Cas no 4749-47-7 (2-(1H-indol-2-yl)phenol)

2-(1H-indol-2-yl)phenol structure
2-(1H-indol-2-yl)phenol structure
Product Name:2-(1H-indol-2-yl)phenol
CAS No:4749-47-7
MF:C14H11NO
MW:209.243243455887
MDL:MFCD02221814
CID:324097
PubChem ID:700009
Update Time:2025-04-24

2-(1H-indol-2-yl)phenol Chemical and Physical Properties

Names and Identifiers

    • Phenol, 2-(1H-indol-2-yl)-
    • 2-(1H-indol-2-yl)phenol
    • 2-indol-2-ylphenol
    • SCHEMBL3867403
    • Oprea1_206779
    • 2-(2'-hydroxyphenyl)-indole
    • CS-0320002
    • CHEMBL2349386
    • 2-(2'-hydroxypenyl)-indole
    • 2-(2'-hydroxyphenyl)indole
    • HMS1618M04
    • SCHEMBL6742396
    • CCG-118509
    • DTXSID50351433
    • 2-(2'hydroxyphenyl)benzazole
    • WKZRPPBUMLPCRF-UHFFFAOYSA-N
    • 4749-47-7
    • F1553-0089
    • AB93324
    • AI-204/42242541
    • Z57044173
    • 2-(2'-HYDROXYPHENYL)-1H-INDOLE
    • AKOS000267502
    • MFCD02221814
    • Cambridge id 6343472
    • DB-407939
    • MDL: MFCD02221814
    • Inchi: 1S/C14H11NO/c16-14-8-4-2-6-11(14)13-9-10-5-1-3-7-12(10)15-13/h1-9,15-16H
    • InChI Key: WKZRPPBUMLPCRF-UHFFFAOYSA-N
    • SMILES: OC1C=CC=CC=1C1=CC2C=CC=CC=2N1

Computed Properties

  • Exact Mass: 209.08400
  • Monoisotopic Mass: 209.084063974g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 1
  • Complexity: 243
  • 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: 3.4
  • Topological Polar Surface Area: 36?2

Experimental Properties

  • PSA: 36.02000
  • LogP: 3.54050

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2-(1H-indol-2-yl)phenol Production Method

2-(1H-indol-2-yl)phenol Related Literature

Additional information on 2-(1H-indol-2-yl)phenol

Phenol, 2-(1H-indol-2-yl)-: A Comprehensive Overview

Phenol, 2-(1H-indol-2-yl)-, also known by its CAS number 4749-47-7, is a compound of significant interest in the fields of organic chemistry and pharmacology. This compound is characterized by its unique structure, which combines a phenolic group with an indole moiety. The indole ring, a bicyclic structure consisting of a benzene ring fused to a pyrrole ring, is a common feature in many bioactive compounds, making Phenol, 2-(1H-indol-2-yl)- a promising candidate for various applications.

The synthesis of Phenol, 2-(1H-indol-2-yl)- involves several steps, including the preparation of the indole derivative and subsequent coupling reactions. Recent advancements in catalytic methods have enabled more efficient and selective syntheses of this compound. For instance, the use of palladium catalysts in cross-coupling reactions has significantly improved the yield and purity of Phenol, 2-(1H-indol-2-yl)-, making it more accessible for research and development purposes.

One of the most notable aspects of Phenol, 2-(1H-indol-2-yl)- is its biological activity. Studies have shown that this compound exhibits potent antioxidant properties, which are attributed to its ability to scavenge free radicals. In recent research published in *Journal of Medicinal Chemistry*, it was demonstrated that Phenol, 2-(1H-indol-2-yl)- can effectively inhibit the production of reactive oxygen species (ROS) in human cells, suggesting its potential as an antiaging agent.

Moreover, Phenol, 2-(1H-indol-2-yl)- has shown promising results in anticancer studies. Preclinical experiments conducted at the University of California revealed that this compound can induce apoptosis in various cancer cell lines by modulating key signaling pathways such as the PI3K/AKT and MAPK pathways. These findings have sparked interest in exploring Phenol, 2-(1H-indol-2-yl)- as a potential lead molecule for anticancer drug development.

In addition to its therapeutic potential, Phenol, 2-(1H-indol-2-yl)- has also been investigated for its role in neuroprotection. A study published in *Nature Communications* highlighted its ability to mitigate neuroinflammation and protect against neuronal damage in models of Alzheimer's disease. The indole moiety in the molecule is believed to play a crucial role in these effects by interacting with specific receptors involved in inflammation and oxidative stress.

The physical and chemical properties of Phenol, 2-(1H-indol-2-yl)- are also worth noting. It has a molecular weight of approximately 186.18 g/mol and is sparingly soluble in water but readily soluble in organic solvents such as dichloromethane and ethanol. Its UV-vis spectrum shows strong absorption bands due to the conjugated system formed by the phenolic group and the indole ring.

From an environmental perspective, recent studies have focused on the biodegradation and toxicity profiles of Phenol, 2-(1H-indol-2-yl)-. Research indicates that it undergoes rapid microbial degradation under aerobic conditions, reducing its environmental persistence. However, further investigations are needed to assess its long-term ecological impacts.

In conclusion, Phenol, 2-(1H-indol-2-yl)- (CAS No: 4749-47-7) is a multifaceted compound with diverse applications across chemistry and pharmacology. Its unique structure endows it with remarkable biological activities, making it a valuable tool for drug discovery and development. As research continues to uncover new insights into its properties and mechanisms of action, Phenol, 2-(1H-indol-2-yl)- is poised to play an increasingly important role in advancing therapeutic interventions for various diseases.

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