(R)-5-(2-Benzenesulphonylethenyl)-3-(N-methylpyrrolidin-2-ylmethyl)-1H-indole

CAS: 180637-89-2

Ref. TR-B120728

Product Information

• Name: (R)-5-(2-Benzenesulphonylethenyl)-3-(N-methylpyrrolidin-2-ylmethyl)-1H-indole
• Synonyms: 3-[[(2R)-1-Methyl-2-pyrrolidinyl]methyl]-5-[2-(phenylsulfonyl)ethenyl]-1H-indole, (R)-3-[(1-Methyl-2-pyrrolidinyl)methyl]-5-[2-(phenylsulfonyl)ethenyl]-1H-indole
• Brand: TRC
• Description: Applications (R)-5-(2-Benzenesulphonylethenyl)-3-(N-methylpyrrolidin-2-ylmethyl)-1H-indole is the free base of (R)-5-(2-Benzenesulphonylethenyl)-3-(N-methylpyrrolidin-2-ylmethyl)-1H-indole Hydrobromide (B120725), which is an impurity of Eletriptan (E505000). Eletriptan is a selective serotonin 5-HT1B and 5-HT1D receptor agonist and used to treat migraines (1,2,3). (R)-5-(2-Benzenesulphonylethenyl)-3-(N-methylpyrrolidin-2-ylmethyl)-1H-indole is also an intermediate in the synthesis of 3-[[(2R)-1-Methyl-2-pyrrolidinyl]methyl]-1-[1-[3-[[(2R)-1-methyl-2-pyrrolidinyl]methyl]-1H-indol-5-yl]-2-(phenylsulfonyl)ethyl]-5-[(1E)-2-(phenylsulfonyl)ethenyl]-1H-indole (M320195).References Madasu, S. B., et al.: Beilstein. J. Org. Chem., 8, 1400 (2012); Willems, E., et al.: Arch. Pharmacol., 358, 212 (1998); Napier, C., et al.: Eur. J. Pharmacol., 368, 259 (1999); Goadsby, P.J., et al.: Neurology, 54, 156 (2000)

Chemical properties

• Molecular weight: 380.5
• Formula: C₂₂H₂₄N₂O₂S
• Color/Form: Neat
• InChI: InChI=1S/C22H24N2O2S/c1-24-12-5-6-19(24)15-18-16-23-22-10-9-17(14-21(18)22)11-13-27(25,26)20-7-3-2-4-8-20/h2-4,7-11,13-14,16,19,23H,5-6,12,15H2,1H3/b13-11-
• InChI key: InChIKey=UDIJFWHOMHSXRS-UHFFFAOYSA-N
• SMILES: CN1CCN(c2ncccc2C=O)C(c2ccccc2)C1