Ifenprodil

(HB0339)

Product overview

  • Name
    Ifenprodil
  • Short description
    Non-competitive GluN2B subunit selective NMDAR allosteric inhibitor
  • Biological description

    Non-competitive, voltage-independent GluN2B subunit selective NMDA receptor allosteric inhibitor (IC50 = 0.15 μM).

    Selective over GluN2A (NR2A), GluN2C (NR2C) and GluN2D (NR2D) subunits (IC50 values are >30 μM).

    Thought to bind at the interface of the GluN1/2B NTD (ATD) (N-terminal domain).


    Ifenprodil is commonly used to distinguish between GluN2B- and GluN2A- containing NMDARs in synaptic and extrasynaptic membranes.

    Also shows use dependence in which binding of glutamate increases binding of ifenprodil and vice versa.


    Shows neuroprotective effects. Protects neurons against glutamate excitotoxicity in an activity-dependent manner.

  • Biological action
    Antagonist
  • Purity
    >99%
  • Citations

Properties

  • Chemical name
    (1R*,2S*)-erythro-2-(4-Benzylpiperidino)-1-(4-hydroxyphenyl)-1-propanol hemitartrate
  • Molecular Weight
    400.49
  • Chemical structure
    Ifenprodil  [23210-58-4]
  • Molecular Formula
    C21H27NO2.½C4H6O6
  • CAS Number
    23210-58-4
  • PubChem identifier
    656586
  • SMILES
    CC(C(C1=CC=C(C=C1)O)O)N2CCC(CC2)CC3=CC=CC=C3.CC(C(C1=CC=C(C=C1)O)O)N2CCC(CC2)CC3=CC=CC=C3.[C@@H]([C@H](C(=O)O)O)(C(=O)O)O
  • InChi
    InChI=1S/2C21H27NO2.C4H6O6/c2*1-16(21(24)19-7-9-20(23)10-8-19)22-13-11-18(12-14-22)15-17-5-3-2-4-6-17;5-1(3(7)8)2(6)4(9)10/h2*2-10,16,18,21,23-24H,11-15H2,1H3;1-2,5-6H,(H,7,8)(H,9,10)/t;;1-,2-/m..1/s1
  • InChiKey
    DMPRDSPPYMZQBT-CEAXSRTFSA-N
  • MDL number
    MFCD01529999

Storing and Using Your Product

  • Storage instructions
    Room temperature
  • Solubility overview
    Soluble in water (15mM, gentle warming)
  • Important
    This product is for RESEARCH USE ONLY and is not intended for therapeutic or diagnostic use. Not for human or veterinary use.

References for Ifenprodil

  • Ifenprodil, a novel NMDA receptor antagonist: site and mechanism of action.

    Williams K (2001) Curr Drug Targets 2(3) : 285-98.
    PubMedID: 11554553
  • Ifenprodil is a novel type of NMDA receptor antagonist: interaction with polyamines.

    Reynolds IJ et al (1989) Mol Pharmacol 36(5) : 758-65.
    PubMedID: 2555674
  • Age and activation determines the anticonvulsant effect of ifenprodil in rats.

    Mareš P (2014) Naunyn Schmiedebergs Arch Pharmacol 387(8) : 753-61.
    PubMedID: 24807824
  • Ifenprodil effects on GluN2B-containing glutamate receptors.

    Amico-Ruvio SA et al (2012) Mol Pharmacol 82(6) : 1074-81.
    PubMedID: 22936815
The following papers have cited the use of Ifenprodil (HB0339) from Hello Bio. If you have published a paper using this product, and it is not shown here, then please tell us! We will send you a free gift as a thank you!
  • Positive Modulatory Interactions of NMDA Receptor GluN1/2B Ligand Binding Domains Attenuate Antagonists Activity.

    Bledsoe et al(2017) Front Pharmacol 8:229 : doi: 10.3389/fphar.2017.00229
    PubMedID: 28536523