Cat. No. 0742 9 Citations Submit a Review Datasheet / COA / SDS
Description: Highly potent NMDA antagonist
Chemical Name: trans-2-Carboxy-5,7-dichloro-4-phenylaminocarbonylamino-1,2,3,4-tetrahydroquinoline
Purity: ≥99% (HPLC)
Datasheet
Citations (9)
Reviews
Literature (5)
Biological Activity Technical Data Solubility Calculators Datasheets References
Biological Activity for L-689,560
L-689,560 is a very potent antagonist at the glycine-NMDA site.
Licensing Information
Sold with the permission of Merck Sharp and Dohme Ltd.
Compound Libraries for L-689,560
L-689,560 is also offered as part of the Tocriscreen 2.0 Max. Find out more about compound libraries available from Tocris.
Technical Data for L-689,560
| M. Wt | 380.23 |
| Formula | C17H15Cl2N3O3 |
| Storage | Store at RT |
| Purity | ≥99% (HPLC) |
| CAS Number | 139051-78-8 |
| PubChem ID | 6604749 |
| InChI Key | UCKHICKHGAOGAP-UONOGXRCSA-N |
| Smiles | ClC1=C2C(N[C@@H]([C@](O)=O)C[C@@H]2NC(NC3=CC=CC=C3)=O)=CC(Cl)=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 for L-689,560
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 9.51 | 25 | |
| ethanol | 38.02 | 100 |
Preparing Stock Solutions for L-689,560
The following data is based on the product molecular weight 380.23. 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 | 2.63 mL | 13.15 mL | 26.3 mL |
| 5 mM | 0.53 mL | 2.63 mL | 5.26 mL |
| 10 mM | 0.26 mL | 1.31 mL | 2.63 mL |
| 50 mM | 0.05 mL | 0.26 mL | 0.53 mL |
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Product Datasheets for L-689,560
Certificate of Analysis / Product Datasheet
Safety Datasheet
References for L-689,560
References are publications that support the biological activity of the product.
Leeson et al (1992) 4-Amido-2-carboxytetrahydroquinolines. Structure-activity relationship for antagonism at the glycine site of the NMDA receptor. J.Med.Chem. 35 1954 PMID:1534584
Stone (2000) Development and therapeutic potential of kynurenic acid and kynurenine derivatives for neuroprotection. TiPS 21 149 PMID:10740291
Leeson et al (1991) trans-2-Carboxy-4-substituted tetrahydroquinolines. Potent glycine-site NMDA receptor antagonists. Med.Chem.Res. 1 64
If you know of a relevant reference for L-689,560, please let us know.
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Keywords: L-689,560, L-689,560 supplier, potent, NMDA, antagonists, glycine, site, Glutamate, Receptors, N-Methyl-D-Aspartate, iGluR, Ionotropic, L689560, merck, 0742, Tocris Bioscience
9 Citations for L-689,560
Citations are publications that use Tocris products. Selected citations for L-689,560 include:
Fang et al (2015) Regulated internalization of NMDA receptors drives PKD1-mediated suppression of the activity of residual cell-surface NMDA receptors. Toxicol Lett 8 75 PMID:26584860
Potier et al (2010) Contribution of the d-Serine-Dependent Pathway to the Cellular Mechanisms Underlying Cognitive Aging. Front Aging Neurosci 2 1 PMID:20552041
Ng et al (2014) Rapid regulation of endoplasmic reticulum dynamics in dendritic spines by NMDA receptor activation. Mol Brain 7 60 PMID:25242397
Park et al (2016) Calcium-Permeable AMPA Receptors Mediate the Induction of the Protein Kinase A-Dependent Component of Long-Term Potentiation in the Hippocampus. J Neurosci 36 622 PMID:26758849
Wall et al (2018) The Temporal Dynamics of Arc Expression Regulate Cognitive Flexibility. Neuron 98 1124 PMID:29861284
Dennis et al (2016) Activation of Muscarinic M1 Acetylcholine Receptors Induces Long-Term Potentiation in the Hippocampus. Mol Brain 26 414 PMID:26472558
Dargan et al (2009) ACET is a highly potent and specific kainate receptor antagonist: characterisation and effects on hippocampal mossy fibre function. Neuropharmacology 56 121 PMID:18789344
Eales et al (2014) The MK2/3 cascade regulates AMPAR trafficking and cognitive flexibility. Nat Commun 5 4701 PMID:25134715
Rouaud and Billard (2003) D-cycloserine facilitates synaptic plasticity but impairs glutamatergic neurotransmission in rat hippocampal slices. Br J Pharmacol 140 1051 PMID:14530208
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