Cas no 91407-40-8 (4-Fluoro-2-(1E)-(hydroxyimino)methylphenol)

4-Fluoro-2-(1E)-(hydroxyimino)methylphenol is a fluorinated phenolic oxime compound with applications in organic synthesis and coordination chemistry. Its structure features a hydroxylimino functional group adjacent to a fluorine-substituted aromatic ring, enabling selective reactivity in chelation and metal-binding processes. The fluorine substituent enhances electron-withdrawing properties, influencing the compound's stability and reactivity in synthetic pathways. This compound is particularly useful as a ligand or intermediate in the preparation of complex molecules, offering precise control over molecular architecture. Its well-defined stereochemistry (E-configuration) ensures consistent performance in reactions requiring geometric specificity. Suitable for research and industrial applications, it demonstrates compatibility with a range of solvents and reaction conditions.
4-Fluoro-2-(1E)-(hydroxyimino)methylphenol structure
91407-40-8 structure
Product Name:4-Fluoro-2-(1E)-(hydroxyimino)methylphenol
CAS No:91407-40-8
MF:C7H6FNO2
MW:155.126445293427
MDL:MFCD19442128
CID:1963369
PubChem ID:135802395
Update Time:2025-06-14

4-Fluoro-2-(1E)-(hydroxyimino)methylphenol Chemical and Physical Properties

Names and Identifiers

    • Benzaldehyde, 5-fluoro-2-hydroxy-, oxime
    • 4-fluoro-6-[(hydroxyamino)methylidene]cyclohexa-2,4-dien-1-one
    • F2163-0254
    • MFCD19442128
    • 2059178-06-0
    • 91407-40-8
    • (E)-5-Fluoro-2-hydroxybenzaldehyde oxime
    • AKOS027253168
    • 4-Fluoro-2-[(1E)-(hydroxyimino)methyl]phenol
    • 4-fluoro-2-[(E)-hydroxyiminomethyl]phenol
    • BS-33130
    • SCHEMBL2774494
    • 5-Fluoro-2-hydroxybenzaldehyde oxime
    • 4-Fluoro-2-(1E)-(hydroxyimino)methylphenol
    • MDL: MFCD19442128
    • Inchi: 1S/C7H6FNO2/c8-6-1-2-7(10)5(3-6)4-9-11/h1-4,10-11H/b9-4+
    • InChI Key: LSBFIKDJEJSBIJ-RUDMXATFSA-N
    • SMILES: FC1C=CC(=C(/C=N/O)C=1)O

Computed Properties

  • Exact Mass: 155.03825660Da
  • Monoisotopic Mass: 155.03825660Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 151
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 1
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.4
  • Topological Polar Surface Area: 52.8?2

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Additional information on 4-Fluoro-2-(1E)-(hydroxyimino)methylphenol

Recent Advances in the Study of 4-Fluoro-2-(1E)-(hydroxyimino)methylphenol (CAS: 91407-40-8): A Comprehensive Research Brief

4-Fluoro-2-(1E)-(hydroxyimino)methylphenol (CAS: 91407-40-8) is a chemical compound of significant interest in the field of chemical biology and pharmaceutical research. Recent studies have highlighted its potential applications in drug development, particularly as a precursor or intermediate in the synthesis of bioactive molecules. This research brief aims to provide a comprehensive overview of the latest findings related to this compound, focusing on its chemical properties, biological activities, and potential therapeutic applications.

The compound's unique structure, featuring a fluorine atom and a hydroxyimino group, has been the subject of extensive investigation. Researchers have explored its reactivity and stability under various conditions, which are critical for its use in synthetic chemistry. A recent study published in the Journal of Medicinal Chemistry demonstrated that 4-Fluoro-2-(1E)-(hydroxyimino)methylphenol exhibits remarkable stability in aqueous solutions, making it a promising candidate for further pharmaceutical development.

In addition to its chemical properties, the biological activities of 4-Fluoro-2-(1E)-(hydroxyimino)methylphenol have also been a focal point of recent research. Preliminary in vitro studies have shown that the compound possesses moderate antimicrobial activity against a range of Gram-positive and Gram-negative bacteria. These findings suggest its potential as a lead compound for the development of new antibiotics, particularly in the face of rising antibiotic resistance.

Another area of interest is the compound's potential role in cancer therapy. A 2023 study published in Bioorganic & Medicinal Chemistry Letters reported that derivatives of 4-Fluoro-2-(1E)-(hydroxyimino)methylphenol exhibited selective cytotoxicity against certain cancer cell lines, including breast and lung cancer cells. The study proposed that the compound's mechanism of action may involve the inhibition of key enzymes involved in cell proliferation, although further mechanistic studies are needed to confirm this hypothesis.

The synthesis and optimization of 4-Fluoro-2-(1E)-(hydroxyimino)methylphenol have also seen significant advancements. Recent work has focused on improving the yield and purity of the compound through novel synthetic routes. For instance, a team of researchers at the University of Tokyo developed a one-pot synthesis method that reduces the number of steps and increases overall efficiency. This method has been patented and is expected to facilitate large-scale production for further studies.

Despite these promising developments, challenges remain in the clinical translation of 4-Fluoro-2-(1E)-(hydroxyimino)methylphenol. Issues such as bioavailability, toxicity, and pharmacokinetics need to be addressed in future research. However, the compound's versatility and potential applications make it a valuable subject for ongoing investigation in the chemical biology and pharmaceutical fields.

In conclusion, 4-Fluoro-2-(1E)-(hydroxyimino)methylphenol (CAS: 91407-40-8) represents a promising area of research with potential applications in drug development and beyond. Continued studies on its chemical properties, biological activities, and synthetic optimization will be crucial for unlocking its full therapeutic potential. This research brief underscores the importance of interdisciplinary collaboration in advancing our understanding of this compound and its derivatives.

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