Synthesis and characterization of new theophylline and chlordiazepoxide prodrug polymers based on maleimide

Abstract

In this work, two new drug substituted monomers and new homogenous and heterogeneous polymers were synthesized which loaded with medicinal properties to extend the controlled drug. The first step includes the preparation maleimic acid (L1) and (L2) via reaction of maleic anhydride with 5-Amino salicylic acid. Then compound L2 was converted to its corresponding acyl chloride derivative which reacted with amino drugs (theophylline and chlordiazepoxide, afforded L3 and L4 monomers, respectively. Homogeneous polymers (L5 and L6) prepared through polymerization reaction of free radicals of monomers (L1) and (L2) under nitrogen atmosphere using methyl ethyl ketone peroxide (MEKP) as initiator. Heterogeneous polymers (L7 and L8) prepared through polymerization reaction of free radicals of monomers (L1 and L2), separately with acrylic acid under nitrogen atmosphere using MEKP as initiator. All these prepared monomers and polymers were characterized by FTIR, 1H NMR and 13C NMR. Controlled drug release and swelling % was studied in different pH values at 37 °C. Intrinsic viscosities were measured at 25 °C with Ostwald viscometer and applied the characteristic of solubility for these polymers and studied the biological activities.