714915-40-9

Upstream product

• 103-02-6 acetone phenylhydrazone 
• 100-63-0 phenylhydrazine 
• 79-19-6 thiosemicarbazide 
• 21487-48-9 3-methyl-1-phenyl-1H-pyrazole-4-carbaldehyde 

Downstream Products

• 1522350-42-0 C₂₄H₂₄N₁₀PdS₂ 

Relevant academic research and scientific papers

Solution equilibrium, structural and cytotoxicity studies on Ru(η6-p-cymene) and copper complexes of pyrazolyl thiosemicarbazones

Solution chemical properties of two bidentate pyrazolyl thiosemicarbazones 2-((3-methyl-1-phenyl-1H-pyrazol-4-yl)methylene)hydrazinecarbothioamide (Me-pyrTSC), 2-((1,3-diphenyl-1H-pyrazol-4-yl)methylene)hydrazinecarbothioamide (Ph-pyrTSC), stability of their Cu(II) and Ru(η6-p-cymene) complexes were characterized in aqueous solution (with 30% DMSO) by the combined use of UV–visible spectrophotometry, 1H NMR spectroscopy and electrospray ionization mass spectrometry in addition to their solid phase isolation. The solid phase structures of Me-pyrTSC?H2O, [Ru(η6-p-cymene)(Me-pyrTSC)Cl]Cl and [Cu(Ph-pyrTSCH?1)2] were determined by single crystal X-ray diffraction. High stability mononuclear Ru(η6-p-cymene) complexes with (N,S) coordination mode are formed in the acidic pH range, and increasing the pH the predominating dinuclear [(Ru(η6-p-cymene))2(L)2]2+ complex with μ2-bridging sulphur donor atoms is formed (where L? is the deprotonated thiosemicarbazone). [CuL]+ and [CuL2] complexes show much higher stability compared to that of complexes of the reference compound benzaldehyde thiosemicarbazone. [CuL2] complexes predominate at neutral pH. Me-pyrTSC and Ph-pyrTSC exhibited moderate cytotoxicity against human colonic adenocarcinoma cell lines (IC50 = 33–76 μM), while their complexation with Ru(η6-p-cymene) (IC50 = 11–24 μM) and especially Cu(II) (IC50 = 3–6 μM) resulted in higher cytotoxicity. Cu(II) complexes of the tested thiosemicarbazones were also cytotoxic in three breast cancer and in a hepatocellular carcinoma cell line. No reactive oxygen species production was detected and the relatively high catalase activity of SUM159 breast cancer cells was decreased upon addition of the ligands and the complexes. In the latter cell line the tested compounds interfered with the glutathione synthesis as they decreased the concentration of this cellular reductant.

Synthesis, characterization, and antimicrobial activity of the ligand 3-methylpyrazole- 4-carboxaldehyde thiosemicarbazone and Its Pd(II) Complex

The synthesis and characterization of a new palladium(II) complex [Pd(MePhPzTSC)2] and its corresponding ligand 3-methylpyrazole-4-carboxaldehyde thiosemicarbazone (MePhPzTSC) are described. The bidentate ligand is coordinated to Pd(II) through the azomethine nitrogen atoms and sulfur in the form of thiol by deprotonation of the NH-C = S. The antimicrobial activity of these new compounds was evaluated against gram-negative (Escherichia coli, Klebsiella pneumoniae, and Pseudomonas aeruginosa) and gram-positive (Staphylococcus aureus and Bacillus thuringiensis) bacteria and two yeast strains (Candida albicans and Saccharomyces cerevisiae). Coordination of the ligand to the metallic ion showed improved antimicrobial activity compared to the free ligand. For the gram-positive bacteria the antimicrobial activity of the complex was higher than that of the positive control used. [Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the following free supplemental files: Additional figures and tables]