6941-73-7

Basic information

• Product Name: 2-[2,2-BIS-(1H-INDOL-3-YL)-ETHYL]-PHENYLAMINE
• Synonyms: 2-[2,2-bis(1H-indol-3-yl)ethyl]aniline
• CAS NO: 6941-73-7
• Molecular Formula: C₂₄H₂₁N₃
• Molecular Weight: 351.44
• Mol File: 6941-73-7.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 592.8°C at 760 mmHg
• Flash Point: 347.9°C
• Appearance: /
• Density: 1.282g/cm³
• Vapor Pressure: 5.04E-14mmHg at 25°C
• Refractive Index: 1.766
• CAS DataBase Reference: 2-[2,2-BIS-(1H-INDOL-3-YL)-ETHYL]-PHENYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[2,2-BIS-(1H-INDOL-3-YL)-ETHYL]-PHENYLAMINE(6941-73-7)
• EPA Substance Registry System: 2-[2,2-BIS-(1H-INDOL-3-YL)-ETHYL]-PHENYLAMINE(6941-73-7)

Safety Data

• Hazardous Substances Data: 6941-73-7(Hazardous Substances Data)

Usage

General Description

2-[2,2-BIS-(1H-INDOL-3-YL)-ETHYL]-PHENYLAMINE, also known as apeginin, is a chemical compound composed of two indole rings attached to an ethyl group, which in turn is connected to a phenylamine moiety. It is a synthetic organic compound that has been studied for its potential pharmacological properties, such as its anti-inflammatory and antioxidant effects. Apeginin may also have potential applications in the field of medicine and drug development due to its unique chemical structure and potential therapeutic properties. However, more research is needed to fully understand its mechanisms of action and potential uses.

InChI:InChI=1/C24H21N3/c25-22-10-4-1-7-16(22)13-19(20-14-26-23-11-5-2-8-17(20)23)21-15-27-24-12-6-3-9-18(21)24/h1-12,14-15,19,26-27H,13,25H2

Upstream product

• 120-72-9 indole 
• 536-74-3 phenylacetylene 
• 16990-74-2 3-hydroxy-3-methyloxindole 
• 1896-62-4 (E)-benzalacetone 
• 35660-91-4 (E)-1-phenyl-2-buten-1-one 
• 28035-59-8 2,3-dihydro-1'H-[2,3']biindolyl-1-carboxylic acid ethyl ester 
• 6637-10-1 2,3-dihydro-1H,1'H-[2,3']biindolyl 
• 15582-86-2 methyl o-nitrostyrylcarbamate 
• 1969-73-9 (2-nitrophenyl)acetaldehyde 
• 180910-53-6 1-hydroxy-N_b-methoxycarbonyltryptamine 
• 180910-54-7 1-hydroxy-Nb-trifluoroacetyltryptamine 
• 7479-22-3 3,3'-(o-nitrophenethylidene)di-indole 
• 88048-51-5 ortho -2 ethyl, ethoxy carbanilide 
• 1484-27-1 3-bromoindole 

Downstream Products

• 120-72-9 indole 
• 65439-77-2 2,3'-(o-aminophenethylidene)di-indole 
• 120499-36-7 2-(2,2-di-indol-3-yl-ethyl)-N,N-dimethyl-aniline 

Relevant articles and documents

Br?nsted acidic ionic liquid–catalyzed tandem trimerization of indoles: An efficient approach towards the synthesis of indole 3,3′-trimers under solvent-free conditions

We have observed the role of 1-butane sulfonic acid-3-methylimidazolium tosylate, [BSMIM]OTs, as an organocatalyst for the tandem type trimerization of indoles to synthesize indole 3,3′-trimers under neat conditions. Using this developed protocol synthesis of indole trimers with various substituted indoles, which are biologically important, has been reported. From the control experiments and literature, a possible mechanism has been proposed via the generation of indolinium cation in the presence of the ionic liquid catalyst. The catalyst has been recycled for several times. The significant advantages of our methodology are clean reaction with very short time, no chromatography for purification, commercially available substrates, neat reaction conditions, and in the absence of metal. Using the protocol, the MDM2-p53 inhibitor has been synthesized in gram scale with high yield.

Sc(OTf) 3 -Catalyzed Oligomerization of Indole: One-Pot Synthesis of 2-[2,2-Bis(indol-3-yl)ethyl]anilines and 3-(Indolin-2-yl)indoles

Oligomerization of substituted indoles and N -methylindoles was investigated in the presence of catalytic amounts of scandium triflate in dichloromethane. Two types of indole oligomer, 2-[2,2-bis(indol-3-yl)ethyl]anilines and 3-(indolin-2-yl)indoles were obtained based on the substituent on indole ring. This study constitutes the first example of Sc(OTf) 3 -catalyzed oligomerization of indoles and gave good yield of 2-[2,2-bis(indol-3-yl)ethyl]anilines and 3-(indolin-2-yl)indoles..

Solvent-free Br?nsted acid catalysed alkylation of arenes and heteroarenes with benzylic alcohols

A simple and efficient alkylation of aromatic and heteroaromatic compounds via the direct SN1-type nucleophilic substitution of benzylic alcohols in the presence of catalytic amounts of the strong Br?nsted acid o-benzenedisulfonimide under neat conditions is herein reported. A library of di- and triaryl (and heteroaryl) methanes was prepared in good yields and high regioselectivity. The observed reactivity was shown to be in agreement with Mayr's nucleophilicity and electrophilicity scales.