Eslicarbazepine acetate information

Eslicarbazepine acetate
Clinical data
Trade names	Aptiom, Zebinix, Exalief
AHFS/Drugs.com	Monograph
License data	EU EMA: by INN;
Pregnancy; category	AU: D; ;
Routes of; administration	By mouth
ATC code	N03AF04 (WHO) ;
Legal status
Legal status	AU: S4 (Prescription only); CA: ℞-only; US: ℞-only; EU: Rx-only; In general: ℞ (Prescription only);
Pharmacokinetic data
Protein binding	~30%
Metabolism	UGT (?)
Metabolites	Eslicarbazepine (active), glucuronides (inactive), etc.
Elimination half-life	10–20 hours
Excretion	~90% renal
Identifiers
	IUPAC name (S)-10-Acetoxy-10,11-dihydro-5H-dibenz[b,f]azepine-5-carboxamide;
CAS Number	236395-14-5;
PubChem CID	179344;
DrugBank	DB09119;
ChemSpider	156110;
UNII	BEA68ZVB2K;
KEGG	D09612;
ChEBI	CHEBI:87016;
ChEMBL	ChEMBL87992 ;
CompTox Dashboard (EPA)	DTXSID90178308 ;
ECHA InfoCard	100.164.398
Chemical and physical data
Formula	C17H16N2O3
Molar mass	296.326 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC(=O)O[C@H]1Cc2ccccc2N(C(N)=O)c2ccccc21;
	InChI InChI=1S/C17H16N2O3/c1-11(20)22-16-10-12-6-2-4-8-14(12)19(17(18)21)15-9-5-3-7-13(15)16/h2-9,16H,10H2,1H3,(H2,18,21)/t16-/m0/s1; Key:QIALRBLEEWJACW-INIZCTEOSA-N;

Eslicarbazepine acetate (ESL), sold under the brand names Aptiom and Zebinix among others, is an anticonvulsant medication approved for use in Europe and the United States as monotherapy or as additional therapy for partial-onset seizures epilepsy.^[6]^[4]^[3]

Similarly to oxcarbazepine, ESL behaves as a prodrug to (S)-(+)-licarbazepine.^[7] As such, their mechanisms of action are identical.^[8]

^ ^a ^b "Zebinix". Therapeutic Goods Administration (TGA). 9 June 2021. Retrieved 6 September 2021.
^ "Summary Basis of Decision (SBD) for Aptiom". Health Canada. 23 October 2014. Retrieved 29 May 2022.
^ ^a ^b "Aptiom- eslicarbazepine acetate tablet Aptiom- eslicarbazepine acetate kit". DailyMed. Retrieved 21 January 2021.
^ ^a ^b "Zebinix EPAR". European Medicines Agency (EMA). Retrieved 21 January 2021.
^ Dinnendahl V, Fricke U, eds. (2011). Arzneistoff-Profile (in German). Vol. 4 (25 ed.). Eschborn, Germany: Govi Pharmazeutischer Verlag. ISBN 978-3-7741-9846-3.
^ "FDA approves Aptiom to treat seizures in adults". US FDA. 8 November 2013. Archived from the original on 11 January 2017. Retrieved 16 December 2019.
^ Rogawski MA (June 2006). "Diverse mechanisms of antiepileptic drugs in the development pipeline". Epilepsy Research. 69 (3): 273–94. doi:10.1016/j.eplepsyres.2006.02.004. PMC 1562526. PMID 16621450.
^ Rogawski MA, Löscher W (July 2004). "The neurobiology of antiepileptic drugs". Nature Reviews. Neuroscience. 5 (7): 553–64. doi:10.1038/nrn1430. PMID 15208697. S2CID 2201038.

[Zebinix_APM_summary-1] "Zebinix". Therapeutic Goods Administration (TGA). 9 June 2021. Retrieved 6 September 2021.

[2] "Summary Basis of Decision (SBD) for Aptiom". Health Canada. 23 October 2014. Retrieved 29 May 2022.

[Aptiom_FDA_label-3] "Aptiom- eslicarbazepine acetate tablet Aptiom- eslicarbazepine acetate kit". DailyMed. Retrieved 21 January 2021.

[Zebinix_EPAR-4] "Zebinix EPAR". European Medicines Agency (EMA). Retrieved 21 January 2021.

[5] Dinnendahl V, Fricke U, eds. (2011). Arzneistoff-Profile (in German). Vol. 4 (25 ed.). Eschborn, Germany: Govi Pharmazeutischer Verlag. ISBN 978-3-7741-9846-3.

[FDA-6] "FDA approves Aptiom to treat seizures in adults". US FDA. 8 November 2013. Archived from the original on 11 January 2017. Retrieved 16 December 2019.

[pmid16621450-7] Rogawski MA (June 2006). "Diverse mechanisms of antiepileptic drugs in the development pipeline". Epilepsy Research. 69 (3): 273–94. doi:10.1016/j.eplepsyres.2006.02.004. PMC 1562526. PMID 16621450.

[pmid15208697-8] Rogawski MA, Löscher W (July 2004). "The neurobiology of antiepileptic drugs". Nature Reviews. Neuroscience. 5 (7): 553–64. doi:10.1038/nrn1430. PMID 15208697. S2CID 2201038.

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