The Degradation of Methyl Prednisolone 21-Hemisuccinate and the Synthesis of Methyl Prednisolone 21-Hemiesters
Taphouse, Vanessa M.
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A quantitative, mechanistic understanding of the degradation pathways of methyl prednisolone 21-hemisuccinate is essential to the design of other soluble prodrugs of methyl prednisolone with improved aqueous stability. The first objective of this study was to determine the effect of pH on the hydrolysis rate over a wide pH range. The ester was found, to undergo rearrangement to the 17-hemisuccinate ester III, in addition to hydrolysis to the alcohol. Rate constatns for the formation of these two products, as well as for the formation of the 21-ester from the 17-ester have been determined over the range pH 2-9.
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