An internal standard for the quantification of afatinib
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Unlabeled Version(s)
11492Afatinib
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Afatinib-d6

Item No. 22552

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2E)-N-[4-[(3-chloro-4-fluorophenyl)amino]-7-[[(3S)-tetrahydro-3-furanyl]oxy]-6-quinazolinyl]-4-[di(methyl-d3)amino]-2-butenamide
CAS Number
1313874-96-2
Molecular Formula
C24H19ClD6FN5O3
Formula Weight
492.0
Purity
≥99% deuterated forms (d1-d6)
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/ml
λmax
254, 343 nm
SMILES
FC(C=C1)=C(Cl)C=C1NC2=NC=NC3=C2C=C(NC(/C=C/CN(C([2H])([2H])[2H])C([2H])([2H])[2H])=O)C(O[C@@H]4COCC4)=C3
InChi Code
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/i1D3,2D3
InChi Key
ULXXDDBFHOBEHA-VCXSEIMGSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

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    Product Description

    Afatinib-d6 is intended for use as an internal standard for the quantification of afatinib (Item Nos. 21567 | 11492) by GC- or LC-MS. Afatinib is an irreversible inhibitor of epidermal growth factor receptor (EGFR) and ErbB2 (IC50s = 0.5 and 14 nM, respectively).1 It increases the cytotoxicity of adriamycin in a concentration-dependent manner in multidrug-resistant A549T lung cancer cells overexpressing P-glycoprotein.2 Afatinib (20 mg/kg) reduces tumor growth in ErbB2-amplified NCI-N87 and NUGC4 gastric cancer mouse xenograft models.3 Formulations containing afatinib have been used in the treatment of non-small cell lung cancer.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Eskens, F.A.L.M., Mom, C.H., Planting, A.S.T., et al. A phase I dose escalation study of BIBW 2992, an irreversible dual inhibitor of epidermal growth factor receptor 1 (EGFR) and 2 (HER2) tyrosine kinase in a 2-week on, 2-week off schedule in patients with advanced solid tumours. Br. J. Cancer 98(1), 80-85 (2008).

    2. Zhang, Y., Wang, C.-Y., Duan, Y.-J., et al. Afatinib decreases P-glycoprotein expression to promote adriamycin toxicity of A549T cells. J. Cell. Biochem. 119(1), 414-423 (2018).

    3. Yoshioka, T., Shien, K., Namba, K., et al. Antitumor activity of pan-HER inhibitors in HER2-positive gastric cancer. Cancer Sci. 109(4), 1166-1176 (2018).