CAS 180637-89-2

3-[[(2R)-1-Methyl-2-pyrrolidinyl]methyl]-5-[2-(phenylsulfonyl)ethenyl]-1H-indole

Description:

3-[[(2R)-1-Methyl-2-pyrrolidinyl]methyl]-5-[2-(phenylsulfonyl)ethenyl]-1H-indole, with the CAS number 180637-89-2, is a synthetic organic compound characterized by its complex structure, which includes an indole core, a pyrrolidine moiety, and a phenylsulfonyl group. This compound exhibits a chiral center, contributing to its stereochemistry, which can influence its biological activity and interactions. The presence of the indole ring suggests potential applications in medicinal chemistry, as indoles are often found in biologically active compounds. The phenylsulfonyl group may enhance solubility and stability, while the pyrrolidine component can affect the compound's pharmacokinetics. Overall, this substance is of interest in research contexts, particularly in the development of pharmaceuticals, due to its unique structural features that may confer specific biological properties. Further studies would be necessary to elucidate its exact mechanisms of action and potential therapeutic applications.

Formula: C₂₂H₂₄N₂O₂S

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/t19-/m1/s1

InChI key: InChIKey=MJICWWOZPCLNBP-LJQANCHMSA-N

SMILES: C(C=1C=2C(NC1)=CC=C(C=CS(=O)(=O)C3=CC=CC=C3)C2)[C@@H]4N(C)CCC4

Synonyms:

• (R)-3-((1-Methylpyrrolidin-2-yl)methyl)-5-(2-(phenylsulfonyl)vinyl)-1H-indole
• 1H-Indole, 3-[(1-methyl-2-pyrrolidinyl)methyl]-5-[2-(phenylsulfonyl)ethenyl]-, (R)-
• 1H-Indole, 3-[[(2R)-1-methyl-2-pyrrolidinyl]methyl]-5-[2-(phenylsulfonyl)ethenyl]-
• 3-[[(2R)-1-Methyl-2-pyrrolidinyl]methyl]-5-[2-(phenylsulfonyl)ethenyl]-1H-indole
• 3-{[(2R)-1-methylpyrrolidin-2-yl]methyl}-5-[(E)-2-(phenylsulfonyl)ethenyl]-1H-indole

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

CAS: 180637-89-2

Formula: C₂₂H₂₄N₂O₂S

Molecular weight: 380.5032

Ref: IN-DA002279

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

Controlled Product

CAS: 180637-89-2

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)

Formula: C₂₂H₂₄N₂O₂S

Color and Shape: Neat

Molecular weight: 380.5

Ref: TR-B120728

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

CAS: 180637-89-2

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Formula: C₂₂H₂₄N₂O₂S

Purity: Min. 95%

Molecular weight: 380.5 g/mol

Ref: 3D-FB18184

Dehydro Eletriptan

CAS: 180637-89-2

Formula: C₂₂H₂₄N₂O₂S

Molecular weight: 380.5

Ref: ST-EA-CP-E11019