Cas no 871493-04-8 (3-Bromo-6-fluoro-2,4-dimethylpyridine)

3-Bromo-6-fluoro-2,4-dimethylpyridine structure
871493-04-8 structure
Product Name:3-Bromo-6-fluoro-2,4-dimethylpyridine
CAS No:871493-04-8
MF:C7H7BrFN
MW:204.03958439827
CID:4828283
PubChem ID:68973514
Update Time:2025-11-02

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

Names and Identifiers

    • 3-bromo-6-fluoro-2,4-dimethylpyridine
    • Pyridine, 3-bromo-6-fluoro-2,4-dimethyl-
    • 3-bromo-2,4-dimethyl-6-fluoropyridine
    • AK671499
    • G62271
    • DB-204468
    • SCHEMBL4246844
    • MFCD27930892
    • 871493-04-8
    • QRHBGJFAUHEIQU-UHFFFAOYSA-N
    • 3-Bromo-6-fluoro-2,4-dimethylpyridine
    • Inchi: 1S/C7H7BrFN/c1-4-3-6(9)10-5(2)7(4)8/h3H,1-2H3
    • InChI Key: QRHBGJFAUHEIQU-UHFFFAOYSA-N
    • SMILES: BrC1C(C)=NC(=CC=1C)F

Computed Properties

  • Exact Mass: 202.97459g/mol
  • Monoisotopic Mass: 202.97459g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • 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: 2.7
  • Topological Polar Surface Area: 12.9

3-Bromo-6-fluoro-2,4-dimethylpyridine Pricemore >>

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

Research Brief on 3-Bromo-6-fluoro-2,4-dimethylpyridine (CAS: 871493-04-8) in Chemical Biology and Pharmaceutical Applications

3-Bromo-6-fluoro-2,4-dimethylpyridine (CAS: 871493-04-8) is a halogenated pyridine derivative that has garnered significant attention in recent years due to its versatile applications in chemical biology and pharmaceutical research. This compound serves as a key intermediate in the synthesis of various bioactive molecules, particularly in the development of kinase inhibitors and other small-molecule therapeutics. Recent studies have highlighted its role in facilitating selective functionalization reactions, enabling the construction of complex molecular architectures with potential therapeutic value.

In the context of drug discovery, 3-Bromo-6-fluoro-2,4-dimethylpyridine has been utilized as a building block for the synthesis of novel compounds targeting protein kinases, which are implicated in a wide range of diseases, including cancer, inflammatory disorders, and neurodegenerative conditions. The presence of both bromo and fluoro substituents on the pyridine ring allows for regioselective cross-coupling reactions, such as Suzuki-Miyaura and Buchwald-Hartwig couplings, which are pivotal in medicinal chemistry for the rapid assembly of diverse chemical libraries.

Recent advancements in the application of this compound have been reported in several high-impact journals. For instance, a 2023 study published in the Journal of Medicinal Chemistry demonstrated the use of 3-Bromo-6-fluoro-2,4-dimethylpyridine in the synthesis of a new class of JAK2 inhibitors, which showed promising activity in preclinical models of myeloproliferative neoplasms. The study emphasized the compound's role in achieving optimal pharmacokinetic properties, such as improved metabolic stability and bioavailability, through strategic modifications of the pyridine core.

Another notable application of 3-Bromo-6-fluoro-2,4-dimethylpyridine is in the field of chemical biology, where it has been employed as a probe for studying enzyme mechanisms. A recent publication in ACS Chemical Biology detailed its use in the development of activity-based probes for fluorinated pyridine-processing enzymes, shedding light on previously unexplored biochemical pathways. This research underscores the compound's utility in elucidating the molecular basis of enzyme-substrate interactions, which could inform the design of next-generation therapeutics.

From a synthetic chemistry perspective, the compound's reactivity has been further explored in the context of C-H functionalization reactions. A 2024 study in Organic Letters reported a novel palladium-catalyzed C-H activation protocol using 3-Bromo-6-fluoro-2,4-dimethylpyridine, enabling the direct arylation of the pyridine ring under mild conditions. This methodology offers a more efficient route to structurally diverse pyridine derivatives, reducing the need for multi-step synthetic sequences and minimizing waste generation.

In conclusion, 3-Bromo-6-fluoro-2,4-dimethylpyridine (CAS: 871493-04-8) continues to be a valuable tool in both pharmaceutical development and chemical biology research. Its unique structural features and reactivity profile make it an indispensable intermediate for the construction of complex molecules with therapeutic potential. Future research is expected to further expand its applications, particularly in the design of targeted therapies and the exploration of novel biochemical pathways. As the field advances, this compound is likely to remain at the forefront of innovation in drug discovery and chemical biology.

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