Rufinamide

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Rufinamide
Rufinamid.svg
Systematic (IUPAC) name
1-(2,6-Difluorobenzyl)-1H-1,2,3-triazole-4-carboxamide
Clinical data
AHFS/Drugs.com Consumer Drug Information
MedlinePlus a609001
Licence data EMA:Link, US FDA:link
Legal status
  • ℞ (Prescription only)
Routes of
administration
Oral
Identifiers
CAS Number 106308-44-5 N
ATC code N03AF03 (WHO)
PubChem CID: 129228
IUPHAR/BPS 7470
ChemSpider 114471 YesY
UNII WFW942PR79 YesY
ChEMBL CHEMBL1201754 N
Chemical data
Formula C10H8F2N4O
Molecular mass 238.194
  • O=C(c1nnn(c1)Cc2c(F)cccc2F)N
  • InChI=1S/C10H8F2N4O/c11-7-2-1-3-8(12)6(7)4-16-5-9(10(13)17)14-15-16/h1-3,5H,4H2,(H2,13,17) YesY
  • Key:POGQSBRIGCQNEG-UHFFFAOYSA-N YesY
 NYesY (what is this?)  (verify)

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Rufinamide is an anticonvulsant medication. It is used in combination with other medication and therapy to treat Lennox–Gastaut syndrome[1] and various other seizure disorders. Rufinamide, a triazole derivative, was developed in 2004 by Novartis Pharma, AG, and is manufactured by Eisai.

Rufinamide was approved by the US Food and Drug Administration on November 14, 2008 as adjunctive treatment of seizures associated with Lennox-Gastaut syndrome in children 4 years and older and adults. Its official FDA-approved labeling does not mention use in the treatment of partial seizures inasmuch as clinical trials submitted to the FDA were marginal. However, several recent clinical trials suggest that the drug has efficacy for partial seizures [2] It is marketed under the brand name Banzel.[3] It is also marketed in the European Union under the brand name Inovelon.[4]

The mechanism of action of rufinamide is unknown. There is some evidence that rufinamide can modulate the gating of voltage-gated sodium channels,[5] a common target for antiepileptic drugs.[6] A recent study indicates subtle effects on the voltage-dependence of gating and the time course of inactivation in some sodium channel isoforms that could reduce neuronal excitability.[7] However, this action cannot explain the unique spectrum of activity of rufinamide.

References

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  3. FDA press release - FDA Approves New Drug to Treat Severe Form of Epilepsy
  4. European Public Assessment Report for rufinamide (INOVELON)
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External links