CAS 91714-93-1|Bromfenac Sodium

Introduction:Basic information about CAS 91714-93-1|Bromfenac Sodium, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameBromfenac Sodium
CAS Number91714-93-1Molecular Weight356.147
Density/Boiling Point562.2ºC at 760 mmHg
Molecular FormulaC15H11BrNNaO3Melting Point285ºC
MSDSChineseUSAFlash Point293.8ºC
Symbol
GHS09
Signal WordWarning

Names

Namebromfenac sodium salt
SynonymMore Synonyms

Bromfenac Sodium BiologicalActivity

DescriptionBromfenac 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 CatalogResearch Areas >>Inflammation/ImmunologySignaling Pathways >>Immunology/Inflammation >>COX
Target

COX-1:5.56 nM (IC50)

COX-2:7.45 nM (IC50)

In VitroBromfenac (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 VivoBromfenac (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 Point562.2ºC at 760 mmHg
Melting Point285ºC
Molecular FormulaC15H11BrNNaO3
Molecular Weight356.147
Flash Point293.8ºC
Exact Mass354.981995
PSA83.22000
LogP2.13590
Appearance of Charactersfaint yellow to dark yellow
Vapour Pressure1.77E-13mmHg at 25°C
InChIKeyHZFGMQJYAFHESD-UHFFFAOYSA-M
SMILESNc1c(CC(=O)[O-])cccc1C(=O)c1ccc(Br)cc1.[Na+]
Storage condition2-8°C
Water SolubilityH2O: ≥5mg/mL

Safety Information

Symbol
GHS09
Signal WordWarning
Hazard StatementsH400
Precautionary StatementsP273
Hazard CodesN
Risk Phrases50
Safety Phrases61
RIDADRUN 3077 9 / PGIII

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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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