Cinacalcet

Cinacalcet: Cinacalcet

Systematic (IUPAC) name

(R)-N-[1-(1-naphthyl)ethyl]-3-
[3-(trifluoromethyl)phenyl]propan-1-amine

Clinical data

AHFS/Drugs.com monograph

MedlinePlus a605004

Licence data EMA:Link, US FDA:link

Pregnancy cat. B3(AU) C(US)

Legal status ℞ Prescription only

Routes Oral

Pharmacokinetic data

Bioavailability 20 to 25%
Increases if taken with food

Protein binding 93 to 97%

Metabolism Hepatic (CYP3A4-, CYP2D6- and CYP1A2-mediated)

Half-life 30 to 40 hours

Excretion Renal (80%) and fecal (15%)

Identifiers

CAS number 226256-56-0^Y

ATC code H05BX01

PubChem CID 156419

DrugBank APRD00872

ChemSpider 137743^Y

UNII UAZ6V7728S^Y

KEGG D03504^Y

ChEBI CHEBI:48390^Y

ChEMBL CHEMBL1201284^N

Chemical data

Formula C₂₂H₂₂F₃N

Mol. mass 357.412 g/mol

SMILES eMolecules & PubChem

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^Y
Key:VDHAWDNDOKGFTD-MRXNPFEDSA-N^Y

N(what is this?) (verify)

Cinacalcet (INN) is a drug that 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. It is sold by Amgen under the trade name Sensipar in North America and Australia and as Mimpara in Europe. Cinacalcet is used to treat secondary hyperparathyroidism (elevated parathyroid hormone levels), a consequence of having end-stage renal disease.^[1]. Cinacalcet is also indicated for the treatment of hypercalcemia in patients with parathyroid carcinoma.^[2]

Contents

1 Clinical uses

2 Synthesis

3 References

4 External links

Clinical uses

Cinacalcet is indicated for the treatment of secondary hyperparathyroidism in patients with chronic kidney disease on dialysis and hypercalcemia in patients with parathyroid carcinoma.

Synthesis

B.C. Van Wagenen, S.T. Moe, M.F. Balandrin, E.G. DelMar, E.F. Nemeth, U.S. Patent 6,211,244 (2001).

References

^ Torres PU (2006). "Cinacalcet HCl: a novel treatment for secondary hyperparathyroidism caused by chronic kidney disease". Journal of renal nutrition : the official journal of the Council on Renal Nutrition of the National Kidney Foundation 16 (3): 253–8. doi:10.1053/j.jrn.2006.04.010. PMID 16825031.

^ "Sensipar for Parathyroid Carcinoma". Amgen. 2009. http://www.sensipar.com/Sensipar_for_HPC.html. Retrieved 25 September 2009.

External links

Sensipar website run by Amgen

Prescribing information (package insert)

Cinacalcet - Medlineplus.org

Cinacalcet - Drug Digest.

v · d · eCalcium homeostasis (H05)

Parathyroid hormones and analogues
Teriparatide

Anti-parathyroid agents
Calcitonin/Elcatonin • Cinacalcet • Vitamin D analogues (Doxercalciferol, Paricalcitol)

M: END

anat/phys/devp/horm

noco(d)/cong/tumr, sysi/epon

proc, drug (A10/H1/H2/H3/H5)

Categories:
Drugs

Cinacalcet

Systematic (IUPAC) name
(R)-N-[1-(1-naphthyl)ethyl]-3- [3-(trifluoromethyl)phenyl]propan-1-amine
Clinical data
AHFS/Drugs.com	monograph
MedlinePlus	a605004
Licence data	EMA:Link, US FDA:link
Pregnancy cat.	B3(AU) C(US)
Legal status	℞ Prescription only
Routes	Oral
Pharmacokinetic data
Bioavailability	20 to 25% Increases if taken with food
Protein binding	93 to 97%
Metabolism	Hepatic (CYP3A4-, CYP2D6- and CYP1A2-mediated)
Half-life	30 to 40 hours
Excretion	Renal (80%) and fecal (15%)
Identifiers
CAS number	226256-56-0^Y
ATC code	H05BX01
PubChem	CID 156419
DrugBank	APRD00872
ChemSpider	137743^Y
UNII	UAZ6V7728S^Y
KEGG	D03504^Y
ChEBI	CHEBI:48390^Y
ChEMBL	CHEMBL1201284^N
Chemical data
Formula	C₂₂H₂₂F₃N
Mol. mass	357.412 g/mol
SMILES	eMolecules & PubChem
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^Y Key:VDHAWDNDOKGFTD-MRXNPFEDSA-N^Y
N(what is this?) (verify)

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Look at other dictionaries:

Cinacalcet — Strukturformel Allgemeines Freiname Cinacalcet … Deutsch Wikipedia
cinacalcet hydrochloride — cin·a·cal·cet hydrochloride (sin″ə kalґset) a calcimimetic that increases the sensitivity of receptors in the parathyroid glands to extracellular calcium; used to treat secondary hyperparathyroidism such as in chronic renal failure … Medical dictionary
Brauner Tumor — Klassifikation nach ICD 10 E21.0 Primärer Hyperparathyreoidismus E21.1 Sekundärer Hyperparathyreoidismus E21.2 Te … Deutsch Wikipedia
Hyperparathyroidismus — Klassifikation nach ICD 10 E21.0 Primärer Hyperparathyreoidismus E21.1 Sekundärer Hyperparathyreoidismus E21.2 Te … Deutsch Wikipedia
Nebenschilddrüsenüberfunktion — Klassifikation nach ICD 10 E21.0 Primärer Hyperparathyreoidismus E21.1 Sekundärer Hyperparathyreoidismus E21.2 Te … Deutsch Wikipedia
Hyperparathyreoidismus — Klassifikation nach ICD 10 E21.0 Primärer Hyperparathyreoidismus E21.1 Sekundärer Hyperparathyreoidismus E21.2 … Deutsch Wikipedia
Calciphylaxis — Infobox Disease Name = Calciphylaxis Caption = DiseasesDB = 1897 ICD10 = ICD9 = ICD9|275.49 ICDO = OMIM = MedlinePlus = eMedicineSubj = derm eMedicineTopic = 555 MeshID = D002115 Calciphylaxis is a syndrome of vascular calcification, thrombosis… … Wikipedia
Calcium-sensing receptor — The calcium sensing receptor (CaSR) is a G protein coupled receptor which senses extracellular levels of calcium ion. In the parathyroid gland, the calcium sensing receptor controls calcium homeostasis by regulating the release of parathyroid… … Wikipedia
CASR — Calciumsensitiver Rezeptor Größe 1059 AS; 118 kDa Struktur multipass Membranprotein … Deutsch Wikipedia
Calcium Sensing Receptor — Calciumsensitiver Rezeptor Größe 1059 AS; 118 kDa Struktur multipass Membranprotein … Deutsch Wikipedia

Academic Dictionaries and Encyclopedias

Cinacalcet

Contents

Clinical uses

Synthesis

References

External links

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Academic Dictionaries and Encyclopedias

Wikipedia

Cinacalcet

Contents

Clinical uses

Synthesis

References

External links

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