Journal of medicinal chemistry

Synthesis of 8-amino-3-deazaguanine via imidazole precursors. Antitumor activity and inhibition of purine nucleoside phosphorylase

DA Berry, RB Gilbertsen, PD Cook

Index: Berry, David A.; Gilbertsen, Richard B.; Cook, P. Dan Journal of Medicinal Chemistry, 1986 ,  vol. 29,  # 10  p. 2034 - 2037

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Citation Number: 9

Abstract

8-Amino-3-deazaguanine (151, an analogue of both 3-deazaguanine (1) and 8- aminoguanine (6), an antitumor agent and a purine nucleoside phosphorylase (PNP) inhibitor, respectively, was synthesized from the ammonolysis of an imidazole precursor, methyl 2-(benzoylamino)-5-(cyanomethyl)-1H-imidazole-4-carboxylate(13). The requisite imidazole, methyl 2-(benzoylamino)-4-(methoxycarbonyl)-lH-imidazole-5-acetate (1 I), ...