| Identification | More | [Name]
KYNURENIC ACID | [CAS]
492-27-3 | [Synonyms]
4-HYDROXQUINOLINE-2-CARBOXYLIC ACID
4-HYDROXYQUINALDIC ACID
4-HYDROXYQUINOLINE-2-CARBOXYLIC ACID
AKOS 235-06
KYNURENIC ACID
TIMTEC-BB SBB003671
4-Hydroxy-2-quinolincarboxylicacid
2-Quinolinecarboxylic acid, 4-hydroxy-
4-hydroxy-2-Quinolinecarboxylic acid
Quinurenic acid.
KYNURENIC ACID PURE | [EINECS(EC#)]
207-751-5 | [Molecular Formula]
C10H7NO3 | [MDL Number]
MFCD00006753 | [Molecular Weight]
189.17 | [MOL File]
492-27-3.mol |
| Chemical Properties | Back Directory | [Melting point ]
275 °C (dec.)(lit.) | [Boiling point ]
324.41°C (rough estimate) | [density ]
1.3175 (rough estimate) | [refractive index ]
1.5400 (estimate) | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
DMSO : 9 mg/mL (47.58 mM; Need ultrasonic and warming) | [form ]
Off-white to tan powder. | [pka]
1.08±0.30(Predicted) | [color ]
White to Gray to Brown | [Water Solubility ]
8.92g/L(100 ºC) | [Merck ]
5327 | [BRN ]
147451 | [CAS DataBase Reference]
492-27-3(CAS DataBase Reference) | [EPA Substance Registry System]
492-27-3(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [RTECS ]
UZ9300000 | [HS Code ]
2933.49.7000 |
| Hazard Information | Back Directory | [Uses]
Kynurenic acid has been used as a constituent in dissection saline solution for embryonic cerebral cortical cells and human primary astrocytes. It has also been used as a medium supplement for murine intestinal epithelial cell line, MODE-K and induced pluripotent stem cell (iPSC)-derived neurons cells. | [Uses]
A product of L-Tryptophan metabolism, possessing neruoactive activity having antiexcitotoxic and anticonvulsant properties. | [Uses]
An antagonist of NMDA and AMPA/kainate receptors | [Definition]
ChEBI: Kynurenic acid is a quinolinemonocarboxylic acid that is quinoline-2-carboxylic acid substituted by a hydroxy group at C-4. It has a role as a G-protein-coupled receptor agonist, a NMDA receptor antagonist, a nicotinic antagonist, a neuroprotective agent, a human metabolite and a Saccharomyces cerevisiae metabolite. It is a monohydroxyquinoline and a quinolinemonocarboxylic acid. It is a conjugate acid of a kynurenate. | [Biological Activity]
Broad spectrum EAA antagonist. | [Biochem/physiol Actions]
Kynurenic acid (KynA) is a non-selective antagonist of N-methyl-d-aspartate (NMDA), α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid (AMPA) and kainate receptors. It blocks kainic acid neurotoxicity. Kynurenic acid also blocks nicotinic acetylcholine receptors. It is a by-product of tryptophan catabolic pathway. Kynurenic acid is a neuromodulator and controls the levels of glutamate, dopamine, acetylcholine and α-aminobutyric acid (GABA). KynA controls neuroendocrine functions and altered levels of KynA is a potential marker in depression, schizophrenia Alzheimer′s and Huntington′s diseases. Normal levels of KynA in the brain is crucial for the cognitive function. | [storage]
Room temperature | [Purification Methods]
Crystallise the acid from absolute EtOH. The methyl ester crystallises from MeOH with m 224-226o. [Greenstein & Winitz The Chemistry of the Amino Acids J. Wiley, Vol 3 p2723 1961, Beilstein 22 II 174, 22 III/IV 2245, 22/6 V 280.] |
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DC Chemicals
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