Gefitinib-d6

Gefitinib-d6 is the deuterium labeled Gefitinib. Gefitinib (ZD1839) is a potent, selective and orally active EGFR tyrosine kinase inhibitor with an IC50 of 33 nM. Gefitinib selectively inhibits EGF-stimulated tumor cell growth (IC50 of 54 nM) and that blocks EGF-stimulated EGFR autophosphorylation in tumor cells. Gefitinib also induces autophagy. Gefitinib has antitumour activity[1][2].

Product Specifications

CAS Number

[1228664-49-0]

Product Name Alternative

ZD1839-d6

UNSPSC

12352005

Hazard Statement

H302, H315, H318, H351, H360, H373, H401, H410

Target

Autophagy; EGFR

Type

Isotope-Labeled Compounds

Related Pathways

Autophagy; JAK/STAT Signaling; Protein Tyrosine Kinase/RTK

Field of Research

Cancer

Purity

98.0

Solubility

10 mM in DMSO|DMF : ≥ 20mg/mL|DMSO : ≥ 20mg/mL|Ethanol : ≥ 0.3mg/mL

Smiles

COC1=CC2=C(C=C1OC([2H])(C([2H])(C([2H])(N3CCOCC3)[2H])[2H])[2H])C(NC4=CC=C(C(Cl)=C4)F)=NC=N2

Molecular Formula

C22H18D6ClFN4O3

Molecular Weight

452.94

Precautions

H302, H315, H318, H351, H360, H373, H401, H410

References & Citations

[1]Russak EM, et al. Impact of Deuterium Substitution on the Pharmacokinetics of Pharmaceuticals. Ann Pharmacother. 2019;53 (2) :211-216. |[2]Noh CK, et al. Simultaneous quantification of volitinib and gefitinib in rat plasma by HPLC-MS/MS for application to a pharmacokinetic study in rats. J Sep Sci. 2017 Jul 27.|[3]Moasser MM, et al. The tyrosine kinase inhibitor ZD1839 inhibits HER2-driven signaling and suppresses the growth of HER2-overexpressing tumor cells. Cancer Res. 2001 Oct 1;61 (19) :7184-8.|[4]Pedersen MW, et al. Differential response to gefitinib of cells expressing normal EGFR and the mutant EGFRvIII. Br J Cancer. 2005 Oct 17;93 (8) :915-23.|[5]Dhar D, et al. Liver Cancer Initiation Requires p53 Inhibition by CD44-Enhanced Growth Factor Signaling. Cancer Cell. 2018 Jun 11;33 (6) :1061-1077.e6.|[6]Miyake K, et al. Epidermal growth factor receptor-tyrosine kinase inhibitor (gefitinib) augments pneumonitis, but attenuates lung fibrosis in response to radiation injury in rats. J Med Invest. 2012;59 (1-2) :174-85.|[7]Morgillo F, et al. Synergistic effects of 1,1-Dimethylbiguanide treatment in combination with gefitinib, a selective EGFR tyrosine kinase inhibitor, in LKB1 wild-type NSCLC cell lines. Clin Cancer Res. 2013 Jul 1;19 (13) :3508-19.|[8]Wakeling AE, et al. ZD1839: an orally active inhibitor of epidermal growth factor signaling with potential for cancer therapy. Cancer Res. 2002 Oct 15;62 (20) :5749-54.