6-nitro-3,4-dihydroquinazolin-4-one

• ChemBase ID: 54787
• Molecular Formular: C8H5N3O3
• Molecular Mass: 191.1436
• Monoisotopic Mass: 191.03309104
• SMILES: c12c(=O)[nH]cnc2ccc([N+](=O)[O-])c1
• Canonical SMILES: [O-][N+](=O)c1ccc2c(c1)c(=O)[nH]cn2
• InChI: InChI=1S/C8H5N3O3/c12-8-6-3-5(11(13)14)1-2-7(6)9-4-10-8/h1-4H,(H,9,10,12)
• InChIKey: MOBNCKURXDGQCB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-nitro-3,4-dihydroquinazolin-4-one
• IUPAC Traditional name: 6-nitro-3H-quinazolin-4-one
• Synonyms: 6-Nitro-4(3H)-quinazolinone; 6-nitro-3,4-dihydroquinazolin-4-one; 6-Nitro-3H-quinazolin-4-one; 6-Nitro-4(1H)-quinazolinone; 6-Nitroquinazolin-4-ol; 6-Nitro-3,4-dihydroquinazolin-4-one; NSC 51669; 6-Nitro-4-quinazolone

Database IDs

• CAS Number: 6943-17-5
• MDL Number: MFCD00137845
• PubChem SID: 162059550
• PubChem CID: 242776

CALCULATED PROPERTIES

• Polar Surface Area: 87.28 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true
• Acid pKa: 10.119579
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.6646709
• LogD (pH = 7.4): 0.6639942
• Log P: 0.66472596
• Molar Refractivity: 50.2241 cm^3
• Polarizability: 16.976688 Å^3

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Yellow Solid
• Melting Point: 284 - 286°C
• Hydrophobicity(logP): 0.172

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: 95%

DETAILS

Toronto Research Chemicals - N596450

Intermediate in the preparation of anticancer agents and enzyme inhibitors.

REFERENCES

• Alfaro, J., et al.: Drug Metab. Disposition, 37, 2393 (2009)
• Cha, M., et al.: J. Med. Chem., 52, 6880 (2009)