Synthesis, antimicrobial evaluation, and measurement of physical and thermo-acoustical parameters of novel 1,3,4-thiadiazole and benzo[d]imidazole scaffolds by ultrasonic studies

• Published in: Journal of the Iranian Chemical Society 2024-05, Vol.21 (5), p.1225-1243
• Main Authors: Saiyad, Anwar H., Godhani, Dinesh R., Mehta, Umang P., Parmar, Kuldip P., Mehta, Jignasu P.
• Format: Article
• Language: English
• Subjects: Acoustic impedance; Analytical Chemistry; Antimicrobial agents; Biochemistry; Chemistry; Chemistry and Materials Science; Compressibility; Dilution; E coli; Fungicides; Imidazole; Inorganic Chemistry; Internal pressure; Mass spectrometry; NMR; Nuclear magnetic resonance; Organic Chemistry; Parameters; Physical Chemistry; Solvents; Thiadiazoles
• ISSN: 1735-207X; 1735-2428
• DOI: 10.1007/s13738-024-02991-2

We prepared 15 novel series of 1,3,4-thiadiazole containing benzo[ d ]imidazole compounds for the development of potential antimicrobial agents ( 6a–o ). IR, 1 H NMR, 13 C NMR, and mass spectrometry were used to identify the bioactive structures of these compounds. Using the Broth Dilution method, the synthesized compounds were examined for antimicrobial activity against a variety of bacterial and fungal strains. Compounds 6j showed potency against bacterial strain P. aeruginosa , E. coli, and antifungal activity against A. clavatus at MIC values of 12.5 µg/mL, 50 µg/mL, and 100 µg/mL respectively. 6c , and 6e indicated antibacterial activity against P. aeruginosa at MIC values 62.5, and 50 µg/mL and antifungal activity against C. albicans MIC 250, 100, µg/mL respectively. Density ( ρ ), ultrasonic velocity ( U ), and viscosity ( η ) have been measured in a binary liquid mixture containing 1,3,4-thiadiazole and benzo[ d ]imidazole over the entire molality range at temperatures T  = (303.15,308.15,313.15 and 318.15) K and different solvent DMSO and DMF. The experimentally obtained data have been used to determine the thermo-acoustical parameters adiabatic compressibility ( κ s ), intermolecular free length ( L f ), acoustical impedance ( Z ), and internal pressure ( π ). It is observed that in DMSO solutions, solute–solute interactions exist whereas solvent–solute interactions are predominant in DMF systems. Graphical Abstract