Eslicarbazepine Acetate: Properties, Uses & FAQs
Eslicarbazepine Acetate: Properties, Uses & FAQs
Eslicarbazepine Acetate is a third-generation anticonvulsant prodrug that acts as a voltage-gated sodium channel blocker, widely used in neuroscience research to investigate epilepsy mechanisms and neuroprotective strategies.
- Chemical Name
- (S)-(-)-10-Acetoxy-10,11-dihydro-5H-dibenz[b,f]azepine-5-carboxamide
- SKU / Catalog Number
- E422773
- Primary Mechanism
- Voltage-gated sodium channel (VGSC) slow-inactivation enhancer; reduces persistent sodium current
- Drug Class
- Dibenzazepine anticonvulsant prodrug (converted in vivo to eslicarbazepine)
- Research Application
- Epilepsy models, neuroprotection studies, ion channel pharmacology
- Reference Compound
- See also E133192 (referenced in product description)
What Is Eslicarbazepine Acetate and How Does It Work?
Eslicarbazepine Acetate (ESL) is a third-generation anticonvulsant belonging to the dibenzazepine chemical family, which also includes carbamazepine and oxcarbazepine. It functions as a prodrug: after administration, hepatic esterases rapidly hydrolyze the acetate moiety to yield the active metabolite S-licarbazepine (eslicarbazepine), which is responsible for pharmacological activity.
The primary mechanism of action involves preferential binding to the inactivated state of voltage-gated sodium channels (Nav1.2, Nav1.4, Nav1.5, Nav1.6), thereby prolonging the slow-inactivation phase and reducing the availability of channels for repetitive firing. This suppresses high-frequency neuronal discharges characteristic of seizure activity without broadly blocking normal neuronal function.
In research settings, ESL is used as a pharmacological tool to probe sodium channel kinetics, study neuronal excitability, and validate seizure models in vitro and in vivo.
Key Chemical and Physical Properties
Eslicarbazepine Acetate is a white to off-white crystalline powder. Its molecular formula is C17H16N2O3 with a molecular weight of approximately 296.32 g/mol. The compound is sparingly soluble in water but more soluble in organic solvents such as DMSO, methanol, and ethanol, making DMSO the recommended vehicle for stock solution preparation in most in vitro assays.
The compound exhibits a defined stereochemistry at the C-10 position (S-configuration), which is critical for its selectivity and potency at sodium channels. This distinguishes it from racemic licarbazepine and from the R-enantiomer, which shows considerably weaker activity.
Researchers should confirm purity, exact molecular weight, and solubility data from the Certificate of Analysis (CoA) provided with each lot of SKU E422773, as these parameters may vary slightly between batches.
Research and Laboratory Applications
Eslicarbazepine Acetate is used across a range of neuroscience and pharmacology research applications:
- Epilepsy models: ESL is applied in rodent kindling models, pentylenetetrazol (PTZ)-induced seizure models, and in vitro hippocampal slice preparations to characterize anticonvulsant activity and compare efficacy with other antiepileptic drugs (AEDs).
- Ion channel pharmacology: Patch-clamp electrophysiology studies utilize ESL to dissect the slow-inactivation kinetics of specific Nav subtypes, particularly Nav1.6, which is enriched at axon initial segments of cortical neurons.
- Neuroprotection research: ESL has been investigated for potential neuroprotective effects in models of ischemia and neurodegeneration, given that excessive sodium influx contributes to excitotoxic cell death.
- Drug interaction and metabolism studies: As a prodrug, ESL provides a useful substrate for studying hepatic esterase activity and CYP enzyme induction profiles relevant to polypharmacy research.
All research use of this compound should comply with applicable institutional biosafety and chemical safety guidelines.
Storage, Handling, and Solubility Guidance
Storage: Store Eslicarbazepine Acetate at room temperature (15–25 °C) in a tightly sealed container, protected from light and moisture. Confirm recommended storage conditions from the product CoA, as specific lot requirements may differ.
Solubility: ESL is sparingly soluble in aqueous buffers at physiological pH. For stock solution preparation, dissolve in DMSO to a concentration of 10–50 mM, aliquot to avoid freeze-thaw cycles, and dilute into assay buffer immediately before use. Final DMSO concentration in cell-based assays should generally be kept below 0.1% to minimize cytotoxicity.
Handling precautions: Although ESL does not carry extreme hazard classifications typical of highly toxic compounds, standard laboratory personal protective equipment (PPE) — including nitrile gloves, safety glasses, and a lab coat — should be worn when handling the powder form to avoid inhalation or skin contact. Consult the Safety Data Sheet (SDS) for full hazard information.
Stability: Properly stored stock solutions in DMSO are generally stable for several months. Aqueous solutions are less stable and should be used promptly.
Ordering and Product Information at Aladdin Scientific
Eslicarbazepine Acetate is available from Aladdin Scientific under SKU E422773. A related reference compound is listed under catalog number E133192 (see product description for details). Researchers are encouraged to cross-reference both entries to select the most appropriate grade and format for their specific application.
When placing an order, ensure you specify the required quantity, purity grade, and any special handling or packaging requirements. Aladdin Scientific provides a Certificate of Analysis (CoA) with each shipment; request a specific lot CoA before purchase if lot-to-lot consistency is critical for your assay.
For bulk quantities, custom synthesis inquiries, or questions about regulatory documentation (e.g., export permits, REACH compliance), contact Aladdin Scientific's technical support or sales team directly through the website.
All purchases are subject to Aladdin Scientific's standard terms and conditions regarding payment, shipping, returns, and refunds. Please review the relevant policies on the Aladdin Scientific website prior to ordering.
Frequently asked questions
What is Eslicarbazepine Acetate used for in research?
Eslicarbazepine Acetate is primarily used as a pharmacological tool in neuroscience research to study voltage-gated sodium channel kinetics, model epileptic seizures in vitro and in vivo, and investigate potential neuroprotective mechanisms. It is also employed in metabolism and drug interaction studies due to its prodrug nature.
How should I prepare a stock solution of Eslicarbazepine Acetate?
Dissolve Eslicarbazepine Acetate in DMSO to achieve a stock concentration of 10–50 mM, as the compound has limited aqueous solubility. Aliquot the stock solution to minimize freeze-thaw cycles and store aliquots protected from light. When diluting into aqueous assay buffer, keep the final DMSO concentration below 0.1% to avoid solvent-related cytotoxicity.
What is the difference between Eslicarbazepine Acetate (E422773) and the reference compound E133192?
The product description for E422773 references E133192 as a related compound. Both entries may represent different forms, purity grades, or packaging configurations of eslicarbazepine-related material. Researchers should consult the individual product pages or contact Aladdin Scientific's technical support to determine which catalog entry best suits their specific experimental requirements.
What sodium channel subtypes does Eslicarbazepine Acetate target?
Eslicarbazepine Acetate, through its active metabolite eslicarbazepine, preferentially binds to the inactivated state of voltage-gated sodium channels, with activity reported against Nav1.2, Nav1.4, Nav1.5, and Nav1.6 subtypes. Nav1.6 is of particular research interest because of its high density at axon initial segments of cortical neurons, a key site of seizure initiation.
Is Eslicarbazepine Acetate suitable for in vivo animal studies?
Yes, Eslicarbazepine Acetate has been used in rodent seizure models (e.g., kindling, PTZ models) in published research. For in vivo use, appropriate formulation in a vehicle compatible with the route of administration must be established, and all animal studies must be conducted under institutional ethics approval. Consult the current literature and your institutional guidelines for recommended dosing regimens.
References
- Bialer M, et al. Progress report on new antiepileptic drugs: A summary of the Thirteenth Eilat Conference on New Antiepileptic Drugs and Devices (EILAT XIII). Epilepsia. 2017.
- Hebeisen S, et al. Eslicarbazepine and the enhancement of slow inactivation of voltage-gated sodium channels: a comparison with carbamazepine, oxcarbazepine and lacosamide. Neuropharmacology. 2015.
- Almeida L, et al. Eslicarbazepine acetate: a new voltage-gated sodium channel blocker. CNS Neuroscience & Therapeutics. 2008.
Products are supplied for research and development use only. Not for use in humans, animals, diagnosis, or therapy.
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