33185-97-6

Usage

Uses

Used in Pharmaceutical Research and Drug Development:
(E)-4-(4-chlorophenyl)-2-oxo-but-3-enoic acid is used as a research compound for its potential therapeutic properties in the pharmaceutical industry. Its application is driven by the need to explore novel treatments for various diseases, particularly those with inflammatory and tumorigenic components.
Used in Anti-inflammatory Applications:
In the medical field, (E)-4-(4-chlorophenyl)-2-oxo-but-3-enoic acid is used as an anti-inflammatory agent. Its application is based on the compound's potential to alleviate inflammation, which can be a critical factor in numerous health conditions and diseases.
Used in Anti-tumor Applications:
(E)-4-(4-chlorophenyl)-2-oxo-but-3-enoic acid is also used as an anti-tumor agent in oncology. The application is due to its potential to inhibit or modulate biological pathways associated with tumor growth and progression, offering a promising avenue for cancer treatment development.
Used in Chemical Synthesis:
In the chemical industry, (E)-4-(4-chlorophenyl)-2-oxo-but-3-enoic acid may be used as a building block or intermediate in the synthesis of more complex molecules with specific applications in various fields, including materials science, agrochemicals, and specialty chemicals. Its application is driven by the need for versatile and functionalized chemical intermediates to create novel compounds with tailored properties.

InChI:InChI=1/C10H7ClO3/c11-8-4-1-7(2-5-8)3-6-9(12)10(13)14/h1-6H,(H,13,14)/b6-3+

Upstream product

• 79-37-8 oxalyl dichloride 
• 99-91-2 para-chloroacetophenone 
• 222052-48-4 sodium 4-chlorobenzylidenepyruvate 
• 104-88-1 4-chlorobenzaldehyde 
• 127-17-3 2-oxo-propionic acid 
• 1000400-63-4 potassium 4-(4-chlorophenyl)-2-oxobut-3-enoate 
• 113-24-6 sodium pyruvate 

Downstream Products

• 158977-54-9 (E)-2-[(1-Amino-4-methyl-6-oxo-1,6-dihydro-pyrimidin-2-yl)-hydrazono]-4-(4-chloro-phenyl)-but-3-enoic acid 
• 863034-64-4 5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4,5-dihydro-1H-pyrazole-3-carboxylic acid 
• 1301264-36-7 3-[5-amino-1-(4-chlorophenyl)-1H-1,2,4-triazol-3-ylamino]-5-(4-chlorophenyl)furan-2(5H)-one 
• 2019-34-3 3-(4-chlorophenyl)propanoic acid 
• 1075-77-0 (E)-4-chlorocinnamic aldehyde 
• 875018-50-1 2-hydroxy-4-(p-chlorophenyl)but-3-enoic acid 
• 140632-56-0 (E)-(R)-4-(4-Chloro-phenyl)-2-hydroxy-but-3-enoic acid 
• 145784-33-4 (3E)-4-(4-chlorophenyl)-2-oxobut-3-enoic acid ethyl ester 
• 1172581-62-2 5-(4-chlorophenyl)-1,2,3,4,5,8-hexahydro-2,4-dioxopyrido[2,3-d]pyrimidine-7-carboxylic acid 
• 1172581-66-6 5-(4-chlorophenyl)-1,2,3,4,5,8-hexahydro-1,3-dimethyl-2,4-dioxopyrido[2,3-d]pyrimidine-7-carboxylic acid 
• 1322745-63-0 4-(4-chlorophenyl)-5-cyano-6-methylpyridine-2-carboxylic acid amide 
• 1322745-47-0 4-(4-chlorophenyl)-6-methylpyridine-2,5-dicarbonitrile 
• 1253519-07-1 5-cyano-4-(4-chlorophenyl)-6-methylpyridine-2-carboxylic 
• 1295568-22-7 C₁₀H₇Br₂ClO₃ 

Relevant academic research and scientific papers

Synthetic approach for novel fluorine substituted thiadiazaphosphole fused 1,2,4-triazinopyridiazine moieties as bactericidal agents

Novel fluorine substituted thiadiazaphosphole fused 1,2,4-triazino pyridiazines (7 and 8) were synthesized by refluxing of 4-amino-6-styryl-3-mercapto-1,2,4-triazin-5-one (2) with triethylphosphite and/or triethylphospate in dry ethyl benzene followed by cycloaddition with hydrazine in warm ethanol-piperidine and finally boil with trifluoroacetic anhydride in dioxane. Structure of the products was elucidated with the help of elemental analysis and spectral data. All the target compounds evaluated as bactericidal agents against Escherichia coli compared with chloromycetin as standard antibiotic.

Asymmetric 1,4-Addition of Arylboronic Acids to β,γ-Unsaturated α-Ketoesters using Heterogeneous Chiral Metal Nanoparticle Systems

Asymmetric 1,4-addition reactions with β,γ-unsaturated α-ketoesters are valuable because the resulting chiral ketoester compounds can be converted into various useful species that are often used as chiral building blocks in drug and natural product synthesis. However, β,γ-unsaturated α-ketoesters have two reactive points in terms of nucleophilic additions, which will lead to the 1,4-adduct, the 1,2-adduct and to the combined 1,4- and 1,2-adduct. Therefore, controlling this chemoselectivity is an important factor for the development of these transformations. Here, we developed an asymmetric 1,4-addition of aryl boronic acids to β,γ-unsaturated α-ketoesters by using heterogeneous chiral rhodium nanoparticle systems with a chiral diene ligand bearing a secondary amide moiety. The newly developed polydimethylsilane-immobilized rhodium nanoparticle catalysts showed high activity, high chemoselectivity, and excellent enantioselectivity, and this is the first heterogeneous catalytic system for this asymmetric reaction. Metal nanoparticle catalysts were recovered and reused without loss of activity or leaching of metal. (Figure presented.).

Purification and enzymatic characterization of trans-o-hydroxybenzylidenepyruvate hydratase-aldolase from Rhodococcus opacus and enzymatic formation of α, β-unsaturated ketones

Trans-o-hydroxybenzylidenepyruvate (tHBPA) hydratase-aldolase (RnoE) catalyzes the conversion of tHBPA to 2-hydroxybenzaldehyde and pyruvate. We purified RnoE from Rhodococcus opacus and characterized its enzymatic properties. It exhibited maximum enzyme activity at 60°C and catalyzed the reverse reaction, converting various aromatic benzaldehydes and pyruvate to benzylidenepyruvate, indicating that this enzyme can be adapted for the enzymatic synthesis of α, β-unsaturated ketones.

Synthesis and cytotoxicity of new 2-oxo-7-phenyl-2,3-dihydrothiazolo[4,5-b]pyridine-5-carboxylic acid amides

The synthesis and anticancer activity evaluation of new thiazolo[4,5-b]pyridine-5-carboxylic acid amides is described. The structures of the synthesized compounds were confirmed by spectroscopic data and a single crystal X-ray diffraction analysis for 2.4

Iridium/f-Amphox-Catalyzed Asymmetric Hydrogenation of Styrylglyoxylamides

We report an iridium-catalyzed asymmetric hydrogenation reaction for the preparation of chiral homophenylalanine derivatives. Catalyzed by an iridium/f-amphox complex, the asymmetric hydrogenation of styrylglyoxylamides was conducted smoothly with turnover numbers of up to 10,000 and up to 98% ee. This method was successfully applied in a synthesis of a fragment of benazepril, a drug used for the treatment of high blood pressure.

Photoactivity hexahydroquinolinone and preparation method thereof

The invention discloses photoactivity hexahydroquinolinone and a preparation method thereof. The photoactivity hexahydroquinolinone is a diastereoisomer consisting of a compound shown as a formula I and a compound shown as a formula II, wherein a diastere

An expedient synthesis strategy to the 1,4-dihydropyridines and pyrido[1,2-a]quinoxalines: iodine catalyzed one-pot four-component domino reactions

Another aspect concerning enaminone chemistry leading to the one-pot synthesis of functionalized novel 1,4-dihydropyridines and pyrido[1,2-a]quinoxalines has been described. By highly efficient, one-pot, iodine-catalyzed four-component reactions, combinin

ZnO nanoparticles-catalyzed cyclocondensation reaction of arylmethylidenepyruvic acids with 6-aminouracils

A new, efficient, and solvent-free cyclocondensation reaction of arylmethylidenepyruvic acids with 6- aminouracils is presented that uses a catalytic amount of ZnO nanoparticles (ZnO Nps) as a recyclable catalyst at 70 °C. This protocol has the advantages

TiO2 nanoparticles as an effective catalyst for the synthesis of hexahydro-2-quinolinecarboxylic acids derivatives

The one-pot three-component reaction of arylmethylidenepyruvic acids, 1,3-cyclohexandiones and ammonium acetate provides an economical and efficient synthetic route to 5-oxo-4-aryl-1,4,5,6,7,8-hexahydro-2-quinolinecarboxylic acid 4 under solvent-free cond

Synthesis of some substituted furan-2(5H)-ones and derived quinoxalinones as potential anti-microbial and anti-cancer agents

In search for novel anti-cancer and antimicrobial agents with promising pharmacotoxicological profile, the synthesis of some substituted 4-halofuran- 2(5H)-ones (8a-l, 9, 11) and derived halogenated quinoxalin-2(1H)-ones (12a-d) is described. Some of the halogenated furanones were readily oxidized to the corresponding 2-bromo-2-propenoic acids (13a-c) with hydrogen peroxide in alkaline medium. Twenty-two compounds were preliminary tested for their in vitro activity against three bacteria and one fungus and revealed encouraging activity. On the other hand, three compounds were screened as anti-cancer agents using cell line panel protocol and 22 compounds were subjected to cycline-dependent kinases (CDKs) inhibition screening program but were inactive. Springer Science+Business Media, LLC 2010.