A number of 9-(hydroxyalkoxy) derivatives of guanine (27a-h and 27l-n) and of 8-methylguanine (27i-k) have been synthesized and evaluated as antiviral agents against herpes viruses (HSV-1, HSV-2, VZV) and visna virus, a lentivirus. The synthesis Involved reaction of hydroxyl-protected derivatives of hydroxyalkoxy-amines (6a-m) with 4,6-dichloro-2,5-diformamidopy-rimidine (24) followed by cyclization of the resultant 6-alkoxyaminopyrimidines (25a-m) to either guanine derivatives (27a-h and 27l-n) or 8-methylguanine derivatives (27i-k). Modest antiviral activity was seen with 27b, 27c, 27f, 27i and 271 against the herpesvirus and with 27e and 27m against visna virus. Only 27e showed any cytotoxicity in MRC-5 cells at concentrations ≤400μM.
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