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Perampanel information


Perampanel
Skeletal formula of perampanel
Ball-and-stick model of the perampanel molecule
Clinical data
Trade namesFycompa
Other namesE2007
AHFS/Drugs.comMonograph
MedlinePlusa614006
License data
  • US DailyMed: Perampanel
Pregnancy
category
  • AU: B3
Routes of
administration
By mouth
Drug classAnticonvulsant
ATC code
  • N03AX22 (WHO)
Legal status
Legal status
  • AU: S4 (Prescription only)[2][3][4][5]
  • BR: Class B1 (Psychoactive drugs)[6]
  • CA: ℞-only[7]
  • UK: POM (Prescription only)
  • US: WARNING[1]Schedule III[8]
  • EU: Rx-only
Pharmacokinetic data
Bioavailability116%[9]
Protein binding95–96%
MetabolismLiver, mostly via CYP3A4 and/or CYP3A5
Elimination half-life105 hours, 295 hours (moderate hepatic impairment)
Excretion70% faeces, 30% urine
Identifiers
IUPAC name
  • 5'-(2-cyanophenyl)-1'-phenyl-2,3'-bipyridinyl-6'(1H)-one
CAS Number
  • 380917-97-5 checkY
  • as hydrate: 1571982-04-1
PubChem CID
  • 9924495
  • as hydrate: 70679123
IUPHAR/BPS
  • 7050
DrugBank
  • DB08883 checkY
  • as hydrate: DBSALT001824
ChemSpider
  • 8100130 ☒N
  • as hydrate: 28533413
UNII
  • H821664NPK
  • as hydrate: 8LIX22217M
KEGG
  • D08964 checkY
  • as hydrate: D10780
ChEBI
  • CHEBI:71013 ☒N
  • as hydrate: CHEBI:71015
ChEMBL
  • ChEMBL1214124 ☒N
PDB ligand
  • 6ZP (PDBe, RCSB PDB)
CompTox Dashboard (EPA)
  • DTXSID80191501 Edit this at Wikidata
ECHA InfoCard100.219.846 Edit this at Wikidata
Chemical and physical data
FormulaC23H15N3O
Molar mass349.393 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • N#Cc2ccccc2-c1cc(-c4ncccc4)cn(c1=O)-c3ccccc3
InChI
  • InChI=1S/C23H15N3O/c24-15-17-8-4-5-11-20(17)21-14-18(22-12-6-7-13-25-22) 16-26(23(21)27)19-9-2-1-3-10-19/h1-14,16H ☒N
  • Key:PRMWGUBFXWROHD-UHFFFAOYSA-N ☒N

  • as hydrate: InChI=1S/4C23H15N3O.3H2O/c4*24-15-17-8-4-5-11-20(17)21-14-18(22-12-6-7-13-25-22)16-26(23(21)27)19-9-2-1-3-10-19;;;/h4*1-14,16H;3*1H2
  • Key:PDWMJDKMSASBNE-UHFFFAOYSA-N
 ☒NcheckY (what is this?)  (verify)

Perampanel, sold under the brand name Fycompa, is an anti-epileptic medication developed by Eisai Co. that is used in addition to other drugs to treat partial seizures and generalized tonic-clonic seizures for people older than twelve years.[8] It was first approved in 2012, and as of 2016, its optimal role in the treatment of epilepsy relative to other drugs was not clear.[10] It was the first antiepileptic drug in the class of selective non-competitive antagonist of AMPA receptors.[11]

The drug label has a black box warning that the drug may cause serious psychiatric and behavioral changes; it may cause homicidal or suicidal thoughts.[8] Other side effects have included dizziness, somnolence, vertigo, aggression, anger, loss of coordination, blurred vision, irritability, and slurred speech.[8] Perampanel reduced the effectiveness of levonorgestrel oral contraceptives by about 40%.[8] Women who may get pregnant should not take it as studies in animals show it may harm a fetus.[12] Perampanel is liable to be abused; very high doses produced euphoria responses similar to ketamine.[8] It is designated as a Schedule III controlled substance by the Drug Enforcement Administration.[8]

As of August 2016 perampanel had been studied and development discontinued in migraine, multiple sclerosis, neuropathic pain, and Parkinson's disease.[13]

  1. ^ "FDA-sourced list of all drugs with black box warnings (Use Download Full Results and View Query links.)". nctr-crs.fda.gov. FDA. Retrieved 22 October 2023.
  2. ^ "AusPAR: Perampanel hemisesquihydrate". Therapeutic Goods Administration (TGA). 10 May 2021. Retrieved 12 June 2021.
  3. ^ "TGA eBS - Product and Consumer Medicine Information Licence".
  4. ^ "Fycompa". NPS MedicineWise. 15 July 2021. Retrieved 19 February 2022.
  5. ^ "Prescription medicines: registration of new chemical entities in Australia, 2014". Therapeutic Goods Administration (TGA). 21 June 2022. Retrieved 10 April 2023.
  6. ^ Anvisa (31 March 2023). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 4 April 2023). Archived from the original on 3 August 2023. Retrieved 16 August 2023.
  7. ^ "Product monograph brand safety updates". Health Canada. February 2024. Retrieved 24 March 2024.
  8. ^ a b c d e f g "Fycompa- perampanel tablet Fycompa- perampanel suspension". DailyMed. Retrieved 12 June 2021.
  9. ^ Yang X, Wu TC, Yuxin MA, Lee JY, Bhattaram VA, Mehta MU. "U.S. FDA Clinical Pharmacology Review. Fycompa (perampanel)" (PDF): 25. {{cite journal}}: Cite journal requires |journal= (help)
  10. ^ Besag FM, Patsalos PN (2016). "Clinical efficacy of perampanel for partial-onset and primary generalized tonic-clonic seizures". Neuropsychiatric Disease and Treatment. 12: 1215–20. doi:10.2147/NDT.S83842. PMC 4876101. PMID 27274257. S2CID 14176469.
  11. ^ Chong DJ, Lerman AM (April 2016). "Practice Update: Review of Anticonvulsant Therapy". Current Neurology and Neuroscience Reports. 16 (4): 39. doi:10.1007/s11910-016-0640-y. PMID 26984292. S2CID 9090302.
  12. ^ EMA Summary of Product Characteristics. "Index pagel". 17 September 2018.
  13. ^ "Perampanel". AdisInsight. Retrieved 29 August 2016.

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receptors The noncompetitive AMPA receptor antagonists talampanel and perampanel have been demonstrated to have activity in the treatment of adults with...

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Ketamine

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Generalized epilepsy

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Name: Felbamate Levetiracetam Zonisamide Topiramate Valproate Lamotrigine Perampanel Valproate, a relatively old drug, is often considered the first-line treatment...

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Anticonvulsant

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Epilepsy

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