Cas no 152434-94-1 (3,5-Difluoro-2-methoxyphenol)

3,5-Difluoro-2-methoxyphenol is a fluorinated phenolic compound characterized by its methoxy and difluoro substituents on the aromatic ring. This structural configuration imparts unique electronic and steric properties, making it a valuable intermediate in organic synthesis, particularly in pharmaceutical and agrochemical applications. The presence of fluorine atoms enhances lipophilicity and metabolic stability, while the methoxy group contributes to reactivity in etherification and coupling reactions. Its high purity and well-defined molecular structure ensure consistent performance in specialized chemical processes. The compound is typically handled under controlled conditions due to its sensitivity, requiring appropriate storage and handling protocols to maintain stability.
3,5-Difluoro-2-methoxyphenol structure
3,5-Difluoro-2-methoxyphenol structure
Product Name:3,5-Difluoro-2-methoxyphenol
CAS No:152434-94-1
MF:C7H6F2O2
MW:160.118149280548
CID:99241
PubChem ID:45090716
Update Time:2025-05-19

3,5-Difluoro-2-methoxyphenol Chemical and Physical Properties

Names and Identifiers

    • Phenol,3,5-difluoro-2-methoxy-
    • 3,5-difluoro-2-methoxyPhenol
    • PHENOL, 3,5-DIFLUORO-2-METHOXY
    • Phenol, 3,5-difluoro-2-methoxy-(9CI)
    • EN300-1842373
    • Phenol,3,5-difluoro-2-methoxy-(9ci)
    • FT-0747604
    • AKOS024051624
    • E97809
    • 2,4-Difluoro-6-hydroxyanisole
    • BS-27438
    • DTXSID10666691
    • UWWOZCXHOFTWGM-UHFFFAOYSA-N
    • 152434-94-1
    • SCHEMBL16043969
    • Phenol, 3,5-difluoro-2-methoxy- (9CI)
    • Phenol, 3,5-difluoro-2-methoxy-(9CI) 152434-94-1 Phenol, 3,5-difluoro-2-methoxy- (9CI) 152434-94-1
    • 3,5-Difluoro-2-methoxyphenol
    • Inchi: 1S/C7H6F2O2/c1-11-7-5(9)2-4(8)3-6(7)10/h2-3,10H,1H3
    • InChI Key: UWWOZCXHOFTWGM-UHFFFAOYSA-N
    • SMILES: FC1=CC(=CC(=C1OC)O)F

Computed Properties

  • Exact Mass: 160.03358
  • Monoisotopic Mass: 160.034
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 132
  • 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
  • Topological Polar Surface Area: 29.5A^2
  • XLogP3: 1.7

Experimental Properties

  • PSA: 29.46

3,5-Difluoro-2-methoxyphenol Pricemore >>

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Additional information on 3,5-Difluoro-2-methoxyphenol

Recent Advances in the Study of 3,5-Difluoro-2-methoxyphenol (CAS: 152434-94-1) in Chemical Biology and Pharmaceutical Research

The compound 3,5-Difluoro-2-methoxyphenol (CAS: 152434-94-1) has recently garnered significant attention in the field of chemical biology and pharmaceutical research due to its unique structural properties and potential therapeutic applications. This research briefing aims to synthesize the latest findings related to this compound, focusing on its synthesis, biological activity, and potential as a drug candidate. Recent studies have highlighted its role as a key intermediate in the synthesis of more complex molecules, as well as its direct pharmacological effects in various disease models.

One of the most notable advancements in the study of 3,5-Difluoro-2-methoxyphenol is its application in the development of novel anti-inflammatory agents. A 2023 study published in the Journal of Medicinal Chemistry demonstrated that derivatives of this compound exhibit potent inhibitory effects on cyclooxygenase-2 (COX-2), a key enzyme in the inflammatory pathway. The researchers utilized molecular docking simulations to elucidate the binding interactions between the compound and the COX-2 active site, providing valuable insights for further structural optimization.

In addition to its anti-inflammatory properties, recent investigations have explored the antimicrobial potential of 3,5-Difluoro-2-methoxyphenol. A team at the University of Cambridge reported in ACS Infectious Diseases that this compound shows promising activity against multidrug-resistant Staphylococcus aureus (MRSA) strains. The study employed a combination of in vitro assays and transcriptomic analysis to identify the compound's mechanism of action, which appears to involve disruption of bacterial cell membrane integrity and interference with essential metabolic pathways.

The synthetic accessibility of 3,5-Difluoro-2-methoxyphenol has also been a focus of recent research. A 2024 paper in Organic Process Research & Development described an improved, scalable synthesis route for this compound with higher yield and reduced environmental impact compared to traditional methods. The new protocol employs green chemistry principles, including the use of biocatalysts and solvent-free conditions, making it particularly attractive for industrial-scale production.

From a drug discovery perspective, the pharmacokinetic profile of 3,5-Difluoro-2-methoxyphenol has been extensively characterized in recent preclinical studies. Data presented at the 2023 American Chemical Society National Meeting revealed favorable absorption and distribution properties, along with acceptable metabolic stability in hepatic microsome assays. These findings position the compound as a promising scaffold for further medicinal chemistry optimization.

Looking forward, several research groups have initiated programs to explore the therapeutic potential of 3,5-Difluoro-2-methoxyphenol in neurological disorders. Preliminary results from animal models of Parkinson's disease suggest that the compound may have neuroprotective effects, possibly through modulation of oxidative stress pathways. These findings, while still in early stages, open new avenues for the development of treatments for neurodegenerative conditions.

In conclusion, the growing body of research on 3,5-Difluoro-2-methoxyphenol (CAS: 152434-94-1) demonstrates its versatility as both a synthetic intermediate and a biologically active compound with multiple therapeutic applications. The recent advances summarized in this briefing highlight the compound's potential to contribute to the development of new anti-inflammatory, antimicrobial, and possibly neuroprotective agents. Continued investigation into its structure-activity relationships and mechanism of action will be crucial for translating these findings into clinical applications.

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