184151-47-1

Basic information

• Product Name: Ethanone, 1-(6-chloro-1H-indol-3-yl)-
• Synonyms: Ethanone, 1-(6-chloro-1H-indol-3-yl)-;1-(6-chloro-1H-indol-3-yl)ethanone
• CAS NO: 184151-47-1
• Molecular Formula: C₁₀H₈ClNO
• Molecular Weight: 193.62962
• Mol File: 184151-47-1.mol
• Article Data: 16

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Ethanone, 1-(6-chloro-1H-indol-3-yl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 1-(6-chloro-1H-indol-3-yl)-(184151-47-1)
• EPA Substance Registry System: Ethanone, 1-(6-chloro-1H-indol-3-yl)-(184151-47-1)

Safety Data

• Hazardous Substances Data: 184151-47-1(Hazardous Substances Data)

Usage

General Description

"Ethanone, 1-(6-chloro-1H-indol-3-yl)-" is a chemical compound that belongs to the ketone family. It consists of a ketone group attached to a 6-chloro-1H-indol-3-yl moiety. Ethanone, 1-(6-chloro-1H-indol-3-yl)- is commonly used in organic synthesis and pharmaceutical research as a building block for creating more complex molecules. Its unique structure and properties make it a valuable tool in the development of new drugs and compounds for various applications in the medical and chemical industries.

Upstream product

• 17422-33-2 6-chloroindole 
• 108-24-7 acetic anhydride 
• 75-36-5 acetyl chloride 

Downstream Products

• 947589-64-2 3-acetyl-1-(2,6-difluorobenzyl)-6-chloro-1H-indole 

Relevant articles and documents

Weak Coordination-Guided Regioselective Direct Redox-Neutral C4 Allylation of Indoles with Morita-Baylis-Hillman Adducts

A weak carbonyl coordination-guided regioselective C4 allylation of indoles is demonstrated using the versatile Morita-Baylis-Hillman adduct in the presence of Rh catalysts in a redox-neutral fashion. The substrate scope, functional group diversity, oxidant free character, mechanistic aspects, and synthetic utilities are important practical features.

Synthetic analogues of the marine bisindole deoxytopsentin: Potent selective inhibitors of MRSA pyruvate kinase

As part of an ongoing study to elucidate the SAR of bisindole alkaloid inhibitors against the evolutionary conserved MRSA pyruvate kinase (PK), we present here the synthesis and biological activity of six dihalogenated analogues of the naturally occurring sponge metabolite deoxytopsentin, including the naturally occurring dibromodeoxytopsentin. The most active compounds displayed potent low nanomolar inhibitory activity against MRSA PK with concomitant significant selectivity for MRSA PK over human PK orthologues. Computational studies suggest that these potent MRSA PK inhibitors occupy a region of the small interface of the enzyme tetramer where amino acid sequence divergence from common human PK orthologues may contribute to the observed selectivity.

Rh(III)-Catalyzed [5 + 1] Annulation of Indole-enaminones with Diazo Compounds to Form Highly Functionalized Carbazoles

A novel Rh(III)-catalyzed C-H activation/annulation cascade of indole-enaminones with diazo compounds was reported to construct diversely functionalized carbazole frameworks. The most notable characteristic is that this transformation could smoothly furnish a novel [5 + 1] cyclization product with good to excellent yields (up to 95%), accompanied by the thorough removal of acetyl and N,N-dimethyl groups of two substrates from the target products, rather than the normally expected [4 + 2] cyclization products.

Ketone-Directed Cobalt(III)-Catalyzed Regioselective C2 Amidation of Indoles

An efficient cobalt(III)-catalyzed method for the direct C-H amidation of unprotected indoles for 2-amino indole scaffold construction has been developed. With dioxazolone as the amidating reagent, a variety of 2-amino indole derivatives were achieved in moderate to excellent yields using an organic acid as the additive and a ketone as the directing group.