Cas no 332366-57-1 (6-Bromoquinolin-4(1H)-one)

6-Bromoquinolin-4(1H)-one is a brominated quinoline derivative with significant utility in organic synthesis and pharmaceutical research. Its structure features a reactive bromine substituent at the 6-position, enabling efficient functionalization via cross-coupling reactions such as Suzuki or Buchwald-Hartwig couplings. The 4(1H)-one moiety further enhances its versatility as a building block for heterocyclic compounds. This compound is particularly valuable in medicinal chemistry for the development of bioactive molecules, including potential kinase inhibitors and antimicrobial agents. Its high purity and stability under standard conditions make it a reliable intermediate for research applications. Proper handling and storage are recommended to maintain its integrity.
6-Bromoquinolin-4(1H)-one structure
6-Bromoquinolin-4(1H)-one structure
Product Name:6-Bromoquinolin-4(1H)-one
CAS No:332366-57-1
MF:C9H6BrNO
MW:224.054041385651
MDL:MFCD07644510
CID:1005857
Update Time:2025-06-08

6-Bromoquinolin-4(1H)-one Chemical and Physical Properties

Names and Identifiers

    • 6-Bromoquinolin-4(1H)-one
    • 6-Bromo-1,4-dihydroquinolin-4-one
    • 6-Bromo-1H-Quinilin-4-One
    • 6-Bromo-4(1H)-quinolinone
    • 6-bromoquinolin-4-ol
    • 6-Brom-3-<2-pyridyl>-cumarin
    • 6-bromo-1H-quinolin-4-one
    • 6-bromo-4-oxo-4H-quinoline
    • 6-bromoquinolone
    • 6-Bromo-4-quinolone
    • MDL： MFCD07644510
    • Inchi： 1S/C9H6BrNO/c10-6-1-2-8-7(5-6)9(12)3-4-11-8/h1-5H,(H,11,12)
    • InChI Key： XKLBNOHKHRAXKK-UHFFFAOYSA-N
    • SMILES： BrC1C=CC2=C(C=1)C(C=CN2)=O

Computed Properties

  • Exact Mass: 222.96300
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0

Experimental Properties

  • Density: 1.620±0.06 g/cm3 (20 oC 760 Torr),
  • Melting Point: 286 oC
  • Boiling Point: 321.7±42.0°C at 760 mmHg
  • Solubility: Very slightly soluble (0.36 g/l) (25 o C),
  • PSA: 32.86000
  • LogP: 2.29060

6-Bromoquinolin-4(1H)-one Security Information

6-Bromoquinolin-4(1H)-one Customs Data

  • HS CODE：2933499090
  • Customs Data：

    China Customs Code:

    2933499090

    Overview:

    2933499090. Other compounds containing quinoline or isoquinoline ring system [but not further fused]. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933499090. other compounds containing in the structure a quinoline or isoquinoline ring-system (whether or not hydrogenated), not further fused. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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6-Bromoquinolin-4(1H)-one Related Literature

Additional information on 6-Bromoquinolin-4(1H)-one

Comprehensive Analysis of 6-Bromoquinolin-4(1H)-one (CAS No. 332366-57-1): Properties, Applications, and Research Insights

6-Bromoquinolin-4(1H)-one (CAS No. 332366-57-1) is a brominated quinoline derivative that has garnered significant attention in pharmaceutical and materials science research. This heterocyclic compound, characterized by its bromine substitution at the 6-position and a ketone functional group at the 4-position, serves as a versatile intermediate in organic synthesis. Its molecular formula, C9H6BrNO, and unique structural features make it invaluable for designing drug candidates and functional materials.

Recent studies highlight the growing demand for 6-Bromoquinolin-4(1H)-one in medicinal chemistry, particularly in the development of kinase inhibitors and antimicrobial agents. Researchers are exploring its potential in targeting cancer pathways and antibiotic-resistant bacteria, aligning with global health priorities. The compound's electron-rich quinoline core facilitates interactions with biological targets, while the bromine atom enhances reactivity for further derivatization.

From a synthetic perspective, CAS No. 332366-57-1 is often synthesized via halogenation reactions of quinolin-4(1H)-one precursors. Optimized protocols emphasize green chemistry principles, such as solvent-free conditions or catalytic methods, to reduce environmental impact—a topic increasingly relevant to sustainable pharmaceutical manufacturing. Analytical techniques like HPLC, NMR, and mass spectrometry ensure high purity (>98%), critical for reproducibility in preclinical studies.

The compound's physicochemical properties—including solubility in polar aprotic solvents and thermal stability up to 200°C—make it suitable for diverse applications. In material science, it acts as a building block for organic semiconductors and luminescent materials, addressing trends in flexible electronics and OLED technology. Its fluorescence properties are also investigated for bioimaging probes.

Frequently searched questions about 6-Bromoquinolin-4(1H)-one include: "What are the synthetic routes for CAS 332366-57-1?", "How does bromination affect quinoline reactivity?", and "Can this compound be used in COVID-19 drug repurposing?". While direct antiviral data remains limited, its scaffold similarity to known protease inhibitors sparks interdisciplinary interest.

Regulatory compliance for 6-Bromoquinolin-4(1H)-one focuses on standard laboratory safety protocols (e.g., PPE, ventilation). Unlike restricted quinoline analogs, its non-controlled status facilitates academic and industrial research. Storage recommendations (-20°C, inert atmosphere) preserve stability, while supply chain transparency ensures traceability—a key concern for quality-focused buyers.

Future directions may explore computational modeling to predict new derivatives or nanocarrier formulations for enhanced bioavailability. As precision medicine advances, the role of CAS 332366-57-1 in targeted therapy design could expand, particularly in orphan disease research where quinoline motifs show promise.

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