Cinacalcet

Cinacalcet
Clinical data
Trade names	Sensipar, Mimpara
AHFS/Drugs.com	Monograph
MedlinePlus	a605004
License data	US DailyMed: Cinacalcet;
Pregnancy; category	AU: B3;
Routes of; administration	By mouth
ATC code	H05BX01 (WHO) ;
Legal status
Legal status	AU: S4 (Prescription only); UK: POM (Prescription only); US: ℞-only; EU: Rx-only; In general: ℞ (Prescription only);
Pharmacokinetic data
Bioavailability	20 to 25%; increases if taken with food
Protein binding	93 to 97%
Metabolism	Hepatic (CYP3A4-, CYP2D6- and CYP1A2-mediated)
Elimination half-life	30 to 40 hours
Excretion	Renal (80%) and fecal (15%)
Identifiers
	IUPAC name (R)-N-[1-(1-naphthyl)ethyl]-3-; [3-(trifluoromethyl)phenyl]propan-1-amine;
CAS Number	226256-56-0 ;
PubChem CID	156419;
PubChem SID	46506315;
IUPHAR/BPS	3308;
DrugBank	DB01012 ;
ChemSpider	137743 ;
UNII	UAZ6V7728S;
KEGG	D03504 ; D03505 ;
ChEBI	CHEBI:48390 ;
ChEMBL	ChEMBL1201284 ;
CompTox Dashboard (EPA)	DTXSID8048286 ;
ECHA InfoCard	100.208.116
Chemical and physical data
Formula	C22H22F3N
Molar mass	357.420 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC(C1=CC=CC2=CC=CC=C21)NCCCC3=CC(=CC=C3)C(F)(F)F;
	InChI InChI=1S/C22H22F3N/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/t16-/m1/s1 ; Key:VDHAWDNDOKGFTD-MRXNPFEDSA-N ;
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Cinacalcet, sold under the brand name Sensipar among others, is a medication used to treat primary hyperparathyroidism, tertiary hyperparathyroidism and parathyroid carcinoma. Cinacalcet acts as a calcimimetic (i.e., it mimics the action of calcium on tissues) by allosteric activation of the calcium-sensing receptor that is expressed in various human organ tissues.

The most common side effects include nausea and vomiting.

Cinacalcet was approved in the United States in March 2004, and in the European Union in October 2004. It was the first allosteric G protein-coupled receptor modulator to enter the pharmaceutical market. In 2013, cinacalcet was the 76th most prescribed medicine in the United States.