Quinolinic acid Basic informationProduct Name:Quinolinic acidSynonyms:QuinolinicAcid>99%;Pyridin-2,3-dicarbonsaeure;2,3-PYRIDINEDICARBOXYLIC ACID (QUINOLINIC ACID);2,3-pyridine dicarbo;AKOS BBS-00003814;AKOS AUF2085;Quinolinic Acid 99%;2,3-Pyridinedicarboxylic acid, 99% 100GRCAS:89-00-9MF:C7H5NO4MW:167.12EINECS:201-874-8Product Categories:Pyridine series;Pyridine;pyridine derivative;Carboxylic Acids;Pyridines;Heterocyclic Compounds;Heterocycles;Inhibitors;Carboxylic Acids;Medical Intermediates;Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals;Pesticides intermediate;PyrimidinesMol File:89-00-9.mol Quinolinic acid Chemical PropertiesMelting 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 Temperaturesolubility 10g/lform Crystalline Powderpka2.43(at 25℃)color White to light yellow-beigeOdorodorlessWater Solubility 0.55 g/100 mLMerck 14,8073BRN 137110InChIKeyGJAWHXHKYYXBSV-UHFFFAOYSA-NCAS DataBase Reference89-00-9(CAS DataBase Reference)EPA Substance Registry System2,3-Pyridinedicarboxylic acid (89-00-9)Safety InformationHazard Codes XiRisk Statements 36/37/38-33Safety Statements 26-36/37-24/25-37WGK Germany 3RTECS US7967250TSCA THazardClass IRRITANTHS Code 29333999Hazardous 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 InformationProviderLanguagePyridine-2,3-dicarboxylic acidEnglishSigmaAldrichEnglishACROSEnglishALFAEnglishQuinolinic acid Usage And SynthesisChemical PropertiesWhite powder;Light yellow powderUsesQuinolinic 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.UsesA matabolite of tryptophan and a putative NMDA receptor agonist.UsesAn inhibitor of glucose synthesis.UsesInhibits glucose synthesisDefinitionChEBI: 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/ja01177a021HazardA 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.Quinolinic acid Preparation Products And Raw materialsRaw materialsEthanol–>Potassium permanganate–>Quinoline–>Acrolein–>Diethyl oxalacetate–>KZESTKDHUUMSOC-UHFFFAOYSA-N–>2,3-Pyridinedicarboxylic acid copper(II) salt–>Diethyl pyridine-2,3-dicarboxylate–>5-BROMO-8-NITROQUINOLINE–>3-HYDROXYANTHRANILIC ACID–>8-Quinolinesulfonyl chloride–>8-Hydroxyquinoline–>6-Methylquinoline–>8-Aminoquinoline–>2-Picolinic acidPreparation Products5-Methoxymethyl-2,3-pyridinedicarboxylic acid–>3-Amino-2-pyridinecarboxylic acid–>3-TERT-BUTOXYCARBONYLAMINO-PYRIDINE-2-CARBOXYLIC ACID–>3-AMINO-6-BROMO-PYRIDIN-2-OL–>METHYL 3-CYANOPYRIDINE-2-CARBOXYLATE–>3-CYANOPYRIDINE-2-CARBOXYLIC ACID–>3-CARBAMOYLPICOLINIC ACID–>5H-Pyrrolo[3,4-b]pyridine-5,7(6H)-dione–>METHYL 3-(CHLOROCARBONYL)PYRIDINE-2-CARBOXYLATE HYDROCHLORIDE–>2-(AMINOCARBONYL)NICOTINIC ACID–>5-Methylpyridine-2,3-dicarboxylic acid–>3-(METHOXYCARBONYL)PYRIDINE-2-CARBOXYLIC ACID |
