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N-methyl Topiramate Impurity

N-methyl Topiramate Impurity is a structurally related degradation byproduct of Topiramate, characterized by an N-methyl substitution on the sulfonamide nitrogen of the parent compound. This modification introduces a methylated sulfonamide group, retaining the core cyclopropane-fused 1,3-thiazole ring and ester functionality. The compound exhibits a branched aliphatic side chain with a terminal methyl group, differing from Topiramate’s linear configuration. Its molecular architecture facilitates specific interactions in chromatographic analysis, serving as an HPLC reference standard for quantifying N-methylated impurities in Topiramate drug substances.

On Request
Molecular Formula C13H23NO8S
Molecular Weight 353.3900
CAS Number 97240-80-7 ✓ Verified
PubChem CID 13785063 ↗
Purity N/A
Product Type API Impurity
Parent Drug Topiramate
Lead Time On Request
IUPAC Name [(1R,2S,6S,9R)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecan-6-yl]methyl N-methylsulfamate

📝 Synonyms

N-Methyl Topiramate 97240-80-7 Topiramate N-Methyl Impurity [(1R,2S,6S,9R)-4,4,11,11-Tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecan-6-yl]methyl N-methylsulfamate N-Methyltopiramate ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4',5'-d]pyran-3a-yl)methyl methylsulfamate 2,3:4,5-bis-O-(1-Methylethylidene)-beta-D-Fructopyranose 1-(N-Methylsulfamate); 2,3:4,5-bis-O-(1-methylethylidene)-beta-D-fructopyranose Methylsulfamate; 5H-Bis[1,3]dioxolo[4,5-b:4',5'-d]pyran beta-D-Fructopyranose deriv. C13H23NO8S CHEMBL316113 SCHEMBL3137624

🔬 Chemical Identifiers

CC1(O[C@@H]2CO[C@@]3([C@H]([C@@H]2O1)OC(O3)(C)C)COS(=O)(=O)NC)C
InChI=1S/C13H23NO8S/c1-11(2)19-8-6-17-13(7-18-23(15,16)14-5)10(9(8)20-11)21-12(3,4)22-13/h8-10,14H,6-7H2,1-5H3/t8-,9-,10+,13+/m1/s1
LDHJVCCWWXVXBN-DNJQJEMRSA-N

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