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Submit Review5,7-Dichlorokynurenic acid
Description: Potent NMDA antagonist; acts at glycine site
Chemical Name: 5,7-Dichloro-4-hydroxyquinoline-2-carboxylic acid
Purity: ≥98% (HPLC)
Biological Activity
Potent antagonist at the glycine site of the NMDA receptor (Ki = 79 nM vs. [3H]-glycine).
Sodium Salt also available.
Compound Libraries
5,7-Dichlorokynurenic acid is also offered as part of the Tocriscreen 2.0 Max. Find out more about compound libraries available from Tocris.
Technical Data
| M. Wt | 258.06 |
| Formula | C10H5Cl2NO3 |
| Storage | Store at RT |
| Purity | ≥98% (HPLC) |
| CAS Number | 131123-76-7 |
| PubChem ID | 1779 |
| InChI Key | BGKFPRIGXAVYNX-UHFFFAOYSA-N |
| Smiles | OC(=O)C1=NC2=CC(Cl)=CC(Cl)=C2C(O)=C1 |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solubility Data
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| 1eq. NaOH | 100 | ||
| DMSO | 100 |
Preparing Stock Solutions
The following data is based on the product molecular weight 258.06. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 3.88 mL | 19.38 mL | 38.75 mL |
| 5 mM | 0.78 mL | 3.88 mL | 7.75 mL |
| 10 mM | 0.39 mL | 1.94 mL | 3.88 mL |
| 50 mM | 0.08 mL | 0.39 mL | 0.78 mL |
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References
References are publications that support the biological activity of the product.
Baron et al (1990) Activity of 5,7-dichlorokynurenic acid. A potent antagonist at the NMDA receptor-associated glycine binding site. Mol.Pharmacol. 38 554 PMID: 2172769
Moore et al (1990) Substituted kynurenic acid derivatives. Potent and selective antagonists at the glycine site on the NMDA receptor. Eur.Fed.Med.Chem. (under auspices of IUPAC) XIth I 29
If you know of a relevant reference for 5,7-Dichlorokynurenic acid, please let us know.
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Keywords: 5,7-Dichlorokynurenic acid, 5,7-Dichlorokynurenic acid supplier, Potent, NMDA, antagonists, glycine, site, Glutamate, Receptors, N-Methyl-D-Aspartate, iGluR, Ionotropic, 0286, Tocris Bioscience
4 Citations for 5,7-Dichlorokynurenic acid
Citations are publications that use Tocris products. Selected citations for 5,7-Dichlorokynurenic acid include:
Adamsky et al (2018) Astrocytic Activation Generates De Novo Neuronal Potentiation and Memory Enhancement. Cell 174 59 PMID: 29804835
Kenny et al (2009) The integrity of the glycine co-agonist binding site of N-MthD.-aspartate receptors is a functional quality control checkpoint for cell surface delivery. J Biol Chem 284 324 PMID: 18990687
Astorga et al (2015) An excitatory GABA loop operating in vivo. Front Cell Neurosci 9 275 PMID: 26236197
Stevens et al (2010) Light-evoked NMDA receptor-mediated currents are reduced by blocking D-serine synthesis in the salamander retina. Cell Commun Signal 21 239 PMID: 20101193
Do you know of a great paper that uses 5,7-Dichlorokynurenic acid from Tocris? Please let us know.
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