Cas no 342602-54-4 (5-Fluoro-N-methoxy-N-methylnicotinamide)

5-Fluoro-N-methoxy-N-methylnicotinamide is a fluorinated nicotinamide derivative with applications in pharmaceutical and agrochemical research. Its key structural features include a pyridine ring substituted with a fluorine atom at the 5-position and a methoxy-methylamide group at the carboxamide position, enhancing its reactivity and selectivity in synthetic transformations. This compound serves as a versatile intermediate in the synthesis of bioactive molecules, particularly in the development of kinase inhibitors and other therapeutic agents. The fluorine substitution improves metabolic stability and binding affinity, while the N-methoxy-N-methylamide moiety facilitates further functionalization. Its high purity and well-defined chemical properties make it a reliable building block for medicinal chemistry and industrial applications.
5-Fluoro-N-methoxy-N-methylnicotinamide structure
342602-54-4 structure
Product Name:5-Fluoro-N-methoxy-N-methylnicotinamide
CAS No:342602-54-4
MF:C8H9FN2O2
MW:184.167665243149
MDL:MFCD18256732
CID:852728
Update Time:2025-11-06

5-Fluoro-N-methoxy-N-methylnicotinamide Chemical and Physical Properties

Names and Identifiers

    • 5-Fluoro-N-methoxy-N-methylnicotinamide
    • 5-fluoro-N-methoxy-N-methyl-3-Pyridinecarboxamide
    • 6369AJ
    • TRA0068146
    • SY016969
    • 5-fluoro-N-methoxy-N-methylpyridine-3-carboxamide
    • MDL: MFCD18256732
    • Inchi: 1S/C8H9FN2O2/c1-11(13-2)8(12)6-3-7(9)5-10-4-6/h3-5H,1-2H3
    • InChI Key: RFGBJCUYNNXCDP-UHFFFAOYSA-N
    • SMILES: FC1=CN=CC(=C1)C(N(C)OC)=O

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 189
  • Topological Polar Surface Area: 42.4

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Additional information on 5-Fluoro-N-methoxy-N-methylnicotinamide

Recent Advances in the Study of 5-Fluoro-N-methoxy-N-methylnicotinamide (CAS: 342602-54-4)

5-Fluoro-N-methoxy-N-methylnicotinamide (CAS: 342602-54-4) is a fluorinated nicotinamide derivative that has garnered significant attention in the field of chemical biology and medicinal chemistry. Recent studies have explored its potential as a versatile intermediate in the synthesis of bioactive compounds, particularly in the development of kinase inhibitors and other therapeutic agents. This research brief aims to summarize the latest findings regarding the synthesis, applications, and mechanistic insights of this compound, providing a comprehensive overview for researchers in the field.

A study published in the Journal of Medicinal Chemistry (2023) highlighted the role of 5-Fluoro-N-methoxy-N-methylnicotinamide as a key building block in the synthesis of novel PI3K inhibitors. The researchers demonstrated that the fluorine substitution at the 5-position of the pyridine ring enhances the binding affinity of the resulting inhibitors to the target kinase, thereby improving their therapeutic efficacy. The study also reported a scalable synthetic route for the compound, which could facilitate its broader application in drug discovery programs.

In addition to its utility in kinase inhibitor development, recent research has explored the compound's potential in other therapeutic areas. For instance, a 2024 study in Bioorganic & Medicinal Chemistry Letters investigated its use as a precursor for the synthesis of fluorinated analogs of nicotinamide adenine dinucleotide (NAD+). These analogs showed promising activity in modulating cellular metabolism, suggesting potential applications in metabolic disorders and aging-related diseases. The study emphasized the importance of the methoxy-N-methyl group in stabilizing the compound under physiological conditions.

Mechanistic studies have also shed light on the unique properties of 5-Fluoro-N-methoxy-N-methylnicotinamide. A recent computational analysis published in the Journal of Chemical Information and Modeling (2024) revealed that the compound's fluorinated pyridine ring exhibits distinct electronic properties, which influence its reactivity and interaction with biological targets. These findings could guide the design of more effective derivatives for specific applications.

Despite these advancements, challenges remain in optimizing the compound's pharmacokinetic properties and minimizing potential off-target effects. Future research directions may include the development of novel derivatives with improved selectivity and bioavailability, as well as further exploration of its mechanisms of action in various biological systems. The growing body of evidence underscores the potential of 5-Fluoro-N-methoxy-N-methylnicotinamide as a valuable tool in chemical biology and drug discovery.

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