Studies on Prodrugs. VI. Preparation and Characterization of (5-Substituted 2-Oxo-1,3-dioxol-4-yl)methyl Esters of Mecillinam(Medicinal Chemistry,Chemical)

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As a new type of mecillinam prodrug, raecillinam (5-substituted 2-oxo-1,3-dioxol-4-yl)methyl esters were prepared. These esters were found to produce at least 4-fold higher mecillinam levels in blood than mecillinam itself after oral administration to mice. Mecillinam (5-methyl-2-oxo-1,3-dioxol-4-yl )methyl ester hydrochloride was hygroscopic, but its L-tartrate was not.

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