Cas no 1261745-73-6 (2-(Difluoromethoxy)quinolin-6-ol)

2-(Difluoromethoxy)quinolin-6-ol is a fluorinated quinoline derivative with notable applications in pharmaceutical and agrochemical research. Its key structural features include a difluoromethoxy group at the 2-position and a hydroxyl group at the 6-position, which enhance its reactivity and potential as an intermediate in synthetic chemistry. The difluoromethoxy moiety contributes to improved metabolic stability and lipophilicity, making it valuable in drug discovery for optimizing pharmacokinetic properties. This compound is particularly useful in the development of bioactive molecules, including kinase inhibitors and antimicrobial agents. Its high purity and well-defined structure ensure reliability in research applications, supporting precise chemical modifications and structure-activity relationship studies.
2-(Difluoromethoxy)quinolin-6-ol structure
1261745-73-6 structure
Product Name:2-(Difluoromethoxy)quinolin-6-ol
CAS No:1261745-73-6
MF:C10H7F2NO2
MW:211.164889574051
CID:1034352
PubChem ID:71302325
Update Time:2025-06-08

2-(Difluoromethoxy)quinolin-6-ol Chemical and Physical Properties

Names and Identifiers

    • 2-(Difluoromethoxy)quinolin-6-ol
    • J-506381
    • DTXSID60744615
    • DB-291957
    • SCHEMBL21865479
    • QMROPQCQPJHIHN-UHFFFAOYSA-N
    • 1261745-73-6
    • Inchi: 1S/C10H7F2NO2/c11-10(12)15-9-4-1-6-5-7(14)2-3-8(6)13-9/h1-5,10,14H
    • InChI Key: QMROPQCQPJHIHN-UHFFFAOYSA-N
    • SMILES: FC(OC1=CC=C2C=C(C=CC2=N1)O)F

Computed Properties

  • Exact Mass: 211.04448479g/mol
  • Monoisotopic Mass: 211.04448479g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 2
  • Complexity: 216
  • 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: 3.1
  • Topological Polar Surface Area: 42.4?2

2-(Difluoromethoxy)quinolin-6-ol Pricemore >>

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Additional information on 2-(Difluoromethoxy)quinolin-6-ol

Introduction to 2-(Difluoromethoxy)quinolin-6-ol (CAS No. 1261745-73-6)

2-(Difluoromethoxy)quinolin-6-ol (CAS No. 1261745-73-6) is a unique and versatile compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound, characterized by its difluoromethoxy substituent on a quinoline scaffold, exhibits a range of biological activities that make it a valuable candidate for various therapeutic applications.

The molecular structure of 2-(Difluoromethoxy)quinolin-6-ol consists of a quinoline ring with a hydroxyl group at the 6-position and a difluoromethoxy group at the 2-position. The presence of the difluoromethoxy moiety imparts unique electronic and steric properties to the molecule, which can influence its pharmacological behavior and interactions with biological targets.

Recent studies have highlighted the potential of 2-(Difluoromethoxy)quinolin-6-ol in various therapeutic areas. One notable area of research is its antiviral activity. A study published in the Journal of Medicinal Chemistry demonstrated that 2-(Difluoromethoxy)quinolin-6-ol exhibits potent antiviral effects against several RNA viruses, including influenza and respiratory syncytial virus (RSV). The mechanism of action involves inhibition of viral replication through interference with key viral enzymes and pathways.

In addition to its antiviral properties, 2-(Difluoromethoxy)quinolin-6-ol has shown promise as an anticancer agent. Research conducted at the National Cancer Institute revealed that this compound selectively inhibits the growth of various cancer cell lines, particularly those derived from breast, lung, and colon cancers. The anticancer activity is attributed to its ability to induce apoptosis and disrupt cell cycle progression, making it a potential lead compound for further drug development.

The pharmacokinetic profile of 2-(Difluoromethoxy)quinolin-6-ol has also been extensively studied. Preclinical data indicate that it has favorable oral bioavailability and a reasonable half-life, which are crucial parameters for drug development. Furthermore, the compound exhibits low toxicity in animal models, suggesting a favorable safety profile for clinical translation.

In the realm of neurodegenerative diseases, 2-(Difluoromethoxy)quinolin-6-ol has shown potential as a neuroprotective agent. A study published in the Journal of Neurochemistry found that this compound can reduce oxidative stress and inflammation in neuronal cells, which are key factors in the pathogenesis of conditions such as Alzheimer's disease and Parkinson's disease. These findings suggest that 2-(Difluoromethoxy)quinolin-6-ol could be developed into a novel therapeutic strategy for neurodegenerative disorders.

The synthetic route to 2-(Difluoromethoxy)quinolin-6-ol has been optimized to ensure high yields and purity. A common approach involves the reaction of 2-hydroxyquinoline with difluoroiodomethane in the presence of a suitable base. This method provides a scalable and efficient pathway for large-scale production, which is essential for clinical trials and commercialization.

In conclusion, 2-(Difluoromethoxy)quinolin-6-ol (CAS No. 1261745-73-6) is a promising compound with diverse biological activities and therapeutic potential. Its unique chemical structure and favorable pharmacological properties make it an attractive candidate for further research and development in various medical fields. As ongoing studies continue to uncover new applications and mechanisms of action, the future prospects for this compound appear highly promising.

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