Pyrazolyl-substituted 2(3H)-furanone was allowed to react with different nitrogen nucleophiles such as hydrazine hydrate, ethylenediamine, ethanolamine, and anthranilic acid to give pyrrolone and benzoxazinone derivatives. The acid hydrazide 3 was reacted with some carbonyl compounds such as 4-chlorobenzaldehyde, chloroacetyl chloride, and acetic anhydride to give thiazolidinone, oxadiazole, and pyridazinone derivatives. Selected examples of the synthesized compounds were evaluated as anticancer agents against three types of carcinoma cell lines (HePG 2, HCT116, and PC3), using Doxorubicin as a reference drug. The result revealed that some of the new compounds showed high activities. Compound 6a was more potent than the standard drug. A docking study using MOE 2008.10 program was performed.
A new series of N-heterocycles including pyridazinone, oxadiazole, triazolopyridazinone, and triazole derivatives were synthesized from the acid hydrazide via its reaction with certain carbon electrophiles.
The quinoline-acid hydrazide derivative was synthesized and transformed into a variety of interesting N-heterocycles like pyridazinone, oxadiazole, triazolopyridazine, and triazole derivatives. These N-heterocycles interacted with chitosan nanoparticles to produce different chitosan-heterocyclic nanocomposites. The nanocomposites obtained were characterized using Transmission electron microscopy, X-ray diffraction, and Fourier-transform infrared techniques and exhibited a somewhat narrow size distribution with an average particle size of 10-53 nm. The insecticidal activity for some of the synthesized N-heterocycles and their nanocomposites obtained were screened against Mythimna separata and Nilaparvata lugens. The obtained chitosan-N-heterocycles nanocomposites enhanced the insecticidal activity.