21395-61-9

Basic information

• Product Name: N-(3,4-Dichlorophenyl)maleamic acid, 97%
• Synonyms: N-(3,4-DICHLOROPHENYL)MALEAMIC ACID;3',4'-Dichloromaleanilic acid;(Z)-4-((3,4-dichlorophenyl)amino)-4-oxobut-2-enoic acid;N-(3,4-Dichlorophenyl)maleamic acid 97%
• CAS NO: 21395-61-9
• Molecular Formula: C₁₀H₇Cl₂NO₃
• Molecular Weight: 260.07
• Mol File: 21395-61-9.mol
• Article Data: 3

Chemical Properties

• Melting Point: 205℃
• 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, 97%(CAS DataBase Reference)
• NIST Chemistry Reference: N-(3,4-Dichlorophenyl)maleamic acid, 97%(21395-61-9)
• EPA Substance Registry System: N-(3,4-Dichlorophenyl)maleamic acid, 97%(21395-61-9)

Safety Data

• Hazardous Substances Data: 21395-61-9(Hazardous Substances Data)

Usage

General Description

N-(3,4-Dichlorophenyl)maleamic acid is a chemical compound that is 97% pure and is commonly used in the pharmaceutical and research industries. It is a derivative of maleamic acid and is known for its ability to act as a pharmacological inhibitor. N-(3,4-Dichlorophenyl)maleamic acid, 97% is used in the synthesis of a variety of organic compounds and exhibits potential for various biological activities. Additionally, N-(3,4-Dichlorophenyl)maleamic acid is also used as a reagent in the synthesis of various pharmaceutical and agrochemical compounds due to its unique structure and properties. Overall, this chemical is valued for its high purity and versatility in various applications within the pharmaceutical and research sectors.

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)/b4-3-

Upstream product

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

Downstream Products

• 54012-40-7 2-(3-anilino-4-oxo-2-thioxo-thiazolidin-5-yl)-N-(3,4-dichloro-phenyl)-acetamide 
• 54012-47-4 2-[3-(2,5-dichloro-anilino)-4-oxo-2-thioxo-thiazolidin-5-yl]-N-(3,4-dichloro-phenyl)-acetamide 
• 72291-57-7 5-(3,4-dichloro-phenylimino)-5H-furan-2-one 
• 19844-27-0 1-(3,4-dichlorophenyl)pyrrole-2,5-dione 
• 94628-47-4 C₁₁H₉Cl₂NO₃ 
• 54012-46-3 N-(3,4-dichloro-phenyl)-2-[3-(4-methyl-anilino)-4-oxo-2-thioxo-thiazolidin-5-yl]-acetamide 

Relevant articles and documents

Derivatives of aryl amines containing the cytotoxic 1,4-dioxo-2-butenyl pharmacophore

Several series of compounds containing the 1,4-dioxo-2-butenyl moiety have been prepared as candidate cytotoxins, including the methyl N-arylmaleamates, methyl N-arylfumaramates, and N-arylmaleimides. In addition, the N-arylisomaleimides were synthesized which are the structural isomers of N-arylmaleimides. These compounds were evaluated against human Molt 4/C8 and CEM T-lymphocytes as well as murine L1210 cells. Methyl N-arylfumaramates showed the highest cytotoxic potencies and, in particular, methyl N-(3,4-dichlorophenyl)fumaramate is six times more potent than melphalan towards L1210 cells and is equipotent with this drug in the Molt 4/C8 assay. Electrophilicity of compounds under investigation was demonstrated by carrying out thiolation using model benzyl mercaptan on representative compounds. Methyl N-(3,4-dichlorophenyl)fumaramate and methyl N-(4-chlorophenyl)maleamate inhibited human N-myristoyltransferase, a possible molecular target, in high micromolar range. QSAR and molecular modeling revealed some correlations between different structural features of a number of the molecules and cytotoxic potencies. Methyl N-arylfumaramates were well tolerated in mice in comparison to the analogs in other series of compounds tested. The data obtained in this investigation affords guidelines for preparing new series of molecules with greater potencies.

Syntheses of 4-(3,5-bisphenylmethylene-4-oxopiperidin-1-yl)-4-oxo-but-2Z-enoic acid arylamides as candidate cytotoxic agents

The title compounds were designed and synthesized as candidate cytotoxic agents. They were synthesized by reacting 3,5-bisphenylmethylene-piperidin-4-one with the appropriate 3-arylcarbamoylacrylic acids. These reactions follow an unusual mechanism and deviate from the previously reported reactions on similar substrates.