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    Chemistry

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    Also known as: 236395-14-5, Bia 2-093, Zebinix, Exalief, Aptiom, Stedesa
    Molecular Formula
    C17H16N2O3
    Molecular Weight
    296.32  g/mol
    InChI Key
    QIALRBLEEWJACW-INIZCTEOSA-N
    FDA UNII
    BEA68ZVB2K
    Eslicarbazepine Acetate
    Eslicarbazepine acetate (ESL) is an anticonvulsant medication approved for use in Europe, the United States and Canada as an adjunctive therapy for partial-onset seizures that are not adequately controlled with conventional therapy. Eslicarbazepine acetate is a prodrug that is rapidly converted to eslicarbazepine, the primary active metabolite in the body. Eslicarbazepine's mechanism of action is not well understood, but it is known that it does exert anticonvulsant activity by inhibiting repeated neuronal firing and stabilizing the inactivated state of voltage-gated sodium channels, thus preventing their return to the activated state during which seizure activity can occur. Eslicarbazepine acetate is marketed as Aptiom in North America and Zebinix or Exalief in Europe. It is available in 200, 400, 600, or 800mg tablets that are taken once daily, with or without food. Eslicarbazepine acetate is associated with numerous side effects including dizziness, drowsiness, nausea, vomiting, diarrhea, headache, aphasia, lack of concentration, psychomotor retardation, speech disturbances, ataxia, depression and hyponatremia. It is recommended that patients taking eslicarbazepine acetate be monitored for suicidality.
    1 2D Structure

    Eslicarbazepine Acetate

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    [(5S)-11-carbamoyl-5,6-dihydrobenzo[b][1]benzazepin-5-yl] acetate
    2.1.2 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
    2.1.3 InChI Key
    QIALRBLEEWJACW-INIZCTEOSA-N
    2.1.4 Canonical SMILES
    CC(=O)OC1CC2=CC=CC=C2N(C3=CC=CC=C13)C(=O)N
    2.1.5 Isomeric SMILES
    CC(=O)O[C@H]1CC2=CC=CC=C2N(C3=CC=CC=C13)C(=O)N
    2.2 Other Identifiers
    2.2.1 UNII
    BEA68ZVB2K
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 10-acetoxy-10,11-dihydro-5h-dibenz(b,f)azepine-5-carboxamide

    2. Aptiom

    3. Bia 2-093

    4. Bia-2-093

    5. Zebinix

    2.3.2 Depositor-Supplied Synonyms

    1. 236395-14-5

    2. Bia 2-093

    3. Zebinix

    4. Exalief

    5. Aptiom

    6. Stedesa

    7. Erelib

    8. Pazzul

    9. Bia-2-093

    10. Eslicarbazepine (acetate)

    11. (s)-5-carbamoyl-10,11-dihydro-5h-dibenzo[b,f]azepin-10-yl Acetate

    12. Sep-0002093

    13. Eslicarbazepine Acetate [usan]

    14. Bea68zvb2k

    15. Chembl87992

    16. Sep - 0002093

    17. Chebi:87016

    18. [(5s)-11-carbamoyl-5,6-dihydrobenzo[b][1]benzazepin-5-yl] Acetate

    19. Bia-2093

    20. Exelief

    21. (s)-(-)-10-acetoxy-10,11-dihydro-5h-dibenz[b,f]azepine-5-carboxamide

    22. S-(-)-10-acetoxy-10,11-dihydro-5h-dibenz[b,f]azepine-5-carboxamide

    23. Eslicarbazepine Acetate (usan)

    24. (10s)-10-acetoxy-10,11-dihydro-5h-dibenz[b,f]azepine-5-carboxamide

    25. (10s)-5-carbamoyl-10,11-dihydro-5h-dibenzo[b,f]azepin-10-yl Acetate

    26. (s)-10-acetoxy- 10,11-dihydro- 5h-dibenz[b,f]azepine- 5-carboxamide

    27. 5h-dibenz[b,f]azepine-5-carboxamide, 10-(acetyloxy)-10,11-dihydro-, (10s)-

    28. Sep 0002093

    29. Unii-bea68zvb2k

    30. (10s)-5-carbamoyl-10,11-dihydro-5h-dibenzo(b,f)azepin-10-yl Acetate

    31. 5h-dibenz(b,f)azepine-5-carboxamide, 10-(acetyloxy)-10,11-dihydro-, (10s)-

    32. Bia 2093

    33. Zebinix (tn)

    34. Aptiom (tn)

    35. Eslicarbazepine-acetate

    36. Eslicarbazapine Acetate

    37. Schembl250594

    38. Zinc7295

    39. Dtxsid90178308

    40. Hms3263m06

    41. Hms3885n14

    42. Hy-b0703

    43. Eslicarbazepine Acetate [mi]

    44. Tox21_501102

    45. Bdbm50240669

    46. Mfcd06798333

    47. S4657

    48. Akos005145781

    49. Ccg-222406

    50. Db09119

    51. Eslicarbazepine Acetate [mart.]

    52. Eslicarbazepine Acetate [vandf]

    53. Lp01102

    54. Sdccgsbi-0633789.p001

    55. Eslicarbazepine Acetate [who-dd]

    56. Ncgc00165752-01

    57. Ncgc00165752-02

    58. Ncgc00165752-04

    59. Ncgc00165752-06

    60. Ncgc00261787-01

    61. Ac-31734

    62. As-14058

    63. Eslicarbazepine Acetate [ema Epar]

    64. E1046

    65. Eslicarbazepine Acetate [orange Book]

    66. Bia 2-093, >=98% (hplc), Solid

    67. D09612

    68. H11471

    69. Ar-270/43507894

    70. Q410273

    71. J-015175

    72. (s)-10-acetoxy-10,11-dihydro-5hdibenz( B,f)azepine-5-carboxamide

    73. 10s)-5-carbamoyl-10,11-dihydro-5h-dibenzo[b,f]azepin-10-yl Acetate

    74. 5-(aminocarbonyl)-10,11-dihydro-5h-dibenzo[b,f]azepin-10-yl Acetate

    75. 5h-dibenz9b,f)azepine-5-carboxamide, 10-(acetyloxy)-10,11-dihydro-, (10s)-

    76. Acetic Acid (s)-5-carbamoyl-10,11-dihydro-5h-dibenzo[b,f]azepin-10-yl Ester

    77. Acetic Acid 5-carbamoyl-10,11-dihydro-5h-dibenzo[b,f]azepin-10(s)-yl Ester

    2.4 Create Date
    2005-08-09
    3 Chemical and Physical Properties
    Molecular Weight 296.32 g/mol
    Molecular Formula C17H16N2O3
    XLogP32
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count3
    Rotatable Bond Count2
    Exact Mass296.11609238 g/mol
    Monoisotopic Mass296.11609238 g/mol
    Topological Polar Surface Area72.6 Ų
    Heavy Atom Count22
    Formal Charge0
    Complexity440
    Isotope Atom Count0
    Defined Atom Stereocenter Count1
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 2  
    Drug NameAptiom
    PubMed HealthEslicarbazepine (By mouth)
    Drug ClassesAnticonvulsant, Central Nervous System Agent
    Drug LabelThe chemical name of APTIOM (eslicarbazepine acetate) is (S)-10-Acetoxy-10,11-dihydro-5H-dibenz[b,f]azepine-5-carboxamide. APTIOM is a dibenz[b,f]azepine-5-carboxamide derivative. Its molecular formula is C17H16N2O3 and its molecular weight is 296.32...
    Active IngredientEslicarbazepine acetate
    Dosage FormTablet
    RouteOral
    Strength200mg; 600mg; 800mg; 400mg
    Market StatusPrescription
    CompanySunovion Pharms

    2 of 2  
    Drug NameAptiom
    PubMed HealthEslicarbazepine (By mouth)
    Drug ClassesAnticonvulsant, Central Nervous System Agent
    Drug LabelThe chemical name of APTIOM (eslicarbazepine acetate) is (S)-10-Acetoxy-10,11-dihydro-5H-dibenz[b,f]azepine-5-carboxamide. APTIOM is a dibenz[b,f]azepine-5-carboxamide derivative. Its molecular formula is C17H16N2O3 and its molecular weight is 296.32...
    Active IngredientEslicarbazepine acetate
    Dosage FormTablet
    RouteOral
    Strength200mg; 600mg; 800mg; 400mg
    Market StatusPrescription
    CompanySunovion Pharms

    4.2 Drug Indication

    Eslicarbazepine acetate is indicated as adjunctive therapy in the treatment of partial-onset seizures that are not adequately controlled with conventional therapy in epileptic patients.

    FDA Label

    Zebinix is indicated as adjunctive therapy in adults, adolescents and children aged above 6 years, with partial-onset seizures with or without secondary generalisation.

    Exalief is indicated as adjunctive therapy in adults with partial-onset seizures with or without secondary generalisation.

    Treatment of epilepsy with partial-onset seizures

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

    Eslicarbazepine acetate is associated with a dose- and concentration-dependant increase in heart rate and prolongation of PR interval.

    5.2 MeSH Pharmacological Classification

    Anticonvulsants

    Drugs used to prevent SEIZURES or reduce their severity. (See all compounds classified as Anticonvulsants.)

    Voltage-Gated Sodium Channel Blockers

    A class of drugs that inhibit the activation of VOLTAGE-GATED SODIUM CHANNELS. (See all compounds classified as Voltage-Gated Sodium Channel Blockers.)

    5.3 FDA Pharmacological Classification
    5.3.1 Pharmacological Classes
    Cytochrome P450 3A4 Inducers [MoA]; Decreased Central Nervous System Disorganized Electrical Activity [PE]; Cytochrome P450 2C19 Inhibitors [MoA]
    5.4 ATC Code

    N03AF04

    N03AF04

    5.5 Absorption, Distribution and Excretion

    Absorption

    Eslicarbazepine active metabolite has a high bioavailability and reaches peak serum concentration 1-4 hours after a given dose. Eslicarbazepine acetate absorption is not affected by food.

    Route of Elimination

    Eslicarbazepine acetate and its metabolites are eliminated primarily via renal excretion. Eslicarbazepine active metabolite is excreted two-thirds in the unchanged form and one-third as a glucuronide conjugate. This accounts for around 90% of total metabolites excreted, with the remaining 10% being minor metabolites. Renal tubular reabsorption is expected to occur with eslicarbazepine.

    Volume of Distribution

    The apparent volume of distribution of eslicarbazepine is 61.3 L for a body weight of 70 kg based on population PK analysis.

    Clearance

    Renal clearance of eslicarbazepine was found to be approximately 20 mL/min in healthy subjects with normal renal function.

    5.6 Metabolism/Metabolites

    Eslicarbazepine acetate is rapidly and extensively metabolized to its major active metabolite, eslicarbazepine, via hydrolytic first-pass metabolism. Eslicarbazepine corresponds to about 92% of systemic exposure. Minor active metabolites (R)-licarbazepine and oxcarbazepine consist of <5% of systemic exposure. Active metabolites are then metabolized to inactive glucuronides that correspond to about 3% of systemic exposure. Eslicarbazepine had a moderate inhibitory effect on CYP2C19 and a mild activation of UGT1A1-mediated glucuronidation when studied in human hepatic microsomes. It has been shown to induce CYP3A4 enzymes in vivo.

    5.7 Biological Half-Life

    The apparent plasma half-life of eslicarbazepine is 10-20 hours in healthy subjects and 13-20 hours in epilepsy patients. Steady-state plasma concentrations are attained after 4 to 5 days of once daily dosing.

    5.8 Mechanism of Action

    Eslicarbazepine acetate is converted to the active metabolite eslicarbazepine which carries out its anticonvulsant activity. The exact mechanism of action is unknown, but it is thought to involve the inhibition of voltage-gated sodium channels. In in vitro electrophysiological studies, eslicarbazepine was shown to inhibit repeated neuronal firing by stabilizing the inactivated state of voltage-gated sodium channels and preventing their return to the activated state. In vitro studies also showed eslicarbazepine inhibiting T-type calcium channels, which likely also has a role in anticonvulsant activity.

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    07-Jan-2021
    27-Mar-2025
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    DRUG PRODUCT COMPOSITIONS

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    DOSAGE - TABLET;ORAL - 200MG

    USFDA APPLICATION NUMBER - 22416

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    DOSAGE - TABLET;ORAL - 400MG

    USFDA APPLICATION NUMBER - 22416

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    DOSAGE - TABLET;ORAL - 600MG

    USFDA APPLICATION NUMBER - 22416

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    DOSAGE - TABLET;ORAL - 800MG

    USFDA APPLICATION NUMBER - 22416

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    ABOUT THIS PAGE

    Looking for 236395-14-5 / Eslicarbazepine Acetate API manufacturers, exporters & distributors?

    Eslicarbazepine Acetate manufacturers, exporters & distributors 1

    51

    PharmaCompass offers a list of Eslicarbazepine Acetate API manufacturers, exporters & distributors, which can be sorted by GMP, USDMF, JDMF, KDMF, CEP (COS), WC, Price,and more, enabling you to easily find the right Eslicarbazepine Acetate manufacturer or Eslicarbazepine Acetate supplier for your needs.

    Send us enquiries for free, and we will assist you in establishing a direct connection with your preferred Eslicarbazepine Acetate manufacturer or Eslicarbazepine Acetate supplier.

    PharmaCompass also assists you with knowing the Eslicarbazepine Acetate API Price utilized in the formulation of products. Eslicarbazepine Acetate API Price is not always fixed or binding as the Eslicarbazepine Acetate Price is obtained through a variety of data sources. The Eslicarbazepine Acetate Price can also vary due to multiple factors, including market conditions, regulatory modifications, or negotiated pricing deals.

    API | Excipient name

    Eslicarbazepine Acetate

    Synonyms

    236395-14-5, Bia 2-093, Zebinix, Exalief, Aptiom, Stedesa

    Cas Number

    236395-14-5

    Unique Ingredient Identifier (UNII)

    BEA68ZVB2K

    About Eslicarbazepine Acetate

    Eslicarbazepine acetate (ESL) is an anticonvulsant medication approved for use in Europe, the United States and Canada as an adjunctive therapy for partial-onset seizures that are not adequately controlled with conventional therapy. Eslicarbazepine acetate is a prodrug that is rapidly converted to eslicarbazepine, the primary active metabolite in the body. Eslicarbazepine's mechanism of action is not well understood, but it is known that it does exert anticonvulsant activity by inhibiting repeated neuronal firing and stabilizing the inactivated state of voltage-gated sodium channels, thus preventing their return to the activated state during which seizure activity can occur. Eslicarbazepine acetate is marketed as Aptiom in North America and Zebinix or Exalief in Europe. It is available in 200, 400, 600, or 800mg tablets that are taken once daily, with or without food. Eslicarbazepine acetate is associated with numerous side effects including dizziness, drowsiness, nausea, vomiting, diarrhea, headache, aphasia, lack of concentration, psychomotor retardation, speech disturbances, ataxia, depression and hyponatremia. It is recommended that patients taking eslicarbazepine acetate be monitored for suicidality.

    Aptiom Manufacturers

    A Aptiom manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Aptiom, including repackagers and relabelers. The FDA regulates Aptiom manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Aptiom API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

    click here to find a list of Aptiom manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

    Aptiom Suppliers

    A Aptiom supplier is an individual or a company that provides Aptiom active pharmaceutical ingredient (API) or Aptiom finished formulations upon request. The Aptiom suppliers may include Aptiom API manufacturers, exporters, distributors and traders.

    click here to find a list of Aptiom suppliers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PharmaCompass.

    Aptiom USDMF

    A Aptiom DMF (Drug Master File) is a document detailing the whole manufacturing process of Aptiom active pharmaceutical ingredient (API) in detail. Different forms of Aptiom DMFs exist exist since differing nations have different regulations, such as Aptiom USDMF, ASMF (EDMF), JDMF, CDMF, etc.

    A Aptiom DMF submitted to regulatory agencies in the US is known as a USDMF. Aptiom USDMF includes data on Aptiom's chemical properties, information on the facilities and procedures used, and details about packaging and storage. The Aptiom USDMF is kept confidential to protect the manufacturer’s intellectual property.

    click here to find a list of Aptiom suppliers with USDMF on PharmaCompass.

    Aptiom KDMF

    In Korea, the Ministry of Food and Drug Safety (MFDS) is in charge of regulating pharmaceutical products and services.

    Pharmaceutical companies submit a Aptiom Drug Master File in Korea (Aptiom KDMF) to the MFDS, which includes comprehensive information about the production, processing, facilities, materials, packaging, and testing of Aptiom. The MFDS reviews the Aptiom KDMF as part of the drug registration process and uses the information provided in the Aptiom KDMF to evaluate the safety and efficacy of the drug.

    After submitting a Aptiom KDMF to the MFDS, the registered manufacturer can provide importers or distributors with the registration number without revealing confidential information to Korean business partners. Applicants seeking to register their Aptiom API can apply through the Korea Drug Master File (KDMF).

    click here to find a list of Aptiom suppliers with KDMF on PharmaCompass.

    Aptiom WC

    A Aptiom written confirmation (Aptiom WC) is an official document issued by a regulatory agency to a Aptiom manufacturer, verifying that the manufacturing facility of a Aptiom active pharmaceutical ingredient (API) adheres to the Good Manufacturing Practices (GMP) regulations of the importing country. When exporting Aptiom APIs or Aptiom finished pharmaceutical products to another nation, regulatory agencies frequently require a Aptiom WC (written confirmation) as part of the regulatory process.

    click here to find a list of Aptiom suppliers with Written Confirmation (WC) on PharmaCompass.

    Aptiom NDC

    National Drug Code is a comprehensive database maintained by the FDA that contains information on all drugs marketed in the US. This directory includes information about finished drug products, unfinished drug products, and compounded drug products, including those containing Aptiom as an active pharmaceutical ingredient (API).

    Finished drug products

    The FDA updates the NDC directory daily. The NDC numbers for Aptiom API and other APIs are published in this directory by the FDA.

    Unfinished drugs

    The NDC unfinished drugs database includes product listing information submitted for all unfinished drugs, such as active pharmaceutical ingredients (APIs), drugs intended for further processing and bulk drug substances for compounding.

    Pharmaceutical companies that manufacture Aptiom as an active pharmaceutical ingredient (API) must furnish the FDA with an updated record of all drugs that they produce, prepare, propagate, compound, or process for commercial distribution in the US at their facilities.

    Compounded drug products

    The NDC directory also contains data on finished compounded human drug products that contain Aptiom and are produced by outsourcing facilities. While these outsourcing facilities are not mandated to assign a Aptiom NDC to their finished compounded human drug products, they may choose to do so.

    click here to find a list of Aptiom suppliers with NDC on PharmaCompass.

    Aptiom GMP

    Aptiom Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

    GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

    PharmaCompass offers a list of Aptiom GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, API price, and more, enabling you to easily find the right Aptiom GMP manufacturer or Aptiom GMP API supplier for your needs.

    Aptiom CoA

    A Aptiom CoA (Certificate of Analysis) is a formal document that attests to Aptiom's compliance with Aptiom specifications and serves as a tool for batch-level quality control.

    Aptiom CoA mostly includes findings from lab analyses of a specific batch. For each Aptiom CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

    Aptiom may be tested according to a variety of international standards, such as European Pharmacopoeia (Aptiom EP), Aptiom JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Aptiom USP).

    Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
    For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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