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Crizotinib information


Crizotinib
Clinical data
Trade namesXalkori, others
Other namesPF-02341066
1066
AHFS/Drugs.comMonograph
MedlinePlusa612018
License data
  • US DailyMed: Crizotinib
Pregnancy
category
  • AU: D
Routes of
administration
By mouth
ATC code
  • L01ED01 (WHO)
Legal status
Legal status
  • AU: S4 (Prescription only)[1]
  • CA: ℞-only
  • UK: POM (Prescription only)
  • US: ℞-only[2]
  • EU: Rx-only[3]
Pharmacokinetic data
Bioavailability43%
Protein binding91%
MetabolismLiver (CYP3A4/CYP3A5-mediated)
Elimination half-life42 hours
ExcretionFaeces (63%), urine (22%)
Identifiers
IUPAC name
  • 3-[(1R)-1-(2,6-dichloro-3-fluorophenyl)ethoxy]-5-(1-piperidin-4-ylpyrazol-4-yl)pyridin-2-amine
CAS Number
  • 877399-52-5 ☒N
PubChem CID
  • 11626560
IUPHAR/BPS
  • 4903
DrugBank
  • DB08700 checkY
ChemSpider
  • 9801307 checkY
UNII
  • 53AH36668S
KEGG
  • D09731 ☒N
ChEBI
  • CHEBI:64310 ☒N
ChEMBL
  • ChEMBL601719 checkY
PDB ligand
  • VGH (PDBe, RCSB PDB)
CompTox Dashboard (EPA)
  • DTXSID701009329 Edit this at Wikidata
ECHA InfoCard100.166.440 Edit this at Wikidata
Chemical and physical data
FormulaC21H22Cl2FN5O
Molar mass450.34 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • C1(=C(C=CC(=C1[C@H](OC2=C(N=CC(=C2)C3=C[N](N=C3)C4CCNCC4)N)C)Cl)F)Cl
InChI
  • InChI=1S/C21H22Cl2FN5O/c1-12(19-16(22)2-3-17(24)20(19)23)30-18-8-13(9-27-21(18)25)14-10-28-29(11-14)15-4-6-26-7-5-15/h2-3,8-12,15,26H,4-7H2,1H3,(H2,25,27)/t12-/m1/s1 checkY
  • Key:KTEIFNKAUNYNJU-GFCCVEGCSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Crizotinib, sold under the brand name Xalkori among others, is an anti-cancer medication used for the treatment of non-small cell lung carcinoma (NSCLC).[2][3][4][5] Crizotinib inhibits the c-Met/Hepatocyte growth factor receptor (HGFR) tyrosine kinase, which is involved in the oncogenesis of a number of other histological forms of malignant neoplasms.[6] It also acts as an ALK (anaplastic lymphoma kinase) and ROS1 (c-ros oncogene 1) inhibitor.[7][8][9]

  1. ^ "Prescription medicines and biologicals: TGA annual summary 2017". Therapeutic Goods Administration (TGA). 21 June 2022. Retrieved 31 March 2024.
  2. ^ a b "Xalkori- crizotinib capsule". DailyMed. Archived from the original on 9 October 2021. Retrieved 18 April 2021.
  3. ^ a b "Xalkori EPAR". European Medicines Agency (EMA). 17 September 2018. Archived from the original on 19 April 2021. Retrieved 18 April 2021.
  4. ^ "Drug Approval Package: Xalkori Capsules (crizotinib) NDA #202570". U.S. Food and Drug Administration (FDA). 27 September 2011. Archived from the original on 7 April 2021. Retrieved 18 April 2021.
  5. ^ "Summary Review for Regulatory Action" (PDF). U.S. Food and Drug Administration (FDA). 26 August 2011. Archived (PDF) from the original on 6 April 2021. Retrieved 19 April 2021.
  6. ^ Clinical trial number NCT00585195 for "A Study Of Oral PF-02341066, A c-Met/Hepatocyte Growth Factor Tyrosine Kinase Inhibitor, In Patients With Advanced Cancer" at ClinicalTrials.gov
  7. ^ Forde PM, Rudin CM (June 2012). "Crizotinib in the treatment of non-small-cell lung cancer". Expert Opinion on Pharmacotherapy. 13 (8): 1195–201. doi:10.1517/14656566.2012.688029. PMID 22594847. S2CID 23715951.
  8. ^ Roberts PJ (2013). "Clinical use of crizotinib for the treatment of non-small cell lung cancer". Biologics: Targets and Therapy. 7: 91–101. doi:10.2147/BTT.S29026. PMC 3643289. PMID 23671386.
  9. ^ Sahu A, Prabhash K, Noronha V, Joshi A, Desai S (April 2013). "Crizotinib: A comprehensive review". South Asian Journal of Cancer. 2 (2): 91–7. doi:10.4103/2278-330X.110506. PMC 3876666. PMID 24455567.

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