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    Also known as: Xcopri, 913088-80-9, Cenobamate [inn], Ykp3089, Ykp-3089, P85x70rzws
    Molecular Formula
    C10H10ClN5O2
    Molecular Weight
    267.67  g/mol
    InChI Key
    GFHAXPJGXSQLPT-VIFPVBQESA-N
    FDA UNII
    P85X70RZWS
    Cenobamate
    Cenobamate, or YKP-3089, is an antiepileptic drug developed by SK Pharmaceuticals and used to treat partial onset seizures. The exact mechanism of action has not been described in the literature, though it positively modulates GABAA and inhibits voltage gated sodium channels. Cenobamate was granted FDA approval on 21 November 2019.
    1 2D Structure

    Cenobamate

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    [(1R)-1-(2-chlorophenyl)-2-(tetrazol-2-yl)ethyl] carbamate
    2.1.2 InChI
    InChI=1S/C10H10ClN5O2/c11-8-4-2-1-3-7(8)9(18-10(12)17)5-16-14-6-13-15-16/h1-4,6,9H,5H2,(H2,12,17)/t9-/m0/s1
    2.1.3 InChI Key
    GFHAXPJGXSQLPT-VIFPVBQESA-N
    2.1.4 Canonical SMILES
    C1=CC=C(C(=C1)C(CN2N=CN=N2)OC(=O)N)Cl
    2.1.5 Isomeric SMILES
    C1=CC=C(C(=C1)[C@H](CN2N=CN=N2)OC(=O)N)Cl
    2.2 Other Identifiers
    2.2.1 UNII
    P85X70RZWS
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 2h-tetrazole-2-ethanol, Alpha-(2-chlorophenyl)-, Carbamate (ester), (alphar)-

    2. Carbamic Acid (r)-(+)-1-(2-chlorophenyl)-2-(2h-tetrazol-2-yl)ethyl Ester

    3. Xcopri

    4. Ykp-3089

    5. Ykp3089

    2.3.2 Depositor-Supplied Synonyms

    1. Xcopri

    2. 913088-80-9

    3. Cenobamate [inn]

    4. Ykp3089

    5. Ykp-3089

    6. P85x70rzws

    7. [(1r)-1-(2-chlorophenyl)-2-(tetrazol-2-yl)ethyl] Carbamate

    8. Carbamic Acid (r)-(+)-1-(2-chlorophenyl)-2-(2h-tetrazol-2-yl)ethyl Ester

    9. Ontozry

    10. Unii-p85x70rzws

    11. Xcopri (tn)

    12. Cenobamate [mi]

    13. Ykp-3089 Cenobamate

    14. Cenobamate (usan/inn)

    15. Cenobamate [usan:inn]

    16. Cenobamate [usan]

    17. Cenobamate [who-dd]

    18. Schembl1682643

    19. Cenobamate [orange Book]

    20. Chembl3989949

    21. Gtpl10773

    22. Ykp3089ykp3089

    23. Dtxsid001027948

    24. Ex-a3604

    25. 2h-tetrazole-2-ethanol, Alpha-(2-chlorophenyl)-, 2-carbamate, (alphar)-

    26. Db06119

    27. 2h-tetrazole-2-ethanol, Alpha-(2-chlorophenyl)-, Carbamate (ester), (alphar)-

    28. Hy-17607

    29. Cs-0014686

    30. D11150

    31. Q27286352

    32. (1r)-1-(2-chlorophenyl)-2-(tetrazol-yl)ethyl)carbamate

    33. (1r)-1-(2-chlorophenyl)-2-(2h-1,2,3,4-tetrazol-2-yl)ethyl Carbamate

    34. (1r)-1-(2-chlorophenyl)-2-(2h-tetrazol-2-yl)ethyl Carbamate

    35. 2h-tetrazole-2-ethanol, .alpha.-(2-chlorophenyl)-, 2-carbamate, (.alpha.r)-

    36. 2h-tetrazole-2-ethanol, .alpha.-(2-chlorophenyl)-, Carbamate (ester), (.alpha.r)-

    37. 2h-tetrazole-2-ethanol, Alpha-(2-chlorophenyl)-, Yl)ethyl)carbamate Carbamate (ester), (.alpha.r)-

    2.4 Create Date
    2006-12-11
    3 Chemical and Physical Properties
    Molecular Weight 267.67 g/mol
    Molecular Formula C10H10ClN5O2
    XLogP31.5
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count5
    Rotatable Bond Count5
    Exact Mass267.0523023 g/mol
    Monoisotopic Mass267.0523023 g/mol
    Topological Polar Surface Area95.9 Ų
    Heavy Atom Count18
    Formal Charge0
    Complexity293
    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 Indication

    Cenobamate is indicated for the treatment of partial onset seizures in adults.

    Adjunctive treatment of focal-onset seizures with or without secondary generalisation in adult patients with epilepsy who have not been adequately controlled despite a history of treatment with at least 2 anti-epileptic medicinal products.

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

    The mechanism of cenobamate is unknown, however it modulates GABAA and inhibit voltage gated sodium channels. Cenobamate is given once daily and so it has a long duration of action. The therapeutic window is wide as doses of 750mg can be well tolerated. Patients should be counselled regarding the risk of DRESS syndrome, QT interval shortening, suicidal behavior, and neurological adverse effects.

    5.2 MeSH Pharmacological Classification

    Anticonvulsants

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

    5.3 ATC Code

    N03AX

    N - Nervous system

    N03 - Antiepileptics

    N03A - Antiepileptics

    N03AX - Other antiepileptics

    N03AX25 - Cenobamate

    5.4 Absorption, Distribution and Excretion

    Absorption

    Cenobamate is 88% orally bioavailable with a Tmax of 1-4 hours. A high fat meal does not significantly impact the pharmacokinetics of cenobamate.

    Route of Elimination

    Cenobamate is 87.8% eliminated in the urine and 5.2% in the feces.

    Volume of Distribution

    The apparent volume of distribution of cenobamate is 40-50L.

    Clearance

    The apparent oral clearance of cenobamate is 0.45-0.63L/h for a 100-400mg/day dose.

    5.5 Metabolism/Metabolites

    Data regarding the metabolism of cenobamate is lacking, however it is mostly glucuronidated by UGT2B7 and UGT2B4 or oxidized by a number of cytochromes.

    5.6 Biological Half-Life

    The terminal half life of cenobamate is 50-60h.

    5.7 Mechanism of Action

    Cenobamate inhibits voltage gated sodium channels and is a positive GABAA modulator. However, the exact mechanism of action remains unknown. Inhibition of voltage gated sodium channels increases the threshold for generating action potentials and decreases the number of action potentials.

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    Cenobamate (50 g - 100 g) API needed in India [ENA21245]
    A CRO that provides formulation and analytical development services for OSDs, parenteral and liquid orals is looking for suppliers of Cenobamate (50 g - 100 g) API for development purposes. The suppliers must support this enquiry with USDMF (optional) & CoA.
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    Cenobamate (MOQ) API needed in India [ENA21243]
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    Cenobamate API needed in Bangladesh [ENA21214]
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    Cenobamate API needed in Brazil [ENA16045]
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    Cenobamate API needed in France [ENA14834]
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    Various APIs needed in India [ENA07532]
    Poonam Pharma, a distributor based in India is looking for suppliers of Various APIs. The required quantity is 5 kg each. Interested suppliers can contact them via their email id: purchase.poonam@gmail.com. 1. Cenobamate 2. Ozanimod 3. Omadacycline Tosylate 4. Valbenazine Tosylate 5. Sarecycline HCl 6. Deutetrabenazine 7. Sodium Oxybate 8. Lasmiditan Hemisuccinate
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    Cenobamate & Lemborexant APIs needed in India [ENA06216]
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    SK LIFE

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    Patent Expiration Date : 2032-10-30

    CENOBAMATE

    US Patent Number : 7598279

    Drug Substance Claim : Y

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    Application Number : 212839

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    CENOBAMATE

    US Patent Number : 11654133

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    Application Number : 212839

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    US Patent Number : 11654133

    Drug Substance Claim :

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    Application Number : 212839

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    US Patent Number : 11654133

    Drug Substance Claim :

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    Application Number : 212839

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    US Patent Number : 11654133

    Drug Substance Claim :

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    Application Number : 212839

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    Patent Expiration Date : 2039-06-16

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    US Patent Number : 11654133

    Drug Substance Claim :

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    Application Number : 212839

    Patent Use Code : U-3610

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    SK LIFE

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    Patent Expiration Date : 2032-10-30

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    US Patent Number : 7598279

    Drug Substance Claim : Y

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    Application Number : 212839

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    SK LIFE

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    Patent Expiration Date : 2032-10-30

    CENOBAMATE

    US Patent Number : 7598279

    Drug Substance Claim : Y

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    Application Number : 212839

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    Patent Expiration Date : 2032-10-30

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    US Patent Number : 7598279

    Drug Substance Claim : Y

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    Application Number : 212839

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    Patent Expiration Date : 2039-06-16

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    US Patent Number : 11654133

    Drug Substance Claim :

    Drug Product Claim :

    Application Number : 212839

    Patent Use Code : U-3610

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      NCE
      2025-03-10
      212839
      3
      blank

      01

      SK LIFE

      CENOBAMATE

      arrow
      CPHI Middle east
      Not Confirmed

      SK LIFE

      U.S.A
      arrow
      CPHI Middle east
      Not Confirmed

      CENOBAMATE

      Exclusivity Code : NCE

      Exclusivity Expiration Date : 2025-03-10

      Application Number : 212839

      Product Number : 3

      Exclusivity Details :

      blank

      Portfolio PDF

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      SK LIFE

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        • fda
        • EDQM
        • WHO-GMP
        Virtual Booth Boost your online visibility by uploading your products, APIs, FDFs, intermediates, excipients, and services for free on PharmaCompass. Rank higher among suppliers and expand your reach across the internet efficiently and cost-effectively.
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        Digital Content Digital Content

        CENOBAMATE

        Portfolio PDF

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        Virtual Booth

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        Website

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        NCE
        2025-03-10
        212839
        1
        blank

        02

        SK LIFE

        CENOBAMATE

        arrow
        CPHI Middle east
        Not Confirmed

        SK LIFE

        U.S.A
        arrow
        CPHI Middle east
        Not Confirmed

        CENOBAMATE

        Exclusivity Code : NCE

        Exclusivity Expiration Date : 2025-03-10

        Application Number : 212839

        Product Number : 1

        Exclusivity Details :

        blank

        Portfolio PDF

        Product Web Link

        Virtual Booth

        Digital Content

        Website

        Corporate PDF

        SK LIFE

        Contact Supplier
          • fda
          • EDQM
          • WHO-GMP
          Virtual Booth Boost your online visibility by uploading your products, APIs, FDFs, intermediates, excipients, and services for free on PharmaCompass. Rank higher among suppliers and expand your reach across the internet efficiently and cost-effectively.
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          Digital Content Digital Content

          CENOBAMATE

          Portfolio PDF

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          NCE
          2025-03-10
          212839
          4
          blank

          03

          SK LIFE

          CENOBAMATE

          arrow
          CPHI Middle east
          Not Confirmed

          SK LIFE

          U.S.A
          arrow
          CPHI Middle east
          Not Confirmed

          CENOBAMATE

          Exclusivity Code : NCE

          Exclusivity Expiration Date : 2025-03-10

          Application Number : 212839

          Product Number : 4

          Exclusivity Details :

          blank

          Portfolio PDF

          Product Web Link

          Virtual Booth

          Digital Content

          Website

          Corporate PDF

          SK LIFE

          Contact Supplier
            • fda
            • EDQM
            • WHO-GMP
            Virtual Booth Boost your online visibility by uploading your products, APIs, FDFs, intermediates, excipients, and services for free on PharmaCompass. Rank higher among suppliers and expand your reach across the internet efficiently and cost-effectively.
            Post an Enquiry Post an Enquiry
            Flag U.S.A
            Virtual Booth Virtual Booth
            Digital Content Digital Content

            CENOBAMATE

            Portfolio PDF

            Product Web Link

            Virtual Booth

            Digital Content

            Website

            Corporate PDF

            NCE
            2025-03-10
            212839
            2
            blank

            04

            SK LIFE

            CENOBAMATE

            arrow
            CPHI Middle east
            Not Confirmed

            SK LIFE

            U.S.A
            arrow
            CPHI Middle east
            Not Confirmed

            CENOBAMATE

            Exclusivity Code : NCE

            Exclusivity Expiration Date : 2025-03-10

            Application Number : 212839

            Product Number : 2

            Exclusivity Details :

            blank

            Portfolio PDF

            Product Web Link

            Virtual Booth

            Digital Content

            Website

            Corporate PDF

            SK LIFE

            Contact Supplier
              • fda
              • EDQM
              • WHO-GMP
              Virtual Booth Boost your online visibility by uploading your products, APIs, FDFs, intermediates, excipients, and services for free on PharmaCompass. Rank higher among suppliers and expand your reach across the internet efficiently and cost-effectively.
              Post an Enquiry Post an Enquiry
              Flag U.S.A
              Virtual Booth Virtual Booth
              Digital Content Digital Content

              CENOBAMATE

              Portfolio PDF

              Product Web Link

              Virtual Booth

              Digital Content

              Website

              Corporate PDF

              NCE
              2025-03-10
              212839
              5
              blank

              05

              SK LIFE

              CENOBAMATE

              arrow
              CPHI Middle east
              Not Confirmed

              SK LIFE

              U.S.A
              arrow
              CPHI Middle east
              Not Confirmed

              CENOBAMATE

              Exclusivity Code : NCE

              Exclusivity Expiration Date : 2025-03-10

              Application Number : 212839

              Product Number : 5

              Exclusivity Details :

              blank

              Portfolio PDF

              Product Web Link

              Virtual Booth

              Digital Content

              Website

              Corporate PDF

              SK LIFE

              Contact Supplier
                • fda
                • EDQM
                • WHO-GMP
                Virtual Booth Boost your online visibility by uploading your products, APIs, FDFs, intermediates, excipients, and services for free on PharmaCompass. Rank higher among suppliers and expand your reach across the internet efficiently and cost-effectively.
                Post an Enquiry Post an Enquiry
                Flag U.S.A
                Virtual Booth Virtual Booth
                Digital Content Digital Content

                CENOBAMATE

                Portfolio PDF

                Product Web Link

                Virtual Booth

                Digital Content

                Website

                Corporate PDF

                NCE
                2025-03-10
                212839
                6
                blank

                06

                SK LIFE

                CENOBAMATE

                arrow
                CPHI Middle east
                Not Confirmed

                SK LIFE

                U.S.A
                arrow
                CPHI Middle east
                Not Confirmed

                CENOBAMATE

                Exclusivity Code : NCE

                Exclusivity Expiration Date : 2025-03-10

                Application Number : 212839

                Product Number : 6

                Exclusivity Details :

                blank

                Portfolio PDF

                Product Web Link

                Virtual Booth

                Digital Content

                Website

                Corporate PDF

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