zolmitriptan N-Oxide
Zolmitriptan N-Oxide is an oxidized derivative of the parent drug zolmitriptan, featuring an N-oxide functional group on the piperazine nitrogen. Its structure retains the indole core, methoxyphenyl substituent, and triazole bridge characteristic of the parent compound, with the N-oxide introducing an electron-withdrawing effect that alters physicochemical properties. This impurity arises via oxidative degradation pathways, commonly observed under stress conditions during API synthesis or storage. It serves as a critical HPLC reference standard for quantifying oxidation-related impurities in zolmitriptan formulations.
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Molecular Formula
C16H21N3O3
Molecular Weight
303.3600
CAS Number
251451-30-6
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PubChem CID
25241756 ↗
IUPAC Name
N,N-dimethyl-2-[5-[[(4S)-2-oxo-1,3-oxazolidin-4-yl]methyl]-1H-indol-3-yl]ethanamine oxide
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Official Reference Standards
| Std | Catalog # | Quantity | Price |
|---|---|---|---|
| USP | 1727064 ↗ | 25 mg | USD 838.00 |
📝 Synonyms
Zolmitriptan N-Oxide
251451-30-6
UNII-22Y9Y8XC4U
22Y9Y8XC4U
1652W92
2-Oxazolidinone, 4-((3-(2-(dimethyloxidoamino)ethyl)-1H-indol-5-yl)methyl)-, (4S)-
ZOLMITRIPTAN IMPURITY B [EP IMPURITY]
ZOLMITRIPTAN IMPURITY B (EP IMPURITY)
DTXSID00438344
2-Oxazolidinone, 4-[[3-[2-(dimethyloxidoamino)ethyl]-1H-indol-5-yl]methyl]-, (4S)-
🔬 Chemical Identifiers
C[N+](C)(CCC1=CNC2=C1C=C(C=C2)C[C@H]3COC(=O)N3)[O-]
InChI=1S/C16H21N3O3/c1-19(2,21)6-5-12-9-17-15-4-3-11(8-14(12)15)7-13-10-22-16(20)18-13/h3-4,8-9,13,17H,5-7,10H2,1-2H3,(H,18,20)/t13-/m0/s1
GZYCQRZFJIZOKU-ZDUSSCGKSA-N
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