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    Epinastine Hydrochloride

    ACTIVE PHARMA INGREDIENTS

    INTERMEDIATES

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    2D Structure
    Also known as: Epinastine hcl, 108929-04-0, Alesion, Elestat, Wal-801cl, 80012-44-8
    Molecular Formula
    C16H16ClN3
    Molecular Weight
    285.77  g/mol
    InChI Key
    VKXSGUIOOQPGAF-UHFFFAOYSA-N
    FDA UNII
    GFM415S5XL
    Epinastine Hydrochloride is an histamine H1 receptor antagonist without sedative activity. Epinastine hydrochloride blocks the histamine H1 receptor and inhibits the release of histamine from mast cells. This prevents the typical allergic symptoms that are caused by histamine activity on capillaries, skin, mucous membranes, and on gastrointestinal and bronchial smooth muscles. Typical histamine activities include vasodilation, bronchoconstriction, increased vascular permeability, pain, itching, and spasmodic contractions of gastrointestinal smooth muscles. Epinastine also has affinity for the histamine H2, 5-HT2, and the alpha-1, alpha-2 adrenergic receptors.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    2,4-diazatetracyclo[12.4.0.02,6.07,12]octadeca-1(18),3,7,9,11,14,16-heptaen-3-amine;hydrochloride
    2.1.2 InChI
    InChI=1S/C16H15N3.ClH/c17-16-18-10-15-13-7-3-1-5-11(13)9-12-6-2-4-8-14(12)19(15)16;/h1-8,15H,9-10H2,(H2,17,18);1H
    2.1.3 InChI Key
    VKXSGUIOOQPGAF-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    C1C2C3=CC=CC=C3CC4=CC=CC=C4N2C(=N1)N.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    GFM415S5XL
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 3-amino-9,13b-dihydro-1h-benz(c,f)imidazo(1,5a)azepine

    2. Epinastine

    3. Flurinol

    4. Wal 80

    5. Wal 801

    6. Wal 801 Cl

    7. Wal 801cl

    8. Wal-80 Cl

    2.3.2 Depositor-Supplied Synonyms

    1. Epinastine Hcl

    2. 108929-04-0

    3. Alesion

    4. Elestat

    5. Wal-801cl

    6. 80012-44-8

    7. Wal 801 Cl

    8. Epinastine Hydrochloride [jan]

    9. De-114

    10. Epinastine (hydrochloride)

    11. Epinastinehydrochloride

    12. Gfm415s5xl

    13. Wal-802-cl

    14. Wal801

    15. Relestat

    16. 3-amino-9,13b-dihydro-1h-dibenzo[c,f]imidazo[1,5-a]azepine Hydrochloride

    17. 9,13b-dihydro-1h-dibenzo[c,f]imidazo[1,5-a]azepin-3-amine Hydrochloride

    18. Dsstox_cid_26502

    19. Dsstox_rid_81671

    20. Dsstox_gsid_46502

    21. Epinastine Hydrochloride (jan)

    22. Epinastine Monohydrochloride

    23. Chebi:51037

    24. Cas-108929-04-0

    25. Ncgc00165791-02

    26. Unii-gfm415s5xl

    27. Flurinol

    28. (13brs)-9,13b-dihydro-1h-dibenzo[c,f]imidazo[1,5-a]azepin-3-amine Hydrochloride

    29. Alesion (tn)

    30. Elestat (tn)

    31. Mfcd00933434

    32. Epinastin Hydrochloride

    33. 9,13b-dihydro-1h-dibenz[cf]imidazo[1,5-a]azepine Hydrochloride

    34. Wal-801cl Hcl

    35. 3-amino-9,13b-dihydro-1h-dibenz(c,f)imidazo(1,5-a)azepine Monohydrochloride

    36. Schembl122749

    37. Chembl1200491

    38. Dtxsid1046502

    39. Epinastine For System Suitability

    40. Hy-b0640a

    41. Hms3652n21

    42. Hms3885b15

    43. Bcp12119

    44. Ex-a1004

    45. Tox21_112263

    46. Tox21_500501

    47. Epinastine Hydrochloride [mi]

    48. S4253

    49. Akos015967222

    50. Tox21_112263_1

    51. Ac-1491

    52. Ccg-221805

    53. Ks-1159

    54. Lp00501

    55. Epinastine Hydrochloride [mart.]

    56. Ih-dibenz(c,f)imidazo(1,5-a)azepin-3-amine, 9,13b-dihydro-, Monohydrochloride

    57. Epinastine Hydrochloride [usp-rs]

    58. Epinastine Hydrochloride [who-dd]

    59. Ncgc00165791-04

    60. Ncgc00261186-01

    61. 2,4-diazatetracyclo[12.4.0.02,6.07,12]octadeca-1(18),3,7,9,11,14,16-heptaen-3-amine;hydrochloride

    62. Db-040850

    63. Cs-0013220

    64. E0799

    65. Ft-0631049

    66. Ft-0700527

    67. Sw220223-1

    68. Epinastine Hydrochloride [orange Book]

    69. D01713

    70. Epinastine Hydrochloride [ep Monograph]

    71. F17420

    72. Epinastine Hydrochloride, >=98% (hplc), Solid

    73. A857231

    74. J-002209

    75. Q27122286

    76. Epinastine Hydrochloride, European Pharmacopoeia (ep) Reference Standard

    77. 1h-dibenz(c,f)imidazo(1,5-a)azepin-3-amine, 9,13b-dihydro-, Hydrochloride (1:1)

    78. 3-amino-9,13b-dihydro-1h-dibenz(c,f)imidazo(1,5-a)azepine Hydrochloride, Dl-

    79. Epinastine Hydrochloride, United States Pharmacopeia (usp) Reference Standard

    80. 2,4-diazatetracyclo[12.4.0.02,6.07,12]octadeca-1(18),3,7,9,11,14,16-heptaen-3-amine;hydron;chloride

    81. Epinastine Hydrochloride For System Suitability, European Pharmacopoeia (ep) Reference Standard

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 285.77 g/mol
    Molecular Formula C16H16ClN3
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count1
    Rotatable Bond Count0
    Exact Mass285.1032752 g/mol
    Monoisotopic Mass285.1032752 g/mol
    Topological Polar Surface Area41.6 Ų
    Heavy Atom Count20
    Formal Charge0
    Complexity378
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count1
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 4  
    Drug NameElestat
    PubMed HealthEpinastine (Into the eye)
    Drug ClassesOphthalmologic Agent
    Drug LabelELESTAT (epinastine HCl ophthalmic solution) 0.05% is a clear, colorless, sterile isotonic solution containing epinastine HCl, an antihistamine and an inhibitor of histamine release from the mast cell for topical administration to the eyes. Epinast...
    Active IngredientEpinastine hydrochloride
    Dosage FormSolution/drops
    RouteOphthalmic
    Strength0.05%
    Market StatusPrescription
    CompanyAllergan

    2 of 4  
    Drug NameEpinastine hydrochloride
    Drug LabelEpinastine HCl ophthalmic solution, 0.05% is a clear, colorless, sterile isotonic solution containing epinastine HCl, an antihistamine and an inhibitor of histamine release from the mast cell for topical administration to the eyes.Epinastine HCl is r...
    Active IngredientEpinastine hydrochloride
    Dosage FormSolution/drops; Solution
    Routeophthalmic; Ophthalmic
    Strength0.05%
    Market StatusTentative Approval; Prescription
    CompanyTesa Pharms; Breckenridge Pharm; Apotex; Sun Pharm Inds; Sandoz

    3 of 4  
    Drug NameElestat
    PubMed HealthEpinastine (Into the eye)
    Drug ClassesOphthalmologic Agent
    Drug LabelELESTAT (epinastine HCl ophthalmic solution) 0.05% is a clear, colorless, sterile isotonic solution containing epinastine HCl, an antihistamine and an inhibitor of histamine release from the mast cell for topical administration to the eyes. Epinast...
    Active IngredientEpinastine hydrochloride
    Dosage FormSolution/drops
    RouteOphthalmic
    Strength0.05%
    Market StatusPrescription
    CompanyAllergan

    4 of 4  
    Drug NameEpinastine hydrochloride
    Drug LabelEpinastine HCl ophthalmic solution, 0.05% is a clear, colorless, sterile isotonic solution containing epinastine HCl, an antihistamine and an inhibitor of histamine release from the mast cell for topical administration to the eyes.Epinastine HCl is r...
    Active IngredientEpinastine hydrochloride
    Dosage FormSolution/drops; Solution
    Routeophthalmic; Ophthalmic
    Strength0.05%
    Market StatusTentative Approval; Prescription
    CompanyTesa Pharms; Breckenridge Pharm; Apotex; Sun Pharm Inds; Sandoz

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Histamine H1 Antagonists

    Drugs that selectively bind to but do not activate histamine H1 receptors, thereby blocking the actions of endogenous histamine. Included here are the classical antihistaminics that antagonize or prevent the action of histamine mainly in immediate hypersensitivity. They act in the bronchi, capillaries, and some other smooth muscles, and are used to prevent or allay motion sickness, seasonal rhinitis, and allergic dermatitis and to induce somnolence. The effects of blocking central nervous system H1 receptors are not as well understood. (See all compounds classified as Histamine H1 Antagonists.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Adrenergic Receptor Agonist [EPC]; Decreased Histamine Release [PE]; Histamine H1 Receptor Antagonists [MoA]; Histamine-1 Receptor Inhibitor [EPC]; Adrenergic Agonists [MoA]