Cas no 918488-37-6 (8-fluoro-6-Isoquinolinol)

8-Fluoro-6-isoquinolinol is a fluorinated isoquinoline derivative with potential applications in pharmaceutical and agrochemical research. Its key advantages include the presence of both fluorine and hydroxyl functional groups, which enhance its reactivity and binding affinity in molecular interactions. The fluorine substituent improves metabolic stability and lipophilicity, making it valuable in drug discovery for optimizing pharmacokinetic properties. The hydroxyl group offers a site for further derivatization, enabling structural modifications for targeted applications. This compound serves as a versatile intermediate in the synthesis of bioactive molecules, particularly in the development of kinase inhibitors and antimicrobial agents. Its well-defined structure and purity ensure reproducibility in research and industrial processes.
8-fluoro-6-Isoquinolinol structure
8-fluoro-6-Isoquinolinol structure
Product Name:8-fluoro-6-Isoquinolinol
CAS No:918488-37-6
MF:C9H6FNO
MW:163.148445606232
CID:1121595
PubChem ID:136092898
Update Time:2025-05-22

8-fluoro-6-Isoquinolinol Chemical and Physical Properties

Names and Identifiers

    • 8-fluoro-6-Isoquinolinol
    • 918488-37-6
    • 8-Fluoroisoquinolin-6-ol
    • SCHEMBL2505316
    • Inchi: 1S/C9H6FNO/c10-9-4-7(12)3-6-1-2-11-5-8(6)9/h1-5,12H
    • InChI Key: BUAIDJMEHNDAHT-UHFFFAOYSA-N
    • SMILES: FC1=CC(=CC2C=CN=CC=21)O

Computed Properties

  • Exact Mass: 163.043341977g/mol
  • Monoisotopic Mass: 163.043341977g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0
  • Complexity: 165
  • 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: 1.8
  • Topological Polar Surface Area: 33.1?2

8-fluoro-6-Isoquinolinol Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
eNovation Chemicals LLC
D632279-1g
8-Fluoroisoquinolin-6-ol
918488-37-6 95%
1g
$885 2025-02-20
eNovation Chemicals LLC
D632279-1g
8-Fluoroisoquinolin-6-ol
918488-37-6 95%
1g
$885 2025-02-25

Additional information on 8-fluoro-6-Isoquinolinol

8-Fluoro-6-Isoquinolinol: A Comprehensive Overview

The compound with CAS No. 918488-37-6, commonly referred to as 8-fluoro-6-isoquinolinol, is a highly intriguing molecule that has garnered significant attention in the fields of organic chemistry and pharmacology. This compound belongs to the isoquinoline family, a class of heterocyclic aromatic compounds known for their diverse biological activities and structural versatility. The presence of a fluorine atom at the 8th position and a hydroxyl group at the 6th position imparts unique chemical and pharmacological properties to 8-fluoro-6-isoquinolinol, making it a subject of extensive research.

Recent studies have highlighted the potential of 8-fluoro-6-isoquinolinol as a promising candidate in drug discovery, particularly in the development of anti-inflammatory and anticancer agents. The isoquinoline backbone is well-documented for its ability to interact with various biological targets, including enzymes, receptors, and DNA. The fluorine substitution at the 8th position further enhances the molecule's lipophilicity and bioavailability, which are critical factors for drug efficacy.

One of the most notable advancements in the study of 8-fluoro-6-isoquinolinol involves its application in anti-inflammatory research. Scientists have demonstrated that this compound exhibits potent inhibitory activity against cyclooxygenase (COX) enzymes, which are key players in inflammation and pain signaling pathways. Compared to traditional nonsteroidal anti-inflammatory drugs (NSAIDs), 8-fluoro-6-isoquinolinol shows a more selective inhibition profile, reducing the risk of adverse effects such as gastrointestinal irritation.

In the realm of anticancer research, 8-fluoro-6-isoquinolinol has shown remarkable potential as a chemotherapeutic agent. Preclinical studies have revealed its ability to induce apoptosis in various cancer cell lines, including those resistant to conventional chemotherapy drugs. The mechanism behind this activity involves the modulation of key oncogenic pathways and the inhibition of tumor growth factors. These findings underscore the compound's role as a potential lead molecule for developing novel cancer therapies.

The synthesis of 8-fluoro-6-isoquinolinol has also been optimized in recent years, thanks to advancements in organic synthesis techniques. Researchers have developed efficient routes using microwave-assisted synthesis and catalytic methods, which not only improve yield but also reduce reaction times significantly. These methods are particularly advantageous for scaling up production, making 8-fluoro-6-isoquinolinol more accessible for large-scale studies and potential clinical trials.

Beyond its pharmacological applications, 8-fluoro-6-isoquinolinol has found utility in materials science due to its unique electronic properties. Its ability to act as a fluorescent probe has been leveraged in sensing applications, where it can detect trace amounts of metal ions or organic pollutants with high sensitivity. This dual functionality—combining therapeutic potential with sensing capabilities—underscores the versatility of this compound across multiple scientific disciplines.

Looking ahead, ongoing research is focused on enhancing the bioavailability and stability of 8-fluoro-6-isoquinolinol through various drug delivery systems such as nanoparticles and liposomes. These innovations aim to overcome challenges related to poor solubility and rapid metabolism, which are common hurdles in drug development.

In conclusion, 8-fluoro-6-Isoquinolinol (CAS No: 918488-37-6) stands out as a multifaceted compound with significant implications across chemistry, pharmacology, and materials science. Its unique structure, coupled with cutting-edge research advancements, positions it as a valuable asset in both academic and industrial settings.

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