Bromfenac sodiumProduct ingredient for Bromfenac

Name
Bromfenac sodium
Drug Entry
Bromfenac

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 for optimizing surgical outcomes. Non-ophthalmic formulations of bromfenac were withdrawn in the US in 1998 due to cases of severe liver toxicity.2,1

Accession Number
DBSALT000356
Structure
Synonyms
Bromfenac monosodium salt sesquihydrate / Bromfenac sodium / Bromfenac sodium hydrate / Bromfenac sodium sesquihydrate
External IDs
AHR-10282B
UNII
8ECV571Y37
CAS Number
120638-55-3
Weight
Average: 766.339
Monoisotopic: 763.995695148
Chemical Formula
C30H28Br2N2Na2O9
InChI Key
PPOSVVJOVKVBPW-UHFFFAOYSA-L
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
IUPAC Name
disodium bis(2-[2-amino-3-(4-bromobenzoyl)phenyl]acetate) trihydrate
SMILES
O.O.O.[Na+].[Na+].NC1=C(CC([O-])=O)C=CC=C1C(=O)C1=CC=C(Br)C=C1.NC1=C(CC([O-])=O)C=CC=C1C(=O)C1=CC=C(Br)C=C1
PubChem Compound
11954316
ChemSpider
10128611
ChEBI
59176
ChEMBL
CHEMBL3181947
Predicted Properties
PropertyValueSource
Water Solubility0.0118 mg/mLALOGPS
logP3.48ALOGPS
logP3.66Chemaxon
logS-4.5ALOGPS
pKa (Strongest Acidic)3.81Chemaxon
pKa (Strongest Basic)1.59Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area83.22 Å2Chemaxon
Rotatable Bond Count8Chemaxon
Refractivity91.1 m3·mol-1Chemaxon
Polarizability29.47 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon