| Identification | More | [Name]
Quinolinic acid | [CAS]
89-00-9 | [Synonyms]
2,3-PYRIDINEDICARBOXYLIC ACID
AKOS AUF2085
AKOS BBS-00003814
PDC
PYRIDINE-2,3-DICARBOXYLIC ACID
QUINOLIC ACID
QUINOLINIC ACID
RARECHEM AL BO 0810
Pyridine-2,3-dicarboxylate
2,3-PyridinedicarboxylicAcid99%
QuinolinicAcid>99%
Pyridin-2,3-dicarbonsaeure
2,3-Pyridinedicarboxylic
2,3-PYRIDINEDICARBOXYLIC ACID (QUINOLINIC ACID) | [EINECS(EC#)]
201-874-8 | [Molecular Formula]
C10H7NO2 | [MDL Number]
MFCD00006295 | [Molecular Weight]
173.17 | [MOL File]
89-00-9.mol |
| Chemical Properties | Back Directory | [Appearance]
White powder;Light yellow powder | [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 | [form ]
Crystalline Powder | [pka]
2.43(at 25℃) | [color ]
White to light yellow-beige | [Odor]
odorless | [Water Solubility ]
0.55 g/100 mL | [Usage]
Inhibits glucose synthesis | [Detection Methods]
HPLC,NMR | [Merck ]
14,8073 | [BRN ]
137110 | [InChIKey]
GJAWHXHKYYXBSV-UHFFFAOYSA-N | [CAS DataBase Reference]
89-00-9(CAS DataBase Reference) | [EPA Substance Registry System]
89-00-9(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R33:Danger of cumulative effects. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37:Wear suitable protective clothing and gloves .
S24/25:Avoid contact with skin and eyes .
S37:Wear suitable gloves . | [WGK Germany ]
3
| [RTECS ]
US7967250
| [TSCA ]
T | [HazardClass ]
IRRITANT | [HS Code ]
29333999 | [Safety Profile]
A 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. | [Hazardous Substances Data]
89-00-9(Hazardous Substances Data) | [Toxicity]
Focal 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. |
| Hazard Information | Back Directory | [Hazard]
A poison by skin contact. Moderately toxic
by ingestion. A mild skin irritant.
| [Chemical Properties]
White powder;Light yellow powder | [Uses]
A matabolite of tryptophan and a putative NMDA receptor agonist. | [Uses]
An inhibitor of glucose synthesis. | [Uses]
Inhibits glucose synthesis | [Definition]
ChEBI: 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. | [Biosynthesis]
The 3-hydroxyanthranilic acid oxygenase (3-HAO) catalyzes the conversion of 3-hydroxyanthranilic acid (3-HA) acid to an unstable intermediate, aminocarboxymuconic semialdehyde, which then preferentially converts to QUIN by a nonenzymatic cyclisation. This intermediate compound can also produce picolinic acid instead of QUIN. Finally, QUIN is catabolized to NAD+ and carbon dioxide by the action of quinolinate phosphoribosyl transferase (QPRT). This enzyme has been identified in rat and human CNS tissue[1].
| [Synthesis Reference(s)]
Journal of the American Chemical Society, 71, p. 3020, 1949 DOI: 10.1021/ja01177a021 | [Industrial uses]
The 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 Activity]
Endogenous NMDA agonist and transmitter candidate. May distinguish between NMDA receptor subtypes. | [storage]
Room temperature | [References]
[1] Rafael Lugo-Huitrón. “Quinolinic acid: an endogenous neurotoxin with multiple targets.” Oxidative Medicine and Cellular Longevity (2013): 104024. |
|
|