Desmethyl Promethazine is a phenothiazine-based impurity derived from the parent drug Promethazine via demethylation of the ethyl side chain on the piperazine ring. It retains the 10H-phenothiazine core, a sulfur atom at the 3-position, and a substituted piperazine moiety with an ethyl group at the 4-position. The absence of the methyl group on the side chain distinguishes it from Promethazine, altering its lipophilicity and metabolic stability. This compound arises as a synthetic byproduct during API manufacturing or via oxidative degradation pathways. It serves as a critical HPLC reference standard for quantifying process-related impurities in Promethazine formulations.
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InChI=1S/C16H18N2S/c1-12(17-2)11-18-13-7-3-5-9-15(13)19-16-10-6-4-8-14(16)18/h3-10,12,17H,11H2,1-2H3
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