Desacetyl Desmethyl lacosamide is a structurally related impurity derived from the antiepileptic drug Lacosamide via sequential removal of the acetyl and methyl substituents at the pyrrolidine nitrogen and saccharin core, respectively. The molecule retains a 2,3-dihydro-3-methyl-4(1H)-quinazolinone scaffold fused to a pyrrolidine ring, featuring a carboxylic acid moiety and an amide linkage. Its core structure exhibits reduced lipophilicity compared to the parent compound due to the absence of the acetyl and methyl groups. This impurity arises during synthetic degradation pathways and serves as a critical HPLC reference standard for quantifying process-related impurities in Lacosamide formulations.
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InChI=1S/C10H14N2O2/c11-9(7-13)10(14)12-6-8-4-2-1-3-5-8/h1-5,9,13H,6-7,11H2,(H,12,14)/t9-/m1/s1
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