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Rufinamide

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Rufinamide
Clinical data

Trade names	Banzel, Inovelon
AHFS/Drugs.com	Monograph
MedlinePlus	a609001
License data	EU EMA: by INN US DailyMed: Rufinamide US FDA: Rufinamide
Pregnancy category	AU: B3
Routes of administration	By mouth
ATC code	N03AF03 (WHO)
Legal status
Legal status	BR: Class C1 (Other controlled substances)^[1] UK: POM (Prescription only) US: ℞-only^[2] In general: ℞ (Prescription only)
Pharmacokinetic data
Bioavailability	85% (under fed conditions); t_max = 4–6 hours
Protein binding	34%
Metabolism	Carboxylesterase-mediated hydrolysis (CYP not involved)
Metabolites	Inactive
Elimination half-life	6–10 hours
Excretion	Urine (85%)^[2]
Identifiers
IUPAC name 1-(2,6-Difluorobenzyl)-1H-1,2,3-triazole-4-carboxamide
CAS Number	106308-44-5^N
PubChem CID	129228
IUPHAR/BPS	7470
ChemSpider	114471^Y
UNII	WFW942PR79
KEGG	D05775
ChEMBL	ChEMBL1201754^N
CompTox Dashboard (EPA)	DTXSID1046506
Chemical and physical data
Formula	C₁₀H₈F₂N₄O
Molar mass	238.198 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES O=C(c1nnn(c1)Cc2c(F)cccc2F)N
InChI 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)^Y Key:POGQSBRIGCQNEG-UHFFFAOYSA-N^Y
^NY (what is this?) (verify)

Rufinamide is an anticonvulsant medication. It is used in combination with other medication and therapy to treat Lennox–Gastaut syndrome^[3] 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 (FDA) in November 2008, as adjunctive treatment of seizures associated with Lennox-Gastaut syndrome in children four 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 ^[4] It is marketed under the brand name Banzel.^[5] It is also marketed in the European Union under the brand name Inovelon.^[6] It is available as a generic medication.^[7]

The mechanism of action of rufinamide is not fully understood. There is some evidence that rufinamide can modulate the gating of voltage-gated sodium channels,^[8]^[9] a common target for antiepileptic drugs.^[10] 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.^[11] However, this action cannot explain the unique spectrum of activity of rufinamide.

References[edit]

^ 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.

^ ^a ^b "Banzel- rufinamide tablet, film coated Banzel- rufinamide suspension". DailyMed. 15 April 2020. Retrieved 21 October 2020.

^ Hakimian S, Cheng-Hakimian A, Anderson GD, Miller JW (August 2007). "Rufinamide: a new anti-epileptic medication". Expert Opinion on Pharmacotherapy. 8 (12): 1931–1940. doi:10.1517/14656566.8.12.1931. PMID 17696794. S2CID 19522242.

^ Brodie MJ, Rosenfeld WE, Vazquez B, Sachdeo R, Perdomo C, Mann A, Arroyo S (August 2009). "Rufinamide for the adjunctive treatment of partial seizures in adults and adolescents: a randomized placebo-controlled trial". Epilepsia. 50 (8): 1899–1909. doi:10.1111/j.1528-1167.2009.02160.x. PMID 19490053. S2CID 38485532.

^ FDA press release - FDA Approves New Drug to Treat Severe Form of Epilepsy

^ "European Public Assessment Report for rufinamide (INOVELON)". Archived from the original on 14 March 2009. Retrieved 25 November 2008.

^ "2022 First Generic Drug Approvals". U.S. Food and Drug Administration (FDA). 3 March 2023. Archived from the original on 30 June 2023. Retrieved 30 June 2023.