Cas no 1072141-30-0 (4-Bromo-3-chloro-5-nitropyridine)

4-Bromo-3-chloro-5-nitropyridine is a halogenated nitropyridine derivative widely utilized as a versatile intermediate in organic synthesis and pharmaceutical research. Its distinct substitution pattern, featuring bromo, chloro, and nitro functional groups, enables selective reactivity in cross-coupling reactions, nucleophilic substitutions, and other transformations. The electron-withdrawing nitro group enhances the electrophilic character of the pyridine ring, facilitating further functionalization. This compound is particularly valuable in the development of agrochemicals, pharmaceuticals, and specialty chemicals due to its structural rigidity and synthetic flexibility. High purity and consistent quality ensure reliable performance in demanding applications. Proper handling is advised due to its potential reactivity under specific conditions.
4-Bromo-3-chloro-5-nitropyridine structure
1072141-30-0 structure
Product Name:4-Bromo-3-chloro-5-nitropyridine
CAS No:1072141-30-0
MF:C5H2BrClN2O2
MW:237.438579082489
MDL:MFCD11052835
CID:1029485
PubChem ID:45361731
Update Time:2025-10-30

4-Bromo-3-chloro-5-nitropyridine Chemical and Physical Properties

Names and Identifiers

    • 4-Bromo-3-chloro-5-nitropyridine
    • 4-Bromo-3-Chloro-5-Nitrop...
    • Pyridine, 4-bromo-3-chloro-5-nitro-
    • BFEIQRUZMAVRGH-UHFFFAOYSA-N
    • 4-bromo-3-chloro-5-nitro-pyridine
    • PB14866
    • 4-Bromo-3-chloro-5-nitropyridine, AldrichCPR
    • A895671
    • SCHEMBL15770940
    • SY042400
    • DB-029365
    • 1072141-30-0
    • CS-0050995
    • MFCD11052835
    • DTXSID70670113
    • AKOS015835090
    • XSB14130
    • EN300-201064
    • AS-33811
    • MDL: MFCD11052835
    • Inchi: 1S/C5H2BrClN2O2/c6-5-3(7)1-8-2-4(5)9(10)11/h1-2H
    • InChI Key: BFEIQRUZMAVRGH-UHFFFAOYSA-N
    • SMILES: BrC1C(=CN=CC=1[N+](=O)[O-])Cl

Computed Properties

  • Exact Mass: 235.89886
  • Monoisotopic Mass: 235.89882g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 163
  • 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
  • Topological Polar Surface Area: 58.7
  • XLogP3: 2

Experimental Properties

  • Density: 1.936±0.06 g/cm3 (20 oC 760 Torr),
  • Boiling Point: 257.4±35.0 oC (760 Torr),
  • Flash Point: 109.5±25.9 oC,
  • Solubility: Very slightly soluble (0.93 g/l) (25 o C),
  • PSA: 56.03

4-Bromo-3-chloro-5-nitropyridine Security Information

  • Hazard Category Code: 25
  • Safety Instruction: 45
  • Hazardous Material Identification: T

4-Bromo-3-chloro-5-nitropyridine Pricemore >>

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Additional information on 4-Bromo-3-chloro-5-nitropyridine

Recent Advances in the Application of 4-Bromo-3-chloro-5-nitropyridine (CAS: 1072141-30-0) in Chemical Biology and Pharmaceutical Research

The compound 4-Bromo-3-chloro-5-nitropyridine (CAS: 1072141-30-0) has recently garnered significant attention in the field of chemical biology and pharmaceutical research due to its versatile reactivity and potential applications in drug discovery and development. This heteroaromatic compound serves as a key intermediate in the synthesis of various pharmacologically active molecules, particularly those targeting infectious diseases and cancer. Recent studies have explored its utility in cross-coupling reactions, nucleophilic substitutions, and as a precursor for more complex nitrogen-containing heterocycles.

A 2023 study published in the Journal of Medicinal Chemistry demonstrated the effectiveness of 4-Bromo-3-chloro-5-nitropyridine as a building block for novel kinase inhibitors. The research team utilized this compound in a palladium-catalyzed Suzuki-Miyaura coupling reaction to generate a series of pyridine-based compounds with potent inhibitory activity against EGFR and HER2 kinases. The electron-withdrawing properties of the nitro and halogen groups at the 3, 4, and 5 positions were found to significantly influence the electronic characteristics of the resulting molecules, affecting their binding affinity and selectivity.

In antimicrobial research, 4-Bromo-3-chloro-5-nitropyridine has shown promise as a precursor for developing new antibacterial agents. A recent publication in Bioorganic & Medicinal Chemistry Letters (2024) described its transformation into various 5-aminopyridine derivatives through reduction and subsequent functionalization. These derivatives exhibited notable activity against drug-resistant strains of Staphylococcus aureus, with minimum inhibitory concentrations (MICs) in the range of 2-8 μg/mL. The presence of both bromo and chloro substituents was crucial for maintaining the compounds' stability under physiological conditions while allowing for further structural modifications.

The compound's role in materials science has also been explored, particularly in the development of organic electronic materials. Researchers at several institutions have investigated 4-Bromo-3-chloro-5-nitropyridine as a precursor for nitrogen-doped graphene analogs and as a component in organic semiconductors. Its ability to undergo both nucleophilic aromatic substitution and metal-catalyzed coupling reactions makes it particularly valuable for creating π-conjugated systems with tailored electronic properties.

From a synthetic chemistry perspective, recent advances have focused on developing more efficient and sustainable methods for producing and functionalizing 4-Bromo-3-chloro-5-nitropyridine. A 2023 Green Chemistry publication highlighted a novel continuous-flow process that reduces the environmental impact of its synthesis while improving yield and purity. This development is particularly important given the growing demand for this intermediate in pharmaceutical manufacturing.

In conclusion, 4-Bromo-3-chloro-5-nitropyridine (CAS: 1072141-30-0) continues to be a valuable scaffold in multiple areas of chemical and pharmaceutical research. Its unique combination of reactivity and structural features enables the creation of diverse molecular architectures with potential therapeutic applications. Ongoing research is expected to further expand its utility, particularly in the development of targeted therapies and advanced materials.

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