4-(2-fluorophenyl)-6-hydroxy-1,3-dimethyl-1H,6H,7H,8H-pyrazolo[3,4-e][1,4]diazepin-7-one

• ChemBase ID: 165789
• Molecular Formular: C14H13FN4O2
• Molecular Mass: 288.2770232
• Monoisotopic Mass: 288.1022539
• SMILES: c12c(c(nn1C)C)C(=NC(C(=O)N2)O)c1ccccc1F
• Canonical SMILES: O=C1Nc2n(C)nc(c2C(=NC1O)c1ccccc1F)C
• InChI: InChI=1S/C14H13FN4O2/c1-7-10-11(8-5-3-4-6-9(8)15)16-13(20)14(21)17-12(10)19(2)18-7/h3-6,13,20H,1-2H3,(H,17,21)
• InChIKey: QLWKALCTVFAIMR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(2-fluorophenyl)-6-hydroxy-1,3-dimethyl-1H,6H,7H,8H-pyrazolo[3,4-e][1,4]diazepin-7-one
• IUPAC Traditional name: 4-(2-fluorophenyl)-6-hydroxy-1,3-dimethyl-6H,8H-pyrazolo[3,4-e][1,4]diazepin-7-one
• Synonyms: 4-(2-Fluorophenyl)-6,8-dihydro-6-hydroxy-1,3-dimethylpyrazolo[3,4-e][1,4]diazepin-7(1H)-one; 6-Hydroxy-8-demethylzolazepam; 8-Demethyl-6-hydroxy Zolazepam

Database IDs

• CAS Number: 55199-56-9
• PubChem SID: 162259922
• PubChem CID: 71315394

CALCULATED PROPERTIES

• Acid pKa: 10.651727
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.1102371
• LogD (pH = 7.4): 1.1102144
• Log P: 1.1104593
• Molar Refractivity: 86.0542 cm^3
• Polarizability: 27.336824 Å^3
• Polar Surface Area: 79.51 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Off-White Solid
• Melting Point: 198-201°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D231140

N-Demethylated-8-hydroxylated metabolite of the anesthetic agent, Zolazepam (Z613500).

REFERENCES

• Baukema, J. et al.: Res. Comm. Chem. Pathol. Pharmacol., 10, 227 (1975)