The intent of this work was to synthesized, develop and characterize a novel dendrimer and drug-dendrimer solutions to resolve poorly aqueous solubility of glyburide which is an antidiabetic BSC class-II drug’s problem. Drug- dendrimer complex formation is one of the widely reported method for solubility enhancement of the drug which can increase the efficiency of the drug. A number of glyburide drug solutions were formulated with different quantities of G1, G2 and G3 dendrimers via Higuchi and Connors method. The effects of pH, dendrimer concentration and generation of dendrimers (G1-G3) on the aqueous solubility of drug was investigated and characterized by FT-IR, NMR ( 1 H and 13 C). The experimental outcomes recommended that solubility of glyburide was significantly enhanced with the increasing concentration of dendrimers as well as the generations of dendrimers.