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

• ChemBase ID: 172974
• Molecular Formular: C15H13NO
• Molecular Mass: 223.26982
• Monoisotopic Mass: 223.09971404
• SMILES: C1=Cc2c(Nc3c1ccc(c3)OC)cccc2
• Canonical SMILES: COc1ccc2c(c1)Nc1ccccc1C=C2
• InChI: InChI=1S/C15H13NO/c1-17-13-9-8-12-7-6-11-4-2-3-5-14(11)16-15(12)10-13/h2-10,16H,1H3
• InChIKey: IGUWZDGUWHFXFL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 92483-74-4
• PubChem SID: 164228884
• PubChem CID: 11401815

CALCULATED PROPERTIES

• Acid pKa: 18.991991
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.6220946
• LogD (pH = 7.4): 3.6220956
• Log P: 3.6220956
• Molar Refractivity: 70.4042 cm^3
• Polarizability: 26.47431 Å^3
• Polar Surface Area: 21.26 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane
• Apperance: Orange Solid

DETAILS

Toronto Research Chemicals - M262655

Intermediate in the production of Carbamazepine metabolites

REFERENCES

• Lucini, V., et al.: J. Med. Chem., 47, 4202 (2004)