L-689,560

Name: L-689,560
Brand: Tocris Bioscience
SKU: 0742

Catalog # 0742

Citations (9)

COA / SDS

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$35 to United States

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Key Product Details

Description:	Highly potent NMDA antagonist
Chemical Name:	trans-2-Carboxy-5,7-dichloro-4-phenylaminocarbonylamino-1,2,3,4-tetrahydroquinoline
Purity:	≥99% (HPLC)
Molecular Weight:	380.23

View Full Technical Details for L-689,560

Biological Activity

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

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

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

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
	DMSO	9.51	25
	ethanol	38.02	100

Preparing Stock Solutions

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	26.30 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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References

References are publications that support the biological activity of the product.

Stone Development and therapeutic potential of kynurenic acid and kynurenine derivatives for neuroprotection. TiPS 2000 PMID: 10740291
Leeson 4-Amido-2-carboxytetrahydroquinolines. Structure-activity relationship for antagonism at the glycine site of the NMDA receptor. J.Med.Chem. 1992 PMID: 1534584
Leeson trans-2-Carboxy-4-substituted tetrahydroquinolines. Potent glycine-site NMDA receptor antagonists. Med.Chem.Res.

Citations for L-689,560 (9)

Showing 1 - 9 of 9 citations Showing All

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Citations are publications that use Bio-Techne products. Selected citations for L-689,560 include:

Wall et al. (2018) The Temporal Dynamics of Arc Expression Regulate Cognitive Flexibility. Neuron. 98:1124
PMID: 29861284
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
Dennis et al. (2016) Activation of Muscarinic M1 Acetylcholine Receptors Induces Long-Term Potentiation in the Hippocampus. Mol Brain. 26:414
PMID: 26472558
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
Eales et al. (2014) The MK2/3 cascade regulates AMPAR trafficking and cognitive flexibility. Nat Commun. 5:4701
PMID: 25134715
Ng et al. (2014) Rapid regulation of endoplasmic reticulum dynamics in dendritic spines by NMDA receptor activation. Mol Brain. 7:60
PMID: 25242397
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
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
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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