Cas no 52311-44-1 (2,6-Dibromo-4-ethoxypyridine)

2,6-Dibromo-4-ethoxypyridine structure
2,6-Dibromo-4-ethoxypyridine structure
Product Name:2,6-Dibromo-4-ethoxypyridine
CAS No:52311-44-1
MF:C7H7Br2NO
MW:280.944580316544
CID:1089123
PubChem ID:21471061
Update Time:2025-09-25

2,6-Dibromo-4-ethoxypyridine Chemical and Physical Properties

Names and Identifiers

    • 2,6-Dibromo-4-ethoxypyridine
    • CCA31144
    • SCHEMBL8773191
    • 52311-44-1
    • DTXSID10614354
    • Inchi: 1S/C7H7Br2NO/c1-2-11-5-3-6(8)10-7(9)4-5/h3-4H,2H2,1H3
    • InChI Key: CFKSFZCYTUHARX-UHFFFAOYSA-N
    • SMILES: BrC1C=C(C=C(N=1)Br)OCC

Computed Properties

  • Exact Mass: 280.88739g/mol
  • Monoisotopic Mass: 278.88944g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2
  • Complexity: 113
  • 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: 3.2
  • Topological Polar Surface Area: 22.1?2

2,6-Dibromo-4-ethoxypyridine Pricemore >>

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Additional information on 2,6-Dibromo-4-ethoxypyridine

Professional Introduction to 2,6-Dibromo-4-ethoxypyridine (CAS No. 52311-44-1)

2,6-Dibromo-4-ethoxypyridine is a significant compound in the realm of chemical and pharmaceutical research, characterized by its unique molecular structure and versatile reactivity. With the CAS number 52311-44-1, this pyridine derivative has garnered considerable attention due to its potential applications in the synthesis of various bioactive molecules. The compound's dual bromination at the 2 and 6 positions, combined with the ethoxy group at the 4-position, makes it a valuable intermediate in medicinal chemistry.

The structural features of 2,6-Dibromo-4-ethoxypyridine contribute to its utility in multiple synthetic pathways. The presence of bromine atoms enhances its reactivity in cross-coupling reactions, such as Suzuki-Miyaura and Buchwald-Hartwig couplings, which are pivotal in constructing complex organic molecules. Additionally, the ethoxy group provides a handle for further functionalization, allowing chemists to tailor the compound for specific applications.

In recent years, there has been a surge in research focusing on heterocyclic compounds due to their prevalence in natural products and pharmaceuticals. 2,6-Dibromo-4-ethoxypyridine stands out as a key building block in this domain. Its pyridine core is a common motif in many drugs and agrochemicals, making it an indispensable tool for synthetic chemists. The compound's ability to undergo selective modifications has opened doors for the development of novel therapeutics targeting various diseases.

One of the most compelling aspects of 2,6-Dibromo-4-ethoxypyridine is its role in the synthesis of kinase inhibitors. Kinases are enzymes that play a crucial role in cell signaling pathways, and their dysregulation is often associated with cancer and other chronic diseases. Researchers have leveraged the reactivity of this compound to develop potent inhibitors that can modulate kinase activity. For instance, derivatives of 2,6-Dibromo-4-ethoxypyridine have been explored as inhibitors of tyrosine kinases, showing promise in preclinical studies.

The pharmaceutical industry has also shown interest in 2,6-Dibromo-4-ethoxypyridine for its potential in antiviral and antibacterial applications. The brominated pyridine scaffold allows for the creation of molecules with enhanced binding affinity to viral proteases and bacterial enzymes. Recent studies have highlighted its utility in designing inhibitors against emerging pathogens, underscoring its importance in global health initiatives.

Beyond pharmaceuticals, 2,6-Dibromo-4-ethoxypyridine finds applications in materials science. Its ability to form coordination complexes with metals has led to research into its use as a ligand in catalytic systems. These complexes exhibit unique properties that can be exploited in organic transformations, offering sustainable alternatives to traditional catalysts.

The synthesis of 2,6-Dibromo-4-ethoxypyridine typically involves bromination and ethoxylation reactions on a pyridine precursor. Advanced synthetic methodologies have been developed to achieve high yields and purity levels, ensuring that researchers have access to high-quality starting materials for their investigations. Techniques such as palladium-catalyzed cross-coupling and flow chemistry have been particularly useful in optimizing these synthetic routes.

In conclusion, 2,6-Dibromo-4-ethoxypyridine (CAS No. 52311-44-1) is a multifaceted compound with broad applications across multiple scientific disciplines. Its structural features make it an invaluable intermediate for drug discovery, materials science, and catalysis. As research continues to uncover new possibilities for this molecule, its significance is only expected to grow further.

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