9-oxo(12,13,14,15-2H4)-2-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaene-2-carboxamide

• ChemBase ID: 176068
• Molecular Formular: C15H12N2O2
• Molecular Mass: 252.26798
• Monoisotopic Mass: 252.08987763
• SMILES: c12c(cccc1)N(c1c(cccc1)CC2=O)C(=O)N
• Canonical SMILES: O=C1Cc2ccccc2N(c2c1cccc2)C(=O)N
• InChI: InChI=1S/C15H12N2O2/c16-15(19)17-12-7-3-1-5-10(12)9-14(18)11-6-2-4-8-13(11)17/h1-8H,9H2,(H2,16,19)
• InChIKey: CTRLABGOLIVAIY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 9-oxo(12,13,14,15-^2H₄)-2-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaene-2-carboxamide
• IUPAC Traditional name: 9-oxo(12,13,14,15-^2H₄)-2-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaene-2-carboxamide
• Synonyms: Oxetol-d4; Trileptal-d4; Oxcarbazepine-D4 (Major); 10,11-Dihdyro-10-oxo-5H-dibenz[b,f]azepine-5-carboxamide-d4; Aurene-d4; GP 47680-d4; Oxacarbazepine-d4; Oxecarb-d4

Database IDs

• CAS Number: 1020719-71-4
• PubChem SID: 164231978
• PubChem CID: 25235656

CALCULATED PROPERTIES

• Acid pKa: 12.921005
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.8181766
• LogD (pH = 7.4): 1.8181754
• Log P: 1.8181767
• Molar Refractivity: 71.5579 cm^3
• Polarizability: 27.09773 Å^3
• Polar Surface Area: 63.4 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Pale Yellow Solid
• Melting Point: 215-222°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - O869252

A labelled metabolite of Eslicarbazepine acetate, (BIA 2-093), a novel central nervous system drug. A keto derivative of Carbamazepine. Used as an anticonvulsant.Only available as a mixture of deuterated material:d-1: 1%d-2: 9%d-3: 35%d-4: 55%

REFERENCES

• Dam., M., et al.: Epilepsy Res., 3, 70 (1989)
• Beydoun, A., et al.: Expert Opin. Pharmacother., 3, 59 (1989)