64481-10-3

Usage

Chemical Properties

light yellow crystalline powder

InChI:InChI=1/C10H4Cl2O3/c11-6-1-7-9(14)5(3-13)4-15-10(7)8(12)2-6/h1-4H

Upstream product

• 68-12-2 N,N-dimethyl-formamide 
• 3321-92-4 1-(3,5-dichloro-2-hydroxyphenyl)-ethanone 
• 875290-26-9 acetoxy(6,8-dichloro-4-oxo-4H-chromen-3-yl)methyl acetate 
• 120-83-2 2,4-dichlorophenol 

Downstream Products

• 478375-85-8 4-[1-(6,8-Dichloro-4-oxo-4H-chromen-3-yl)-meth-(Z)-ylidene]-5-methyl-2-phenyl-2,4-dihydro-pyrazol-3-one 
• 72798-31-3 6,8-dichloro-4-oxo-4H-chromene-3-carboxylic acid 
• 1063738-09-9 6,8-dichloro-3-((Z)-2-(4-nitrophenyl)-2-(1H-tetrazol-5-yl)vinyl)-4H-chromen-4-one 
• 1097213-84-7 C₂₀H₁₁Cl₂N₃O₃ 
• 1162661-47-3 ethyl 3-acetyl-5-(3,5-dichloro-2-hydroxybenzoyl)-2-hydroxybenzoate 
• 1162661-57-5 ethyl 3-(5-(3,5-dichloro-2-hydroxybenzoyl)-2-hydroxyphenyl)-3-oxopropanoate 
• 1242460-91-8 C₁₆H₈Cl₂F₂N₂O₂ 

Relevant academic research and scientific papers

One pot and metal-free approach to 3-(2-Hydroxybenzoyl)-1-aza-anthraquinones

Herein, a direct strategy to synthesize 3-(2-hydroxybenzoyl)-1-aza-anthraquinones with excellent efficiency,mild conditions, and benign functional group compatibilitywas reported. Avariety of 3-formylchromone compounds were employed as compatible substrates and this protocol gave the 3-(2-hydroxybenzoyl)-1-aza-anthraquinone derivatives in good to excellent yields without inert gas and expensive transition metal catalysts. Some compounds displayed good anti-proliferative activities.

Thiazolidine-2,4-diones derivatives as PPAR-γ agonists: Synthesis, molecular docking, in vitro and in vivo antidiabetic activity with hepatotoxicity risk evaluation and effect on PPAR-γ gene expression

A library of conjugates of chromones and 2,4-thiazolidinedione has been synthesized by Knoevenagel condensation followed by reduction using hydrogen gas and Pd/C as a catalyst. Compounds 5c and 5e were most effective in lowering the blood glucose level comparable to standard drug pioglitazone. Compound 5e exhibited potent PPAR-γ transactivation of 48.72% in comparison to pioglitazone (62.48%). All the molecules showed good glide score against the PPAR-γ target in molecular docking study. PPAR-γ gene expression was significantly increased by compound 5e (2.56-fold) in comparison to standard drug pioglitazone. Compounds 5e and 5c did not cause any damage to the liver and may be considered as promising candidates for the development of new antidiabetic agents.

Improved flavodoxin inhibitors with potential therapeutic effects against Helicobacter pylori infection

Helicobacter pylori (Hp) infection affects one-half of the human population and produces a variety of diseases from peptic ulcer to cancer. Current eradication therapies achieve modest success rates (around 70%), resistance to the antibiotics of choice is on the rise, and vaccination has not proved to be successful yet. Using an essential Hp protein, flavodoxin, as target, we identified three low-molecular-weight flavodoxin inhibitors with bactericidal anti-Hp properties. To improve their therapeutic indexes, we have now identified and tested 123 related compounds. We have first tested similar compounds available. Then we have designed, synthesized, and tested novel variants for affinity to flavodoxin, MIC for Hp, cytotoxicity, and bactericidal effect. Some are novel bactericidal inhibitors with therapeutic indexes of 9, 38 and 12, significantly higher than those of their corresponding leads. Developing novel Hp-specific antibiotics will help fighting Hp resistance and may have the advantage of not generally perturbing the bacterial flora.

Ceric ammonium nitrate catalyzed efficient and chemoselective method for protection and deprotection of 4-oxo-4H-1-benzopyran-3-carbaldehydes

A chemoselective, solvent-free, mild and efficient method for the synthesis of acylals and their deprotection to 4-oxo-4H-1-benzopyran-3-carbaldehydes catalyzed by ceric ammonium nitrate (CAN) are carried out in good yields and all compounds 2a-h are characterized by IR, 1H NMR and 13C NMR spectral data.

Synthesis of 3-(3-alkyl-5-thioxo-1H-4,5-dihydro-1,2,4-triazol-4-yl) aminocarbonylchromones

A series of 3-(3-alkyl-5-thioxo-1H-4,5-dihydro-1,2,4-triazol-4-yl) aminocarbonylchromones has been prepared by oxidation of 3-formylchromone with Jones' reagent followed by reaction with 3-alkyl-4-amino-4,5-dihydro-1,2,4- triazole-5(1H)-thione in the presence of POCl3. The structures of the compounds were confirmed by IR, LC-MS, and 1H NMR spectra and elemental analyses.

2-Hydroxy Ketones, V. --- Preperation of Substituted Chromones

Various 2-hydroxyacetophenone derivatives react with Vilsmeier reagent according to the Harnisch method to give the substituted chromones 2b-i, which have been identified by elemental analyses and IR and 1H-NMR spectra.