31521-56-9

Basic information

• Product Name: 1H-Indole, 1-methyl-5-nitro-2-phenyl-
• CAS NO: 31521-56-9
• Molecular Formula: C15H12N2O2
• Molecular Weight: 252.272
• Mol File: 31521-56-9.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: 1H-Indole, 1-methyl-5-nitro-2-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole, 1-methyl-5-nitro-2-phenyl-(31521-56-9)
• EPA Substance Registry System: 1H-Indole, 1-methyl-5-nitro-2-phenyl-(31521-56-9)

Safety Data

• Hazardous Substances Data: 31521-56-9(Hazardous Substances Data)

Usage

Molecular structure

1H-Indole, 1-methyl-5-nitro-2-phenylis composed of a 1H-indole core with a methyl group at the 1-position, a nitro group at the 5-position, and a phenyl group at the 2-position.

Class

It belongs to the class of indole derivatives.

Biological and pharmacological activities

The compound has potential biological and pharmacological activities and has been studied for its effects on various physiological functions.

Antimicrobial properties

It is known to have antimicrobial properties.

Anticancer properties

It is known to have anticancer properties.

Anticonvulsant properties

It is known to have anticonvulsant properties.

Drug candidate

It has been investigated for its potential as a drug candidate.

Building block in organic synthesis

It has been used as a building block in organic synthesis for the preparation of various other biologically active molecules.

Upstream product

• 3558-24-5 1-methyl-2-phenyl-1H-indole 
• 29906-67-0 1-methyl-5-nitro-1H-indole 
• 591-50-4 iodobenzene 
• 6146-52-7 5-nitroindole 
• 74-88-4 methyl iodide 
• 4993-87-7 5-nitro-2-phenyl-1H-indole 
• 948-65-2 2-phenyl-indole 
• 6293-83-0 2-iodo-4-nitrophenylamine 
• 536-74-3 phenylacetylene 
• 1246471-11-3 2-bromo-5-nitro-1H-indole 

Downstream Products

• 78395-74-1 1-methyl-2-phenyl-3,5-dinitroindole 
• 748799-33-9 5-amino-1-methyl-2-phenylindole 

Relevant articles and documents

In Situ Preparation of Palladium Nanoparticles for C-2 Selective Arylation of Indoles in Agro-Waste Extract Based Mixed Solvents

An efficient and practical method for the in situ generation of palladium nanoparticles was successfully established in a water extract of pomelo peel ash. The produced palladium nanoparticles were characterized by energy-dispersive X-ray spectroscopy elemental mapping, field emission scanning electron microscopy, high-resolution transmission electron microscope, X-ray powder diffraction, and showed high catalytic activity for selective C-2 arylation of indoles. A series of 2-arylindoles were smoothly installed in moderate to good yields through the direct palladium-catalyzed cross-coupling reactions of indoles and iodoarenes without external ligand, base, oxidant, and preinstallation directing group.

NaNO2/K2S2O8-mediated Selective Radical Nitration/Nitrosation of Indoles: Efficient Approach to 3-Nitro- and 3-Nitrosoindoles

JPZ acknowledges financial support from the National Natural Science Foundation of China (No. 21172163, 21472133), the Priority Academic Program Development of Jiangsu Higher Education Institutions (PAPD), and Key Laboratory of Organic Synthesis of Jiangsu Province (KJS1749). (Figure presented.).

On the mechanism of berberine-INF55 (5-Nitro-2-phenylindole) hybrid antibacterials

Berberine-INF55 hybrids are a promising class of antibacterials that combine berberine and the NorA multidrug resistance pump inhibitor INF55 (5-nitro-2-phenylindole) together in one molecule via a chemically stable linkage. Previous studies demonstrated the potential of these compounds for countering efflux-mediated antibacterial drug resistance but they didn't establish whether the compounds function as originally intended, i.e. with the berberine moiety providing antibacterial activity and the attached INF55 component independently blocking multidrug resistance pumps, thereby enhancing the activity of berberine by reducing its efflux. We hypothesised that if the proposed mechanism is correct, then hybrids carrying more potent INF55 pump inhibitor structures should show enhanced antibacterial effects relative to those bearing weaker inhibitors. Two INF55 analogues showing graded reductions in NorA inhibitory activity compared with INF55 were identified and their corresponding berberine-INF55 hybrids carrying equivalent INF55 inhibitor structures synthesised. Multiple assays comparing the antibacterial effects of the hybrids and their corresponding berberine-INF55 analogue combinations showed that the three hybrids all show very similar activities, leading us to conclude that the antibacterial mechanism(s) of berberine-INF55 hybrids is different from berberine-INF55 combinations.