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    Bromfenac Sodium

    ACTIVE PHARMA INGREDIENTS

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    2D Structure
    Also known as: 91714-93-1, 120638-55-3, Bromfenac (sodium), Bronuck, Bromfenac sodium salt, Bromsite
    Molecular Formula
    C15H11BrNNaO3
    Molecular Weight
    356.15  g/mol
    InChI Key
    HZFGMQJYAFHESD-UHFFFAOYSA-M
    FDA UNII
    9X8YF771OU
    Bromfenac Sodium is the sodium salt form of bromfenac, a nonsteroidal anti-inflammatory drug (NSAID) with analgesic and anti-inflammatory activities. Upon ophthalmic administration, bromfenac binds to and inhibits the activity of cyclooxygenase II (COX II), an enzyme which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins (PG). By inhibiting PG formation, bromfenac is able to inhibit PG-induced inflammation, thereby preventing vasodilation, leukocytosis, disruption of the blood-aqueous humor barrier, an increase in vascular permeability and an increase in intraocular pressure (IOP).
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    sodium;2-[2-amino-3-(4-bromobenzoyl)phenyl]acetate
    2.1.2 InChI
    InChI=1S/C15H12BrNO3.Na/c16-11-6-4-9(5-7-11)15(20)12-3-1-2-10(14(12)17)8-13(18)19;/h1-7H,8,17H2,(H,18,19);/q;+1/p-1
    2.1.3 InChI Key
    HZFGMQJYAFHESD-UHFFFAOYSA-M
    2.1.4 Canonical SMILES
    C1=CC(=C(C(=C1)C(=O)C2=CC=C(C=C2)Br)N)CC(=O)[O-].[Na+]
    2.2 Other Identifiers
    2.2.1 UNII
    9X8YF771OU
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Ahr-10282

    2. Bromfenac

    3. Duract

    4. Isv-303

    5. Sodium Bromfenac

    6. Xibrom

    2.3.2 Depositor-Supplied Synonyms

    1. 91714-93-1

    2. 120638-55-3

    3. Bromfenac (sodium)

    4. Bronuck

    5. Bromfenac Sodium Salt

    6. Bromsite

    7. Bromfenac Sodium Anhydrous

    8. Xibrom

    9. Chebi:140536

    10. Ahr 10282b

    11. Bromfenac Monosodium Salt Sesquihydrate

    12. Bromfenac (sodium Hydrate)

    13. Benzeneacetic Acid, 2-amino-3-(4-bromobenzoyl)-, Monosodium Salt

    14. Sodium;2-[2-amino-3-(4-bromobenzoyl)phenyl]acetate

    15. 9x8yf771ou

    16. Bromday

    17. Prolensa

    18. Sodium 2-(2-amino-3-(4-bromobenzoyl)phenyl)acetate

    19. Ahr-10282b

    20. Bromfenac Sodium Hydrate

    21. Sodium 2-[2-amino-3-(4-bromobenzoyl)phenyl]acetate

    22. 2-amino-3-(4-bromobenzoyl)benzeneacetic Acid Sodium Salt

    23. Bromfenac Sodium Salt Sesquihydrate

    24. Unii-9x8yf771ou

    25. Sodium [2-amino-3-(4-bromobenzoyl)phenyl]acetate

    26. Mfcd03701673

    27. Benzeneacetic Acid, 2-amino-3-(4-bromobenzoyl)-, Sodium Salt (1:1)

    28. Bromfenac Monosodium Salt

    29. Chembl751

    30. Schembl56644

    31. Hy-b1888a

    32. Dtxsid70273981

    33. Bromfenac Sodium [who-dd]

    34. Ahr 10282r

    35. Hms3652d21

    36. Hms3885l13

    37. Amy22137

    38. Bcp05811

    39. Bromfenac Sodium, >=98% (hplc)

    40. Ac-149

    41. Bdbm50225143

    42. S4248

    43. Akos000280377

    44. Bromfenac Monosodium Salt [mi]

    45. Ac-9334

    46. Ccg-268104

    47. Sb17363

    48. Bb164264

    49. Cs-0014295

    50. Ft-0602701

    51. Ft-0660252

    52. Sw219148-1

    53. Sodium 2-amino-3-(4-bromobenzoyl) Phenylacetate

    54. J-004372

    55. Q-200752

    56. Sodium2-(2-amino-3-(4-bromobenzoyl)phenyl)acetate

    57. Q27225685

    58. Sodium (-amino-3-(p-bromobenzoyl)phenyl)acetate

    59. Sodium; [2-amino-3-(4-bromo-benzoyl)-phenyl]-acetate

    60. Benzeneacetic Acid,2-amino-3-(4-bromobenzoyl)-,monosodium Salt

    61. Ahr 10282b;ahr-10282; Ahr10282; Ahr 10282;sodium Bromfenac

    2.4 Create Date
    2008-02-05
    3 Chemical and Physical Properties
    Molecular Weight 356.15 g/mol
    Molecular Formula C15H11BrNNaO3
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count4
    Rotatable Bond Count4
    Exact Mass354.98200 g/mol
    Monoisotopic Mass354.98200 g/mol
    Topological Polar Surface Area83.2 Ų
    Heavy Atom Count21
    Formal Charge0
    Complexity372
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 2  
    Drug NameBromfenac sodium
    Drug LabelBromfenac ophthalmic solution 0.09% is a sterile, topical, nonsteroidal anti-inflammatory drug (NSAID) for ophthalmic use. Each mL of bromfenac ophthalmic solution contains 1.035 mg bromfenac sodium (equivalent to 0.9 mg bromfenac free acid). Bromfen...
    Active IngredientBromfenac sodium
    Dosage FormSolution/drops
    RouteOphthalmic
    Strengtheq 0.09% acid
    Market StatusPrescription
    CompanyApotex; Hi-tech Pharmacal; Luitpold; Coastal Pharms

    2 of 2  
    Drug NameBromfenac sodium
    Drug LabelBromfenac ophthalmic solution 0.09% is a sterile, topical, nonsteroidal anti-inflammatory drug (NSAID) for ophthalmic use. Each mL of bromfenac ophthalmic solution contains 1.035 mg bromfenac sodium (equivalent to 0.9 mg bromfenac free acid). Bromfen...
    Active IngredientBromfenac sodium
    Dosage FormSolution/drops
    RouteOphthalmic
    Strengtheq 0.09% acid
    Market StatusPrescription
    CompanyApotex; Hi-tech Pharmacal; Luitpold; Coastal Pharms

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Anti-Inflammatory Agents, Non-Steroidal

    Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects. (See all compounds classified as Anti-Inflammatory Agents, Non-Steroidal.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Cyclooxygenase Inhibitors [MoA]; Nonsteroidal Anti-inflammatory Drug [EPC]; Anti-Inflammatory Agents, Non-Steroidal [CS]