SML2012

Cinacalcet hydrochloride

≥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
• 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

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.

Safety Information

• pictograms: GHS08,GHS05,GHS07
• signalword: Danger
• hcodes: H302,H314,H317,H373,H413
• pcodes: P260 - P273 - P280 - P303 + P361 + P353 - P305 + P351 + P338 - P314
• Hazard Classifications: Acute Tox. 4 Oral - Aquatic Chronic 4 - Eye Dam. 1 - Skin Corr. 1A - Skin Sens. 1B - STOT RE 2
• target_organs: eye - retina
• Storage Class: 8A - Combustible corrosive hazardous materials
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable