Cas no 74730-43-1 (Methyl 2,4-Dioxo-3-piperidinecarboxylate)

Methyl 2,4-Dioxo-3-piperidinecarboxylate is a versatile heterocyclic compound featuring a piperidine scaffold with dual carbonyl functionalities at the 2- and 4-positions and a carboxylate ester at the 3-position. This structure makes it a valuable intermediate in organic synthesis, particularly for constructing pharmacologically active molecules, such as nootropic agents and enzyme inhibitors. Its high reactivity at the dioxo sites enables efficient derivatization, while the ester group offers further functionalization potential. The compound is characterized by its stability under standard handling conditions and compatibility with a range of reaction conditions, making it suitable for scalable synthetic applications. Its purity and well-defined structure ensure reproducibility in research and industrial processes.
Methyl 2,4-Dioxo-3-piperidinecarboxylate structure
74730-43-1 structure
Product Name:Methyl 2,4-Dioxo-3-piperidinecarboxylate
CAS No:74730-43-1
MF:C7H9NO4
MW:171.150662183762
MDL:MFCD16876376
CID:850481
PubChem ID:10997480
Update Time:2025-06-15

Methyl 2,4-Dioxo-3-piperidinecarboxylate Chemical and Physical Properties

Names and Identifiers

    • methyl 2,4-dioxopiperidine-3-carboxylate
    • LogP
    • Methyl 2,4-Dioxo-3-piperidinecarboxylate
    • Methyl 2,4-dioxopiperidin-3-carboxylate
    • FT-0653439
    • KB-53751
    • MolPort-020-000-943
    • SureCN3214008
    • BS-51085
    • CS-0242953
    • AKOS015897905
    • 74730-43-1
    • DTXSID70451207
    • 2,4-Dioxo-piperidine-3-carboxylic acid methyl ester
    • 3-Piperidinecarboxylic acid, 2,4-dioxo-, methyl ester
    • SB41521
    • 3-methoxycarbonylpiperidin-2,4-dione
    • SCHEMBL3214008
    • Methyl2,4-dioxopiperidine-3-carboxylate
    • EN300-257211
    • DSWIHRDJTNMPEF-UHFFFAOYSA-N
    • A838208
    • MDL: MFCD16876376
    • Inchi: 1S/C7H9NO4/c1-12-7(11)5-4(9)2-3-8-6(5)10/h5H,2-3H2,1H3,(H,8,10)
    • InChI Key: DSWIHRDJTNMPEF-UHFFFAOYSA-N
    • SMILES: O=C1CCNC(C1C(=O)OC)=O

Computed Properties

  • Exact Mass: 171.05317
  • Monoisotopic Mass: 171.05315777g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2
  • Complexity: 236
  • 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: -0.7
  • Topological Polar Surface Area: 72.5?2

Experimental Properties

  • Color/Form: No data avaiable
  • Density: 1.3±0.1 g/cm3
  • Boiling Point: 391.5±42.0 °C at 760 mmHg
  • Flash Point: 190.6±27.9 °C
  • PSA: 72.47
  • Vapor Pressure: 0.0±0.9 mmHg at 25°C

Methyl 2,4-Dioxo-3-piperidinecarboxylate Security Information

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Methyl 2,4-Dioxo-3-piperidinecarboxylate Related Literature

Additional information on Methyl 2,4-Dioxo-3-piperidinecarboxylate

Methyl 2,4-Dioxo-3-piperidinecarboxylate (CAS No. 74730-43-1): A Comprehensive Overview

Methyl 2,4-Dioxo-3-piperidinecarboxylate, with the chemical identifier CAS No. 74730-43-1, is a significant compound in the field of pharmaceutical chemistry and bioorganic synthesis. This compound, characterized by its 2,4-dioxo-3-piperidinecarboxylate moiety, has garnered considerable attention due to its versatile applications in the development of novel therapeutic agents and synthetic intermediates.

The structural framework of Methyl 2,4-Dioxo-3-piperidinecarboxylate consists of a piperidine ring substituted with a carboxylate group and a dioxo (ketone) functional group. This unique arrangement imparts distinct chemical properties that make it a valuable building block in organic synthesis. The compound's reactivity and stability have been extensively studied, revealing its potential in various chemical transformations.

In recent years, Methyl 2,4-Dioxo-3-piperidinecarboxylate has been explored in the context of drug discovery and development. Its incorporation into molecular frameworks has shown promise in targeting various biological pathways, including those involved in inflammation, cancer, and neurodegenerative diseases. The compound's ability to act as a precursor for more complex molecules has made it a staple in medicinal chemistry research.

One of the most compelling aspects of Methyl 2,4-Dioxo-3-piperidinecarboxylate is its role in the synthesis of heterocyclic compounds. Heterocycles are ubiquitous in pharmaceuticals due to their ability to mimic natural products and interact with biological targets in sophisticated ways. The piperidine core of this compound provides a stable scaffold that can be modified to enhance binding affinity and selectivity for specific receptors or enzymes.

Recent studies have highlighted the utility of Methyl 2,4-Dioxo-3-piperidinecarboxylate in the development of kinase inhibitors. Kinases are enzymes that play a crucial role in cell signaling and are often implicated in diseases such as cancer. By designing molecules that incorporate this compound's structure, researchers have been able to create potent inhibitors that disrupt aberrant signaling pathways. For instance, derivatives of Methyl 2,4-Dioxo-3-piperidinecarboxylate have shown efficacy in preclinical models by inhibiting specific kinases associated with tumor growth and progression.

The synthesis of Methyl 2,4-Dioxo-3-piperidinecarboxylate involves multi-step organic reactions that require careful optimization to ensure high yield and purity. Common synthetic routes include condensation reactions followed by cyclization and functional group modifications. Advances in catalytic methods have further refined these processes, making the production of this compound more efficient and scalable.

In addition to its pharmaceutical applications, Methyl 2,4-Dioxo-3-piperidinecarboxylate has found utility in materials science. Its structural features make it a suitable candidate for developing functional materials with applications ranging from organic electronics to polymer chemistry. The compound's ability to participate in π-stacking interactions and form stable crystal structures has been leveraged to create materials with enhanced thermal and mechanical properties.

The safety profile of Methyl 2,4-Dioxo-3-piperidinecarboxylate is another critical consideration in its application. Extensive toxicological studies have been conducted to assess its potential effects on human health and the environment. These studies have generally indicated that the compound is well-tolerated at typical exposure levels, although further research is ongoing to fully understand its long-term impacts.

Regulatory agencies such as the FDA and EMA have stringent guidelines for the use of chemical compounds in pharmaceuticals. Methyl 2,4-Dioxo-3-piperidinecarboxylate must undergo rigorous testing to meet these standards before it can be approved for clinical use. This includes evaluations for efficacy, safety, and quality control to ensure that it meets the necessary criteria for therapeutic applications.

The future prospects for Methyl 2,4-Dioxo-3-piperidinecarboxylate are promising, with ongoing research exploring new synthetic methodologies and applications. The integration of computational chemistry techniques has enabled researchers to predict the behavior of this compound under various conditions, facilitating the design of novel derivatives with enhanced properties. Additionally, green chemistry principles are being applied to develop more sustainable synthetic routes that minimize waste and energy consumption.

In conclusion, Methyl 2,4-Dioxo-3-piperidinecarboxylate (CAS No. 74730-43-1) is a multifaceted compound with significant potential in pharmaceuticals and materials science. Its unique structural features make it a valuable tool for drug discovery and development, while its versatility in organic synthesis ensures its continued relevance in scientific research. As our understanding of its properties evolves, so too will its applications across various disciplines.

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