Skip Navigation
ChemIDplus LiteBrowseAdvanced

Substance Name: Afatinib [USAN:INN]
RN: 850140-72-6
UNII: 41UD74L59M
InChIKey: ULXXDDBFHOBEHA-CWDCEQMOSA-N

Notes

  • A radiation sensitizing agent and an ErbB2 tyrosine kinase inhibitor.
  • A radiation sensitizing agent and an ErbB2 tyrosine kinase inhibitor.

    NCI: An orally bioavailable dual receptor tyrosine kinase (RTK) inhibitor with potential antineoplastic activity. Afatinib irreversibly binds to and inhibits human epidermal growth factor receptors 1 and 2 (EGFR-1; HER2), which may result in the inhibition of tumor growth and angiogenesis. EGFR/HER2 are RTKs that belong to the EGFR superfamily; both play major roles in tumor cell proliferation and tumor vascularization and are overexpressed in many cancer cell types. (NCI Thesaurus)

Molecular Formula

  • C24-H25-Cl-F-N5-O3

Molecular Weight

  • 485.9445
 

Classification Codes

  • Antineoplastic
  • Antineoplastic Agents
  • Enzyme Inhibitors
  • Protein Kinase Inhibitors
  • Radiation-Sensitizing Agents

Names and Synonyms

Name of Substance

  • Afatinib
  • Afatinib [USAN:INN]
  • BIBW 2992

MeSH Heading

  • Afatinib

Synonyms

  • (2E)-N-(4-(3-chloro-4-fluoroanilino)-7-(((3S)-oxolan-3-yl)oxy)quinoxazolin-6-yl)-4-(dimethylamino)but-2-enamide
  • Afatinib
  • BIBW 2992
  • BIBW2992
  • Tomtovok
  • Tovok
  • UNII-41UD74L59M

Systematic Name

  • 2-Butenamide, N-(4-((3-chloro-4-fluorophenyl)amino)-7-(((3S)-tetrahydro-3-furanyl)oxy)-6-quinazolinyl)-4-(dimethylamino)-, (2E)-

Registry Numbers

CAS Registry Number

  • 850140-72-6

FDA UNII

  • 41UD74L59M

System Generated Number

  • 0850140726

Structure Descriptors

InChI

InChI=1S/C24H25ClFN5O3/c1-31(2)8-3-4-23(32)30-21-11-17-20(12-22(21)34-16-7-9-33-13-16)27-14-28-24(17)29-15-5-6-19(26)18(25)10-15/h3-6,10-12,14,16H,7-9,13H2,1-2H3,(H,30,32)(H,27,28,29)/b4-3+/t16-/m0/s1

InChIKey

ULXXDDBFHOBEHA-CWDCEQMOSA-N

Smiles

CN(C)C\C=C\C(=O)Nc1cc2c(Nc3ccc(F)c(Cl)c3)ncnc2cc1O[C@H]4CCOC4