N-(4-bromo-2-fluorophenyl)-6-methoxy-7-{[1-methyl(2,2,6,6-2H4)piperidin-4-yl]methoxy}quinazolin-4-amine

• ChemBase ID: 179440
• Molecular Formular: C22H24BrFN4O2
• Molecular Mass: 475.3539632
• Monoisotopic Mass: 474.10666625
• SMILES: c1(c(cc2c(c1)ncnc2Nc1c(cc(cc1)Br)F)OC)OCC1CCN(CC1)C
• Canonical SMILES: COc1cc2c(ncnc2cc1OCC1CCN(CC1)C)Nc1ccc(cc1F)Br
• InChI: InChI=1S/C22H24BrFN4O2/c1-28-7-5-14(6-8-28)12-30-21-11-19-16(10-20(21)29-2)22(26-13-25-19)27-18-4-3-15(23)9-17(18)24/h3-4,9-11,13-14H,5-8,12H2,1-2H3,(H,25,26,27)
• InChIKey: UHTHHESEBZOYNR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(4-bromo-2-fluorophenyl)-6-methoxy-7-{[1-methyl(2,2,6,6-^2H₄)piperidin-4-yl]methoxy}quinazolin-4-amine
• IUPAC Traditional name: N-(4-bromo-2-fluorophenyl)-6-methoxy-7-{[1-methyl(2,2,6,6-^2H₄)piperidin-4-yl]methoxy}quinazolin-4-amine
• Synonyms: 4-(4-Bromo-2-fluoroanilino)-6-methoxy-7-[[1-methyl(piperidin-4-yl)-d4]methoxy]quinazoline; ZD 6474-d4; Zactima-d4; Vandetanib-d4; N-(4-Bromo-2-fluorophenyl)-6-methoxy-7-[[1-methyl-4-(piperidinyl-d4)]methoxy]-4-quinazolinamine

Database IDs

• PubChem SID: 164235350
• PubChem CID: 71752914

CALCULATED PROPERTIES

• Acid pKa: 13.799446
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 1.2467167
• LogD (pH = 7.4): 2.813828
• Log P: 4.542965
• Molar Refractivity: 118.6349 cm^3
• Polarizability: 46.05132 Å^3
• Polar Surface Area: 59.51 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - V097102

A labelled Vandetanib; a once-daily oral inhibitor of vascular endothelial growth factor receptor-2 and epidermal growth factor receptor kinase activity. The activity of vandetanib plus docetaxel was assessed in patients with previously treated non-small-

REFERENCES

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• Arao, T., et al.: Cancer Res., 64, 9101 (2000)
• Prueitt, R., et al.: Int. J. Cancer, 120, 796