Prodrugs of the selective antiherpesvirus agent 9-[4-hydroxy-3-(hydroxymethyl) but-1-yl] guanine (BRL 39123) with improved gastrointestinal absorption properties

…, MR Boyd, D Sutton, RA Vere Hodge

Index: Harnden, Michael R.; Jarvest, Richard L.; Boyd, Malcolm R.; Sutton, David; Hodge, R. Anthony Vere Journal of Medicinal Chemistry, 1989 , vol. 32, # 8 p. 1738 - 1743

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Citation Number: 93

Abstract

Potential oral prodrugs of the antiherpesvirus acyclonucleoside 9-[4-hydroxy-3- (hydroxymethyl) but- 1-yllguanine (1, BRL 39123) have been synthesized and evaluated for bioavailability of 1 in the blood of mice. Reduction of 9-[4-acetoxy-3-(acetoxymethyl) but-l-yl]- 2-amino-6-chloropurine (13) using ammonium formate and 10% palladium on carbon afforded the 2-aminopurine 14, which was hydrolyzed to the monoacetate 15 and to 2- ...

~71%

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