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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 |  |
| | 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 | | form | neat | | 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) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36 | | WGK Germany | 3 | | RTECS | UP7350000 | | HS Code | 29329990 |
| | 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 | Diethyl oxalate-->DIETHYL TRIOXOPIMELATE-->Hydrochloric acid-->Acetone-->Diethyl 1,3-acetonedicarboxylate | | Preparation Products | 2,6-Bis(bromomethyl)-4-bromopyridine-->4-Hydroxypyridine-2,6-dicarboxylic acid-->Methyl 4,6-dichloropyridine-2-carboxylate-->Dimethyl 4-oxo-1,4-dihydropyridine-2,6-dicarboxylate-->4,6-Dichloro-2-pyridinecarboxylic acid-->Diethyl 4-bromopyridine-2,6-dicarboxylate-->2,4,6-trioxoheptanedioic acid |
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