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The present paper focuses on the synthesis and characterization of new hydrogels and drug delivery systems, designed for local therapy. The hydrogels were obtained by reacting PEG-ylated chitosan derivatives with citral in different molar ratios of their functionalities. The drug delivery systems were obtained by the in situ hydrogelation of PEG-ylated chitosan derivatives with citral, in the presence of a hydrophilic anti-inflammatory drug, diclofenac sodium salt. The hydrogels and the drug delivery systems were characterized from the structural, supramolecular and morphological points of view by FTIR spectroscopy, wide angle X-ray diffraction, polarized optical microscopy and scanning electron microscopy. The in vitro release kinetics of the drug has been monitored in physiological conditions, while the in vivo release was evaluated by the somatic pain model on rats. The in vitro enzymatic degradability of the …