2-[5-(1H-1,2,4-triazol-1-ylmethyl)-1H-indol-3-yl]ethan-1-amine hydrochloride

• ChemBase ID: 167207
• Molecular Formular: C13H16ClN5
• Molecular Mass: 277.75264
• Monoisotopic Mass: 277.10942322
• SMILES: c1cc(cc2c1[nH]cc2CCN)Cn1cncn1.Cl
• Canonical SMILES: NCCc1c[nH]c2c1cc(Cn1cncn1)cc2.Cl
• InChI: InChI=1S/C13H15N5.ClH/c14-4-3-11-6-16-13-2-1-10(5-12(11)13)7-18-9-15-8-17-18;/h1-2,5-6,8-9,16H,3-4,7,14H2;1H
• InChIKey: KDOZZYWRWWRAAD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[5-(1H-1,2,4-triazol-1-ylmethyl)-1H-indol-3-yl]ethan-1-amine hydrochloride
• IUPAC Traditional name: 2-[5-(1,2,4-triazol-1-ylmethyl)-1H-indol-3-yl]ethanamine hydrochloride
• Synonyms: 5-(1H-1,2,4-Triazol-1-ylmethyl)-1H-indole-3-ethanamine Hydrochloride; Rizatriptan Impurity B; Didemethyl Rizatriptan Hydrochloride

Database IDs

• CAS Number: 1016900-28-9
• PubChem SID: 162261340
• PubChem CID: 24796727

CALCULATED PROPERTIES

• Acid pKa: 17.240559
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -2.0550294
• LogD (pH = 7.4): -1.3107523
• Log P: 0.95225096
• Molar Refractivity: 83.063 cm^3
• Polarizability: 27.95564 Å^3
• Polar Surface Area: 72.52 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D439780

An impurity of the antimigraine drug Rizatriptan (R545000).

REFERENCES

• Sarma, P.S. et al.: Synth. Comm., 38, 603 (2008)