19037-68-4

Basic information

• Product Name: 7-HYDROXY-4-METHYL-6-NITROCOUMARIN
• Synonyms: AURORA 11992;7-HYDROXY-4-METHYL-6-NITROCOUMARIN;7-Hydroxy-4-methyl-6-nitro-chromen-2-one
• CAS NO: 19037-68-4
• Molecular Formula: C10H7NO5
• Molecular Weight: 221.17
• Mol File: 19037-68-4.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 411.8°Cat760mmHg
• Flash Point: 202.9°C
• Appearance: /
• Density: 1.521g/cm³
• Vapor Pressure: 2.28E-07mmHg at 25°C
• Refractive Index: 1.648
• CAS DataBase Reference: 7-HYDROXY-4-METHYL-6-NITROCOUMARIN(CAS DataBase Reference)
• NIST Chemistry Reference: 7-HYDROXY-4-METHYL-6-NITROCOUMARIN(19037-68-4)
• EPA Substance Registry System: 7-HYDROXY-4-METHYL-6-NITROCOUMARIN(19037-68-4)

Safety Data

• Hazardous Substances Data: 19037-68-4(Hazardous Substances Data)

Usage

General Description

7-HYDROXY-4-METHYL-6-NITROCOUMARIN is a chemical compound that belongs to the coumarin family and is commonly used in medicinal and biochemical applications. It is a derivative of coumarin that contains a hydroxy group at the 7th carbon, a methyl group at the 4th carbon, and a nitro group at the 6th carbon of the coumarin ring. 7-HYDROXY-4-METHYL-6-NITROCOUMARIN is known for its fluorescent properties and is often used as a fluorescent probe in various biological studies and assays. Additionally, 7-HYDROXY-4-METHYL-6-NITROCOUMARIN has been investigated for its potential therapeutic properties, including its anti-inflammatory and anti-cancer effects, making it an important compound in the field of pharmacology and drug research.

InChI:InChI=1/C10H7NO5/c1-5-2-10(13)16-9-4-8(12)7(11(14)15)3-6(5)9/h2-4,12H,1H3

Upstream product

• 90-33-5 7-hydroxy-4-methyl-chromen-2-one 
• 7664-93-9 sulfuric acid 
• 7697-37-2 nitric acid 
• 108-46-3 recorcinol 
• 3163-07-3 4-nitroresorcinol 
• 141-97-9 ethyl acetoacetate 

Downstream Products

• 68047-36-9 6-amino-7-hydroxy-4-methyl-2H-chromen-2-one 
• 24618-19-7 8-amino-4-methylumbelliferone 

Relevant articles and documents

SYNTHESIS OF o-ACYLAMINO-4-METHYL-7-HYDROXYCOUMARINS (4-METHYLUMBELLIFERONES)

Some acylated o-amino-7-hydroxycoumarins have been obtained which may be used as intermediates in the preparation of fluorogenic substrates for certain enzymes.

Anti-inflammatory screening and molecular modeling of some novel coumarin derivatives

Coumarin and their derivatives have drawn much attention in the pharmacological and pharmaceutical fields due to their broad range and diverse biological activities. In the present work, starting from the 6-amino-7-hydroxy-4-methyl-2H-chromen-2-one, a series of 6-(substituted benzylamino)-7-hydroxy-4-methyl-2H-chromen-2-ones 1-11 was synthesized and assessed for their anti-inflammatory activity using the carrageenan-induced hind paw edema method. Compounds 2, 3, 4 and 9 showed significant (p 0.001) reduction of rat paw edema volume after 1 h from the administration of the carrageenan compared to the reference drug, indomethacin. On the other hand, compounds 4 and 8 showed the highest anti-inflammatory activity, surpassing indomethacin after 3 h with 44.05% and 38.10% inhibition, respectively. Additionally, a molecular docking study was performed against the COX enzyme using the MOE 10.2010 software.

Regioselective mononitration of coumarins using chromium nitrate as nitrating agent

A very efficient and simple method is presented for the regio-selective mononitration of coumarins, using chromium nitrate in acetic anhydride, in high yields at room temperature.

Light-Controlled Tyrosine Nitration of Proteins

Tyrosine nitration of proteins is one of the most important oxidative post-translational modifications in vivo. A major obstacle for its biochemical and physiological studies is the lack of efficient and chemoselective protein tyrosine nitration reagents. Herein, we report a generalizable strategy for light-controlled protein tyrosine nitration by employing biocompatible dinitroimidazole reagents. Upon 390 nm irradiation, dinitroimidazoles efficiently convert tyrosine residues into 3-nitrotyrosine residues in peptides and proteins with fast kinetics and high chemoselectivity under neutral aqueous buffer conditions. The incorporation of 3-nitrotyrosine residues enhances the thermostability of lasso peptide natural products and endows murine tumor necrosis factor-α with strong immunogenicity to break self-tolerance. The light-controlled time resolution of this method allows the investigation of the impact of tyrosine nitration on the self-assembly behavior of α-synuclein.

Synthesis of Fused Oxazolocoumarins from o-Hydroxynitrocoumarins and Benzyl Alcohol Under Gold Nanoparticles or FeCl3 Catalysis

Synthesis of fused oxazolocoumarins has been achieved from the one-pot tandem reactions of o-hydroxynitrocoumarins with benzyl alcohol in toluene under catalysis in a sealed tube at 150°C. The catalysis was performed by gold nanoparticles supported on TiO