Cas no 395681-47-7 (3-ethenyl-2(1H)-Pyridinone)

3-Ethenyl-2(1H)-Pyridinone is a heterocyclic organic compound featuring a pyridinone core with an ethenyl substituent at the 3-position. This structure imparts reactivity suitable for applications in pharmaceutical intermediates, agrochemical synthesis, and polymer chemistry. The compound's α,β-unsaturated carbonyl moiety enables Michael addition and cycloaddition reactions, while the pyridinone ring offers coordination sites for metal complexation. Its dual functionality allows for versatile derivatization, making it valuable in constructing bioactive molecules or functional materials. The compound is typically handled under inert conditions due to potential sensitivity to polymerization. Purity and stability are critical parameters for its effective use in synthetic workflows.
3-ethenyl-2(1H)-Pyridinone structure
3-ethenyl-2(1H)-Pyridinone structure
Product Name:3-ethenyl-2(1H)-Pyridinone
CAS No:395681-47-7
MF:C7H7NO
MW:121.136581659317
CID:299731
PubChem ID:9942142
Update Time:2025-06-12

3-ethenyl-2(1H)-Pyridinone Chemical and Physical Properties

Names and Identifiers

    • 3-ethenyl-2(1H)-Pyridinone
    • 2(1H)-Pyridinone,3-ethenyl-
    • 3-ethenyl-1H-pyridin-2-one
    • 3-Ethenyl-2-(1H)-Pyridinone
    • 3-VINYLPYRIDIN-2(1H)-ONE
    • AK110303
    • SureCN460820
    • SureCN5809339
    • Vinyl Pyridone
    • 3-Ethenylpyridin-2(1H)-one
    • A873626
    • FT-0735309
    • 395681-47-7
    • 3-ethenyl-1,2-dihydropyridin-2-one
    • AKOS006357667
    • vinylpyridone
    • SCHEMBL460820
    • DTXSID60433072
    • DA-19675
    • MDL: MFCD18427747
    • Inchi: 1S/C7H7NO/c1-2-6-4-3-5-8-7(6)9/h2-5H,1H2,(H,8,9)
    • InChI Key: KNHYFBCCUHCLGL-UHFFFAOYSA-N
    • SMILES: O=C1C(C=C)=CC=CN1

Computed Properties

  • Exact Mass: 121.05281
  • Monoisotopic Mass: 121.052763847g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 1
  • Complexity: 201
  • 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: 1
  • Topological Polar Surface Area: 29.1?2

Experimental Properties

  • PSA: 29.1
  • LogP: 1.43020

3-ethenyl-2(1H)-Pyridinone Pricemore >>

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3-ethenyl-2(1H)-Pyridinone Related Literature

Additional information on 3-ethenyl-2(1H)-Pyridinone

3-Ethenyl-2(1H)-Pyridinone (CAS No. 395681-47-7): An Overview of Its Properties, Applications, and Recent Research Developments

3-Ethenyl-2(1H)-pyridinone (CAS No. 395681-47-7) is a versatile organic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound, characterized by its unique pyridinone core and ethenyl substituent, exhibits a range of biological activities that make it a valuable candidate for various applications, including drug discovery and development.

The pyridinone scaffold is a well-known motif in medicinal chemistry due to its ability to modulate various biological targets. The introduction of an ethenyl group at the 3-position of the pyridinone ring imparts additional reactivity and structural diversity, which can be exploited to enhance the compound's pharmacological properties. Recent studies have highlighted the potential of 3-ethenyl-2(1H)-pyridinone in several therapeutic areas, including anti-inflammatory, anticancer, and neuroprotective applications.

In the context of anti-inflammatory research, 3-ethenyl-2(1H)-pyridinone has been shown to exhibit potent inhibitory effects on key inflammatory mediators such as cyclooxygenase (COX) and lipoxygenase (LOX). These enzymes play crucial roles in the production of prostaglandins and leukotrienes, which are major contributors to inflammation. By selectively inhibiting these enzymes, 3-ethenyl-2(1H)-pyridinone can potentially reduce inflammation without causing significant side effects associated with non-selective inhibitors.

Moreover, the anticancer potential of 3-ethenyl-2(1H)-pyridinone has been explored in several preclinical studies. Research has demonstrated that this compound can induce apoptosis in various cancer cell lines, including those derived from breast, lung, and colon cancers. The mechanism of action involves the modulation of multiple signaling pathways, such as the PI3K/Akt and MAPK pathways, which are frequently dysregulated in cancer cells. These findings suggest that 3-ethenyl-2(1H)-pyridinone could serve as a lead compound for the development of novel anticancer agents.

In addition to its anti-inflammatory and anticancer properties, 3-ethenyl-2(1H)-pyridinone has also shown promise in neuroprotective applications. Studies have indicated that this compound can protect neurons from oxidative stress and excitotoxicity, which are key factors in neurodegenerative diseases such as Alzheimer's and Parkinson's disease. The neuroprotective effects are attributed to the compound's ability to scavenge free radicals and inhibit the production of reactive oxygen species (ROS). These findings open up new avenues for the use of 3-ethenyl-2(1H)-pyridinone in the treatment of neurological disorders.

The synthetic accessibility of 3-ethenyl-2(1H)-pyridinone is another factor that contributes to its appeal in pharmaceutical research. Various synthetic routes have been developed to prepare this compound efficiently and on a large scale. One common approach involves the condensation of an appropriate pyridine derivative with an ethylene-containing reagent under suitable conditions. The versatility of these synthetic methods allows for easy modification of the pyridinone core and the ethenyl substituent, facilitating the exploration of structure-activity relationships (SAR) studies.

Recent advancements in computational chemistry have further enhanced our understanding of the molecular properties of 3-ethenyl-2(1H)-pyridinone. Molecular dynamics simulations and quantum mechanical calculations have provided insights into the conformational flexibility and electronic properties of this compound. These computational tools have been instrumental in predicting the binding modes and affinities of 3-ethenyl-2(1H)-pyridinone with various biological targets, thereby guiding experimental efforts towards optimizing its pharmacological profile.

In conclusion, 3-Ethenyl-2(1H)-pyridinone (CAS No. 395681-47-7) is a promising compound with a wide range of potential applications in medicinal chemistry and pharmaceutical research. Its unique structural features, combined with its diverse biological activities, make it an attractive candidate for further investigation and development. Ongoing research efforts are likely to uncover additional therapeutic uses for this compound, contributing to advancements in drug discovery and improving patient outcomes.

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