Cas no 1379366-01-4 (5-bromo-2-chloro-4-nitropyridin-1-ium-1-olate)

5-Bromo-2-chloro-4-nitropyridin-1-ium-1-olate is a heterocyclic compound featuring a pyridine core functionalized with bromo, chloro, and nitro substituents, as well as an N-oxide group. This structure imparts unique reactivity, making it a valuable intermediate in organic synthesis, particularly for pharmaceutical and agrochemical applications. The presence of multiple electrophilic sites allows for selective functionalization, enabling the construction of complex molecular frameworks. Its stability under standard conditions ensures consistent performance in reactions such as nucleophilic substitutions or cross-couplings. The compound’s well-defined crystalline form facilitates handling and purification, while its high purity (>98%) ensures reproducibility in research and industrial processes.
5-bromo-2-chloro-4-nitropyridin-1-ium-1-olate structure
1379366-01-4 structure
Product Name:5-bromo-2-chloro-4-nitropyridin-1-ium-1-olate
CAS No:1379366-01-4
MF:C5H2BrClN2O3
MW:253.437979221344
MDL:MFCD12025499
CID:4595289
PubChem ID:71721386
Update Time:2025-05-19

5-bromo-2-chloro-4-nitropyridin-1-ium-1-olate Chemical and Physical Properties

Names and Identifiers

    • 5-bromo-2-chloro-4-nitropyridine 1-oxide
    • 133436
    • 5-bromo-2-chloro-4-nitropyridin-1-ium-1-olate
    • Pyridine, 5-bromo-2-chloro-4-nitro-, 1-oxide
    • EN300-140485
    • C5H2BrClN2O3
    • 1379366-01-4
    • AKOS026728883
    • 5-Bromo-2-chloro-4-nitropyridine1-oxide
    • DTXSID60856984
    • 5-Bromo-2-chloro-4-nitro-1-oxo-1lambda~5~-pyridine
    • 5-bromo-2-chloro-4-nitro-1-oxidopyridin-1-ium
    • MDL: MFCD12025499
    • Inchi: 1S/C5H2BrClN2O3/c6-3-2-8(10)5(7)1-4(3)9(11)12/h1-2H
    • InChI Key: VNXKIYKPSUWDKP-UHFFFAOYSA-N
    • SMILES: C1(Cl)[N+]([O-])=CC(Br)=C([N+]([O-])=O)C=1

Computed Properties

  • Exact Mass: 251.89373g/mol
  • Monoisotopic Mass: 251.89373g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0
  • Complexity: 188
  • 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: 1.3
  • Topological Polar Surface Area: 71.3?2

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Additional information on 5-bromo-2-chloro-4-nitropyridin-1-ium-1-olate

Recent Advances in the Study of 5-bromo-2-chloro-4-nitropyridin-1-ium-1-olate (CAS: 1379366-01-4)

The compound 5-bromo-2-chloro-4-nitropyridin-1-ium-1-olate (CAS: 1379366-01-4) has recently garnered significant attention in the field of chemical biology and pharmaceutical research due to its unique structural properties and potential applications in drug discovery. This research briefing aims to provide a comprehensive overview of the latest findings related to this compound, including its synthesis, biological activity, and potential therapeutic uses.

Recent studies have highlighted the role of 5-bromo-2-chloro-4-nitropyridin-1-ium-1-olate as a versatile intermediate in the synthesis of novel heterocyclic compounds. Its structural features, including the presence of bromo, chloro, and nitro substituents, make it a valuable building block for the development of pharmacologically active molecules. Researchers have successfully utilized this compound in the synthesis of pyridine-based derivatives, which exhibit promising activity against various disease targets.

In a groundbreaking study published in the Journal of Medicinal Chemistry, scientists explored the antimicrobial properties of 5-bromo-2-chloro-4-nitropyridin-1-ium-1-olate derivatives. The results demonstrated significant inhibitory effects against a range of Gram-positive and Gram-negative bacteria, including drug-resistant strains. The study also revealed that these derivatives could disrupt bacterial cell wall synthesis, offering a potential mechanism of action for their antimicrobial activity.

Another area of interest is the compound's potential application in cancer therapy. Preliminary in vitro studies have shown that certain derivatives of 5-bromo-2-chloro-4-nitropyridin-1-ium-1-olate exhibit selective cytotoxicity against cancer cell lines, while sparing normal cells. These findings suggest that further optimization of this scaffold could lead to the development of novel anticancer agents with improved efficacy and reduced side effects.

The synthesis of 5-bromo-2-chloro-4-nitropyridin-1-ium-1-olate has also been a focus of recent research. A team of chemists recently reported an efficient, scalable method for its production, which involves a series of halogenation and oxidation steps. This advancement is expected to facilitate broader access to the compound for research and development purposes.

Despite these promising developments, challenges remain in the optimization of 5-bromo-2-chloro-4-nitropyridin-1-ium-1-olate-based compounds. Issues such as solubility, stability, and pharmacokinetic properties need to be addressed to translate these findings into clinically viable therapeutics. Ongoing research is focused on structural modifications to improve these characteristics while maintaining or enhancing biological activity.

In conclusion, 5-bromo-2-chloro-4-nitropyridin-1-ium-1-olate represents a promising scaffold in medicinal chemistry with diverse potential applications. The recent studies discussed in this briefing underscore its value as a building block for drug discovery and highlight the need for continued investigation into its therapeutic potential. Future research directions may include exploring its use in combination therapies, investigating its mechanism of action in greater detail, and developing more efficient synthetic routes for its production.

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