In this work, new substituted drugs polymerized as new homogenous polymers with study their medicinal properties to extend the controlled drug. The first step includes the preparation of compound N-(4-hydroxyphenyl) maleimide (D₁) via a reaction of maleic anhydride with 4-aminophenol. Then compound (D₁) was converted to maleimide phenol acetic acid ether (D₂) which converted to its corresponding acyl chloride derivative which reacted with amino drugs (Ceftriaxone, Ciprofloxacin) afforded monomers (D₃ and D₄). Homogeneous polymers (D₅ and D₆) were prepared via free radical polymerization reaction of the monomers (D₃, and D₄) under nitrogen using Benzoyl peroxide (Bpo) as initiator. All these prepared monomers and polymers were characterized by FT-IR and ¹H-NMR, ¹³C-NMR techniques and C.H.N.S . Study of the drug release behavior in acidic and basic media as well as the swelling ratio were achieved. The antibacterial activity and physical properties of all monomers and polymers were studied.