143629-26-9

Basic information

• Product Name: N-(4-hydroxyphenyl)-MaleaMic acid
• Synonyms: N-(4-hydroxyphenyl)-MaleaMic acid;(Z)-4-((4-Hydroxyphenyl)aMino)-4-oxobut-2-enoic acid
• CAS NO: 143629-26-9
• Molecular Formula: C₁₀H₉NO₄
• Molecular Weight: 207.18276
• EINECS: -0
• Mol File: 143629-26-9.mol
• Article Data: 25

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-(4-hydroxyphenyl)-MaleaMic acid(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-hydroxyphenyl)-MaleaMic acid(143629-26-9)
• EPA Substance Registry System: N-(4-hydroxyphenyl)-MaleaMic acid(143629-26-9)

Safety Data

• Hazardous Substances Data: 143629-26-9(Hazardous Substances Data)

Usage

General Description

N-(4-hydroxyphenyl)-maleamic acid is a chemical compound with a molecular formula C11H9NO4. It is a derivative of maleic acid with a hydroxyphenyl group attached to the nitrogen atom. N-(4-hydroxyphenyl)-MaleaMic acid has potential applications in the field of materials science and pharmaceuticals due to its ability to form polymers and its antioxidant properties. It can also be used as a building block for the synthesis of other organic compounds. N-(4-hydroxyphenyl)-maleamic acid is a white to off-white crystalline solid that is sparingly soluble in water and most organic solvents. Its chemical structure and properties make it a versatile and valuable compound for various industrial and scientific applications.

Upstream product

• 108-31-6 maleic anhydride 
• 123-30-8 4-amino-phenol 
• 67-64-1 acetone 
• 71-43-2 benzene 

Downstream Products

• 6637-46-3 4-(acetoxyphenyl)maleimide 
• 915711-45-4 (Z)-3-(4-Hydroxy-phenylcarbamoyl)-acrylic acid methyl ester 
• 915711-53-4 (E)-3-(4-Hydroxy-phenylcarbamoyl)-acrylic acid methyl ester 
• 7300-91-6 N-(4-hydroxyphenyl)maleimide 
• 906352-14-5 N-p-acetoxy-phenylisomaleimide 

Relevant articles and documents

Solvent free preparation of n-substituted maleanilic acid

Six N-maleanilic acids namely N-(4-carboxy)maleanilic acid (CAMAA), N-(4- bromo)maleanilic acid (BMAA), N-(4-hydroxy)maleanilic acid (HMAA), N-(3-hydroxy)maleanilic acid (mHMAA), N-(4-chloro)maleanilic acid (CMAA) and N-(4-methyl)maleanilic acid (MMAA) we

Alizarin red S-TiO2-catalyzed cascade C(sp3)-H to C(sp2)-H bond formation/cyclization reactions toward tetrahydroquinoline derivatives under visible light irradiation

A very low amount of organic dye (Alizarin red S) sensitized TiO2 and it was successfully used to catalyze cascade C(sp3)-H to C(sp2)-H bond formation/cyclization reactions under visible light irradiation. The modified TiO2 photocatalyst efficiently, for the first time, advanced [4+2] cyclization of N,N-dimethylanilines and maleimides to the corresponding tetrahydroquinolines in air atmosphere. The reaction proceeds through α-amino radicals without additional oxidant at ambient temperature to afford products in good to excellent yields.

Potent Nematicidal Activity of Maleimide Derivatives on Meloidogyne incognita

Different maleimide derivatives were synthesized and assayed for their in vitro activity on the soil inhabiting, plant-parasitic nematode Meloidogyne incognita, also known as root-knot nematode. The compounds maleimide, N-ethylmaleimide, N-isopropylmaleimide, and N-isobutylmaleimide showed the strongest nematicidal activity on the second stage juveniles of the root-knot nematode with EC50/72h values of 2.6 ± 1.3, 5.1 ± 3.4, 16.2 ± 5.4, and 19.0 ± 9.0 mg/L, respectively. We also determined the nematicidal activity of copper sulfate, finding an EC50 value of 48.6 ± 29.8 mg/L. When maleimide at 1 mg/L was tested in combination with copper sulfate at 50 mg/L, we observed 100% mortality of the nematodes. We performed a GC-MS metabolomics analysis after treating nematodes with maleimide at 8 mg/L for 24 h. This analysis revealed altered fatty acids and diglyceride metabolites such as oleic acid, palmitic acid, and 1-monopalmitin. Our results suggest that maleimide may be used as a new interesting building block for developing new nematicides in combination with copper salts.