Cas no 1805162-35-9 (2-Amino-5-bromo-6-chloro-3-(difluoromethyl)pyridine)
2-Amino-5-bromo-6-chloro-3-(difluoromethyl)pyridine Chemical and Physical Properties
Names and Identifiers
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- 2-Amino-5-bromo-6-chloro-3-(difluoromethyl)pyridine
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- Inchi: 1S/C6H4BrClF2N2/c7-3-1-2(5(9)10)6(11)12-4(3)8/h1,5H,(H2,11,12)
- InChI Key: BNTUVZDNCMVSBU-UHFFFAOYSA-N
- SMILES: BrC1=C(N=C(C(C(F)F)=C1)N)Cl
Computed Properties
- Hydrogen Bond Donor Count: 1
- Hydrogen Bond Acceptor Count: 4
- Heavy Atom Count: 12
- Rotatable Bond Count: 1
- Complexity: 161
- XLogP3: 2.8
- Topological Polar Surface Area: 38.9
2-Amino-5-bromo-6-chloro-3-(difluoromethyl)pyridine Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| Alichem | A029070787-1g |
2-Amino-5-bromo-6-chloro-3-(difluoromethyl)pyridine |
1805162-35-9 | 97% | 1g |
$1,549.60 | 2022-04-01 |
2-Amino-5-bromo-6-chloro-3-(difluoromethyl)pyridine Related Literature
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Juan J. Sánchez,Miguel López-Haro,Juan C. Hernández-Garrido,Ginesa Blanco,Miguel A. Cauqui,José M. Rodríguez-Izquierdo,José A. Pérez-Omil,José J. Calvino,María P. Yeste J. Mater. Chem. A, 2019,7, 8993-9003
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3. An integrated microfluidic 3D tumor system for parallel and high-throughput chemotherapy evaluation?Dan Liu,Rui Hu,Zhongchao Huang,Meilin Sun,Kai Han Analyst, 2020,145, 6447-6455
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James D. Kirkham,Patrick M. Delaney,George J. Ellames,Eleanor C. Row,Joseph P. A. Harrity Chem. Commun., 2010,46, 5154-5156
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Xiaofeng Lin RSC Adv., 2016,6, 9002-9006
Additional information on 2-Amino-5-bromo-6-chloro-3-(difluoromethyl)pyridine
2-Amino-5-bromo-6-chloro-3-(difluoromethyl)pyridine: A Comprehensive Overview
The compound 2-Amino-5-bromo-6-chloro-3-(difluoromethyl)pyridine (CAS No. 1805162-35-9) is a highly functionalized pyridine derivative with a unique combination of substituents. This molecule has garnered significant attention in the fields of organic synthesis, pharmacology, and materials science due to its versatile reactivity and potential applications. The presence of multiple heteroatoms and halogens in its structure makes it a valuable building block for the development of novel compounds with tailored properties.
Recent studies have highlighted the importance of pyridine derivatives in drug discovery, particularly in the design of kinase inhibitors and other bioactive molecules. The difluoromethyl group at the 3-position of the pyridine ring introduces steric and electronic effects that can modulate the compound's interactions with biological targets. Additionally, the amino group at position 2 enhances the molecule's nucleophilicity, making it a promising candidate for various coupling reactions.
The bromo and chloro substituents at positions 5 and 6, respectively, contribute to the compound's stability and reactivity. These halogens can act as leaving groups in substitution reactions, enabling the synthesis of diverse derivatives. Recent research has demonstrated that such halogenated pyridines can serve as intermediates in the construction of advanced materials, including coordination polymers and metal-organic frameworks (MOFs). These materials have applications in gas storage, catalysis, and sensing technologies.
From a synthetic perspective, 2-Amino-5-bromo-6-chloro-3-(difluoromethyl)pyridine can be prepared through a variety of routes, including nucleophilic aromatic substitution and coupling reactions. The use of transition metal catalysts, such as palladium complexes, has significantly streamlined its synthesis. For instance, a recent study reported a high-yielding method involving a cross-coupling reaction between an aryl halide and a difluoroalkylating agent under mild conditions.
In terms of applications, this compound has shown promise in the development of agrochemicals due to its ability to inhibit key enzymes involved in plant pathogenesis. Its halogenated pyridine skeleton also makes it a candidate for use in flame-retardant materials. Researchers have explored its thermal stability and flame-resistant properties, which are critical for industrial applications such as polymer additives.
The difluoromethyl group further enhances the compound's utility in fluorinated drug design. Fluorinated compounds are highly sought after in pharmaceuticals due to their improved bioavailability and metabolic stability. Recent advancements in fluorination techniques have made it easier to incorporate such groups into complex molecules like this pyridine derivative.
From an environmental standpoint, understanding the degradation pathways of 2-Amino-5-bromo-6-chloro-3-(difluoromethyl)pyridine is crucial for assessing its ecological impact. Studies have shown that this compound undergoes microbial degradation under aerobic conditions, with intermediates being transformed into less hazardous products. This information is vital for ensuring sustainable practices in its production and disposal.
In conclusion, 2-Amino-5-bromo-6-chloro-3-(difluoromethyl)pyridine (CAS No. 1805162-35-9) stands out as a multifaceted compound with significant potential across various scientific domains. Its unique structure enables diverse chemical transformations, making it an invaluable tool for researchers seeking to develop innovative solutions in medicine, materials science, and beyond.
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