This paper presented the design and preparation of a new kind of degradable polyurethane with highly pH- sensitivity, which was hoped to apply in the field of intelligent drug delivery. The diol contained pyridinyl(PyDH) was first synthesized via “click” reaction, then the poly(ether-ester-urethane) with pendent pyridinyls (PEEUPy) was prepared from PyDH, poly(ether- ester) diol and diisocyanate via condensation polymerization, and the corresponding films were obtained by solvent evaporation. The chemical structures of PyDH and PEEU- Py were characterized by ¹H-NMR, IR and GPC, and the tensile properties, swellabilities, degradability and drug release properties of the PEEU-Py films were researched. The films exhibit highly pH-sensitive equilibrium water absorption(EWA), the EWA at pH of 1.5 is twofold and eightfold of that at pH of 7.0 and 11.5, respectively. The drug release efficiency increases with the decreasing of pH value, which is consistent with the EWA, indicating a pH-dependent release efficiency. The cytotoxicity evaluation indicates that the materials possess good cytocompatibility. All the results manifest that the materials have promising applications as intelligent drug carriers controlled by pH value.