7-methoxy-6-[3-(morpholin-4-yl)propoxy]-1,4-dihydroquinazolin-4-one

• ChemBase ID: 173055
• Molecular Formular: C16H21N3O4
• Molecular Mass: 319.35564
• Monoisotopic Mass: 319.15320617
• SMILES: c1c(c(cc2c1c(=O)nc[nH]2)OC)OCCCN1CCOCC1
• Canonical SMILES: COc1cc2[nH]cnc(=O)c2cc1OCCCN1CCOCC1
• InChI: InChI=1S/C16H21N3O4/c1-21-14-10-13-12(16(20)18-11-17-13)9-15(14)23-6-2-3-19-4-7-22-8-5-19/h9-11H,2-8H2,1H3,(H,17,18,20)
• InChIKey: WFUBWLXSYCFZEH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-methoxy-6-[3-(morpholin-4-yl)propoxy]-1,4-dihydroquinazolin-4-one
• IUPAC Traditional name: 7-methoxy-6-[3-(morpholin-4-yl)propoxy]-1H-quinazolin-4-one
• Synonyms: 7-Methoxy-6-[3-(4-morpholinyl)propoxy]-4(3H)-quinazolinone; 7-Methoxy-6-(3-morpholinopropoxy)-3,4-dihydroquinazolin-4-one; 7-Methoxy-6-(3-morpholin-4-ylpropoxy)quinazolin-4(3H)-one

Database IDs

• CAS Number: 199327-61-2
• PubChem SID: 164228965
• PubChem CID: 10403660

CALCULATED PROPERTIES

• Acid pKa: 8.348067
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): 0.036430277
• LogD (pH = 7.4): 0.71833104
• Log P: 0.78711385
• Molar Refractivity: 87.3514 cm^3
• Polarizability: 32.803493 Å^3
• Polar Surface Area: 72.39 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: White Solid
• Melting Point: 243-245°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - M264670

Gefitinib intermediate.

REFERENCES

• Kelly, L., et al.: Cancer Cell., 1, 421 (2002)
• Pandey, A., et al.: J. Med. Chem., 45, 3772 (2002)
• Ciardiello, F., et al.: Exp. Opin Emerg. Drugs, 8, 501 (2002)
• Caponigro, F., et al.: Curr. Opin Oncol., 16, 225 (2002)