19232-43-0

Basic information

• Product Name: N-(4-CARBOXY-3-HYDROXYPHENYL)MALEIMIDE
• Synonyms: p-(Maleimide-N-yl)-o-hydroxybenzoic acid;Benzoic acid, 4-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)-2-hydroxy-;4-MALEIMIDOSALICYLIC ACID;4-MALEIMIDYLSALICYLIC ACID;M 84;NSC 59375;N-(4-CARBOXY-3-HYDROXYPHENYL)MALEIMIDE;M 84 N-(4-Carboxy-3-hydroxyphenyl)maleimide NSC 59375
• CAS NO: 19232-43-0
• Molecular Formula: C₁₁H₇NO₅
• Molecular Weight: 233.18
• Mol File: 19232-43-0.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 505.1 °C at 760 mmHg
• Flash Point: 259.3 °C
• Appearance: /
• Density: 1.651 g/cm³
• Vapor Pressure: 5.06E-11mmHg at 25°C
• Refractive Index: 1.709
• Storage Temp.: ?20°C
• CAS DataBase Reference: N-(4-CARBOXY-3-HYDROXYPHENYL)MALEIMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-CARBOXY-3-HYDROXYPHENYL)MALEIMIDE(19232-43-0)
• EPA Substance Registry System: N-(4-CARBOXY-3-HYDROXYPHENYL)MALEIMIDE(19232-43-0)

Safety Data

• Hazardous Substances Data: 19232-43-0(Hazardous Substances Data)

Usage

General Description

N-(4-Carboxy-3-hydroxyphenyl)maleimide is a chemical compound that belongs to the class of maleimide derivatives. It is a maleimide derivative with a carboxy and hydroxy group attached to the phenyl ring. N-(4-Carboxy-3-hydroxyphenyl)maleimide is often used as a reactive dye and labeling reagent in bioconjugation and fluorescent labeling of proteins and other biomolecules. It is also used in the synthesis of fluorescent dyes and as a reagent in organic chemistry for the modification of biomolecules. N-(4-Carboxy-3-hydroxyphenyl)maleimide has the potential to be used in a variety of research and industrial applications due to its reactive and labeling properties.

InChI:InChI=1/C11H7NO5/c13-8-5-6(1-2-7(8)11(16)17)12-9(14)3-4-10(12)15/h1-5,13H,(H,16,17)

Upstream product

• 439931-53-0 N-(3-hydroxy-4-methoxycarbonylphenyl)maleimide 

Relevant articles and documents

Design, synthesis, and biological evaluation of N-carboxyphenylpyrrole derivatives as potent HIV fusion inhibitors targeting gp41

On the basis of the structures of small-molecule hits targeting the HIV-1 gp41, N-(4-carboxy-3-hydroxy)phenyl-2,5-dimethylpyrrole (2, NB-2), and N-(3-carboxy-4-chloro)phenylpyrrole (A1, NB-64), 42 N-carboxyphenylpyrrole derivatives in two categories (A and B series) were designed and synthesized. We found that 11 compounds exhibited promising anti-HIV-1 activity at micromolar level and their antiviral activity was correlated with their inhibitory activity on gp41 six-helix bundle formation, suggesting that these compounds block HIV fusion and entry by disrupting gp41 core formation. The structure-activity relationship and molecular docking analysis revealed that the carboxyl group could interact with either Arg579 or Lys574 to form salt bridges and two methyl groups on the pyrrole ring were favorable for interaction with the residues in gp41 pocket. The most active compound, N-(3-carboxy-4-hydroxy)phenyl-2,5-dimethylpyrrole (A12), partially occupied the deep hydrophobic pocket, suggesting that enlarging the molecular size of A12 could improve its binding affinity and anti-HIV-1 activity for further development as a small-molecule HIV fusion and entry inhibitor.