N-(3-chloro-4-fluorophenyl)-7-(2H3)methoxy-6-[3-(morpholin-4-yl)propoxy]quinazolin-4-amine

• ChemBase ID: 169585
• Molecular Formular: C22H24ClFN4O3
• Molecular Mass: 446.9023632
• Monoisotopic Mass: 446.15209655
• SMILES: c1c(c(cc2c1c(ncn2)Nc1cc(c(cc1)F)Cl)OC)OCCCN1CCOCC1
• Canonical SMILES: COc1cc2ncnc(c2cc1OCCCN1CCOCC1)Nc1ccc(c(c1)Cl)F
• InChI: InChI=1S/C22H24ClFN4O3/c1-29-20-13-19-16(12-21(20)31-8-2-5-28-6-9-30-10-7-28)22(26-14-25-19)27-15-3-4-18(24)17(23)11-15/h3-4,11-14H,2,5-10H2,1H3,(H,25,26,27)
• InChIKey: XGALLCVXEZPNRQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(3-chloro-4-fluorophenyl)-7-(^2H₃)methoxy-6-[3-(morpholin-4-yl)propoxy]quinazolin-4-amine
• IUPAC Traditional name: N-(3-chloro-4-fluorophenyl)-7-(^2H₃)methoxy-6-[3-(morpholin-4-yl)propoxy]quinazolin-4-amine
• Synonyms: N-(3-Chloro-4-fluorophenyl)-7-(methoxy-d3)-6-[3-(4-morpholinyl)propoxy]-4-quinazolinamine; Iressa-d3; ZD 1839-d3; Gefitinib-d3

Database IDs

• PubChem SID: 162263717
• PubChem CID: 44158624

CALCULATED PROPERTIES

• Acid pKa: 16.105064
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): 2.3489094
• LogD (pH = 7.4): 3.6437926
• Log P: 3.7509537
• Molar Refractivity: 117.5068 cm^3
• Polarizability: 45.92128 Å^3
• Polar Surface Area: 68.74 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; DMSO; Methanol
• Apperance: Off White to Tan Solid
• Melting Point: 193-195°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - G304002

Labelled Gefitinib (G304000). Gefitinib is an antineoplastic.

REFERENCES

• Anderson, N.G., et al.: Int. J. Cancer, 94, 774 (2001)
• Hirata, A., et al.: Cancer Res., 62, 2554 (2001)
• Kris, M.G., et al.: J. Am. Med. Assoc., 290, 2149 (2001)
• Tamura, K., et al.: Expert Opin. Pharmacother., 6, 985 (2001)