Cas no 2228351-32-2 (2-fluoro-1-(1H-indol-3-yl)ethan-1-ol)

2-Fluoro-1-(1H-indol-3-yl)ethan-1-ol is a fluorinated indole derivative with potential applications in medicinal chemistry and pharmaceutical research. Its structure combines an indole scaffold, a biologically significant heterocycle, with a fluoroethanol moiety, offering opportunities for selective modifications in drug design. The presence of the fluorine atom enhances metabolic stability and may influence binding affinity in target interactions. This compound serves as a versatile intermediate for synthesizing fluorinated analogs of bioactive molecules, particularly in the development of serotonin-related therapeutics or enzyme inhibitors. Its well-defined structure allows for precise functionalization, making it valuable for structure-activity relationship (SAR) studies. The product is typically characterized by HPLC, NMR, and mass spectrometry to ensure high purity and consistency.
2-fluoro-1-(1H-indol-3-yl)ethan-1-ol structure
2228351-32-2 structure
Product Name:2-fluoro-1-(1H-indol-3-yl)ethan-1-ol
CAS No:2228351-32-2
MF:C10H10FNO
MW:179.190906047821
CID:5946063
PubChem ID:165706844
Update Time:2025-06-13

2-fluoro-1-(1H-indol-3-yl)ethan-1-ol Chemical and Physical Properties

Names and Identifiers

    • 2-fluoro-1-(1H-indol-3-yl)ethan-1-ol
    • 2228351-32-2
    • EN300-1781585
    • Inchi: 1S/C10H10FNO/c11-5-10(13)8-6-12-9-4-2-1-3-7(8)9/h1-4,6,10,12-13H,5H2
    • InChI Key: LPLMJQWAJCGQLU-UHFFFAOYSA-N
    • SMILES: FCC(C1=CNC2C=CC=CC1=2)O

Computed Properties

  • Exact Mass: 179.074642105g/mol
  • Monoisotopic Mass: 179.074642105g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 176
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.7
  • Topological Polar Surface Area: 36?2

2-fluoro-1-(1H-indol-3-yl)ethan-1-ol Pricemore >>

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Additional information on 2-fluoro-1-(1H-indol-3-yl)ethan-1-ol

Research Brief on 2-fluoro-1-(1H-indol-3-yl)ethan-1-ol (CAS: 2228351-32-2): Recent Advances and Applications

The compound 2-fluoro-1-(1H-indol-3-yl)ethan-1-ol (CAS: 2228351-32-2) has recently garnered significant attention in the field of chemical biology and medicinal chemistry due to its unique structural features and potential therapeutic applications. This research brief synthesizes the latest findings on this compound, focusing on its synthesis, biological activity, and relevance in drug discovery.

Recent studies have highlighted the role of 2-fluoro-1-(1H-indol-3-yl)ethan-1-ol as a versatile intermediate in the synthesis of biologically active molecules. The presence of both a fluorine atom and an indole moiety in its structure makes it a promising scaffold for the development of novel pharmaceuticals. Researchers have explored its utility in the design of enzyme inhibitors, particularly those targeting kinases and other signaling proteins involved in cancer and inflammatory diseases.

A study published in the Journal of Medicinal Chemistry (2023) demonstrated the efficient synthesis of 2-fluoro-1-(1H-indol-3-yl)ethan-1-ol via a fluorination reaction of the corresponding indole-3-ethanol derivative. The authors reported a high yield (85%) and excellent purity, making this method suitable for large-scale production. The compound's stability under physiological conditions was also confirmed, which is crucial for its potential use in vivo.

In terms of biological activity, preliminary screening assays have revealed that 2-fluoro-1-(1H-indol-3-yl)ethan-1-ol exhibits moderate inhibitory effects against certain cancer cell lines, including breast and colon cancer. The mechanism of action is believed to involve interference with cellular signaling pathways, although further mechanistic studies are required to elucidate the exact molecular targets. These findings suggest that the compound could serve as a lead structure for the development of new anticancer agents.

Another area of interest is the compound's potential application in neurodegenerative diseases. A 2024 study in ACS Chemical Neuroscience investigated its ability to modulate neurotransmitter systems, particularly those involving serotonin and dopamine. The results indicated that 2-fluoro-1-(1H-indol-3-yl)ethan-1-ol could cross the blood-brain barrier and exhibit neuroprotective effects in vitro, paving the way for future in vivo studies.

Despite these promising findings, challenges remain in optimizing the pharmacokinetic properties of 2-fluoro-1-(1H-indol-3-yl)ethan-1-ol. Researchers are currently exploring structural modifications to enhance its bioavailability and reduce potential toxicity. Computational modeling and structure-activity relationship (SAR) studies are being employed to guide these efforts.

In conclusion, 2-fluoro-1-(1H-indol-3-yl)ethan-1-ol (CAS: 2228351-32-2) represents a valuable chemical entity with diverse applications in medicinal chemistry. Its unique structural features and preliminary biological activities make it a compelling subject for further research. Continued investigation into its synthesis, mechanism of action, and therapeutic potential is expected to yield significant advancements in the field of chemical biology and drug discovery.

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