Cas no 1214359-76-8 (4,5-Dichloro-2-fluoropyridine)

4,5-Dichloro-2-fluoropyridine is a halogenated pyridine derivative widely used as a key intermediate in pharmaceutical and agrochemical synthesis. Its distinct substitution pattern—featuring chlorine at the 4 and 5 positions and fluorine at the 2 position—enhances reactivity and selectivity in nucleophilic aromatic substitution reactions. This compound is particularly valuable in the development of active ingredients due to its ability to serve as a versatile building block for further functionalization. Its stability under typical reaction conditions and compatibility with a range of catalysts make it a preferred choice for fine chemical applications. High purity grades ensure consistent performance in complex synthetic pathways.
4,5-Dichloro-2-fluoropyridine structure
4,5-Dichloro-2-fluoropyridine structure
Product Name:4,5-Dichloro-2-fluoropyridine
CAS No:1214359-76-8
MF:C5H2Cl2FN
MW:165.980482578278
CID:4799088
PubChem ID:57180142
Update Time:2025-06-13

4,5-Dichloro-2-fluoropyridine Chemical and Physical Properties

Names and Identifiers

    • 4,5-dichloro-2-fluoropyridine
    • MFCD13185535
    • F72206
    • 1214359-76-8
    • 4,5-Dichloro-2-fluoropyridine
    • Inchi: 1S/C5H2Cl2FN/c6-3-1-5(8)9-2-4(3)7/h1-2H
    • InChI Key: WGHAPKAYKGHYAC-UHFFFAOYSA-N
    • SMILES: ClC1C=C(N=CC=1Cl)F

Computed Properties

  • Exact Mass: 164.9548326g/mol
  • Monoisotopic Mass: 164.9548326g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 0
  • Complexity: 101
  • 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: 2.5
  • Topological Polar Surface Area: 12.9

4,5-Dichloro-2-fluoropyridine Pricemore >>

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4,5-Dichloro-2-fluoropyridine Related Literature

Additional information on 4,5-Dichloro-2-fluoropyridine

Introduction to 4,5-Dichloro-2-fluoropyridine (CAS No. 1214359-76-8)

4,5-Dichloro-2-fluoropyridine, with the chemical formula C?H?Cl?FN?, is a fluorinated pyridine derivative that has garnered significant attention in the field of pharmaceutical and agrochemical research. This compound, identified by its CAS number 1214359-76-8, serves as a crucial intermediate in the synthesis of various biologically active molecules. Its unique structural features—specifically the presence of both chlorine and fluorine substituents—make it a versatile building block for further chemical modifications, enabling the development of novel compounds with potential therapeutic applications.

The significance of 4,5-Dichloro-2-fluoropyridine in modern chemistry stems from its ability to participate in diverse synthetic pathways. The electron-withdrawing nature of the chlorine atoms and the electron-donating effect of the fluorine atom create a balanced reactivity profile, allowing for selective functionalization at different positions of the pyridine ring. This characteristic is particularly valuable in medicinal chemistry, where precise control over molecular structure is essential for optimizing pharmacokinetic and pharmacodynamic properties.

In recent years, researchers have leveraged 4,5-Dichloro-2-fluoropyridine to develop new classes of drugs targeting various diseases. One notable area of investigation has been its application in the synthesis of kinase inhibitors. Kinases are enzymes that play a critical role in cell signaling pathways, and dysregulation of these pathways is implicated in numerous cancers and inflammatory diseases. By incorporating 4,5-Dichloro-2-fluoropyridine into kinase inhibitor molecules, scientists have been able to design compounds that exhibit high selectivity and potency. For instance, studies have demonstrated its utility in creating inhibitors that target tyrosine kinases, which are overactive in certain types of leukemia and solid tumors.

Another promising application of 4,5-Dichloro-2-fluoropyridine lies in the development of antiviral agents. The structural motif present in this compound has been found to mimic natural pyrimidine derivatives, which are key components of viral genetic material. By modifying the chlorine and fluorine substituents strategically, researchers have synthesized analogs that can interfere with viral replication processes. Preliminary studies have shown that certain derivatives exhibit inhibitory activity against RNA viruses, including those responsible for respiratory infections and hepatitis.

The agrochemical industry has also benefited from the use of 4,5-Dichloro-2-fluoropyridine as an intermediate. Its incorporation into pesticide formulations has led to the development of more effective and environmentally sustainable solutions. The compound’s ability to undergo further functionalization allows chemists to tailor its properties for specific agricultural needs. For example, modifications can enhance its stability under field conditions or improve its bioavailability in plants, thereby increasing crop protection efficiency.

From a synthetic chemistry perspective, 4,5-Dichloro-2-fluoropyridine is valued for its role in cross-coupling reactions. Techniques such as Suzuki-Miyaura coupling and Buchwald-Hartwig amination enable the introduction of aryl or amino groups at desired positions on the pyridine ring. These reactions are fundamental tools in organic synthesis and have been instrumental in constructing complex drug molecules. The presence of both chlorine and fluorine atoms provides multiple handles for such transformations, making 4,5-Dichloro-2-fluoropyridine a preferred starting material for multi-step syntheses.

Recent advances in computational chemistry have further enhanced the utility of 4,5-Dichloro-2-fluoropyridine. Molecular modeling studies have helped predict its reactivity and interactions with biological targets with greater accuracy. This computational approach allows researchers to optimize synthetic routes before conducting expensive laboratory experiments. Additionally, machine learning algorithms have been trained on large datasets containing derivatives of 4,5-Dichloro-2-fluoropyridine, enabling the rapid identification of novel structures with desired biological properties.

The safety profile of 4,5-Dichloro-2-fluoropyridine is another critical consideration in its application. While it is not classified as a hazardous substance under standard regulatory guidelines, proper handling procedures must be followed to minimize exposure risks. Personal protective equipment (PPE), such as gloves and lab coats, should be used when working with this compound to prevent skin contact or inhalation of dust particles. Storage conditions should also be carefully controlled to avoid degradation or unintended reactions.

In conclusion,4,5-Dichloro-2-fluoropyridine (CAS No. 1214359-76-8) is a multifaceted compound with broad applications across pharmaceuticals and agrochemicals. Its unique structural features make it an indispensable intermediate for synthesizing biologically active molecules targeting diseases such as cancer and viral infections. As research continues to uncover new synthetic possibilities and applications,4,5-Dichloro-2-fluoropyridine will undoubtedly remain at the forefront of chemical innovation.

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