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Quinolinic acid

CAS No.
89-00-9
Chemical Name:
Quinolinic acid
Synonyms
PYRIDINE-2,3-DICARBOXYLIC ACID;2,3-PYRIDINEDICARBOXYLIC ACID;QUIN;2,3-Pyridinedicarboxylic;Pyridine-2,3-dicarboxylate;2,3-PyridinedicarboxylicAcid99%;109/KG;NSC 18836;NSC 13127;NSC 403247
CBNumber:
CB7316162
Molecular Formula:
C7H5NO4
Molecular Weight:
167.12
MDL Number:
MFCD00006295
MOL File:
89-00-9.mol
Last updated:2024-11-20 11:41:24

Quinolinic acid 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
form Crystalline Powder
pka 2.43(at 25℃)
color White to light yellow-beige
Odor odorless
Water Solubility 0.55 g/100 mL
Merck 14,8073
BRN 137110
InChIKey GJAWHXHKYYXBSV-UHFFFAOYSA-N
CAS DataBase Reference 89-00-9(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII F6F0HK1URN
EPA Substance Registry System 2,3-Pyridinedicarboxylic acid (89-00-9)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H319-H335
Precautionary statements  P261-P264-P271-P280-P304+P340+P312-P305+P351+P338
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
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.
NFPA 704
0
2 0

Quinolinic acid price More Price(49)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich P63204 2,3-Pyridinedicarboxylic acid 99% 89-00-9 25g $31.4 2024-03-01 Buy
Sigma-Aldrich P63204 2,3-Pyridinedicarboxylic acid 99% 89-00-9 100g $34.8 2024-03-01 Buy
TCI Chemical P0550 2,3-Pyridinedicarboxylic Acid >98.0%(GC)(T) 89-00-9 25g $25 2024-03-01 Buy
TCI Chemical P0550 2,3-Pyridinedicarboxylic Acid >98.0%(GC)(T) 89-00-9 500g $199 2024-03-01 Buy
Alfa Aesar A11414 Pyridine-2,3-dicarboxylic acid, 99% 89-00-9 25g $23.65 2024-03-01 Buy
Product number Packaging Price Buy
P63204 25g $31.4 Buy
P63204 100g $34.8 Buy
P0550 25g $25 Buy
P0550 500g $199 Buy
A11414 25g $23.65 Buy

Quinolinic acid Chemical Properties,Uses,Production

Chemical Properties

White powder;Light yellow powder

Uses

Quinolinic 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.

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

Hazard

A poison by skin contact. Moderately toxic by ingestion. A mild skin irritant.

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.

Biological Activity

Quinolinic acid (QA) is a 2,3-pyridine dicarboxylic acid (C7H5NO4). QA is produced following the metabolic breakdown of the amino acid tryptophan, via the kynurenine pathway. Tryptophan is able to cross the blood–brain barrier (BBB), and upon entering the brain, is taken up by astrocytes, macrophages, microglia, and dendtritic cells and converted into kynurenine. In the presence of the enzyme 3-hydroxyanthranilic acid, kynurenine is converted into QA through a series of enzymatic reactions. QA is normally present in extremely low, nanomolar concentrations in the brain and in cerebrospinal fluid and does not cause damage to the surrounding cells. Accumulation of endogenous QA has recently been implicated in the etiology of certain neurodegenerative diseases, especially those with a strong inflammatory component, such as Parkinson’s disease (PD), amyotrophic lateral sclerosis (ALS), Huntington’s disease (HD), Alzheimer’s disease (AD), stroke, multiple sclerosis (MS), and epilepsy[1].

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.

storage

Room temperature

References

[1] Rafael Lugo-Huitrón. “Quinolinic acid: an endogenous neurotoxin with multiple targets.” Oxidative Medicine and Cellular Longevity (2013): 104024.

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View Lastest Price from Quinolinic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Quinolinic acid pictures 2024-11-28 Quinolinic acid
89-00-9
US $999.00-800.00 / ton 1ton 99% 5000 HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
Quinolinic acid pictures 2024-11-28 Quinolinic acid
89-00-9
US $0.00 / kg 1kg 99% 300mt Jinan Finer Chemical Co., Ltd
Quinolinic Acid  pictures 2024-11-28 Quinolinic Acid
89-00-9
US $120.00 / kg 1kg 99% 20ton Hebei Zhuanglai Chemical Trading Co.,Ltd
  • Quinolinic acid pictures
  • Quinolinic acid
    89-00-9
  • US $999.00-800.00 / ton
  • 99%
  • HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
  • Quinolinic Acid  pictures
  • Quinolinic Acid
    89-00-9
  • US $120.00 / kg
  • 99%
  • Hebei Zhuanglai Chemical Trading Co.,Ltd
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% 100GR 2,3-Pyridinedicarboxylic acid, 99% 25GR NSC 13127 NSC 18836 NSC 403247 2,3-PYRIDINEDICARBOXYLIC ACID FOR SYNTHE Pyridinecarboxylic acid-2,3- two 2,3-Pyridinedicarboxylic acid 99% 2,3-PYRIDINEDICARBOXYLIC ACID AKOS AUF2085 2,3-pyridinediacrboxylic acid Pyridine-2,3-dicarboxylic acid (quinolinic acid) 109/KG 2,3-Pyridinedicarboxylic acid Vetec(TM) reagent grade, 98% RARECHEM AL BO 0810 QUINOLIC ACID QUINOLINIC ACID 2,3 PYRIDINE DICARBOXYLIC ACID (AS PER INVOICE AND PACKING LIST) PYRIDINE-2,3-DICARBOXYLI ACID 2,3-PyridinedicarboxylicAcid> Pyridine-2,3-Dicarboxylic Acid,99%, 2,3-PyridinedicarboxyL 2,3-PyridinedicarboxylicAcid99% 2,3-Pyridinedicarboxylic 2,3-PYRIDINEDICARBOXYLIC ACID PYRIDINE-2,3-DICARBOXYLIC ACID Pyridine-2,3-dicarboxylate QUIN Quinolinic acid (2,3-pyridinedihydroxy acid) Pyridine Dicarbonylic Acid 13C4,15N]-2,3-Pyridinedicarboxylic Acid 89-00-9 98-00-9 Building Blocks C7 and C8 CARBOXYLIC ACID Pyridines Quinolines Heterocyclic Building Blocks Pyridine series Pyridine pyridine derivative Carboxylic Acids Pyridines Heterocyclic Compounds Heterocycles Inhibitors Carboxylic Acids Medical Intermediates Aromatics Intermediates & Fine Chemicals Pharmaceuticals