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Elitriptan N-oxide

Elitriptan N-oxide is an oxidation derivative of the parent triptan compound, featuring an N-oxide functional group formed via oxidation of a tertiary amine nitrogen in the indole core. Its structure retains the 1H-indole-3-ethylsulfide scaffold of Elitriptan, with an additional oxygen atom in a trigonal pyramidal configuration at the nitrogen center. The molecule exhibits a sulfide moiety (C-S-C linkage) and aromatic substituents, maintaining key pharmacophoric elements while altering electronic and steric properties. This impurity arises during oxidative degradation pathways, commonly observed under stressed storage conditions. It serves as a critical HPLC reference standard for quantifying oxidation-related impurities in Elitriptan drug substance analysis.

On Request
Molecular Formula C22H26N2O3S
Molecular Weight 398.5000
CAS Number 1217641-89-8 ✓ Verified
PubChem CID 29979307 ↗
Purity N/A
Product Type API Impurity
Parent Drug Elitriptan
Lead Time On Request
IUPAC Name 5-[2-(benzenesulfonyl)ethyl]-3-[[(2R)-1-methyl-1-oxidopyrrolidin-1-ium-2-yl]methyl]-1H-indole

📝 Synonyms

Eletriptan N-Oxide 1217641-89-8 7RGQ9Y9CLH 1H-Indole, 3-(((2R)-1-methyl-1-oxido-2-pyrrolidinyl)methyl)-5-(2-(phenylsulfonyl)ethyl)- 3-(((2R)-1-Methyl-1-oxido-2-pyrrolidinyl)methyl)-5-(2-(phenylsulfonyl)ethyl)-1H-indole RefChem:200768 UNII-7RGQ9Y9CLH (1R,2R)-Eletriptan N-Oxide (1S,2R)-Eletriptan N-Oxide 5-[2-(benzenesulfonyl)ethyl]-3-[[(2R)-1-methyl-1-oxidopyrrolidin-1-ium-2-yl]methyl]-1H-indole

🔬 Chemical Identifiers

C[N+]1(CCC[C@@H]1CC2=CNC3=C2C=C(C=C3)CCS(=O)(=O)C4=CC=CC=C4)[O-]
InChI=1S/C22H26N2O3S/c1-24(25)12-5-6-19(24)15-18-16-23-22-10-9-17(14-21(18)22)11-13-28(26,27)20-7-3-2-4-8-20/h2-4,7-10,14,16,19,23H,5-6,11-13,15H2,1H3/t19-,24?/m1/s1
QXXCIRSBRHOOJE-PHSANKKPSA-N

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