5.04539
Eliprodil
Synonym(s):
Eliprodil, α-(4-Chlorophenyl)-4-[(4-fluorophenyl)methyl]-1-piperidineethanol, NMDA Antagonist IX
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About This Item
Empirical Formula (Hill Notation):
C20H23ClFNO
CAS Number:
Molecular Weight:
347.85
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
Assay:
≥99% (HPLC)
Form:
solid
Quality level:
Storage condition:
OK to freeze, protect from light
assay
≥99% (HPLC)
Quality Level
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
SMILES string
Fc1ccc(cc1)CC2CCN(CC2)CC(O)c3ccc(cc3)Cl
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
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 ς1 receptor (Ki = 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
NMDA receptors
Target IC50: 1, >100, and >100 →M for NR2B, NR2A, and NR2C, respectively.
Preparation Note
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.
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
Disclaimer
Toxicity: Standard Handling (A)
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Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Certificates of Analysis (COA)
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Global Trade Item Number
| SKU | GTIN |
|---|---|
| 5045390001 | 04055977244878 |