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Chelidonic acid

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Chelidonic acid Basic information

Product Name:
Chelidonic acid
Synonyms:
  • 4-Oxopyran-2,6-dicarboxylic acid
  • 4-Pyranone-2,6-dicarboxylic acid
  • 4-ketopyran-2,6-dicarboxylic acid
  • Chelidonic acid,4-Oxo-4H-pyran-2,6-dicarboxylic acid
  • Greater Calandine Herb
  • 4H-Pyran-2,6-dicarboxylic acid, 4-oxo-
  • Chelidonic acid 98%
  • compoundxi*
CAS:
99-32-1
MF:
C7H4O6
MW:
184.1
EINECS:
202-749-0
Product Categories:
  • Miscellaneous
Mol File:
99-32-1.mol
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Chelidonic acid Chemical Properties

Melting point:
265 °C (dec.) (lit.)
Boiling point:
238.02°C (rough estimate)
Density 
1.4880 (rough estimate)
refractive index 
1.5600 (estimate)
storage temp. 
2-8°C
solubility 
DMSO: 1 mg/ml; DMSO:PBS (pH 7.2) (1:6): 0.14 mg/ml
pka
1.26±0.40(Predicted)
Water Solubility 
14.3g/L(25 ºC)
Merck 
13,2060
BRN 
163607
InChIKey
PBAYDYUZOSNJGU-UHFFFAOYSA-N
LogP
-0.746 (est)
CAS DataBase Reference
99-32-1(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
RTECS 
UP7350000
HS Code 
29329990

MSDS

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Chelidonic acid Usage And Synthesis

Uses

Chelidonic acid is suitable for use a in homogeneous preparation of native dihydrodipicolinate synthase from pea. It may be used as endocyclic oxygen-containing ligand in the synthesis of aqua[bis(2-pyridylmethyl)amine][chelidonato(1.5-)]-copper(II) chelidonate(0.5-) monohydrate.

Definition

ChEBI: Chelidonic acid is a carbonyl compound and a member of pyrans.

General Description

Chelidonic acid (CA) is a γ-pyrone. It is reported as constituent of the rhizome of Chelidonium majus L. It has many pharmacological effects, such as mild analgesic and antimicrobial effects. Therapeutic potential of CA for the treatment of intestinal inflammation has been investigated. CA is reported as inhibitor of the rat brain glutamate decarboxylase. Biosynthesis of CA in cell suspension cultures of Leucojum aestivum has been studied.

Purification Methods

The acid crystallises from aqueous EtOH. Dry it first at 100o/2hours, then at 160o to constant weight to remove water of crystallisation. It decarboxylates at 220-230o in a vacuum. [Riegel & Zwilgmeyer Org Synth Coll Vol II 126 1943, Beilstein 18 H 490, 18/8 V 646.]

Chelidonic acid Preparation Products And Raw materials

Raw materials

Chelidonic acidSupplier

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