5-[4-({3-chloro-4-[(3-fluorophenyl)methoxy]phenyl}amino)quinazolin-6-yl]furan-2-carbaldehyde

• ChemBase ID: 164244
• Molecular Formular: C26H17ClFN3O3
• Molecular Mass: 473.8828832
• Monoisotopic Mass: 473.09424732
• SMILES: c1c(cc2c(c1)ncnc2Nc1ccc(c(c1)Cl)OCc1cccc(c1)F)c1ccc(o1)C=O
• Canonical SMILES: O=Cc1ccc(o1)c1ccc2c(c1)c(ncn2)Nc1ccc(c(c1)Cl)OCc1cccc(c1)F
• InChI: InChI=1S/C26H17ClFN3O3/c27-22-12-19(5-8-25(22)33-14-16-2-1-3-18(28)10-16)31-26-21-11-17(4-7-23(21)29-15-30-26)24-9-6-20(13-32)34-24/h1-13,15H,14H2,(H,29,30,31)
• InChIKey: XQPZOUAAXRXPAM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[4-({3-chloro-4-[(3-fluorophenyl)methoxy]phenyl}amino)quinazolin-6-yl]furan-2-carbaldehyde
• IUPAC Traditional name: 5-[4-({3-chloro-4-[(3-fluorophenyl)methoxy]phenyl}amino)quinazolin-6-yl]furan-2-carbaldehyde
• Synonyms: [5-[4-[4-[(3-Fluorobenzyl)oxy]-3-chloroanilino]-6-quinazolinyl]-2-furancarboxaldehyde; 5-[4-[[3-Chloro-4-[(3-fluorophenyl)methoxy]phenyl]amino]-6-quinazolinyl]-2-furancarboxaldehyde; 5-(4-((3-Chloro-4-((3-fluorobenzyl)oxy)phenyl)amino)quinazolin-6-yl)furan-2-carbaldehyde

Database IDs

• CAS Number: 231278-84-5
• PubChem SID: 162258379
• PubChem CID: 11181296

CALCULATED PROPERTIES

• Acid pKa: 15.985612
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 6.1043553
• LogD (pH = 7.4): 6.11286
• Log P: 6.11297
• Molar Refractivity: 127.6858 cm^3
• Polarizability: 50.135654 Å^3
• Polar Surface Area: 77.25 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Dark Brown Solid
• Melting Point: >181°C (dec.)

Safety Information

• Storage Condition: Refrigerator

Product Information

• Purity: 95+%

DETAILS

Toronto Research Chemicals - C366385

Lapatinib intermediate.

REFERENCES

• Khanna, I., et al.: J. Med. Chem., 40, 1619 (1997)
• Liebowitz, S., et al.: Biochem. Pharmacol., 38, 399 (1997)
• Klapper, L., et al.: Adv. Cancer Res., 77, 25 (1997)
• Tiseo, M., et al.: Curr. Med. Chem., 4, 139 (1997)
• Wood, E., et al.: Cancer Res., 64, 66