Synthesis, structure and biological activity of new picolinohydrazonamide derivatives.

Abstract

Three new thiosemicarbazide derivatives are described in terms of synthesis, structure and biological activity. N'-(Morpholine-4-carbonothioyl)-4-(4-phenylpiperazin-1-yl)picolinohydrazonamide 2-methyltetrahydrofuran hemisolvate, 2C₂₁H₂₇N₇OS·C₅H₁₀O, 1, determined at 100 K, has orthorhombic (Pca2₁) symmetry and exhibits disorder. 4-(4-Phenylpiperazin-1-yl)-N'-(piperidine-1-carbonothioyl)picolinohydrazonamide-dimethylformamide-water (1/1/0.285), C₂₂H₂₉N₇S·C₃H₇NO·0.285H₂O, 2, determined at 100 K, has monoclinic (P2₁/c) symmetry. 4-(4-Phenylpiperazin-1-yl)-N'-(pyrrolidine-1-carbonothioyl)picolinohydrazonamide, C₂₁H₂₇N₇S, 3, determined at 100 K, has triclinic (P1) symmetry and exhibits disorder. Compounds 1 and 2 contain solvent molecules in their structure. All three studied compounds adopt the zwitterionic form and were tested for their microbiological activity on a model panel of Gram-positive and Gram-negative bacteria, as well as selected yeasts.