224434-80-4

Basic information

• Product Name: 2-bromo-1-{1-[(4-methylphenyl)sulfonyl]-1H-indol-3-yl}ethanone
• Synonyms: 2-bromo-1-{1-[(4-methylphenyl)sulfonyl]-1H-indol-3-yl}ethanone
• CAS NO: 224434-80-4
• Molecular Weight: 392.273
• Mol File: 224434-80-4.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 2-bromo-1-{1-[(4-methylphenyl)sulfonyl]-1H-indol-3-yl}ethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-bromo-1-{1-[(4-methylphenyl)sulfonyl]-1H-indol-3-yl}ethanone(224434-80-4)
• EPA Substance Registry System: 2-bromo-1-{1-[(4-methylphenyl)sulfonyl]-1H-indol-3-yl}ethanone(224434-80-4)

Safety Data

• Hazardous Substances Data: 224434-80-4(Hazardous Substances Data)

Upstream product

• 19611-93-9 2-bromo-1-(1H-indol-3-yl)ethanone 
• 98-59-9 p-toluenesulfonyl chloride 
• 703-80-0 3-acetylindole 
• 120-72-9 indole 
• 31271-90-6 1-(p-toluenesulfonyl)-1H-indole 
• 104142-24-7 3-acetyl-N-(p-toluenesulfonyl)indole 

Downstream Products

• 272104-23-1 2-(1H-indol-3-yl)-4-(1-tosyl-1H-indol-3-yl)thiazole 
• 134029-44-0 nortopsentine B 

Relevant articles and documents

Extended N-arylsulfonylindoles as 5-HT6 receptor antagonists: Design, synthesis & biological evaluation

Based on a known pharmacophore model for 5-HT6 receptor antagonists, a series of novel extended derivatives of the N-arylsulfonyindole scaffold were designed and identified as a new class of 5-HT6 receptor modulators. Eight of the compounds exhibited moderate to high binding affinities and displayed antagonist profile in 5-HT6 receptor functional assays. Compounds 2-(4-(2-methoxyphenyl)piperazin-1-yl)-1-(1-tosyl-1H-indol-3-yl)ethanol (4b), 1-(1-(4-iodophenylsulfonyl)-1H-indol-3-yl)-2-(4-(2-methoxyphenyl)piperazin-1-yl)ethanol (4g) and 2-(4-(2-methoxyphenyl)piperazin-1-yl)-1-(1-(naphthalen-1-ylsulfonyl)-1H-indol-3-yl)ethanol (4j) showed the best binding affinity (4b pKi = 7.87; 4g pKi = 7.73; 4j pKi = 7.83). Additionally, compound 4j was identified as a highly potent antagonist (IC50 = 32 nM) in calcium mobilisation functional assay.

Optimization, Structure-Activity Relationship, and Mode of Action of Nortopsentin Analogues Containing Thiazole and Oxazole Moieties

Plant diseases seriously endanger plant health, and it is very difficult to control them. A series of nortopsentin analogues were designed, synthesized, and evaluated for their antiviral activities and fungicidal activities. Most of these compounds displayed higher antiviral activities than ribavirin. Compounds 1d, 1e, and 12a, with excellent antiviral activities, emerged as novel antiviral lead compounds, among which 1e was selected for further antiviral mechanism research. The mechanism research results indicated that these compounds may play an antiviral role by aggregating viral particles to prevent their movement in plants. Further fungicidal activity tests revealed that nortopsentin analogues displayed broad-spectrum fungicidal activities. Compounds 2p and 2f displayed higher antifungal activities against Alternaria solani than the commercial fungicides carbendazim and chlorothalonil. Current research has laid a foundation for the application of nortopsentin analogues in plant protection.

3-[4-(1H-indol-3-yl)-1,3-thiazol-2-yl]-1H-pyrrolo[2,3-b]pyridines, nortopsentin Analogues with antiproliferative activity

A new series of nortopsentin analogues, in which the imidazole ring of the natural product was replaced by thiazole and the indole unit bound to position 2 of the thiazole ring was substituted by a 7-azaindole moiety, was efficiently synthesized. Two of t