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

• ChemBase ID: 172960
• Molecular Formular: C15H15NO
• Molecular Mass: 225.2857
• Monoisotopic Mass: 225.11536411
• SMILES: C1Cc2c(Nc3c1ccc(c3)OC)cccc2
• Canonical SMILES: COc1ccc2c(c1)Nc1ccccc1CC2
• InChI: InChI=1S/C15H15NO/c1-17-13-9-8-12-7-6-11-4-2-3-5-14(11)16-15(12)10-13/h2-5,8-10,16H,6-7H2,1H3
• InChIKey: MKGUWTQTKHFOSS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 26945-63-1
• PubChem SID: 164228870
• PubChem CID: 10632959

CALCULATED PROPERTIES

• Acid pKa: 19.190445
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.818616
• LogD (pH = 7.4): 3.818617
• Log P: 3.818617
• Molar Refractivity: 69.2876 cm^3
• Polarizability: 26.398197 Å^3
• Polar Surface Area: 21.26 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane
• Apperance: Yellow Solid

DETAILS

Toronto Research Chemicals - M262605

Intermediate in the production of analgesic, antiallergic, and antihistamine agents as well as various drug metabolites

REFERENCES

• Lu, W., et al.: Drug Metab. Disposition, 36, 1624 (2008)