138-60-3

Basic information

• Product Name: Chelidamic acid
• Synonyms: 4-HYDROXY-2,6-PYRIDINEDICARBOXYLIC ACID;4-HYDROXYPYRIDINE-2,6-DICARBOXYLIC ACID;4-PYRIDONE-2,6-DICARBOXYLIC ACID;AKOS 90653;1,4-DIHYDRO-4-OXO-2,6-PYRIDINEDICARBOXYLIC ACID;CHELIDAMIC ACID;CHELIDAMIC ACID HYDRATE;1,4-Dihydro-4-oxo-2,6-pyridinedicarboxylic acid hydrate
• CAS NO: 138-60-3
• Molecular Formula: C₇H₅NO₅
• Molecular Weight: 183.12
• EINECS: 205-335-8
• Product Categories: Miscellaneous;Pyridines;Heterocycle-Pyridine series
• Mol File: 138-60-3.mol
• Article Data: 5

Chemical Properties

• Melting Point: 267 °C (dec.)(lit.)
• Boiling Point: 428.3 °C at 760 mmHg
• Flash Point: 212.8 °C
• Appearance: brown/
• Density: 1.726 g/cm³
• Vapor Pressure: 1.56E-08mmHg at 25°C
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 0.12±0.40(Predicted)
• BRN: 476229
• CAS DataBase Reference: Chelidamic acid(CAS DataBase Reference)
• NIST Chemistry Reference: Chelidamic acid(138-60-3)
• EPA Substance Registry System: Chelidamic acid(138-60-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 138-60-3(Hazardous Substances Data)

Usage

Chemical Properties

Light yellow powder

Uses

Chelidamic acid hydrate has been used in eluent solution as a complexing additive in high-performance chelation ion chromatography (HPCIC) for speciation of iron. It has also been used as an organic ligand for the polyoxometalate (POM)-based lanthanoid hybrid compounds.

Biochem/physiol Actions

Among the most potent of the tested "conformationally restricted glutamate analogs" as an inhibitor of glutamate decarboxylase.

InChI:InChI=1/C7H5NO5/c9-3-1-4(6(10)11)8-5(2-3)7(12)13/h1-2H,(H,8,9)(H,10,11)(H,12,13)/p-2

Upstream product

• 99-32-1 chelidonic acid 

Downstream Products

• 19872-91-4 dimethyl 4-hydroxypyridine-2,6-dicarboxylate 
• 17792-32-4 2,6-Dicarbamoyl-4-phenoxypyridin 
• 775548-70-4 4-Benzoyloxy-2,6-Pyridinedicarboxylic Acid 
• 1262239-72-4 4-bromopyridine-2,6-dicarboxylic acid bis[((S)-2-hydroxy-1-phenylethyl)amide] 
• 1190936-03-8 4-bromo-2,6-bis[(S)-4-phenyloxazolin-2-yl]pyridine 
• 162102-79-6 dimethyl 4-bromo-2,6-pyridinedicarboxylate 
• 19872-93-6 dimethyl 4-methoxypyridine-2,6-dicarboxylate 
• 20443-03-2 4-oxo-1,4-dihydro-pyridine-2,6-dicarboxylic acid dimethyl ester 
• 73353-47-6 C₂₁H₃₀ClNO₁₀*C₇H₉N*ClHO₄ 
• 73366-89-9 C₂₀H₂₉NO₁₀*C₇H₉N*ClHO₄ 
• 73353-51-2 C₁₅H₁₈ClNO₇*C₈H₁₁N*ClHO₄ 
• 73353-50-1 C₁₆H₂₁NO₈*C₈H₁₁N*ClHO₄ 
• 71124-59-9 C₁₅H₁₈ClNO₇*C₇H₉N*ClHO₄ 
• 71124-61-3 C₁₆H₂₁NO₈*C₇H₉N*CHNS 

Related news

Syntheses, crystal structures, and magnetic and luminescent properties of a series of lanthanide coordination polymers with Chelidamic acid (cas 138-60-3) ligand09/30/2019

A series of lanthanide(III) complexes with chelidamic acid ligand, [Ln(C 7 H 2 NO 5 )·3H 2 O] n ·nH 2 O (Ln=La (1), Y (2), Sm (3), and Nd (4)), [Gd 2 (C 7 H 2 NO 5 ) 3 ·4H 2 O] n ·2nH ...detailed

Synthesis, characterization, spectroscopic, crystal structures and solution studies of two coordination compounds of zinc(II) and iron(III) based on Chelidamic acid (cas 138-60-3) and acridine09/29/2019

Two new proton transfer compounds, (acrH) 2 [Zn(hypydc) 2 ]·10H 2 O 1 and (acrH)[Fe(hypydc) 2 ]·4.5H 2 O 2 [where hypydcH 2 =4-hydroxypyridine-2,6-dicarboxylic acid (chelidamic acid) and acr=acridine] have been synthesized and characterized by el...detailed

Relevant articles and documents

Separation of Am (III) by solvent extraction using water-soluble H4tpaen derivatives

The water-soluble ligand N,N,N′,N′-tetrakis[(6-carboxypyridin-2-yl)methyl]ethylenediamine (H4tpaen) and its derivatives were synthesized and evaluated for Am/Cm separation by solvent extraction. In this context, different ligands were studied for their possible use as selective back-extraction agents of actinides, especially americium, from an organic TPH phase. The solvent consisted of different extractants mixtures (DMDOHEMA/HDEHP or TODGA/TBP systems) and was preliminarily loaded with trivalent lanthanide and actinide cations. The aim of these new water-soluble agents was to strip americium or curium in an aqueous acidic phase in order to perform their mutual separation while maintaining other cations in the organic phase. A specific ligand bearing n-alkoxy groups connected to the pyridyl rings of H4tpaen showed water solubility slightly enhanced associated with efficient back-extraction properties with the possibility to perform simultaneously inter-group separation of Am (III) from Eu (III), and intra-group separation of Am(III) from Cm(III).

The Synthesis of Group 10 and 11 Metal Complexes of 3,6,9-Trithia-1-(2,6)-pyridinacyclodecaphane and Their Use in A3-Coupling Reactions

The reaction between 3,6,9-trithia-1(2,6)-pyridinacyclodecaphane and representative group 10 and 11 metal salts [Cu(NO3)2, NiCl2 or Ag(CF3CO2)] afforded 1:1 complexes, which in the case of CuII and AgI were characterised by single-crystal X-ray crystallography. The catalytic activity of these complexes in A3-coupling reactions between aldehydes, terminal alkynes and amines was assessed in both protic (water) and aprotic (toluene) media. These A3-reactions prove to be more efficient, proceed with lower catalyst loadings and with faster reaction rates, when conducted in a focused microwave reactor as compared to the same reactions promoted by standard, thermal, modes of activation.

The Reactions of Arylamines with Chelidonic Acid

Depending on the conditions, and the basicity of the amine, arylamines react with chelidonic acid to yield five different types of product: salts, N-arylchelidamic acids, N-aryl-4-pyridone-2-carboxylic acids, N-aryl-4-pyridones, or chelidamic acid itself.