Synthesis, structure and biological activity of new picolinohydrazonamide derivatives

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, 2C 21 H 27 N 7 OS·C 5 H 10 O, 1 , determined at 100 K, has orthorhombic ( Pca 2 1 ) symmetry and exhibits disorder. 4-(4-Phenylpiperazin-1-yl)- N ′-(piperidine-1-carbonothioyl)picolinohydrazonamide–dimethylformamide–water (1/1/0.285), C 22 H 29 N 7 S·C 3 H 7 NO·0.285H 2 O, 2 , determined at 100 K, has monoclinic ( P 2 1 / c ) symmetry. 4-(4-Phenylpiperazin-1-yl)- N ′-(pyrrolidine-1-carbonothioyl)picolinohydrazonamide, C 21 H 27 N 7 S, 3 , determined at 100 K, has triclinic ( P 1 ) 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.