Chelidonic acid

Synonym(s):4-Oxo-4H-pyran-2,6-dicarboxylic acid

CAS NO.：99-32-1
Empirical Formula: C7H4O6
Molecular Weight: 184.1
MDL number: MFCD00006577
EINECS: 202-749-0
SAFETY DATA SHEET (SDS)
Update Date: 2024-11-17 19:25:39

What is Chelidonic acid?

The Uses of Chelidonic acid

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.]

Properties of Chelidonic acid

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)
form	Solid
form	neat
color	Gray to brown
Water Solubility	14.3g/L(25 ºC)
Merck	13,2060
BRN	163607
CAS DataBase Reference	99-32-1(CAS DataBase Reference)

Safety information for Chelidonic acid

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.