Quinolinic acid

Base Information

• Chemical Name: Quinolinic acid
• CAS No.: 89-00-9
• Molecular Formula: C7H5NO4
• Molecular Weight: 167.121
• Hs Code.: 29333999
• European Community (EC) Number: 201-874-8
• NSC Number: 403247,18836,13127
• UNII: F6F0HK1URN
• DSSTox Substance ID: DTXSID8041327
• Nikkaji Number: J4.298F
• Wikipedia: Quinolinic acid
• Wikidata: Q411945
• NCI Thesaurus Code: C113236
• Pharos Ligand ID: 4VYGDW73KD7G
• Metabolomics Workbench ID: 37151
• ChEMBL ID: CHEMBL286204
• Mol file: 89-00-9.mol

Synonyms:Quinolinate;Quinolinic Acid;Quinolinic Acid, Copper(2+) Salt;Quinolinic Acid, Disodium Salt;Quinolinic Acid, Strontium Salt

Chemical Property of Quinolinic acid

Chemical Property:

• Appearance/Colour: Colorless columnar crystal
• Vapor Pressure: 5.55E-08mmHg at 25°C
• Melting Point: 188-190 °C (dec.)(lit.)
• Refractive Index: 1.6280 (estimate)
• Boiling Point: 425 °C at 760 mmHg
• PKA: 2.43(at 25℃)
• Flash Point: 210.9 °C
• PSA: 87.49000
• Density: 1.551 g/cm³
• LogP: 0.47800
• Storage Temp.: Store at RT
• Solubility.: 10g/l
• Water Solubility.: 0.55 g/100 mL
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 167.02185764
• Heavy Atom Count: 12
• Complexity: 204

Purity/Quality:

99% ^*data from raw suppliers

Quinolinic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-33
• Safety Statements: 26-36/37-24/25-37

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Amino Carboxylic Acids
• Canonical SMILES: C1=CC(=C(N=C1)C(=O)O)C(=O)O
• Uses: Inhibits glucose synthesis An inhibitor of glucose synthesis. A matabolite of tryptophan and a putative NMDA receptor agonist. 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.

Technology Process of Quinolinic acid

There total 79 articles about Quinolinic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

quinoline (91-22-5) → Pyridine-2,3-dicarboxylic acid (89-00-9)

Guidance literature:

With sodium chlorate; copper(ll) sulfate pentahydrate; manganase(II)-5,10,15,20-tetra(4-carboxyphenyl)porphine; sulfuric acid; In water; at 100 ℃; for 6h;

Reference yield: 85.0%

2-Picolinic acid (98-98-6) + carbon dioxide (124-38-9,18923-20-1) → Pyridine-2,3-dicarboxylic acid (89-00-9)

Guidance literature:

2-Picolinic acid; With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; In tetrahydrofuran; hexane; at -50 - 0 ℃; for 0.5h;

carbon dioxide; In tetrahydrofuran; hexane;

DOI:10.1016/S0040-4039(99)01053-9

Reference yield: 71.0%

copper pyridine-2,3-dicarboxylate (18970-62-2) → Pyridine-2,3-dicarboxylic acid (89-00-9)

Guidance literature:

With water; sodium hydroxide; at 90 ℃; for 2h;

upstream raw materials:

2,3-Lutidine

quinoline

6-methylquinoline

8-methylquinoline

Downstream raw materials:

dimethyl 2,3-pyridinedicarboxylate

Pyridine-2,3-dicarboxylic acid N-oxide

pyridine-2,3-dicarboxylic acid 2-methyl ester

nicotinic acid

Refernces

• 1、 -. "Preparation method of nitrogen-containing aromatic dicarboxylic acid". Paragraph 0022-0084; 0113-0124. . Retrieved 2020/03/02.
• 2、 -. "Method for preparing nitrogen-containing six-membered ring dicarboxylic acid". Paragraph 0033-0035; 0037. . Retrieved 2020/04/22.