Cas no 1804454-25-8 (2-Amino-3-bromo-5-chloro-6-(difluoromethyl)pyridine)
2-Amino-3-bromo-5-chloro-6-(difluoromethyl)pyridine Chemical and Physical Properties
Names and Identifiers
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- 2-Amino-3-bromo-5-chloro-6-(difluoromethyl)pyridine
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- Inchi: 1S/C6H4BrClF2N2/c7-2-1-3(8)4(5(9)10)12-6(2)11/h1,5H,(H2,11,12)
- InChI Key: NTTJWTFSTAHCQY-UHFFFAOYSA-N
- SMILES: BrC1C=C(C(C(F)F)=NC=1N)Cl
Computed Properties
- Hydrogen Bond Donor Count: 1
- Hydrogen Bond Acceptor Count: 4
- Heavy Atom Count: 12
- Rotatable Bond Count: 1
- Complexity: 161
- XLogP3: 2.5
- Topological Polar Surface Area: 38.9
2-Amino-3-bromo-5-chloro-6-(difluoromethyl)pyridine Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| Alichem | A029070989-1g |
2-Amino-3-bromo-5-chloro-6-(difluoromethyl)pyridine |
1804454-25-8 | 97% | 1g |
$1,460.20 | 2022-04-02 |
2-Amino-3-bromo-5-chloro-6-(difluoromethyl)pyridine Related Literature
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Huading Zhang,Lee R. Moore,Maciej Zborowski,P. Stephen Williams,Shlomo Margel,Jeffrey J. Chalmers Analyst, 2005,130, 514-527
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J. Zagora,M. Vosla?,L. Schreiberová,I. Schreiber Phys. Chem. Chem. Phys., 2002,4, 1284-1291
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Chung-Sung Yang,Mong-Shian Shih,Fang-Yi Chang New J. Chem., 2006,30, 729-735
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Amit Kumar Majhi,Subbarao Kanchi,V. Venkataraman,K. G. Ayappa,Prabal K. Maiti Soft Matter, 2015,11, 8632-8640
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Andreas Nenning,Manuel Holzmann,Jürgen Fleig,Alexander K. Opitz Mater. Adv., 2021,2, 5422-5431
Additional information on 2-Amino-3-bromo-5-chloro-6-(difluoromethyl)pyridine
Introduction to 2-Amino-3-bromo-5-chloro-6-(difluoromethyl)pyridine (CAS No. 1804454-25-8)
2-Amino-3-bromo-5-chloro-6-(difluoromethyl)pyridine, identified by its CAS number 1804454-25-8, is a heterocyclic compound that has garnered significant attention in the field of pharmaceutical and agrochemical research. This compound belongs to the pyridine family, a class of nitrogen-containing heterocycles that are widely recognized for their diverse biological activities and utility in drug development. The structural features of 2-amino-3-bromo-5-chloro-6-(difluoromethyl)pyridine, including its amino, bromo, chloro, and difluoromethyl substituents, contribute to its unique chemical properties and potential applications in synthetic chemistry.
The significance of this compound lies in its versatility as a building block for more complex molecules. In recent years, there has been a growing interest in developing novel pyridine derivatives due to their demonstrated efficacy in various therapeutic areas. The presence of multiple reactive sites in 2-amino-3-bromo-5-chloro-6-(difluoromethyl)pyridine allows for further functionalization, making it a valuable intermediate in the synthesis of pharmacologically active agents.
One of the most compelling aspects of 2-amino-3-bromo-5-chloro-6-(difluoromethyl)pyridine is its role in the development of new drugs targeting infectious diseases and cancer. The pyridine core is a common motif in many approved drugs, and modifications to this scaffold can lead to compounds with enhanced potency and selectivity. For instance, recent studies have highlighted the importance of difluoromethyl groups in improving metabolic stability and bioavailability of drug candidates. The incorporation of a difluoromethyl group in 2-amino-3-bromo-5-chloro-6-(difluoromethyl)pyridine underscores its potential as a key intermediate in the synthesis of next-generation therapeutics.
In the realm of agrochemicals, pyridine derivatives are also extensively studied for their potential as herbicides, fungicides, and insecticides. The structural diversity of compounds like 2-amino-3-bromo-5-chloro-6-(difluoromethyl)pyridine allows researchers to fine-tune their properties for specific applications in crop protection. The bromo and chloro substituents, in particular, can influence the electronic and steric properties of the molecule, which are critical factors in determining its biological activity.
Recent advancements in computational chemistry have further enhanced our understanding of how structural modifications affect the biological activity of pyridine-based compounds. Molecular modeling studies have shown that the presence of electron-withdrawing groups such as bromo and chloro can enhance binding affinity to target enzymes and receptors. This knowledge has been instrumental in designing more effective derivatives of 2-amino-3-bromo-5-chloro-6-(difluoromethyl)pyridine for therapeutic use.
The synthesis of 2-amino-3-bromo-5-chloro-6-(difluoromethyl)pyridine involves multi-step organic reactions that require careful optimization to achieve high yields and purity. Common synthetic routes include nucleophilic substitution reactions, cross-coupling reactions, and halogenation processes. The availability of high-quality starting materials and advanced catalytic systems has made it possible to produce this compound on both laboratory and industrial scales.
One notable application of 2-amino-3-bromo-5-chloro-6-(difluoromethyl)pyridine is in the development of kinase inhibitors, which are widely used in cancer therapy. Kinases are enzymes that play a crucial role in cell signaling pathways, and their dysregulation is often associated with various diseases. By designing small molecules that selectively inhibit specific kinases, researchers can develop targeted therapies with improved efficacy and reduced side effects. The structural features of 2-amino-3-bromo-5-chloro-6-(difluoromethyl)pyridine make it an attractive scaffold for such inhibitors.
Another area where this compound has shown promise is in the treatment of neurological disorders. Pyridine derivatives have been found to interact with neurotransmitter receptors and ion channels, making them potential candidates for drugs targeting conditions such as Alzheimer's disease and Parkinson's disease. The unique combination of substituents in 2-amino-3-bromo-5-chloro-6-(difluoromethyl)pyridine may confer properties that enhance its ability to modulate neural activity.
The impact of 2-amino-3-bromo-5-chloro-6-(difluoromethyl)pyridine extends beyond pharmaceuticals into materials science. Pyridine-based compounds are used as ligands in coordination chemistry and as precursors for organic electronic materials. Their ability to form stable complexes with metals makes them valuable tools for catalysis and sensing applications.
In conclusion, 2-amino-3-bromo-5-chloro-6-(difluoromethyl)pyridine (CAS No. 1804454-25-8) is a multifaceted compound with significant potential across multiple industries. Its structural features enable diverse applications in drug development, agrochemicals, materials science, and beyond. As research continues to uncover new uses for this compound, it is likely to remain a cornerstone of innovation in chemical synthesis and biological research.
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