Abstract
The kinetics of the degradation of betamethasone-17-valerate in aqueous solutions of pH 0.5–8 have been investigated at 60°C using a reversed-phase HPLC procedure for determining remaining steroid and the products of its degradation, betamethasone-21-valerate and betamethasone. The overall degradation was shown to proceed entirely through a rearrangement of the 17-valerate ester to the 21-valerate ester followed by hydrolysis of the latter to yield betamethasone. The acyl group migration from C 17 to C 21 was subject to both specific acid and base catalysis as well as to catalysis by water. The pH-rate profile for the rearrangement showed a minimum at pH 3.5.
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