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  • Title: Structural studies of racecadotril and its process impurities by NMR and mass spectroscopy.
    Author: Reddy KM, Babu JM, Sudhakar P, Sharma MS, Reddy GS, Vyas K.
    Journal: Pharmazie; 2006 Dec; 61(12):994-8. PubMed ID: 17283655.
    Abstract:
    Three unknown impurities in racecadotril bulk drug at levels below 0.5% were detected by simple reverse phase isocratic high performance liquid chromatography (HPLC). Structures for these impurities were proposed by molecular ion information and their fragmentation pattern obtained by LC-MS and these impurities were confirmed by NMR spectroscopy. The impurities I, II and III were characterized as benzyl 2-methyl carboximido acetate, benzyl 2-phenyl ethyl carboximido acetate, and benzyl 2-(1-benzyl vinyl carboximido) acetate. These structures were further confirmed by co-injecting of synthetic standards of impurities with racecadotril. The mechanism of the formation of these process related impurities is discussed.
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