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Identification of major degradation products of 5-aminosalicylic acid formed in aqueous solutions and in pharmaceuticals

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The formation of four major degradation products of 5-aminosalicylic acid (5-ASA) in buffered solutions at pH 7.0 was demonstrated by gradient HPLC analysis. The isolation and structural elucidation of the resulting degradation products showed that the degradation of 5-ASA led to the formation of polymeric species by oxidative self-coupling of 5-ASA moieties. These results indicate that the degradation of 5-ASA follows the same mechanism as observed for the autooxidation of 4-aminophenol and 1,4-phenylenediamine. Some of the identified degradation products were found in 5-ASA-containing pharmaceuticals, which had not been stored as prescribed, but in diffuse daylight for up to 2 years.
OriginalsprogEngelsk
TidsskriftInternational Journal of Pharmaceutics
Vol/bind88
Udgave nummer1-3
Sider (fra-til)177-187
Antal sider11
ISSN0378-5173
StatusUdgivet - 1992

    Forskningsområder

  • 5-aminosalicylic acid mesalazine oxidative polymerization degradation product nmr structure determination inflammatory bowel-disease stability metabolites mechanism

ID: 38061676