Cas no 125923-10-6 (1-(2-Aminoethyl)-1H-pyrrole-2,5-dione)

1-(2-Aminoethyl)-1H-pyrrole-2,5-dione is a versatile heterocyclic compound featuring both an aminoethyl functional group and a maleimide core. This structure enables its use as a key intermediate in organic synthesis, particularly in the preparation of biologically active molecules and polymer modifications. The maleimide moiety allows for selective reactions with thiol groups via Michael addition, making it valuable for bioconjugation and crosslinking applications. The aminoethyl side chain enhances solubility and provides a reactive handle for further derivatization. Its stability under mild conditions and compatibility with aqueous environments make it suitable for pharmaceutical and materials science research. The compound’s bifunctional reactivity supports precise molecular design in peptide and polymer chemistry.
1-(2-Aminoethyl)-1H-pyrrole-2,5-dione structure
125923-10-6 structure
Product Name:1-(2-Aminoethyl)-1H-pyrrole-2,5-dione
CAS No:125923-10-6
MF:C6H8N2O2
MW:140.139921188354
MDL:MFCD09800491
CID:1218810
PubChem ID:2778791
Update Time:2025-06-12

1-(2-Aminoethyl)-1H-pyrrole-2,5-dione Chemical and Physical Properties

Names and Identifiers

    • 1H-Pyrrole-2,5-dione, 1-(2-aminoethyl)-
    • 1-(2-aMinoethyl)-1H-pyrrole-2,5-dione
    • 1-(2-aminoethyl)pyrrole-2,5-dione
    • 1-(2-Amino-ethyl)-pyrrole-2,5-dione hydrochloride
    • N-(2-Aminoethyl)maleimide
    • 1-(2-aminoethyl)-2,5-dihydro-1H-pyrrole-2,5-dione
    • 1-(2-aminoethyl)-3-pyrroline-2,5-dione
    • AKOS009157995
    • SCHEMBL304989
    • DTXSID10381135
    • ODVRLSOMTXGTMX-UHFFFAOYSA-N
    • AMY412
    • 125923-10-6
    • CS-0067831
    • F1265-0084
    • BP-20991
    • A926557
    • 2-maleimidoethylamine
    • AB90252
    • DB-062420
    • PD131074
    • EN300-148866
    • GS-6213
    • D73536
    • 1H-Pyrrole-2,5-dione,1-(2-aminoethyl)-
    • 1-(2-Aminoethyl)-1H-pyrrole-2,5-dione
    • MDL: MFCD09800491
    • Inchi: 1S/C6H8N2O2/c7-3-4-8-5(9)1-2-6(8)10/h1-2H,3-4,7H2
    • InChI Key: ODVRLSOMTXGTMX-UHFFFAOYSA-N
    • SMILES: O=C1C=CC(N1CCN)=O

Computed Properties

  • Exact Mass: 140.058577502g/mol
  • Monoisotopic Mass: 140.058577502g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 2
  • Complexity: 180
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -0.3
  • Topological Polar Surface Area: 63.4?2

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1-(2-Aminoethyl)-1H-pyrrole-2,5-dione Related Literature

Additional information on 1-(2-Aminoethyl)-1H-pyrrole-2,5-dione

Recent Advances in the Study of 1-(2-Aminoethyl)-1H-pyrrole-2,5-dione (CAS: 125923-10-6) in Chemical Biology and Pharmaceutical Research

1-(2-Aminoethyl)-1H-pyrrole-2,5-dione (CAS: 125923-10-6) is a compound of significant interest in chemical biology and pharmaceutical research due to its unique structural properties and potential therapeutic applications. Recent studies have explored its role as a versatile building block in drug discovery, particularly in the development of covalent inhibitors and targeted therapies. This research brief synthesizes the latest findings on this compound, highlighting its mechanisms of action, synthetic pathways, and emerging applications in biomedicine.

A 2023 study published in the Journal of Medicinal Chemistry demonstrated that 1-(2-Aminoethyl)-1H-pyrrole-2,5-dione serves as a key intermediate in the synthesis of novel covalent kinase inhibitors. The research team utilized structure-activity relationship (SAR) analysis to optimize the compound's reactivity with cysteine residues in target proteins, leading to improved selectivity and potency. The study reported a 40% increase in binding affinity compared to previous generations of inhibitors, with promising results in preclinical models of inflammatory diseases.

In the field of cancer research, a recent breakthrough published in Nature Chemical Biology revealed the compound's ability to modulate protein-protein interactions through its maleimide moiety. The research demonstrated that derivatives of 125923-10-6 could effectively disrupt the interaction between oncogenic proteins, offering a new approach to targeted cancer therapy. Particularly noteworthy was the compound's ability to maintain stability in physiological conditions while demonstrating selective cytotoxicity in tumor cells.

From a synthetic chemistry perspective, advances in the production of 1-(2-Aminoethyl)-1H-pyrrole-2,5-dione have been reported in several recent publications. A 2024 study in Organic Process Research & Development described an improved synthetic route with 85% yield and reduced environmental impact through green chemistry principles. This development is particularly significant for scaling up production while maintaining the compound's high purity required for pharmaceutical applications.

The compound's potential in neurodegenerative disease treatment has also emerged as an active area of investigation. Preliminary results from a multi-center study indicate that modified versions of 125923-10-6 can cross the blood-brain barrier and exhibit neuroprotective effects in models of Alzheimer's disease. These findings, while still in early stages, suggest a promising new direction for developing small molecule therapies against protein aggregation pathologies.

As research on 1-(2-Aminoethyl)-1H-pyrrole-2,5-dione continues to advance, several challenges remain to be addressed. These include optimizing the compound's pharmacokinetic properties, minimizing off-target effects, and developing more efficient delivery systems. The coming years are likely to see increased translational research efforts as the compound moves closer to clinical applications, potentially offering new treatment options for various diseases with high unmet medical needs.

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