104293-76-7

Basic information

• Product Name: Ethyl 8-hydroxyquinoline-5-carboxylate
• Synonyms: Ethyl 8-hydroxyquinoline-5-carboxylate;Ethyl 8-hydroxy-5-quinolinecarboxylate;5-Quinolinecarboxylic acid, 8-hydroxy-, ethyl ester
• CAS NO: 104293-76-7
• Molecular Formula: C₁₂H₁₁NO₃
• Molecular Weight: 217.22064
• Mol File: 104293-76-7.mol

Chemical Properties

• Boiling Point: 399.4±22.0 °C(Predicted)
• Appearance: /
• Density: 1.280±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 3.84±0.10(Predicted)
• CAS DataBase Reference: Ethyl 8-hydroxyquinoline-5-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 8-hydroxyquinoline-5-carboxylate(104293-76-7)
• EPA Substance Registry System: Ethyl 8-hydroxyquinoline-5-carboxylate(104293-76-7)

Safety Data

• Hazardous Substances Data: 104293-76-7(Hazardous Substances Data)

Usage

Uses

Used in Analytical Chemistry:
Ethyl 8-hydroxyquinoline-5-carboxylate is used as a reagent in analytical chemistry for its capacity to form stable complexes with metal ions, which aids in the detection and quantification of these ions in various samples.
Used in Pharmaceutical Synthesis:
In the pharmaceutical industry, Ethyl 8-hydroxyquinoline-5-carboxylate is utilized as a building block in the synthesis of various pharmaceuticals and organic compounds, contributing to the development of new drugs and therapeutic agents.
Used as a Chelating Agent:
Ethyl 8-hydroxyquinoline-5-carboxylate is used as a chelating agent for its ability to bind with metal ions, which is particularly useful in applications requiring the removal or stabilization of metal ions in chemical processes or industrial settings.
Used as a Metal Ion Indicator:
Ethyl 8-hydroxyquinoline-5-carboxylate is employed as a metal ion indicator due to its property of forming colored complexes with certain metal ions, which can be visually observed and used to determine the presence and concentration of these ions in a solution.

Upstream product

• 1571-72-8 3-amino-4-hydroxybenzoic acid 
• 5852-78-8 8-hydroxy-quinoline-5-carboxylic acid 
• 64-17-5 ethanol 

Downstream Products

• 84165-42-4 8-(benzyloxy)quinoline 

Relevant articles and documents

A cell-permeable ester derivative of the JmjC histone demethylase inhibitor IOX1

The 2-oxoglutarate (2OG)-dependent Jumonjia C domain (JmjC) family is the largest family of histone lysine demethylases. There is interest in developing small-molecule probes that modulate JmjC activity to investigate their biological roles. 5-Carboxy-8-hydroxyquinoline (IOX1) is the most potent broad-spectrum inhibitor of 2OG oxygenases, including the JmjC demethylases, reported to date; however, it suffers from low cell permeability. Here, we describe structure-activity relationship studies leading to the discovery of an n-octyl ester form of IOX1 with improved cellular potency (EC50 value of 100 to 4a μM). These findings are supported by in vitro inhibition and selectivity studies, docking studies, activity versus toxicity analysis in cell cultures, and intracellular uptake measurements. The n-octyl ester was found to have improved cell permeability; it was found to inhibit some JmjC demethylases in its intact ester form and to be more selective than IOX1. The n-octyl ester of IOX1 should find utility as a starting point for the development of JmjC inhibitors and as a use as a cell-permeable tool compound for studies investigating the roles of 2OG oxygenases in epigenetic regulation.