Cas no 130318-75-1 (5-(difluoromethoxy)-1,2-dihydropyridin-2-one)

5-(Difluoromethoxy)-1,2-dihydropyridin-2-one is a fluorinated heterocyclic compound with potential applications in pharmaceutical and agrochemical research. Its structure features a difluoromethoxy substituent, which enhances metabolic stability and bioavailability compared to non-fluorinated analogs. The dihydropyridin-2-one core offers a versatile scaffold for further functionalization, making it valuable in medicinal chemistry for the development of enzyme inhibitors or receptor modulators. The presence of fluorine atoms improves lipophilicity and membrane permeability, while the lactam moiety provides hydrogen-bonding interactions for target binding. This compound is particularly useful in the synthesis of bioactive molecules, where fluorinated groups are desirable for optimizing pharmacokinetic properties.
5-(difluoromethoxy)-1,2-dihydropyridin-2-one structure
130318-75-1 structure
Product Name:5-(difluoromethoxy)-1,2-dihydropyridin-2-one
CAS No:130318-75-1
MF:C6H5F2NO2
MW:161.106208562851
CID:1104309
PubChem ID:14665037
Update Time:2025-06-13

5-(difluoromethoxy)-1,2-dihydropyridin-2-one Chemical and Physical Properties

Names and Identifiers

    • 5-(difluoromethoxy)-2(1H)-Pyridinone
    • 5-(difluoromethoxy)-1,2-dihydropyridin-2-one
    • MFCD18836813
    • 130318-75-1
    • EN300-1168750
    • 5-(difluoromethoxy)-1H-pyridin-2-one
    • Z1216861874
    • AKOS034120199
    • 5-(difluoromethoxy)pyridin-2(1H)-one
    • YYI
    • SY251125
    • LQ3
    • VRWFXRMPZMWPKH-UHFFFAOYSA-N
    • Inchi: 1S/C6H5F2NO2/c7-6(8)11-4-1-2-5(10)9-3-4/h1-3,6H,(H,9,10)
    • InChI Key: VRWFXRMPZMWPKH-UHFFFAOYSA-N
    • SMILES: FC(OC1C=CC(NC=1)=O)F

Computed Properties

  • Exact Mass: 161.02883473g/mol
  • Monoisotopic Mass: 161.02883473g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2
  • Complexity: 223
  • 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: 0.8
  • Topological Polar Surface Area: 38.3?2

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Additional information on 5-(difluoromethoxy)-1,2-dihydropyridin-2-one

Comprehensive Overview of 5-(Difluoromethoxy)-1,2-Dihydropyridin-2-One (CAS No. 130318-75-1)

5-(Difluoromethoxy)-1,2-dihydropyridin-2-one (CAS No. 130318-75-1) is a specialized heterocyclic compound that has garnered significant attention in pharmaceutical and agrochemical research due to its unique structural and functional properties. This compound, characterized by a difluoromethoxy group attached to a dihydropyridinone core, exhibits remarkable potential in drug discovery and material science applications. Researchers and industry professionals frequently search for terms like "synthesis of 5-(difluoromethoxy)-1,2-dihydropyridin-2-one", "CAS 130318-75-1 applications", and "dihydropyridinone derivatives in medicine", reflecting its growing relevance in modern chemistry.

The molecular structure of 5-(difluoromethoxy)-1,2-dihydropyridin-2-one incorporates a fluorine-rich moiety, which enhances its metabolic stability and bioavailability—a critical factor in the development of novel therapeutics. This aligns with current trends in medicinal chemistry, where fluorinated compounds are increasingly explored for their ability to improve drug efficacy and reduce side effects. Popular queries such as "fluorine in drug design" and "advantages of difluoromethoxy groups" highlight the scientific community's interest in these aspects. Additionally, the compound's dihydropyridinone scaffold is a privileged structure in pharmaceuticals, often associated with bioactive molecules targeting inflammation, CNS disorders, and infectious diseases.

From a synthetic perspective, CAS 130318-75-1 serves as a versatile intermediate for constructing more complex molecules. Recent publications emphasize its role in catalyzed cross-coupling reactions and click chemistry, addressing the demand for efficient and sustainable synthetic methods. Searches for "green synthesis of dihydropyridinones" and "flow chemistry applications for heterocycles" underscore the industry's shift toward environmentally friendly processes. Moreover, the compound's physicochemical properties, including solubility and thermal stability, make it a candidate for advanced material applications, such as organic electronics or polymer additives, resonating with queries like "high-performance materials from fluorinated heterocycles".

In the context of intellectual property, 5-(difluoromethoxy)-1,2-dihydropyridin-2-one has been cited in multiple patents related to kinase inhibitors and antiviral agents, reflecting its commercial potential. This connects to trending topics like "COVID-19 drug repurposing" and "targeted cancer therapies", where researchers seek novel scaffolds for lead optimization. Analytical techniques such as HPLC-MS and NMR spectroscopy are commonly employed to characterize this compound, as evidenced by searches for "purity analysis of CAS 130318-75-1" and "structural elucidation of fluorinated pyridinones".

Regulatory and safety profiles of 130318-75-1 are also frequently queried, particularly regarding REACH compliance and handling guidelines. While not classified as hazardous under current standards, proper storage conditions (e.g., inert atmosphere, low humidity) are recommended to maintain stability. The compound's low ecotoxicity and biodegradability further align with the global push toward green chemistry principles, a hot topic in both academic and industrial forums.

In summary, 5-(difluoromethoxy)-1,2-dihydropyridin-2-one represents a compelling case study in the intersection of fluorine chemistry, heterocyclic synthesis, and applied pharmacology. Its multifaceted applications—from small-molecule drugs to functional materials—position it as a compound of enduring interest, as reflected in the diverse search trends and scientific literature. Future research directions may explore its structure-activity relationships in greater depth or investigate scalable production methods to meet industrial demand.

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