5351-82-6

Usage

Structural features

Contains a hydrazinecarbothioamide molecule with a nitro-oxocyclohexa-2,4-dien-1-ylidene group attached

Potential applications

Pharmaceutical and agricultural industries

Safety precautions

Specific handling requirements due to potential reactivity and chemical properties

Upstream product

• 79-19-6 thiosemicarbazide 
• 97-51-8 5-Nitrosalicylaldehyde 

Downstream Products

• 21374-97-0 C₈H₁₀N₄OS 

Relevant academic research and scientific papers

Synthesis, screening and biological activity of potent thiosemicarbazone compounds as a tyrosinase inhibitor

Tyrosinase plays an essential role in melanogenesis. Tyrosinase inhibition may not only be a means to alleviate skin hyperpigmentation, but also the most effective method for fruit and vegetable preservation. Thiosemicarbazone compounds have received enormous attention because of their potential therapeutic activities due to their antitumoral, antibacterial and antimalarial properties. In this study, we focused on the screening, toxicity, interaction and inhibitory activities of potent thiosemicarbazone compounds as novel tyrosinase inhibitors. The results showed that the inhibitor effectiveness was drastically reduced by the absence of the ortho-hydroxyl group and was improved by changing the substituents of benzaldehyde. To develop a pharmacophore model, we explored the binding mode of thiosemicarbazone compounds in the active site of tyrosinase. Docking analysis using an AUTODOCK program was conducted to explain the flexible thiosemicarbazone molecules binding with the active site of tyrosinase, because of their perfect match with both the active site and the substrate channel of tyrosinase in both size and hydrophobicity. Their binding was mainly stabilized via both the coordination of the sulfur and nitrogen atoms in the inhibitors to binuclear copper in the tyrosinase active site. Further complementary studies on these types of inhibitors, such as for potential drug candidates for treating abnormal melanin pigmentation and inhibiting food or fruit browning, are still needed.

Synthesis, structures and antimicrobial activity of 5-nitro-salicylaldehyde-thiosemicarbazonates of zinc(II) coordinated to substituted bipyridines/phenanthrolines

Reactions of zinc(II) with 5-nitro-salicylaldehyde-N1-substituted thiosemicarbazones {(5-NO2-2-HO–C6H4)C2(H)[dbnd]N3–N2H–C1([dbnd]S)–N1HR; R = H, H2/s

Synthesis of 5-nitro-salicylaldehyde-N-substituted thiosemicarbazonates of copper(II): Molecular structures, spectroscopy, ESI-mass studies and antimicrobial activity

Equimolar reactions of copper(II) acetate with 5-nitro-salicylaldehyde-N1-substituted thiosemi carbazones, [5-NO2-2-HO–C6H4-C2(H)[dbnd]N3–N2H–C1([dbnd]S)–N1

Synthesis, spectroscopy, structures and antimicrobial activity of mixed-ligand zinc(ii) complexes of 5-nitro-salicylaldehyde thiosemicarbazones

A series of new complexes of zinc(ii) with 5-nitro-salicylaldehyde-N1-substituted thiosemicarbazones {5-NO2-C6H4(2-OH)-C2(H)=N3-N2H-C1(=S)-N1HR; H2/su

Design, Synthesis, and Evaluation of 3-((4-(t-Butyl)-2-(2-benzylidenehydrazinyl)thiazol-5-yl)methyl)quinolin-2(1H)-ones as Neuraminidase Inhibitors

A series of novel 3-((4-(t-butyl)-2-(2-benzylidenehydrazinyl)thiazol-5-yl)methyl)quinolin-2(1H)-ones (7a-7z) were designed, synthesized and evaluated for their ability of inhibiting neuraminidase (NA) of in?uenza H1N1 virus. Some compounds displayed moder

Synthesis and characterization of some new Cu(II), Ni(II) and Zn(II) complexes with salicylidene thiosemicarbazones: Antibacterial, antifungal and in vitro antileukemia activity

Thirty two new Cu(II), Ni(II) and Zn(II) complexes (1-32) with salicylidene thiosemicarbazones (H2L1-H2L10) were synthesized. Salicylidene thiosemicarbazones, of general formula (X)N-NH-C(S)-NH(Y), were prepared

Synthesis, characterization, and catalytic activity of a polymer-supported copper(II) complex with a thiosemicarbazone ligand

A thiosemicarbazone Cu(II) complex anchored to a polystyrene framework has been synthesized and characterized by analytical and spectroscopic techniques. The complex was found to be a highly active catalyst for the oxidation of various organic substrates including alkenes and alcohols using H 2O2 as oxidant. The reaction conditions were optimized with respect to temperature, solvent, oxidant, catalyst amount, and substrate to peroxide ratio. The heterogeneous catalyst was reused five times without significant loss of activity. A comparison between the catalytic activities of this polymer-supported Cu(II) complex and its homogeneous analogue was carried out.

Synthesis, antibacterial and antifungal activity of some new thiazolylhydrazone derivatives containing 3-substituted cyclobutane ring

A series of Schiff bases, combining 2,4-disubstituted thiazole and cyclobutane rings, and hydrazone moieties in the same molecule, was synthesized, characterized and evaluated for screening antibacterial and antifungal activities on microorganisms, respec

Salicylaldehyde thiazolyl hydrazones as ligands

Novel bidentate Schiff base ligands, 2-(2-hydroxy-5-chloro/nitro)benzaldehyde-[4-(3-methyl-3-mesitylcyclobutyl)-1,3-t hiazol-2-yl]hydrazone, and their metal complexes have been prepared and characterized by elemental analyses, IR, 13C and 1H NMR spectra, and magnetic susceptibility measurements. All the complexes were found to be mononuclear.