36342-10-6

Basic information

• Product Name: (2E)-4-[(4-nitrophenyl)amino]-4-oxobut-2-enoic acid
• Synonyms: (2E)-4-[(4-Nitrophenyl)amino]-4-oxobut-2-enoic acid; 2-butenoic acid, 4-[(4-nitrophenyl)amino]-4-oxo-, (2E)-
• CAS NO: 36342-10-6
• Molecular Formula: C₁₀H₈N₂O₅
• Molecular Weight: 236.1809
• Mol File: 36342-10-6.mol
• Article Data: 40

Chemical Properties

• Boiling Point: 536.4°C at 760 mmHg
• Flash Point: 278.2°C
• Density: 1.517g/cm³
• Vapor Pressure: 2.46E-12mmHg at 25°C
• Refractive Index: 1.667
• CAS DataBase Reference: (2E)-4-[(4-nitrophenyl)amino]-4-oxobut-2-enoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (2E)-4-[(4-nitrophenyl)amino]-4-oxobut-2-enoic acid(36342-10-6)
• EPA Substance Registry System: (2E)-4-[(4-nitrophenyl)amino]-4-oxobut-2-enoic acid(36342-10-6)

Safety Data

• Hazardous Substances Data: 36342-10-6(Hazardous Substances Data)

Usage

Description

(2E)-4-[(4-nitrophenyl)amino]-4-oxobut-2-enoic acid is a synthetic compound belonging to the class of nitroanilines, characterized by its aromatic amine structure with a nitro group at the para-position. It is a yellow crystalline solid with the molecular formula C10H10N2O6, and is known for its potential applications in various fields due to its unique chemical properties.

Uses

Used in Pharmaceutical Synthesis:
(2E)-4-[(4-nitrophenyl)amino]-4-oxobut-2-enoic acid is used as an intermediate in the synthesis of pharmaceuticals for its ability to contribute to the development of new drugs. Its unique structure allows it to be a key component in creating molecules with specific therapeutic properties.
Used in Biochemistry Research:
In the field of biochemistry, (2E)-4-[(4-nitrophenyl)amino]-4-oxobut-2-enoic acid serves as a valuable compound for research purposes. Its distinctive features make it suitable for studying various biochemical interactions and mechanisms, potentially leading to advancements in understanding biological processes.
Used in Dye and Colorant Production:
(2E)-4-[(4-nitrophenyl)amino]-4-oxobut-2-enoic acid is utilized as a component in the production of dyes and colorants due to its vibrant yellow color and chemical composition. Its properties allow it to be a significant contributor to the coloration of various products, offering a wide range of applications across different industries.

Upstream product

• 108-31-6 maleic anhydride 
• 785-81-9 4-nitro-N-(phenylmethylene)benzenamine 
• 627-63-4 fumaryl dichloride 
• 100-01-6 4-nitro-aniline 
• 80818-24-2 (Z)-(2-methyl-4-(4-nitrophenylamino)-4-oxo)but-2-enoic acid 

Downstream Products

• 59653-03-1 6β-[3-(4-nitro-phenylcarbamoyl)-acryloylamino]-penicillanic acid 
• 37904-11-3 3-chloro-1-(4-nitrophenyl)pyrrolidine-2,5-dione 
• 105450-98-4 Cr(COOCHCHCONHC₆H₄NO₂)3 
• 4338-06-1 N-(4-nitrophenyl)maleimide 
• 59333-51-6 5-[N-(4-nitrophenyl)-imino]-5H-furan-2-one 
• 29236-11-1 2,3-dichloro-N-(p-nitrophenyl)maleimide 
• 80167-59-5 (E)-3-(4-Nitro-phenylcarbamoyl)-acrylic acid methyl ester 
• 305373-30-2 N-(4-nitro-phenyl)-2-(3-oxo-3,4-dihydro-2H-benzo[1,4]thiazin-2-yl)-acetamide 

Relevant articles and documents

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Novel p-nitrophenyl maleanilic acid and its organometallic chelates of Cr, Mo and W carbonyls structure evaluation using different techniques and chromium chelate cytotoxicity

Novel p-nitrophenyl maleanilic acid bidentate free ligand (PNMA) was synthesized eco-friendly by solvent free reaction between 4-nitroaniline and maleic anhydride. Some novel mixed ligand organometallic chelates of formulae [M(CO)4L] (M = Cr, Mo, or W and

Design, synthesis and biological evaluation of novel 3,4-dihydro-2(1H)-quinolinone derivatives as potential chitin synthase inhibitors and antifungal agents

A series of 3,4-dihydro-2(1H)-quinolinone derivatives contained butenediamide fragment were designed and synthesized. Their inhibition potency against chitin synthase and antimicrobial activities were screened in vitro. The enzymatic assays showed that all the synthesized compounds had inhibition potency against chitin synthase at concentration of 300 μg/mL. Compound 2d displayed excellent potency with inhibition percentage (IP) value of 82.3%, while IP value of the control polyoxin B was 87.5%. Compounds 2b, 2e and 2s whose IP values were above 70% showed good inhibition potency against chitin synthase. Moreover, the IC50 value of 2b was comparable with that of polyoxin B (0.09 mM). The Ki of compound 2b was 0.12 mM and the result from Lineweaver-Burk plot showed that 2b was non-competitive inhibitor to bind chitin synthase. The antifungal experiment showed that these compounds had excellent antifungal activity against fungal strains, especially for candida albicans. The antifungal activities against C .albicans of compounds 2b, 2d, 2e and 2l were comparable with that of fluconazole and were superior to that of polyoxin B. Meanwhile, the other compounds against C. albicans showed better antifungal activity (MIC 2 μg/mL) than polyoxin B except for compound 2n (MIC 4 μg/mL). The trial of drug combination use showed that these synthesized compounds had synergistic effects with fluconazole and polyoxin B. It indicated that these compounds were not competing with polyoxin B to bind with chitin synthase, which was also consistence with the result of enzymatic assays. The antibacterial experiment showed that these compounds had no activity against selected strains including three Gram-positive and three Gram-negative bacteria. These results showed that the designed compounds were chitin synthase inhibitors and had selective antifungal activity.