21470-37-1

Basic information

• Product Name: 2-BIPHENYL-4-YL-1H-INDOLE
• Synonyms: 2-BIPHENYL-4-YL-1H-INDOLE;2-{[1,1-biphenyl]-4-yl}-1H-indole;2-(4-Biphenylyl)indole
• CAS NO: 21470-37-1
• Molecular Formula: C₂₀H₁₅N
• Molecular Weight: 269.34
• Mol File: 21470-37-1.mol
• Article Data: 11

Chemical Properties

• Melting Point: 302-304 °C
• Boiling Point: 513 °C at 760 mmHg
• Flash Point: 229.9 °C
• Appearance: /
• Density: 1.158 g/cm³
• Vapor Pressure: 3.98E-10mmHg at 25°C
• Refractive Index: 1.678
• PKA: 16.68±0.30(Predicted)
• Sensitive: Light Sensitive
• CAS DataBase Reference: 2-BIPHENYL-4-YL-1H-INDOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BIPHENYL-4-YL-1H-INDOLE(21470-37-1)
• EPA Substance Registry System: 2-BIPHENYL-4-YL-1H-INDOLE(21470-37-1)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 21470-37-1(Hazardous Substances Data)

Usage

General Description

2-BIPHENYL-4-YL-1H-INDOLE is a chemical compound with the molecular formula C20H15N. It is a derivative of indole and biphenyl, and is used in various research and industrial applications. It has a unique structure that makes it useful in the development of pharmaceuticals, agrochemicals, and materials science. 2-BIPHENYL-4-YL-1H-INDOLE has been studied for its potential antiviral, antibacterial, and anticancer properties, and is also being investigated for its role in organic electronics and photovoltaic devices. Its distinct properties and versatile applications make 2-BIPHENYL-4-YL-1H-INDOLE a valuable compound in various fields of science and technology.

InChI:InChI=1/C20H15N/c1-2-6-15(7-3-1)16-10-12-17(13-11-16)20-14-18-8-4-5-9-19(18)21-20/h1-14,21H

Upstream product

• 14000-31-8 pyrophosphoric acid 
• 108446-63-5 1-(1-biphenyl-4-yl-ethylidene)-2-phenylhydrazine 
• 383191-51-3 4-((2-bromophenyl)ethynyl)-1,1'-biphenyl 
• 3218-36-8 4-Phenylbenzaldehyde 
• 221044-05-9 N-(2-pyrimidyl)indole 
• 120-72-9 indole 
• 135-73-9 2-Bromo-4'-phenylacetophenone 
• 62-53-3 aniline 
• 92-91-1 biphenyl-4-acetaldehyde 
• 95-53-4 o-toluidine 
• 14002-51-8 4-biphenyl-carboxylic acid chloride 
• 5705-15-7 N-benzyl-N-phenylhydrazine hydrochloride 
• 100-63-0 phenylhydrazine 
• 61668-23-3 2-diazo-1-biphenyl-4-yl-ethanone 

Downstream Products

• 1416576-62-9 C₂₉H₂₅NO₃S 
• 182361-62-2 2-([1,1'-biphenyl]-4-yl)-4H-benzo[d][1,3]oxazin-4-one 
• 607739-89-9 C₃₈H₂₆N₂ 
• 869811-43-8 2',3'-dimethoxycarbonyl-7'-{2-[2-(4'-biphenylyl)-3-indolyl]ethyl}spiro[fluorene[9,1']-1',8'a-dihydroindolizine] 
• 869811-41-6 2',3'-dimethoxycarbonyl-7'-[2-(4'-biphenylyl)-1-indolylmethyl]spiro[fluorene[9,1']-1',8'a-dihydroindolizine] 
• 869811-31-4 2-biphenyl-4-yl-1-pyridin-4-ylmethyl-1H-indole 
• 869811-32-5 2-biphenyl-4-yl-3-(2-pyridin-4-yl-ethyl)-1H-indole 
• 103035-25-2 2-biphenyl-4-yl-indol-3-one-(O-benzoyl oxime ) 

Relevant articles and documents

1,7-Migration of benzyl group in 2-substituted N-benzylindoles

It has been shown that when 2-substituted N-benzylindoles are heated above 100°C in polyphosphoric acid, the benzyl group is split off and undergoes 1,7-migration. 1997 Plenum Publishing Corporation.

Discovery of New 4-Indolyl Quinazoline Derivatives as Highly Potent and Orally Bioavailable P-Glycoprotein Inhibitors

The major drawbacks of P-glycoprotein (P-gp) inhibitors at the clinical stage make the development of new P-gp inhibitors challenging and desirable. In this study, we reported our structure-activity relationship studies of 4-indolyl quinazoline, which led to the discovery of a highly effective and orally active P-gp inhibitor, YS-370. YS-370 effectively reversed multidrug resistance (MDR) to paclitaxel and colchicine in SW620/AD300 and HEK293T-ABCB1 cells. YS-370 bound directly to P-gp, did not alter expression or subcellular localization of P-gp in SW620/AD300 cells, but increased the intracellular accumulation of paclitaxel. Furthermore, YS-370 stimulated the P-gp ATPase activity and had moderate inhibition against CYP3A4. Significantly, oral administration of YS-370 in combination with paclitaxel achieved much stronger antitumor activity in a xenograft model bearing SW620/Ad300 cells than either drug alone. Taken together, our data demonstrate that YS-370 is a promising P-gp inhibitor capable of overcoming MDR and represents a unique scaffold for the development of new P-gp inhibitors.

One-Pot Reaction between N-Tosylhydrazones and 2-Nitrobenzyl Bromide: Route to NH-Free C2-Arylindoles

A one-pot Barluenga coupling between N-tosylhydrazones and nitro-benzyl bromide, followed by deoxygenation of ortho-nitrostyrenes, and subsequent cyclization has been developed, providing a new way to synthesize various C2-arylindoles. This method exhibits a good substrate scope and functional group tolerance, and it allows an access to NH-free indoles, which can present a potential utility in medicinal chemistry applications.