9-bromo-10-oxo-2-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaene-2-carboxamide

• ChemBase ID: 162881
• Molecular Formular: C15H11BrN2O2
• Molecular Mass: 331.16404
• Monoisotopic Mass: 330.0003896
• SMILES: c12c(cccc1)N(c1c(cccc1)C(=O)C2Br)C(=O)N
• Canonical SMILES: BrC1C(=O)c2ccccc2N(c2c1cccc2)C(=O)N
• InChI: InChI=1S/C15H11BrN2O2/c16-13-9-5-1-3-7-11(9)18(15(17)20)12-8-4-2-6-10(12)14(13)19/h1-8,13H,(H2,17,20)
• InChIKey: PMENNHUFHRUBMF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 9-bromo-10-oxo-2-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaene-2-carboxamide
• IUPAC Traditional name: 9-bromo-10-oxo-2-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaene-2-carboxamide
• Synonyms: (+/-)-10-Bromo-10,11-dihydro-11-oxo-5H-dibenz[b,f]azepine-5-carboxamide; 10-Bromo Oxcarbazepine

Database IDs

• CAS Number: 113952-20-8
• PubChem SID: 162257016
• PubChem CID: 13901527

CALCULATED PROPERTIES

• Acid pKa: 12.0671425
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.6431053
• LogD (pH = 7.4): 2.643096
• Log P: 2.6431053
• Molar Refractivity: 78.9306 cm^3
• Polarizability: 29.789383 Å^3
• Polar Surface Area: 63.4 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; DMSO; Methanol
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - B684275

Intermediate in the preparation of Carbamazepine metabolites.

REFERENCES

• Heckendorn, R., et al.: Helv. Chim. Acta, 70, 1955 (1987)