Cas no 2306265-44-9 ((2-bromo-3,5-difluoro-4-pyridyl)methanol)

(2-Bromo-3,5-difluoro-4-pyridyl)methanol is a halogenated pyridine derivative with a hydroxymethyl functional group at the 4-position, offering versatile reactivity for further synthetic modifications. The presence of bromine and fluorine substituents enhances its utility as a building block in pharmaceutical and agrochemical research, enabling selective cross-coupling reactions or nucleophilic substitutions. The hydroxymethyl group provides an additional handle for derivatization, such as oxidation or esterification. This compound’s structural features make it valuable for constructing complex heterocyclic frameworks, particularly in medicinal chemistry where fluorinated and brominated pyridines are sought after for their bioactivity and metabolic stability. Its purity and well-defined reactivity profile ensure consistent performance in synthetic applications.
(2-bromo-3,5-difluoro-4-pyridyl)methanol structure
2306265-44-9 structure
Product Name:(2-bromo-3,5-difluoro-4-pyridyl)methanol
CAS No:2306265-44-9
MF:C6H4BrF2NO
MW:224.002867698669
MDL:MFCD31926349
CID:4781922
Update Time:2026-02-27

(2-bromo-3,5-difluoro-4-pyridyl)methanol Chemical and Physical Properties

Names and Identifiers

    • BrC1=NC=C(C(=C1F)CO)F
    • (2-Bromo-3,5-difluoropyridin-4-yl)methanol
    • (2-bromo-3,5-difluoro-4-pyridyl)methanol
    • MDL: MFCD31926349
    • Inchi: 1S/C6H4BrF2NO/c7-6-5(9)3(2-11)4(8)1-10-6/h1,11H,2H2
    • InChI Key: SBVDTCYFGWIWEZ-UHFFFAOYSA-N
    • SMILES: BrC1C(=C(C(=CN=1)F)CO)F

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 138
  • XLogP3: 1.2
  • Topological Polar Surface Area: 33.1

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Additional information on (2-bromo-3,5-difluoro-4-pyridyl)methanol

Recent Advances in the Study of (2-bromo-3,5-difluoro-4-pyridyl)methanol (CAS: 2306265-44-9) and Its Applications in Chemical Biology and Pharmaceutical Research

In recent years, the compound (2-bromo-3,5-difluoro-4-pyridyl)methanol (CAS: 2306265-44-9) has garnered significant attention in the field of chemical biology and pharmaceutical research. This heterocyclic compound, characterized by its bromo and difluoro substituents on the pyridine ring, has demonstrated potential as a versatile building block for the synthesis of novel bioactive molecules. Its unique structural features make it an attractive candidate for drug discovery, particularly in the development of enzyme inhibitors and receptor modulators.

A recent study published in the Journal of Medicinal Chemistry explored the utility of (2-bromo-3,5-difluoro-4-pyridyl)methanol as a precursor for the synthesis of kinase inhibitors. The researchers employed a multi-step synthetic route to derivatize the compound, yielding a series of analogs with varying degrees of potency against specific kinase targets. Notably, one of the analogs exhibited nanomolar inhibitory activity against a clinically relevant kinase, highlighting the potential of this scaffold in oncology drug development.

Further investigations into the mechanistic aspects of (2-bromo-3,5-difluoro-4-pyridyl)methanol derivatives have revealed their ability to form stable interactions with key amino acid residues in enzyme active sites. X-ray crystallography studies have provided structural insights into these interactions, demonstrating how the bromo and difluoro substituents contribute to binding affinity and selectivity. These findings have important implications for rational drug design, as they offer a blueprint for optimizing the pharmacological properties of related compounds.

In addition to its applications in kinase inhibition, (2-bromo-3,5-difluoro-4-pyridyl)methanol has also been investigated as a starting material for the synthesis of fluorinated pyridine-based ligands. A recent report in ACS Chemical Biology described the use of this compound in the development of positron emission tomography (PET) tracers. By incorporating fluorine-18 isotopes, researchers were able to create radiolabeled probes for imaging studies, opening new avenues for diagnostic applications in neurology and oncology.

The safety profile and pharmacokinetic properties of (2-bromo-3,5-difluoro-4-pyridyl)methanol derivatives have also been a subject of recent research. In vitro and in vivo studies have shown that these compounds generally exhibit favorable metabolic stability and low toxicity, making them promising candidates for further preclinical development. However, challenges remain in optimizing their bioavailability and tissue distribution, which are areas of active investigation.

Looking ahead, the versatility of (2-bromo-3,5-difluoro-4-pyridyl)methanol as a synthetic intermediate suggests that it will continue to play an important role in medicinal chemistry. Ongoing research is exploring its potential in other therapeutic areas, including infectious diseases and inflammation. As synthetic methodologies advance and our understanding of structure-activity relationships deepens, this compound is likely to contribute to the development of new classes of therapeutic agents with improved efficacy and safety profiles.

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