2-hydroxy-1,2,3,4-tetrahydroisoquinoline-1,3-dione

• ChemBase ID: 170453
• Molecular Formular: C9H7NO3
• Molecular Mass: 177.15678
• Monoisotopic Mass: 177.04259309
• SMILES: c1ccc2c(c1)CC(=O)N(C2=O)O
• Canonical SMILES: O=C1Cc2ccccc2C(=O)N1O
• InChI: InChI=1S/C9H7NO3/c11-8-5-6-3-1-2-4-7(6)9(12)10(8)13/h1-4,13H,5H2
• InChIKey: ZXAICCBFIBBVAR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-hydroxy-1,2,3,4-tetrahydroisoquinoline-1,3-dione
• IUPAC Traditional name: 2-hydroxy-4H-isoquinoline-1,3-dione
• Synonyms: 2-Hydroxy-1,3(2H,4H)-isoquinolinedione; 2-Hydroxyisoquinoline-1,3(2H,4H)-dione

Database IDs

• CAS Number: 6890-08-0
• PubChem SID: 164226363
• PubChem CID: 514100

CALCULATED PROPERTIES

• Acid pKa: 7.326964
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.66401285
• LogD (pH = 7.4): 0.3334735
• Log P: 0.6704067
• Molar Refractivity: 45.1308 cm^3
• Polarizability: 16.861006 Å^3
• Polar Surface Area: 57.61 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Brown Solid
• Melting Point: 197-200°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - H939800

2-Hydroxyisoquinoline-1,3(2H,4H)-dione was recently discovered as a scaffold for the inhibition of HIV-1 integrase and the RNase H function of HIV-1 reverse transcriptase. It was investigated its interaction with Mg2+ and Mn2+ using different spectroscopi

REFERENCES

• Greenwald, J., et al.: Biochemistry, 38, 8892 (1999)
• Tramontano, E., et al.: Antiviral Res., 65, 117 (1999)
• Schultz, S., et al.: Virus Res., 134, 86 (1999)
• Williams, P., et al.: Bioorg. Med. Chem. Lett., 22, 6754 (1999)