Product overview
Name | Ifenprodil |
Description | Non-competitive GluN2B subunit selective NMDAR allosteric inhibitor |
Purity | >99% |
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Biological Data
Biological description | Ifenprodil is a non-competitive, voltage-independent GluN2B subunit selective NMDA receptor allosteric inhibitor (IC50 = 0.15 μM). It is selective over GluN2A (NR2A), GluN2C (NR2C) and GluN2D (NR2D) subunits (IC50 values are >30 μM). Ifenprodil is thought to bind at the interface of the GluN1/2B NTD (ATD) (N-terminal domain).
Ifenprodil also shows use dependence in which binding of glutamate increases binding of ifenprodil and vice versa.
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Solubility & Handling
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. |
Chemical Data
Chemical name | (1R*,2S*)-erythro-2-(4-Benzylpiperidino)-1-(4-hydroxyphenyl)-1-propanol hemitartrate |
Molecular Weight | 400.49 |
Chemical structure | |
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 |
References for Ifenprodil
References are publications that support the biological activity of the product
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Age and activation determines the anticonvulsant effect of ifenprodil in rats.
Mareš P (2014) Naunyn Schmiedebergs Arch Pharmacol 387(8) : 753-61. -
Ifenprodil effects on GluN2B-containing glutamate receptors.
Amico-Ruvio SA et al (2012) Mol Pharmacol 82(6) : 1074-81. -
Ifenprodil, a novel NMDA receptor antagonist: site and mechanism of action.
Williams K (2001) Curr Drug Targets 2(3) : 285-98. -
Ifenprodil is a novel type of NMDA receptor antagonist: interaction with polyamines.
Reynolds IJ et al (1989) Mol Pharmacol 36(5) : 758-65.
Publications
These publications cite the use of Ifenprodil purchased from Hello Bio:
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Functional and pharmacological properties of triheteromeric GluN1/2B/2D NMDA receptors
Yi F et al (2019) J Physiol 597(22) : 5495-5514PubMedID: 31541561 -
Properties of triheteromeric NMDA receptors containing two distinct GluN1 isoforms.
Yi et al (2018) Mol Pharmacol pii: mol.117.111427 : /mol.117.111427. [Epub ahead ofPubMedID: 29483146 -
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.2017.00229PubMedID: 28536523