2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-2-one

• ChemBase ID: 13868
• Molecular Formular: C9H10N2O
• Molecular Mass: 162.1885
• Monoisotopic Mass: 162.07931295
• SMILES: c12c(cccc2)NCCC(=O)N1
• Canonical SMILES: O=C1CCNc2c(N1)cccc2
• InChI: InChI=1S/C9H10N2O/c12-9-5-6-10-7-3-1-2-4-8(7)11-9/h1-4,10H,5-6H2,(H,11,12)
• InChIKey: XTDMZEZDXXJVMK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-2-one
• IUPAC Traditional name: 1,3,4,5-tetrahydro-1,5-benzodiazepin-2-one
• Synonyms: 2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-2-one; 1,3,4,5-Tetrahydro-benzo[b][1,4]diazepin-2-one; 1H-2,3,4,5-Tetrahydro-1,5-benzodiazepin-2-one; 2,3,4,5-Tetrahydro-1H-1,5-benzodiazepin-2-one; 2-Oxo-3H-1,2,4,5-tetrahydro-1,5-benzodiazepine; NSC 11707; 1,3,4,5-Tetrahydro-2H-1,5-benzodiazepin-2-one

Database IDs

• CAS Number: 5755-07-7; 5755-07-7
• MDL Number: MFCD00612448
• PubChem SID: 160977175
• PubChem CID: 223771

CALCULATED PROPERTIES

• Acid pKa: 13.882794
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 0.60373336
• LogD (pH = 7.4): 0.62184006
• Log P: 0.6220761
• Molar Refractivity: 49.2551 cm^3
• Polarizability: 17.459734 Å^3
• Polar Surface Area: 41.13 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 132 - 134°C
• Hydrophobicity(logP): 0.576

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: 95%; 95+%

DETAILS

Toronto Research Chemicals - T293015

A tetrahydrobenzodiazepine derivative as arginine vasopressin antagonist.

REFERENCES

• Stromblad, S., et al.: Chem. Biol., et al.: 3, 881 (1996)
• Kireeva, M., et al.: J. Biol. Chem., 273, 3090 (1996)
• Nakamura, I., et al.: J. Cell. Sci.,112, 3985 (1996)
• Ward, K., et al.: Drug Metab. Dispos., 27, 1232 (1996)
• Miller, W., et al.: J. Med. Che