Cyclization-activated prodrugs. Basic esters of 5-bromo-2'-deoxyuridine
- 1 September 1990
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Medicinal Chemistry
- Vol. 33 (9) , 2590-2595
- https://doi.org/10.1021/jm00171a038
Abstract
Some 3''- and 5''-[[(alkylamino)ethyl]glycyl] esters of 5-bromo-2''-deoxyuridine were prepared and evaluated in vitro as progenitors of the parent alcohol. The esters proved to be relatively stable at low pH but released 5-bromo-2''-deoxyuridine cleanly at rates which were pH and structure dependent. These basic esters are examples of cyclization-activated prodrugs in which generation of active drug is not linked to enzymatic cleavage but rather results from an intramolecular cyclization-elimination reaction.This publication has 2 references indexed in Scilit:
- Cyclization-activated prodrugs. Basic carbamates of 4-hydroxyanisoleJournal of Medicinal Chemistry, 1990
- Antispasmodics. IIIJournal of the American Chemical Society, 1939