4749-47-7

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, 2-(1H-INDOL-2-YL)PHENOL has a wide range of potential applications in various fields of research and industry.

Upstream product

• 53327-14-3 2'-allyloxyacetophenone 
• 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 
• 209190-31-8 2'-phenoxyacetophenone O-methyloxime 
• 7327-78-8 2-[1-(2-phenylhydrazino)ethyl]phenol 
• 735269-41-7 1-(2-hydroxyphenyl)-2-(2-nitrophenyl)ethanone 

Downstream Products

• 65694-75-9 6-(4-Dimethylaminophenyl)-6-phenyl-6H-chromeno<4,3-b>indol 
• 128141-28-6 N^2',N^6'-dibenzyl-6,11-dihydrospiro<<1>benzopyrano<3,4-b>indol-6,9'-9'H-xanthen>-2',6'-diamine 
• 128141-29-7 N^2',N^2',N^6'-tribenzyl-6,11-dihydrospiro<<1>benzopyrano<4,3-b>indol-6,9'-9'H-xanthen>-2',6'-diamine 
• 128141-30-0 N^2',N^2',N^6',N^6'-tetrabenzyl-6,11-dihydrospiro<<1>benzopyrano<4,3-b>indol-6,9'-9'H-xanthen>-2',6'-diamine 
• 501699-24-7 2-(2,3-dihydro-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 
• 1574324-16-5 N-[3-{2-(1H-indol-2-yl)phenoxy}propyl]-4-chlorophenylamine 
• 1574324-18-7 N-[3-{2-(1H-indol-2-yl)phenoxy}propyl]-2-chlorophenylamine 

Relevant academic research and scientific papers

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.

Phosphine ligand for indole skeleton as well as preparation method and application of phosphine ligand

The invention provides a phosphine ligand for a 3-(disubstituted phosphino)-1-alkyl-2-substituted phenyl-indole skeleton as well as a preparation method and application of the phosphine ligand. The structure of the phosphine ligand for the 3-(disubstituted phosphino)-1-alkyl-2-substituted phenyl-indole skeleton is shown as the following formula I: (shown in the description), wherein Z is carbon or nitrogen, R is alkyl, substituted alkyl, olefin, aryl or fluorine, R1 is alkyl, substituted alkyl or aryl, R2 is alkyl, substituted alkyl or fluorine, and R3 is alkyl, substituted alkyl or aryl.

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

2-Amino-4-aryl thiazole: A promising scaffold identified as a potent 5-LOX inhibitor

Human 5-lipoxygenase (5-LOX) is an important enzyme in the biosynthesis of leukotrienes and is a target for asthma and allergy treatment. Zileuton is the only drug currently marketed that targets this enzyme (IC50 ～ 1 μM). So, the development of novel lead compounds is highly desirable. A series of 2-aryl indole, thiazolopyrazole acid, oxadiazolobenzothiophene, 1,4-disubstituted-1,2,3-triazole, 2-amino-4-aryl thiazole and 4,4′-(1,4-phenylene)bis(1,3-thiazole) derivatives when tested against this enzyme resulted in the identification of a potent compound (1d), p-fluoro substituted 2-amino-4-aryl thiazole, with an IC50 of ～10 μM. Another lead compound identified is (4a), a thiazolopyrazole acid derivative (IC50 ～ 40 μM). All the compounds exhibit poor DPPH radical scavenging activity which suggests that their action occurs not due to the disruption of the redox cycle of iron present in the enzyme (unlike zileuton) but through competitive inhibition, since the Vmax remains constant but the Km increases with an increase in inhibitor concentration. Molecular docking of 1d and 4a to the active site of 5-LOX also supports the experimental data, and suggests that their possible mechanism of action is through competitive inhibition. The current study identifies a promising lead molecule which could be improved further to match the activity of the commercial drug.

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.

INDOLE DERIVATIVES

The present invention relates to compounds for use as therapeutic agents, particularly in the treatment and/or prevention of proliferative disorders, such as cancer, especially brain cancers/tumours, wherein the compounds are generally defined by the form

Synthesis, docking and pharmacological evaluation of novel indole based potential atypical antipsychotics

A series of substituted indole derivatives have been synthesized and the target compounds evaluated for atypical antipsychotic activity in apomorphine induced mesh climbing and stereotypy assays in mice. The compounds 11 and 12 have emerged as important l

Preliminary biological evaluation and mechanism of action studies of selected 2-arylindoles against glioblastoma

A series of related 2-arylindoles have been evaluated for their anticancer activity against a range of glioblastoma cell lines using a number of different cell-based assays to determine cell viability after treatment with the compounds. The best indoles,

Remote anionic fries rearrangement of sulfonates: Regioselective synthesis of indole triflones

An unusual NaH-mediated remote anionic 1,5-thia-Fries rearrangement reaction was developed. This method provides an efficient approach for the regioselective synthesis of not only 2-(2-hydroxyphenyl)-3-indole triflones but also related 3-sulfonylindoles.

Gas-phase generation and cyclisation reactions of imidoyl radicals

Some 1,2-diarylimidoyl radicals were generated in the gas-phase by intramolecular radical translocation from ortho-imino-aryloxyl radicals, in turn generated under flash vacuum pyrolysis (FVP) conditions. The imidoyls reacted with XR ortho′-substituents in the N-aryl group to give (in most cases) modest yields of cyclisation products. Depending on the nature of the bridging atom (X), the formation of these products was initiated either by a further hydrogen atom translocation (X = CH2), or by ipso-attack onto the aryl group (R = Ph), or by direct substitution at the heteroatom (X = S). With XR = N(Me)Ph, the major reaction product was probably the result of a competing pathway not involving the corresponding imidoyl.