1-(2H3)methyl-9H-pyrido[3,4-b]indole

• ChemBase ID: 169843
• Molecular Formular: C12H10N2
• Molecular Mass: 182.2212
• Monoisotopic Mass: 182.08439833
• SMILES: n1ccc2c(c1C)[nH]c1c2cccc1
• Canonical SMILES: Cc1nccc2c1[nH]c1c2cccc1
• InChI: InChI=1S/C12H10N2/c1-8-12-10(6-7-13-8)9-4-2-3-5-11(9)14-12/h2-7,14H,1H3
• InChIKey: PSFDQSOCUJVVGF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(^2H₃)methyl-9H-pyrido[3,4-b]indole
• IUPAC Traditional name: 1-(^2H₃)methyl-9H-pyrido[3,4-b]indole
• Synonyms: 1-(Methyl-d3)-9H-pyrido[3,4-b]indole; 3-(Methyl-d3)-4-carboline; 2-(Methyl-d3)-β-carboline; Aribine-d3; Loturine-d3; Passiflorin-d3; Harman-d3

Database IDs

• CAS Number: 1216708-84-7
• PubChem SID: 162263975
• PubChem CID: 46781679

CALCULATED PROPERTIES

• Acid pKa: 13.718027
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.4493957
• LogD (pH = 7.4): 1.9892261
• Log P: 2.0045834
• Molar Refractivity: 55.9068 cm^3
• Polarizability: 24.19525 Å^3
• Polar Surface Area: 28.68 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; DMSO
• Apperance: Yellow Solid
• Melting Point: >197°C (dec.)

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - H105003

Labelled Harman alkaloid like harmane, harmine, harmalol, harmaline obtained from Banisteriopsis caapi L. showed cytotoxicity, antimicrobial activity against Staphylococcus aureus, Escherichia coli, Proteus vulgaris and Candida albicans.

REFERENCES

• Sigg, E.B., et al.: Arch. Int. Pharmacodyn., 149, 164 (1964)
• Saano, V., et al.: Acta Pharmacol. Toxicol., 51, 300 (1964)
• Tse, S., et al.: Biochem. Pharmacol., 42, 459 (1964)
• Rommelspacher, H., et al.: Eur. J. Pharmacol., 252, 51 (1964)
• Louis, E., et a