4749-47-7

Basic information

• Product Name: 2-(1H-INDOL-2-YL)PHENOL
• Synonyms: OTAVA-BB BB7116990222;2-(1H-INDOL-2-YL)PHENOL;AKOS BBS-00002175;AURORA 23296;ART-CHEM-BB B023297
• CAS NO: 4749-47-7
• Molecular Formula: C₁₄H₁₁NO
• Molecular Weight: 209.24
• Mol File: 4749-47-7.mol
• Article Data: 16

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(1H-INDOL-2-YL)PHENOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(1H-INDOL-2-YL)PHENOL(4749-47-7)
• EPA Substance Registry System: 2-(1H-INDOL-2-YL)PHENOL(4749-47-7)

Safety Data

• Hazardous Substances Data: 4749-47-7(Hazardous Substances Data)

Usage

General Description

2-(1H-INDOL-2-YL)PHENOL is a chemical compound with a molecular formula C14H11NO. It is a derivative of phenol and indole, and is often used in organic synthesis and pharmaceutical research. 2-(1H-INDOL-2-YL)PHENOL has potential applications in drug development due to its structural similarity to natural bioactive compounds and its ability to interact with biological targets. It has been studied for its potential anti-cancer, antioxidant, and anti-inflammatory properties. Additionally, 2-(1H-INDOL-2-YL)PHENOL has been investigated for its potential use in the development of new materials such as polymers and dyes. Overall, this compound has a wide range of potential applications in various fields of research and industry.

Upstream product

• 59-88-1 phenylhydrazine hydrochloride 
• 118-93-4 o-hydroxyacetophenone 
• 100-63-0 phenylhydrazine 
• 1354644-26-0 N-(2-allyloxybenzylidene)-2-benzylbenzenamine 
• 1354644-23-7 N-(2-allyloxybenzylidene)-2-methylbenzenamine 
• 28752-82-1 2-(allyloxy)benzaldehyde 
• 95-53-4 o-toluidine 
• 250783-24-5 [2-(2-bromo-phenylethynyl)-phenoxy]-tert-butyl-dimethyl-silane 
• 1314247-91-0 C₂₁H₁₅BrO 
• 735269-41-7 1-(2-hydroxyphenyl)-2-(2-nitrophenyl)ethanone 
• 53327-14-3 2'-allyloxyacetophenone 
• 209190-31-8 2'-phenoxyacetophenone O-methyloxime 
• 7327-78-8 2-[1-(2-phenylhydrazino)ethyl]phenol 

Downstream Products

• 501699-24-7 2-(2,3-dihydro-1H-indol-2-yl)-phenol 
• 88207-35-6 2-(2-hydroxymethylphenyl)indole 
• 1574324-18-7 N-[3-{2-(1H-indol-2-yl)phenoxy}propyl]-2-chlorophenylamine 
• 1574324-16-5 N-[3-{2-(1H-indol-2-yl)phenoxy}propyl]-4-chlorophenylamine 
• 1421356-00-4 2-(1H-indol-2-yl)phenyl methanesulfonate 
• 1421355-72-7 2-(1H-indol-2-yl)phenyl trifluoromethanesulfonate 
• 1421356-02-6 2-(3-(methylsulfonyl)-1H-indol-2-yl)phenol 
• 1421355-98-7 2-(1-methyl-1H-indol-2-yl)phenyl trifluoromethanesulfonate 
• 1421355-85-2 2-(3-(trifluoromethylsulfonyl)-1H-indol-2-yl)phenol 
• 128141-34-4 11-benzyl-N^2',N^2',N^6',N^6'-tetraethyl-6,11-dihydrospiro<<1>benzopyrano<4,3-b>indol-6,9'-9'H-xanthen>-2',6'-diamine 
• 66502-44-1 11-Methyl-6,6-Bis(4-dimethylaminophenyl)-6H-chromeno<4,3-b>indol 

Relevant articles and documents

One-Pot Highly Regioselective Synthesis of Indole-Fused Pyridazino[4,5- b ][1,4]benzoxazepin-4(3 H)-ones by a Smiles Rearrangement

A simple and convenient synthesis of indole-fused pyridazino[4,5- b ][1,4]benzoxazepin-4(3 H)-ones is described. A range of 2-(1 H -indol-2-yl)phenols and 4,5-dichloropyridazin-3-ones are compatible with this reaction. A Smiles rearrangement is proposed as a key step in the highly regioselective construction of the products. The easy availability of the starting materials makes this an appealing method in organic synthesis.

FeCl3 catalysed 7-membered ring formation in a single pot: A new route to indole-fused oxepines/azepines and their cytotoxic activity

Various oxepine and azepine fused N-heterocyclic derivatives were synthesized using a new and one-pot reaction of 2,3-dichloro quinoxaline/pyrazine with 2-(1H-indol-2-yl)phenol/aniline in the presence of 25 mol% FeCl3. The reaction proceeded vi

Synthesis and biological evaluation of 2-(2'/3'/4'/6'-substituted phenyl)-1hindoles

Objective: Indole derivatives were reported to a wide range of biological activities. Thus it was our aim to synthesize a series of 2-(2'/3'/4'/6'- substituted phenyl) -1H-indoles using clayzic catalyst and screen for their in vitro anti-inflammatory, antioxidant and antimicrobial activities. Methods: Various substituted acetophenones were reacted with phenylhydrazine in the presence of modified clayzic catalyst and obtained 2- (2'/3'/4'/6'-substituted phenyl)-1H-indoles in a one pot reaction. The cyclized compounds were characterized by FT-IR, NMR, UV-Vis and mass spectral analyses and screened for anti-inflammatory activity against cytokines tumor necrosis factor (TNF-α) and interleukin-6 (IL-6) by measuring cytokine production by performing sandwich ELISA model, antioxidant activity by DPPH assay method and antimicrobial activity by well-diffusion method. Results: An eco-friendly route with better yields for the synthesis of 2-(2'/3'/4'/6'-substituted phenyl)-1H-indoles in the presence of clayzic catalyst was achieved. The biological activity results suggested that compounds (2d, 2e and 2i) have excellent anti-inflammatory activity, compounds (2a-2d and 2j) possessing better antioxidant property and compounds (2b, 2i, 2k and 2m) have promising antibacterial and antifungal activities when compared to the standard drugs. Conclusion: Synthesis of 2-(2'/3'/4'/6'-substituted phenyl)-1H-indoles was successfully achieved in the presence of clayzic catalyst. Compounds bearing amino, methyl, methoxy, hydroxyl and fluoro groups have shown better anti-inflammatory, antioxidant and antimicrobial activities when compared to the other compounds and 1H-indole.