Cas no 914208-13-2 (8-Fluoroquinoline-2-carboxylic acid)

8-Fluoroquinoline-2-carboxylic acid structure
914208-13-2 structure
Product Name:8-Fluoroquinoline-2-carboxylic acid
CAS No:914208-13-2
MF:C10H6FNO2
MW:191.158545970917
MDL:MFCD08690746
CID:875306
PubChem ID:28063305
Update Time:2025-07-24

8-Fluoroquinoline-2-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 8-Fluoroquinoline-2-carboxylic acid
    • 8-fluoroquinoline-2-carboxylic acid(SALTDATA: FREE)
    • SB67703
    • DTXSID80650805
    • 8-FLUOROQUINOLINE-2-CARBOXYLICACID
    • FT-0741660
    • SCHEMBL4751890
    • AMY26482
    • 8-Fluoro-2-quinolinecarboxylic acid
    • MFCD08690746
    • EN300-103414
    • 8-Fluoroquinoline-2-carboxylic acid, AldrichCPR
    • A850382
    • 914208-13-2
    • AKOS000320329
    • AS-41371
    • DA-18702
    • MDL: MFCD08690746
    • Inchi: 1S/C10H6FNO2/c11-7-3-1-2-6-4-5-8(10(13)14)12-9(6)7/h1-5H,(H,13,14)
    • InChI Key: IAHHHCKXIHRMHY-UHFFFAOYSA-N
    • SMILES: FC1=CC=CC2=CC=C(C(=O)O)N=C21

Computed Properties

  • Exact Mass: 191.03800
  • Monoisotopic Mass: 191.03825660g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 1
  • Complexity: 234
  • 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: 2.2
  • Topological Polar Surface Area: 50.2?2

Experimental Properties

  • Density: 1.431
  • Boiling Point: 352.1°C at 760 mmHg
  • Flash Point: 166.8°C
  • Refractive Index: 1.656
  • PSA: 50.19000
  • LogP: 2.07210

8-Fluoroquinoline-2-carboxylic acid Security Information

  • Hazardous Material transportation number:NONH for all modes of transport
  • Hazard Category Code: 22
  • Hazardous Material Identification: Xn

8-Fluoroquinoline-2-carboxylic acid Pricemore >>

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Additional information on 8-Fluoroquinoline-2-carboxylic acid

Recent Advances in the Application of 8-Fluoroquinoline-2-carboxylic acid (CAS: 914208-13-2) in Chemical Biology and Pharmaceutical Research

The compound 8-Fluoroquinoline-2-carboxylic acid (CAS: 914208-13-2) has recently garnered significant attention in the field of chemical biology and pharmaceutical research due to its versatile applications in drug discovery and development. This heterocyclic compound, characterized by a quinoline backbone with a fluorine substituent at the 8-position and a carboxylic acid group at the 2-position, exhibits unique physicochemical properties that make it a valuable scaffold for designing novel therapeutic agents. Recent studies have explored its potential as a building block for antimicrobial, anticancer, and anti-inflammatory agents, leveraging its ability to interact with various biological targets.

One of the most notable advancements in the application of 8-Fluoroquinoline-2-carboxylic acid is its role in the development of antimicrobial agents. A 2023 study published in the Journal of Medicinal Chemistry demonstrated that derivatives of this compound exhibit potent activity against multidrug-resistant bacterial strains, including methicillin-resistant Staphylococcus aureus (MRSA) and Pseudomonas aeruginosa. The researchers attributed this activity to the compound's ability to inhibit bacterial DNA gyrase and topoisomerase IV, key enzymes involved in DNA replication. The fluorine substituent was found to enhance the compound's binding affinity to these enzymes, while the carboxylic acid group facilitated solubility and bioavailability.

In the realm of anticancer research, 8-Fluoroquinoline-2-carboxylic acid has been investigated as a precursor for the synthesis of kinase inhibitors. A recent study in Bioorganic & Medicinal Chemistry Letters highlighted its utility in designing selective inhibitors of the epidermal growth factor receptor (EGFR), a target of significant interest in oncology. The study reported that modifications to the quinoline core, particularly at the 2-carboxylic acid position, yielded compounds with improved potency and selectivity against EGFR mutant forms commonly found in non-small cell lung cancer (NSCLC). These findings underscore the compound's potential as a versatile scaffold for targeted cancer therapies.

Beyond its antimicrobial and anticancer applications, 8-Fluoroquinoline-2-carboxylic acid has also shown promise in the development of anti-inflammatory agents. A 2024 study published in European Journal of Medicinal Chemistry explored its derivatives as inhibitors of cyclooxygenase-2 (COX-2), an enzyme implicated in inflammatory diseases such as rheumatoid arthritis and osteoarthritis. The researchers found that the fluorine atom at the 8-position played a critical role in enhancing the compound's binding to the COX-2 active site, while the carboxylic acid group contributed to its anti-inflammatory efficacy. These results suggest that further optimization of this scaffold could lead to the development of novel anti-inflammatory drugs with improved safety profiles.

The synthesis and characterization of 8-Fluoroquinoline-2-carboxylic acid have also been the subject of recent research. Advanced spectroscopic techniques, including nuclear magnetic resonance (NMR) and high-resolution mass spectrometry (HRMS), have been employed to confirm the compound's structure and purity. Additionally, computational modeling studies have provided insights into its molecular interactions with biological targets, facilitating the rational design of derivatives with enhanced pharmacological properties. These methodological advancements have significantly contributed to the compound's growing prominence in drug discovery pipelines.

In conclusion, 8-Fluoroquinoline-2-carboxylic acid (CAS: 914208-13-2) represents a highly versatile and promising scaffold in chemical biology and pharmaceutical research. Its applications span antimicrobial, anticancer, and anti-inflammatory therapies, with recent studies highlighting its potential to address unmet medical needs. Continued research into its derivatives and mechanisms of action is expected to yield further breakthroughs, solidifying its role as a key player in the development of next-generation therapeutics. As the field progresses, interdisciplinary collaborations between chemists, biologists, and pharmacologists will be essential to fully unlock the compound's potential.

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