Gefitinib

For the genus of moth, see Iressa (moth).

Gefitinib
Clinical data
Pronunciation/ɡɛˈfɪtɪnɪb/
Trade namesIressa, others
Other namesZD1839
AHFS/Drugs.comMonograph
MedlinePlusa607002
License data
Pregnancy
category
  • AU: C
Routes of
administration		By mouth
ATC code
Legal status
Legal status
Pharmacokinetic data
Bioavailability59% (oral)
Protein binding90%
MetabolismLiver (mainly CYP3A4)
Elimination half-life6–49 hours
ExcretionFeces
Identifiers
  • N-(3-chloro-4-fluoro-phenyl)-7-methoxy-6-(3-morpholin-4-ylpropoxy)quinazolin-4-amine
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.171.043 Edit this at Wikidata
Chemical and physical data
FormulaC22H24ClFN4O3
Molar mass446.91 g·mol−1
3D model (JSmol)
  • C1COCCN1CCCOc2c(OC)cc3ncnc(c3c2)Nc4cc(Cl)c(F)cc4
  • InChI=1S/C22H24ClFN4O3/c1-29-20-13-19-16(12-21(20)31-8-2-5-28-6-9-30-10-7-28)22(26-14-25-19)27-15-3-4-18(24)17(23)11-15/h3-4,11-14H,2,5-10H2,1H3,(H,25,26,27) checkY
  • Key:XGALLCVXEZPNRQ-UHFFFAOYSA-N checkY
  (verify)

Gefitinib, sold under the brand name Iressa, is a medication used for certain breast, lung and other cancers. Gefitinib is an EGFR inhibitor, like erlotinib, which interrupts signaling through the epidermal growth factor receptor (EGFR) in target cells. Therefore, it is only effective in cancers with mutated and overactive EGFR, but resistances to gefitinib can arise through other mutations. It is marketed by AstraZeneca and Teva.

It is on the World Health Organization's List of Essential Medicines.[5] It is available as a generic medication.[6]

  1. ^ https://www.tga.gov.au/resources/auspar/auspar-gefitinib [bare URL]
  2. ^ "Iressa Product information". Health Canada. 17 December 2003. Retrieved 31 March 2024.
  3. ^ "Iressa- gefitinib tablet, coated". DailyMed. 28 February 2023. Retrieved 31 March 2024.
  4. ^ "Iressa EPAR". European Medicines Agency (EMA). 24 June 2009. Retrieved 31 March 2024.
  5. ^ World Health Organization (2023). The selection and use of essential medicines 2023: web annex A: World Health Organization model list of essential medicines: 23rd list (2023). Geneva: World Health Organization. hdl:10665/371090. WHO/MHP/HPS/EML/2023.02.
  6. ^ "First Generic Drug Approvals". U.S. Food and Drug Administration (FDA). 17 October 2022. Retrieved 28 November 2022.