Ifenprodil hemitartrate

Cat. No. 0545

Ifenprodil hemitartrate C21H27NO2.C4H6O6 [23210-56-2]

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Chemical Name: (1R*,2S*)-erythro-2-(4-Benzylpiperidino)-1-(4-hydroxyphenyl)-1-propanol hemitartrate

Biological Activity

NMDA receptor antagonist, acting at the polyamine site. Also an α-adrenergic vasodilator. σ2 ligand displaying about 3-fold selectivity over σ1 sites.

Technical Data

M.Wt:
400.49
Formula:
C21H27NO2.½C4H6O6
Solubility:
Soluble to 15 mM in water with gentle warming
Purity:
>99 %
Storage:
Store at RT
CAS No:
23210-56-2

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.

Certificate of Analysis / Safety Data Sheet

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Safety Data Sheet: View Safety Data Sheet

Shalaby et al (1992) Neuroprotective effects of the N-methyl-D-aspartate receptor antagonists ifenprodil and SL-82,0715 on hippocampal cells in culture. J.Pharmacol.Exp.Ther. 260 925. PMID: 1346650.

Schoemaker et al (1990) Polyamine-sensitive binding of [3H]ifenprodil, a novel NMDA antagonist to the rat cerebral cortex. Eur.J.Pharmacol. 176 249. PMID: 2178949.

Reynolds and Miller (1989) Ifenprodil is a novel type of N-methyl-D-aspartate receptor antagonist: interaction with polyamines. Mol.Pharmacol. 36 758. PMID: 2555674.

Gotti et al (1988) Ifenprodil and SL-82,0715 as cerebral anti-ischemic agents. 1. Evidence for efficacy in models of focal cerebral ischemia. J.Pharmacol.Exp.Ther. 247 1211. PMID: 2849668.

If you know of a relevant reference for this product please let us know.

Citations are publications that use Tocris products. Selected citations for Ifenprodil hemitartrate include:

Simma et al (2014) NMDA-receptor antagonists block B-cell function but foster IL-10 production in BCR/CD40-activated B cells. Cell Commun Signal 12 75. PMID: 25477292.

Thomazeau et al (2014) Prefrontal deficits in a murine model overexpressing the down syndrome candidate gene dyrk1a. J Neurosci 34 1138. PMID: 24453307.

Gaamouch et al (2012) Interaction between αCaMKII and GluN2B controls ERK-dependent plasticity. J Neurosci 32 10767. PMID: 22855824.

Gourley et al (2012) Arg kinase regulates prefrontal dendritic spine refinement and cocaine-induced plasticity. J Neurosci 32 2314. PMID: 22396406.

Hedegaard et al (2012) Molecular pharmacology of human NMDA receptors. Neurochem Int 61 601. PMID: 22197913.

Heinrich et al (2012) K+ depolarization evokes ATP, adenosine and glutamate release from glia in rat hippocampus: a microelectrode biosensor study. Br J Pharmacol 167 1003. PMID: 22394324.

Wills et al (2012) GluN2B subunit deletion reveals key role in acute and chronic ethanol sensitivity of glutamate synapses in bed nucleus of the stria terminalis. Proc Natl Acad Sci U S A 109 E278. PMID: 22219357.

Higley and Sabatini (2010) Competitive regulation of synaptic Ca2+ influx by D2 dopamine and A2A adenosine receptors. Nat Neurosci 13 958. PMID: 20601948.

Yuan et al (2009) The serine protease plasmin cleaves the amino-terminal domain of the NR2A subunit to relieve zinc inhibition of the N-methyl-D-aspartate receptors. J Biol Chem 284 12862. PMID: 19240037.

Popp et al (2008) Cerebellar granule cells cultured from adolescent rats express functional NMDA receptors: an in vitro model for studying the developing cerebellum. J Neurochem 106 900. PMID: 18466339.

Ge et al (2007) A critical period for enhanced synaptic plasticity in newly generated neurons of the adult brain. Neuron 54 559. PMID: 17521569.

Nateri et al (2007) ERK activation causes epilepsy by stimulating NMDA receptor activity. EMBO J 26 4891. PMID: 17972914.

Amadoro et al (2006) NMDA receptor mediates tau-induced neurotoxicity by calpain and ERK/MAPK activation. Proc Natl Acad Sci U S A 103 2892. PMID: 16477009.

Kopp et al (2006) Insufficient sleep reversibly alters bidirectional synaptic plasticity and NMDA receptor function. J Neurosci 26 12456. PMID: 17135407.

Shin et al (2005) The dextromethorphan analog dimemorfan attenuates kainate-induced seizures via sigma1 receptor activation: comparison with the effects of dextromethorphan. Br J Pharmacol 144 908. PMID: 15723099.

Ning et al (2004) Dual neuroprotective signaling mediated by downregulating two distinct phosphatase activities of PTEN. J Neurosci 24 4052. PMID: 15102920.

Do you know of a great paper that uses Ifenprodil hemitartrate from Tocris? If so please let us know.show all ▼show less ▲

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Keywords: Ifenprodil hemitartrate, supplier, σ, sigma, ligand, σ2, sigma2, σ1, sigma1, α1-adrenoceptor, alpha1-adrenoceptor, a1-adrenoceptor, α1-adrenergic, alpha1-adrenergic, a1-adrenergic, antagonists, NMDA, polyamine, site, Receptors, Glutamate, N-Methyl-D-Aspartate, iGluR, Ionotropic, Tocris Bioscience, NMDA Receptor Antagonist products

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