Bromfenac

Synonyms :
[2-Amino-3-(4-bromo-benzoyl)-phenyl]-acetic acid, 2-amino-3-(4-Bromobenzoyl)benzeneacetic acid, Bromfenaco, Bromfenacum

Status : approved

Therapeutic Classification

ANTIINFLAMMATORY AGENTS

SENSORY ORGANS
OPHTHALMOLOGICALS
ANTIINFLAMMATORY AGENTS

Description

Bromfenac is a nonsteroidal anti-inflammatory drug (NSAID) for ophthalmic use. Ophthalmic NSAIDs are becoming a cornerstone for the management of ocular pain and inflammation. Their well-characterized anti-inflammatory activity, analgesic property, and established safety record have also made NSAIDs an important tool to optimize surgical outcomes.

Used

For the treatment of postoperative inflammation in patients who have undergone cataract extraction.

Mechanism Of Action

The mechanism of its action is thought to be due to its ability to block prostaglandin synthesis by inhibiting cyclooxygenase 1 and 2. Prostaglandins have been shown in many animal models to be mediators of certain kinds of intraocular inflammation. In studies performed in animal eyes, prostaglandins have been shown to produce disruption of the blood-aqueous humor barrier, vasodilation, increased vascular permeability, leukocytosis, and increased intraocular pressure.

Dosage

Form Route Strength
Solution/ drops ophthalmic .9 mg/mL
Solution/ drops ophthalmic 1.035 mg/mL
Solution ophthalmic 0.07 %
Solution/ drops ophthalmic .7 mg/mL

Pharmacodynamics

Bromfenac ophthalmic solution is a sterile, topical, nonsteroidal anti-inflammatory drug (NSAID) for ophthalmic use.

Absorption

The plasma concentration of bromfenac following ocular administration in humans is unknown.

Chemical Classification

This compound belongs to the class of organic compounds known as benzophenones. These are organic compounds containing a ketone attached to two phenyl groups.

Benzophenones

Organic compounds

Benzenoids

Benzene and substituted derivatives

Benzophenones

Salt : Bromfenac sodium

Chemical Name

[2-Amino-3-(4-bromo-benzoyl)-phenyl]-acetic acid

Brands

name Dosage form Country
Bromday solution/ drops US
Bromday solution/ drops US
Bromday solution/ drops US
Bromfenac solution/ drops US
Bromfenac solution/ drops US
Bromfenac solution/ drops US
Bromfenac solution/ drops US
Bromfenac solution/ drops US
Bromfenac solution/ drops US
Bromfenac Ophthalmic Solution, 0.09% solution/ drops US
Prolensa solution/ drops US
Prolensa solution Canada

Calculated Property

kind Value Source
logP 3 ALOGPS
logS -4.4 ALOGPS
Water Solubility 1.26e-02 g/l ALOGPS
logP 3.66 ChemAxon
IUPAC Name 2-[2-amino-3-(4-bromobenzoyl)phenyl]acetic acid ChemAxon
Traditional IUPAC Name bromfenac ChemAxon
Molecular Weight 334.165 ChemAxon
Monoisotopic Weight 333.000055902 ChemAxon
SMILES NC1=C(CC(O)=O)C=CC=C1C(=O)C1=CC=C(Br)C=C1 ChemAxon
Molecular Formula C15H12BrNO3 ChemAxon
InChI InChI=1S/C15H12BrNO3/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) ChemAxon
InChIKey InChIKey=ZBPLOVFIXSTCRZ-UHFFFAOYSA-N ChemAxon
Polar Surface Area (PSA) 80.39 ChemAxon
Refractivity 80.26 ChemAxon
Polarizability 29.93 ChemAxon
Rotatable Bond Count 4 ChemAxon
H Bond Acceptor Count 4 ChemAxon
H Bond Donor Count 2 ChemAxon
pKa (strongest acidic) 3.81 ChemAxon
pKa (strongest basic) 1.59 ChemAxon
Physiological Charge -1 ChemAxon
Number of Rings 2 ChemAxon
Bioavailability 1 ChemAxon
Rule of Five 1 ChemAxon
Ghose Filter 1 ChemAxon
MDDR-Like Rule 0 ChemAxon

Affected organism

Humans and other mammals

Target within organism

  • Prostaglandin G/H synthase 2 : in Human
  • Prostaglandin G/H synthase 1 : in Human