Cas no 85396-63-0 (3-(Difluoromethyl)-2,6-difluoro-pyridine)

3-(Difluoromethyl)-2,6-difluoro-pyridine structure
85396-63-0 structure
Product Name:3-(Difluoromethyl)-2,6-difluoro-pyridine
CAS No:85396-63-0
MF:C6H3F4N
MW:165.08833527565
MDL:MFCD22199312
CID:1077466
PubChem ID:20139558
Update Time:2025-04-24

3-(Difluoromethyl)-2,6-difluoro-pyridine Chemical and Physical Properties

Names and Identifiers

    • 3-(Difluoromethyl)-2,6-difluoro-pyridine
    • 3-(Difluoromethyl)-2,6-difluoropyridine
    • IKYICBXGNVGTRX-UHFFFAOYSA-N
    • SCHEMBL10674765
    • AKOS008901421
    • CS-0319346
    • DTXSID30602899
    • 3-(Difluoromethyl)-2,6-difluoro-pyridine stabilized over potassium carbonate
    • EN300-7753038
    • 85396-63-0
    • MFCD22199312
    • STL556123
    • BBL102323
    • MDL: MFCD22199312
    • Inchi: 1S/C6H3F4N/c7-4-2-1-3(5(8)9)6(10)11-4/h1-2,5H
    • InChI Key: IKYICBXGNVGTRX-UHFFFAOYSA-N
    • SMILES: FC(C1C(=NC(=CC=1)F)F)F

Computed Properties

  • Exact Mass: 165.02016175g/mol
  • Monoisotopic Mass: 165.02016175g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 130
  • 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: 2.3
  • Topological Polar Surface Area: 12.9?2

3-(Difluoromethyl)-2,6-difluoro-pyridine Pricemore >>

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3-(Difluoromethyl)-2,6-difluoro-pyridine Related Literature

Additional information on 3-(Difluoromethyl)-2,6-difluoro-pyridine

Introduction to 3-(Difluoromethyl)-2,6-difluoro-pyridine (CAS No. 85396-63-0) and Its Emerging Applications in Chemical Biology and Medicinal Chemistry

3-(Difluoromethyl)-2,6-difluoro-pyridine, identified by the chemical identifier CAS No. 85396-63-0, is a fluorinated pyridine derivative that has garnered significant attention in the fields of chemical biology and medicinal chemistry due to its unique structural and electronic properties. The presence of multiple fluorine atoms at the 2 and 6 positions, combined with a difluoromethyl substituent at the 3 position, imparts distinct reactivity and binding capabilities, making it a valuable scaffold for the development of novel bioactive molecules.

The increasing interest in fluorinated compounds stems from their ability to modulate pharmacokinetic and pharmacodynamic properties of drug candidates. Fluorine atoms, being highly electronegative, can enhance metabolic stability, improve binding affinity to biological targets, and influence the lipophilicity of molecules. In particular, the difluoromethyl group is renowned for its ability to improve binding interactions by increasing the rigidity of the molecular framework and participating in hydrophobic interactions. This makes 3-(Difluoromethyl)-2,6-difluoro-pyridine a promising building block for designing small-molecule inhibitors and probes.

Recent advancements in computational chemistry and structure-activity relationship (SAR) studies have further highlighted the potential of this compound. Researchers have leveraged molecular modeling techniques to explore how the fluorine atoms influence the conformational flexibility and electronic distribution of the pyridine ring. These insights have been instrumental in guiding the synthesis of analogs with enhanced potency and selectivity. For instance, studies have demonstrated that substituting hydrogen atoms at the 2 and 6 positions with fluorine leads to improved interactions with biological targets such as enzymes and receptors.

The pharmaceutical industry has been particularly keen on exploring fluorinated pyridines due to their role in developing next-generation therapeutics. Notably, derivatives of 3-(Difluoromethyl)-2,6-difluoro-pyridine have been investigated as potential candidates for treating neurological disorders, cancer, and infectious diseases. The ability of fluorine atoms to enhance blood-brain barrier penetration has made this class of compounds attractive for central nervous system (CNS) drug discovery. Additionally, the unique electronic properties of fluorinated pyridines have been exploited in designing kinase inhibitors, which are critical in oncology research.

In academic research, 3-(Difluoromethyl)-2,6-difluoro-pyridine has been employed as a key intermediate in synthesizing complex organic molecules. Its versatility allows chemists to introduce diverse functional groups while maintaining the integrity of the pyridine core. This has led to the development of novel heterocyclic frameworks that exhibit interesting biological activities. For example, researchers have synthesized libraries of pyridine-based compounds using 3-(Difluoromethyl)-2,6-difluoro-pyridine as a precursor, leading to discoveries of molecules with antimicrobial and anti-inflammatory properties.

The synthesis of 3-(Difluoromethyl)-2,6-difluoro-pyridine itself presents a fascinating challenge due to the need for precise control over regioselectivity during fluorination reactions. Modern synthetic methodologies, such as transition-metal-catalyzed cross-coupling reactions and electrochemical fluorination, have enabled more efficient access to this compound. These advances have not only facilitated its use in drug discovery but also contributed to our understanding of fluorination chemistry.

One particularly noteworthy application of 3-(Difluoromethyl)-2,6-difluoro-pyridine is in the development of fluorescent probes for cellular imaging. The electron-withdrawing nature of fluorine atoms enhances fluorescence emission properties, making this compound suitable for tracking biological processes in real-time. Such probes are invaluable tools for studying protein-protein interactions and metabolic pathways within living cells.

The future prospects for 3-(Difluoromethyl)-2,6-difluoro-pyridine are vast, driven by ongoing research into novel therapeutic applications and synthetic innovations. As computational tools become more sophisticated, virtual screening methods will continue to identify new derivatives with optimized properties. Furthermore, interdisciplinary approaches combining organic chemistry with bioinformatics will accelerate the discovery pipeline.

In conclusion,3-(Difluoromethyl)-2,6-difluoro-pyridine (CAS No. 85396-63-0) represents a cornerstone compound in modern medicinal chemistry. Its unique structural features offer unparalleled opportunities for designing bioactive molecules with improved efficacy and selectivity. As research progresses,this compound will undoubtedly continue to play a pivotal role in advancing therapeutic strategies across multiple disease areas.

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