54006-72-3

Usage

Structure

Bromine atom attached to the third position of the indole ring, phenyl group connected to the second position

Indole derivative

A chemical compound derived from the indole structure

Potential applications

Pharmaceutical and agrochemical industries

Biological activities

Antifungal, antimicrobial, and anticancer properties

Use as a building block

Can be used in the synthesis of other organic compounds

Interest for further research

Due to its diverse pharmacological properties, it is an area of interest for the development of new therapeutic agents

Upstream product

• 948-65-2 2-phenyl-indole 
• 199277-23-1 1-azido-2-(phenylethynyl)benzene 
• 13141-38-3 2-phenylethynylaniline 

Downstream Products

• 116757-23-4 3-[(4-methoxyphenyl)sulfanyl]-2-phenylindole 
• 1100585-20-3 3-[(3-methylphenyl)sulfanyl]-2-phenylindole 
• 66354-68-5 2-phenyl-3-thiocyanato-1H-indole 
• 865137-79-7 3-bromo-1-(2-ethoxyethyl)-2-phenyl-1H-indole 
• 1086450-06-7 3-(5-(5-(5,5-dimethyl-1,3-dioxan-2-yl)thiophen-2-yl)thiophen-2-yl)-2-phenylindole 

Relevant academic research and scientific papers

NBS-assisted palladium-catalyzed bromination/cross-coupling reaction of 2-alkynyl arylazides with KSCN: an efficient method to synthesize 3-thiocyanindoles

A novel and efficient method for the synthesis of 3-thiocyanindoles from 2-alkynyl arylazides with KSCN is described. NBS (N-bromosuccinimide) plays an important role in this cascade bromination/cross-coupling reaction. This reaction provides the 3-thiocy

Allosteric modulators of CB1 cannabinoid receptors

The present invention relates to novel heterocyclic derivatives which are allosteric modulators of cannabinoid receptor 1 (CB1) and which are useful for the treatment or prevention of neurological and psychiatric disorders associated with endocannabinoid

Efficient and Practical Oxidative Bromination and Iodination of Arenes and Heteroarenes with DMSO and Hydrogen Halide: A Mild Protocol for Late-Stage Functionalization

An efficient and practical system for inexpensive bromination and iodination of arenes as well as heteroarenes by using readily available dimethyl sulfoxide (DMSO) and HX (X = Br, I) reagents is reported. This mild oxidative system demonstrates a versatile protocol for the synthesis of aryl halides. HX (X = Br, I) are employed as halogenating reagents when combined with DMSO which participates in the present chemistry as a mild and inexpensive oxidant. This oxidative system is amenable to late-stage bromination of natural products. The kilogram-scale experiment (>95% yield) shows great potential for industrial application.

Simple and efficient procedures for selective preparation of 3-haloindoles and 2,3-dihaloindoles by using 1,3-dibromo-5,5-dimethylhydantoin and 1,3-dichloro-5,5-dimethylhydantoin

Simple and efficient synthetic procedures for the selective preparation of 3-bromo/3-chloroindoles and 2,3-dibromo/2,3-dichloroindoles by using 1,3-dibromo-5,5-dimethylhydantoin (DBDMH) and 1,3-dichloro-5,5-dimethylhydantoin (DCDMH) were developed. Using 1,4-dioxane as the solvent, a variety of indoles, treated with 0.55 equiv DBDMH/DCDMH, afford the corresponding 3-bromo/3-chloroindoles selectively in 82-99% yield. In 1,2-dichloroethane (DCE), a series of 2,3-dichloro/2,3-dibromoindoles were selectively obtained in 84-95% yield by treating with DBDMH/DCDMH. All the processes do not need extra catalysts, dry solvents, or harsh reaction conditions.

ALLOSTERIC MODULATORS OF CB1 CANNABINOID RECEPTORS

The present invention relates to novel heterocyclic derivatives which are allosteric modulators of cannabinoid receptor 1 (CB1) and which are useful for the treatment or prevention of neurological and psychiatric disorders associated with endocannabinoid

Halopalladation cyclization of alkynes with azides: Selective synthesis of 4-haloisoquinolines and 3-haloindoles

A new, selective method for the synthesis of 4-haloisoquinolines and 3-haloindoles is presented by the halopalladation cyclizations of alkynes with azides. In the presence of PdX2 (X = Br, Cl) and halide sources, a variety of 2-alkynyl benzyl a

Molecular engineering of organic sensitizers containing indole moiety for dye-sensitized solar cells

Three organic dyes, JK-77, JK-78, and JK-79 containing indole unit are designed and synthesized. Nanocrystalline TiO2 dye-sensitized solar cells were fabricated using these dyes. Under standard global AM 1.5 solar condition, the JK-79 sensitize

Nucleophilic reactions in the indole series: displacement of bromine under phase transfer catalysis

A novel synthetic approach for the synthesis of 3-substituted indoles by nucleophilic substitution of 3-bromo derivatives under phase transfer catalysis (PTC) was reported.

Gold(III)-catalyzed annulation of 2-alkynylanilines: A mild and efficient synthesis of indoles and 3-haloindoles

Gold(III)-catalyzed annulation of 2-alkynylanilines in EtOH or EtOH-water mixtures at room temperature gives indoles derivatives in good yields. One-flask protocol for the gold-catalyzed conversion of 2-alkynylanilines to 3-bromo and 3-iodoindoles is also reported.

Glycosidopyrroles. Part 3. Effect of the benzocondensation on acyclic derivatives: 1-(2-hydroxyethoxy) methylindoles as potential antiviral agents

The new of 1-(2-hydroxyethoxy) methylindole derivatives 3a-i were prepared in good yields. None of them showed any significant anti-HIV activity and therefore the benzocondensation between the 2 and 3 positions of the pyrrole ring definitely reduced the w