Home / NMDA Receptor Antagonists / Ifenprodil hemitartrate

Ifenprodil hemitartrate

Catalog #: 0545
32 Citations Datasheet / COA / SDS
Catalog # Availability Size / Price Qty
0545/10
0545/50
Ifenprodil hemitartrate | NMDA Receptor Antagonists
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Description: Non-competitive NMDA antagonist; also σ ligand

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

Purity: ≥99%

Product Details
Citations (32)
Reviews
Biological Activity Technical Data Background Product Datasheets Calculators

Biological Activity

Ifenprodil hemitartrate is a 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 10 mM in water and to 100 mM in DMSO
Purity:
≥99%
Storage:
Store at RT

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.

Background References

  1. Selective regulation of NR2B by protein phosphatase-1 for the control of the NMDA receptor in neuroprotection.
    Farinelli M, Heitz FD, Grewe BF, Tyagarajan SK, Helmchen F, Mansuy IM
    PLoS ONE, 2012;7(3):e34047.
  2. High-throughput genotoxicity assay identifies antioxidants as inducers of DNA damage response and cell death.
    Fox JT, Sakamuru S, Huang R
    Proc. Natl. Acad. Sci. U.S.A., 2012;109(14):5423-8.
  3. Potentiation of NMDA receptor-dependent cell responses by extracellular high mobility group box 1 protein.
    Pedrazzi, Marco, Averna, Monica, Sparatore, Bianca, Patrone, Mauro, Salamino, Franca, Marcoli, Manuela, Maura, Guido, Cervetto, Chiara, Frattaroli, Daniela, Pontremoli, Sandro, Melloni, Edon
    PLoS ONE, 2012;7(8):e44518.
  4. Polyamine-sensitive binding of [3H]ifenprodil, a novel NMDA antagonist to the rat cerebral cortex.
    Schoemaker et al.
    Eur.J.Pharmacol., 1990;176:249
  5. Ifenprodil and SL-82,0715 as cerebral anti-ischemic agents. 1. Evidence for efficacy in models of focal cerebral ischemia.
    Gotti et al.
    J.Pharmacol.Exp.Ther., 1988;247:1211
  6. Neuroprotective effects of the N-MthD.-aspartate receptor antagonists ifenprodil and SL-82,0715 on hippocampal cells in culture.
    Shalaby et al.
    J.Pharmacol.Exp.Ther., 1992;260:925
  7. Ifenprodil is a novel type of N-MthD.-aspartate receptor antagonist: interaction with polyamines.
    Reynolds and Miller
    Mol.Pharmacol., 1989;36:758

Product Datasheets

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Citations for Ifenprodil hemitartrate

The citations listed below are publications that use Tocris products. Selected citations for Ifenprodil hemitartrate include:

32 Citations: Showing 1 - 10

  1. Structural elements of a pH-sensitive inhibitor binding site in NMDA receptors.
    Authors: Regan Et al.
    Nat Commun  2019;10:321
  2. The Developmental Shift of NMDA Receptor Composition Proceeds Independently of GluN2 Subunit-Specific GluN2 C-Terminal Sequences.
    Authors: McKay Et al.
    Cell Rep  2018;25:841
  3. Posttranslational modification impact on the mechanism by which amyloid-β induces synaptic dysfunction.
    Authors: Grochowska Et al.
    EMBO Rep  2017;18:962
  4. Toll-like receptor 4 deficiency alters nucleus accumbens synaptic physiology and drug reward behavior.
    Authors: Kashima and Grueter
    Proc Natl Acad Sci U S A.  2017;114(33):8865
  5. Inhibition of Dopamine Receptor D4 Impedes Autophagic Flux, Proliferation, and Survival of Glioblastoma Stem Cells.
    Authors: Dolma Et al.
    Cancer Cell  2016;29:859
  6. Activation of α7 nicotinic acetylcholine receptors protects potentiated synapses from depotentiation during theta pattern stimulation in the hippocampal CA1 region of rats.
    Authors: Galvez Et al.
    Neuropharmacology  2016;105:378
  7. GluN2D-containing NMDA receptors-mediate synaptic currents in hippocampal interneurons and pyramidal cells in juvenile mice.
    Authors: Engelhardt Et al.
    Proc Natl Acad Sci U S A  2015;9:95
  8. Distinct molecular components for thalamic- and cortical-dependent plasticity in the lateral amygdala.
    Authors: Mirante Et al.
    J Neurosci  2014;7:62
  9. Prefrontal deficits in a murine model overexpressing the down syndrome candidate gene dyrk1a.
    Authors: Thomazeau Et al.
    J Neurosci  2014;34:1138
  10. The calcium-sensitive σ-1 receptor prevents cannabinoids from provoking glutamate NMDA receptor hypofunction: implications in antinociception and psychotic diseases.
    Authors: Sánchez-Blázquez Et al.
    Front Cell Neurosci  2014;17:1943
  11. NMDA-receptor antagonists block B-cell function but foster IL-10 production in BCR/CD40-activated B cells.
    Authors: Simma Et al.
    Cell Commun Signal  2014;12:75
  12. Moderate prenatal alcohol exposure reduces plasticity and alters NMDA receptor subunit composition in the dentate gyrus.
    Authors: Brady Et al.
    Int J Neuropsychopharmacol  2013;33:1062
  13. Molecular pharmacology of human NMDA receptors.
    Authors: Hedegaard Et al.
    Neurochem Int  2012;61:601
  14. Arg kinase regulates prefrontal dendritic spine refinement and cocaine-induced plasticity.
    Authors: Gourley Et al.
    J Neurosci  2012;32:2314
  15. Interaction between αCaMKII and GluN2B controls ERK-dependent plasticity.
    Authors: Gaamouch Et al.
    J Neurosci  2012;32:10767
  16. K+ depolarization evokes ATP, adenosine and glutamate release from glia in rat hippocampus: a microelectrode biosensor study.
    Authors: Heinrich Et al.
    Br J Pharmacol  2012;167:1003
  17. Direct pharmacological monitoring of the developmental switch in NMDA receptor subunit composition using TCN 213, a GluN2A-selective, glycine-dependent antagonist.
    Authors: McKay Et al.
    Br J Pharmacol  2012;166:924
  18. GluN2B subunit deletion reveals key role in acute and chronic ethanol sensitivity of glutamate synapses in bed nucleus of the stria terminalis.
    Authors: Wills Et al.
    Proc Natl Acad Sci U S A  2012;109:E278
  19. Development of NMDA NR2 subunits and their roles in critical period maturation of neocortical GABAergic interneurons.
    Authors: Zhang and Sun
    J Neurosci  2011;71:221
  20. CDK5 is essential for soluble amyloid β-induced degradation of GKAP and remodeling of the synaptic actin cytoskeleton.
    Authors: Roselli Et al.
    PLoS One  2011;6:e23097
  21. Competitive regulation of synaptic Ca2+ influx by D2 DA and A2A adenosine receptors.
    Authors: Higley and Sabatini
    Nat Neurosci  2010;13:958
  22. The serine protease plasmin cleaves the amino-terminal domain of the NR2A subunit to relieve zinc inhibition of the N-MthD.-aspartate receptors.
    Authors: Yuan Et al.
    J Biol Chem  2009;284:12862
  23. Cerebellar granule cells cultured from adolescent rats express functional NMDA receptors: an in vitro model for studying the developing cerebellum.
    Authors: Popp Et al.
    J Neurochem  2008;106:900
  24. Vulnerability of white matter towards antenatal hypoxia is linked to a species-dependent regulation of glutamate receptor subunits.
    Authors: Fontaine Et al.
    Dev Neurobiol  2008;105:16779
  25. Long-lasting NMDA receptor-mediated EPSCs in mouse striatal medium spiny neurons.
    Authors: Logan Et al.
    J Neurophysiol  2007;98:2693
  26. A critical period for enhanced synaptic plasticity in newly generated neurons of the adult brain.
    Authors: Ge Et al.
    Neuron  2007;54:559
  27. ERK activation causes epilepsy by stimulating NMDA receptor activity.
    Authors: Nateri Et al.
    EMBO J  2007;26:4891
  28. Insufficient sleep reversibly alters bidirectional synaptic plasticity and NMDA receptor function.
    Authors: Kopp Et al.
    J Neurosci  2006;26:12456
  29. NMDA receptor mediates tau-induced neurotoxicity by calpain and ERK/MAPK activation.
    Authors: Amadoro Et al.
    Proc Natl Acad Sci U S A  2006;103:2892
  30. Behavioral stress enhances hippocampal CA1 long-term depression through the blockade of the glutamate uptake.
    Authors: Yang Et al.
    PLoS One  2005;25:4288
  31. The dextromethorphan analog dimemorfan attenuates kainate-induced seizures via sigma1 receptor activation: comparison with the effects of dextromethorphan.
    Authors: Shin Et al.
    Br J Pharmacol  2005;144:908
  32. Dual neuroprotective signaling mediated by downregulating two distinct phosphatase activities of PTEN.
    Authors: Ning Et al.
    J Neurosci  2004;24:4052

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