Cas no 1806879-17-3 (2,4-Dibromo-6-(difluoromethyl)-3-methoxypyridine)

2,4-Dibromo-6-(difluoromethyl)-3-methoxypyridine is a halogenated pyridine derivative with a difluoromethyl substituent at the 6-position and a methoxy group at the 3-position. This compound is of interest in pharmaceutical and agrochemical research due to its versatile reactivity, particularly in cross-coupling reactions and as a building block for heterocyclic synthesis. The presence of bromine atoms at the 2- and 4-positions enhances its utility in further functionalization, while the difluoromethyl group contributes to potential bioactivity. The methoxy substituent offers additional stability and influences electronic properties. Its well-defined structure makes it a valuable intermediate for the development of specialized fine chemicals and active ingredients.
2,4-Dibromo-6-(difluoromethyl)-3-methoxypyridine structure
1806879-17-3 structure
Product Name:2,4-Dibromo-6-(difluoromethyl)-3-methoxypyridine
CAS No:1806879-17-3
MF:C7H5Br2F2NO
MW:316.925507307053
CID:4811535
Update Time:2025-05-20

2,4-Dibromo-6-(difluoromethyl)-3-methoxypyridine Chemical and Physical Properties

Names and Identifiers

    • 2,4-Dibromo-6-(difluoromethyl)-3-methoxypyridine
    • Inchi: 1S/C7H5Br2F2NO/c1-13-5-3(8)2-4(7(10)11)12-6(5)9/h2,7H,1H3
    • InChI Key: XORSTIKCJDEZLX-UHFFFAOYSA-N
    • SMILES: BrC1=CC(C(F)F)=NC(=C1OC)Br

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 173
  • XLogP3: 3.2
  • Topological Polar Surface Area: 22.1

2,4-Dibromo-6-(difluoromethyl)-3-methoxypyridine Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Alichem
A029072906-250mg
2,4-Dibromo-6-(difluoromethyl)-3-methoxypyridine
1806879-17-3 97%
250mg
$988.80 2022-03-31
Alichem
A029072906-500mg
2,4-Dibromo-6-(difluoromethyl)-3-methoxypyridine
1806879-17-3 97%
500mg
$1,564.80 2022-03-31
Alichem
A029072906-1g
2,4-Dibromo-6-(difluoromethyl)-3-methoxypyridine
1806879-17-3 97%
1g
$2,920.40 2022-03-31

Additional information on 2,4-Dibromo-6-(difluoromethyl)-3-methoxypyridine

Introduction to 2,4-Dibromo-6-(difluoromethyl)-3-methoxypyridine (CAS No. 1806879-17-3) and Its Emerging Applications in Chemical Biology

2,4-Dibromo-6-(difluoromethyl)-3-methoxypyridine, identified by the chemical identifier CAS No. 1806879-17-3, is a specialized heterocyclic compound that has garnered significant attention in the field of chemical biology and pharmaceutical research. This compound belongs to the pyridine family, a class of nitrogen-containing heterocycles that are widely recognized for their diverse biological activities and structural versatility. The presence of multiple functional groups, including bromine atoms at the 2- and 4-positions, a difluoromethyl group at the 6-position, and a methoxy group at the 3-position, endows this molecule with unique chemical properties that make it a valuable scaffold for drug discovery and synthetic chemistry.

The structural features of 2,4-Dibromo-6-(difluoromethyl)-3-methoxypyridine contribute to its potential as an intermediate in the synthesis of more complex molecules. The bromine substituents, for instance, provide reactive sites for further functionalization via cross-coupling reactions such as Suzuki-Miyaura or Buchwald-Hartwig couplings, which are essential in constructing carbon-carbon or carbon-nitrogen bonds. These reactions are pivotal in the development of novel pharmaceuticals and agrochemicals. Additionally, the difluoromethyl group is a common pharmacophore in medicinal chemistry due to its ability to enhance metabolic stability and binding affinity to biological targets.

Recent advancements in the field of drug discovery have highlighted the importance of pyridine derivatives in developing small-molecule inhibitors and activators of biological pathways. 2,4-Dibromo-6-(difluoromethyl)-3-methoxypyridine has been explored in several preclinical studies as a precursor for compounds targeting various therapeutic areas. For instance, researchers have investigated its utility in generating kinase inhibitors, which are critical in treating cancers and inflammatory diseases. The methoxy group in this compound can be modified to introduce additional functionalities that fine-tune the pharmacological properties of the final product.

The difluoromethyl group, a key feature of 2,4-Dibromo-6-(difluoromethyl)-3-methoxypyridine, has been shown to improve the bioavailability and lipophilicity of drug candidates. This modification is particularly valuable in oral medications where poor absorption or rapid metabolism can limit therapeutic efficacy. In addition, the brominated pyridines are often employed in the synthesis of antiviral and antibacterial agents due to their ability to disrupt essential viral or bacterial metabolic pathways. The combination of these functional groups makes this compound a versatile building block for medicinal chemists.

In synthetic chemistry, 2,4-Dibromo-6-(difluoromethyl)-3-methoxypyridine serves as a crucial intermediate in multi-step syntheses. Its reactivity allows for the introduction of diverse substituents at strategic positions within the pyridine ring. This flexibility is particularly useful in generating libraries of compounds for high-throughput screening (HTS) campaigns. Such screenings are instrumental in identifying lead compounds that can be further optimized into clinical candidates. The compound’s ability to undergo selective modifications without compromising its core structure has made it a preferred choice for researchers aiming to develop novel therapeutics.

Recent studies have also explored the role of 2,4-Dibromo-6-(difluoromethyl)-3-methoxypyridine in developing metal-organic frameworks (MOFs) and coordination polymers. These materials have applications ranging from gas storage and separation to catalysis and sensing. The pyridine ring can act as a ligand for transition metals, forming stable complexes that exhibit unique properties depending on the metal used and the surrounding environment. Such complexes are being investigated for their potential use in next-generation technologies.

The pharmaceutical industry has been particularly interested in leveraging 2,4-Dibromo-6-(difluoromethyl)-3-methoxypyridine for its potential as an anti-inflammatory agent. Pyridine derivatives have demonstrated efficacy in modulating inflammatory pathways by inhibiting key enzymes such as cyclooxygenases (COX) or lipoxygenases (LOX). The structural motifs present in this compound allow for precise tuning of its interactions with biological targets, making it an attractive candidate for developing novel anti-inflammatory drugs with improved efficacy and reduced side effects.

Another emerging area where 2,4-Dibromo-6-(difluoromethyl)-3-methoxypyridine is making strides is in neurodegenerative disease research. Pyridine-based compounds have shown promise as cholinesterase inhibitors, which are critical for treating conditions such as Alzheimer’s disease. The ability to modify this scaffold allows researchers to develop molecules that can cross the blood-brain barrier more effectively while minimizing toxicity. This has opened up new avenues for therapeutic intervention in neurodegenerative disorders.

The agrochemical sector has also benefited from the use of 2,4-Dibromo-6-(difluoromethyl)-3-methoxypyridine as an intermediate in synthesizing pesticides and herbicides. The structural complexity of this compound contributes to its effectiveness against various pests by interfering with their growth or metabolic processes. By incorporating different functional groups into its framework, chemists can develop environmentally friendly agrochemicals that target specific pests while minimizing harm to non-target organisms.

In conclusion,2,4-Dibromo-6-(difluoromethyl)-3-methoxypyridine (CAS No. 1806879-17-3) is a multifaceted compound with broad applications across multiple industries. Its unique structural features make it an invaluable tool for drug discovery, material science, and agrochemical development. As research continues to uncover new ways to utilize this compound,2,4-Dibromo-6-(difluoromethyl)-3-methoxypyridine is poised to play an increasingly significant role in advancing scientific innovation and addressing global challenges.

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