Cas no 1806908-22-4 (3-Bromo-2-chloro-5-(difluoromethyl)-6-methylpyridine)

3-Bromo-2-chloro-5-(difluoromethyl)-6-methylpyridine is a halogenated pyridine derivative with a difluoromethyl substituent, offering unique reactivity and structural versatility in synthetic chemistry. Its bromo and chloro groups provide distinct sites for nucleophilic substitution or cross-coupling reactions, while the difluoromethyl moiety enhances electrophilic character and metabolic stability. The methyl group at the 6-position further influences steric and electronic properties, making it valuable in agrochemical and pharmaceutical intermediate synthesis. This compound’s well-defined reactivity profile enables precise functionalization, supporting the development of complex molecules. Its stability under various conditions ensures consistent performance in multi-step synthetic routes.
3-Bromo-2-chloro-5-(difluoromethyl)-6-methylpyridine structure
1806908-22-4 structure
Product Name:3-Bromo-2-chloro-5-(difluoromethyl)-6-methylpyridine
CAS No:1806908-22-4
MF:C7H5BrClF2N
MW:256.475106954575
CID:4810140
Update Time:2025-05-20

3-Bromo-2-chloro-5-(difluoromethyl)-6-methylpyridine Chemical and Physical Properties

Names and Identifiers

    • 3-Bromo-2-chloro-5-(difluoromethyl)-6-methylpyridine
    • Inchi: 1S/C7H5BrClF2N/c1-3-4(7(10)11)2-5(8)6(9)12-3/h2,7H,1H3
    • InChI Key: PZKQXZGTVLJVTA-UHFFFAOYSA-N
    • SMILES: BrC1=C(N=C(C)C(C(F)F)=C1)Cl

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 158
  • XLogP3: 3.5
  • Topological Polar Surface Area: 12.9

3-Bromo-2-chloro-5-(difluoromethyl)-6-methylpyridine Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Alichem
A029062613-250mg
3-Bromo-2-chloro-5-(difluoromethyl)-6-methylpyridine
1806908-22-4 97%
250mg
$998.40 2022-03-31
Alichem
A029062613-500mg
3-Bromo-2-chloro-5-(difluoromethyl)-6-methylpyridine
1806908-22-4 97%
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1806908-22-4 97%
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Enamine
EN300-6511591-0.05g
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Additional information on 3-Bromo-2-chloro-5-(difluoromethyl)-6-methylpyridine

Recent Advances in the Study of 3-Bromo-2-chloro-5-(difluoromethyl)-6-methylpyridine (CAS: 1806908-22-4)

The compound 3-Bromo-2-chloro-5-(difluoromethyl)-6-methylpyridine (CAS: 1806908-22-4) has recently garnered significant attention in the field of chemical biology and pharmaceutical research. This heterocyclic compound, characterized by its unique halogenated and difluoromethylated pyridine core, has shown promising potential as a key intermediate in the synthesis of novel agrochemicals and pharmaceuticals. Recent studies have focused on its reactivity, synthetic applications, and biological activities, making it a subject of intense investigation.

One of the primary areas of research involving 3-Bromo-2-chloro-5-(difluoromethyl)-6-methylpyridine is its role in the development of next-generation pesticides. The presence of both bromo and chloro substituents, along with the difluoromethyl group, enhances its ability to interact with biological targets, particularly in pest control. A 2023 study published in the Journal of Agricultural and Food Chemistry demonstrated its efficacy as a precursor in the synthesis of compounds with potent insecticidal activity against resistant strains of pests. The study highlighted its unique mode of action, which involves the inhibition of key enzymes in the pest's metabolic pathway.

In addition to its agrochemical applications, this compound has also been explored for its potential in medicinal chemistry. Researchers have utilized it as a building block for the synthesis of small molecules targeting various diseases. For instance, a recent preprint on ChemRxiv reported its use in the development of kinase inhibitors, which are crucial for cancer therapy. The difluoromethyl group, in particular, was found to improve the metabolic stability and bioavailability of the resulting inhibitors, addressing a common challenge in drug development.

The synthetic pathways for 3-Bromo-2-chloro-5-(difluoromethyl)-6-methylpyridine have also been a focal point of recent research. A 2022 paper in Organic Letters detailed an optimized, scalable synthesis route that minimizes the use of hazardous reagents while maintaining high yield and purity. This advancement is particularly significant for industrial applications, where safety and efficiency are paramount. The study also explored the compound's reactivity in cross-coupling reactions, which are widely used in pharmaceutical synthesis.

Another noteworthy development is the investigation of its environmental impact. Given its potential widespread use in agrochemicals, researchers have begun assessing its degradation products and their ecological effects. A 2023 study in Environmental Science & Technology employed advanced analytical techniques to track the compound's breakdown in soil and water, providing valuable data for regulatory considerations. The findings suggested that while the compound itself is relatively stable, certain degradation products may require further scrutiny.

Looking ahead, the versatility of 3-Bromo-2-chloro-5-(difluoromethyl)-6-methylpyridine continues to inspire new research directions. Its unique structural features make it a valuable tool for chemists and biologists alike, whether in the design of novel agrochemicals, pharmaceuticals, or materials. Future studies are expected to delve deeper into its mechanistic interactions and explore its applications in emerging fields such as chemical biology and materials science. As the body of research grows, this compound is poised to play an increasingly important role in addressing global challenges in agriculture and healthcare.

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