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

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

Uses

Used in Pharmaceutical Industry:
2-(5-nitro-1 H-indol-3-yl)acetic acid is used as a potential drug candidate for the development of various therapeutic agents. 2-(5-nitro-1 H-indol-3-yl)acetic acid's unique structure and properties may allow it to interact with biological targets in ways that could be harnessed for medical purposes.
Used in Cancer Research:
2-(5-nitro-1 H-indol-3-yl)acetic acid is used as a potential anti-cancer agent, with the aim of targeting and inhibiting the growth of cancer cells. Its chemical structure may enable it to interfere with cancer-related pathways, making it a candidate for further research into its potential as a cancer treatment.
Used in Inflammation Management:
2-(5-nitro-1 H-indol-3-yl)acetic acid is used as a potential anti-inflammatory agent, with the goal of reducing inflammation and associated symptoms. Its effects on inflammatory processes could be explored for the development of new treatments for conditions such as arthritis or autoimmune diseases.
Used in Antimicrobial Applications:
2-(5-nitro-1 H-indol-3-yl)acetic acid is used as a potential antimicrobial agent, with the potential to combat bacterial or fungal infections. Its chemical properties may allow it to disrupt microbial growth and survival, making it a candidate for further investigation into its potential as an antimicrobial treatment.
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

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

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.

A substituted indole -3 - acetic acid synthesis method (by machine translation)

The present invention provides a substituted indole - 3 - acetic acid synthesis method, comprises the following steps: (1) in order to replace the indole as the starting material, with the acylation reagent under the action of catalyst through the tutor - acylation to obtain the 1, 3 - diacetyl substituted indole; (2) intermediate 1, 3 - diacetyl substituted indole does not need refining, directly with the morpholine and sulfur by the Willgerodt - Kindler rearrangement reaction, the inorganic under the catalysis of alkali hydrolysis, acidified to obtain substituted indole - 3 - acetic acid. (by machine translation)

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.