319-69-7

Basic information

• Product Name: (5-fluoro-1H-indol-3-yl)acetic acid ethyl ester
• Synonyms: (5-fluoro-1H-indol-3-yl)acetic acid ethyl ester;1H-Indole-3-acetic acid, 5-fluoro-, ethyl ester
• CAS NO: 319-69-7
• Molecular Formula: C₁₂H₁₂FNO₂
• Molecular Weight: 221
• Mol File: 319-69-7.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (5-fluoro-1H-indol-3-yl)acetic acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (5-fluoro-1H-indol-3-yl)acetic acid ethyl ester(319-69-7)
• EPA Substance Registry System: (5-fluoro-1H-indol-3-yl)acetic acid ethyl ester(319-69-7)

Safety Data

• Hazardous Substances Data: 319-69-7(Hazardous Substances Data)

Usage

Description

(5-fluoro-1H-indol-3-yl)acetic acid ethyl ester is an ester derivative of the organic compound 5-fluoro-1H-indol-3-yl)acetic acid, which is derived from the indole structure. This chemical compound holds potential in the field of medicinal chemistry, particularly for the development of new pharmaceuticals. Its structural features may endow it with valuable biological activities, such as anti-cancer, anti-inflammatory, or anti-microbial properties. Furthermore, the ethyl ester form of the compound could offer enhanced solubility and bioavailability compared to the parent acid, making it a more promising candidate for drug development.

Uses

Used in Pharmaceutical Industry:
(5-fluoro-1H-indol-3-yl)acetic acid ethyl ester is used as a lead compound for the development of new pharmaceuticals due to its potential biological activities and improved solubility and bioavailability.
Used in Medicinal Chemistry Research:
(5-fluoro-1H-indol-3-yl)acetic acid ethyl ester is used as a research compound for exploring its anti-cancer, anti-inflammatory, and anti-microbial properties, which could contribute to the advancement of drug discovery and development.
Used in Drug Delivery Systems:
(5-fluoro-1H-indol-3-yl)acetic acid ethyl ester may be utilized in the design of drug delivery systems to enhance the efficacy and bioavailability of pharmaceuticals, particularly in the context of targeted therapies and personalized medicine.
Used in Chemical Industry:
(5-fluoro-1H-indol-3-yl)acetic acid ethyl ester is used as a chemical intermediate for the synthesis of various compounds with potential applications in different sectors, including pharmaceuticals, agrochemicals, and materials science.

Upstream product

• 399-52-0 5-fluoro-1H-indole 
• 105-36-2 ethyl bromoacetate 
• 847-07-4 ethyl 2-(ethoxycarbonyl)-5-fluoro-1H-indole-3-acetate 
• 132623-10-0 2-carboxy-5-fluoro-1H-indole-3-acetic acid 
• 371-40-4 4-fluoroaniline 
• 2960-66-9 4-oxo-but-2-enoic acid ethyl ester 
• 823-85-8 4-fluorophenyhydrazine hydrochloride 
• 623-73-4 diazoacetic acid ethyl ester 

Downstream Products

• 221188-42-7 ethyl <1-(4-fluorophenyl)-5-fluoroindol-3-yl>acetate 
• 221188-43-8 (1-benzyl-5-fluoro-1H-indol-3-yl)-acetic acid ethyl ester 
• 443-73-2 (5-fluoroindol-3-yl)acetic acid 

Relevant articles and documents

Fe-catalyzed Fukuyama-type indole synthesis triggered by hydrogen atom transfer

Fe, Co, and Mn hydride-initiated radical olefin additions have enjoyed great success in modern synthesis, yet the extension of other hydrogen radicalophiles instead of olefins remains largely elusive. Herein, we report an efficient Fe-catalyzed intramolec

A Cooperative Hydrogen Bond Donor–Br?nsted Acid System for the Enantioselective Synthesis of Tetrahydropyrans

Carbocations stabilized by adjacent oxygen atoms are useful reactive intermediates involved in fundamental chemical transformations. These oxocarbenium ions typically lack sufficient electron density to engage established chiral Br?nsted or Lewis acid catalysts, presenting a major challenge to their widespread application in asymmetric catalysis. Leading methods for selectivity operate primarily through electrostatic pairing between the oxocarbenium ion and a chiral counterion. A general approach to new enantioselective transformations of oxocarbenium ions requires novel strategies that address the weak binding capabilities of these intermediates. We demonstrate herein a novel cooperative catalysis system for selective reactions with oxocarbenium ions. This new strategy has been applied to a highly selective and rapid oxa-Pictet–Spengler reaction and highlights a powerful combination of an achiral hydrogen bond donor with a chiral Br?nsted acid.

Tert-Butyl Iodide Mediated Reductive Fischer Indolization of Conjugated Hydrazones

A novel reductive Fischer indolization of readily available N-aryl conjugated hydrazones with tert-butyl iodide has been developed. In this reaction, tert-butyl iodide is used as anhydrous HI source, and the generated HI acts as a Br?nsted acid and a reducing agent. This operationally simple method allows access to various indole derivatives. Furthermore, the procedure can be applied to the synthesis of biologically active compounds.