68101-16-6

Upstream product

• 613-94-5 benzoic acid hydrazide 
• 17422-74-1 3-Formylchromone 
• 108-95-2 phenol 
• 122-79-2 Phenyl acetate 
• 118-93-4 o-hydroxyacetophenone 

Relevant academic research and scientific papers

Synthesis of 3-(5-aryl-1,3,4-oxadiazol-2-yl)chromones

A general procedure was proposed for the synthesis of 3-(5-aryl-1,3,4-oxadiazol-2-yl)chromones by reaction of 3-formylchromone with aroylhydrazines, transformation of the corresponding acylhydrazones into 1,3-dipoles by the action of bromine in the presence of sodium acetate, and intramolecular ring closure.

Design, synthesis, antimicrobial and antioxidant activity of 3-formyl chromone hydrazone and their metal (II) complexes

In search of a new antimicrobial and antioxidant with improved potency, we designed and synthesized a pair of chromone hydrazones and their transition metal complexes. The characterization and elucidation of the structure of the prepared compounds were performed by elemental analysis, IR, electronic, EPR and thermo gravimetric analyzes, as well as conductivity and magnetic susceptibility measurements. The EPR spin Hamiltonian parameters of copper complexes were calculated. The spectroscopic data showed that the ligands act as a monobasic tridentate. The coordination sites with the metal (II) ion are pyrone oxygen, azomethine nitrogen and hydrazonic oxygen. Hydrazones and their metal complexes have shown antimicrobial activity against Gram-positive bacteria (S. aureus and B. subtilis); Gram-negative bacteria (P. aeruginosa and E. coli) and fungus (C. albicans) and also the synthesized ligands were tested for their antioxidant activity in vitro by DPPH scanning and the ABTS radical method. The substitution requirements for favorable antioxidant activity were investigated. Compounds containing a phenolic hydroxyl group at the imine (azomethine) position as well as an additional electron donor group exhibited lower IC50 values and the result shows that all hydrazones have a significant antioxidant activity compared to the standard antioxidants Trolox.

Synthesis of 3-(5-aryl-1,3,4-oxadiazol-2-yl)chromones

A general method was proposed for the synthesis of 3-(5-aryl-1,3,4-oxadiazol-2-yl)chromones starting from 3-formylchromone. This aldehyde yields acylhydrazones, from which the corresponding unstable nitrile imines are generated. These intermediates undergo intramolecular 1,3-dipolar cycloaddition.

Chromone dioxadiazole compound as well as preparation method and application thereof

The preparation method comprises the following steps: adding an intermediate F and bis (acetoxy) iodobenzene to dichloromethane for reaction to obtain the chromone compound. The invention provides a novel chromone dioxadiazole compound and a preparation method thereof, and overcomes the defects of large toxicity and high preparation cost of the traditional method.

Design and syntheses of novel N′-((4-oxo-4H-chromen-3-yl)methylene) benzohydrazide as inhibitors of cyanobacterial fructose-1,6-/sedoheptulose-1,7- bisphosphatase

Cyanobacterial fructose-1,6-/sedoheptulose-1,7-bisphoshatase (Cy-FBP/SBPase) is an important target enzyme for finding inhibitors to solve harmful algal bloom (HAB). In this study, as potential inhibitors of Cy-FBP/SBPase, a series of novel chromone-connecting benzohydrazone compounds (Novel N′-((4-oxo-4H-chromen-3-yl)methylene)benzohydrazide) were designed and synthesized. Their inhibitory activities against Cy-FBP/SBPase were further examined in vitro. Some of these compounds, such as f6-f8, f11, f12 and f16, exhibit higher inhibitory activities (IC50 = 11.2-16.1 μM), especially, the compound f7 was identified as the most potent inhibitor with IC50 value of 11.2 μM. The probable binding-mode of compound f7 was further analyzed carefully by molecular docking methods. These results indicate that compound f7 could be used as a lead compound for further optimization and might have potential to be developed as a new algicide.

Rare earth complexes with 3-carbaldehyde chromone-(benzoyl) hydrazone: Synthesis, characterization, DNA binding studies and antioxidant activity

A new ligand, 3-carbaldehyde chromone-(benzoyl) hydrazone (L), was prepared by condensation of 3-carbaldehyde chromone with benzoyl hydrazine. Its four rare earth complexes have been prepared and characterized on the basis of elemental analyses, molar conductivities, mass spectra, 1H NMR spectra, UV-vis spectra, fluorescence studies and IR spectra. The Sm(III) complex exhibits red fluorescence under UV light and the fluorescent properties of Sm(III) complex in solid state and different solutions were investigated. In addition, the DNA binding properties of the ligand and its complexes have been investigated by electronic absorption spectroscopy, fluorescence spectra, ethidium bromide displacement experiments, iodide quenching experiments, salt effect and viscosity measurements. Experimental results suggest that all the compounds can bind to DNA via an intercalation binding mode. Furthermore, the antioxidant activities of the ligand and its complexes were determined by superoxide and hydroxyl radical scavenging methods in vitro. The rare earth complexes were found to possess potent antioxidant activities that are better than those of the ligand alone.

3-Formylchromones: Potential antiinflammatory agents

The synthesis and characterization of 3-formylchromone (1) and its derivatives 2-24 and evaluation of their potential antiinflammatory activities is reported here. These compounds were characterized by 1H NMR, EI MS, IR, and UV spectroscopic techniques and elemental analysis. The synthesized compounds were evaluated by using various in vitro and in vivo assay models for antiinflammatory activity and their effects were compared with known standard drug such as aspirin and indomethacin. Among all tested compounds, 1, 2, 5, 6, 9, 14, 16-19, 21-23, showed promising antiinflammatory activities. The results and SAR has been discussed in this report. The synthesis and potential antiinflammatory activities of 3-formylchromone (1) and its derivatives 2-24 is reported here. The synthesized compounds were evaluated by using various in vitro and in vivo assay models for antiinflammatory activity.