120614-25-7

Basic information

• Product Name: Imidazo[1,2-a]indol-9-one
• Synonyms: 9h-imidazo[1,2-a]indol-9-one;Imidazo[1,2-a]indol-9-one
• CAS NO: 120614-25-7
• Molecular Formula: C10H6N2O
• Molecular Weight: 170.17
• Mol File: 120614-25-7.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• Density: 1.40
• Refractive Index: 1.742
• CAS DataBase Reference: Imidazo[1,2-a]indol-9-one(CAS DataBase Reference)
• NIST Chemistry Reference: Imidazo[1,2-a]indol-9-one(120614-25-7)
• EPA Substance Registry System: Imidazo[1,2-a]indol-9-one(120614-25-7)

Safety Data

• Hazardous Substances Data: 120614-25-7(Hazardous Substances Data)

Usage

General Description

Imidazo[1,2-a]indol-9-one is a chemical compound with a tricyclic structure that contains an imidazole ring fused to an indole ring. It is commonly used as a building block in the synthesis of a variety of pharmaceuticals, agrochemicals, and materials. Imidazo[1,2-a]indol-9-one has also shown potential as an anti-cancer agent, with studies demonstrating its ability to inhibit the growth and proliferation of cancer cells. Additionally, it has been investigated for its potential anti-inflammatory and antioxidant properties. Due to its versatile applications and potential therapeutic benefits, imidazo[1,2-a]indol-9-one continues to be a subject of interest in the fields of medicinal chemistry and drug discovery.

InChI:InChI=1/C10H6N2O/c13-9-7-3-1-2-4-8(7)12-6-5-11-10(9)12/h1-6H

Upstream product

• 33543-78-1 ethyl 1H-imidazole-2-carboxylate 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 288-32-4 1H-imidazole 
• 451-82-1 (2-fluorophenyl)acetic acid 
• 7164-98-9 1-phenylimidazole 
• 60-29-7 diethyl ether 
• 446-52-6 2-Fluorobenzaldehyde 

Relevant articles and documents

Chemoselective acylation of benzimidazoles with phenylacetic acids under different Cu catalysts to give fused five-membered N-heterocycles or tertiary amides

C-N bond formation via a copper-catalyzed aerobic oxidative decarboxylative tandem protocol was realized. The phenylacetic acids which contain ortho-X (X = F or Br) on the aromatic ring will render a fused five-membered heterocycle via a tandem aromatic nucleophilic substitution and aerobic oxidative decarboxylative acylation at the C(sp2)-H bond of benzimidazoles under the Cu(OAc)2/K2CO3/BF3·Et2O catalytic system, while with CuBr as the catalyst and pyridine as the base, N-acylation occurred and tertiary amides were obtained.

A triazolo indol the alkone is thick heterocyclic high efficient synthesis method

The invention relates to an efficient synthesis method for 11 hydrogen-indole [1, 2-a] benzimidazole-11-ketone, 9 hydrogen-imidazole [1, 2-a] indole-9-ketone and 11 hydrogen-indole [1, 2-a] indazole-11-ketone. The method comprises the following steps: using ferric salt as a catalyst, and in the existence of air, using substituted 2-fluorobenzaldehyde and three types of different azole heterocycles as raw materials to have the one-pot reaction of SN2 nucleophilic substitution/carbon-hydrogen activation/acylation and cyclization to synthesize corresponding products. The synthesis method disclosed by the invention is simple and convenient, the raw materials are easy to obtain, and the method is efficient and novel. The method can provide a novel synthesis route for drug molecules or bioactivity substances containing the three types of condensed heterocycles.

Cyclization Reactions in Azole Chemistry: The Reaction of Some Azoles with o-Fluoroacetophenone, o-Fluorobenzaldehyde and o-Fluorobenzophenone

The reactions of some azoles with o-fluoro-acetophenone, -benzaldehyde and -benzophenone in dimethyl sulfoxide solution in the presence of anhydrous potassium carbonate have been investigated.In addition to the expected substitution products, cyclization