499-05-8

Usage

Chemical Description

Comanic acid is a chemical compound with the formula C9H10O5.

Uses

Used in Pharmaceutical Applications:
COMANIC ACID is used as a therapeutic agent for treating skin leishmaniosis and trypanosomiasis in mice. Its curative effects demonstrate its potential in combating these diseases and may lead to further research and development for human applications.

InChI:InChI=1/C6H4O4/c7-4-1-2-10-5(3-4)6(8)9/h1-3H,(H,8,9)

Upstream product

• 1551-45-7 ethyl 4-oxo-4H-2-pyran-carboxylate 
• 99-32-1 chelidonic acid 
• 6556-12-3 D-glucuronic acid 
• 108-24-7 acetic anhydride 
• 95722-14-8 1,2,3-tri-O-acetyl-4-deoxy-β-L-threo-4-hexenopyranuronic acid 
• 62133-77-1 1,2,3,4-tetra-O-acetyl-β-D-glucopyranuronic acid 
• 83023-73-8 (2S,3S,4S,5R,6R)-3,4,5,6-tetraacetoxytetrahydro-2H-pyran-2-carboxylic acid 
• 685-73-4 D-galacturonic acid 
• 1246616-74-9 diethyl 4-oxo-4H-pyran-2,5-dicarboxylate 
• 95722-13-7 1,2,3,4-tetra-O-acetyl-α-D-galactopyranosiduronic acid 

Downstream Products

• 108-97-4 4-pyrone 
• 64-18-6 formic acid 
• 144-62-7 oxalic acid 
• 67-64-1 acetone 
• 1240489-64-8 3-(1-phenyl-1H-pyrazol-5-yl)-1H-indole-2-carboxylic acid 
• 1240489-63-7 3-(1-phenyl-1H-pyrazol-3-yl)-1H-indole-2-carboxylic acid 
• 1240489-66-0 2-(phenylhydrazono)-3-(1-phenyl-1H-pyrazol-5-yl)propionic acid 
• 1357289-17-8 C₁₉H₁₉BrN₂O₄ 
• 693245-83-9 methyl 4-oxotetrahydro-2H-pyran-2-carboxylate 

Relevant academic research and scientific papers

An improved synthesis and some reactions of diethyl 4-oxo-4H-pyran-2,5- dicarboxylate

The reaction of ethyl 2-(dimethylamino)methylene-3-oxobutanoate with diethyl oxalate in the presence of sodium hydride in THF gave diethyl 4-oxo-4H-pyran-2,5-dicarboxylate, from which 4-oxo-4H-pyran-2,5-dicarboxylic and 4-oxo-1-phenyl-1,4-dihydropyridine-

ANOMER-SPECIFICITY IN THE DEGRADATION REACTION OF D-GLUCOPYRANURONIC ACID TETRAACETATE LEADING TO COMANIC ACID IN THE ACETIC ANHYDRIDE-BASE SYSTEM

Degradation reaction of 1,2,3,4-tetra-O-acetyl-D-glucopyranuronic acid(2) was investigated in acetic anhydride-base system.And it was made clear that the second β-elimination in the degradation reaction of 2 to comanic acid(4) occured advantageously in β-anomer of 2 to afford 4 selectively under milder condition.

DEGRADATION REACTION OF α-D-GALACTOPYRANURONIC ACID IN ACETIC ANHYDRIDE-BASE SYSTEM

α-D-Galactopyranuronic acid was converted to 1,2,3-tri-O-acetyl-4-deoxy-β-L-threo-4-hexenopyranuronic acid (3) and 3-acetoxy-6-(diacetoxymethyl)-2H-pyran-2-one respectively by treatment with acetic anhydride-4-(dimethylamino)pyridine or acetic anhydride-acetic acid-pyridine.Further degradation of 3 in acetic anhydride-triethylamine gave comanic acid.