Eliprodil
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Eliprodil
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CAS No:
119431-25-3
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Formula:
C20H23ClFNO
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Chemical Name:
Eliprodil
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Synonyms:
1-Piperidineethanol,α-(4-chlorophenyl)-4-[(4-fluorophenyl)methyl]-;1-Piperidineethanol,α-(4-chlorophenyl)-4-[(4-fluorophenyl)methyl]-,(±)-;α-(4-Chlorophenyl)-4-[(4-fluorophenyl)methyl]-1-piperidineethanol;SL 820715;Eliprodil;1-(4-Chloro-phenyl)-2-[4-(4-fluoro-benzyl)-piperidin-1-yl]-ethanol;1-(4-Chlorophenyl)-2-[4-[(4-fluorophenyl)methyl]piperidin-1-yl]ethanol;1-(4-Chlorophenyl)-2-[4-[(4-fluorophenyl)methyl]piperidin-1-yl]ethan-1-ol;126613-29-4;127293-58-7
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CAS No:
Description
Eliprodil(SL-820715) is a non-competitive NR2B-NMDA receptor antagonist(IC50=1 uM), less potent for NR2A- and NR2C-containing receptors(IC50> 100 uM).IC50 value:Target: NR2B-NMDA antagonistHuman N-type Ca2+ channel currents were inhibited by ifenprodil and eliprodil with IC50 values of 50 microM and 10 microM respectively whereas P-type Ca2+ channel currents were inhibited reversibly by ifenprodil and eliprodil with approximate IC50 values of 60 microM and 9 microM respectively. eliprodi
Eliprodil is a racemate comprising equimolar amounts of (R)- and (S)-eliprodil. It is a non-competitive N-methyl-D-aspartate (NMDA) receptor antagonist and an anti-ischaemic agent that exhibits neuroprotective properties. It has a role as a geroprotector, a NMDA receptor antagonist, a neuroprotective agent and a calcium channel blocker. It contains a (R)-eliprodil and a (S)-eliprodil.|Eliprodil has been used in trials studying the treatment of Parkinson Disease and Movement Disorders.
Characteristics
23.5
4.5
white solid
1.205±0.06 g/cm3(Predicted)
474.1±35.0 °C(Predicted)
240.5ºC
1.58
DMSO: ~17 mg/mL
2-8°C
Safety Information
UN 3077 9/PG 3
3
50/53
60-61
N
P273-P305 + P351 + P338-P501
H319-H410
|Warning|H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]|P264, P273, P280, P305+P351+P338, P337+P313, P391, and P501|Aggregated GHS information provided by 38 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Drug Information
Drugs intended to prevent damage to the brain or spinal cord from ischemia, stroke, convulsions, or trauma. Some must be administered before the event, but others may be effective for some time after. They act by a variety of mechanisms, but often directly or indirectly minimize the damage produced by endogenous excitatory amino acids. (See all compounds classified as Neuroprotective Agents.)|Drugs that bind to but do not activate excitatory amino acid receptors, thereby blocking the actions of agonists. (See all compounds classified as Excitatory Amino Acid Antagonists.)
(4-chlorophenyl)-4-((4-fluorophenyl)methyl)-1-piperidineethanol
Eliprodil Use and Manufacturing
Non-competitive NMDA receptor antagonist that acts at the polyamine modulatory site. Selective for NR2B- over NR2A- and NR2C-containing receptors (IC 50 values are 1, > 100 and > 100 μ M respectively). Also σ 1 ligand (K i = 0.013 μ M). Antagonizes neuronal voltage-gated Ca 2+ channels and selectively inhibits the rapid component of the delayed rectifier K + current (I Kr ). Neuroprotective.
Computed Properties
Molecular Weight:347.9
XLogP3:4.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:5
Exact Mass:347.1452202
Monoisotopic Mass:347.1452202
Topological Polar Surface Area:23.5
Heavy Atom Count:24
Complexity:359
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes