7-methoxy-1,2-dimethyl-2H-pyrido[3,4-b]indole

• ChemBase ID: 173754
• Molecular Formular: C14H14N2O
• Molecular Mass: 226.27376
• Monoisotopic Mass: 226.11061308
• SMILES: c12c3c(nc1cc(cc2)OC)c(n(cc3)C)C
• Canonical SMILES: COc1ccc2c(c1)nc1c2ccn(c1C)C
• InChI: InChI=1S/C14H14N2O/c1-9-14-12(6-7-16(9)2)11-5-4-10(17-3)8-13(11)15-14/h4-8H,1-3H3
• InChIKey: SNPOLGTUMADPOR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-methoxy-1,2-dimethyl-2H-pyrido[3,4-b]indole
• IUPAC Traditional name: 7-methoxy-1,2-dimethylpyrido[3,4-b]indole
• Synonyms: 7-Methoxy-1,2-dimethyl-9H-pyrido[3,4-b]indolium; N-Methylharmine; 2-Methyl Harmine

Database IDs

• CAS Number: 21236-68-0
• PubChem SID: 164229664
• PubChem CID: 160853

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.845758
• LogD (pH = 7.4): 2.8516028
• Log P: 2.851678
• Molar Refractivity: 67.3259 cm^3
• Polarizability: 28.304392 Å^3
• Polar Surface Area: 27.05 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M311925

A synthetic harmane derivative which shows antiserotonin, MAO-inhibitory, and anticoronary, blocking effects.

REFERENCES

• Pifl, C., et al.: J. Neurosci., 13, 4246 (1993)
• Matsubara, K., et al.: J. Neurochem., 70, 727 (1993)
• Matsubara, K., et al.: Eur. J. Pharmacol., 348, 77 (1993)
• Storch, A., et al.: Biochem. Pharmacol., 63, 909 (1993)