118757-11-2

Usage

Uses

Used in Pharmaceutical Industry:
5-Bromo-1-(phenylsulfonyl)-1H-indole is used as an intermediate compound for the synthesis of various pharmaceuticals. Its unique structure allows it to be a key component in the development of new drugs, particularly those targeting specific biological pathways or receptors.
Used in Chemical Research:
In the field of chemical research, 5-Bromo-1-(phenylsulfonyl)-1H-indole serves as a valuable research tool. It is used to study the properties of indole derivatives and their potential applications in various chemical reactions and processes.
Used in Material Science:
5-Bromo-1-(phenylsulfonyl)-1H-indole is employed in material science for the development of new materials with specific properties. Its unique chemical structure can contribute to the creation of advanced materials with applications in various industries, such as electronics or nanotechnology.
Used in Agrochemical Industry:
In the agrochemical industry, 5-Bromo-1-(phenylsulfonyl)-1H-indole is used as a starting material for the synthesis of agrochemicals, such as pesticides or herbicides. Its reactivity and interactions with other compounds make it a valuable component in the development of effective and environmentally friendly agrochemical products.
Used in Dye and Pigment Industry:
5-Bromo-1-(phenylsulfonyl)-1H-indole is utilized in the dye and pigment industry for the production of various dyes and pigments. Its chemical properties contribute to the creation of vibrant colors and stable pigments, which are essential for various applications, such as textiles, plastics, and paints.

InChI:InChI=1/C14H10BrNO2S/c15-12-6-7-14-11(10-12)8-9-16(14)19(17,18)13-4-2-1-3-5-13/h1-10H

Upstream product

• 118757-04-3 5-bromo-1-(phenylsulfonyl)indoline 
• 10075-50-0 5-bromo-1H-indole 
• 98-09-9 benzenesulfonyl chloride 
• 589-21-9 (4-bromophenyl)hydrazine 
• 16732-70-0 ethyl 5-bromoindolecarboxylate 

Downstream Products

• 1098260-29-7 9-[(1-phenylsulfonyl)indol-5-yl]-9H-fluoren-9-ol 
• 259807-29-9 1-Phenylsulfonyl-5-trimethylsilylethynylindole 
• 1186429-70-8 5-bromo-1-(phenylsulfonyl)-1H-indol-3-yl acetate 
• 1186429-72-0 5-bromo-3-oxo-1-(phenylsulfonyl)-2,3-dihydro-1H-indol-2-yl acetate 
• 1186429-71-9 2-(acetyloxy)-5-bromo-1-(phenylsulfonyl)-1H-indol-3-yl acetate 
• 10075-50-0 5-bromo-1H-indole 
• 121963-57-3 5-propyl-1-(phenylsulfonyl)indole 
• 181299-27-4 1-(1-Benzenesulfonyl-2-methyl-1H-indol-5-yl)-ethanone 
• 1589004-77-2 C₂₁H₂₆N₂O₃S₂ 
• 1589004-79-4 C₁₇H₁₈N₂O₂S*ClH 
• 181299-26-3 1-benzenesulfonyl-5-bromo-2-methyl-1H-indole 
• 1608474-90-3 N-methyl-1-(phenylsulfonyl)-N-(3,4,5-trimethoxyphenyl)-1H-indol-5-amine 
• 1608474-91-4 N,N-methyl-N-(3,4,5-trimethoxyphenyl)-1H-indol-5-amine 

Relevant academic research and scientific papers

Rationally designed N-phenylsulfonylindoles as a tool for the analysis of the non-basic 5-HT6R ligands binding mode

Among all of the monoaminergic receptors, the 5-HT6R has the highest number of non-basic ligands (approximately 5% of compounds stored in 25th version of ChEMBL database have the strongest basic pKa below 5, calculated using the Instant JChem c

Construction of Oxepino[3,2-b]indoles via [4+3] Annulation of 2-Ylideneoxindoles with Crotonate-Derived Sulfur Ylides

A [4+3] annulation of 2-ylideneoxindoles with crotonate-derived sulfur ylides has been developed. A series of oxepino[3,2-b]indoles were prepared in moderate to excellent yields (62-93%) under mild conditions. Moreover, the synthetic oxepino[3,2-b] indoles can be further transformed into more complex cyclopropa[5,6]oxepino[3,2-b]indoles via a [2+1] cyclopropanation. In addition, the synthetic compounds show certain antiproliferative activity against K562 and MCF-7 cells, and its IC50 values for these two kinds of tumor cells up to 5.40±0.88 μM and 18.41±0.50 μM, respectively. (Figure presented.).

Synthesis, antimicrobial and cytotoxic activities, and molecular docking studies of N-arylsulfonylindoles containing an aminoguanidine, a semicarbazide, and a thiosemicarbazide moiety

Thirty-six N-arylsulfonyl-3-substituted indoles were designed and synthesized by combining the N-arylsulfonylindoles with aminoguanidine, semicarbazide, and thiosemicarbazide, respectively. Their antibacterial activities were screened, and cytotoxic activities were evaluated. The results showed that aminoguanidines (6) exhibited much better antibacterial activity than semicarbazides (7) and thiosemicarbazides (8). Most compounds in series 6 showed potent inhibitory activity against the tested bacterial strains, including multidrug-resistant strains, with MIC values in the range of 1.08–23.46 μM. The cytotoxic activity of the compounds 6c, 6d, 6h, 6j, 6k and 6l was assessed in two human cancer cell lines A590 and SGC7901, and one human normal cell line HEK 293T. The results indicated that compounds selected exhibited excellent activity against the tested cancer cells with IC50 values in the range of 1.51–15.12 μM suggesting the potential of them as new antibacterial and anticancer agents. What's more, the results of resistance study revealed that resistance of the tested bacteria toward 6d is not easily developed. Molecular docking studies revealed that the aminoguanidine and arylsulfonylindole moieties played a significant role in binding the target site of E. coli FabH-CoA receptor.

A practical synthesis of 2-substituted 5-bromoindoles

– This paper describes a non-cryogenic synthetic procedure for a variety of 2-substituted 5-bromoindoles. The direct magnesiation of 5-bromo-1-(4-toluenesulfonyl)indole with a mixture of i-PrMgCl/LiCl and diisopropylamine allows for the preparation of var

[Copper(I)(Pyridine-Containing Ligand)] Catalyzed Regio- and Steroselective Synthesis of 2-Vinylcyclopropa[b]indolines from 2-Vinylindoles

A [copper(I)pyridine-containing ligand]-catalyzed reaction between 2-vinylindoles and diazo esters is described. The reaction allows for the synthesis of a series of 2-vinylcyclopropa[b]indolines with excellent levels of regio- and sterocontrol under mild

METHODS AND COMPOUNDS FOR RESTORING MUTANT p53 FUNCTION

Mutations in oncogenes and tumor suppressors contribute to the development and progression of cancer. The present disclosure describes compounds and methods to recover wild-type function to p53 mutants. The compounds of the present invention can bind to mutant p53 and restore the ability of the p53 mutant to bind DNA and activate downstream effectors involved in tumor suppression. The disclosed compounds can be used to reduce the progression of cancers that contain a p53 mutation.

MULTIVALENT RAS BINDING COMPOUNDS

Described herein are compounds that modulate Ras signaling, methods of making such compounds, pharmaceutical compositions and medicaments comprising such compounds, and methods of using such compounds in the treatment of conditions, diseases, or disorders associated with altered Ras signaling. Further described herein are compounds, methods of making such compounds, pharmaceutical compositions and medicaments comprising such compounds and methods of using such compounds in the treatment of cell proliferative disorders, including cancer.

MAP4K4 (HGK) Inhibitors

The invention provides mitogen-activated protein kinase kinase kinase kinase 4 (MAP4K4) inhibitors, and pharmaceutically acceptable salts, hydrides and stereoisomers thereof. The compounds are employed in pharmaceutical compositions, and methods of making and use, including treating a person in need thereof with an effective amount of the compound or composition, and detecting a resultant diminution of tumor cell growth, cancer or metastasis.

Development of indole sulfonamides as cannabinoid receptor negative allosteric modulators

Existing CB1 negative allosteric modulators (NAMs) fall into a limited range of structural classes. In spite of the theoretical potential of CB1 NAMs, published in vivo studies have generally not been able to demonstrate the expected therapeutically-relevant CB1-mediated effects. Thus, a greater range of molecular tools are required to allow definitive elucidation of the effects of CB1 allosteric modulation. In this study, we show a novel series of indole sulfonamides. Compounds 5e and 6c (ABD1075) had potencies of 4 and 3?nM respectively, and showed good oral exposure and CNS penetration, making them highly versatile tools for investigating the therapeutic potential of allosteric modulation of the cannabinoid system.

Synthesis and antitumor activity of new thiazole nortopsentin analogs

New thiazole nortopsentin analogs in which one of the two indole units was replaced by a naphthyl and/or 7-azaindolyl portion, were conveniently synthesized. Among these, three derivatives showed good antiproliferative activity, in particular against MCF7 cell line, with GI50 values in the micromolar range. Their cytotoxic effect on MCF7 cells was further investigated in order to elucidate their mode of action. Results showed that the three compounds act as pro-apoptotic agents inducing a clear shift of viable cells towards early apoptosis, while not exerting necrotic effects. They also caused cell cycle perturbation with significant decrease in the percentage of cells in the G0/G1 and S phases, accompanied by a concomitant percentage increase of cells in the G2/M phase, and appearance of a subG1-cell population.