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Technical details about Bromfenac Sodium, learn more about the structure, uses, toxicity, action, side effects and more

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$ API Ref.Price (USD/KG) : 44,982Xls
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]