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    CAS 104746-04-5

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    CAS 104746-04-5
    Also known as: 104746-04-5, (s)-licarbazepine, (s)-10-hydroxy-10,11-dihydro-5h-dibenzo[b,f]azepine-5-carboxamide, Bia 2-194, S(+)-liscarbazepine, S-10-monohydroxy-dihydro-carbamazepin
    Molecular Formula
    C15H14N2O2
    Molecular Weight
    254.28  g/mol
    InChI Key
    BMPDWHIDQYTSHX-AWEZNQCLSA-N
    FDA UNII
    S5VXA428R4
    Adjunctive Therapy for Adults with Partial-Onset Seizures
    The mechanism of action of eslicarbazepine is as a Cytochrome P450 3A4 Inducer, and Cytochrome P450 2C19 Inhibitor. The physiologic effect of eslicarbazepine is by means of Decreased Central Nervous System Disorganized Electrical Activity.
    1 2D Structure

    CAS 104746-04-5

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (5S)-5-hydroxy-5,6-dihydrobenzo[b][1]benzazepine-11-carboxamide
    2.1.2 InChI
    InChI=1S/C15H14N2O2/c16-15(19)17-12-7-3-1-5-10(12)9-14(18)11-6-2-4-8-13(11)17/h1-8,14,18H,9H2,(H2,16,19)/t14-/m0/s1
    2.1.3 InChI Key
    BMPDWHIDQYTSHX-AWEZNQCLSA-N
    2.1.4 Canonical SMILES
    C1C(C2=CC=CC=C2N(C3=CC=CC=C31)C(=O)N)O
    2.1.5 Isomeric SMILES
    C1[C@@H](C2=CC=CC=C2N(C3=CC=CC=C31)C(=O)N)O
    2.2 Other Identifiers
    2.2.1 UNII
    S5VXA428R4
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. (10s)-10-hydroxy-10,11-dihydro-5h-dibenzo(b,f)azepin-5-carboxamide

    2.3.2 Depositor-Supplied Synonyms

    1. 104746-04-5

    2. (s)-licarbazepine

    3. (s)-10-hydroxy-10,11-dihydro-5h-dibenzo[b,f]azepine-5-carboxamide

    4. Bia 2-194

    5. S(+)-liscarbazepine

    6. S-10-monohydroxy-dihydro-carbamazepin

    7. Licarbazepine, (s)-

    8. (s)-mhd

    9. S5vxa428r4

    10. Ec 810-248-9

    11. (5s)-5-hydroxy-5,6-dihydrobenzo[b][1]benzazepine-11-carboxamide

    12. Bia-2-194

    13. Cgp-13751

    14. (10s)-10,11-dihydro-10-hydroxy-5h-dibenz(b,f)azepine-5-carboxamide

    15. (10s)-10,11-dihydro-10-hydroxy-5h-dibenz[b,f]azepine-5-carboxamide

    16. S-licarbazepine

    17. (10s)-10-hydroxy-10,11-dihydro-5h-dibenzo(b,f)azepin-5-carboxamide

    18. Eslicarbazepine [inn]

    19. Unii-s5vxa428r4

    20. (s)-(+)-10,11-dihydro-10-hydroxy-5h-dibenz[b,f]azepine-5-carboxamide

    21. (eslicarbazepine)

    22. (s)-(+)-10,11-dihydro-10-hydroxy-5h-dibenz(b,f)azepine-5-carboxamide

    23. Eslicarbazepine [usan:inn:ban]

    24. Monohydroxy Carbamazepine

    25. S-(+)-10,11-dihydro-10-hydroxy-5h-dibenz[b,f]azepine-5-carboxamide

    26. Eslicarbazepine [mi]

    27. Eslicarbazepine (usan/inn)

    28. Eslicarbazepine [usan]

    29. Schembl418933

    30. Eslicarbazepine [vandf]

    31. Chembl315985

    32. Gtpl7350

    33. Eslicarbazepine [mart.]

    34. Eslicarbazepine [who-dd]

    35. Eslicarbazepine (bia 2-194)

    36. Chebi:174358

    37. Dtxsid901316900

    38. Zinc896938

    39. Akos016844866

    40. Db14575

    41. Hy-114703

    42. Cs-0064132

    43. D09215

    44. (s)-10-monohydroxy-10,11-dihydro Carbamazepine

    45. J-001242

    46. Q27077226

    47. (10s)-10-hydroxy-10,11-dihydro-5h-dibenzo[b,f]azepine-5 Carboxamide

    48. (10s)-10-hydroxy-10,11-dihydro-5h-dibenzo[b,f]azepine-5-carboxamide

    49. (s)-(+)-10-hydroxy-10,11-dihydro-5h-dibenz[b,f]azepine-5-carboxamide

    50. 5h-dibenz[b,f]azepine-5-carboxamide,10,11-dihydro-10-hydroxy-,(10s)-

    51. 5h-dibenz(b,f)azepine-5-carboxamide, 10,11-dihydro-10-hydroxy-, (10s)-

    52. (s)-licarbazepine; (10s)-10,11-dihydro-10-hydroxy-5h-dibenz[b,f]azepine-5-carboxamide; S-(+)-10,11-dihydro-10-hydroxy-5h-dibenz[b,f]azepine-5-carboxamide

    2.4 Create Date
    2006-10-25
    3 Chemical and Physical Properties
    Molecular Weight 254.28 g/mol
    Molecular Formula C15H14N2O2
    XLogP31.4
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count2
    Rotatable Bond Count0
    Exact Mass254.105527694 g/mol
    Monoisotopic Mass254.105527694 g/mol
    Topological Polar Surface Area66.6 Ų
    Heavy Atom Count19
    Formal Charge0
    Complexity347
    Isotope Atom Count0
    Defined Atom Stereocenter Count1
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 FDA Pharmacological Classification
    4.1.1 Active Moiety
    ESLICARBAZEPINE
    4.1.2 FDA UNII
    S5VXA428R4
    4.1.3 Pharmacological Classes
    Mechanisms of Action [MoA] - Cytochrome P450 2C19 Inhibitors
    4.2 ATC Code

    N - Nervous system

    N03 - Antiepileptics

    N03A - Antiepileptics

    N03AF - Carboxamide derivatives

    N03AF04 - Eslicarbazepine

    4.3 Mechanism of Action

    The precise mechanism(s) by which eslicarbazepine exerts anticonvulsant activity is unknown but is thought to involve inhibition of voltage-gated sodium channels.

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    CTX is one of the youngest and fastest-growing Indian API and Intermediate manufacturing companies doing business in over 70 countries. In these five years, all my thoughts and actions have been to enhance the life of my organization by serving the pharmaceutical industry with complete dedication. CTX is accredited with US FDA, EU GMP, PMDA Japan and COFEPRIS Mexico cGMP. The ultimate business strategy of CTX Life Sciences is “ to be a partner in the global pharmaceutical and chemical industries and continue to be a reliable and consistent supplier of APIs and Intermediates.
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