Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

SML0362

Sigma-Aldrich

NPS2143 hydrochloride

≥98% (HPLC)

Synonym(s):

2-Chloro-6-[(2R)-3-[[1,1-dimethyl-2-(2-naphthalenyl)ethyl]amino]-2-hydroxypropoxy]-benzonitrile hydrochloride (1:1), NPS-2143 hydrochloride, SB-262470-A hydrochloride

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C24H25ClN2O2 · HCl
CAS Number:
324523-20-8
Molecular Weight:
445.38
MDL number:
MFCD16038896
UNSPSC Code:
12352200
PubChem Substance ID:
329825364
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

optical activity

[α]20/D +20 to +24°, c = 1.0 in methanol

storage condition

desiccated

color

white to beige

solubility

DMSO: >10 mg/mL

storage temp.

2-8°C

SMILES string

Cl.CC(C)(Cc1ccc2ccccc2c1)NC[C@@H](O)COc3cccc(Cl)c3C#N

InChI

1S/C24H25ClN2O2.ClH/c1-24(2,13-17-10-11-18-6-3-4-7-19(18)12-17)27-15-20(28)16-29-23-9-5-8-22(25)21(23)14-26;/h3-12,20,27-28H,13,15-16H2,1-2H3;1H/t20-;/m1./s1

InChI key

ZEBNDUQLNGYBNL-VEIFNGETSA-N

Application

NPS2143 hydrochloride has been used to study the function of calcium-sensing receptor :
  • In the regulation of intestinal calcium transport.
  • In the regulation of local negative feedback of intestinal calcium absorption.
  • In sensorimotor decision making during development.

Biochem/physiol Actions

NPS2143 is a phenylalkylamine calcilytic compound, and might be useful in treating autosomal dominant hypocalcemia. It serves as a blocking agent for hERG (human ether-a-go-go-related gene ) channel, CYP2D6 (cytochrome P450 2D6 ) and monoamine transporters.
NPS2143 is a selective calcium-sensing receptor (CaR) antagonist. The compound blocks increases in cytoplasmic calcium concentrations with an IC50 of 43 nM, and stimulates parathyroid hormone (PTH) secretion from bovine parathyroid cells over a wide range of extracellular calcuim concentrations.

Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H302 + H312 + H332,H410

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Novel activating mutations of the calcium-sensing receptor: the calcilytic NPS-2143 mitigates excessive signal transduction of mutant receptors
Letz S, et al.
The Journal of Clinical Endocrinology and Metabolism, 95(10), E229-E233 (2010)
Progress in Medicinal Chemistry, 57 (2018)
Activation of calcium-sensing receptor by allosteric agonists cinacalcet and AC-265347 abolishes the 1, 25 (OH) 2D3-induced Ca2+ transport: Evidence that explains how the intestine prevents excessive Ca2+ absorption
Wongdee K, et al.
Archives of Biochemistry and Biophysics, 657, 15-22 (2018)
Prolonged exposure to 1, 25 (OH) 2D3 and high ionized calcium induces FGF-23 production in intestinal epithelium-like Caco-2 monolayer: A local negative feedback for preventing excessive calcium transport
Rodrat M, et al.
Archives of Biochemistry and Biophysics, 640, 10-16 (2018)
The calcilytic agent NPS 2143 rectifies hypocalcemia in a mouse model with an activating calcium-sensing receptor (CaSR) mutation: relevance to autosomal dominant hypocalcemia type 1 (ADH1)
Hannan FM, et al.
Endocrinology, 156(9), 3114-3121 (2015)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service