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Merck
CN

C8011

Chelidamic acid hydrate

≥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

Key Documents

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Product Name

Chelidamic acid hydrate, ≥95%, powder

InChI key

SNGPHFVJWBKEDG-UHFFFAOYSA-N

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

SMILES string

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

biological source

synthetic (organic)

assay

≥95%

form

powder

color

brown

mp

267 °C (dec.) (lit.)

solubility

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

Quality Level

200

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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

Exclamation mark
GHS07

signalword

Warning

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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Certificates of Analysis (COA)

Lot/Batch Number
SLBD3239V
120M1726V
120M1726
116K0740
108H1289

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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
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
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)
M Searcey et al.
Anti-cancer drug design, 13(8), 837-855 (1999-05-21)
We have explored the potential antitumour activity of DNA-intercalating free radical generators based on compounds constructed from 9-anilinoacridine and chelidamic acid as an iron (II) binding centre. Here we describe their synthesis, DNA cleaving ability and activity against a panel
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