Sulfasalazine impurity D is a degradation byproduct formed via oxidative cleavage of the azo linkage in the parent drug, resulting in a 4-aminobenzenesulfonamide core conjugated to a 5-hydroxy-2-acetylsalicylic acid fragment. The structure incorporates a pyridine ring fused to the sulfonamide moiety, with an acetyl group at the salicylic acid terminus. This impurity arises from partial hydrolysis and rearrangement during Sulfasalazine synthesis, retaining key aromatic and heterocyclic functionalities. It functions as an HPLC reference standard for monitoring oxidative degradation pathways in Sulfasalazine formulations.
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InChI=1S/C17H14N4O3S/c22-16-6-2-1-5-15(16)20-19-13-8-10-14(11-9-13)25(23,24)21-17-7-3-4-12-18-17/h1-12,22H,(H,18,21)
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