83796-44-5

Upstream product

• 120-57-0 piperonal 
• 5351-69-9 4-Phenyl-3-thiosemicarbazide 
• 103-72-0 phenyl isothiocyanate 
• 302-01-2 hydrazine 

Downstream Products

• 97811-67-1 benzo[1,3]dioxol-5-carbaldehyde (4-oxo-3-phenyl-thiazolidin-2-ylidene)-hydrazone 
• 1352827-25-8 [CuCl(2-(benzo[d][1,3]dioxol-5-ylmethylene)-N-phenylhydrazinecarbothioamide)((C₇H₅O₂)CHN₂C(S)NHPh)] 

Relevant academic research and scientific papers

Synthesis and characterization of mixed-ligand diimine-piperonal thiosemicarbazone complexes of ruthenium(II): Biophysical investigations and biological evaluation as anticancer and antibacterial agents

We have used a novel microwave-assisted method developed in our laboratories to synthesize a series of ruthenium-thiosemicarbazone complexes. The new thiosemicarbazone ligands are derived from benzo[d][1,3]dioxole-5- carbaldehyde (piperonal) and the complexes are formulated as [(diimine) 2Ru(TSC)](PF6)2 (where the TSC is the bidentate thiosemicarbazone ligand). The diimine in the complexes is either 2,2′-bipyridine or 1,10-phenanthroline. The complexes have been characterized by spectroscopic means (NMR, IR and UV-Vis) as well as by elemental analysis. We have studied the biophysical characteristics of the complexes by investigating their anti-oxidant ability as well as their ability to disrupt the function of the human topoisomerase II enzyme. The complexes are moderately strong binders of DNA with binding constants of 104 M -1. They are also strong binders of human serum albumin having binding constants on the order of 104 M-1. The complexes show good in vitro anticancer activity against human colon cancer cells, Caco-2 and HCT-116 and indeed show some cytotoxic selectivity for cancer cells. The IC50 values range from 7 to 159 μM (after 72 h drug incubation). They also have antibacterial activity against Gram-positive strains of pathogenic bacteria with IC50 values as low as 10 μM; little activity was seen against Gram-negative strains. It has been established that all the compounds are catalytic inhibitors of human topoisomerase II.

One-pot and catalyst-free synthesis of thiosemicarbazones via multicomponent coupling reactions

A novel and efficient procedure for the synthesis of thiosemicarbazones has been achieved via a multicomponent and catalyst-free reaction of phenyl or p-chlorophenyl isothiocyanate, hydrazine, and aldehydes or ketones. The method afforded 20 thiosemicarba