6-(bromomethyl)-2-methyl-1,4-dihydroquinazolin-4-one

• ChemBase ID: 162975
• Molecular Formular: C10H9BrN2O
• Molecular Mass: 253.09526
• Monoisotopic Mass: 251.98982492
• SMILES: c1c(cc2c(c1)[nH]c(nc2=O)C)CBr
• Canonical SMILES: BrCc1ccc2c(c1)c(=O)nc([nH]2)C
• InChI: InChI=1S/C10H9BrN2O/c1-6-12-9-3-2-7(5-11)4-8(9)10(14)13-6/h2-4H,5H2,1H3,(H,12,13,14)
• InChIKey: YAHALGNQKDVJLJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-(bromomethyl)-2-methyl-1,4-dihydroquinazolin-4-one
• IUPAC Traditional name: 6-(bromomethyl)-2-methyl-1H-quinazolin-4-one
• Synonyms: 6-(Bromomethyl)-2-methyl-4(1H)-quinazolinone; 6-(Bromomethyl)-2-methyl-4(3H)-quinazolinone

Database IDs

• CAS Number: 112888-43-4
• PubChem SID: 162257110
• PubChem CID: 599520

CALCULATED PROPERTIES

• Acid pKa: 8.723789
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.06354
• LogD (pH = 7.4): 2.0446796
• Log P: 2.0637887
• Molar Refractivity: 59.8069 cm^3
• Polarizability: 21.61881 Å^3
• Polar Surface Area: 41.46 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B685430

Raltitrexed intermediate.

REFERENCES

• Marsham, P., et al.: J. Med. Chem., 34, 1594 (1991)
• Curtin, N., et al.: Lancet Oncol., 2, 298 (1991)
• Cunningham, D., et al.: Eur. J. Cancer, 38, 478 (1991)
• Niu, Y., et al.: Chin. Sci. Bull., 48, 869 (1991)