Cas no 794496-99-4 (3-(pyridin-2-yl)prop-2-yn-1-amine)

3-(pyridin-2-yl)prop-2-yn-1-amine is a versatile organic compound characterized by its unique structure and reactivity. This compound exhibits high purity and stability, making it ideal for various synthetic applications. Its presence in chemical reactions facilitates the formation of complex organic molecules, thereby expanding the scope of organic synthesis. Its availability in analytical grade ensures reliable experimental results and reproducibility in research and industrial settings.
3-(pyridin-2-yl)prop-2-yn-1-amine structure
794496-99-4 structure
Product Name:3-(pyridin-2-yl)prop-2-yn-1-amine
CAS No:794496-99-4
MF:C8H8N2
MW:132.162521362305
CID:1117891
PubChem ID:11310248
Update Time:2025-10-31

3-(pyridin-2-yl)prop-2-yn-1-amine Chemical and Physical Properties

Names and Identifiers

    • 3-(2-pyridinyl)-2-Propyn-1-amine
    • 3-(pyridin-2-yl)prop-2-yn-1-amine
    • F8889-6160
    • EN300-149341
    • AKOS012989576
    • 3-pyridin-2-ylprop-2-yn-1-amine
    • CS-0285629
    • 794496-99-4
    • Inchi: 1S/C8H8N2/c9-6-3-5-8-4-1-2-7-10-8/h1-2,4,7H,6,9H2
    • InChI Key: MAZIPCIZUJEODT-UHFFFAOYSA-N
    • SMILES: N1C=CC=CC=1C#CCN

Computed Properties

  • Exact Mass: 132.068748264g/mol
  • Monoisotopic Mass: 132.068748264g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 151
  • 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: 0.1
  • Topological Polar Surface Area: 38.9?2

3-(pyridin-2-yl)prop-2-yn-1-amine Pricemore >>

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Additional information on 3-(pyridin-2-yl)prop-2-yn-1-amine

Introduction to 3-(pyridin-2-yl)prop-2-yn-1-amine (CAS No. 794496-99-4) and Its Emerging Applications in Chemical Biology

3-(pyridin-2-yl)prop-2-yn-1-amine, identified by the chemical abstracts service number 794496-99-4, is a heterocyclic compound featuring a pyridine moiety linked to a propargylamine group. This molecular structure has garnered significant attention in the field of chemical biology due to its versatile reactivity and potential applications in drug discovery and synthetic chemistry. The pyridine ring, a common pharmacophore, contributes to the compound's ability to interact with biological targets, while the propargylamine moiety offers opportunities for further functionalization through cross-coupling reactions. This introduction explores the structural features, synthetic pathways, and recent applications of 3-(pyridin-2-yl)prop-2-yn-1-amine, emphasizing its role in developing novel therapeutic agents.

The molecular framework of 3-(pyridin-2-yl)prop-2-yn-1-amine consists of a pyridine ring at the 2-position substituted with a propargylamine side chain. The propargyl group (–C≡C–NH?) is highly reactive and can participate in various chemical transformations, including Sonogashira coupling, Buchwald-Hartwig amination, and metal-catalyzed reactions. These properties make the compound a valuable intermediate in constructing more complex molecules. The pyridine ring, on the other hand, is known for its ability to form hydrogen bonds and coordinate with metal ions, enhancing its binding affinity to biological targets. Such structural characteristics have positioned 3-(pyridin-2-yl)prop-2-yn-1-amine as a key building block in medicinal chemistry.

In recent years, 3-(pyridin-2-yl)prop-2-yn-1-amine has been extensively studied for its potential in pharmaceutical applications. One of the most promising areas is its use as a precursor in the synthesis of small-molecule inhibitors targeting enzymes involved in metabolic pathways. For instance, researchers have explored its derivatives as inhibitors of Janus kinases (JAKs), which play a crucial role in inflammatory responses and autoimmune diseases. The pyridine moiety allows for selective binding to specific residues in the JAK active site, while the propargylamine group can be further modified to enhance potency and selectivity. Preliminary studies have shown that compounds derived from 3-(pyridin-2-yl)prop-2-yn-1-amine exhibit promising anti-inflammatory properties in cellular assays.

Another emerging application of 3-(pyridin-2-yll)-prop--{[}--{]--{]}--{[}--{]}--{]}--{[}--{]}--{]}--{[}--{]}--{]}--{[}--{]}--{]}--{[}--{]}--{]}--{-}-1---{-}-amine lies in its role as a scaffold for developing kinase inhibitors. Kinases are enzymes that regulate various cellular processes, and dysregulation of their activity is implicated in numerous diseases, including cancer. The propargylamine group provides a handle for introducing diverse substituents that can modulate kinase inhibition. Recent advances in crystallographic studies have revealed how derivatives of this compound interact with kinase active sites, providing insights into structure-based drug design. These findings have paved the way for developing next-generation kinase inhibitors with improved pharmacokinetic profiles.

Synthetic methodologies for preparing 3-(pyridin-yll)-prop-{[-}-yml)-1---{-}-amine have also seen significant advancements. Traditional approaches involve nucleophilic substitution reactions or cross-coupling reactions between halogenated pyridines and propargylamines. However, recent reports have highlighted the use of transition-metal-catalyzed reactions for more efficient synthesis. For example, palladium-catalyzed Buchwald-Hartwig amination has been employed to introduce aryl groups onto the pyridine ring, while copper-catalyzed Sonogashira couplings have been used to extend the propargyl chain. These methods not only improve yield but also reduce byproduct formation, making them ideal for large-scale production.

The versatility of 3-(pyridin-yll)-prop-{[-}-yml)-1---{-}-amine extends beyond kinase inhibition; it has also been explored as a precursor for antiviral agents. Viruses rely on host enzymes for replication, and inhibiting these enzymes can disrupt viral life cycles. Researchers have synthesized derivatives of this compound that target viral proteases and polymerases. The pyridine ring interacts with hydrophobic pockets in viral proteins, while the propargylamine group can be modified to enhance binding affinity. Preliminary antiviral assays have shown that certain derivatives exhibit potent activity against RNA viruses, suggesting their potential as therapeutic agents.

In conclusion,3-(pyridin-yll)-prop-{[-}-yml)-1---{-}-amine (CAS No. 794496—99—4) is a multifaceted compound with significant potential in pharmaceutical research and drug development。 Its unique structural features enable it to interact with various biological targets, making it valuable for designing inhibitors of kinases, enzymes, and even viral proteins。 Advances in synthetic chemistry have further enhanced its accessibility, allowing researchers to explore more complex derivatives with tailored properties。 As our understanding of biological pathways continues to grow, compounds like 3-(pyridin-yll)-prop-{[-}-yml)-1---{-}-amine will undoubtedly play a crucial role in developing innovative therapeutic strategies。

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