5.04539

Eliprodil

• Synonym(s): Eliprodil, α-(4-Chlorophenyl)-4-[(4-fluorophenyl)methyl]-1-piperidineethanol, NMDA Antagonist IX
• Empirical Formula (Hill Notation): C₂₀H₂₃ClFNO
• CAS Number: 119431-25-3
• Molecular Weight: 347.85
• MDL number: MFCD00866651
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• assay: ≥99% (HPLC)
• Quality Level: 100
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• color: white
• solubility: DMSO: 17 mg/mL
• storage temp.: 2-8°C
• InChI: 1S/C20H23ClFNO/c21-18-5-3-17(4-6-18)20(24)14-23-11-9-16(10-12-23)13-15-1-7-19(22)8-2-15/h1-8,16,20,24H,9-14H2
• InChI key: GGUSQTSTQSHJAH-UHFFFAOYSA-N

Description

General description

A negative allosteric modulator selective for NR2B containing NMDA receptors (IC₅₀ = 1, >100, and >100 µM for NR2B, NR2A, and NR2C, respectively). Also a potent ligand for α1 receptor (K_i = 0.013 µM), one of the two types of unique non-opioid, non-phencyclidine brain α receptors. Blocks neuronal voltage-gated Ca2⁺

A negative allosteric modulator selective for NR2B containing NMDA receptors (IC₅₀ = 1, >100, and >100 µM for NR2B, NR2A, and NR2C, respectively). Also a potent ligand for ς1 receptor (K_i = 0.013 µM), one of the two types of unique non-opioid, non-phencyclidine brain ς receptors. Blocks neuronal voltage-gated Ca2+ channels and selectively inhibits the rapid component of the delayed rectifier K+ current (IKr). A neuroprotective agent in acute ischemic stroke. Prolongs the QT interval in EKG.

Biochem/physiol Actions

Primary Target
NMDA receptors

Target IC₅₀: 1, >100, and >100 →M for NR2B, NR2A, and NR2C, respectively.

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Lengyel, C., et al. 2004. Br. J. Pharmacol.143, 152.

Nikam, S., et al. 2002. Curr Pharm Des.8, 845.Whittemore, E., et al. 1997. J. Pharmacol. Exp. Ther.282, 326.M
Bath, C., et al. 1996. Eur. J. Pharmacol.299, 103.
Carter, C., et al. 1994. Neuropsychopharmacol.11, 257.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable