2-Maleimido acetic acid Chemical Properties

Melting point:

114 °C(Solv: chloroform (67-66-3))

Boiling point:

376.7±25.0 °C(Predicted)

Density 

1.578±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

solubility 

soluble in DMSO, Methanol

form 

powder to crystal

pka

3.31±0.10(Predicted)

color 

White to Almost white

InChI

InChI=1S/C6H5NO4/c8-4-1-2-5(9)7(4)3-6(10)11/h1-2H,3H2,(H,10,11)

InChIKey

GBKPNGVKZQBPCZ-UHFFFAOYSA-N

SMILES

N1(CC(O)=O)C(=O)C=CC1=O

Safety Information

HS Code 

2925.19.4200

2-Maleimido acetic acid Usage And Synthesis

Chemical Properties

White to Almost white powder to crystal or Pale Yellow Solid.

Uses

Maleimidoacetic Acid (CAS# 25021-08-3) is a heterocyclic organic compound that has a variety of uses in organic synthesis. It contains both a maleimide and carboxylic acid functional group, making it a versatile reagent for coupling reactions with amine-containing compounds.

Application

2-Maleimido acetic acid is a maleimide-containing ligand that could be used to produce the cisplatin-based Pt(IV) complexes (OC-6-44)-diamminedichlorido(ethanolato)(2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetato)platinum(IV) and (OC-6-44)-acetatodiamminedichlorido(2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetato)platinum(IV). The Pt(IV) complexes are considered to act as antitumor prodrugs and their in vivo activity can be improved by exploiting drug targeting and delivery strategies[1]. In this case,  conjugation between maleimide-containing Pt(IV) prodrugs and furan or furan-containing drug delivery vectors via Diels-Alder cycloaddition.

References

[1] Gabano E, et al. Conjugation between maleimide-containing Pt(IV) prodrugs and furan or furan-containing drug delivery vectors via Diels-Alder cycloaddition. Inorganica Chimica Acta, 2019; 488: 195-200.

2-Maleimido acetic acid(25021-08-3)Related Product Information

• DISUCCINIMIDYL SUBERATE
• Suberate Bis(sulfosuccinimidyl) Sodium Salt
• N-Succinimidyl maleimidoacetate
• 3-(BENZOPHENONE-4-CARBOXAMIDO)-2-MALEIMIDOPROPANOIC ACID
• 2-Maleimido acetic acid
• 2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-4-methanesulfonylbutanoic acid
• 2-(2,5-DIOXO-2,5-DIHYDRO-PYRROL-1-YL)-PROPIONIC ACID
• 2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-3-phenylpropanoic acid
• 2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-3-methylbutanoic acid
• DACM
• 3-MALEIMIDO-4-METHYL-6,7-METHYLENEDIOXYCOUMARIN
• RARECHEM AL CD 0491
• 4-carbamoyl-2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)butanoic acid
• 2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-3-methylpentanoic acid
• 9-ACETOXY-2-(4-(2,5-DIHYDRO-2,5-DIOXO-1H-PYRROL-1-YL)-3-OXO-3-H-NAPHTHO[2,1-B]PYRAN
• 2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-3-(1H-imidazol-4-yl)propanoic acid
• 2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-4-methylpentanoic acid
• methyl 2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetate