6924-99-8

Basic information

• Product Name: quinoxaline-2,3-dicarboxylic acid
• Synonyms: Quinoxaline-2,3-dicarboxylic acid
• CAS NO: 6924-99-8
• Molecular Formula: C₁₀H₆N₂O₄
• Molecular Weight: 218.1656
• EINECS: 230-046-9
• Mol File: 6924-99-8.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 430.6°C at 760 mmHg
• Flash Point: 214.2°C
• Density: 1.615g/cm³
• Vapor Pressure: 3.51E-08mmHg at 25°C
• Refractive Index: 1.734
• CAS DataBase Reference: quinoxaline-2,3-dicarboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: quinoxaline-2,3-dicarboxylic acid(6924-99-8)
• EPA Substance Registry System: quinoxaline-2,3-dicarboxylic acid(6924-99-8)

Safety Data

• Hazardous Substances Data: 6924-99-8(Hazardous Substances Data)

Usage

General Description

Quinoxaline-2,3-dicarboxylic acid is a chemical compound with the molecular formula C9H6N2O4. It is a heterocyclic compound containing a quinoxaline ring and two carboxylic acid groups. quinoxaline-2,3-dicarboxylic acid is used in the synthesis of pharmaceuticals, dyes, and other organic compounds. It has been studied for its potential biological activities, including antioxidant and anticancer properties. Quinoxaline-2,3-dicarboxylic acid is also used in the development of coordination complexes and as a ligand in organometallic chemistry. It is synthesized through various methods, including oxidation of quinoxaline or via palladium-catalyzed coupling reactions.

Upstream product

• 87-69-4 L-Tartaric acid 
• 96331-69-0 cyclohepta[b]quinoxalin-8-one oxime 
• 95-54-5 1,2-diamino-benzene 
• 146651-75-4 tert–butyl (2–aminophenyl)carbamate 
• 54107-99-2 dimethyl quinoxaline-2,3-dicarboxylate 
• 866-17-1 disodium 2,2,3,3-tetrahydroxybutane-1,4-dioate 
• 76039-54-8 2-Methyl-pyrrolo[3,4-b]quinoxaline-1,3-dione 
• 545-26-6 gitoxigenin 
• 92-82-0 Phenazin 

Downstream Products

• 54107-99-2 dimethyl quinoxaline-2,3-dicarboxylate 
• 91-19-0 2,3-diethynylquinoxaline 
• 879-65-2 quinoxaline-2-carboxylic acid 
• 5660-33-3 quinoxaline-2,3-dicarboximide 
• 5660-34-4 quinoxaline-2,3-dicarboxylic acid anhydride 

Relevant articles and documents

Method for preparing nitrogen-containing six-membered ring dicarboxylic acid

The invention relates to compound preparation, particularly to a method for preparing nitrogen-containing six-membered ring dicarboxylic acid from a benzo nitrogen-containing six-membered ring compound. According to the method, a raw material compound and a sodium chlorate aqueous solution are catalyzed under an acidic condition to obtain nitrogen-containing six-membered ring dicarboxylic acid, wherein the raw material is a nitrogen-containing six-membered heterocyclic benzocyclic compound. According to the invention, the catalyst of the reaction system is low in toxicity and low in cost, no new impurity is generated in the post-treatment step, and large-scale production is facilitated.

Synthesis, and pharmacological screening of novel sulfamoylphenylcarbamoylquinoxaline derivatives as anti-inflammatory, analgesic and antitumour agents

Treatment of quinoxaline-2,3-dicarboxylic acid anhydride with some sulfonamides gave 3-sulfamoylphenylcarbamoylquinoxaline-2-carboxylic acid derivatives. While fusing the anhydride with the same sulfonamides produced the corresponding 3-sulfamoylphenylcarbamoylquinoxalines. On refluxing 3-sulfamoylphenylcarbamoyl derivatives with acetic anhydride gave the pyrrolo[3,4-d]quinoxaline derivatives. The imide linkage in the latter compound was opened via its reaction with amines under fusion conditions and quinoxalin-2,3-diamides were obtained. The pharmacological evaluation for some of the synthesised compounds revealed that in anti-inflammatory activity in chronic models, 3-{[4-(N-pyrimidin-2-ylsulfamoyl)phenyl]carbamoyl}quinoxaline-2- carboxylic acid was equipotent to the reference drug, indomethacin as well as having nonulcerogenic effect. All tested compounds showed moderate analgesic activity compared to the reference drug. The antitumour activity for the tested compounds showed that 3-{[4-(N-(5-methylisoxazol-3-yl)sulfamoyl)phenyl] carbamoyl}quinoxaline-2-carboxylic acid, 4-(1,3-dioxo-1H-pyrrolo[3,4-b] quinoxalin-2(3H)-yl)-N-(pyrimidin-2-yl)-benzenesulfonamide and N-carbamimidoyl-4-(1,3-dioxo-1H-pyrrolo[3,4-b]quinoxalin-2(3H)-yl) benzenesulfonamide were the most effective against the liver carcinoma cell line showing IC50 values 0.5, 0.79 and 1.84 IC50 μg mL-1, respectively.

Studies on phenazines. XV. The ring cleavage of phenazine. (1). 2, 3-Quinoxalinedicarboxylic acid.

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