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Gefitinib (CAS 184475-35-2)

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Alternate Names:
Iressa; N-(3-Chloro-4-fluorophenyl)-7-methoxy-6-(3-morpholinopropoxy)quinazolin-4-amine
Application:
Gefitinib is an EGFR-tyrosine kinase inhibitor
CAS Number:
184475-35-2
Purity:
>99%
Molecular Weight:
446.90
Molecular Formula:
C22H24ClFN4O3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Gefitinib is an epidermal growth factor receptor (EGFR)-tyrosine kinase inhibitor and may act to increase phosphorylation of c-Jun NH2-terminal kinase (JNK) and p38 mitogen-activated protein kinase (MAPK) in HaCaT cells. Studies suggest that gefitinib can enhance keratinocyte apoptosis via an EGFR-independent JNK-activation pathway. Research indicates that gefitinib can induce apoptosis in several cell lines including, HaCaT cells, KG-1, P39, and primary CD34+ myeloblasts. Erlotinib (sc-202154) has similar properties to gefitinib.


Gefitinib (CAS 184475-35-2) References

  1. Erlotinib and gefitinib for the treatment of myelodysplastic syndrome and acute myeloid leukemia: a preclinical comparison.  |  Boehrer, S., et al. 2008. Biochem Pharmacol. 76: 1417-25. PMID: 18617157
  2. Functional characterization of gefitinib uptake in non-small cell lung cancer cell lines.  |  Galetti, M., et al. 2010. Biochem Pharmacol. 80: 179-87. PMID: 20363215
  3. Comparison of gefitinib and erlotinib in advanced NSCLC and the effect of EGFR mutations.  |  Wu, JY., et al. 2011. Lung Cancer. 72: 205-12. PMID: 20832137
  4. Gefitinib-induced epidermal growth factor receptor-independent keratinocyte apoptosis is mediated by the JNK activation pathway.  |  Lu, PH., et al. 2011. Br J Dermatol. 164: 38-46. PMID: 20846305
  5. Role of survivin in EGFR inhibitor-induced apoptosis in non-small cell lung cancers positive for EGFR mutations.  |  Okamoto, K., et al. 2010. Cancer Res. 70: 10402-10. PMID: 21159653
  6. Gefitinib induced severe hyponatremia: A case report.  |  Meena, DS., et al. 2021. J Oncol Pharm Pract. 27: 711-715. PMID: 32686614
  7. FGL1 regulates acquired resistance to Gefitinib by inhibiting apoptosis in non-small cell lung cancer.  |  Sun, C., et al. 2020. Respir Res. 21: 210. PMID: 32778129
  8. Long non-coding RNA CASC9 promotes gefitinib resistance in NSCLC by epigenetic repression of DUSP1.  |  Chen, Z., et al. 2020. Cell Death Dis. 11: 858. PMID: 33056982
  9. PLK1 (polo like kinase 1)-dependent autophagy facilitates gefitinib-induced hepatotoxicity by degrading COX6A1 (cytochrome c oxidase subunit 6A1).  |  Luo, P., et al. 2021. Autophagy. 17: 3221-3237. PMID: 33315519
  10. Gefitinib initiates sterile inflammation by promoting IL-1β and HMGB1 release via two distinct mechanisms.  |  Noguchi, T., et al. 2021. Cell Death Dis. 12: 49. PMID: 33414419
  11. Role of GPX4-Mediated Ferroptosis in the Sensitivity of Triple Negative Breast Cancer Cells to Gefitinib.  |  Song, X., et al. 2020. Front Oncol. 10: 597434. PMID: 33425751
  12. Mechanisms of gefitinib-induced QT prolongation.  |  Jie, LJ., et al. 2021. Eur J Pharmacol. 910: 174441. PMID: 34474028
  13. HMGB1-mediated autophagy promotes gefitinib resistance in human non-small cell lung cancer.  |  Lei, T., et al. 2022. Acta Biochim Biophys Sin (Shanghai). 54: fpage-lpage. PMID: 35462475
  14. Antioxidant activity of erlotinib and gefitinib: theoretical and experimental insights.  |  K P, SH., et al. 2022. Free Radic Res. 56: 196-208. PMID: 35514158
  15. FOXO3 mutation predicting gefitinib-induced hepatotoxicity in NSCLC patients through regulation of autophagy.  |  Guan, S., et al. 2022. Acta Pharm Sin B. 12: 3639-3649. PMID: 36176901

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Gefitinib, 100 mg

sc-202166
100 mg
$63.00

Gefitinib, 250 mg

sc-202166A
250 mg
$114.00

Gefitinib, 1 g

sc-202166B
1 g
$218.00

Gefitinib, 5 g

sc-202166C
5 g
$349.00

What is the solubility of the compound in DMSO?

Asked by: two2igm05
Thank you for your question. The solubility of Gefitinib, sc-202166, in DMSO is 89 mg/mL (199.14 mM).
Answered by: Chemical Support 4
Date published: 2017-12-10

What is the appearance of this compound?

Asked by: two2igm05
Thank you for your question. Gefitinib, sc-202166, is a white or off-white powder.
Answered by: TechService7
Date published: 2016-12-28

Is this product cell culture grade?

Asked by: two2igm05
Thank you for your question. Gefitinib, sc-202166, is not cell culture grade.
Answered by: TechService7
Date published: 2016-12-16
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Rated 5 out of 5 by from KwakKwak, et. al. (PubMed ID 15897464) treated gefitinib-resistant Non-small cell lung cancer cells that harbored an activating EGFR mutation (generated clones) with gefitinib to study the the mechanism behind this acquired resistance. -SCBT Publication Review
Date published: 2015-01-27
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Gefitinib is rated 4.0 out of 5 by 2.
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