4-[(3-chloro-4-fluorophenyl)amino]-7-methoxyquinazolin-6-ol

• ChemBase ID: 166629
• Molecular Formular: C15H11ClFN3O2
• Molecular Mass: 319.7181432
• Monoisotopic Mass: 319.05238251
• SMILES: c1c(c(cc2c1c(ncn2)Nc1cc(c(cc1)F)Cl)OC)O
• Canonical SMILES: COc1cc2ncnc(c2cc1O)Nc1ccc(c(c1)Cl)F
• InChI: InChI=1S/C15H11ClFN3O2/c1-22-14-6-12-9(5-13(14)21)15(19-7-18-12)20-8-2-3-11(17)10(16)4-8/h2-7,21H,1H3,(H,18,19,20)
• InChIKey: JLVTVCRXFMLUIF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(3-chloro-4-fluorophenyl)amino]-7-methoxyquinazolin-6-ol
• IUPAC Traditional name: 4-[(3-chloro-4-fluorophenyl)amino]-7-methoxyquinazolin-6-ol
• Synonyms: 4-[(3-Chloro-4-fluorophenyl)amino]-7-methoxy-6-quinazolinol; 4-(3-Chloro-4-fluorophenylamino)-6-hydroxy-7-methoxyquinazoline; O-Desmorpholinopropyl Gefitinib; 4-((3-Chloro-4-fluorophenyl)amino)-7-methoxyquinazolin-6-ol

Database IDs

• CAS Number: 184475-71-6
• PubChem SID: 162260762
• PubChem CID: 10471217

CALCULATED PROPERTIES

• Acid pKa: 9.030768
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 3.6891282
• LogD (pH = 7.4): 3.733317
• Log P: 3.7449558
• Molar Refractivity: 81.0655 cm^3
• Polarizability: 31.479204 Å^3
• Polar Surface Area: 67.27 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Tan Solid
• Melting Point: >260°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

Product Information

• Purity: 95+%; 98%

DETAILS

Toronto Research Chemicals - D296830

A metabolite of Gefitinib.

REFERENCES

• Ranson, M., et al.: J. Clin. Oncology, 20, 2240 (2002)
• Mendelsohn, J., et al.: J. Clin. Oncology, 21, 2787 (2002)
• McKillop, D., et al.: Xenobiotica, 10, 917 (2002)