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Sorafenib information


Sorafenib
Clinical data
Trade namesNexavar, others
Other namesSorafenib tosylate
AHFS/Drugs.comMonograph
MedlinePlusa607051
License data
  • EU EMA: by INN
  • US DailyMed: Sorafenib
  • US FDA: Sorafenib
Pregnancy
category
  • AU: D
Routes of
administration
By mouth
ATC code
  • L01EX02 (WHO)
Legal status
Legal status
  • AU: S4 (Prescription only)
  • CA: ℞-only
  • UK: POM (Prescription only)
  • US: ℞-only[1]
  • EU: Rx-only[2]
Pharmacokinetic data
Bioavailability38–49%
Protein binding99.5%
MetabolismLiver oxidation and glucuronidation (CYP3A4 & UGT1A9-mediated)
Elimination half-life25–48 hours
ExcretionFeces (77%) and urine (19%)
Identifiers
IUPAC name
  • 4-[4-[[4-chloro-3-(trifluoromethyl)phenyl]carbamoylamino]
    phenoxy]-N-methyl-pyridine-2-carboxamide
CAS Number
  • 284461-73-0
PubChem CID
  • 216239
IUPHAR/BPS
  • 5711
DrugBank
  • DB00398
ChemSpider
  • 187440
UNII
  • 9ZOQ3TZI87
KEGG
  • D08524
  • D06272
ChEBI
  • CHEBI:50924
ChEMBL
  • ChEMBL1336
PDB ligand
  • BAX (PDBe, RCSB PDB)
CompTox Dashboard (EPA)
  • DTXSID7041128 Edit this at Wikidata
ECHA InfoCard100.110.083 Edit this at Wikidata
Chemical and physical data
FormulaC21H16ClF3N4O3
Molar mass464.83 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • CNC(=O)c1cc(ccn1)Oc2ccc(cc2)NC(=O)Nc3ccc(c(c3)C(F)(F)F)Cl
InChI
  • InChI=1S/C21H16ClF3N4O3/c1-26-19(30)18-11-15(8-9-27-18)32-14-5-2-12(3-6-14)28-20(31)29-13-4-7-17(22)16(10-13)21(23,24)25/h2-11H,1H3,(H,26,30)(H2,28,29,31)
  • Key:MLDQJTXFUGDVEO-UHFFFAOYSA-N
  (verify)

Sorafenib, sold under the brand name Nexavar,[3] is a kinase inhibitor drug approved for the treatment of primary kidney cancer (advanced renal cell carcinoma), advanced primary liver cancer (hepatocellular carcinoma), FLT3-ITD positive AML and radioactive iodine resistant advanced thyroid carcinoma.

  1. ^ Cite error: The named reference Nexavar FDA label was invoked but never defined (see the help page).
  2. ^ "Nexavar EPAR". European Medicines Agency (EMA). 17 September 2018. Archived from the original on 14 October 2021. Retrieved 18 September 2022.
  3. ^ "FDA Approves Nexavar for Patients with Inoperable Liver Cancer" (Press release). FDA. 19 November 2007. Archived from the original on 2 January 2017. Retrieved 10 November 2012.

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