ± 0.8 and 9.0 ± 0.8 nM for bovine and human, respectively. IC50 value: 8.5/9.0 nM(bovine/human dopamine beta-hydroxylase)Dopamine beta-hydroxylase is an enzyme that catalyzes the conversion of dopamine to norepinephrine. Nepicastat (SYN117; RS-25560-197) has been studied as a possible treatment for congestive heart failure, and appears to be well tolerated as such.

[Related Catalog]:

Signaling Pathways >> Metabolic Enzyme/Protease >> Dopamine β-hydroxylase

Research Areas >> Cardiovascular Disease

[References]

[1]. Stanley WC, et al. Catecholamine modulatory effects of nepicastat (RS-25560-197), a novel, potent and selective inhibitor of dopamine-beta-hydroxylase.Br J Pharmacol. 1997 Aug;121(8):1803-9.

[2]. Stanley WC, et al. Cardiovascular effects of nepicastat (RS-25560-197), a novel dopamine beta-hydroxylase inhibitor.J Cardiovasc Pharmacol. 1998 Jun;31(6):963-70.

[3]. Sabbah HN, et al. Effects of dopamine beta-hydroxylase inhibition with nepicastat on the progression of left ventricular dysfunction and remodeling in dogs with chronic heart failure.Circulation. 2000 Oct 17;102(16):1990-5.

[4]. Beliaev A, et al. Synthesis and biological evaluation of novel, peripherally selective chromanyl imidazolethione-based inhibitors of dopamine beta-hydroxylase.J Med Chem. 2006 Feb 9;49(3):1191-7.

[Related Small Molecules]

Nepicastat

Chemical & Physical Properties

[ Molecular Formula ]:
C₁₄H₁₆ClF₂N₃S

[ Molecular Weight ]:
331.812

[ Exact Mass ]:
331.072144

[ PSA ]:
78.83000

[ LogP ]:
4.51490

[ Appearance of Characters ]:
white to beige

[ Storage condition ]:
?20°C

[ Water Solubility ]:
DMSO: soluble10mg/mL, clear

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
36/37/38

[ Safety Phrases ]:
26

[ RIDADR ]:
NONH for all modes of transport

Related Compounds

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