Cas no 1227600-03-4 (4-Bromo-2-fluoro-5-(trifluoromethyl)pyridine)

4-Bromo-2-fluoro-5-(trifluoromethyl)pyridine is a halogenated pyridine derivative with significant utility in pharmaceutical and agrochemical synthesis. Its key structural features—a bromo substituent at the 4-position, a fluoro group at the 2-position, and a trifluoromethyl group at the 5-position—enhance its reactivity as a versatile intermediate for cross-coupling reactions, nucleophilic substitutions, and other functionalizations. The electron-withdrawing trifluoromethyl group improves stability and influences regioselectivity in further transformations. This compound is particularly valuable in the development of bioactive molecules due to its ability to introduce fluorine-containing motifs, which are critical for modulating physicochemical and pharmacokinetic properties. Its high purity and well-defined reactivity make it a reliable building block for advanced synthetic applications.
4-Bromo-2-fluoro-5-(trifluoromethyl)pyridine structure
1227600-03-4 structure
Product Name:4-Bromo-2-fluoro-5-(trifluoromethyl)pyridine
CAS No:1227600-03-4
MF:C6H2BrF4N
MW:243.984394550323
CID:4689408
Update Time:2025-10-24

4-Bromo-2-fluoro-5-(trifluoromethyl)pyridine Chemical and Physical Properties

Names and Identifiers

    • 4-bromo-2-fluoro-5-(trifluoromethyl)pyridine
    • FCH1344377
    • 4-Bromo-2-fluoro-5-(trifluoromethyl)pyridine
    • Inchi: 1S/C6H2BrF4N/c7-4-1-5(8)12-2-3(4)6(9,10)11/h1-2H
    • InChI Key: ZWUGFMPVPTUHSW-UHFFFAOYSA-N
    • SMILES: BrC1C=C(N=CC=1C(F)(F)F)F

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0
  • Complexity: 160
  • Topological Polar Surface Area: 12.9

4-Bromo-2-fluoro-5-(trifluoromethyl)pyridine Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Alichem
A023022844-250mg
4-Bromo-2-fluoro-5-(trifluoromethyl)pyridine
1227600-03-4 97%
250mg
$673.20 2022-03-01
Alichem
A023022844-500mg
4-Bromo-2-fluoro-5-(trifluoromethyl)pyridine
1227600-03-4 97%
500mg
$1,029.00 2022-03-01
Alichem
A023022844-1g
4-Bromo-2-fluoro-5-(trifluoromethyl)pyridine
1227600-03-4 97%
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$1380.00 2023-09-03

Additional information on 4-Bromo-2-fluoro-5-(trifluoromethyl)pyridine

Introduction to 4-Bromo-2-fluoro-5-(trifluoromethyl)pyridine (CAS No: 1227600-03-4)

4-Bromo-2-fluoro-5-(trifluoromethyl)pyridine, identified by the Chemical Abstracts Service Number (CAS No) 1227600-03-4, is a fluorinated pyridine derivative that has garnered significant attention in the field of pharmaceutical and agrochemical research. This compound, characterized by its bromo, fluoro, and trifluoromethyl substituents, exhibits unique chemical properties that make it a valuable intermediate in the synthesis of various bioactive molecules. The structural features of 4-Bromo-2-fluoro-5-(trifluoromethyl)pyridine contribute to its versatility, enabling its application in multiple synthetic pathways and functional group transformations.

The fluorine atoms in 4-Bromo-2-fluoro-5-(trifluoromethyl)pyridine play a crucial role in modulating the electronic and steric properties of the molecule. Fluorinated pyridines are widely recognized for their ability to enhance metabolic stability, improve binding affinity to biological targets, and increase lipophilicity, making them indispensable in drug design. The presence of a bromo group provides a reactive handle for further functionalization via cross-coupling reactions, such as Suzuki-Miyaura or Buchwald-Hartwig couplings, which are pivotal in constructing complex molecular architectures.

Recent advancements in medicinal chemistry have highlighted the importance of 4-Bromo-2-fluoro-5-(trifluoromethyl)pyridine as a key building block in the development of novel therapeutic agents. For instance, studies have demonstrated its utility in synthesizing kinase inhibitors, which are critical in treating cancers and inflammatory diseases. The trifluoromethyl group, in particular, is known to enhance the pharmacokinetic profile of drugs by increasing their metabolic stability and binding interactions with biological receptors. This has led to increased interest in fluorinated pyridines as pharmacophores in drug discovery campaigns.

In the realm of agrochemicals, 4-Bromo-2-fluoro-5-(trifluoromethyl)pyridine has been explored for its potential in developing novel pesticides and herbicides. The structural motifs present in this compound contribute to its efficacy against various pests by interfering with essential biological pathways. The combination of bromo and trifluoromethyl groups enhances its bioactivity, making it a promising candidate for crop protection applications. Researchers have leveraged the reactivity of this compound to design derivatives with improved selectivity and lower environmental impact.

The synthesis of 4-Bromo-2-fluoro-5-(trifluoromethyl)pyridine typically involves multi-step organic transformations starting from readily available pyridine precursors. Advanced synthetic methodologies, including palladium-catalyzed cross-coupling reactions and metal-mediated fluorination processes, have been employed to achieve high yields and purity. These synthetic strategies not only highlight the versatility of 4-Bromo-2-fluoro-5-(trifluoromethyl)pyridine but also underscore the importance of innovative synthetic chemistry in drug development.

One notable application of 4-Bromo-2-fluoro-5-(trifluoromethyl)pyridine is in the synthesis of small-molecule inhibitors targeting protein-protein interactions (PPIs). PPIs are involved in numerous cellular processes and are often implicated in diseases such as cancer and neurodegeneration. By designing molecules that disrupt these interactions, researchers aim to develop therapies that modulate disease pathways effectively. The structural features of 4-Bromo-2-fluoro-5-(trifluoromethyl)pyridine make it an ideal scaffold for creating such inhibitors due to its ability to engage with specific pockets on protein surfaces.

The role of computational chemistry and molecular modeling has been instrumental in understanding the binding interactions between 4-Bromo-2-fluoro-5-(trifluoromethyl)pyridine derivatives and biological targets. These tools have enabled researchers to predict the efficacy and selectivity of potential drug candidates before they enter into costly experimental validation phases. This approach has accelerated the drug discovery process significantly, allowing for more targeted and efficient development pipelines.

In conclusion, 4-Bromo-2-fluoro-5-(trifluoromethyl)pyridine (CAS No: 1227600-03-4) is a multifaceted compound with broad applications in pharmaceuticals and agrochemicals. Its unique structural features and reactivity make it a valuable intermediate for synthesizing bioactive molecules with enhanced pharmacological properties. As research continues to uncover new therapeutic targets and synthetic methodologies, the importance of compounds like 4-Bromo-2-fluoro-5-(trifluoromethyl)pyridine is expected to grow further, driving innovation across multiple scientific disciplines.

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