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Merck
CN

22500

Chelidonic acid

purum, anhydrous, ≥98.0% (T)

Synonym(s):

4-Oxo-4H-pyran-2,6-dicarboxylic acid

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About This Item

Empirical Formula (Hill Notation):
C7H4O6
CAS Number:
Molecular Weight:
184.10
EC Number:
202-749-0
UNSPSC Code:
12352100
PubChem Substance ID:
Beilstein/REAXYS Number:
163607
MDL number:
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grade

purum

assay

≥98.0% (T)

quality

anhydrous

ign. residue

≤0.5%

mp

265 °C (dec.) (lit.)

solubility

hot water: soluble 0.1g in 10mL, clear (colorless to faintly red or slightly pink)

SMILES string

OC(=O)C1=CC(=O)C=C(O1)C(O)=O

InChI

1S/C7H4O6/c8-3-1-4(6(9)10)13-5(2-3)7(11)12/h1-2H,(H,9,10)(H,11,12)

InChI key

PBAYDYUZOSNJGU-UHFFFAOYSA-N

General description

Chelidonic acid (a γ-pyrone) has multiple pharmacological effects like mild analgesic, an oncostatic, an antimicrobial and a central nervous system sedative.

Application

Chelidonic acid was used as an inhibitor of rat brain glutamate decarboxylase.


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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

Regulatory Information

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Mohammad Ghadermazi et al.
Acta crystallographica. Section C, Crystal structure communications, 67(Pt 4), o134-o138 (2011-04-07)
Two related proton-transfer compounds, namely piperazine-1,4-diium 4-oxo-4H-pyran-2,6-dicarboxylate monohydrate, C(4)H(12)N(2)(2+)·C(7)H(2)O(6)(2-)·H(2)O or (pipzH(2))(cdo)·H(2)O, (I), and piperazine-1,4-diium bis(6-carboxy-4-oxo-4H-pyran-2-carboxylate), C(4)H(12)N(2)(2+)·2C(7)H(3)O(6)(-) or (pipzH(2))(cdoH)(2), (II), were obtained by the reaction of 4-oxo-4H-pyran-2,6-dicarboxylic acid (chelidonic acid, cdoH(2)) and piperazine (pipz). In (I), both carboxyl H atoms of
Hyun-A Oh et al.
International immunopharmacology, 11(1), 39-45 (2010-10-27)
Chelidonic acid (CA) is known as an inhibitor of the rat brain glutamate decarboxylase. However, the pharmacological effects of CA in allergic reactions have not yet been defined. Here, we show the effects and the mechanism of CA in the
Dae-Seung Kim et al.
Biological & pharmaceutical bulletin, 35(5), 666-671 (2012-06-13)
Chelidonic acid (CA), a constituent of Chelidonium majus L., has many pharmacological effects, including mild analgesic and antimicrobial effects. However, the effects of CA on intestinal inflammation and the molecular mechanisms responsible are poorly understood. The aim of this study



Global Trade Item Number

SKUGTIN
Z805866-1EA04061826685853