Cas no 1161775-91-2 (1-(Oxazol-2-yl)ethanol)

1-(Oxazol-2-yl)ethanol is a heterocyclic compound featuring an oxazole ring substituted with a hydroxymethyl group at the 2-position. This structure imparts versatility in organic synthesis, particularly as a building block for pharmaceuticals, agrochemicals, and specialty materials. The presence of both hydroxyl and oxazole functionalities allows for further derivatization, enabling applications in cross-coupling reactions, ligand synthesis, and chiral auxiliaries. Its stability under standard conditions and compatibility with common reagents make it a practical intermediate in fine chemical manufacturing. The compound's balanced reactivity profile ensures utility in both academic research and industrial processes, where precise functional group manipulation is required.
1-(Oxazol-2-yl)ethanol structure
1-(Oxazol-2-yl)ethanol structure
Product Name:1-(Oxazol-2-yl)ethanol
CAS No:1161775-91-2
MF:C5H7NO2
MW:113.114581346512
CID:2138723
PubChem ID:21942786
Update Time:2025-10-31

1-(Oxazol-2-yl)ethanol Chemical and Physical Properties

Names and Identifiers

    • 1-(Oxazol-2-yl)ethanol
    • 1-oxazol-2-yl-ethanol
    • 2-Oxazolemethanol, alpha-methyl-
    • WNVWRYIMIGDBHR-UHFFFAOYSA-N
    • CS-0161880
    • DB-345407
    • 1161775-91-2
    • E74288
    • 1-(1,3-oxazol-2-yl)ethanol
    • SCHEMBL855934
    • Inchi: 1S/C5H7NO2/c1-4(7)5-6-2-3-8-5/h2-4,7H,1H3
    • InChI Key: WNVWRYIMIGDBHR-UHFFFAOYSA-N
    • SMILES: O1C=CN=C1C(C)O

Computed Properties

  • Exact Mass: 113.047678466g/mol
  • Monoisotopic Mass: 113.047678466g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 1
  • Complexity: 76.8
  • 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
  • Topological Polar Surface Area: 46.3
  • XLogP3: -0.1

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Additional information on 1-(Oxazol-2-yl)ethanol

Professional Introduction to Compound with CAS No. 1161775-91-2 and Product Name: 1-(Oxazol-2-yl)ethanol

1-(Oxazol-2-yl)ethanol, identified by the Chemical Abstracts Service (CAS) number 1161775-91-2, is a significant compound in the field of pharmaceutical chemistry and bioorganic synthesis. This heterocyclic alcohol derivative has garnered considerable attention due to its versatile structural framework and potential applications in drug development, particularly in the design of novel bioactive molecules. The oxazole moiety, a five-membered aromatic ring containing one oxygen atom, contributes to the compound's unique electronic and steric properties, making it a valuable scaffold for medicinal chemists.

The chemical structure of 1-(Oxazol-2-yl)ethanol consists of an ethyl group attached to the 2-position of an oxazole ring. This configuration allows for facile modifications at both the aliphatic and heterocyclic portions, enabling the synthesis of a wide array of derivatives with tailored biological activities. The oxazole ring itself is known for its stability and presence in numerous biologically active natural products, further enhancing the compound's appeal as a pharmacophore.

In recent years, there has been a surge in research focused on oxazole-containing compounds due to their demonstrated efficacy in various therapeutic areas. For instance, studies have highlighted the potential of oxazole derivatives as antimicrobial agents, anticancer drugs, and anti-inflammatory compounds. The presence of the hydroxyl group in 1-(Oxazol-2-yl)ethanol provides additional functionality that can be exploited for further derivatization, such as etherification or esterification, to enhance solubility or target specific biological pathways.

One of the most compelling aspects of 1-(Oxazol-2-yl)ethanol is its role as a building block in the synthesis of more complex molecules. Researchers have leveraged this compound to develop novel inhibitors targeting enzymes involved in metabolic disorders and infectious diseases. For example, recent studies have demonstrated that oxazole-based scaffolds can interact with metalloproteinases, which are implicated in conditions such as rheumatoid arthritis and cancer progression. The ethyl side chain of 1-(Oxazol-2-yl)ethanol offers a reactive site for covalent bond formation, facilitating the development of potent and selective inhibitors.

The synthesis of 1-(Oxazol-2-yl)ethanol typically involves multi-step organic transformations starting from commercially available precursors. Common synthetic routes include nucleophilic substitution reactions on halogenated oxazoles or condensation reactions involving β-keto esters or ketones. Advances in catalytic methods have also enabled more efficient and sustainable synthetic pathways, reducing the environmental impact of producing this compound on an industrial scale.

In addition to its pharmaceutical applications, 1-(Oxazol-2-yl)ethanol has shown promise in materials science and agrochemical research. The oxazole ring's ability to form hydrogen bonds and its compatibility with various functional groups make it an excellent candidate for designing polymers with specific thermal or mechanical properties. Furthermore, derivatives of this compound have been explored as intermediates in the synthesis of crop protection agents due to their potential bioactivity against pests and pathogens.

The growing interest in 1-(Oxazol-2-yl)ethanol has spurred innovation in computational chemistry and molecular modeling. Researchers are utilizing advanced computational tools to predict the binding modes of this compound with biological targets, thereby accelerating the discovery process for new drug candidates. These computational studies have provided valuable insights into how structural modifications can enhance potency and selectivity, guiding experimental efforts toward more effective therapeutic agents.

Looking ahead, the future prospects for 1-(Oxazol-2-yl)ethanol appear promising as more research unfolds. Ongoing studies are exploring its potential in treating neurological disorders by targeting specific receptors or enzymes implicated in conditions such as Alzheimer's disease and Parkinson's disease. Additionally, investigations into its role as a ligand for metal ions suggest applications in metallodrug development, where metal complexes can exhibit enhanced therapeutic effects compared to their free counterparts.

The versatility of 1-(Oxazol-2-yl)ethanol lies not only in its structural features but also in its synthetic accessibility. As methodologies for constructing complex molecules continue to evolve, this compound will likely remain a cornerstone in medicinal chemistry research. Its ability to serve as a versatile intermediate allows chemists to explore diverse chemical spaces efficiently, leading to discoveries that could address unmet medical needs across multiple therapeutic domains.

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