Cas no 39795-60-3 (4-(4-Bromophenyl)pyridine)

4-(4-Bromophenyl)pyridine is a brominated aromatic heterocyclic compound featuring a pyridine ring linked to a 4-bromophenyl group. This structure imparts unique electronic and steric properties, making it a valuable intermediate in organic synthesis and pharmaceutical research. Its bromine substituent enhances reactivity in cross-coupling reactions, such as Suzuki or Stille couplings, facilitating the construction of complex biphenyl derivatives. The pyridine moiety contributes to coordination chemistry, enabling applications in ligand design and catalysis. With high purity and stability, 4-(4-Bromophenyl)pyridine is suitable for precise synthetic applications, including the development of agrochemicals, pharmaceuticals, and advanced materials. Its well-defined reactivity profile ensures consistent performance in demanding chemical transformations.
4-(4-Bromophenyl)pyridine structure
4-(4-Bromophenyl)pyridine structure
Product Name:4-(4-Bromophenyl)pyridine
CAS No:39795-60-3
MF:C11H8BrN
MW:234.091921806335
MDL:MFCD00956748
CID:304596
PubChem ID:616283
Update Time:2025-08-05

4-(4-Bromophenyl)pyridine Chemical and Physical Properties

Names and Identifiers

    • 4-(4-Bromophenyl)pyridine
    • 4-(4-BROMOPHENYL)-PYRIDINE
    • 5-bromoindolin-2-one
    • 5-BROMOOXINDOLE
    • Pyridine,4-(4-bromophenyl)-
    • 4-(4-Pyridyl)bromobenzene
    • 4-(p-Bromophenyl)pyridine
    • Pyridine, 4-(4-bromophenyl)-
    • 4-(4-BROMO-PHENYL)-PYRIDINE
    • GYJBDJGUNDKZKO-UHFFFAOYSA-N
    • 4-(pyrid-4-yl)bromobenzene
    • 4-(4-brom-phenyl)-pyridine
    • 4-(Pyridin-4-yl)-bromobenzene
    • AMPD00150
    • BCP22853
    • AM85753
    • FCH1332222
    • SY038030
    • AX8219428
    • AB0024691
    • W6012
    • ST24023168
    • B4663
    • 10.14272/GYJBDJGUNDKZKO-UHFFFAOYSA-N.1
    • A4540
    • FT-0687528
    • 39795-60-3
    • doi:10.14272/GYJBDJGUNDKZKO-UHFFFAOYSA-N.1
    • DS-15381
    • SCHEMBL1773352
    • EN300-212989
    • DTXSID501312251
    • CS-W006114
    • MFCD00956748
    • AKOS015835678
    • DB-010150
    • MDL: MFCD00956748
    • Inchi: 1S/C11H8BrN/c12-11-3-1-9(2-4-11)10-5-7-13-8-6-10/h1-8H
    • InChI Key: GYJBDJGUNDKZKO-UHFFFAOYSA-N
    • SMILES: BrC1C=CC(=CC=1)C1C=CN=CC=1

Computed Properties

  • Exact Mass: 232.98404
  • Monoisotopic Mass: 232.984
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 146
  • 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: 3.3
  • Topological Polar Surface Area: 12.9
  • Molecular Weight: 234.09

Experimental Properties

  • Color/Form: No data available
  • Density: 1.426
  • Melting Point: 128.0 to 132.0 deg-C
  • Boiling Point: 318.7℃ at 760 mmHg
  • Flash Point: 146.594 °C
  • PSA: 12.89

4-(4-Bromophenyl)pyridine Security Information

4-(4-Bromophenyl)pyridine Pricemore >>

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Additional information on 4-(4-Bromophenyl)pyridine

Introduction to 4-(4-Bromophenyl)pyridine (CAS No. 39795-60-3)

4-(4-Bromophenyl)pyridine, with the chemical formula C?H?BrN and CAS number 39795-60-3, is a significant intermediate in modern pharmaceutical and chemical synthesis. This compound belongs to the class of brominated pyridines, which have garnered considerable attention in the scientific community due to their versatile applications in drug development and material science. The presence of a bromine substituent at the para position of the phenyl ring enhances its reactivity, making it a valuable building block for further functionalization.

The synthesis of 4-(4-Bromophenyl)pyridine typically involves the bromination of 4-phenylpyridine or through cross-coupling reactions involving 4-bromobenzonitrile and appropriate pyridine derivatives. The efficiency and yield of these synthetic routes depend on the choice of catalysts and reaction conditions, which are continuously optimized to meet industrial standards. Recent advancements in green chemistry have also led to the exploration of solvent-free and catalytic methods, reducing environmental impact while maintaining high purity standards.

In the pharmaceutical industry, 4-(4-Bromophenyl)pyridine serves as a key precursor for numerous bioactive molecules. Its structural motif is frequently incorporated into kinase inhibitors, antiviral agents, and anticancer drugs due to its ability to interact with biological targets effectively. For instance, studies have shown that derivatives of this compound exhibit potent activity against tyrosine kinases, which are crucial in signal transduction pathways associated with various diseases.

One notable application of 4-(4-Bromophenyl)pyridine is in the development of small-molecule inhibitors targeting protein-protein interactions. These interactions are often dysregulated in diseases such as cancer and inflammation, making them attractive therapeutic targets. Researchers have leveraged the brominated pyridine core to design molecules that disrupt aberrant signaling networks by binding to specific protein domains. This approach has led to several promising candidates entering clinical trials, highlighting the compound's importance in drug discovery.

The field of materials science has also benefited from the unique properties of 4-(4-Bromophenyl)pyridine. Its ability to form stable coordination complexes with metal ions makes it useful in designing luminescent materials and catalysts. For example, complexes formed with transition metals like palladium and copper have shown enhanced catalytic activity in cross-coupling reactions, which are fundamental to constructing complex organic molecules. These findings underscore the compound's versatility beyond pharmaceutical applications.

Recent research has further expanded the utility of 4-(4-Bromophenyl)pyridine by exploring its role in medicinal chemistry through structure-activity relationship (SAR) studies. By systematically modifying its substituents, scientists have identified novel analogs with improved pharmacokinetic profiles and reduced toxicity. These efforts align with global trends toward personalized medicine, where compounds must be tailored for optimal efficacy and safety. The bromine atom's reactivity allows for diverse derivatization strategies, enabling the creation of a wide spectrum of pharmacologically relevant molecules.

The synthesis and handling of 4-(4-Bromophenyl)pyridine require adherence to stringent quality control measures to ensure consistency and purity. Analytical techniques such as high-performance liquid chromatography (HPLC), nuclear magnetic resonance (NMR) spectroscopy, and mass spectrometry (MS) are routinely employed to verify its chemical identity and assess impurities. These methods are critical for maintaining compliance with regulatory standards set by agencies like the U.S. Food and Drug Administration (FDA) and the European Medicines Agency (EMA).

The environmental impact of producing 4-(4-Bromophenyl)pyridine has prompted investigations into sustainable synthetic routes. Researchers are increasingly focusing on biocatalysis and flow chemistry approaches to minimize waste generation and energy consumption. Such innovations not only align with corporate social responsibility goals but also contribute to cost-effective manufacturing processes. The integration of these technologies into industrial practice represents a significant step forward in sustainable chemical production.

In conclusion, 4-(4-Bromophenyl)pyridine (CAS No. 39795-60-3) is a multifaceted compound with far-reaching implications in pharmaceuticals and materials science. Its structural features enable diverse applications, from drug development to advanced material design, while ongoing research continues to uncover new possibilities for its use. As scientific understanding evolves, so too will the ways in which this compound is utilized, reinforcing its position as a cornerstone of modern chemical innovation.

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