4-Hydroxychinolin-2-carbonsure

Bezeichnung:4-Hydroxychinolin-2-carbonsure

CAS-Nr492-27-3

Englisch Name:KYNURENIC ACID

CBNumberCB3711231

SummenformelC10H7NO3

Molgewicht189.17

MOL-Datei492-27-3.mol

Synonyma

4-Hydroxychinolin-2-carbonsure

4-Hydroxychinolin-2-carbonsure physikalisch-chemischer Eigenschaften

Schmelzpunkt	275 °C (dec.)(lit.)
Siedepunkt	324.41°C (rough estimate)
Dichte	1.3175 (rough estimate)
Brechungsindex	1.5400 (estimate)
storage temp.	Sealed in dry,Room Temperature
Löslichkeit	DMSO : 9 mg/mL (47.58 mM; Need ultrasonic and warming)
Aggregatzustand	Off-white to tan powder.
pka	1.08±0.30(Predicted)
Farbe	White to Gray to Brown
Wasserlöslichkeit	8.92g/L(100 ºC)
Merck	14,5327
BRN	147451
CAS Datenbank	492-27-3(CAS DataBase Reference)
EPA chemische Informationen	2-Quinolinecarboxylic acid, 4-hydroxy- (492-27-3)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	26-36
WGK Germany	3
RTECS-Nr.	UZ9300000
HS Code	2933.49.7000

Gefahreninformationscode (GHS)

KYNURENIC ACID Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Verwenden
A product of L-Tryptophan metabolism, possessing neruoactive activity having antiexcitotoxic and anticonvulsant properties.
Verwenden
An antagonist of NMDA and AMPA/kainate receptors
Verwenden
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.
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.
Biologische Aktivität
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.
Lager
Room temperature
läuterung methode
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.]

4-Hydroxychinolin-2-carbonsure Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

492-27-3, KYNURENIC ACID Verwandte Suche:

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