Eight of new 5-oxo-[1]benzopyrano[2,3-b]pyridines as the analogues of tetracycline, were designed and synthesized, and their affinity to the hydroxyapatite the inorganic composition of bone were tested. Eight of new 5-oxo- [1] benzopyrano [2,3-b] pyridines as the analogues of tetracycline, were designed and synthesized, and their affinity to the hydroxyapatite the inorganic composition of bone were tested.