Cas no 3786-95-6 (4-Chloro-3-fluoro-2,6-dimethylpyridine)

4-Chloro-3-fluoro-2,6-dimethylpyridine is a halogenated pyridine derivative with a distinct substitution pattern, offering versatility as a building block in pharmaceutical and agrochemical synthesis. The presence of chloro and fluoro substituents at the 4- and 3-positions, combined with methyl groups at the 2- and 6-positions, enhances its reactivity for selective functionalization. This compound is particularly valuable in cross-coupling reactions and nucleophilic substitutions due to its electron-deficient pyridine core. Its structural features contribute to stability and controlled reactivity, making it useful for developing bioactive molecules. High purity and consistent quality ensure reliable performance in research and industrial applications.
4-Chloro-3-fluoro-2,6-dimethylpyridine structure
3786-95-6 structure
Product Name:4-Chloro-3-fluoro-2,6-dimethylpyridine
CAS No:3786-95-6
MF:C7H7ClFN
MW:159.588584184647
CID:1092754
PubChem ID:72942507
Update Time:2025-10-24

4-Chloro-3-fluoro-2,6-dimethylpyridine Chemical and Physical Properties

Names and Identifiers

    • 4-Chloro-3-fluoro-2,6-dimethylpyridine
    • SB53751
    • 3786-95-6
    • Inchi: 1S/C7H7ClFN/c1-4-3-6(8)7(9)5(2)10-4/h3H,1-2H3
    • InChI Key: IFMPCFODWPQSAW-UHFFFAOYSA-N
    • SMILES: ClC1C=C(C)N=C(C)C=1F

Computed Properties

  • Exact Mass: 159.0251051g/mol
  • Monoisotopic Mass: 159.0251051g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 0
  • Complexity: 120
  • 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: 2.4
  • Topological Polar Surface Area: 12.9?2

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Additional information on 4-Chloro-3-fluoro-2,6-dimethylpyridine

Research Briefing on 4-Chloro-3-fluoro-2,6-dimethylpyridine (CAS: 3786-95-6): Recent Advances and Applications

4-Chloro-3-fluoro-2,6-dimethylpyridine (CAS: 3786-95-6) is a halogenated pyridine derivative that has garnered significant attention in the field of chemical biology and pharmaceutical research. This compound serves as a versatile intermediate in the synthesis of various bioactive molecules, including agrochemicals and pharmaceuticals. Recent studies have highlighted its potential in drug discovery, particularly in the development of kinase inhibitors and antimicrobial agents. This briefing aims to summarize the latest research findings and applications of this compound, providing insights into its chemical properties, synthetic routes, and biological activities.

One of the key areas of research involving 4-Chloro-3-fluoro-2,6-dimethylpyridine is its role in the synthesis of kinase inhibitors. Kinases are critical targets in cancer therapy, and the structural features of this compound make it a valuable scaffold for designing potent inhibitors. A 2023 study published in the Journal of Medicinal Chemistry demonstrated the use of this pyridine derivative in the development of selective JAK2 inhibitors, which showed promising activity against myeloproliferative neoplasms. The study emphasized the compound's ability to enhance binding affinity and selectivity through strategic modifications of its halogen and methyl groups.

In addition to its applications in oncology, 4-Chloro-3-fluoro-2,6-dimethylpyridine has been explored for its antimicrobial properties. Researchers have synthesized derivatives of this compound and evaluated their efficacy against drug-resistant bacterial strains. A recent publication in Bioorganic & Medicinal Chemistry Letters reported that fluorinated pyridine derivatives exhibited potent activity against methicillin-resistant Staphylococcus aureus (MRSA), with minimal cytotoxicity to mammalian cells. These findings underscore the potential of this compound as a lead structure for developing novel antibiotics.

The synthetic routes to 4-Chloro-3-fluoro-2,6-dimethylpyridine have also been optimized in recent years. A 2022 study in Organic Process Research & Development described a scalable and cost-effective method for its production, utilizing palladium-catalyzed cross-coupling reactions. This advancement addresses previous challenges related to yield and purity, making the compound more accessible for industrial and academic research. Furthermore, the study highlighted the importance of green chemistry principles in minimizing environmental impact during synthesis.

Looking ahead, the potential applications of 4-Chloro-3-fluoro-2,6-dimethylpyridine extend beyond drug discovery. Its unique chemical properties make it a candidate for materials science, particularly in the development of organic semiconductors and liquid crystals. Ongoing research is exploring its use in optoelectronic devices, where its stability and electronic properties could offer significant advantages. As the field of chemical biology continues to evolve, this compound is poised to play a pivotal role in bridging the gap between small-molecule chemistry and functional materials.

In conclusion, 4-Chloro-3-fluoro-2,6-dimethylpyridine (CAS: 3786-95-6) represents a multifaceted tool in modern chemical and pharmaceutical research. Its applications in kinase inhibition, antimicrobial therapy, and materials science highlight its versatility and potential for future innovations. Continued exploration of its derivatives and synthetic methodologies will likely yield further breakthroughs, solidifying its importance in the field.

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