Cas no 223573-95-3 (Pyridine,4-chloro-3-ethenyl-)

Pyridine,4-chloro-3-ethenyl- is a chlorinated and vinyl-substituted pyridine derivative with applications in organic synthesis and pharmaceutical intermediates. Its structure combines a reactive vinyl group with an electron-withdrawing chloro substituent, enhancing its utility in cross-coupling reactions, polymerization, and functionalization processes. The compound's distinct substitution pattern offers selectivity in nucleophilic and electrophilic aromatic substitution reactions. It serves as a versatile building block for constructing complex heterocyclic frameworks. High purity grades ensure consistent performance in research and industrial settings. Proper handling is advised due to potential reactivity hazards. Storage under inert conditions is recommended to maintain stability.
Pyridine,4-chloro-3-ethenyl- structure
Pyridine,4-chloro-3-ethenyl- structure
Product Name:Pyridine,4-chloro-3-ethenyl-
CAS No:223573-95-3
MF:C7H6ClN
MW:139.582240581512
CID:244582
PubChem ID:23436208
Update Time:2025-05-19

Pyridine,4-chloro-3-ethenyl- Chemical and Physical Properties

Names and Identifiers

    • Pyridine,4-chloro-3-ethenyl-
    • Pyridine, 4-chloro-3-ethenyl- (9CI)
    • 223573-95-3
    • 4-choro-3-vinylpyridine
    • YDFKANAGZKTFRJ-UHFFFAOYSA-N
    • EN300-7075386
    • SCHEMBL6771893
    • 4-chloro-3-ethenylpyridine
    • 4-Chloro-3-vinylpyridine
    • Inchi: 1S/C7H6ClN/c1-2-6-5-9-4-3-7(6)8/h2-5H,1H2
    • InChI Key: YDFKANAGZKTFRJ-UHFFFAOYSA-N
    • SMILES: ClC1C=CN=CC=1C=C

Computed Properties

  • Exact Mass: 139.0188769g/mol
  • Monoisotopic Mass: 139.0188769g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 1
  • Complexity: 103
  • 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: 2.3
  • Topological Polar Surface Area: 12.9?2

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Pyridine,4-chloro-3-ethenyl- Related Literature

Additional information on Pyridine,4-chloro-3-ethenyl-

Pyridine,4-chloro-3-ethenyl- (CAS No. 223573-95-3): A Versatile Intermediate in Modern Pharmaceutical Synthesis

Pyridine,4-chloro-3-ethenyl-, identified by its Chemical Abstracts Service (CAS) number 223573-95-3, is a significant intermediate in the realm of pharmaceutical chemistry. This compound, characterized by its pyridine core substituted with a chloro group at the 4-position and an ethenyl group at the 3-position, has garnered considerable attention due to its utility in the synthesis of various bioactive molecules.

The structural configuration of Pyridine,4-chloro-3-ethenyl- makes it a valuable building block for medicinal chemists. The presence of both electron-withdrawing and electron-donating groups facilitates diverse chemical transformations, enabling the construction of complex molecular architectures. In recent years, this compound has been increasingly employed in the development of novel therapeutic agents targeting a range of diseases.

One of the most notable applications of Pyridine,4-chloro-3-ethenyl- is in the synthesis of small-molecule inhibitors for kinases and other enzyme targets. Kinases play a pivotal role in numerous cellular signaling pathways, making them attractive therapeutic targets for conditions such as cancer, inflammation, and neurodegenerative disorders. The pyridine scaffold provides a suitable platform for designing molecules that can modulate kinase activity either through direct inhibition or allosteric regulation.

Recent studies have highlighted the utility of Pyridine,4-chloro-3-ethenyl- in the development of inhibitors targeting tyrosine kinases, which are overexpressed in many cancerous tissues. By leveraging the compound's reactive sites, researchers have been able to design molecules that exhibit high selectivity and potency. For instance, derivatives of this compound have shown promising activity against Bruton's tyrosine kinase (BTK), a key player in B-cell signaling pathways relevant to autoimmune diseases.

In addition to its role in kinase inhibition, Pyridine,4-chloro-3-ethenyl- has found applications in the synthesis of antiviral agents. The structural features of this compound allow for interactions with viral proteases and polymerases, thereby disrupting viral replication cycles. Preliminary studies have demonstrated that certain derivatives can inhibit the replication of RNA viruses by targeting critical enzymatic steps. This opens up new avenues for the development of antiviral therapies against emerging infectious diseases.

The versatility of Pyridine,4-chloro-3-ethenyl- is further underscored by its use in designing molecules with central nervous system (CNS) activity. The pyridine moiety is known to facilitate blood-brain barrier penetration, making it an ideal scaffold for developing neuroactive compounds. Researchers have utilized this compound to synthesize potential treatments for neurological disorders such as Alzheimer's disease and Parkinson's disease. These studies have revealed that derivatives of Pyridine,4-chloro-3-ethenyl- can modulate neurotransmitter levels and protect against neurotoxicity.

The synthetic methodologies employed in the preparation of Pyridine,4-chloro-3-ethenyl- are also worth mentioning. The compound can be synthesized through various routes, including cross-coupling reactions such as Suzuki-Miyaura and Buchwald-Hartwig couplings. These reactions allow for the introduction of diverse functional groups at specific positions on the pyridine ring, enhancing the compound's utility as a synthetic intermediate. Additionally, palladium-catalyzed reactions have been particularly effective in generating complex derivatives with high yields and purity.

The impact of Pyridine,4-chloro-3-ethenyl- on drug discovery is further exemplified by its incorporation into clinical candidates. Several pharmaceutical companies have included derivatives of this compound in their pipelines for treating various diseases. These candidates have advanced through preclinical studies and are being evaluated for their safety and efficacy in human trials. The success of these candidates underscores the importance of Pyridine,4-chloro-3-ethenyl- as a key intermediate in modern drug development.

In conclusion, , with its CAS number 223573 95 >>, represents a crucial intermediate in pharmaceutical synthesis. Its structural features enable diverse chemical transformations and its applications span across kinase inhibition, antiviral therapy, and CNS drug development. As research continues to uncover new therapeutic targets and synthetic strategies,













>the significance
>of this compound is expected to grow further. Its versatility makes it an indispensable tool for medicinal chemists striving to develop innovative treatments for human diseases.

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