1821-20-1

Basic information

• Product Name: 4-Hydroxy-2-oxo-2H-1-benzopyran-3-carboxylic acid ethyl ester
• Synonyms: 4-Hydroxy-2-oxo-2H-1-benzopyran-3-carboxylic acid ethyl ester;4-Hydroxy-2-oxo-2H-chromene-3-carboxylic acid ethyl ester
• CAS NO: 1821-20-1
• Molecular Formula: C₁₂H₁₀O₅
• Molecular Weight: 234.2
• Mol File: 1821-20-1.mol
• Article Data: 7

Chemical Properties

• Melting Point: 139-140 °C
• Boiling Point: 370.9°C at 760 mmHg
• Flash Point: 144.2°C
• Appearance: /
• Density: 1.41g/cm³
• Vapor Pressure: 3.71E-06mmHg at 25°C
• Refractive Index: 1.603
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 4.50±1.00(Predicted)
• CAS DataBase Reference: 4-Hydroxy-2-oxo-2H-1-benzopyran-3-carboxylic acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Hydroxy-2-oxo-2H-1-benzopyran-3-carboxylic acid ethyl ester(1821-20-1)
• EPA Substance Registry System: 4-Hydroxy-2-oxo-2H-1-benzopyran-3-carboxylic acid ethyl ester(1821-20-1)

Safety Data

• Hazardous Substances Data: 1821-20-1(Hazardous Substances Data)

Usage

General Description

4-Hydroxy-2-oxo-2H-1-benzopyran-3-carboxylic acid ethyl ester, also known as ethyl 3-oxo-4-hydroxy-2H-chromene-2-carboxylate, is a chemical compound with potential antioxidant and anti-inflammatory properties. It is commonly used in the synthesis of pharmaceutical and medicinal products, as well as in the food and fragrance industries. 4-Hydroxy-2-oxo-2H-1-benzopyran-3-carboxylic acid ethyl ester has been studied for its potential therapeutic effects in the treatment of various diseases, such as cancer, cardiovascular disorders, and neurodegenerative conditions. Its antioxidant properties make it a promising candidate for the development of new drugs and treatments aimed at reducing oxidative stress and inflammation in the body.

InChI:InChI=1/C12H10O5/c1-2-16-11(14)9-10(13)7-5-3-4-6-8(7)17-12(9)15/h3-6,14H,2H2,1H3/b11-9+

Upstream product

• 5256-74-6 1,3-diethyl 2-diazopropanedioate 
• 90-02-8 salicylaldehyde 
• 50-78-2 aspirin 
• 84388-73-8 acetylsalicylic acid N-hydroxysuccinimide ester 
• 19725-33-8 diethyl 2-(2-acetoxy)benzoylmalonate 
• 770719-70-5 ethyl [(2-acetoxyphenyl)hydroxymethylidene]ethoxycarbonylacetate 
• 105-53-3 diethyl malonate 
• 5538-51-2 O-acetylsalicyloyl chloride 

Downstream Products

• 213181-26-1 4-chloro-2-oxo-2H-chromene-3-carboxylic acid ethyl ester 
• 1415676-92-4 ethyl 4-(benzyl(2-(cyclohexylamino)-2-oxo-1-phenylethyl)amino)-2-oxo-2H-chromene-3-carboxylate 
• 1076-38-6 4-hydroxy[1]benzopyran-2-one 
• 38080-86-3 4-hydroxy-3-(1-(4-methoxyphenyl)-3-oxobutyl)-2H-chromen-2-one 
• 113950-47-3 warfarin 

Relevant articles and documents

A Rh(iii)-catalyzed cascade C-H functionalization/cyclization reaction of salicylaldehydes with diazomalonates for the synthesis of 4-hydroxycoumarin derivatives

A cascade C-H functionalization/cyclization reaction of salicylaldehydes with α-diazomalonates has been developed for the synthesis of 4-hydroxycoumarin derivatives under the catalysis of rhodium(iii) and in the presence of acetic acid. A plausible mechanism involving aldehydic C(sp2)-H activation by rhodium(iii) and rhodium(iii) catalyzed carbene insertion is also proposed.

Synthesis and evaluation of the antioxidant and anti-inflammatory activity of novel coumarin-3-aminoamides and their alpha-lipoic acid adducts

In the present work a series of novel coumarin-3-carboxamides and their hybrids with the alpha-lipoic acid were designed, synthesized and tested as potent antioxidant and anti-inflammatory agents. The new compounds were evaluated for their antioxidant act

Ring Closure and Rearrangement Reactions of 4-Azido-2-oxoquinoline-3-carboxylates and 4-Azidocoumarin-3-carboxylates [1]

4-Azido-2-oxoquinoline-3-carboxylates and 4-azidocoumarin-3-carboxylates 6, which were obtained from the corresponding 4-hydroxy derivatives 1 via 4-tosylates 2 or 4-chloro compounds 4, cyclized upon thermolysis to 3-alkoxyisoxazolo[4,3-c]quinolin-4(5H)-ones or the corresponding coumarins 8, whereas at slightly higher temperatures a 3-O, 4-O-rearrangement took place to give the 4-alkoxy-isoxazolo[4,3-c]-quinolin-3-ones and the corresponding coumarins 9. The necessary reaction conditions could be obtained easily with the help of differential scanning calorimetry.