Synthesis and Structure Characterization of Three Pharmaceutical Compounds Based on Tinidazole

• Published in: Crystals (Basel) Vol. 13; no. 6; p. 947
• Main Authors: Li, Na, Chen, Yuting, Chen, Ruixin, Zhang, Mingjuan, Wu, Tingting, Liu, Kang
• Format: Journal Article
• Language: English
• Published: Basel MDPI AG 01.06.2023
• Subjects: Acids; Analysis; Bioavailability; Bonding strength; Bonds; Chemical bonds; Chemistry; cocrystals; Crystal structure; Diffraction; Dihydroxybenzoic acid; Hydrogen; Hydrogen bonds; Infrared analysis; Infrared spectroscopy; intermolecular; Intermolecular forces; Parasitic diseases; Pharmaceutical industry; Pharmaceuticals; Single crystals; Software; Solvents; Stability analysis; Structural analysis; Supramolecular compounds; supramolecule; synthon; Thermogravimetric analysis; Tinidazole; X-rays
• ISSN: 2073-4352; 2073-4352
• DOI: 10.3390/cryst13060947

Tinidazole (TNZ), a 5-nitroimidazole derivative, has received increasing attention due to its pharmacological activities in treatment for amebic and parasitic infections. In this paper, we synthesized three novel drug supramolecular compounds successfully based on TNZ. The three compounds discussed were formed 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 and O-H···O hydrogen bonds and weak C-H···O hydrogen bonds are the primary intermolecular forces in the construction of the three compounds. Crystal structure analysis revealed that all the compounds exhibit three-dimensional frameworks consisting of non-covalent interactions. Furthermore, six primary synthons, Ⅰ R22 (8), Ⅱ R21(6), Ⅲ R22(12), Ⅳ R33(9), Ⅴ R22(12), Ⅵ R33(9), formed through various hydrogen bonds are found in the three compounds. Moreover, the resulting pharmaceutical supramolecular compounds show improved stability. Single-crystal X-ray diffraction analysis, infrared spectroscopy (IR), element analysis, and thermogravimetric analysis (TGA) are reported.