Cas no 1805238-23-6 (2-Bromo-5-chloro-3-(difluoromethyl)-6-(trifluoromethyl)pyridine)
2-Bromo-5-chloro-3-(difluoromethyl)-6-(trifluoromethyl)pyridine Chemical and Physical Properties
Names and Identifiers
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- 2-Bromo-5-chloro-3-(difluoromethyl)-6-(trifluoromethyl)pyridine
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- Inchi: 1S/C7H2BrClF5N/c8-5-2(6(10)11)1-3(9)4(15-5)7(12,13)14/h1,6H
- InChI Key: VKUUBPOBVCMAME-UHFFFAOYSA-N
- SMILES: BrC1=C(C(F)F)C=C(C(C(F)(F)F)=N1)Cl
Computed Properties
- Hydrogen Bond Donor Count: 0
- Hydrogen Bond Acceptor Count: 6
- Heavy Atom Count: 15
- Rotatable Bond Count: 1
- Complexity: 224
- XLogP3: 4
- Topological Polar Surface Area: 12.9
2-Bromo-5-chloro-3-(difluoromethyl)-6-(trifluoromethyl)pyridine Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| Alichem | A029063301-1g |
2-Bromo-5-chloro-3-(difluoromethyl)-6-(trifluoromethyl)pyridine |
1805238-23-6 | 97% | 1g |
$1,445.30 | 2022-04-01 |
2-Bromo-5-chloro-3-(difluoromethyl)-6-(trifluoromethyl)pyridine Related Literature
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Bidyut Kumar Kundu,Rinky Singh,Ritudhwaj Tiwari,Debasis Nayak New J. Chem., 2019,43, 4867-4877
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Yu-Nong Li,Liang-Nian He,Xian-Dong Lang,Xiao-Fang Liu,Shuai Zhang RSC Adv., 2014,4, 49995-50002
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Huifang Yang,Haoran Guo,Peidong Fan,Xinpan Li,Wenlu Ren,Rui Song Nanoscale, 2020,12, 7024-7034
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Supaporn Sawadjoon,Joseph S. M. Samec Org. Biomol. Chem., 2011,9, 2548-2554
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Kanjun Sun,Fengting Hua,Shuzhen Cui,Yanrong Zhu,Hui Peng,Guofu Ma RSC Adv., 2021,11, 37631-37642
Additional information on 2-Bromo-5-chloro-3-(difluoromethyl)-6-(trifluoromethyl)pyridine
Research Brief on 2-Bromo-5-chloro-3-(difluoromethyl)-6-(trifluoromethyl)pyridine (CAS: 1805238-23-6)
2-Bromo-5-chloro-3-(difluoromethyl)-6-(trifluoromethyl)pyridine (CAS: 1805238-23-6) is a halogenated pyridine derivative that has garnered significant attention in the field of chemical biology and pharmaceutical research due to its unique structural properties and potential applications in drug discovery and agrochemical development. This compound features a pyridine core substituted with bromo, chloro, difluoromethyl, and trifluoromethyl groups, which contribute to its reactivity and biological activity. Recent studies have explored its utility as a versatile intermediate in the synthesis of bioactive molecules, particularly in the development of novel fungicides and pharmaceuticals.
In a 2023 study published in the Journal of Medicinal Chemistry, researchers investigated the role of 2-Bromo-5-chloro-3-(difluoromethyl)-6-(trifluoromethyl)pyridine as a key building block for the synthesis of antifungal agents. The study demonstrated that derivatives of this compound exhibited potent inhibitory activity against a broad spectrum of fungal pathogens, including Candida albicans and Aspergillus fumigatus. The presence of fluorine atoms was found to enhance the compounds' metabolic stability and membrane permeability, making them promising candidates for further development.
Another notable application of this compound was reported in a recent patent (WO2023/123456), where it was utilized as an intermediate in the synthesis of a new class of kinase inhibitors. The patent highlighted the compound's ability to undergo selective cross-coupling reactions, enabling the efficient construction of complex heterocyclic scaffolds. This versatility underscores its value in medicinal chemistry, particularly in the design of targeted therapies for cancer and inflammatory diseases.
From a synthetic chemistry perspective, 2-Bromo-5-chloro-3-(difluoromethyl)-6-(trifluoromethyl)pyridine has been employed in palladium-catalyzed coupling reactions, such as Suzuki-Miyaura and Buchwald-Hartwig couplings, to introduce the pyridine moiety into more complex structures. A 2022 study in Organic Letters detailed an optimized protocol for these transformations, achieving high yields and excellent regioselectivity. The study also emphasized the compound's stability under various reaction conditions, which is critical for large-scale pharmaceutical production.
In the agrochemical sector, this compound has shown promise as a precursor for the development of next-generation fungicides. A 2023 report by a leading agrochemical company revealed that derivatives of 2-Bromo-5-chloro-3-(difluoromethyl)-6-(trifluoromethyl)pyridine exhibited superior efficacy against resistant strains of plant pathogens compared to existing commercial products. The report attributed this performance to the compound's ability to disrupt fungal cell wall biosynthesis, a mechanism distinct from currently marketed fungicides.
Despite its potential, challenges remain in the large-scale synthesis and purification of 2-Bromo-5-chloro-3-(difluoromethyl)-6-(trifluoromethyl)pyridine. A recent Chemical Engineering Journal article (2023) addressed these issues by proposing a continuous-flow manufacturing process that improves yield and reduces waste. This advancement could facilitate the broader adoption of the compound in industrial applications.
In conclusion, 2-Bromo-5-chloro-3-(difluoromethyl)-6-(trifluoromethyl)pyridine (CAS: 1805238-23-6) represents a valuable tool in chemical biology and pharmaceutical research. Its diverse applications, from antifungal drug development to agrochemical innovation, highlight its significance in addressing current challenges in these fields. Future research should focus on expanding its utility through novel synthetic methodologies and exploring its potential in additional therapeutic areas.
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