22051-15-6

Basic information

• Product Name: 3-ANISOYL-INDOLE
• Synonyms: 3-(4-Anisoyl)-indole;1h-indol-3-yl(4-methoxyphenyl)-methanon;1h-indol-3-yl(4-methoxyphenyl)methanone;3-(p-methoxybenzoyl)indole;3-ANISOYL-INDOLE
• CAS NO: 22051-15-6
• Molecular Formula: C₁₆H₁₃NO₂
• Molecular Weight: 251.28
• Mol File: 22051-15-6.mol
• Article Data: 21

Chemical Properties

• Boiling Point: 465.2°Cat760mmHg
• Flash Point: 235.2°C
• Appearance: /
• Density: 1.231g/cm³
• Vapor Pressure: 7.83E-09mmHg at 25°C
• Refractive Index: 1.656
• CAS DataBase Reference: 3-ANISOYL-INDOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-ANISOYL-INDOLE(22051-15-6)
• EPA Substance Registry System: 3-ANISOYL-INDOLE(22051-15-6)

Safety Data

• Hazardous Substances Data: 22051-15-6(Hazardous Substances Data)

Usage

General Description

3-ANISOYL-INDOLE, also known as anisindole, is a chemical compound with the molecular formula C18H15NO2. It is a derivative of indole and features a methoxy group at the 3-position of the benzene ring. 3-ANISOYL-INDOLE has been studied for its potential biological activities, including its anti-inflammatory and neuroprotective effects. It has also been investigated for its potential use in the development of new pharmaceutical drugs. The compound has been synthesized and characterized for its physical and chemical properties, and its structure has been elucidated using spectroscopic and crystallographic techniques. 3-ANISOYL-INDOLE is a promising target for further research and development in the field of medicinal chemistry.

InChI:InChI=1/C16H13NO2/c1-19-12-8-6-11(7-9-12)16(18)14-10-17-15-5-3-2-4-13(14)15/h2-10,17H,1H3

Upstream product

• 120-72-9 indole 
• 874-90-8 4-methoxybenzonitrile 
• 7099-91-4 p-methoxybenzoylformic acid 
• 1777-55-5 (4-methoxyphenacylidene)triphenyl phosphorane 
• 14062-18-1 ethyl p-methoxyphenylacetate 
• 22044-95-7 3-[(4-methoxyphenyl)methyl]-1H-indole 
• 278799-27-2 potassium 2-(4-methoxyphenyl)-2-oxoacetate 
• 771-50-6 1H-indole-3-carboxylic acid 
• 100-66-3 methoxybenzene 
• 68-12-2 N,N-dimethyl-formamide 
• 100-07-2 4-methoxy-benzoyl chloride 
• 7291-00-1 N,N-dimethyl-4-methoxybenzamide 

Downstream Products

• 103608-67-9 (4-Methoxy-phenyl)-[1-(2-morpholin-4-yl-ethyl)-1H-indol-3-yl]-methanone 
• 139155-86-5 ethyl 4-[3-(4-methoxybenzoyl)-1H-indol-1-yl]butyrate 
• 139155-89-8 ethyl 4-{3-(4-Hydroxybenzoyl)indol-1-yl}butanoate 
• 148366-88-5 ethyl (S)-4-[3-[4-[[1-(4-isobutylphenyl)ethyl]oxy]benzoyl]-1H-indol-1-yl]butyrate 
• 365280-20-2 ethyl (+/-)-4-[3-[4-[[1-(4-isobutylphenyl)ethyl]oxy]benzoyl]-1H-indol-1-yl]butyrate 
• 148366-87-4 ethyl (R)-4-[3-[4-[[1-(4-isobutylphenyl)ethyl]oxy]benzoyl]-1H-indol-1-yl]butyrate 
• 139154-75-9 ethyl 4-[3-[4-[1-(4-isobutylphenyl)propoxy]benzoyl]-indol-1-yl]butyrate 
• 148366-90-9 4-(3-{4-[(R)-1-(4-Isobutyl-phenyl)-propoxy]-benzoyl}-indol-1-yl)-butyric acid ethyl ester 
• 148366-89-6 4-(3-{4-[(S)-1-(4-Isobutyl-phenyl)-propoxy]-benzoyl}-indol-1-yl)-butyric acid ethyl ester 
• 148366-61-4 ethyl 4-[3-[4-[1-(4-isobutylphenyl)butoxy]benzoyl]indol-1-yl]butyrate 

Relevant articles and documents

Synthesis of 3-acylindoles by oxidative rearrangement of 2-aminochalcones using a hypervalent iodine reagent and cyclization sequence

An efficient one-pot method was developed for the construction of 3-acylindoles via oxidative rearrangement of 2-aminochalcones followed by intramolecular cyclization. The reaction was used to convert a variety of 2-aminochalcones into 3-acylindoles in mo

Decarboxylative acylation of: N -free indoles enabled by a catalytic amount of copper catalyst and liquid-assisted grinding

A facile decarboxylative acylation of N-free indoles with α-ketonates via liquid-assisted grinding was reported. The reaction requires only a catalytic amount of Cu(OAc)2·H2O in combination with O2 as the terminal oxidant to give various 3-acylindoles with high efficiency. Additionally, this new methodology was applicable to a gram-scale synthesis.

Hydrogen bond donor solvents enabled metal and halogen-free Friedel–Crafts acylations with virtually no waste stream

We have developed a metal and halogen-free Friedel–Crafts acylation protocol with virtually no waste stream generation. We propose a hydrogen bonding donor solvent will form a hydrogen bonding network and may provide significant rate enhancement for Friedel–Crafts reactions. Trifluoroacetic acid is one of the strongest H-bond donor solvents, which is also volatile and can be easily recovered by distillation without need for reaction workup. Our protocol is a ‘green’ Friedel–Crafts acylation process: 1) the catalyst can be recovered and reused; 2) using halogen free starting material (carboxylic acids anhydride or carboxylic acids); 3) no need for aqueous reaction work-up; 4) minimum or no waste steam generation.