N-methyl-2-{3-[1-(2H3)methylpiperidin-4-yl]-1H-indol-5-yl}ethane-1-sulfonamide hydrochloride

• ChemBase ID: 174858
• Molecular Formular: C17H26ClN3O2S
• Molecular Mass: 371.92524
• Monoisotopic Mass: 371.14342577
• SMILES: c1c(cc2c(c1)[nH]cc2C1CCN(CC1)C)CCS(=O)(=O)NC.Cl
• Canonical SMILES: CNS(=O)(=O)CCc1ccc2c(c1)c(c[nH]2)C1CCN(CC1)C.Cl
• InChI: InChI=1S/C17H25N3O2S.ClH/c1-18-23(21,22)10-7-13-3-4-17-15(11-13)16(12-19-17)14-5-8-20(2)9-6-14;/h3-4,11-12,14,18-19H,5-10H2,1-2H3;1H
• InChIKey: AWEZYKMQFAUBTD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-methyl-2-{3-[1-(^2H₃)methylpiperidin-4-yl]-1H-indol-5-yl}ethane-1-sulfonamide hydrochloride
• IUPAC Traditional name: N-methyl-2-{3-[1-(^2H₃)methylpiperidin-4-yl]-1H-indol-5-yl}ethanesulfonamide hydrochloride
• Synonyms: N-Methyl-d3-2-[3-(1-methyl-4-piperidyl)-1H-indol-5-yl]-ethanesulfonamide Hydrochloride; Naramig-d3; Amerge-d3.; Naratriptan-d3 Hydrochloride

Database IDs

• PubChem SID: 164230768
• PubChem CID: 45040002

CALCULATED PROPERTIES

• Acid pKa: 11.549356
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.8418646
• LogD (pH = 7.4): -0.34287214
• Log P: 1.440625
• Molar Refractivity: 94.2572 cm^3
• Polarizability: 38.131832 Å^3
• Polar Surface Area: 65.2 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White to Pale Pink Solid
• Melting Point: 236-240°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - N378732

It is a labelled triptan drug and is used for the treatment of migraine headaches.

REFERENCES

• Dulery, B.D., et al.: J. Pharm. Biomed. Anal., 15, 1009 (1997)
• Havanka, H., et al.: Clin. Ther., 22, 970 (1997)