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Product Details:

  • Product Name: Afatinib
  • CAS #: 850140-72-6
  • Mode of Action:

    Afatinib is an irreversible kinase inhibitor and binds to the kinase domains of EGFR (ErbB1), HER2 (ErbB2), and HER4 (ErbB4) to inhibit tyrosine kinase autophosphorylation. This results in a downregulation of ErbB signalling and subsequent inhibition of proliferation of cell lines expressing wild-type EGFR, selected EGFR exon 19 deletion mutations, or exon 21 L858R mutations. It also inhibited in vitro proliferation of cell lines overexpressing HER2. Overall, tumour growth was inhibited.

  • Pharmacodynamics:

    Afatinib did not effect the QTc interval.

  • Metabolism:

    Enzymatic metabolism of afatinib is minimal. Covalent adducts to proteins are the major circulating metabolites.

  • Toxicity:

    Most common adverse reactions (≥20%) are diarrhea, rash/dermatitis, acneiform, stomatitis, paronychia, dry skin, decreased appetite, pruritus.

  • IUPAC: 2-Butenamide, N-(4-((3-chloro-4-fluorophenyl)amino)-7-(((3S)-tetrahydro-3-furanyl)oxy)-6-quinazolinyl)-4-(dimethylamino)-, (2E)-
  • ATC: L01XE13
  • DrugBank: DB08916
  • Formula: C24-H25-Cl-F-N5-O3
  • Molecular Mass: 485.9445
  • 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
  • SMILES: CN(C)C/C=C/C(=O)Nc1cc2c(cc1O[C@H]3CCOC3)ncnc2Nc4ccc(c(c4)Cl)F
  • AHFS Code: 10:00
  • InChl: 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
  • General Reference:

    FDA label

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