Synthesis, antifolate, and antitumor activities of classical and nonclassical 2-amino-4-oxo-5-substituted-pyrrolo [2, 3-d] pyrimidines

…, JJ McGuire, SF Queener, RL Kisliuk

Index: Gangjee; Vidwans; Elzein; McGuire; Queener; Kisliuk Journal of Medicinal Chemistry, 2001 , vol. 44, # 12 p. 1993 - 2003

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Citation Number: 76

Abstract

Classical and nonclassical isosteric C8-N9 bridged analogues of the multitargeted antifolate LY231514 were synthesized as inhibitors of thymidylate synthase (TS), dihydrofolate reductase (DHFR), and as antitumor and antiopportunistic infection agents. The syntheses of the analogues were accomplished by reductive amination of the appropriate anilines with 2- amino-4-oxo-5-cyanopyrrolo [2, 3-d] pyrimidine (28) followed by saponification of the ethyl ...