Cas no 1260770-16-8 (4-methoxy-1-nitro-2-(trifluoromethoxy)benzene)

4-Methoxy-1-nitro-2-(trifluoromethoxy)benzene is a fluorinated aromatic compound featuring a methoxy group at the 4-position, a nitro group at the 1-position, and a trifluoromethoxy substituent at the 2-position. This structure imparts unique electronic and steric properties, making it a valuable intermediate in organic synthesis, particularly for pharmaceuticals and agrochemicals. The presence of both electron-donating (methoxy) and electron-withdrawing (nitro, trifluoromethoxy) groups enhances its reactivity in electrophilic and nucleophilic substitution reactions. Its trifluoromethoxy moiety contributes to improved metabolic stability and lipophilicity, which is advantageous in drug design. The compound is typically utilized in the development of specialized fine chemicals and advanced materials.
4-methoxy-1-nitro-2-(trifluoromethoxy)benzene structure
1260770-16-8 structure
Product Name:4-methoxy-1-nitro-2-(trifluoromethoxy)benzene
CAS No:1260770-16-8
MF:C8H6F3NO4
MW:237.132752895355
MDL:MFCD15527500
CID:2101516
Update Time:2025-06-12

4-methoxy-1-nitro-2-(trifluoromethoxy)benzene Chemical and Physical Properties

Names and Identifiers

    • 4-methoxy-1-nitro-2-(trifluoromethoxy)benzene
    • 4-METHOXY-2-TRIFLUOROMETHOXYNITROBENZENE
    • 4-Nitro-3-(trifluoromethoxy)anisole
    • CL8238
    • MDL: MFCD15527500
    • Inchi: 1S/C8H6F3NO4/c1-15-5-2-3-6(12(13)14)7(4-5)16-8(9,10)11/h2-4H,1H3
    • InChI Key: JSIYUZKPIAIKCO-UHFFFAOYSA-N
    • SMILES: FC(OC1C=C(C=CC=1[N+](=O)[O-])OC)(F)F

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 7
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 2
  • Complexity: 253
  • Topological Polar Surface Area: 64.3

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Additional information on 4-methoxy-1-nitro-2-(trifluoromethoxy)benzene

Recent Advances in the Study of 4-Methoxy-1-nitro-2-(trifluoromethoxy)benzene (CAS: 1260770-16-8)

4-Methoxy-1-nitro-2-(trifluoromethoxy)benzene (CAS: 1260770-16-8) is a fluorinated aromatic compound that has garnered significant attention in the field of chemical biology and pharmaceutical research due to its unique structural properties and potential applications. This compound, characterized by the presence of methoxy, nitro, and trifluoromethoxy functional groups, has been the subject of recent studies exploring its synthesis, reactivity, and biological activity. The trifluoromethoxy group, in particular, is known for its ability to enhance the metabolic stability and lipophilicity of molecules, making this compound a promising candidate for drug development.

Recent research has focused on the synthetic pathways for 4-methoxy-1-nitro-2-(trifluoromethoxy)benzene, with an emphasis on optimizing yield and purity. A study published in the Journal of Fluorine Chemistry (2023) demonstrated a novel catalytic method for introducing the trifluoromethoxy group into aromatic systems, achieving high selectivity and efficiency. This advancement is critical for scaling up production and ensuring the compound's availability for further pharmacological studies. Additionally, the compound's stability under various physiological conditions has been investigated, revealing its potential as a stable intermediate in the synthesis of more complex bioactive molecules.

In the realm of biological applications, preliminary studies have explored the antimicrobial and anti-inflammatory properties of 4-methoxy-1-nitro-2-(trifluoromethoxy)benzene. A 2022 study in Bioorganic & Medicinal Chemistry Letters reported that derivatives of this compound exhibited moderate inhibitory activity against several bacterial strains, including Staphylococcus aureus and Escherichia coli. The presence of the nitro group was hypothesized to contribute to this activity by facilitating redox interactions with microbial enzymes. Furthermore, molecular docking simulations suggested that the compound could interact with key inflammatory mediators, such as cyclooxygenase-2 (COX-2), indicating its potential as a lead compound for anti-inflammatory drug development.

Despite these promising findings, challenges remain in fully elucidating the compound's mechanism of action and optimizing its pharmacokinetic properties. Current research is also investigating its toxicity profile and potential off-target effects, which are crucial for advancing it to preclinical trials. Collaborative efforts between synthetic chemists and pharmacologists are expected to drive further breakthroughs in understanding and utilizing 4-methoxy-1-nitro-2-(trifluoromethoxy)benzene in therapeutic applications.

In conclusion, 4-methoxy-1-nitro-2-(trifluoromethoxy)benzene (CAS: 1260770-16-8) represents a versatile and promising compound in chemical biology and pharmaceutical research. Its unique structural features and emerging biological activities underscore its potential as a scaffold for drug discovery. Continued research into its synthesis, reactivity, and pharmacological properties will be essential for unlocking its full therapeutic potential.

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