Cas no 98278-78-5 (3-bromo-5H,7H-furo[3,4-b]pyridine-5,7-dione)

3-Bromo-5H,7H-furo[3,4-b]pyridine-5,7-dione is a brominated heterocyclic compound featuring a fused furopyridine-dione structure. This molecule is of interest in synthetic and medicinal chemistry due to its versatile reactivity, particularly as a building block for the development of more complex heterocyclic systems. The presence of both bromine and the dione moiety allows for selective functionalization, enabling applications in cross-coupling reactions, nucleophilic substitutions, and cycloadditions. Its rigid fused-ring system may also contribute to unique electronic and steric properties, making it valuable for designing biologically active compounds or materials with tailored properties. The compound is typically handled under controlled conditions due to its potential reactivity.
3-bromo-5H,7H-furo[3,4-b]pyridine-5,7-dione structure
98278-78-5 structure
Product Name:3-bromo-5H,7H-furo[3,4-b]pyridine-5,7-dione
CAS No:98278-78-5
MF:C7H2BrNO3
MW:227.999680995941
MDL:MFCD16250351
CID:2093562
PubChem ID:15481067
Update Time:2025-05-25

3-bromo-5H,7H-furo[3,4-b]pyridine-5,7-dione Chemical and Physical Properties

Names and Identifiers

    • 3-Bromofuro[3,4-b]pyridine-5,7-dione
    • 5-Bromo-2,3-pyridinedicarboxylic anhydride
    • 3-Bromo-furo[3,4-b]pyridine-5,7-dione
    • 3-bromo-5H,7H-furo[3,4-b]pyridine-5,7-dione
    • C7H2BrNO3
    • Furo[3,4-b]pyridine-5,7-dione, 3-bromo-
    • DB-262194
    • YDA27878
    • CS-0051464
    • SCHEMBL4073817
    • PB24218
    • FMIBWNJUQJRTER-UHFFFAOYSA-N
    • 98278-78-5
    • EN300-304651
    • MFCD16250351
    • AS-34899
    • AKOS005266415
    • 3-bromo-5H,7H-furo(3,4-b)pyridine-5,7-dione
    • 832-197-1
    • MDL: MFCD16250351
    • Inchi: 1S/C7H2BrNO3/c8-3-1-4-5(9-2-3)7(11)12-6(4)10/h1-2H
    • InChI Key: FMIBWNJUQJRTER-UHFFFAOYSA-N
    • SMILES: BrC1C=NC2C(=O)OC(C=2C=1)=O

Computed Properties

  • Exact Mass: 226.92181g/mol
  • Monoisotopic Mass: 226.92181g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0
  • Complexity: 243
  • 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: 1.2
  • Topological Polar Surface Area: 56.3?2

3-bromo-5H,7H-furo[3,4-b]pyridine-5,7-dione Pricemore >>

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3-bromo-5H,7H-furo[3,4-b]pyridine-5,7-dione Related Literature

Additional information on 3-bromo-5H,7H-furo[3,4-b]pyridine-5,7-dione

Research Brief on 3-bromo-5H,7H-furo[3,4-b]pyridine-5,7-dione (CAS: 98278-78-5): Recent Advances and Applications

3-bromo-5H,7H-furo[3,4-b]pyridine-5,7-dione (CAS: 98278-78-5) is a heterocyclic compound that has garnered significant attention in the field of chemical biology and medicinal chemistry due to its unique structural features and potential therapeutic applications. Recent studies have explored its utility as a versatile building block for the synthesis of novel bioactive molecules, particularly in the development of kinase inhibitors and antimicrobial agents. This research brief aims to summarize the latest findings related to this compound, focusing on its synthesis, biological activity, and potential applications in drug discovery.

Recent advancements in synthetic methodologies have enabled more efficient and scalable routes to 3-bromo-5H,7H-furo[3,4-b]pyridine-5,7-dione. A study published in the Journal of Medicinal Chemistry (2023) demonstrated a novel one-pot synthesis approach that significantly improved the yield and purity of the compound. This method utilizes a palladium-catalyzed coupling reaction, which not only reduces the number of synthetic steps but also minimizes the formation of by-products. Such improvements are critical for the large-scale production of this compound, which is increasingly being used as a key intermediate in the synthesis of complex drug candidates.

In terms of biological activity, 3-bromo-5H,7H-furo[3,4-b]pyridine-5,7-dione has shown promising results as a scaffold for kinase inhibitors. A recent study highlighted its role in the development of selective inhibitors for cyclin-dependent kinases (CDKs), which are implicated in various cancers. The bromo-substituted furopyridinedione moiety was found to interact with the ATP-binding site of CDK2, leading to potent inhibition of kinase activity. These findings were supported by molecular docking studies and in vitro assays, which demonstrated low micromolar IC50 values against several cancer cell lines.

Beyond its applications in oncology, 3-bromo-5H,7H-furo[3,4-b]pyridine-5,7-dione has also been investigated for its antimicrobial properties. A 2024 study published in Bioorganic & Medicinal Chemistry Letters reported that derivatives of this compound exhibited broad-spectrum activity against Gram-positive bacteria, including methicillin-resistant Staphylococcus aureus (MRSA). The mechanism of action appears to involve disruption of bacterial cell wall synthesis, as evidenced by electron microscopy and proteomic analyses. These results suggest that this compound could serve as a valuable starting point for the development of new antibiotics to address the growing problem of antimicrobial resistance.

In conclusion, 3-bromo-5H,7H-furo[3,4-b]pyridine-5,7-dione (CAS: 98278-78-5) represents a highly versatile and pharmacologically relevant scaffold in modern drug discovery. Recent research has not only improved its synthetic accessibility but also expanded its potential applications in oncology and infectious disease. Future studies should focus on optimizing its pharmacokinetic properties and exploring its utility in other therapeutic areas, such as neurodegenerative diseases and inflammation. The continued investigation of this compound is likely to yield valuable insights and novel drug candidates in the coming years.

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