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Description: Non-competitive and GluN2B-selective NMDA antagonist
Chemical Name: α-(4-Chlorophenyl)-4-[(4-fluorophenyl)methyl]-1-piperidineethanol
Purity: ≥98% (HPLC)
Biological Activity
Non-competitive NMDA receptor antagonist that acts at the polyamine modulatory site. Selective for GluN2B (formally NR2B)- over GluN2A (NR2A)- and GluN2C (NR2C)-containing receptors (IC50 values are 1, > 100 and > 100 μM respectively). Also σ1 ligand (Ki = 0.013 μM). Antagonizes neuronal voltage-gated Ca2+ channels and selectively inhibits the rapid component of the delayed rectifier K+ current (IKr). Neuroprotective.
Please refer to IUPHAR Guide to Pharmacology for the most recent naming conventions.
Technical Data
| M. Wt | 347.86 |
| Formula | C20H23ClFNO |
| Storage | Desiccate at +4°C |
| Purity | ≥98% (HPLC) |
| CAS Number | 119431-25-3 |
| PubChem ID | 60703 |
| InChI Key | GGUSQTSTQSHJAH-UHFFFAOYSA-N |
| Smiles | OC(CN1CCC(CC2=CC=C(F)C=C2)CC1)C1=CC=C(Cl)C=C1 |
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.
Solubility Data
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 8.7 | 25 |
Preparing Stock Solutions
The following data is based on the product molecular weight 347.86. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 0.25 mM | 11.5 mL | 57.49 mL | 114.99 mL |
| 1.25 mM | 2.3 mL | 11.5 mL | 23 mL |
| 2.5 mM | 1.15 mL | 5.75 mL | 11.5 mL |
| 12.5 mM | 0.23 mL | 1.15 mL | 2.3 mL |
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References
References are publications that support the biological activity of the product.
Bath et al (1996) The effects of ifenprodil and eliprodil on voltage-dependent Ca2+ channels and in gerbil global cerebral ischaemia. Eur.J.Pharmacol. 299 103 PMID: 8901012
Whittemore et al (1997) Antagonism of N-MthD.-aspartate receptors by σ site ligands: potency, subtype-selectivity and mechanisms of inhibition. J.Pharmacol.Exp.Ther. 282 326 PMID: 9223571
Lengyel et al (2004) Effect of a neuroprotective drug, eliprodil on cardiac repolarisation: importance of the decreased repolarisation reserve in the development of proarrhythmic risk. Br.J.Pharmacol. 143 152 PMID: 15302678
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Keywords: Eliprodil, Eliprodil supplier, σ, sigma, ligands, σ1, sigma1, σ2, sigma2, polyamine, site, NMDA, antagonists, Ca2+, channel, blockers, Neuroprotective, Non-competitive, NR2B-selective, Receptors, Glutamate, N-Methyl-D-Aspartate, iGluR, Ionotropic, GluN2B, Sigma1, 2195, Tocris Bioscience
2 Citations for Eliprodil
Citations are publications that use Tocris products. Selected citations for Eliprodil include:
Hedegaard et al (2012) Molecular pharmacology of human NMDA receptors. Neurochem Int 61 601 PMID: 22197913
Rennekamp et al (2016) σ1 receptor ligands control a switch between passive and active threat responses. Nat Chem Biol 12 552 PMID: 27239788
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