Synthesis and structure characterization of three pharmaceutical compounds based on tinidazole compounds

Abstract

Abstract Tinidazole (TNZ), a 5-nitroimidazole derivative, has received increasing attention due to its pharmacological activities in treatment for amebic and parasitic infections. However, this pharmaceutical shows poor stability. In order to improve the stability of TNZ, we synthesized three novel drug supramolecular compounds successfully. The three compounds discussed in our work were constructed by TNZ and 2,6-dihydroxybenzoic acid (2,6-DHBA), 4-methylsalicylic acid (4-MAC) and 5-chloro-2-hydroxybenzoic acid (5-C-2-HBA). The N-H···O, O-H···O hydrogen bonds and weak C-H···O hydrogen bonds are the primary intermolecular force in the construction of the three compounds. Crystal structure analysis revealed that all the cocrystals exhibit three-dimensional supramolecular architectures. Furthermore, six primary synthons Ⅰ R22 (8), Ⅱ R21 (6), Ⅲ R22(12), Ⅳ R33(9), Ⅴ R22(12), Ⅵ R33(9) forming through various hydrogen bonds are founded in the three compounds. What’s more, resulting pharmaceutical supramolecular compounds showed improved stability. Single-crystal X-ray diffraction analysis, infrared spectroscopy (IR) and thermogravimetric analysis (TGA) are reported.