Descarboxymethyl-N-carboxyethyl Lacosamide is a structurally related impurity derived from Lacosamide through decarboxylation of the methyl-substituted carboxylic acid moiety and N-alkylation with a carboxyethyl group. The molecule retains the core cyclohexane sulfonamide scaffold but features an ethyl ester linkage at the nitrogen and a desaturated methyl terminus. This impurity arises during synthetic pathways involving esterification or amidation steps. It serves as a critical HPLC reference standard for quantifying process-related impurities in Lacosamide formulations.
On RequestCCC(=O)N[C@H](COC)C(=O)NCC1=CC=CC=C1
InChI=1S/C14H20N2O3/c1-3-13(17)16-12(10-19-2)14(18)15-9-11-7-5-4-6-8-11/h4-8,12H,3,9-10H2,1-2H3,(H,15,18)(H,16,17)/t12-/m1/s1
IUPMANYFQVBFSR-GFCCVEGCSA-N