Abstract Several methods for functionalization of the 4-position of imidazo [4, 5-d][1, 2, 3] triazin-4-one were investigated. These investigations were successful and led to the preparation of 4-amino, 4-triazol-1-yl, 4-methoxy, 4-methylthio, 4-methylamino, 4-thio, 4- nitrobenzyl, and 4-unsubstituted 9-(β-D-ribofuranosyl)-imidazo-[4, 5-d][1, 2, 3] triazine (2- azapurine ribosides). The 4-unsubstituted compound (19) was slightly active against ...