H. Abrams, L. Ho, S. Chu
Aug 1, 1981
Citations
0
Influential Citations
18
Citations
Journal
Journal of Heterocyclic Chemistry
Abstract
Nucleoside analogues of uridine, 5-bromo-, 5-iodo-, and 5-fluorouridines, thymidine and cytidine were prepared by condensing appropriately substituted 2,4-dimethoxypyrimidines with an acyclic side chain in the form of a benzoylated halo-ether, and subsequent removal of the protecting benzoyl group in base. The 2′-O-p-tosylates of these nucleoside analogues could then be modified to 2′-halo-, azido-, and amino derivatives. Many of these compounds are competitive inhibitors of uridine phosphorylase in vitro, the most active being 5-methyl-1-(2′-hydroxyethoxymethyl)uracil.