Bromfenac Sodium

Modify Date: 2024-01-02 20:41:02

Bromfenac Sodium Structure
Bromfenac Sodium structure
Common Name Bromfenac Sodium
CAS Number 91714-93-1 Molecular Weight 356.147
Density N/A Boiling Point 562.2ºC at 760 mmHg
Molecular Formula C15H11BrNNaO3 Melting Point 285ºC
MSDS Chinese USA Flash Point 293.8ºC
Symbol GHS09
GHS09
Signal Word Warning

 Use of Bromfenac Sodium


Bromfenac sodium is a potent and orally active inhibitor of COX, with IC50s of 5.56 and 7.45 nM for COX-1 and COX-2, respectively. Bromfenac sodium is a brominated non-steroidal anti-inflammatory/analgesic drug (NSAID), and it is commonly used for the research of postoperative inflammation and pain following cataract surgery, and pseudophakic cystoid macular edema (CME)[1][2].

 Names

Name bromfenac sodium salt
Synonym More Synonyms

 Bromfenac Sodium Biological Activity

Description Bromfenac sodium is a potent and orally active inhibitor of COX, with IC50s of 5.56 and 7.45 nM for COX-1 and COX-2, respectively. Bromfenac sodium is a brominated non-steroidal anti-inflammatory/analgesic drug (NSAID), and it is commonly used for the research of postoperative inflammation and pain following cataract surgery, and pseudophakic cystoid macular edema (CME)[1][2].
Related Catalog
Target

COX-1:5.56 nM (IC50)

COX-2:7.45 nM (IC50)

In Vitro Bromfenac (90 μg/mL; 48 h) inhibits TGF-b1-induced extracellular matrix (ECM) synthesis and myofibroblast activation in HConFs and HPFs[3]. Bromfenac (30-90 μg/mL; 48 h) decreases the protein and mRNA expression levels of FN, COL3, a-SMA, and survivin in a dose-dependent manner in HConFs and HPFs[3]. Bromfenac (30-90 μg/mL; 48 h) declines the phosphorylated protein levels of AKT, ERK1/2, and GSK-3b-S9 with dosage in HPFs and HConFs[3].
In Vivo Bromfenac (0.0032-3.16%; 100 or 200 μL; rubbed onto the backs) produces significant anti-inflammatory activity at concentrations as low as 0.1% (4 h pretreatment time) or 0.32% (18h pretreatment time) in rats[2]. Bromfenac (0.032-3.16%; 100 μL; rubbed onto the paws) produces dose-related anti-inflammatory activity in rats[2]. Bromfenac (0.032-1.0%; 50 μL) is 26 times more potent than indomethacin in blocking the erythema when applied directly onto the skin area exposed to UV light in guinea pigs[2]. Bromfenac (0.0032-0.1%; 50μL; rubbed onto the uninjected paw for 4 h per day and 5 days per week) produces a dose and time dependent reduction in the paw volume of both hind limbs in rats[2]. Bromfenac (0.32%; 50μL; rubbed onto the abdomen) produces significant blockade of abdominal constriction to ACh challenge in mice[2]. Animal Model: Male Sprague-Dawley rats (150-250 g) are injected carrageenan[2] Dosage: 0.0032, 0.01, 0.032, 0.1, 0.32, 1.0, 3.16% (100 or 200 μL) Administration: Rubbed onto the backs before 1-72 h of injected carrageenan Result: Produced significant anti-inflammatory activity when applied 1, 2, and 4 h prior to carrageenan challenge at 0.32%. Applied 1 or 4 h prior to carrageenan challenge was active, but not when applied 24 h (or longer) prior to challenge at 0.2%.
References

[1]. Schechter BA, et, al. Use of topical bromfenac for treating ocular pain and inflammation beyond cataract surgery: a review of published studies. Clin Ophthalmol. 2019 Aug 1; 13:1439-1460.

[2]. Nolan JC, et, al. The topical anti-inflammatory and analgesic properties of bromfenac in rodents. Agents Actions. 1988 Aug; 25(1-2): 77-85.

[3]. Chen K, et, al. Bromfenac Inhibits TGF-β1-Induced Fibrotic Effects in Human Pterygium and Conjunctival Fibroblasts. Invest Ophthalmol Vis Sci. 2019 Mar 1; 60(4): 1156-1164.

 Chemical & Physical Properties

Boiling Point 562.2ºC at 760 mmHg
Melting Point 285ºC
Molecular Formula C15H11BrNNaO3
Molecular Weight 356.147
Flash Point 293.8ºC
Exact Mass 354.981995
PSA 83.22000
LogP 2.13590
Appearance of Characters faint yellow to dark yellow
Vapour Pressure 1.77E-13mmHg at 25°C
Storage condition 2-8°C
Water Solubility H2O: ≥5mg/mL

 Safety Information

Symbol GHS09
GHS09
Signal Word Warning
Hazard Statements H400
Precautionary Statements P273
Hazard Codes N
Risk Phrases 50
Safety Phrases 61
RIDADR UN 3077 9 / PGIII

 Precursor & DownStream

Precursor  1

DownStream  0

 Articles25

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Multiparametric assay using HepaRG cells for predicting drug-induced liver injury.

Toxicol. Lett. 236 , 16-24, (2015)

The utility of HepaRG cells as an in vitro cell-based assay system for assessing drug-induced liver injury (DILI) risk was investigated. Seventeen DILI-positive and 15 DILI-negative drugs were selecte...

Efficacy of ophthalmic nonsteroidal antiinflammatory drugs in suppressing anterior capsule contraction and secondary posterior capsule opacification.

J. Cataract Refract. Surg. 35(9) , 1614-8, (2009)

To evaluate the efficacy of ophthalmic nonsteroidal and steroidal antiinflammatory drugs in preventing anterior capsule contraction and secondary posterior capsule opacification (PCO) using an experim...

Cyclooxygenase (COX)-inhibiting drug reduces HSV-1 reactivation in the mouse eye model.

Curr. Eye Res. 34(3) , 171-6, (2009)

To examine the effects of COX inhibitors on suppressing HSV-1 reactivation in a mouse model.BALB/c mice were latently infected with HSV-1 and treated by 0.1% bromfenac Na eye drops, 0.1% pranoprofen e...

 Synonyms

Bromfenacsodium
BENZENEACETIC ACID, 2-AMINO-3-(4-BROMOBENZOYL)-, MONOSODIUM SALT
BENZENEACETIC ACID,2-AMINO-3-(4-BROMOBENZOYL)-, SODIUM SALT (1:1)
bromfenac sodium salt
{2-amino-3-[(4-bromophényl)carbonyl]phényl}acétate de sodium
sodium {2-amino-3-[(4-bromophenyl)carbonyl]phenyl}acetate
Sodium [2-amino-3-(4-bromobenzoyl)phenyl]acetate
Natrium-{2-amino-3-[(4-bromphenyl)carbonyl]phenyl}acetat
Bronuck
Benzeneacetic acid, 2-amino-3-(4-bromobenzoyl)-, sodium salt (1:1)
Bromfenac sodium
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