9-methoxy-2-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,9,12,14-heptaene-2-carboxamide

• ChemBase ID: 172812
• Molecular Formular: C16H14N2O2
• Molecular Mass: 266.29456
• Monoisotopic Mass: 266.1055277
• SMILES: c12N(c3c(C(=Cc1cccc2)OC)cccc3)C(=O)N
• Canonical SMILES: COC1=Cc2ccccc2N(c2c1cccc2)C(=O)N
• InChI: InChI=1S/C16H14N2O2/c1-20-15-10-11-6-2-4-8-13(11)18(16(17)19)14-9-5-3-7-12(14)15/h2-10H,1H3,(H2,17,19)
• InChIKey: PIZOFBKQWNPKDK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 9-methoxy-2-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,9,12,14-heptaene-2-carboxamide
• IUPAC Traditional name: 9-methoxy-2-azatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,9,12,14-heptaene-2-carboxamide
• Synonyms: 10-Methoxy-5H-dibenz[b,f]azepine-5-carboxamide; 10-Methoxy Carbamazepine

Database IDs

• CAS Number: 28721-09-7
• PubChem SID: 164228722
• PubChem CID: 120031

CALCULATED PROPERTIES

• Acid pKa: 15.957693
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.125311
• LogD (pH = 7.4): 2.125311
• Log P: 2.125311
• Molar Refractivity: 78.5315 cm^3
• Polarizability: 29.458511 Å^3
• Polar Surface Area: 55.56 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Off-White Solid
• Melting Point: 186-188°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - M261260

Intermediate in the preparation of dibenzazepine derivatives.

REFERENCES

• Pathare, D., et al.: J. Pharm. Biomed. Anal., 43, 1825 (2007)