Abstract

a) The solvolysis of the antiviral, 5-iodo-2'-deoxyuridine (IDU) is catalyzed by hydrogen ions and solvent, in the acetate and low pH phosphate buffer regions, and by hydroxyl ions and solvent, in the borate buffer and high pH alkaline region. b) The solvolysis of IDU is first-order with respect to IDU over the pH range of 3.9 to 12.0. c) The Arrhenius parameters at different pH values varied. These parameters have been evaluated at specific pH values. d) The general procedure for the prediction of stability of IDU at any pH value has been discussed. e) In the alkaline region the proposed mechanism involves two routes : (1) the production of uracil through the formation of the intermediate deoxyuridine as the minor route and (2) the formation of 5-hydroxy-2'-deoxyuridine which degrades further as the major route.

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