83560-87-6

Basic information

• Product Name: 4-maleimidohippuric acid
• Synonyms: 4-maleimidohippuric acid
• CAS NO: 83560-87-6
• Molecular Formula: C₁₃H₁₀N₂O₅
• Molecular Weight: 0
• Mol File: 83560-87-6.mol

Chemical Properties

• Boiling Point: 598.5°C at 760 mmHg
• Flash Point: 315.8°C
• Appearance: /
• Density: 1.508g/cm³
• Vapor Pressure: 3.58E-15mmHg at 25°C
• Refractive Index: 1.648
• CAS DataBase Reference: 4-maleimidohippuric acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-maleimidohippuric acid(83560-87-6)
• EPA Substance Registry System: 4-maleimidohippuric acid(83560-87-6)

Safety Data

• Hazardous Substances Data: 83560-87-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H10N2O5/c16-10-5-6-11(17)15(10)9-3-1-8(2-4-9)13(20)14-7-12(18)19/h1-6H,7H2,(H,14,20)(H,18,19)

Upstream product

• 61-78-9 p-Aminohippuric acid 
• 83560-90-1 4-maleamidohippuric acid 

Relevant articles and documents

Synthesis and spectroscopic evidences of N-arylmaleimides and N-aryl-2,3-dimethylmaleimides

A series of N-arylmaleimides (N-aryl-MI) and N-aryl-2,3-dimethylmaleimides (N-aryl-DiMeMI) were prepared by condensation of primary amines with maleic anhydride (MAn) and 2,3-dimethylmaleic anhydride (DiMeMAn), respectively. Preparation of N-aryl-MI proceeded through the formation of N-arylmaleamic acid, which subsequently cyclized to N-aryl-MI. In the reaction of N-arylamines with DiMeMAn, cyclic condensation products were formed in one step. By means of one- and two-dimensional 1H and 13C NMR spectroscopy it was proven that N-aryl-DiMeMI and not isomaleimides were formed by a one step reaction.

Acute effects of alkylating agents on canine renal function: Specifically designed synthetic maleimides

Maleimidohippurates and maleimidobenzoates were synthesized that possess a carboxy group for active uptake into renal proximal tubular cells and a reactive maleimide moiety to covalently bond with proximal tubular components. The reactivity of the maleimide moiety in each series was progressively reduced by substitution of methyl groups in place of the vinyl hydrogens. In contrast to N-ethylmaleimide (NEM), the resulting maleimidohippurates and maleimidobenzoates did not possess significant diuretic activity in the dog following renal arterial administration. However, as predicted, the nephrotoxicity of the maleimidohippurates paralleled their in vitro alkylating ability and was quite specifically located in the proximal portion of the canine renal tubule.