dimethyl({2-[5-(1H-1,2,4-triazol-1-ylmethyl)-1H-indol-2-yl]ethyl})amine

• ChemBase ID: 171953
• Molecular Formular: C15H19N5
• Molecular Mass: 269.34486
• Monoisotopic Mass: 269.16404563
• SMILES: c1cc(cc2c1[nH]c(c2)CCN(C)C)Cn1cncn1
• Canonical SMILES: CN(CCc1cc2c([nH]1)ccc(c2)Cn1ncnc1)C
• InChI: InChI=1S/C15H19N5/c1-19(2)6-5-14-8-13-7-12(3-4-15(13)18-14)9-20-11-16-10-17-20/h3-4,7-8,10-11,18H,5-6,9H2,1-2H3
• InChIKey: ABKUUFDCAHYSCG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: dimethyl({2-[5-(1H-1,2,4-triazol-1-ylmethyl)-1H-indol-2-yl]ethyl})amine
• IUPAC Traditional name: dimethyl({2-[5-(1,2,4-triazol-1-ylmethyl)-1H-indol-2-yl]ethyl})amine
• Synonyms: N,N-Dimethyl-5-(1H-1,2,4-triazol-1-ylmethyl)-1H-indole-2-ethanamine; Iso Rizatriptan

Database IDs

• CAS Number: 208941-96-2
• PubChem SID: 164227863
• PubChem CID: 71749624

CALCULATED PROPERTIES

• Acid pKa: 16.41724
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -1.7781187
• LogD (pH = 7.4): -0.22133255
• Log P: 1.4591789
• Molar Refractivity: 93.1202 cm^3
• Polarizability: 31.64568 Å^3
• Polar Surface Area: 49.74 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 96-98°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - I895500

A potential impurity of Rizatriptan. A regioisomer of Rizatriptan.

REFERENCES

• Dill, K., et al.: J. Phys. Chem., 91, 1980 (1987)
• Cole, L., et al.: Anal. Chem., 64, 1317 (1987)
• Street, L., et al.: J. Med. Chem., 1995, 38, 1799