1-[3-(2-aminoethyl)-1H-indol-5-yl]-N-methylmethanesulfonamide

• ChemBase ID: 69763
• Molecular Formular: C12H17N3O2S
• Molecular Mass: 267.34728
• Monoisotopic Mass: 267.1041478
• SMILES: C(S(=O)(=O)NC)c1cc2c(c[nH]c2cc1)CCN
• Canonical SMILES: NCCc1c[nH]c2c1cc(cc2)CS(=O)(=O)NC
• InChI: InChI=1S/C12H17N3O2S/c1-14-18(16,17)8-9-2-3-12-11(6-9)10(4-5-13)7-15-12/h2-3,6-7,14-15H,4-5,8,13H2,1H3
• InChIKey: MURZXKIEJFJMPP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[3-(2-aminoethyl)-1H-indol-5-yl]-N-methylmethanesulfonamide
• IUPAC Traditional name: 1-[3-(2-aminoethyl)-1H-indol-5-yl]-N-methylmethanesulfonamide
• Synonyms: Didesmethyl Sumatriptan; 3-(2-Aminoethyl)-N-methyl-1H-indole-5-methanesulfonamideDidesmethyl Sumatriptan; 1-(3-(2-Aminoethyl)-1H-indol-5-yl)-N-methylmethanesulfonamide; 3-(2-Aminoethyl)-N-methyl-1H-indole-5-methanesulfonamide

Database IDs

• CAS Number: 88919-22-6
• MDL Number: MFCD08063851
• PubChem SID: 162035488
• PubChem CID: 9813988

CALCULATED PROPERTIES

• Acid pKa: 11.249647
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -2.9281673
• LogD (pH = 7.4): -2.1761715
• Log P: -0.12904203
• Molar Refractivity: 72.0149 cm^3
• Polarizability: 29.644869 Å^3
• Polar Surface Area: 87.98 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Light Brown Solid
• Melting Point: 151-154°C

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: 95+%; 98%

DETAILS

Toronto Research Chemicals - A609165

An antimigraine agent. A Sumatriptan intermediate.