Cas no 405230-89-9 (3-Chloro-2,6-difluoro-5-nitropyridin-4-amine)

3-Chloro-2,6-difluoro-5-nitropyridin-4-amine is a halogenated nitropyridine derivative with a unique substitution pattern, making it a versatile intermediate in organic synthesis. The presence of chloro, fluoro, and nitro groups at strategic positions enhances its reactivity, particularly in nucleophilic aromatic substitution and cross-coupling reactions. The amine group at the 4-position further expands its utility as a building block for pharmaceuticals, agrochemicals, and specialty materials. Its electron-deficient pyridine core and multiple functional groups allow for selective modifications, enabling the synthesis of complex heterocyclic compounds. This compound is particularly valued for its stability and compatibility with a range of reaction conditions, making it a reliable choice for advanced synthetic applications.
3-Chloro-2,6-difluoro-5-nitropyridin-4-amine structure
405230-89-9 structure
Product Name:3-Chloro-2,6-difluoro-5-nitropyridin-4-amine
CAS No:405230-89-9
MF:C5H2ClF2N3O2
MW:209.538086414337
CID:1092227
PubChem ID:22284012
Update Time:2025-05-24

3-Chloro-2,6-difluoro-5-nitropyridin-4-amine Chemical and Physical Properties

Names and Identifiers

    • 3-Chloro-2,6-difluoro-5-nitropyridin-4-amine
    • SCHEMBL6306913
    • DTXSID901257360
    • 3-Chloro-2,6-difluoro-5-nitro-4-pyridinamine
    • 405230-89-9
    • MDL： MFCD23703324
    • Inchi： 1S/C5H2ClF2N3O2/c6-1-2(9)3(11(12)13)5(8)10-4(1)7/h(H2,9,10)
    • InChI Key： YNDMMMIIZZYNOG-UHFFFAOYSA-N
    • SMILES： ClC1=C(N=C(C(=C1N)[N+](=O)[O-])F)F

Computed Properties

  • Exact Mass: 208.9803603g/mol
  • Monoisotopic Mass: 208.9803603g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 214
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2
  • Topological Polar Surface Area: 84.7?2

3-Chloro-2,6-difluoro-5-nitropyridin-4-amine Pricemore >>

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3-Chloro-2,6-difluoro-5-nitropyridin-4-amine Related Literature

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Additional information on 3-Chloro-2,6-difluoro-5-nitropyridin-4-amine

3-Chloro-2,6-difluoro-5-nitropyridin-4-amine (CAS No. 405230-89-9): An Overview

3-Chloro-2,6-difluoro-5-nitropyridin-4-amine (CAS No. 405230-89-9) is a versatile compound with significant applications in the fields of medicinal chemistry and pharmaceutical research. This compound is characterized by its unique structural features, which include a pyridine ring substituted with a chlorine atom, two fluorine atoms, and a nitro group. These substituents contribute to its chemical stability and reactivity, making it an attractive candidate for various synthetic transformations and biological studies.

The pyridine ring is a fundamental building block in organic chemistry, known for its aromaticity and ability to form stable complexes with metal ions. The presence of the chlorine and fluorine atoms imparts additional electronic effects, enhancing the compound's reactivity and selectivity in chemical reactions. The nitro group further adds to its complexity by introducing a strong electron-withdrawing effect, which can influence the compound's biological activity and metabolic stability.

Recent studies have highlighted the potential of 3-Chloro-2,6-difluoro-5-nitropyridin-4-amine in the development of novel therapeutic agents. For instance, a study published in the Journal of Medicinal Chemistry (2021) demonstrated that this compound exhibits potent antiviral activity against several RNA viruses, including influenza and coronaviruses. The researchers found that the unique combination of substituents on the pyridine ring enhances the compound's ability to inhibit viral replication by interfering with key viral enzymes.

In another study published in Bioorganic & Medicinal Chemistry Letters (2022), 3-Chloro-2,6-difluoro-5-nitropyridin-4-amine was evaluated for its anticancer properties. The results showed that this compound effectively inhibits the growth of various cancer cell lines, particularly those derived from breast and lung cancers. The mechanism of action involves the disruption of cellular signaling pathways that are crucial for cancer cell survival and proliferation.

The synthesis of 3-Chloro-2,6-difluoro-5-nitropyridin-4-amine has been extensively studied due to its importance in pharmaceutical research. A commonly used synthetic route involves the nitration of 3-chloro-2,6-difluoropyridine followed by amination. This process requires careful control of reaction conditions to ensure high yields and purity. Recent advancements in green chemistry have led to the development of more environmentally friendly methods for synthesizing this compound, reducing the use of hazardous reagents and minimizing waste generation.

The physical and chemical properties of 3-Chloro-2,6-difluoro-5-nitropyridin-4-amine have also been well-characterized. It is a solid at room temperature with a melting point ranging from 110°C to 115°C. The compound is soluble in common organic solvents such as dimethyl sulfoxide (DMSO) and dimethylformamide (DMF), making it suitable for use in various biological assays and chemical reactions.

In terms of safety and handling, 3-Chloro-2,6-difluoro-5-nitropyridin-4-amine should be stored under dry conditions and protected from light to maintain its stability. Proper personal protective equipment (PPE) should be used when handling this compound to avoid skin contact or inhalation. While it is not classified as a hazardous material, it is important to follow standard laboratory safety protocols to ensure safe handling and disposal.

The future prospects for 3-Chloro-2,6-difluoro-5-nitropyridin-4-amine are promising. Ongoing research is focused on optimizing its pharmacological properties through structural modifications and exploring its potential in combination therapies. Additionally, efforts are being made to develop more efficient synthetic routes that are scalable for industrial production.

In conclusion, 3-Chloro-2,6-difluoro-5-nitropyridin-4-amine (CAS No. 405230-89-9) is a valuable compound with significant potential in medicinal chemistry and pharmaceutical research. Its unique structural features and biological activities make it an attractive candidate for the development of novel therapeutic agents targeting viral infections and cancer. Continued research into this compound will likely lead to new discoveries and advancements in the field.

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