7-Chlorokynurenic acid

Base Information

• Chemical Name: 7-Chlorokynurenic acid
• CAS No.: 18000-24-3
• Molecular Formula: C10H6ClNO3
• Molecular Weight: 223.616
• Hs Code.: 2933499090
• European Community (EC) Number: 241-913-6
• NSC Number: 149792
• UNII: S7936QON2K
• DSSTox Substance ID: DTXSID7042568
• Nikkaji Number: J377.342F,J260.823E
• Wikipedia: 7-Chlorokynurenic_acid
• Wikidata: Q15634175
• Metabolomics Workbench ID: 63073
• ChEMBL ID: CHEMBL311389
• Mol file: 18000-24-3.mol

Synonyms:7-chlorokynurenate;7-chlorokynurenic acid

Chemical Property of 7-Chlorokynurenic acid

Chemical Property:

• Appearance/Colour: White to yellowish powder
• Vapor Pressure: 6E-07mmHg at 25°C
• Melting Point: 277-278 °C (decomp)
• Refractive Index: 1.648
• Boiling Point: 395 °C at 760 mmHg
• PKA: 0.90±0.30(Predicted)
• Flash Point: 192.7 °C
• PSA: 70.42000
• Density: 1.549 g/cm³
• LogP: 2.29200
• Storage Temp.: Store at RT
• Solubility.: 0.1 M NaOH: 13.7 mg/mL
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 223.0036207
• Heavy Atom Count: 15
• Complexity: 340

Purity/Quality:

98% ^*data from raw suppliers

7-Chlorokynurenic acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Cl)NC(=CC2=O)C(=O)O
• Uses: NMDA receptor antagonist at the glycine site
• Biological Functions: Glycine B agonist site antagonist of N-methyl-D-aspartate (NMDA) receptor (IC50=0.56 μM). 7-Chlorokynurenic acid is also a potent inhibitor of glutamate reuptake into synaptic vesicles with a Ki of 0.59 μM. 7-Chlorokynurenic acid has potent analgesic effects in neurotransmission.

Technology Process of 7-Chlorokynurenic acid

There total 3 articles about 7-Chlorokynurenic 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:

7-chloro-4-hydroxy-quinoline-2-carboxylic acid ethyl ester (21640-97-1) → 7-chlorokynurenic acid (18000-24-3)

Guidance literature:

With sodium hydroxide;

DOI:10.1021/ja01205a036

Reference yield:

3-chloro-aniline (108-42-9) → 7-chlorokynurenic acid (18000-24-3)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid / Erhitzen des Reaktionsprodukts in Paraffinoel auf 250grad

2: aqueous NaOH

With sodium hydroxide; acetic acid;

DOI:10.1021/ja01205a036

Reference yield:

→ 7-chlorokynurenic acid (18000-24-3)

Guidance literature:

upstream raw materials:

7-chloro-4-hydroxy-quinoline-2-carboxylic acid ethyl ester

3-chloro-aniline

Downstream raw materials:

methyl 7-chloro-4-hydroxy-2-quinolinecarboxylate

7-chloro-4-hydroxylquinoline

4,7-dichloroquinoline

7-Chlor-4-(2-hydroxy-3-diethylamino-propylamino)-chinolin

Refernces

• 1、 -. "Platelet adenosine diphosphate receptor antagonists". . . Retrieved 2008/06/13.