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C8011

Chelidamic acid hydrate

Name: Chelidamic acid hydrate
Brand: SIGMA

≥95%, powder

Synonym(s):

1,4-Dihydro-4-oxo-2,6-pyridinedicarboxylic acid hydrate, 4-Hydroxypyridine-2,6-dicarboxylic acid

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About This Item

Empirical Formula (Hill Notation):

C₇H₅NO₅ · xH₂O

CAS Number:

138-60-3

Molecular Weight:

183.12 (anhydrous basis)

UNSPSC Code:

12352202

NACRES:

NA.77

PubChem Substance ID:

24278338

EC Number:

205-335-8

Beilstein/REAXYS Number:

476229

MDL number:

MFCD03818117

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biological source

synthetic (organic)

Quality Level

200

assay

≥95%

form

powder

color

brown

mp

267 °C (dec.) (lit.)

solubility

1 M NH4OH: 50 mg/mL, clear to slightly hazy

SMILES string

O.OC(=O)C1=CC(=O)C=C(N1)C(O)=O

InChI

1S/C7H5NO5.H2O/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);1H2

InChI key

SNGPHFVJWBKEDG-UHFFFAOYSA-N

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Related Categories

Bioactive Small Molecule Inhibitors

Application

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.

Chelidamic acid (CDA), a hydroxylated derivative of 2,6-pyridine-dicarboxylic acid (DPA), is a trianionic chelating agent.

pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Construction of a dinuclear cluster containing La (?) and 4-hydroxypyridine-2, 6-dicarboxylic acid to modify Keggin-type polyoxometalate

Taghipour F and Mirzaei M

Journal of Molecular Structure null

Supramolecular network of a framework material supported by the anion-π linkage of Keggin-type heteropolyoxotungstates: experimental and theoretical insights.

Maryam Samaniyan et al.

Dalton transactions (Cambridge, England : 2003), 50(5), 1895-1900 (2021-01-22)

A novel inorganic-organic hybrid, {Na[Tb(L)(H2O)4]3(SiW12O40)}·4H2O, in which L = 4-hydroxypyridine-2,6-dicarboxylic acid (chelidamic acid), was prepared and characterized by elemental analyses, Fourier transform infrared spectroscopy, and single-crystal X-ray diffraction. It consists of a trinuclear terbium cluster bonded to a Keggin-type polyoxotungstate.

Chelidamic acid as a new eluent for the determination of Fe (II) and Fe (III) species and other metals by high performance chelation ion chromatography

Dias J, et al.

Chromatographia null

Chelidamic acid monohydrate: the proton complex of a multidentate ligand

Hall et al.

Acta crystallographica. Section C, Crystal structure communications, 56 (Pt 4), 448-450 (2000-05-18)

Chelidonic acid and other conformationally restricted substrate analogues as inhibitors of rat brain glutamate decarboxylase.

T G Porter et al.

Biochemical pharmacology, 34(23), 4145-4150 (1985-12-01)

Twenty conformationally restricted analogues of glutamate including benzoic acids, hydroxy-benzoic acids, pyridine dicarboxylic acids, and pyran dicarboxylic acids were tested as inhibitors of glutamate decarboxylase from rat brain. Chelidonic acid, 2,6-pyridine dicarboxylic acid, chelidamic acid, gallic acid, and 3,4-dihydroxybenzoic acid

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Global Trade Item Number

SKU	GTIN
C8011-25G	04061832941059
C8011-5G	04061833521472
C8011-100G	04061831168679

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