Polyurethane　prodrug(CFPU),　was　synthesized　via　polyurethane　condensation　reaction,　with　polycarprolactone(PCL)　as　soft-segment,　1,　6-hexane　diisocyanate(HDI)　as　hard-segment　and　an　antibiotics　drug,　ciprofloxacin(CF).　The　structure　of　CFPU　was　characterized　by　UV,　FTIR,　H-NMR,　the　molecular　weight　was　determined　through　the　method　of　GPC,　the　drug-loading　rate　was　determined　by　UV.　The　influence　factors　of　molecular　weight　and　drug-loading　rate　were　studied.　The　antibacterial　activity　of　prodrug　degradation　solution　to　staphylococcus　aureus,　degraded　by　cholesterol　esterase　(CE),　was　determined　by　agar　dilution.　The　result　suggested　that　polymer　prodrug　had　been　successfully　synthesized　by　incorporating　ciprofloxacin　into　polyurethane.　The　concentration　of　PCL　has　great　effect　on　the　average　molecular　weight　of　CFPU,　while　the　feeding　way　of　HDI　has　great　effect　on　the　drug-loading　rate.　CFPU　degradation　solution　has　shown　an　ability　to　kill　Staphylococcus　aureus.　CFPU　coated　within　the　medical　material　implants,　it　can　be　controlled　degraded　by　CE,　which　produced　by　inflammation,　can　reach　the　effect　of　anti-infection.