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SML2012

Cinacalcet hydrochloride

Name: Cinacalcet hydrochloride
Brand: SIGMA

≥98% (HPLC)

Synonym(s):

AMG 073 hydrochloride, KRN 1493 hydrochloride, N-[1-(R)-(-)-(1-naphthyl)ethyl]-3-[3(trifluoromethyl)phenyl]-1-aminopropane hydrochloride, NPS 1493 hydrochloride

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About This Item

Empirical Formula (Hill Notation):

C₂₂H₂₂F₃N·HCl

CAS Number:

364782-34-3

Molecular Weight:

393.87

UNSPSC Code:

12352200

NACRES:

NA.77

Assay:

≥98% (HPLC)

Form:

powder

Storage condition:

desiccated

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Properties

assay

≥98% (HPLC)

form

powder

optical activity

[α]/D -24 to -32°, c = 0.5 in methanol

storage condition

desiccated

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

FC(F)(F)c1cc(ccc1)CCCN[C@H](C)c2c3c(ccc2)cccc3.Cl

InChI

1S/C22H22F3N.ClH/c1-16(20-13-5-10-18-9-2-3-12-21(18)20)26-14-6-8-17-7-4-11-19(15-17)22(23,24)25;/h2-5,7,9-13,15-16,26H,6,8,14H2,1H3;1H/t16-;/m1./s1

InChI key

QANQWUQOEJZMLL-PKLMIRHRSA-N

Description

Application

Cinacalcet hydrochloride has been used:

to stimulate calcium-sensing receptor (CaSR) in thick ascending limb (TAL) of the male Sprague-Dawley rats to study the effect of altered claudins levels on calciuria and magnesiuria in metabolic acidosis
as a calcimimetic positive allosteric modulator (PAM) of CaSR to determine the structural rearrangements of human CaSR upon activation
as a calcium-sensing receptor (CaSR) agonist to study the effect of CaSR on tumor cell proliferation in lung adenocarcinoma (LUAD) cell line

Biochem/physiol Actions

Calcimimetic; Calcium Sensing Receptor (CaSR) positive allosteric modulator

Cinacalcet is a positive allosteric modulator of the Calcium Sensing Receptor (CaSR) that acts as a calcimimetic. It increases the sensitivity of the calcium-sensing receptor to extracellular calcium resulting in a decrease in serum calcium levels.

Studies show that oral administration of cinacalcet hydrochloride aids in treating secondary hyperparathyroidism in patients with chronic kidney disease on dialysis. It may also be a potential therapeutic to treat hypercalcemia in patients with parathyroid carcinoma.