Naspm trihydrochloride

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Cat.No. 2766 - Naspm trihydrochloride | C22H34N4O.3HCl | CAS No. 1049731-36-3
Description: Ca2+-permeable AMPA receptor antagonist
Alternative Names: 1-Naphthyl acetyl spermine trihydrochloride
Chemical Name: N-[3-[[4-[(3-Aminopropyl)amino]butyl]amino]propyl]-1-naphthaleneacetamide trihydrochloride
Purity: ≥97% (HPLC)
Datasheet
Citations (10)
Literature

Biological Activity

Selective antagonist of Ca2+-permeable AMPA receptors; blocks AMPA receptors lacking the GluR2 subunit. Protects hippocampal neurons against global ischemia-induced cell death.

Technical Data

M. Wt 479.91
Formula C22H34N4O.3HCl
Storage Desiccate at +4°C
Purity ≥97% (HPLC)
CAS Number 1049731-36-3
PubChem ID 16219727
InChI Key JNEOJAUJWOPWJS-UHFFFAOYSA-N
Smiles O=C(NCCCNCCCCNCCCN)CC2=CC=CC1=CC=CC=C12.Cl.Cl.Cl

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
water 47.99 100

Preparing Stock Solutions

The following data is based on the product molecular weight 479.91. Batch specific molecular weights may vary from batch to batch due to solvent 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 2.08 mL 10.42 mL 20.84 mL
5 mM 0.42 mL 2.08 mL 4.17 mL
10 mM 0.21 mL 1.04 mL 2.08 mL
50 mM 0.04 mL 0.21 mL 0.42 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the products' biological activity.

Tsubokawa et al (1995) Effects of spider toxin and its analogue on glutamate-activated currents in the hippocampal CA1 neuron after ischaemia. J.Neurophysiol. 74 218 PMID: 7472325

Koike et al (1997) Blocking effect of 1-naphthyl acetyl spermine on Ca2+-permeable AMPA receptors in cultured rat hippocampal neurons. Neurosci.Res. 29 27 PMID: 9293490

Nilsen and England (2007) A subtype-selective, use-dependent inhibitor of native AMPA receptors. J.Am.Chem.Soc. 129 4902 PMID: 17391037

Noh et al (2005) Blockade of calcium-permeable AMPA receptors protects hippocampal neurons against global ischemia-induced death. Proc.Natl.Acad.Sci.USA 102 12230 PMID:


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Keywords: Naspm trihydrochloride, supplier, AMPA, receptors, antagonists, GluR2, calcium-permeable, Ca2+, ionotropic, glutamate, receptors, iGluR, 1-Naphthyl, acetyl, spermine, trihydrochloride, AMPA, Receptors, AMPA, Receptors, Tocris Bioscience

10 Citations for Naspm trihydrochloride

Citations are publications that use Tocris products. Selected citations for Naspm trihydrochloride include:

Roy et al (2014) Enhancement of morphological plasticity in hippocampal neurons by a physically modified saline via phosphatidylinositol-3 kinase. J Neurosci 9 e101883 PMID: 25007337

Lee et al (2014) Synapse elimination and learning rules co-regulated by MHC class I H2-Db. J Cereb Blood Flow Metab 509 195 PMID: 24695230

Blanco-Suárez et al (2014) Differential Tiam1/Rac1 activation in hippocampal and cortical neurons mediates differential spine shrinkage in response to oxygen/glucose deprivation. Nat Commun 34 1898 PMID: 25248834

Cabañero et al (2013) Pain after discontinuation of morphine treatment is associated with synaptic increase of GluA4-containing AMPAR in the dorsal horn of the spinal cord. Neuropsychopharmacology 38 1472 PMID: 23403695

Jaafari et al (2012) PICK1 mediates transient synaptic expression of GluA2-lacking AMPA receptors during glycine-induced AMPA receptor trafficking. J Neurosci 32 11618 PMID: 22915106

Villers et al (2012) Long-lasting LTP requires neither repeated trains for its induction nor protein synthesis for its development. PLoS One 7 e40823 PMID: 22792408

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

Megill et al (2015) Defective Age-Dependent Metaplasticity in a Mouse Model of Alzheimer's Disease. Nature 35 11346 PMID: 26269641

Fernandes et al (2014) In vitro ischemia triggers a transcriptional response to down-regulate synaptic proteins in hippocampal neurons. PLoS One 9 e99958 PMID: 24960035

Kim and Ziff (2014) Calcineurin mediates synaptic scaling via synaptic trafficking of Ca2+-permeable AMPA receptors. PLoS Biol 12 e1001900 PMID: 24983627


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