118757-11-2

Basic information

• Product Name: 5-BROMO-1-(PHENYLSULFONYL)-1H-INDOLE
• Synonyms: 5-BROMO-1-(PHENYLSULFONYL)-1H-INDOLE;1-PHENYLSULFONYL-5-BROMOINDOLE;BUTTPARK 98\04-05;5-Bromo-1-(phenylsulphonyl)-1H-indole;5-Bromo-1-(phenylsulfonyl)indole;1-(benzenesulfonyl)-5-broMo-1H-indole;5-broMo-1-(benzenesulfonyl)-1H-indole
• CAS NO: 118757-11-2
• Molecular Formula: C₁₄H₁₀BrNO₂S
• Molecular Weight: 336.2
• Mol File: 118757-11-2.mol
• Article Data: 18

Chemical Properties

• Melting Point: 90 °C
• Boiling Point: 498°Cat760mmHg
• Flash Point: 255°C
• Appearance: /
• Density: 1.55g/cm³
• Vapor Pressure: 4.73E-10mmHg at 25°C
• Refractive Index: 1.669
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 5-BROMO-1-(PHENYLSULFONYL)-1H-INDOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-BROMO-1-(PHENYLSULFONYL)-1H-INDOLE(118757-11-2)
• EPA Substance Registry System: 5-BROMO-1-(PHENYLSULFONYL)-1H-INDOLE(118757-11-2)

Safety Data

• Hazard Codes: Xi
• Statements: R36/37/38:Irritating to eyes, respiratory system and skin.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S37/39:Wear suitable g
• Hazardous Substances Data: 118757-11-2(Hazardous Substances Data)

Usage

General Description

5-Bromo-1-(phenylsulfonyl)-1H-indole is a chemical compound classified as an aromatic heterocyclic organic compound with the molecular formula C14H10BrNO2S. It consists of a benzene ring condensed with a five-membered nitrogen-containing ring, combined with a phenylsulfonyl group and a bromine atom. 5-BROMO-1-(PHENYLSULFONYL)-1H-INDOLE is part of the indole family, a group known for their broad range of biological activities and their presence in many natural substances. The specific properties and uses of this chemical largely depend on its reactions and interactions with other compounds. As with many chemicals, proper safety measures should be followed when handling 5-Bromo-1-(phenylsulfonyl)-1H-indole.

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

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

Downstream Products

• 220283-61-4 4-(5-bromo-1-phenylsulfonylindol-3-yl)-2-methoxycarbonylamino-4-oxobutanoic acid 
• 896137-94-3 (5-bromo-1-phenylsulfonyl-1H-indol-2-yl)-(5-methoxy-1-phenylsulfonyl-1H-indol-2-yl)methanone 
• 259807-29-9 1-Phenylsulfonyl-5-trimethylsilylethynylindole 
• 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 
• 156386-04-8 5-bromo-1,2-dihydro-1-(phenylsulfonyl)-3H-indol-3-one 
• 1582801-17-9 1‐(benzenesulfonyl)‐5‐phenyl‐1H‐indole 
• 121963-43-7 1-(5-bromo-1-(phenylsulfonyl)-1H-indol-3-yl)ethanone 

Relevant articles and documents

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

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.

[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