40015-09-6

Basic information

• Product Name: 1H-Indole, 2-(4-nitrophenyl)-
• Synonyms: 1H-Indole, 2-(4-nitrophenyl)-; 2-(4-Nitrophenyl)-1H-indole
• CAS NO: 40015-09-6
• Molecular Formula: C₁₄H₁₀N₂O₂
• Molecular Weight: 238.2414
• Mol File: 40015-09-6.mol
• Article Data: 33

Chemical Properties

• Boiling Point: 470.1°C at 760 mmHg
• Flash Point: 238.1°C
• Appearance: /
• Density: 1.33g/cm³
• Vapor Pressure: 1.47E-08mmHg at 25°C
• Refractive Index: 1.706
• CAS DataBase Reference: 1H-Indole, 2-(4-nitrophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole, 2-(4-nitrophenyl)-(40015-09-6)
• EPA Substance Registry System: 1H-Indole, 2-(4-nitrophenyl)-(40015-09-6)

Safety Data

• Hazardous Substances Data: 40015-09-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H10N2O2/c17-16(18)12-7-5-10(6-8-12)14-9-11-3-1-2-4-13(11)15-14/h1-9,15H

Upstream product

• 4203-31-0 2-diazo-1-(4-nitrophenyl)ethanone 
• 62-53-3 aniline 
• 636-98-6 p-nitrobenzene iodide 
• 13884-13-4 indole-1-carboxylic acid 
• 78133-80-9 [2-(4-Nitro-benzoylamino)-benzyl]-triphenyl-phosphonium 
• 80556-72-5 bromure d'o-(nitro-4 benzoylamino)benzyltriphenylphosphonium 
• 77635-72-4 1-(4-nitro-phenyl)-ethanone-phenylhydrazone 
• 100-63-0 phenylhydrazine 
• 100-19-6 (4-nitrophenyl)ethanone 
• 5705-15-7 N-benzyl-N-phenylhydrazine hydrochloride 
• 937-31-5 (4-Nitrophenyl)acetylene 
• 143321-89-5 2,2,2-trifluoro-N-(2-iodophenyl)acetamide 
• 157869-12-0 ortho-(4-nitrophenylethynyl)aniline 
• 120-72-9 indole 

Downstream Products

• 353744-16-8 2-(4-nitro-phenyl)-1-pyridin-4-ylmethyl-1H-indole 
• 353744-19-1 2',3'-dimethoxycarbonyl-7'-[2-(p-nitrophenyl)-1-indolylmethyl]spiro[fluorene[9,1']-1',8'a-dihydroindolizine] 
• 1060749-11-2 [2-(4-nitrophenyl)indol-3-yl]glyoxylyl chloride 
• 1060748-34-6 N,N-di-n-propyl-[2-(4-nitrophenyl)indol-3-yl]glyoxylamide 
• 1259406-21-7 N,N-di-n-propyl-(N⁽¹⁾-methyl-2-(4'-nitrophenyl)indol-3-yl)glyoxylamide 
• 1364952-42-0 N-(2-bromo-2,2-difluoro-1-(2-(4-nitrophenyl)-1H-indol-1-yl)ethylidene)-4-methoxyaniline 
• 1364953-14-9 N-(5,5-difluoro-3-nitroindolo[2,1-a]isoquinolin-6(5H)-ylidene)-4-methoxyaniline 
• 1351939-95-1 2-amino-4-(2-(4-nitrophenyl)-1H-indol-3-yl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile 
• 1351939-96-2 2-amino-7,7-dimethyl-4-(2-(4-nitrophenyl)-1H-indol-3-yl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile 
• 1060748-35-7 N,N-di-n-butyl-[2-(4-nitrophenyl)indol-3-yl]glyoxylamide 
• 1060748-36-8 N,N-di-n-hexyl-[2-(4-nitrophenyl)indol-3-yl]glyoxylamide 
• 37471-18-4 4-amino-2-(4-nitrophenyl)quinazoline 
• 4765-59-7 2-(4-nitrophenyl)-4(3H)-quinazolinone 

Relevant articles and documents

2-(4-Nitrophenyl)-1H-indolyl-3-methyl Chromophore: A Versatile Photocage that Responds to Visible-light One-photon and Near-infrared-light Two-photon Excitations

Due to cell damage caused by UV light, photoremovable protecting groups (PPGs) that are removed using visible or near-infrared light are attracting attention. A 2-(4-nitrophenyl)- 1H-indolyl-3-methyl chromophore (NPIM) was synthesized as a novel PPG. Various compounds were caged using this PPG and uncaged using visible or near-infrared light. Low cytotoxicity of NPIM indicates that it may be applied in physiological studies.

α-Imino Iridium Carbenes from Imidoyl Sulfoxonium Ylides: Application in the One-Step Synthesis of Indoles

Imidoyl sulfoxonium ylides are presented for the first time as potential precursors to generate α-imino metal-carbene intermediates and applied in direct C-H functionalization reactions catalyzed by [Ir(cod)Cl]2 (4 mol %) to provide 2-substituted indoles (up to 70% yield) in just one step. This class of sulfur ylide is successfully obtained from imidoyl chloride and dimethylsulfoxonium methylide (23 new examples in 45-85% yield) or by imino group formation from the corresponding β-keto sulfoxonium ylides and anilines in the presence of TiCl4 as a Lewis acid (9 examples in 33-94% yield).

2-Phenylindole derivatives as anticancer agents: synthesis and screening against murine melanoma, human lung and breast cancer cell lines

Indole derivatives have attractive anticancer properties and may be a future hope for better anticancer drug(s) of low toxicity and high potency. In this paper, syntheses of 2-phenylindole derivatives have been described via Fischer indole synthesis through a one-pot solvent-free method. The synthesized compounds were screened for anticancer potential in vitro against murine melanoma (B16F10), human lung cancer (A549), and human breast cancer (MDA-MB-231) cell lines. The results highlighted that 2-phenylindole derivatives are also promising anticancer agents in case of melanoma and lung cancer along with the breast cancer. Molecular docking analyses with possible targets for melanoma (NEDD4-1) and lung cancer (EGFR) were also performed to understand specific interactions of 2-phenylindole derivatives with the amino acid residues of the receptors.