Synthesis and Crystal Structure of Thioureas with Structural Isoniazid, Niazid and Picolinohidrazide

Three novel compounds with potential antitubercular activity—N-(2-isonicotinoylhydrazine-1-carbonothioyl)benzamide (3), N-(2-nicotinoylhydrazine-1-carbonothioyl)benzamide (4), and N-(2-picolinoylhydrazine-1-carbonothioyl)benzamide (5) were synthesized in good yields via the reaction of benzoyl isothiocyanate with isonicotinic hydrazide, nicotinic hydrazide, and picolinic hydrazide in acetonitrile, respectively. The crystal structures of compounds (3) and (5) were determined by single-crystal X-ray diffraction analysis; both structures exhibit intramolecular C=O···H-N hydrogen bonds, as well as C=S···H-N interactions. Computational pharmacological studies, ADME profiling, and molecular docking were performed for the three synthesized compounds, indicating that they represent promising candidates as alternatives to current tuberculosis treatment regimens, owing to their predicted favorable pharmacokinetic profile and binding affinity for the Mycobacterium tuberculosis InhA enzyme.