478868-68-7

Basic information

• Product Name: ethyl 4-(2,4-dichlorophenyl)-2,4-dioxobutanoate
• Synonyms: ethyl 4-(2,4-dichlorophenyl)-2,4-dioxobutanoate;benzenebutanoic acid, 2,4-dichloro-alpha,gamma-dioxo-, eth;Benzenebutanoic acid, 2,4-dichloro-.alpha.,.gaMMa.-dioxo-, ethyl;Benzenebutanoic acid, 2,4-dichloro-.alpha.,.gaMMa.-dioxo-, ethyl ester;4-(2,4-dichlorophenyl)-2,4-diketo-butyric acid ethyl ester;4-(2,4-dichlorophenyl)-2,4-dioxobutanoic acid ethyl ester;4-(2,4-Dichloro-phenyl)-2,4-dioxo-butyric acid ethyl ester
• CAS NO: 478868-68-7
• Molecular Formula: C₁₂H₁₀Cl₂O₄
• Molecular Weight: 289.1114
• Mol File: 478868-68-7.mol
• Article Data: 7

Chemical Properties

• Melting Point: 66-68 °C(Solv: ethanol (64-17-5))
• Boiling Point: 397.9°C at 760 mmHg
• Flash Point: 162.3°C
• Appearance: /
• Density: 1.366g/cm³
• Vapor Pressure: 1.54E-06mmHg at 25°C
• Refractive Index: 1.54
• PKA: 5.73±0.48(Predicted)
• CAS DataBase Reference: ethyl 4-(2,4-dichlorophenyl)-2,4-dioxobutanoate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 4-(2,4-dichlorophenyl)-2,4-dioxobutanoate(478868-68-7)
• EPA Substance Registry System: ethyl 4-(2,4-dichlorophenyl)-2,4-dioxobutanoate(478868-68-7)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 478868-68-7(Hazardous Substances Data)

Usage

Description

Ethyl 4-(2,4-dichlorophenyl)-2,4-dioxobutanoate, also known as ethyl 2,4-dichlorophenyl-4-oxobutanoate, is a chemical compound derived from dioxobutanoic acid. It features two chlorophenyl groups and is widely utilized in organic synthesis and pharmaceutical research due to its anti-inflammatory and analgesic properties, positioning it as a promising candidate for the development of novel therapeutic agents.

Uses

Used in Pharmaceutical Research:
Ethyl 4-(2,4-dichlorophenyl)-2,4-dioxobutanoate is used as a key intermediate in the synthesis of various pharmaceutical compounds for its potential to exhibit anti-inflammatory and analgesic effects, which are crucial for the treatment of pain and inflammation.
Used in Organic Synthesis:
In the field of organic synthesis, ethyl 4-(2,4-dichlorophenyl)-2,4-dioxobutanoate serves as a versatile building block for the creation of complex organic molecules, contributing to the advancement of chemical research and the development of new materials.

InChI:InChI=1/C12H10Cl2O4/c1-2-18-12(17)11(16)6-10(15)8-4-3-7(13)5-9(8)14/h3-5H,2,6H2,1H3

Upstream product

• 1475-13-4 2,4-dichloro-α-methylbenzyl alcohol 
• 874-42-0 2,4-dichlorobenzaldeyhde 
• 95-92-1 oxalic acid diethyl ester 
• 2234-16-4 1-(2,4-dichlorophenyl)ethan-1-one 

Downstream Products

• 712348-40-8 C₁₀H₅Cl₂NO₃ 
• 135473-24-4 ethyl 5-(2,4-dichlorophenyl)-2-methyl-2H-pyrazole-3-carboxylate 
• 133113-04-9 5-(2,4-dichlorophenyl)-2-methyl-2H-pyrazole-3-carboxylic acid 
• 1256937-67-3 2-amino-3-cyano-7-dimethylamino-4-(5-(2,4-dichlorophenyl)isoxazol-3-yl)-4H-chromene 
• 925007-08-5 (5-(2,4-dichlorophenyl)isoxazol-3-yl)methanol 
• 159427-17-5 ethyl 5-(2,4-dichlorophenyl)isoxazole-3-carboxylate 
• 869496-67-3 5-(2,4-dichlorophenyl)isoxazole-3-carbaldehyde 

Relevant articles and documents

Novel N-benzylpiperidine derivatives of 5-arylisoxazole-3-carboxamides as anti-Alzheimer's agents

The complex pathophysiology of Alzheimer's disease (AD) has prompted researchers to develop multitarget-directed molecules to find an effective therapy against the disease. In this context, a novel series of N-(1-benzylpiperidin-4-yl)-5-arylisoxazole-3-ca

Design, synthesis and structure-based optimization of novel isoxazole-containing benzamide derivatives as FtsZ modulators

Antibiotic resistance among clinically significant bacterial pathogens is becoming a prevalent threat to public health, and new antibacterial agents with novel mechanisms of action hence are in an urgent need. Utilizing computational docking method and structure-based optimization strategy, we rationally designed and synthesized two series of isoxazol-3-yl- and isoxazol-5-yl-containing benzamide derivatives that targeted the bacterial cell division protein FtsZ. Evaluation of their activity against a panel of Gram-positive and -negative pathogens revealed that compounds B14 and B16 that possessed the isoxazol-5-yl group showed strong antibacterial activity against various testing strains, including methicillin-resistant Staphylococcus aureus and penicillin-resistant S. aureus. Further molecular biological studies and docking analyses proved that the compound functioned as an effective inhibitor to alter the dynamics of FtsZ self-polymerization via a stimulatory mechanism, which finally terminated the cell division and caused cell death. Taken together, these results could suggest a promising chemotype for development of new FtsZ-targeting bactericidal agent.

Facile, novel and efficient synthesis of new pyrazolo[3,4-b]pyridine products from condensation of pyrazole-5-amine derivatives and activated carbonyl groups

An efficient synthesis of novel ethyl-1,3,4-triphenyl-1H-pyrazolo[3,4-b]pyridine-6-carboxylate products has been achieved via condensation of pyrazole-5-amine derivatives and activated carbonyl groups, in refluxing acetic acid. This process has been found to be useful in the preparation of new N-fused heterocycle products in good to excellent yields.