| Identification | Back Directory | [Name]
2-Maleimido acetic acid | [CAS]
25021-08-3 | [Synonyms]
NSC 266055
N-Maleoylglycine
N-MaleiMidoglycine
N-(CarboxyMethyl)MaleiMide
2-MALEIMIDO ACETIC ACID 97%
MAA 2-Maleimido acetic acid
2-MALEIMIDOACETIC ACID DIHYDRATE
2,5-Dihydro-2,5-dioxo-1H-pyrrole-1-acetic Acid
2-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid | [Molecular Formula]
C6H5NO4 | [MDL Number]
MFCD00457254 | [MOL File]
25021-08-3.mol | [Molecular Weight]
155.11 |
| Chemical Properties | Back Directory | [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. ]
Inert atmosphere,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 |
| Hazard Information | Back Directory | [Chemical Properties]
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. |
|
|