9-(2H3)methyl-3-(oxiran-2-ylmethoxy)-9H-carbazole

• ChemBase ID: 173972
• Molecular Formular: C16H15NO2
• Molecular Mass: 253.2958
• Monoisotopic Mass: 253.11027873
• SMILES: c12c(n(c3c1cc(cc3)OCC1OC1)C)cccc2
• Canonical SMILES: Cn1c2ccc(cc2c2c1cccc2)OCC1CO1
• InChI: InChI=1S/C16H15NO2/c1-17-15-5-3-2-4-13(15)14-8-11(6-7-16(14)17)18-9-12-10-19-12/h2-8,12H,9-10H2,1H3
• InChIKey: STQGTYIIPSLMQX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 9-(^2H₃)methyl-3-(oxiran-2-ylmethoxy)-9H-carbazole
• IUPAC Traditional name: 9-(^2H₃)methyl-3-(oxiran-2-ylmethoxy)carbazole
• Synonyms: 9-(Methyl-d3)-3-(oxiranylmethoxy)-9H-carbazole; 9-Methyl-3-(oxiran-2-ylmethoxy)-9H-carbazole-d3

Database IDs

• PubChem SID: 164229882
• PubChem CID: 71750457

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.998157
• LogD (pH = 7.4): 2.998157
• Log P: 2.998157
• Molar Refractivity: 73.5768 cm^3
• Polarizability: 31.12621 Å^3
• Polar Surface Area: 26.69 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M321062

Labelled 9-Methyl-3-(oxiran-2-ylmethoxy)-9H-carbazole (M321060). Substituted N-Methylcarbazole. N-Methylcarbazole is a cocarcinogen present in tobacco smoke.

REFERENCES

• Baker, J.G., et al.: Br. J. Pharmacol., 144, 317 (2005)
• Sawa, M., et al.: Curr. Med. Chem., 13, 25 (2005)
• Ursino, M.G., Pharmacol. Res., 59, 221 (2005)