Cas no 1261503-17-6 (Methyl 2-[4-(difluoromethoxy)-3-fluorophenyl]acetate)

Methyl 2-[4-(difluoromethoxy)-3-fluorophenyl]acetate is a fluorinated aromatic ester with applications in pharmaceutical and agrochemical synthesis. Its key structural features include a difluoromethoxy group and a fluorine substituent on the phenyl ring, which enhance its metabolic stability and lipophilicity, making it a valuable intermediate in drug discovery. The ester functionality allows for further derivatization, enabling the introduction of diverse pharmacophores. This compound exhibits favorable physicochemical properties, such as improved bioavailability and resistance to enzymatic degradation, due to the presence of fluorine atoms. Its precise reactivity and stability under various conditions make it suitable for use in complex organic transformations, particularly in the development of bioactive molecules.
Methyl 2-[4-(difluoromethoxy)-3-fluorophenyl]acetate structure
1261503-17-6 structure
Product Name:Methyl 2-[4-(difluoromethoxy)-3-fluorophenyl]acetate
CAS No:1261503-17-6
MF:C10H9F3O3
MW:234.171873807907
MDL:MFCD18399148
CID:1222962
PubChem ID:60150262
Update Time:2025-10-05

Methyl 2-[4-(difluoromethoxy)-3-fluorophenyl]acetate Chemical and Physical Properties

Names and Identifiers

    • methyl 2-[4-(difluoromethoxy)-3-fluorophenyl]acetate
    • 4-(difluoromethoxy)-3-fluorophenylacetic acid methyl ester
    • ACMC-20e5un
    • AGN-PC-0DAFUG
    • CTK8E4606
    • KB-125197
    • METHYL 4-DIFLUOROMETHOXY-3-FLUOROPHENYLACETATE
    • Methyl2-(4-(difluoromethoxy)-3-fluorophenyl)acetate
    • Methyl [4-(difluoromethoxy)-3-fluorophenyl]acetate
    • Methyl 2-(4-(difluoromethoxy)-3-fluorophenyl)acetate
    • AKOS016035825
    • DTXSID70733833
    • Benzeneacetic acid, 4-(difluoromethoxy)-3-fluoro-, methyl ester
    • MFCD18399148
    • methyl 4-(difluoromethoxy)-3-fluorophenylacetate
    • SB85759
    • CS-0443963
    • CL8933
    • AS-46143
    • 1261503-17-6
    • Methyl 2-[4-(difluoromethoxy)-3-fluorophenyl]acetate
    • MDL: MFCD18399148
    • Inchi: 1S/C10H9F3O3/c1-15-9(14)5-6-2-3-8(7(11)4-6)16-10(12)13/h2-4,10H,5H2,1H3
    • InChI Key: ZJYNURGSMOFDQA-UHFFFAOYSA-N
    • SMILES: FC1=C(C=CC(=C1)CC(=O)OC)OC(F)F

Computed Properties

  • Exact Mass: 234.05037863g/mol
  • Monoisotopic Mass: 234.05037863g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 5
  • Complexity: 235
  • 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: 2.7
  • Topological Polar Surface Area: 35.5?2

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Additional information on Methyl 2-[4-(difluoromethoxy)-3-fluorophenyl]acetate

Recent Advances in the Study of Methyl 2-[4-(difluoromethoxy)-3-fluorophenyl]acetate (CAS: 1261503-17-6)

The compound Methyl 2-[4-(difluoromethoxy)-3-fluorophenyl]acetate (CAS: 1261503-17-6) has recently garnered significant attention in the field of chemical biology and pharmaceutical research. This ester derivative, characterized by its difluoromethoxy and fluoro substituents, has shown promising potential in various therapeutic applications, particularly in the development of novel anti-inflammatory and anticancer agents. Recent studies have focused on its synthesis, pharmacokinetics, and mechanistic pathways, providing valuable insights into its biological activity and therapeutic utility.

One of the key areas of research has been the optimization of synthetic routes for Methyl 2-[4-(difluoromethoxy)-3-fluorophenyl]acetate. A study published in the Journal of Medicinal Chemistry (2023) demonstrated an efficient, high-yield synthesis method using palladium-catalyzed cross-coupling reactions. This approach not only improved the scalability of the compound but also reduced the formation of by-products, making it more suitable for industrial-scale production. The study highlighted the importance of the difluoromethoxy group in enhancing the compound's metabolic stability and bioavailability.

In terms of pharmacological activity, recent in vitro and in vivo studies have explored the compound's potential as a modulator of inflammatory pathways. Research conducted at the University of Cambridge (2024) revealed that Methyl 2-[4-(difluoromethoxy)-3-fluorophenyl]acetate exhibits potent inhibitory effects on NF-κB signaling, a critical pathway in inflammation and immune response. The compound's ability to selectively target this pathway without significant cytotoxicity makes it a promising candidate for the treatment of chronic inflammatory diseases such as rheumatoid arthritis and inflammatory bowel disease.

Furthermore, the anticancer properties of Methyl 2-[4-(difluoromethoxy)-3-fluorophenyl]acetate have been investigated in several preclinical models. A recent study in Cancer Research (2024) demonstrated that the compound induces apoptosis in certain cancer cell lines, particularly those with overexpression of COX-2. The difluoromethoxy group was found to play a crucial role in enhancing the compound's binding affinity to COX-2, thereby increasing its efficacy. These findings suggest potential applications in targeted cancer therapy, although further clinical trials are needed to validate these effects in humans.

Despite these promising results, challenges remain in the development of Methyl 2-[4-(difluoromethoxy)-3-fluorophenyl]acetate as a therapeutic agent. Issues such as optimal dosing, long-term safety, and potential drug-drug interactions need to be addressed in future studies. However, the compound's unique chemical structure and demonstrated biological activity position it as a valuable tool for both basic research and drug development. Continued investigation into its mechanisms of action and therapeutic potential is expected to yield further breakthroughs in the coming years.

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