169674-02-6

Basic information

• Product Name: 4-Chloro-5-fluoroindole
• Synonyms: 4-chloro-5-fluoro-1H-indole;4-Chloro-5-fluoroindole;1H-Indole, 4-chloro-5-fluoro-
• CAS NO: 169674-02-6
• Molecular Formula: C8H5ClFN
• Molecular Weight: 169.58
• Mol File: 169674-02-6.mol

Chemical Properties

• Melting Point: 21-22 °C(Solv: hexane (110-54-3))
• Boiling Point: 300 ºC
• Flash Point: 135 ºC
• Appearance: /
• Density: 1.436
• Vapor Pressure: 0.002mmHg at 25°C
• Refractive Index: 1.657
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 15.26±0.30(Predicted)
• CAS DataBase Reference: 4-Chloro-5-fluoroindole(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Chloro-5-fluoroindole(169674-02-6)
• EPA Substance Registry System: 4-Chloro-5-fluoroindole(169674-02-6)

Safety Data

• Hazardous Substances Data: 169674-02-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4-Chloro-5-fluoroindole is utilized as a key intermediate in the synthesis of various pharmaceutical compounds. Its unique chemical properties allow for the creation of drugs with specific therapeutic effects, making it an essential component in drug development.
Used in Agrochemical Industry:
In the agrochemical sector, 4-Chloro-5-fluoroindole serves as a precursor for the production of agricultural chemicals. Its incorporation into these products enhances their efficacy in protecting crops and managing pests, thereby contributing to increased agricultural productivity.
Used in Research and Scientific Applications:
4-Chloro-5-fluoroindole is employed as a fluorescent probe for bioimaging. Its fluorescent properties enable the visualization and detection of specific biological molecules, which is crucial for advancing our understanding of biological processes and facilitating the development of new diagnostic and therapeutic methods.
Overall, 4-Chloro-5-fluoroindole's diverse applications underscore its importance as a versatile chemical compound with significant contributions to various fields.

InChI:InChI=1/C8H5ClFN/c9-8-5-3-4-11-7(5)2-1-6(8)10/h1-4,11H

Upstream product

• 908600-95-3 4-chloro-5-fluoro-1-(triisopropylsilyl)indole 
• 908600-86-2 5-fluoro-1-(triisopropylsilyl)-1H-indole 
• 908600-91-9 tert-butyl 2-[(E)-2-chloroethenyl]-4-fluorophenylcarbamate 
• 399-52-0 5-fluoro-1H-indole 
• 1073-06-9 3-fluorobromobenzene 
• 700-36-7 2-bromo-4-fluoronitrobenzene 
• 844891-31-2 tert-butyl N-(2-formyl-4-fluorophenyl)carbamate 
• 153500-78-8 ethyl 4-chloro-5-fluoro-1H-indole-2-carboxylate 
• 371-40-4 4-fluoroaniline 
• 60144-53-8 N-(tert-butoxycarbonyl)-4-fluoroaniline 
• 408355-23-7 7-bromo-5-fluoro-1H-indole 

Relevant articles and documents

QUINUCLIDINES FOR MODULATING ALPHA 7 ACTIVITY

Provided are substituted quinuclidine compounds, pharmaceutical compositions comprising such compounds, and methods of modulating α7 nicotinic acetylcholine receptors and treating neurological disorders using such compounds.

In search of simplicity and flexibility: A rational access to twelve fluoroindolecarboxylic acids

All twelve indolecarboxylic acids 1-12 carrying both a fluorine substituent and a carboxy group at the benzo ring have been prepared either directly from the corresponding fluoroindoles 13-16 or from the chlorinated derivatives 22, 23 and 25 by hydrogen/metal permutation ("metalation"), or from the bromo- or iodofluoroindoles 17-20 and 26, 27, 29 and 30 by halogen/metal permutation, the organometallic intermediate being each time trapped with carbon dioxide. In most, though not all cases, the nitrogen atom in the five-membered ring had to be protected by a trialkylsilyl group. Some of the bromo- or iodofluoroindoles (26 and 27) were successfully subjected to a basicity gradient-driven selective migration of the heavy halogen. An unexpected finding on the way to the target compounds were the rigorously site-selective metalation of the 5-fluoro-N-(trialkylsilyl)indole (14b; exclusive deprotonation of the 4-position). The fluoroindoles 13-16, although previously known, were accessed more conveniently from suitably substituted nitrobenzenes using the Bartoli or the Leimgruber-Batcho method. A new and very attractive indole synthesis was elaborated consisting of the ortho-lithiation of an N-acyl-protected aniline followed by ortho-formylation, Wittig chloromethylenation and base-catalyzed cyclization accompanied by dehydrochlorination. These five consecutive steps can be contracted to a convenient one-pot protocol. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.

Indole derivatives

The invention releates to indole derivatives of the formula STR1 wherein R 1 to R 4 are, independently, hydrogen, halogen, lower-alkyl, cycloalkyl or trifluoromethyl, R 5 and R 6 are, independently, hydrogen, halogen, lower-alkyl, cycloalkyl, trifluoromet