General Information of Drug (ID: DMCX0K3)

Drug Name
Cinacalcet
Synonyms
Cinacalcet [INN]; AMG 073; AMG073; Cinacalcet (USAN); Mimpara (TN); Sensipar (TN); N-[(1R)-1-(1-naphthyl)ethyl]-3-[3-(trifluoromethyl)phenyl]propan-1-amine; N-[(1R)-1-naphthalen-1-ylethyl]-3-[3-(trifluoromethyl)phenyl]propan-1-amine; N-((1R)-1-(1-Naphthyl)ethyl)-3-(3-(trifluoromethyl)phenyl)propan-1-amine; N-((1R)-1-(Naphthalen-1-yl)ethyl)-3-(3-(trifluoromethyl)phenyl)propan-1-amine; (R)-N-(1-(Naphthalen-1-yl)ethyl)-3-(3-(trifluoromethyl)phenyl)propan-1-amine; (R)-alpha-methyl-N-[3-[3-(trifluoromethyl)phenyl]propyl]-1-naphthalenemethane amine
Indication
Disease Entry ICD 11 Status REF
Hyperparathyroidism 5A51 Approved [1], [2]
Kidney disease GC2Z Phase 3 [1], [2]
Therapeutic Class
Calcimimetics
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 1 Molecular Weight (mw) 357.4
Topological Polar Surface Area (xlogp) 6.1
Rotatable Bond Count (rotbonds) 6
Hydrogen Bond Donor Count (hbonddonor) 1
Hydrogen Bond Acceptor Count (hbondacc) 4
ADMET Property
Absorption
The drug is rapidly absorbed following oral administration [3]
BDDCS Class
Biopharmaceutics Drug Disposition Classification System (BDDCS) Class 2: low solubility and high permeability [4]
Clearance
The drug present in the plasma can be removed from the body at the rate of 18.3 mL/min/kg [5]
Elimination
0.1% of drug is excreted from urine in the unchanged form [4]
Half-life
The concentration or amount of drug in body reduced by one-half in 30 - 40 hours [5]
Metabolism
The drug is metabolized via the hepatic [3]
MRTD
The Maximum Recommended Therapeutic Dose (MRTD) of drug that ensured maximising efficacy and moderate side effect is 7.19437 micromolar/kg/day [6]
Unbound Fraction
The unbound fraction of drug in plasma is 0.05% [5]
Vd
The volume of distribution (Vd) of drug is 1000 L [7]
Water Solubility
The ability of drug to dissolve in water is measured as 0.1 mg/mL [4]
Chemical Identifiers
Formula
C22H22F3N
IUPAC Name
N-[(1R)-1-naphthalen-1-ylethyl]-3-[3-(trifluoromethyl)phenyl]propan-1-amine
Canonical SMILES
C[C@H](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
InChIKey
VDHAWDNDOKGFTD-MRXNPFEDSA-N
Cross-matching ID
PubChem CID
156419
ChEBI ID
CHEBI:48390
CAS Number
226256-56-0
DrugBank ID
DB01012
TTD ID
D03YGR
INTEDE ID
DR0326
ACDINA ID
D00131

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Extracellular calcium-sensing receptor (CASR) TTBUYHA CASR_HUMAN Agonist [8]

Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Cytochrome P450 3A4 (CYP3A4)
Main DME
DE4LYSA CP3A4_HUMAN Substrate [9]
Cytochrome P450 2D6 (CYP2D6)
Main DME
DECB0K3 CP2D6_HUMAN Substrate [9]
Cytochrome P450 1A2 (CYP1A2)
Main DME
DEJGDUW CP1A2_HUMAN Substrate [10]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

Molecular Expression Atlas of This Drug

The Studied Disease Hyperparathyroidism
ICD Disease Classification 5A51
Molecule Name Molecule Type Gene Name p-value Fold-Change Z-score
Extracellular calcium-sensing receptor (CASR) DTT CASR 5.81E-02 -0.03 -0.19
Cytochrome P450 1A2 (CYP1A2) DME CYP1A2 8.12E-01 3.88E-03 1.91E-02
Cytochrome P450 2D6 (CYP2D6) DME CYP2D6 4.26E-01 5.09E-02 2.01E-01
Cytochrome P450 3A4 (CYP3A4) DME CYP3A4 4.73E-01 -1.99E-02 -1.18E-01
Molecular Expression Atlas (MEA) Jump to Detail Molecular Expression Atlas of This Drug

Drug-Drug Interaction (DDI) Information of This Drug

Coadministration of a Drug Treating the Same Disease as Cinacalcet
DDI Drug Name DDI Drug ID Severity Mechanism Disease REF
Etelcalcetide DMHP9BL Major Increased risk of hypocalcemia by the combination of Cinacalcet and Etelcalcetide. Hyper-parathyroidism [5A51] [47]
Coadministration of a Drug Treating the Disease Different from Cinacalcet (Comorbidity)
DDI Drug Name DDI Drug ID Severity Mechanism Comorbidity REF
Oliceridine DM6MDCF Major Decreased metabolism of Cinacalcet caused by Oliceridine mediated inhibition of CYP450 enzyme. Acute pain [MG31] [48]
Dronedarone DMA8FS5 Moderate Decreased metabolism of Cinacalcet caused by Dronedarone mediated inhibition of CYP450 enzyme. Angina pectoris [BA40] [49]
Posaconazole DMUL5EW Moderate Decreased metabolism of Cinacalcet caused by Posaconazole mediated inhibition of CYP450 enzyme. Aspergillosis [1F20] [50]
Desipramine DMT2FDC Moderate Decreased metabolism of Cinacalcet caused by Desipramine mediated inhibition of CYP450 enzyme. Attention deficit hyperactivity disorder [6A05] [51]
Clarithromycin DM4M1SG Moderate Decreased metabolism of Cinacalcet caused by Clarithromycin mediated inhibition of CYP450 enzyme. Bacterial infection [1A00-1C4Z] [50]
Troleandomycin DMUZNIG Moderate Decreased metabolism of Cinacalcet caused by Troleandomycin mediated inhibition of CYP450 enzyme. Bacterial infection [1A00-1C4Z] [50]
Pexidartinib DMS2J0Z Moderate Increased metabolism of Cinacalcet caused by Pexidartinib mediated induction of CYP450 enzyme. Bone/articular cartilage neoplasm [2F7B] [52]
Lapatinib DM3BH1Y Moderate Decreased metabolism of Cinacalcet caused by Lapatinib mediated inhibition of CYP450 enzyme. Breast cancer [2C60-2C6Y] [53]
Tucatinib DMBESUA Moderate Decreased metabolism of Cinacalcet caused by Tucatinib mediated inhibition of CYP450 enzyme. Breast cancer [2C60-2C6Y] [50]
Dihydrocodeine DMB0FWL Moderate Decreased metabolism of Cinacalcet caused by Dihydrocodeine mediated inhibition of CYP450 enzyme. Chronic pain [MG30] [51]
Nefazodone DM4ZS8M Moderate Decreased metabolism of Cinacalcet caused by Nefazodone mediated inhibition of CYP450 enzyme. Depression [6A70-6A7Z] [50]
Vortioxetine DM6F1PU Major Decreased metabolism of Cinacalcet caused by Vortioxetine mediated inhibition of CYP450 enzyme. Depression [6A70-6A7Z] [54]
OPC-34712 DMHG57U Major Decreased metabolism of Cinacalcet caused by OPC-34712 mediated inhibition of CYP450 enzyme. Depression [6A70-6A7Z] [55]
Clomipramine DMINRKW Moderate Decreased metabolism of Cinacalcet caused by Clomipramine mediated inhibition of CYP450 enzyme. Depression [6A70-6A7Z] [51]
Doxepin DMPI98T Moderate Decreased metabolism of Cinacalcet caused by Doxepin mediated inhibition of CYP450 enzyme. Depression [6A70-6A7Z] [51]
Tetrabenazine DMYWQ0O Major Decreased metabolism of Cinacalcet caused by Tetrabenazine mediated inhibition of CYP450 enzyme. Dissociative neurological symptom disorder [6B60] [56]
Deutetrabenazine DMUPFLI Major Decreased metabolism of Cinacalcet caused by Deutetrabenazine mediated inhibition of CYP450 enzyme. Dystonic disorder [8A02] [57]
Ingrezza DMVPLNC Major Additive CNS depression effects by the combination of Cinacalcet and Ingrezza. Dystonic disorder [8A02] [58]
Tolterodine DMSHPW8 Minor Decreased metabolism of Cinacalcet caused by Tolterodine mediated inhibition of CYP450 enzyme. Functional bladder disorder [GC50] [59]
Itraconazole DMCR1MV Moderate Decreased metabolism of Cinacalcet caused by Itraconazole mediated inhibition of CYP450 enzyme. Fungal infection [1F29-1F2F] [50]
Miconazole DMPMYE8 Moderate Decreased metabolism of Cinacalcet caused by Miconazole mediated inhibition of CYP450 enzyme. Fungal infection [1F29-1F2F] [50]
Ketoconazole DMPZI3Q Moderate Decreased metabolism of Cinacalcet caused by Ketoconazole mediated inhibition of CYP450 enzyme. Fungal infection [1F29-1F2F] [50]
Carvedilol DMHTEAO Moderate Decreased metabolism of Cinacalcet caused by Carvedilol mediated inhibition of CYP450 enzyme. Heart failure [BD10-BD1Z] [51]
Boceprevir DMBSHMF Moderate Decreased metabolism of Cinacalcet caused by Boceprevir mediated inhibition of CYP450 enzyme. Hepatitis virus infection [1E50-1E51] [50]
Telaprevir DMMRV29 Moderate Decreased metabolism of Cinacalcet caused by Telaprevir mediated inhibition of CYP450 enzyme. Hepatitis virus infection [1E50-1E51] [50]
Fosamprenavir DM4W9B3 Moderate Decreased metabolism of Cinacalcet caused by Fosamprenavir mediated inhibition of CYP450 enzyme. Human immunodeficiency virus disease [1C60-1C62] [50]
Cobicistat DM6L4H2 Moderate Decreased metabolism of Cinacalcet caused by Cobicistat mediated inhibition of CYP450 enzyme. Human immunodeficiency virus disease [1C60-1C62] [50]
Etravirine DMGV8QU Moderate Increased metabolism of Cinacalcet caused by Etravirine mediated induction of CYP450 enzyme. Human immunodeficiency virus disease [1C60-1C62] [60]
Atazanavir DMSYRBX Moderate Decreased metabolism of Cinacalcet caused by Atazanavir mediated inhibition of CYP450 enzyme. Human immunodeficiency virus disease [1C60-1C62] [50]
Pirfenidone DM6VZFQ Moderate Decreased metabolism of Cinacalcet caused by Pirfenidone mediated inhibition of CYP450 enzyme. Idiopathic interstitial pneumonitis [CB03] [47]
Glycerol phenylbutyrate DMDGRQO Moderate Decreased metabolism of Cinacalcet caused by Glycerol phenylbutyrate mediated inhibition of CYP450 enzyme. Liver disease [DB90-DB9Z] [47]
Brigatinib DM7W94S Moderate Increased metabolism of Cinacalcet caused by Brigatinib mediated induction of CYP450 enzyme. Lung cancer [2C25] [61]
PF-06463922 DMKM7EW Moderate Increased metabolism of Cinacalcet caused by PF-06463922 mediated induction of CYP450 enzyme. Lung cancer [2C25] [62]
Idelalisib DM602WT Moderate Decreased metabolism of Cinacalcet caused by Idelalisib mediated inhibition of CYP450 enzyme. Mature B-cell leukaemia [2A82] [50]
Exjade DMHPRWG Moderate Decreased metabolism of Cinacalcet caused by Exjade mediated inhibition of CYP450 enzyme. Mineral absorption/transport disorder [5C64] [63]
Fedratinib DM4ZBK6 Moderate Decreased metabolism of Cinacalcet caused by Fedratinib mediated inhibition of CYP450 enzyme. Myeloproliferative neoplasm [2A20] [47]
Dasatinib DMJV2EK Moderate Decreased metabolism of Cinacalcet caused by Dasatinib mediated inhibition of CYP450 enzyme. Myeloproliferative neoplasm [2A20] [64]
Promethazine DM6I5GR Moderate Decreased metabolism of Cinacalcet caused by Promethazine mediated inhibition of CYP450 enzyme. Nausea/vomiting [MD90] [51]
Metoclopramide DMFA5MY Moderate Decreased metabolism of Cinacalcet caused by Metoclopramide mediated inhibition of CYP450 enzyme. Nausea/vomiting [MD90] [51]
Dexfenfluramine DMJ7YDS Moderate Decreased metabolism of Cinacalcet caused by Dexfenfluramine mediated inhibition of CYP450 enzyme. Obesity [5B80-5B81] [51]
Methamphetamine DMPM4SK Moderate Decreased metabolism of Cinacalcet caused by Methamphetamine mediated inhibition of CYP450 enzyme. Pain [MG30-MG3Z] [51]
Abametapir DM2RX0I Moderate Decreased metabolism of Cinacalcet caused by Abametapir mediated inhibition of CYP450 enzyme. Pediculosis [1G00] [65]
Lefamulin DME6G97 Moderate Decreased metabolism of Cinacalcet caused by Lefamulin mediated inhibition of CYP450 enzyme. Pneumonia [CA40] [66]
Lonafarnib DMGM2Z6 Moderate Decreased metabolism of Cinacalcet caused by Lonafarnib mediated inhibition of CYP450 enzyme. Premature ageing appearance [LD2B] [50]
Levomepromazine DMIKFEL Moderate Decreased metabolism of Cinacalcet caused by Levomepromazine mediated inhibition of CYP450 enzyme. Psychotic disorder [6A20-6A25] [51]
Aripiprazole DM3NUMH Moderate Decreased metabolism of Cinacalcet caused by Aripiprazole mediated inhibition of CYP450 enzyme. Schizophrenia [6A20] [67]
Iloperidone DM6AUFY Major Decreased metabolism of Cinacalcet caused by Iloperidone mediated inhibition of CYP450 enzyme. Schizophrenia [6A20] [68]
Pimozide DMW83TP Major Decreased metabolism of Cinacalcet caused by Pimozide mediated inhibition of CYP450 enzyme. Schizophrenia [6A20] [69]
Telotristat ethyl DMDIYFZ Moderate Increased metabolism of Cinacalcet caused by Telotristat ethyl mediated induction of CYP450 enzyme. Small intestine developmental anomaly [DA90] [47]
Pitolisant DM8RFNJ Major Decreased metabolism of Cinacalcet caused by Pitolisant mediated inhibition of CYP450 enzyme. Somnolence [MG42] [47]
Fostamatinib DM6AUHV Moderate Decreased metabolism of Cinacalcet caused by Fostamatinib mediated inhibition of CYP450 enzyme. Thrombocytopenia [3B64] [70]
Trimeprazine DMEMV9D Moderate Decreased metabolism of Cinacalcet caused by Trimeprazine mediated inhibition of CYP450 enzyme. Vasomotor/allergic rhinitis [CA08] [51]
Propafenone DMPIBJK Moderate Decreased metabolism of Cinacalcet caused by Propafenone mediated inhibition of CYP450 enzyme. Ventricular tachyarrhythmia [BC71] [51]
Flecainide DMSQDLE Moderate Decreased metabolism of Cinacalcet caused by Flecainide mediated inhibition of CYP450 enzyme. Ventricular tachyarrhythmia [BC71] [51]
Burosumab DMKUOQV Moderate Increased risk of hypocalcemia by the combination of Cinacalcet and Burosumab. Vitamin/non-protein cofactor absorption/transport disorder [5C63] [71]
⏷ Show the Full List of 55 DDI Information of This Drug

Drug Inactive Ingredient(s) (DIG) and Formulation(s) of This Drug

DIG
DIG Name DIG ID PubChem CID Functional Classification
Crospovidone E00626 Not Available Disintegrant
Magnesium stearate E00208 11177 lubricant
Povidone E00667 Not Available Binding agent; Coating agent; Disintegrant; Film/membrane-forming agent; Solubilizing agent; Suspending agent
Silicon dioxide E00670 Not Available Anticaking agent; Opacifying agent; Viscosity-controlling agent
Pharmaceutical Formulation
Formulation Name Drug Dosage Dosage Form Route
Cinacalcet 90 mg tablet 90 mg Oral Tablet Oral
Cinacalcet 30 mg tablet 30 mg Oral Tablet Oral
Cinacalcet 60 mg tablet 60 mg Oral Tablet Oral
Jump to Detail Pharmaceutical Formulation Page of This Drug

References

1 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 3308).
2 FDA Approved Drug Products from FDA Official Website. 2009. Application Number: (NDA) 021688.
3 FDA approval: ado-trastuzumab emtansine for the treatment of patients with HER2-positive metastatic breast cancer. Clin Cancer Res. 2014 Sep 1;20(17):4436-41.
4 BDDCS applied to over 900 drugs
5 Trend Analysis of a Database of Intravenous Pharmacokinetic Parameters in Humans for 1352 Drug Compounds
6 Estimating the safe starting dose in phase I clinical trials and no observed effect level based on QSAR modeling of the human maximum recommended daily dose
7 An FDA phase I clinical trial of quinacrine sterilization (QS). Int J Gynaecol Obstet. 2003 Oct;83 Suppl 2:S45-9.
8 Clinical pipeline report, company report or official report of Amgen (2009).
9 Clinical pharmacokinetic and pharmacodynamic profile of cinacalcet hydrochloride. Clin Pharmacokinet. 2009;48(5):303-11.
10 Effects of CYP3A inhibition on the metabolism of cilostazol. Clin Pharmacokinet. 1999;37 Suppl 2:61-8.
11 Expression levels and activation of a PXR variant are directly related to drug resistance in osteosarcoma cell lines. Cancer. 2007 Mar 1;109(5):957-65.
12 Contribution of human hepatic cytochrome P450 isoforms to regioselective hydroxylation of steroid hormones. Xenobiotica. 1998 Jun;28(6):539-47.
13 Comprehensive evaluation of tamoxifen sequential biotransformation by the human cytochrome P450 system in vitro: prominent roles for CYP3A and CYP2D6. J Pharmacol Exp Ther. 2004 Sep;310(3):1062-75.
14 Isoform-specific regulation of cytochromes P450 expression by estradiol and progesterone. Drug Metab Dispos. 2013 Feb;41(2):263-9.
15 Metabolic interactions between acetaminophen (paracetamol) and two flavonoids, luteolin and quercetin, through in-vitro inhibition studies. J Pharm Pharmacol. 2017 Dec;69(12):1762-1772.
16 Potent mechanism-based inhibition of CYP3A4 by imatinib explains its liability to interact with CYP3A4 substrates. Br J Pharmacol. 2012 Apr;165(8):2787-98.
17 Effects of morin on the pharmacokinetics of etoposide in rats. Biopharm Drug Dispos. 2007 Apr;28(3):151-6.
18 The metabolism of zidovudine by human liver microsomes in vitro: formation of 3'-amino-3'-deoxythymidine. Biochem Pharmacol. 1994 Jul 19;48(2):267-76.
19 Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675.
20 Roles of cytochromes P450 1A2, 2A6, and 2C8 in 5-fluorouracil formation from tegafur, an anticancer prodrug, in human liver microsomes. Drug Metab Dispos. 2000 Dec;28(12):1457-63.
21 Effects of polyunsaturated fatty acids on prostaglandin synthesis and cyclooxygenase-mediated DNA adduct formation by heterocyclic aromatic amines in human adenocarcinoma colon cells. Mol Carcinog. 2004 Jul;40(3):180-8.
22 Endoxifen and other metabolites of tamoxifen inhibit human hydroxysteroid sulfotransferase 2A1 (hSULT2A1). Drug Metab Dispos. 2014 Nov;42(11):1843-50.
23 Cytochrome P450 1A2 (CYP1A2) activity and risk factors for breast cancer: a cross-sectional study. Breast Cancer Res. 2004;6(4):R352-65.
24 PharmGKB summary: pathways of acetaminophen metabolism at the therapeutic versus toxic doses. Pharmacogenet Genomics. 2015 Aug;25(8):416-26.
25 The effect of apigenin on pharmacokinetics of imatinib and its metabolite N-desmethyl imatinib in rats. Biomed Res Int. 2013;2013:789184.
26 The influence of metabolic gene polymorphisms on urinary 1-hydroxypyrene concentrations in Chinese coke oven workers. Sci Total Environ. 2007 Aug 1;381(1-3):38-46.
27 Identification of P450 enzymes involved in metabolism of verapamil in humans. Naunyn Schmiedebergs Arch Pharmacol. 1993 Sep;348(3):332-7.
28 Metabolism and metabolic inhibition of xanthotoxol in human liver microsomes. Evid Based Complement Alternat Med. 2016;2016:5416509.
29 Inhibitory effects of anticancer drugs on dextromethorphan-O-demethylase activity in human liver microsomes. Cancer Chemother Pharmacol. 1993;32(6):491-5.
30 Effect of genetic polymorphism on the metabolism of endogenous neuroactive substances, progesterone and p-tyramine, catalyzed by CYP2D6. Brain Res Mol Brain Res. 2004 Oct 22;129(1-2):117-23.
31 CYP2D6 polymorphisms and tamoxifen metabolism: clinical relevance. Curr Oncol Rep. 2010 Jan;12(1):7-15.
32 Inhibition of cytochrome P450 2D6: structure-activity studies using a series of quinidine and quinine analogues. Chem Res Toxicol. 2003 Apr;16(4):450-9.
33 Effects of propofol on human hepatic microsomal cytochrome P450 activities. Xenobiotica. 1998 Sep;28(9):845-53.
34 Pharmacogenetics of schizophrenia. Am J Med Genet. 2000 Spring;97(1):98-106.
35 Roles of CYP2A6 and CYP2B6 in nicotine C-oxidation by human liver microsomes. Arch Toxicol. 1999 Mar;73(2):65-70.
36 Structure-activity relationship for human cytochrome P450 substrates and inhibitors. Drug Metab Rev. 2002 Feb-May;34(1-2):69-82.
37 Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services.
38 Trusted, scientifically sound profiles of drug programs, clinical trials, safety reports, and company deals, written by scientists. Springer. 2015. Adis Insight (drug id 800035616)
39 Antagonist for calcium-sensing receptor. JTT-305/MK-5442. Clin Calcium. 2011 Jan;21(1):89-93.
40 ATF936, a novel oral calcilytic, increases bone mineral density in rats and transiently releases parathyroid hormone in humans. Bone. 2011 Aug;49(2):233-41.
41 AXT914 a novel, orally-active parathyroid hormone-releasing drug in two early studies of healthy volunteers and postmenopausal women. Bone. 2014 Jul;64:204-10.
42 Mixed-effects modeling of the pharmacodynamic response to the calcimimetic agent R-568. Clin Pharmacol Ther. 1999 Jan;65(1):40-9.
43 Clinical pipeline report, company report or official report of GlaxoSmithKline (2009).
44 Calcium-sensing receptor antagonist (calcilytic) NPS 2143 specifically blocks the increased secretion of endogenous Abeta42 prompted by exogenous fibrillary or soluble Abeta25-35 in human cortical astrocytes and neurons-therapeutic relevance to Alzheimer's disease. Biochim Biophys Acta. 2013 Oct;1832(10):1634-52.
45 The Extracellular Calcium-Sensing Receptor (CASR) Regulates Gonadotropins-Induced Meiotic Maturation of Porcine Oocytes.Biol Reprod.2015 Dec;93(6):131.
46 N2-benzyl-N1-(1-(1-naphthyl)ethyl)-3-phenylpropane-1,2-diamines and conformationally restrained indole analogues: development of calindol as a new calcimimetic acting at the calcium sensing receptor.Bioorg Med Chem Lett. 2004 Jun 21;14(12):3345-9.
47 Cerner Multum, Inc. "UK Summary of Product Characteristics.".
48 Product Information. Olinvyk (oliceridine). Trevena Inc, Chesterbrook, PA.
49 Product Information. Multaq (dronedarone). sanofi-aventis , Bridgewater, NJ.
50 Product Information. Sensipar (cinacalcet). Amgen USA, Thousand Oaks, CA.
51 Cerner Multum, Inc. "Australian Product Information.".
52 Product Information. Turalio (pexidartinib). Daiichi Sankyo, Inc., Parsippany, NJ.
53 Product Information. Tykerb (lapatinib). Novartis Pharmaceuticals, East Hanover, NJ.
54 Product Information. Brintellix (vortioxetine). Takeda Pharmaceuticals America, Lincolnshire, IL.
55 Product Information. Rexulti (brexpiprazole). Otsuka American Pharmaceuticals Inc, Rockville, MD.
56 Product Information. Xenazine (tetrabenazine). Prestwick Pharmaceuticals Inc, Washington DC, VA.
57 Product Information. Austedo (deutetrabenazine). Teva Pharmaceuticals USA, North Wales, PA.
58 Product Information. Ingrezza (valbenazine). Neurocrine Biosciences, Inc., San Diego, CA.
59 Brynne N, Svanstrom C, AbergWistedt A, Hallen B, Bertilsson L "Fluoxetine inhibits the metabolism of tolterodin-pharmacokinetic implications and proposed clinical relevance." Br J Clin Pharmacol 48 (1999): 553-63. [PMID: 10583026]
60 Product Information. Intelence (etravirine). Ortho Biotech Inc, Bridgewater, NJ.
61 Product Information. Alunbrig (brigatinib). Ariad Pharmaceuticals Inc, Cambridge, MA.
62 Product Information. Lorbrena (lorlatinib). Pfizer U.S. Pharmaceuticals Group, New York, NY.
63 Product Information. Exjade (deferasirox). Novartis Pharmaceuticals, East Hanover, NJ.
64 Product Information. Sprycel (dasatinib). Bristol-Myers Squibb, Princeton, NJ.
65 Product Information. Xeglyze (abametapir topical). Dr. Reddy's Laboratories Inc, Upper Saddle River, NJ.
66 Product Information. Fycompa (perampanel). Eisai Inc, Teaneck, NJ.
67 Product Information. Abilify (aripiprazole). Bristol-Myers Squibb, Princeton, NJ.
68 Product Information. Fanapt (iloperidone). Vanda Pharmaceuticals Inc, Rockville, MD.
69 Canadian Pharmacists Association.
70 Product Information. Tavalisse (fostamatinib). Rigel Pharmaceuticals, South San Francisco, CA.
71 EMA. European Medicines Agency. European Union "EMA - List of medicines under additional monitoring.".