O-Desmethyl gefitinib

Names

[ Name ]:
O-Desmethyl gefitinib

[Synonym ]:
7-Quinazolinol,4-[(3-chloro-4-fluorophenyl)amino]-6-[3-(4-morpholinyl)propoxy]
O-Desmethyl Gefitinib
O-Demethyl-Gefitinib
4-[(3-Chloro-4-fluorophenyl)amino]-6-[3-(4-morpholinyl)propoxy]-7-quinazolinol
4-(3'-chloro-4'-fluoroanilino)-7-hydroxy-6-(3-morpholinopropoxy)quinazoline
Gefitinib Impurity 1

Biological Activity

[Description]:

O-Desmethyl gefitinib is an active metabolite of Gefitinib in human plasma. The formation of O-desmethyl gefitinib is dependent on CYP2D6 activity. O-desmethyl gefitinib inhibits EGFR with an IC50 of 36 nM in subcellular assays[1][2].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> JAK/STAT Signaling >> EGFR

Signaling Pathways >> Protein Tyrosine Kinase/RTK >> EGFR

[Target]

IC50: 36 nM (EGFR)[2]

[References]

[1]. Kobayashi H, et al. Effects of polymorphisms in CYP2D6 and ABC transporters and side effects induced by gefitinib on the pharmacokinetics of the gefitinib metabolite, O-desmethyl gefitinib. Med Oncol. 2016 Jun;33(6):57.

[2]. McKillop D, et al. Minimal contribution of desmethyl-gefitinib, the major human plasma metabolite of gefitinib, to epidermal growth factor receptor (EGFR)-mediated tumour growth inhibition. Xenobiotica. 2006 Jan;36(1):29-39.

Chemical & Physical Properties

[ Density]:
1.386g/cm3

[ Boiling Point ]:
606.4ºC at 760 mmHg

[ Melting Point ]:
117-120ºC

[ Molecular Formula ]:
C₂₁H₂₂ClFN₄O₃

[ Molecular Weight ]:
432.87600

[ Flash Point ]:
320.5ºC

[ Exact Mass ]:
432.13600

[ PSA ]:
79.74000

[ LogP ]:
3.98350

[ Index of Refraction ]:
1.65

Safety Information

[ HS Code ]:
2934999090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2934999090

[ Summary ]:
2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%