Cas no 1208935-09-4 (2-((1H-Indol-4-yl)oxy)ethanol)

2-((1H-Indol-4-yl)oxy)ethanol is a synthetic organic compound featuring an indole core linked to an ethanol moiety via an ether bridge. This structure imparts versatility in pharmaceutical and agrochemical applications, particularly as an intermediate in the synthesis of bioactive molecules. The presence of both indole and hydroxyethyl groups enhances its reactivity, enabling functionalization for targeted derivatives. Its stability under standard conditions and compatibility with common organic solvents facilitate handling in laboratory settings. The compound’s potential as a building block for heterocyclic systems makes it valuable in medicinal chemistry research, particularly for developing indole-based therapeutics. Care should be taken to store it in a cool, dry environment to maintain purity.
2-((1H-Indol-4-yl)oxy)ethanol structure
2-((1H-Indol-4-yl)oxy)ethanol structure
Product Name:2-((1H-Indol-4-yl)oxy)ethanol
CAS No:1208935-09-4
MF:C10H11NO2
MW:177.199842691422
MDL:MFCD09025654
CID:1081358
PubChem ID:44203007
Update Time:2025-10-24

2-((1H-Indol-4-yl)oxy)ethanol Chemical and Physical Properties

Names and Identifiers

    • 2-((1H-Indol-4-yl)oxy)ethanol
    • 2-(1H-Indol-4-yloxy)ethanol
    • 2H-Indol-2-one,1,3-dihydro-4-(2-hydroxyethyl)-
    • 4-(2-hydroxyethyl)oxyindole
    • ACMC-20myj9
    • AG-D-78927
    • AK-25405
    • CTK4C1642
    • Jsp002339
    • MolPort-009-197-351
    • 1208935-09-4
    • DTXSID80657854
    • 2-((1H-indol-4-yl)oxy)ethan-1-ol
    • 2-(1H-indol-4-yloxy)ethan-1-ol
    • 2-[(1H-Indol-4-yl)oxy]ethan-1-ol
    • AKOS006290549
    • MDL: MFCD09025654
    • Inchi: 1S/C10H11NO2/c12-6-7-13-10-3-1-2-9-8(10)4-5-11-9/h1-5,11-12H,6-7H2
    • InChI Key: TXAQNBBCGGVMJF-UHFFFAOYSA-N
    • SMILES: O(CCO)C1=CC=CC2=C1C=CN2

Computed Properties

  • Exact Mass: 177.078978594g/mol
  • Monoisotopic Mass: 177.078978594g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 3
  • Complexity: 163
  • 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: 1.3
  • Topological Polar Surface Area: 45.2?2

2-((1H-Indol-4-yl)oxy)ethanol Pricemore >>

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Additional information on 2-((1H-Indol-4-yl)oxy)ethanol

Professional Introduction to 2-((1H-Indol-4-yl)oxy)ethanol (CAS No: 1208935-09-4)

2-((1H-Indol-4-yl)oxy)ethanol, identified by its Chemical Abstracts Service (CAS) number 1208935-09-4, is a significant compound in the realm of pharmaceutical chemistry and bioorganic synthesis. This compound belongs to the class of indole derivatives, which have garnered considerable attention due to their diverse biological activities and potential therapeutic applications. The structural motif of indol-4-yl (indole ring at position 4) combined with the ethanol moiety endows this molecule with unique physicochemical properties that make it a valuable scaffold for drug discovery and development.

The indole core is a well-documented pharmacophore in medicinal chemistry, exhibiting a wide spectrum of biological functions ranging from antimicrobial to anti-inflammatory and anticancer activities. The presence of the oxygenated side chain in 2-((1H-Indol-4-yl)oxy)ethanol enhances its solubility and bioavailability, making it an attractive candidate for further pharmacological exploration. Recent advancements in computational chemistry and molecular modeling have enabled researchers to predict the binding affinity and interaction patterns of this compound with biological targets, providing insights into its potential mechanisms of action.

In the context of modern drug design, 2-((1H-Indol-4-yl)oxy)ethanol has been explored as a precursor in the synthesis of more complex derivatives aimed at modulating specific signaling pathways. For instance, studies have demonstrated its utility in generating analogs that interact with enzymes such as kinases and phosphodiesterases, which are pivotal in regulating cellular processes associated with diseases like cancer and neurodegeneration. The versatility of this compound lies in its ability to serve as a building block for structure-based drug design, allowing chemists to fine-tune its pharmacological profile through strategic modifications.

Recent publications highlight the role of indole derivatives in addressing emerging therapeutic challenges. For example, research has shown that compounds structurally related to 2-((1H-Indol-4-yl)oxy)ethanol exhibit promising activity against multidrug-resistant bacterial strains by interfering with bacterial biofilm formation and metabolic pathways. This aligns with global efforts to combat antimicrobial resistance, where novel chemical entities are critically needed. The chemical synthesis of such derivatives often involves multi-step reactions, including nucleophilic substitution and etherification processes, which underscore the synthetic elegance of this class of compounds.

The pharmaceutical industry has also leveraged 2-((1H-Indol-4-yl)oxy)ethanol as an intermediate in the production of prodrugs designed to enhance therapeutic efficacy while minimizing side effects. By incorporating this moiety into larger molecular frameworks, researchers can achieve controlled release profiles or targeted delivery systems, improving patient compliance and treatment outcomes. Furthermore, the growing interest in green chemistry principles has prompted investigations into sustainable synthetic routes for producing indole-based compounds, emphasizing atom economy and minimal waste generation.

From a biochemical perspective, the interaction between 2-(1H-indol)-4-yloxy)-ethanol derivatives and biological targets often involves hydrogen bonding networks facilitated by the oxygenated functional groups. This feature is particularly relevant for designing molecules that require precise spatial orientation within active sites, such as those found in enzyme catalysis or receptor binding. High-throughput screening (HTS) campaigns have been instrumental in identifying lead compounds derived from this scaffold, accelerating the discovery pipeline for novel therapeutics.

The role of computational methods in optimizing the pharmacokinetic properties of 2-(1H-indol)-4-yloxy)-ethanol cannot be overstated. Molecular dynamics simulations and quantum mechanical calculations have provided detailed insights into how structural modifications influence solubility, metabolic stability, and membrane permeability. These predictions guide experimental efforts toward developing optimized analogs with improved pharmacological profiles. Such integrative approaches bridge experimental chemistry with theoretical modeling, fostering innovation in drug development.

In conclusion,2-(1H-indol)-4-yloxy)-ethanol (CAS No: 1208935-09) represents a compelling example of how structural diversity derived from indole chemistry can yield biologically active molecules with therapeutic potential. Its applications span across multiple domains, including antimicrobial agents, kinase inhibitors, and prodrug formulations. As research continues to uncover new biological functions associated with indole derivatives,this compound will likely remain at the forefront of pharmaceutical innovation, driving advancements in both academic research and industrial applications.

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