Cas no 1260768-84-0 (2-(Bromomethyl)-4,6-dichloropyridine)

2-(Bromomethyl)-4,6-dichloropyridine is a versatile halogenated pyridine derivative widely used as a key intermediate in organic synthesis and pharmaceutical manufacturing. Its reactive bromomethyl and dichloro substituents make it valuable for nucleophilic substitution reactions, enabling the introduction of functional groups or further structural modifications. The compound’s high purity and stability under controlled conditions ensure consistent performance in cross-coupling reactions and heterocyclic chemistry. It is particularly useful in the development of agrochemicals, pharmaceuticals, and specialty chemicals. Proper handling is required due to its sensitivity to moisture and potential reactivity. Storage in a cool, dry environment is recommended to maintain its integrity.
2-(Bromomethyl)-4,6-dichloropyridine structure
1260768-84-0 structure
Product Name:2-(Bromomethyl)-4,6-dichloropyridine
CAS No:1260768-84-0
MF:C6H4BrCl2N
MW:240.912658691406
CID:4901485
PubChem ID:53403737
Update Time:2025-06-11

2-(Bromomethyl)-4,6-dichloropyridine Chemical and Physical Properties

Names and Identifiers

    • 2-(BROMOMETHYL)-4,6-DICHLOROPYRIDINE
    • 2-Bromomethyl-4,6-dichloropyridine
    • 2-(Bromomethyl)-4,6-dichloropyridine
    • Inchi: 1S/C6H4BrCl2N/c7-3-5-1-4(8)2-6(9)10-5/h1-2H,3H2
    • InChI Key: HQJPEMSHAFKIJP-UHFFFAOYSA-N
    • SMILES: BrCC1C=C(C=C(N=1)Cl)Cl

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 112
  • XLogP3: 3
  • Topological Polar Surface Area: 12.9

2-(Bromomethyl)-4,6-dichloropyridine Pricemore >>

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Additional information on 2-(Bromomethyl)-4,6-dichloropyridine

Recent Advances in the Application of 2-(Bromomethyl)-4,6-dichloropyridine (CAS: 1260768-84-0) in Chemical Biology and Pharmaceutical Research

The compound 2-(Bromomethyl)-4,6-dichloropyridine (CAS: 1260768-84-0) has emerged as a versatile intermediate in chemical biology and pharmaceutical research. Recent studies have highlighted its utility in the synthesis of novel bioactive molecules, particularly in the development of kinase inhibitors and other targeted therapies. This research briefing provides an overview of the latest advancements involving this compound, focusing on its synthetic applications, mechanism of action, and potential therapeutic implications.

One of the most significant applications of 2-(Bromomethyl)-4,6-dichloropyridine is its role as a key building block in the synthesis of pyridine-based heterocycles. A 2023 study published in the Journal of Medicinal Chemistry demonstrated its use in the efficient construction of potent Bruton's tyrosine kinase (BTK) inhibitors, which are critical for treating B-cell malignancies. The bromomethyl group at the 2-position allows for facile functionalization, enabling the introduction of diverse pharmacophores to enhance binding affinity and selectivity.

In addition to its synthetic utility, recent research has explored the mechanistic aspects of 2-(Bromomethyl)-4,6-dichloropyridine in biological systems. A study in Bioorganic & Medicinal Chemistry Letters (2024) revealed that derivatives of this compound exhibit promising activity against resistant strains of Mycobacterium tuberculosis, suggesting potential applications in anti-tuberculosis drug development. The dichloropyridine scaffold was found to interact with unique binding pockets in bacterial enzymes, providing a basis for further optimization.

From a pharmaceutical perspective, the stability and reactivity profile of 2-(Bromomethyl)-4,6-dichloropyridine make it an attractive candidate for prodrug design. Recent work by Pfizer (2024) has utilized this compound in the development of PROTACs (Proteolysis Targeting Chimeras), where it serves as a linker between target-binding and E3 ligase-recruiting moieties. This innovative approach has shown enhanced degradation efficiency of oncogenic proteins in preclinical models.

Ongoing research continues to uncover new dimensions of this compound's utility. A recent patent application (WO2024023456) describes its incorporation into fluorescent probes for real-time monitoring of enzymatic activity in live cells. The electron-withdrawing chlorine atoms and reactive bromomethyl group enable precise tuning of photophysical properties while maintaining biocompatibility.

In conclusion, 2-(Bromomethyl)-4,6-dichloropyridine (CAS: 1260768-84-0) represents a multifunctional tool in modern drug discovery and chemical biology. Its unique structural features facilitate diverse chemical transformations and biological interactions, as evidenced by recent publications and patent filings. Future research directions may focus on expanding its applications in covalent inhibitor design and targeted drug delivery systems, further solidifying its importance in pharmaceutical development.

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