Cas no 1346817-49-9 (1-(6-Fluoroquinolin-8-yl)ethanone)

1-(6-Fluoroquinolin-8-yl)ethanone is a fluorinated quinoline derivative characterized by its ketone functional group at the 8-position. This compound is of interest in synthetic organic chemistry due to its utility as a versatile intermediate in the preparation of pharmaceuticals, agrochemicals, and advanced materials. The presence of the fluorine substituent at the 6-position enhances its reactivity and potential for further functionalization, making it valuable for cross-coupling reactions and heterocyclic synthesis. Its well-defined structure and stability under various reaction conditions contribute to its reliability in research and industrial applications. The compound is typically handled under standard laboratory protocols to ensure purity and consistency in synthetic workflows.
1-(6-Fluoroquinolin-8-yl)ethanone structure
1346817-49-9 structure
Product Name:1-(6-Fluoroquinolin-8-yl)ethanone
CAS No:1346817-49-9
MF:C11H8FNO
MW:189.185726165771
CID:1089067
PubChem ID:67465363
Update Time:2025-10-30

1-(6-Fluoroquinolin-8-yl)ethanone Chemical and Physical Properties

Names and Identifiers

    • 1-(6-Fluoroquinolin-8-yl)ethanone
    • DTXSID10737310
    • SB67938
    • F76828
    • 1-(6-Fluoro-quinolin-8-yl)-ethanone
    • LUARUWIBWQTXMZ-UHFFFAOYSA-N
    • SCHEMBL2588788
    • 1346817-49-9
    • 1-(6-Fluoroquinolin-8-yl)ethan-1-one
    • Inchi: 1S/C11H8FNO/c1-7(14)10-6-9(12)5-8-3-2-4-13-11(8)10/h2-6H,1H3
    • InChI Key: LUARUWIBWQTXMZ-UHFFFAOYSA-N
    • SMILES: FC1C=C(C(C)=O)C2C(=CC=CN=2)C=1

Computed Properties

  • Exact Mass: 189.058992041g/mol
  • Monoisotopic Mass: 189.058992041g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 1
  • Complexity: 231
  • 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: 30?2

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1-(6-Fluoroquinolin-8-yl)ethanone Related Literature

Additional information on 1-(6-Fluoroquinolin-8-yl)ethanone

1-(6-Fluoroquinolin-8-yl)ethanone: An Overview of CAS No. 1346817-49-9

1-(6-Fluoroquinolin-8-yl)ethanone, with the CAS number 1346817-49-9, is a synthetic compound that has garnered significant attention in recent years due to its potential applications in medicinal chemistry and pharmaceutical research. This compound belongs to the class of quinolones, which are known for their broad-spectrum antibacterial properties and have been extensively studied for their therapeutic potential.

The chemical structure of 1-(6-Fluoroquinolin-8-yl)ethanone is characterized by a quinoline ring with a fluorine substituent at the 6-position and an acetyl group at the 8-position. This unique structural arrangement confers the compound with distinct physicochemical properties, making it an interesting candidate for various biological studies. The presence of the fluorine atom enhances the lipophilicity of the molecule, which can improve its cellular permeability and bioavailability.

Recent research has focused on the pharmacological activities of 1-(6-Fluoroquinolin-8-yl)ethanone. Studies have shown that this compound exhibits potent antimicrobial activity against a wide range of bacteria, including both Gram-positive and Gram-negative strains. Additionally, it has demonstrated efficacy in inhibiting bacterial DNA gyrase, a key enzyme involved in DNA replication and repair. This mechanism of action makes it a promising lead compound for the development of new antibacterial agents.

In addition to its antibacterial properties, 1-(6-Fluoroquinolin-8-yl)ethanone has also been investigated for its potential as an anticancer agent. Preclinical studies have indicated that this compound can induce apoptosis in various cancer cell lines, suggesting its potential use in cancer therapy. The exact mechanism by which it exerts its anticancer effects is still under investigation, but preliminary findings suggest that it may target multiple signaling pathways involved in cell proliferation and survival.

The synthesis of 1-(6-Fluoroquinolin-8-yl)ethanone has been optimized using various methodologies, including microwave-assisted synthesis and transition-metal-catalyzed reactions. These advancements have improved the yield and purity of the compound, making it more accessible for further research and development. The ability to synthesize this compound efficiently is crucial for its potential commercialization as a pharmaceutical agent.

Clinical trials are currently underway to evaluate the safety and efficacy of 1-(6-Fluoroquinolin-8-yl)ethanone in humans. Early results from phase I trials have shown promising outcomes, with no significant adverse effects reported at therapeutic doses. These findings provide a strong foundation for advancing this compound into later-stage clinical trials.

In conclusion, 1-(6-Fluoroquinolin-8-yl)ethanone (CAS No. 1346817-49-9) is a multifaceted compound with significant potential in both antibacterial and anticancer applications. Its unique chemical structure and favorable pharmacological properties make it an attractive candidate for further research and development in the pharmaceutical industry. As ongoing studies continue to uncover new insights into its mechanisms of action and therapeutic potential, this compound is poised to play a crucial role in addressing unmet medical needs.

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