15851-63-5

Basic information

• Product Name: 8-hydroxy-7-nitroquinoline-5-sulfonic acid
• CAS NO: 15851-63-5
• Molecular Formula: C₉H₆N₂O₆S
• Molecular Weight: 270.2187
• Mol File: 15851-63-5.mol
• Article Data: 5

Chemical Properties

• Density: 1.803g/cm³
• Refractive Index: 1.733
• CAS DataBase Reference: 8-hydroxy-7-nitroquinoline-5-sulfonic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 8-hydroxy-7-nitroquinoline-5-sulfonic acid(15851-63-5)
• EPA Substance Registry System: 8-hydroxy-7-nitroquinoline-5-sulfonic acid(15851-63-5)

Safety Data

• Hazardous Substances Data: 15851-63-5(Hazardous Substances Data)

Usage

General Description

8-hydroxy-7-nitroquinoline-5-sulfonic acid, also known as 8-hydroxyquinoline-7-sulfonic acid, is a chemical compound with the molecular formula C9H6N2O6S. It is a bright yellow solid that is commonly used as a pH indicator, and its sulfonic acid group allows it to be highly water-soluble. 8-hydroxy-7-nitroquinoline-5-sulfonic acid is also used in the manufacture of dyes, drugs, and insecticides, and it has been studied for its potential anticancer and antimicrobial properties. Additionally, it is often employed in various analytical and biochemical applications due to its ability to chelate metal ions such as zinc, copper, and mercury.

Upstream product

• 84-88-8 8-quinolinol-5-sulfonic acid 
• 5263-74-1 7-Nitroso-8-hydroxyquinoline-5-sulphonic acid 
• 148-24-3 8-quinolinol 

Downstream Products

• 15851-62-4 7-Amino-8-hydroxy-chinolin-5-sulfonsaeure 
• 1084-32-8 5,7-dinitro-quinolin-8-ol 

Relevant articles and documents

8-hydroxy-7-nitroquinoline-5-sulfonic acid monohydrate

The title compound, C9H6N2O6S.H2O, is zwitterionic (i.e. 8-hydroxy-7-nitroquinolinium-5-sulfonate monohydrate) with a deprotonated sulfonic group and a protonated quinoline N atom which interacts with the hydroxy O atom. The H atom of the hydroxy group is distal to the N atom and is involved in an interaction with an O atom of the nitro group, which is oriented at 32.2(1)° with respect to the quinoline ring system.

Investigating the activity spectrum for Ring-Substituted 8-Hydroxyquinolines

In this study, a series of fourteen ring-substituted 8-hydroxyquinoline derivatives were prepared. The synthesis procedures are presented. The compounds were analyzed using RP-HPLC to determine lipophilicity. They were tested for their activity related to inhibition of photosynthetic electron transport (PET) in spinach (Spinacia oleracea L.) chloroplasts. Primary in vitro screening of the synthesized compounds was also performed against four mycobacterial strains and against eight fungal strains. Several compounds showed biological activity comparable with or higher than the standards isoniazid or fluconazole. For all the compounds, the relationships between the lipophilicity and the chemical structure of the studied compounds are discussed.

Protonation of Oxines: Failure of Taft Equation

Protonation of 8-hydroxyquinoline-5-sulfonic acid and it's 7-bromo, 7-iodo, 7-nitro and 7-nitroso derivatives have been studied by spectrophotometry and potentiometry.Attempts to apply the Taft equation for linear free energy correlations between protonation constants and Taft substituent constants for ortho substituents were unsuccessful.Better correlation was obtained with the Hammett substituent constants.