Quinolinic acid

Quinolinic acid Basic information
Product Name:Quinolinic acid
Synonyms:2,3-PyridinedicarboxylicAcid99%;QuinolinicAcid>99%;Pyridin-2,3-dicarbonsaeure;2,3-Pyridinedicarboxylic;2,3-PYRIDINEDICARBOXYLIC ACID (QUINOLINIC ACID);2,3-pyridine dicarbo;2,3-PYRIDINEDICARBOXYLIC ACID;AKOS BBS-00003814
CAS:89-00-9
MF:C7H5NO4
MW:167.12
EINECS:201-874-8
Product Categories:Pyridine series;Pyridine;pyridine derivative;Carboxylic Acids;Pyridines;Heterocyclic Compounds;Medical Intermediates;Heterocycles;Inhibitors;Carboxylic Acids;Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals;Pesticides intermediate;Pyrimidines
Mol File:89-00-9.mol
Quinolinic acid Structure
Quinolinic acid Chemical Properties
Melting point 188-190 °C (dec.) (lit.)
Boiling point 295.67°C (rough estimate)
density 1.5216 (rough estimate)
refractive index 1.6280 (estimate)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility 10g/l
pka2.43(at 25℃)
form Crystalline Powder
color White to light yellow-beige
Odorodorless
Water Solubility 0.55 g/100 mL
Merck 14,8073
BRN 137110
InChIKeyGJAWHXHKYYXBSV-UHFFFAOYSA-N
CAS DataBase Reference89-00-9(CAS DataBase Reference)
EPA Substance Registry System2,3-Pyridinedicarboxylic acid (89-00-9)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38-33
Safety Statements 26-36/37-24/25-37
WGK Germany 3
RTECS US7967250
TSCA T
HazardClass IRRITANT
HS Code 29333999
Hazardous Substances Data89-00-9(Hazardous Substances Data)
ToxicityFocal injection of quinolinic acid into specific areas of the brain produces neuronal damage although sparing axons of passage. Similarities between the biochemical and morphological profiles of these lesions and human neuropathy seen in neurodegenerative diseases have led to the proposal that endogenous excitotoxins may play a role in such neurodegenerative disease states. Quinolinic acid is an intermediate in the kynurenine pathway of tryptophan metabolism and has been detected in the brains of several mammals including man. The neuroexcitatory action is thought to be mediated via interaction with the N-methyl-D-aspartate (NMDA) receptor of the glutamate family. No mechanism for quinolinic acid removal, nor for synaptic inactivation, has been found, and consequently accumulation of concentrations capa_x0002_ble of inducing neuronal degeneration and death may occur.
MSDS Information
ProviderLanguage
Pyridine-2,3-dicarboxylic acid English
SigmaAldrich English
ACROS English
ALFA English
Quinolinic acid Usage And Synthesis
Chemical PropertiesWhite powder;Light yellow powder
UsesInhibits glucose synthesis
UsesAn inhibitor of glucose synthesis.
UsesA matabolite of tryptophan and a putative NMDA receptor agonist.
UsesQuinolinic acid is an endogenous NMDA agonist. Quinolinic acid is a metabolite of tryptophan that acts as a putative NMDA receptor agonist. Quinolinic acid is an ?excitotoxic? metabolite and an agonist of N-methyl-D-aspartate receptors. properties of KYNA raise the possibility of a functional link between KYNA and QUIN in the brain which may be of relevance for an understanding of human neurodegenerative disorders. Quinolinic acid is a potent endogenous excitant at amino acid receptors in CNS.
DefinitionChEBI: Quinolinic acid is a pyridinedicarboxylic acid that is pyridine substituted by carboxy groups at positions 2 and 3. It is a metabolite of tryptophan. It has a role as a NMDA receptor agonist, a human metabolite, a mouse metabolite and an Escherichia coli metabolite. It is a conjugate acid of a quinolinate(1-) and a quinolinate.
Synthesis Reference(s)Journal of the American Chemical Society, 71, p. 3020, 1949 DOI: 10.1021/ja01177a021
HazardA poison by skin contact. Moderately toxic by ingestion. A mild skin irritant.
Industrial usesThe use of quinolinic acid during flotation of hematite results in the adsorption of quinoline on hematite, allowing amine to selectively adsorb onto the hematite surface.
Biological ActivityEndogenous NMDA agonist and transmitter candidate. May distinguish between NMDA receptor subtypes.
Safety ProfileA poison by skin contact. Moderately toxic by ingestion. Experimental reproductive effects. A mdd skinn irritant. When heated to decomposition it emits toxic vapors of NOx.
storageRoom temperature
5,6,7,8-TETRAHYDROISOQUINOLINE Pyridine-2,6-dicarboxylic acid Isoquinoline 3,5-Pyridinedicarboxylic acid Ethyl 2-(Chlorosulfonyl)acetate Dicarboxylic Acid DIPIPERIDINOMETHANE Ascoric Acid Quinclorac OXALIC ACID Diethyl 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate Ethoxyquin 2,5-PYRIDINEDICARBOXYLIC ACID Chromium picolinate 2,6-Lutidine 3,4-Pyridinedicarboxylic acid phosphoric acid Pyridine

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