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Bromfenac Sodium Salt Sesquihydrate

Bromfenac Sodium Salt Sesquihydrate

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Also known as: Bromfenac sodium sesquihydrate, 120638-55-3, Bromfenac sodium [usan], Bromfenac sodium hydrate, Bromsite, Bromfenac monosodium salt sesquihydrate

Molecular Formula

C₃₀H₂₈Br₂N₂Na₂O₉

Molecular Weight

766.3 g/mol

InChI Key

PPOSVVJOVKVBPW-UHFFFAOYSA-L

FDA UNII

8ECV571Y37

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

Bromfenac Sodium Salt Sesquihydrate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

disodium;2-[2-amino-3-(4-bromobenzoyl)phenyl]acetate;trihydrate

2.1.2 InChI

InChI=1S/2C15H12BrNO3.2Na.3H2O/c2*16-11-6-4-9(5-7-11)15(20)12-3-1-2-10(14(12)17)8-13(18)19;;;;;/h2*1-7H,8,17H2,(H,18,19);;;3*1H2/q;;2*+1;;;/p-2

2.1.3 InChI Key

PPOSVVJOVKVBPW-UHFFFAOYSA-L

2.1.4 Canonical SMILES

C1=CC(=C(C(=C1)C(=O)C2=CC=C(C=C2)Br)N)CC(=O)[O-].C1=CC(=C(C(=C1)C(=O)C2=CC=C(C=C2)Br)N)CC(=O)[O-].O.O.O.[Na+].[Na+]

2.2 Other Identifiers

2.2.1 UNII

8ECV571Y37

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Ahr-10282

2. Bromfenac

3. Bromfenac Sodium

4. Duract

5. Isv-303

6. Sodium Bromfenac

2.3.2 Depositor-Supplied Synonyms

1. Bromfenac Sodium Sesquihydrate

2. 120638-55-3

3. Bromfenac Sodium [usan]

4. Bromfenac Sodium Hydrate

5. Bromsite

6. Bromfenac Monosodium Salt Sesquihydrate

7. Chebi:59176

8. Sodium 2-amino-3-(4-bromobenzoyl) Phenylacetate Sesquihydrate

9. 8ecv571y37

10. Bromday

11. Yellox

12. Ahr-10282b

13. Bromfenac Sodium Salt Sesquihydrate

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

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

16. Bromfenac Sodium (usan)

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

18. Dsstox_cid_24206

19. Dsstox_rid_80119

20. Dsstox_gsid_44206

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

22. Bromfenac Ophthalmic

23. Cas-120638-55-3

24. Ncgc00164552-01

25. Bromfenac Ophthalmic Solution

26. Unii-8ecv571y37

27. Prolensa (tn)

28. Bromday (tn)

29. Xibrom (tn)

30. Yellox (tn)

31. 2-amino-3-(4-bromobenzoyl)benzeneacetic Acid Sodium Salt

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

33. Bromfenac Sodium [vandf]

34. Chembl3181947

35. Dtxsid8044206

36. Bromfenac Monosodium Sesquihydrate

37. Bromfenac Sodium [mart.]

38. Bromfenac Sodium Hydrate (jp17)

39. Tox21_112181

40. Akos016008745

41. Bromfenac Sodium [orange Book]

42. Bromfenac Sodium Hydrate [jan]

43. Tox21_112181_1

44. Benzeneacetic Acid, 2-amino-3-(4-bromobenzoyl)-, Monosodium Salt, Hydrate (2:3)

45. Ncgc00263519-01

46. D03163

47. E79221

48. Bromfenac Sodium Sesquihydrate [ema Epar]

49. Bromfenac Monosodium Salt Sesquihydrate [mi]

50. Q27126510

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

52. Sodium [2-amino-3-(p-bromobenzoyl)phenyl]acetate Sesquihydrate

53. Sodium [2-amino-3-(4-bromobenzoyl)phenyl]acetate--water (2/3)

54. 2-amino-3-(4-bromobenzoyl)benzene-acetic Acid Sodium Salt Sesquihydrate

55. Sodium (-amino-3-(p-bromobenzoyl)phenyl)acetate Sesquihydrate

56. Benzeneacetic Acid, 2-amino-3-(4-bromobenzoyl)-, Sodium Salt, Hydrate (2:2:3)

2.4 Create Date

2006-11-22

3 Chemical and Physical Properties

Molecular Formula	C₃₀H₂₈Br₂N₂Na₂O₉
Molecular Weight	766.3 g/mol
Hydrogen Bond Donor Count	5
Hydrogen Bond Acceptor Count	11
Rotatable Bond Count	6
Exact Mass	765.99364 g/mol
Monoisotopic Mass	763.99569 g/mol
Topological Polar Surface Area	169 Å²
Heavy Atom Count	45
Formal Charge	0
Complexity	361
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	7

4 Drug and Medication Information

4.1 Drug Indication

Treatment of postoperative ocular inflammation following cataract extraction in adults.

Postoperative ocular inflammation

Prevention of postoperative pain and inflammation associated with cataract surgery, Treatment of postoperative pain and inflammation associated with cataract surgery

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 ATC Code

S01BC11