Cas no 1246552-66-8 (6-Oxopiperazine-2-carboxylic acid)

6-Oxopiperazine-2-carboxylic acid is a heterocyclic compound featuring a piperazine backbone with a ketone group at the 6-position and a carboxylic acid moiety at the 2-position. This structure makes it a versatile intermediate in organic synthesis, particularly for the preparation of pharmaceuticals and bioactive molecules. Its rigid piperazine core and functional groups enable selective modifications, facilitating applications in drug discovery and peptide chemistry. The compound’s stability and reactivity under controlled conditions make it suitable for use in medicinal chemistry research, where it serves as a building block for the development of novel therapeutic agents. Its purity and well-defined properties ensure consistent performance in synthetic applications.
6-Oxopiperazine-2-carboxylic acid structure
1246552-66-8 structure
Product Name:6-Oxopiperazine-2-carboxylic acid
CAS No:1246552-66-8
MF:C5H8N2O3
MW:144.128621101379
CID:1034973
PubChem ID:20437872
Update Time:2025-05-25

6-Oxopiperazine-2-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 6-Oxopiperazine-2-carboxylic acid
    • DB-229578
    • AKOS006304863
    • 6-oxopiperazine-2-carboxylicacid
    • SCHEMBL185894
    • AB61619
    • MFCD10698233
    • DTXSID00607139
    • 1246552-66-8
    • 2-Piperazinecarboxylic acid, 6-oxo-
    • 6-OXO-PIPERAZINE-2-CARBOXYLIC ACID
    • AB61618
    • AB61614
    • Inchi: 1S/C5H8N2O3/c8-4-2-6-1-3(7-4)5(9)10/h3,6H,1-2H2,(H,7,8)(H,9,10)
    • InChI Key: YFTIUIRRLXUUIK-UHFFFAOYSA-N
    • SMILES: O=C1CNCC(C(=O)O)N1

Computed Properties

  • Exact Mass: 144.05349212g/mol
  • Monoisotopic Mass: 144.05349212g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 168
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -3.7
  • Topological Polar Surface Area: 78.4?2

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Additional information on 6-Oxopiperazine-2-carboxylic acid

6-Oxopiperazine-2-carboxylic Acid (CAS No. 1246552-66-8): A Comprehensive Overview

6-Oxopiperazine-2-carboxylic acid, also known by its CAS registry number 1246552-66-8, is a compound of significant interest in the fields of organic chemistry, pharmacology, and materials science. This compound belongs to the class of piperazine derivatives, which are widely studied due to their unique structural properties and potential applications in drug design. The molecule consists of a piperazine ring with a ketone group at the 6-position and a carboxylic acid group at the 2-position, making it a versatile building block for various chemical modifications.

Recent advancements in synthetic chemistry have enabled the efficient synthesis of 6-Oxopiperazine-2-carboxylic acid through a variety of methodologies. One notable approach involves the cyclization of amino acids or related precursors under specific reaction conditions. For instance, researchers have utilized microwave-assisted synthesis to achieve high yields of this compound, leveraging the controlled heating to accelerate reaction rates while minimizing side reactions. Such methods not only enhance the scalability of production but also pave the way for its integration into larger-scale applications.

The structural uniqueness of 6-Oxopiperazine-2-carboxylic acid lies in its ability to form hydrogen bonds due to the presence of both the ketone and carboxylic acid groups. This property makes it an attractive candidate for studying molecular recognition and self-assembly processes. Recent studies have demonstrated its potential as a component in supramolecular chemistry, where it can act as a building block for constructing complex architectures such as helicates and rotaxanes. These findings highlight its role in advancing nanotechnology and materials science.

In the realm of pharmacology, 6-Oxopiperazine-2-carboxylic acid has shown promise as a scaffold for drug development. Its ability to modulate biological targets through non-covalent interactions has been explored in various therapeutic areas, including anti-inflammatory and antiviral agents. For example, recent research has focused on its derivatives as inhibitors of key enzymes involved in inflammatory pathways, suggesting potential applications in treating conditions like arthritis and neurodegenerative diseases.

Moreover, the compound's versatility extends to its use in polymer chemistry. By incorporating 6-Oxopiperazine-2-carboxylic acid into polymeric networks, scientists have developed materials with enhanced mechanical properties and stimuli-responsive behaviors. These materials hold potential applications in drug delivery systems, where controlled release mechanisms can be engineered based on environmental stimuli such as pH or temperature changes.

From an analytical standpoint, the characterization of 6-Oxopiperazine-2-carboxylic acid has benefited from advanced spectroscopic techniques such as nuclear magnetic resonance (NMR) spectroscopy and mass spectrometry (MS). These tools have provided insights into its molecular structure, purity, and stability under different conditions. For instance, high-resolution MS has been instrumental in confirming the molecular formula and elucidating fragmentation patterns, which are crucial for quality control in pharmaceutical and industrial settings.

In conclusion, 6-Oxopiperazine-2-carboxylic acid (CAS No. 1246552-66-8) stands out as a multifaceted compound with diverse applications across various scientific disciplines. Its unique chemical properties, coupled with recent advancements in synthesis and characterization techniques, position it as a valuable tool for future research and development. As ongoing studies continue to uncover new functionalities and applications, this compound is poised to make significant contributions to both academic and industrial sectors.

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