Synthesis of N6- or 8-substituted 9-(.BETA.-D-arabinofuranosyl)adenines and their antiviral activities against Herpes Simplex and Vaccinia viruses.

Abstract
9-(.beta.-D-Arabinofuranosyl)adenine (Ara-A) was synthesized from AMP in 30% yield via 8,2''-O-cycloadenosine as an intermediate. Various 8-substituted amino Ara-A derivatives were obtained by aminolysis of 8,2''-O-cycloadenosine and N6-substituted Ara-A derivatives were also obtained by reaction of 6-chloro-9-(.beta.-D-arabinofuranosyl)purine with amines. In vitro antiviral activities of the N6- or 8-substituted Ara-A were determined by the degree of cytopathic effect inhibition [on chick embryo cells].

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