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

• ChemBase ID: 178970
• Molecular Formular: C12H11Cl3N2
• Molecular Mass: 289.58814
• Monoisotopic Mass: 287.9987814
• SMILES: c12c3c([nH]c1C(NCC2)C(Cl)(Cl)Cl)cccc3
• Canonical SMILES: ClC(C1NCCc2c1[nH]c1c2cccc1)(Cl)Cl
• InChI: InChI=1S/C12H11Cl3N2/c13-12(14,15)11-10-8(5-6-16-11)7-3-1-2-4-9(7)17-10/h1-4,11,16-17H,5-6H2
• InChIKey: DPPAKKMPHBZNQA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(trichloromethyl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole
• IUPAC Traditional name: 1-(trichloromethyl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole
• Synonyms: 2,3,4,9-Tetrahydro-1-(trichloromethyl)-1H-pyrido[3,4-b]indole; TaClo; rac 1-Trichloromethyl-1,2,3,4-Tetrahydro-β-carboline

Database IDs

• CAS Number: 6649-90-7
• PubChem SID: 164234880
• PubChem CID: 119183

CALCULATED PROPERTIES

• Acid pKa: 16.289845
• H Acceptors: 1
• H Donor: 2
• LogD (pH = 5.5): 2.7617466
• LogD (pH = 7.4): 3.214856
• Log P: 3.2251694
• Molar Refractivity: 73.2043 cm^3
• Polarizability: 29.109203 Å^3
• Polar Surface Area: 27.82 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - T774230

1-Trichloromethyl-1,2,3,4-Tetrahydro-β-carboline (TaClo) is a dopaminergic and serotonergic neurotoxin. Liver enzymes produces TaClo via catalysis reaction of Tricloroethane with Tryptamine (T894600). TaClo destroys dopamine-producing cells and is structu

REFERENCES

• Bringmann, G. et al.: J. Neural Transmis. Supp., 46, 245 (1995)
• Gerlach, M. et al.: Neurosci. Lett., 257, 17 (1995)
• Bringmann, G. et al.: J. Chrom. B Anal. Technol. Biomed. Life, 767, 321 (1995)