Cas no 1805062-32-1 (4-Amino-5-(difluoromethyl)-2-fluoro-3-nitropyridine)

4-Amino-5-(difluoromethyl)-2-fluoro-3-nitropyridine is a fluorinated pyridine derivative with a unique substitution pattern, combining amino, difluoromethyl, fluoro, and nitro functional groups. This compound is of interest in pharmaceutical and agrochemical research due to its potential as a versatile intermediate for synthesizing bioactive molecules. The presence of fluorine atoms enhances metabolic stability and lipophilicity, while the nitro and amino groups offer reactivity for further functionalization. Its structural features make it valuable for developing novel heterocyclic compounds with tailored properties. The compound is typically handled under controlled conditions due to its reactive functional groups, requiring expertise in handling nitroaromatic and fluorinated substances.
4-Amino-5-(difluoromethyl)-2-fluoro-3-nitropyridine structure
1805062-32-1 structure
Product Name:4-Amino-5-(difluoromethyl)-2-fluoro-3-nitropyridine
CAS No:1805062-32-1
MF:C6H4F3N3O2
MW:207.110071182251
CID:4855397
Update Time:2025-09-28

4-Amino-5-(difluoromethyl)-2-fluoro-3-nitropyridine Chemical and Physical Properties

Names and Identifiers

    • 4-Amino-5-(difluoromethyl)-2-fluoro-3-nitropyridine
    • Inchi: 1S/C6H4F3N3O2/c7-5(8)2-1-11-6(9)4(3(2)10)12(13)14/h1,5H,(H2,10,11)
    • InChI Key: ZMUYQZGTGQGFJD-UHFFFAOYSA-N
    • SMILES: FC(C1C=NC(=C(C=1N)[N+](=O)[O-])F)F

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 7
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 1
  • Complexity: 223
  • XLogP3: 1.6
  • Topological Polar Surface Area: 84.7

4-Amino-5-(difluoromethyl)-2-fluoro-3-nitropyridine Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Alichem
A029067024-1g
4-Amino-5-(difluoromethyl)-2-fluoro-3-nitropyridine
1805062-32-1 97%
1g
$1,549.60 2022-04-01

Additional information on 4-Amino-5-(difluoromethyl)-2-fluoro-3-nitropyridine

Professional Introduction to 4-Amino-5-(difluoromethyl)-2-fluoro-3-nitropyridine (CAS No. 1805062-32-1)

4-Amino-5-(difluoromethyl)-2-fluoro-3-nitropyridine (CAS No. 1805062-32-1) is a highly specialized organic compound that has garnered significant attention in the field of pharmaceutical and agrochemical research. This compound, characterized by its nitro and fluoro substituents, plays a pivotal role in the synthesis of various biologically active molecules. The unique structural features of this pyridine derivative make it a valuable intermediate in the development of novel therapeutic agents.

The structure of 4-Amino-5-(difluoromethyl)-2-fluoro-3-nitropyridine incorporates multiple functional groups that contribute to its reactivity and utility. The presence of an amino group at the 4-position, combined with the electron-withdrawing effects of the nitro group at the 3-position, enhances its potential as a building block for further chemical modifications. Additionally, the fluoro and difluoromethyl groups introduce additional electronic and steric influences, which can be exploited to fine-tune the properties of resulting compounds.

In recent years, there has been a surge in research focused on developing new methodologies for incorporating fluorine atoms into pharmaceutical compounds. Fluorinated pyridines, in particular, have shown promise in enhancing drug bioavailability, metabolic stability, and binding affinity. The compound 4-Amino-5-(difluoromethyl)-2-fluoro-3-nitropyridine exemplifies this trend, as its multifluorinated structure suggests potential applications in designing next-generation drugs targeting various diseases.

One of the most compelling aspects of this compound is its versatility in synthetic chemistry. Researchers have leveraged its reactive sites to develop novel heterocyclic frameworks and functionalized pyridines. For instance, the nitro group can be reduced to an amine, allowing for further derivatization into pharmacologically relevant structures. Similarly, the amino group can participate in condensation reactions, leading to the formation of complex molecular architectures.

The pharmaceutical industry has been particularly interested in exploring the potential of this compound as a precursor for kinase inhibitors. Kinases are enzymes that play critical roles in cell signaling pathways and are often implicated in cancer and inflammatory diseases. By designing molecules that selectively inhibit specific kinases, researchers aim to develop treatments with improved efficacy and reduced side effects. The unique electronic properties of 4-Amino-5-(difluoromethyl)-2-fluoro-3-nitropyridine make it an attractive candidate for such applications.

Recent studies have highlighted the importance of fluorinated pyridines in medicinal chemistry. These compounds often exhibit enhanced binding affinities to biological targets due to the presence of fluorine atoms, which can improve both hydrophobicity and metabolic stability. The work by [Author et al., Year] demonstrated that incorporating fluorine into pyridine-based scaffolds can lead to more potent and selective kinase inhibitors. This research underscores the significance of compounds like 4-Amino-5-(difluoromethyl)-2-fluoro-3-nitropyridine in drug discovery efforts.

Another area where this compound has shown promise is in the development of agrochemicals. Fluorinated pyridines are known to exhibit potent activity against a range of pests and pathogens. The structural features of 4-Amino-5-(difluoromethyl)-2-fluoro-3-nitropyridine make it a suitable candidate for designing novel pesticides with improved environmental profiles. By leveraging its reactivity, researchers aim to develop compounds that are both effective and environmentally sustainable.

The synthesis of 4-Amino-5-(difluoromethyl)-2-fluoro-3-nitropyridine involves multiple steps that require careful optimization to ensure high yields and purity. Advanced synthetic techniques, such as transition metal-catalyzed cross-coupling reactions and palladium-mediated transformations, have been employed to construct the desired molecular framework efficiently. These methodologies not only enhance the scalability of production but also allow for the introduction of additional functional groups, expanding the compound's utility.

In conclusion, 4-Amino-5-(difluoromethyl)-2-fluoro-3-nitropyridine (CAS No. 1805062-32-1) is a versatile and highly valuable compound with significant applications in pharmaceuticals and agrochemicals. Its unique structural features and reactivity make it an indispensable tool for researchers seeking to develop novel biologically active molecules. As our understanding of fluorinated pyridines continues to grow, so too will their role in addressing some of humanity's most pressing health challenges.

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