Irampanel

Chemical compound
  • None
Identifiers
  • N,N-Dimethyl-2-[2-(3-phenyl-1,2,4-oxadiazol-5-yl)phenoxy]ethanamine
CAS Number
  • 206260-33-5
PubChem CID
  • 3038472
ChemSpider
  • 2302037
UNII
  • R2GZD7LMYX
ChEMBL
  • ChEMBL29741
CompTox Dashboard (EPA)
  • DTXSID30174647 Edit this at Wikidata
Chemical and physical dataFormulaC18H19N3O2Molar mass309.369 g·mol−13D model (JSmol)
  • Interactive image
  • CN(C)CCOc1ccccc1c2nc(no2)c3ccccc3
InChI
  • InChI=1S/C18H19N3O2/c1-21(2)12-13-22-16-11-7-6-10-15(16)18-19-17(20-23-18)14-8-4-3-5-9-14/h3-11H,12-13H2,1-2H3
  • Key:QZULPCPLWGCGSL-UHFFFAOYSA-N

Irampanel (INN, code name BIIR-561) is a drug which acts as a dual noncompetitive antagonist of the AMPA receptor and neuronal voltage-gated sodium channel blocker.[1][2] It was under development by Boehringer Ingelheim for the treatment of acute stroke/cerebral ischemia but never completed clinical trials for this indication.[3][4] Irampanel was also trialed, originally, for the treatment of epilepsy and pain, but these indications, too, were abandoned,[1] and the drug was ultimately never marketed.

References

  1. ^ a b Feigin V (June 2002). "Irampanel Boehringer Ingelheim". Current Opinion in Investigational Drugs. 3 (6): 908–910. PMID 12137411.
  2. ^ Wang KK, Larner SF, Robinson G, Hayes RL (December 2006). "Neuroprotection targets after traumatic brain injury". Current Opinion in Neurology. 19 (6): 514–519. doi:10.1097/WCO.0b013e3280102b10. PMID 17102687. S2CID 28119069.
  3. ^ Sharma SS, Kaundal RK (1 January 2007). "Targeting Molecular Pathways in Stroke". In Ray A, Gulati K (eds.). Current Trends in Pharmacology. I. K. International Pvt Ltd. pp. 321–. ISBN 978-81-88237-77-7.
  4. ^ Weiser T (April 2005). "AMPA receptor antagonists for the treatment of stroke". Current Drug Targets. CNS and Neurological Disorders. 4 (2): 153–159. doi:10.2174/1568007053544129. PMID 15857300.
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GABAergics
GABAAR PAMs
GABA-T inhibitors
Others
Channel
modulators
Sodium blockers
Calcium blockers
Potassium openers
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CA inhibitors
Others
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Calcium
VDCCsTooltip Voltage-dependent calcium channels
Blockers
Activators
Potassium
VGKCsTooltip Voltage-gated potassium channels
Blockers
Activators
IRKsTooltip Inwardly rectifying potassium channel
Blockers
Activators
  • GIRKTooltip G protein-coupled inwardly rectifying potassium channel-specific: ML-297 (VU0456810)
KCaTooltip Calcium-activated potassium channel
Blockers
  • BKCa-specific: Ethanol (alcohol)
  • GAL-021
Activators
K2PsTooltip Tandem pore domain potassium channel
Blockers
Activators
Sodium
VGSCsTooltip Voltage-gated sodium channels
Blockers
Activators
ENaCTooltip Epithelial sodium channel
Blockers
Activators
  • Solnatide
ASICsTooltip Acid-sensing ion channel
Blockers
Chloride
CaCCsTooltip Calcium-activated chloride channel
Blockers
Activators
CFTRTooltip Cystic fibrosis transmembrane conductance regulator
Blockers
Activators
Unsorted
Blockers
Others
TRPsTooltip Transient receptor potential channels
  • See here instead.
LGICsTooltip Ligand gated ion channels
  • See here instead.
See also: Receptor/signaling modulators • Transient receptor potential channel modulators
  • v
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AMPARTooltip α-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid receptor
KARTooltip Kainate receptor
NMDARTooltip N-Methyl-D-aspartate receptor
  • See also: Receptor/signaling modulators
  • Metabotropic glutamate receptor modulators
  • Glutamate metabolism/transport modulators
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