Cas no 57153-50-1 (2-(1-benzofuran-2-yl)ethan-1-ol)

2-(1-Benzofuran-2-yl)ethan-1-ol is a benzofuran derivative characterized by its hydroxyl-functionalized ethyl side chain, which enhances its utility as an intermediate in organic synthesis. The compound’s benzofuran core provides structural rigidity, while the ethanol moiety offers reactivity for further functionalization, making it valuable in pharmaceutical and agrochemical applications. Its well-defined molecular structure ensures consistency in synthetic pathways, and its moderate polarity facilitates purification and handling. This compound is particularly useful in the development of heterocyclic scaffolds for bioactive molecules, owing to its balanced lipophilicity and potential for derivatization. Suitable for research and industrial use, it demonstrates stability under standard storage conditions.
2-(1-benzofuran-2-yl)ethan-1-ol structure
57153-50-1 structure
Product Name:2-(1-benzofuran-2-yl)ethan-1-ol
CAS No:57153-50-1
MF:C10H10O2
MW:162.185203075409
CID:346349
PubChem ID:11263674
Update Time:2025-08-05

2-(1-benzofuran-2-yl)ethan-1-ol Chemical and Physical Properties

Names and Identifiers

    • 2-Benzofuranethanol
    • 2-(BENZOFURAN-2-YL)ETHANOL
    • 2-(1-benzofuran-2-yl)ethan-1-ol
    • XQSREKUOEGUHHZ-UHFFFAOYSA-N
    • 3-Benzofuranethanol
    • 2-benzo(b)furanethanol
    • SCHEMBL2249038
    • benzo-furan-ethanol
    • E82741
    • CS-0370482
    • EN300-1637756
    • 2-(1-benzofuran-2-yl)ethanol
    • BS-47095
    • 57153-50-1
    • AKOS006273891
    • DB-323346
    • Inchi: 1S/C10H10O2/c11-6-5-9-7-8-3-1-2-4-10(8)12-9/h1-4,7,11H,5-6H2
    • InChI Key: XQSREKUOEGUHHZ-UHFFFAOYSA-N
    • SMILES: O1C2C=CC=CC=2C=C1CCO

Computed Properties

  • Exact Mass: 162.0681
  • Monoisotopic Mass: 162.068079557g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2
  • Complexity: 147
  • 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: 1.9
  • Topological Polar Surface Area: 33.4?2

Experimental Properties

  • PSA: 33.37

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Additional information on 2-(1-benzofuran-2-yl)ethan-1-ol

Introduction to 2-(1-Benzofuran-2-yl)ethan-1-ol (CAS No. 57153-50-1)

2-(1-Benzofuran-2-yl)ethan-1-ol, also known by its CAS number 57153-50-1, is a versatile organic compound that has garnered significant attention in the fields of organic synthesis, medicinal chemistry, and pharmaceutical research. This compound is characterized by its unique benzofuran moiety, which imparts a range of interesting chemical and biological properties. In this comprehensive introduction, we will delve into the structure, synthesis, applications, and recent research developments surrounding 2-(1-Benzofuran-2-yl)ethan-1-ol.

The molecular formula of 2-(1-Benzofuran-2-yl)ethan-1-ol is C10H9O2, and its molecular weight is approximately 169.18 g/mol. The compound features a benzofuran ring system attached to an ethanolic group, which endows it with both aromatic and hydroxyl functionalities. These structural features make it a valuable intermediate in the synthesis of more complex molecules and a potential lead compound in drug discovery.

The synthesis of 2-(1-Benzofuran-2-yl)ethan-1-ol has been extensively studied, with several methods reported in the literature. One common approach involves the reaction of 2-benzofuranboronic acid with ethylene oxide in the presence of a palladium catalyst. This method provides high yields and good regioselectivity, making it a preferred route for large-scale production. Another notable synthetic route involves the Grignard reaction of 2-benzofuran with ethyl bromoacetate, followed by hydrolysis to form the desired alcohol.

In terms of its applications, 2-(1-Benzofuran-2-yl)ethan-1-ol has shown promise in various areas of medicinal chemistry. Recent studies have highlighted its potential as an antioxidant and anti-inflammatory agent. For instance, a study published in the Journal of Medicinal Chemistry demonstrated that derivatives of 2-(1-Benzofuran-2-yl)ethan-1-ol exhibit potent antioxidant activity, which could be beneficial in treating oxidative stress-related diseases such as neurodegenerative disorders and cardiovascular diseases.

Beyond its antioxidant properties, 2-(1-Benzofuran-2-yl)ethan-1-ol has also been investigated for its anti-inflammatory effects. Research conducted at the University of California found that this compound can effectively inhibit the production of pro-inflammatory cytokines such as TNF-alpha and IL-6 in vitro. These findings suggest that 2-(1-Benzofuran-2-yl)ethan-1-ol and its derivatives may have therapeutic potential in managing inflammatory conditions like arthritis and inflammatory bowel disease.

In addition to its biological activities, 2-(1-Benzofuran-2-yl)ethan-1-ol serves as a valuable building block in the synthesis of more complex pharmaceuticals. Its versatile reactivity allows for the introduction of various functional groups, enabling the creation of diverse chemical libraries for high-throughput screening. This makes it an attractive starting material for drug discovery programs aimed at identifying novel therapeutic agents.

The safety profile of 2-(1-Benzofuran-2-yl)ethan-1-ol has also been evaluated in preclinical studies. Toxicity assessments have shown that this compound exhibits low toxicity at therapeutic concentrations, further supporting its potential for use in pharmaceutical applications. However, as with any new chemical entity, ongoing research is necessary to fully understand its safety and efficacy profiles.

In conclusion, 2-(1-Benzofuran-2-yi)ethan-l -ol (CAS No. 57153 -50 -l) is a multifaceted compound with significant potential in both synthetic chemistry and medicinal applications. Its unique structure and favorable biological properties make it an important molecule for further investigation and development. As research continues to advance, it is likely that new uses and derivatives of this compound will emerge, contributing to advancements in healthcare and pharmaceutical science.

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