79473-05-5

Basic information

• Product Name: 2-(5-nitro-1 H-indol-3-yl)acetic acid
• CAS NO: 79473-05-5
• Molecular Weight: 220.185
• Mol File: 79473-05-5.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 510.0±35.0 °C(Predicted)
• Density: 1.559±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 2-(5-nitro-1 H-indol-3-yl)acetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(5-nitro-1 H-indol-3-yl)acetic acid(79473-05-5)
• EPA Substance Registry System: 2-(5-nitro-1 H-indol-3-yl)acetic acid(79473-05-5)

Safety Data

• Hazardous Substances Data: 79473-05-5(Hazardous Substances Data)

Usage

General Description

2-(5-nitro-1 H-indol-3-yl)acetic acid, also known as 5-Nitroindole-3-acetic acid, is a chemical compound with potential medicinal and pharmaceutical applications. It is a derivative of indole-3-acetic acid, a plant hormone and growth regulator. The addition of a nitro group to the indole ring may alter its biological properties, potentially impacting its interactions with receptors and enzymes in the body. 2-(5-nitro-1 H-indol-3-yl)acetic acid may be used in the development of drugs for various purposes, such as anti-cancer, anti-inflammatory, or antimicrobial agents. Further research is needed to fully understand the potential benefits and risks of 2-(5-nitro-1 H-indol-3-yl)acetic acid for medical and scientific use.

Upstream product

• 6952-13-2 <5-Nitro-indolyl-(3)>-acetonitril 
• 99056-52-7 4-(4-nitro-phenylhydrazono)-butyric acid 
• 87-51-4 indole-3-acetic acid 
• 6953-39-5 (5-nitro-indol-3-yl)glyoxylyl acid 
• 6146-52-7 5-nitroindole 
• 6970-51-0 ethyl (5-nitro-1-H-3-indolyl)acetate 
• 76599-76-3 trimethyl-(5-nitro-indol-3-ylmethyl)-ammonium; iodide 

Downstream Products

• 1383933-29-6 N-benzyl-2-(1-methyl-5-nitro-1H-indol-3-yl)acetamide 
• 1383933-27-4 C₁₇H₁₅N₃O₃ 
• 6970-51-0 ethyl (5-nitro-1-H-3-indolyl)acetate 

Relevant articles and documents

Trichloroisocyanuric acid (TCCA) and carboxamide interactions in TCCA/NaNO2 triggered nitration of pyrrole and indole in aqueous aprotic media: A kinetic correlation of solvent properties with reactivity

This study deals with the trichloroisocyanuric acid (TCCA) interactions with carboxamides like formamide (FMA), N,N′-dimethyl formamide (DMF), and N,N′-dimethyl acetamide (DMA) interactions during the nitration of heterocyclic compounds (HC) like pyrrole and indole in the presence of excess of [NaNO2] over the concentrations of all other reactants. All the reactions were performed in aqueous acetonitrile media containing carboxamide under acid-free conditions. Kinetics of the reactions revealed first order in [nitrating agent] and [HC] under otherwise similar conditions. To gain an insight into the reactive species and role of added carboxamide (FAA, DMF, DMA, etc.), the observed rates of the nitration reaction (log k) were analyzed as a function of (1/D), ([D ? 1]/[2D + 1]), mole fraction (nx), and volume (%) of carboxamide, 1/viscosity, density refractive index function), and Hildebrand solubility parameter plots. Linear regression analysis gave very good correlation coefficients (R2 values), which indicate the importance of several solvent properties in addition to the role of dielectric constant (D) of the reaction media. Multiple linear solvent energy relationships suggested by Abraham, Koppel, Palm, and Taft also afforded very good correlation coefficient (R2 values), showing the importance of cumulative effect of solvent properties. Besides these features, the negative entropies of activation (?S#) suggest greater solvation in the transition state. Isokinetic temperature (β) values for different protocols were very close to the experimental temperature range (303-323 K), indicating the importance of both enthalpy and entropy factors in controlling the reaction.

Enantioselective copper-catalyzed construction of aryl pyrroloindolines via an arylation-cyclization cascade

An enantioselective arylation-cyclization cascade has been accomplished using a combination of diaryliodonium salts and asymmetric copper catalysis. These mild catalytic conditions provide a new strategy for the enantioselective construction of pyrroloindolines, an important alkaloid structural motif that is commonly found among biologically active natural products.