54012-56-5

Basic information

• Product Name: N-(3,4-DICHLOROPHENYL)MALEAMIC ACID
• Synonyms: OTAVA-BB BB7010240408;ASISCHEM D13257;4-(3,4-dichloroanilino)-4-oxo-2-butenoic acid;4-(3,4-dichloroanilino)-4-oxobut-2-enoic acid;4-(3,4-dichloroanilino)-4-keto-but-2-enoic acid;4-[(3,4-dichlorophenyl)amino]-4-oxo-but-2-enoic acid;(2E)-4-[(3,4-Dichlorophenyl)amino]-4-oxobut-2-enoic acid;(E)-4-[(3,4-dichlorophenyl)amino]-4-keto-but-2-enoic acid
• CAS NO: 54012-56-5
• Molecular Formula: C₁₀H₇Cl₂NO₃
• Molecular Weight: 260.07
• Mol File: 54012-56-5.mol
• Article Data: 3

Chemical Properties

• Melting Point: 205°C
• Boiling Point: 488.1°Cat760mmHg
• Flash Point: 249°C
• Appearance: /
• Density: 1.551g/cm³
• Vapor Pressure: 2.44E-10mmHg at 25°C
• Refractive Index: 1.65
• CAS DataBase Reference: N-(3,4-DICHLOROPHENYL)MALEAMIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: N-(3,4-DICHLOROPHENYL)MALEAMIC ACID(54012-56-5)
• EPA Substance Registry System: N-(3,4-DICHLOROPHENYL)MALEAMIC ACID(54012-56-5)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 54012-56-5(Hazardous Substances Data)

Usage

General Description

N-(3,4-dichlorophenyl)maleamic acid, also known as DCMA, is a chemical compound with the molecular formula C8H5Cl2NO3. It is a derivative of maleic acid and contains two chlorine atoms attached to a phenyl ring. DCMA is often used as a precursor in the synthesis of pharmaceuticals and agrochemicals. It has also been studied for its potential use as a corrosion inhibitor and in various organic reactions. The compound's structure and properties make it a versatile building block for the production of other organic compounds and materials.

InChI:InChI=1/C10H7Cl2NO3/c11-7-2-1-6(5-8(7)12)13-9(14)3-4-10(15)16/h1-5H,(H,13,14)(H,15,16)

Upstream product

• 108-31-6 maleic anhydride 
• 95-76-1 m,p-dichloroaniline 

Downstream Products

• 19844-27-0 1-(3,4-dichlorophenyl)pyrrole-2,5-dione 
• 370572-36-4 3-chloro-1-(3,4-dichlorophenyl)-4-(4-methylpiperazin-1-yl)-1H-pyrrole-2,5-dione 

Relevant articles and documents

Tackling Pseudomonas aeruginosa Virulence by a Hydroxamic Acid-Based LasB Inhibitor

In search of novel antibiotics to combat the challenging spread of resistant pathogens, bacterial proteases represent promising targets for pathoblocker development. A common motif for protease inhibitors is the hydroxamic acid function, yet this group has often been related to unspecific inhibition of various metalloproteases. In this work, the inhibition of LasB, a harmful zinc metalloprotease secreted by Pseudomonas aeruginosa, through a hydroxamate derivative is described. The present inhibitor was developed based on a recently reported, highly selective thiol scaffold. Using X-ray crystallography, the lack of inhibition of a range of human matrix metalloproteases could be attributed to a distinct binding mode sparing the S1′ pocket. The inhibitor was shown to restore the effect of the antimicrobial peptide LL-37, decrease the formation of P. aeruginosa biofilm and, for the first time for a LasB inhibitor, reduce the release of extracellular DNA. Hence, it is capable of disrupting several important bacterial resistance mechanisms. These results highlight the potential of protease inhibitors to fight bacterial infections and point out the possibility to achieve selective inhibition even with a strong zinc anchor.

An optimized RAD51 inhibitor that disrupts homologous recombination without requiring michael acceptor reactivity

Homologous recombination (HR) is an essential process in cells that provides repair of DNA double-strand breaks and lesions that block DNA replication. RAD51 is an evolutionarily conserved protein that is central to HR. Overexpression of RAD51 protein is