15075-87-3

Upstream product

• 1452-63-7 picolinic acid hydrazide 
• 90-02-8 salicylaldehyde 
• 89-95-2 2-methyl-benzyl alcohol 
• 98-98-6 2-Picolinic acid 
• 2524-52-9 ethyl-2-picolinate 

Downstream Products

• 77846-48-1 aquo(N(-picolinamido)salicylaldiminato)oxovanadium(IV) 
• 60392-74-7 SnCl₄(C₅H₄NCONHNCHC₆H₄OH) 
• 81048-72-8 SnBr₄(C₅H₄NCONHNCHC₆H₄OH) 
• 81048-73-9 SnI₄(C₅H₄NCONHNCHC₆H₄OH) 
• 80711-07-5 C₆H₅SnCl₃(C₅H₄NCONHNCHC₆H₄OH) 
• 77846-40-3 dichlorobis(N-(picolinamido)salicylaldimine)manganese(II) 
• 77846-42-5 dichlorobis(N-(picolinamido)salicylaldimine)nickel(II) 
• 77846-41-4 dichlorobis(N-(picolinamido)salicylaldimine)cobalt(II) 

Relevant academic research and scientific papers

Assembling Dysprosium Dimer Units into a Novel Chain Featuring Slow Magnetic Relaxation via Formate Linker

A dinuclear complex [DyLClCH3OH)]2 (1) and a one-dimensional compound [DyL(HCOO)(CH3OH)]n (2) have been synthesized using an organic ligand of N′-(2-hydroxybenzylidene)picolinohydrazide (H2L). Complex

N-acylhydrazones confer inhibitory efficacy against New Delhi metallo-β-lactamase-1

The expression of β-lactamases, especially metallo-β-lactamases (MβLs) in bacteria is one of the main causes of drug resistance. In this work, an effective N-acylhydrazone scaffold as MβL inhibitor was constructed and characterized. The biological activity assays indicated that the synthesized N-acylhydrazones 1–11 preferentially inhibited MβL NDM-1, and 1 was found to be the most effective inhibitor with an IC50 of 1.2 μM. Analysis of IC50 data revealed a structure–activity relationship, which is that the pyridine and hydroxylbenzene substituents at 2-position improved inhibition of the compounds on NDM-1. ITC and enzyme kinetics assays suggested that it reversibly and competitively inhibited NDM-1 (Ki = 0.29 ± 0.05 μM). The synthesized N-acylhydrazones showed synergistic antibacterial activities with meropenem, reduced 4–16-fold MIC of meropenem on NDM-1- producing E. coli BL21 (DE3), while 1 restored 4-fold activity of meropenem on K. pneumonia expressing NDM-1 (NDM-K. pneumoniae). The mice experiments suggested that 1 combined meropenem to fight against NDM-K. pneumoniae infection in the spleen and liver. Cytotoxicity assays showed that 1 and 2 have low cytotoxicity. This study offered a new framework for the development of NDM-1 inhibitors.

Vanadium–Schiff base complex-functionalized SBA-15 as a heterogeneous catalyst: synthesis, characterization and application in pharmaceutical sulfoxidation of sulfids

VO2(picolinichydrazone) complex as a catalyst was stabilized on a SBA-15 mesoporous silica as a catalytic support by using (3-chloropropyl)triethoxysilane as a connector. SBA-15 is nanoporous and has a high ratio of surface area to volume. The immobilization of a metal–Schiff base complex to the surface area of SBA-15 can improve its catalytic effects by increasing the catalytic surface area. Unlike homogeneous catalysts, heterogeneous catalysts can be recovered and reused several times without any significant loss of catalytic activity. A vanadium–Schiff base complex-functionalized SBA-15 was synthesized by covalency connected by a pre-synthesised VO2(picolinichydrazone) complex to silanated SBA-15. The synthesized vanadium–Schiff base complex was characterized by proton nuclear magnetic resonance (1H NMR) spectroscopy, carbon nuclear magnetic resonance (13C NMR) spectroscopy and Fourier transform infrared spectroscopy (FT-IR), and the final V/SBA-15 was characterized by FT-IR, ultraviolet–visible spectrophotometry and X-ray powder diffraction. The morphology of V/SBA-15 was also obtained by scanning electron microscopy and transmission electron microscopy. The catalytic effect was examined by using V/SBA-15 as a heterogeneous catalyst in sulfoxidation reactions. The synthesis of modafinil and modafinic acid by pharmaceutical sulfoxidation of solfides was carried out and the effects of different solvents, reaction times and also recoverability and reusability of the heterogeneous catalyst were investigated. This catalyst showed high yield of sulfide conversion, stability and recyclability in the sulfoxidation of sulfides.

Potent antimicrobial agents against azole-resistant fungi based on pyridinohydrazide and hydrazomethylpyridine structural motifs

Abstract Schiff base derivatives have recently been shown to possess antimicrobial activity, and these derivatives include a limited number of salicylaldehyde hydrazones. To further explore this structure-activity relationship between salicylaldehyde hydrazones and antifungal activity, we previously synthesized and analyzed a large series of salicylaldehyde and formylpyridinetrione hydrazones for their ability to inhibit fungal growth of both azole-susceptible and azole-resistant species of Candida. While many of these analogs showed excellent growth inhibition with low mammalian cell toxicity, their activity did not extend to azole-resistant species of Candida. To further dissect the structural features necessary to inhibit azole-resistant fungal species, we synthesized a new class of modified salicylaldehyde derivatives and subsequently identified a series of modified pyridine-based hydrazones that had potent fungicidal antifungal activity against multiple Candida spp. Here we would like to present our synthetic procedures as well as the results from fungal growth inhibition assays, mammalian cell toxicity assays, time-kill assays and synergy studies of these novel pyridine-based hydrazones on both azole-susceptible and azole-resistant fungal species.

Mechanistic differences between in vitro assays for hydrazone-based small molecule inhibitors of anthrax lethal factor

A systematically generated series of hydrazones were analyzed as potential inhibitors of anthrax lethal factor. The hydrazones were screened using one UV-based and two fluorescence-based in vitro assays. The study identified several inhibitors with IC50 values in the micromolar range, and importantly, significant differences in the types of inhibition were observed with the different assays.

Oxovanadium(IV,V) complexes of salicylidene-2-picoloyl hydrazone Schiff base and related ligands

Oxovanadium(iv,v) complexes having O4N coordination environment have been synthesized in the solid state, formulated as M[VO2(L/ L′/L″)(H2O)], where M = K or NH4; H 2(L/L′/L″) is the Schiff base ligand, obtained by condensation of salicylaldehyde with 2-picoloyl (L), 2-quinoloyl (L′), 8-quinoloyl (L″) hydrazides. Dimeric complexes having the formulation [(VOL)2μ-O] have also been synthesized. Both the salicylidene-picoloyl hydrazone and the salicylidene-2-quinoloyl hydrazone ligands, in their dideprotonated form, coordinate to both vanadium in its +4 and +5 state, through O, N, O donor atoms, while, the ligand H2L″ will act as a NNO donor ligand. Thus, in the dioxo vanadium complexes with the ligands L and L′, the central vanadium core will have the O4N environment, which can be treated as a model to mimic the active site of vanadium haloperoxidases.

Some Selected Lanthanide Complexes of Schiff Bases Derived by Condensing Salicylaldehyde, o-Hydroxyacetophenone and 2-Hydroxynaphthaldehyde with Benzoyl and 2-Picoloyl Hydrazides

Lanthanum(III), cerium(III), praseodymium(III), neodymium(III), samarium(III), gadolinium(III), terbium(III), dysprosium(III) and yttrium(III) complexes of salicylaldehyde benzoyl hydrazone (H2L), salicylaldehyde 2-picoloyl hydrazone (H2L'), and of o-hydr