bromfenac indications/contra

Stem definitionDrug idCAS RN
anti-inflammatory agents, ibufenac derivatives 401 91714-94-2

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • yellox
  • bromfenac sodium sesquihydrate
  • prolensa
  • bromfenac
  • xibrom
  • bromfenac sodium
Bromfenac is a nonsteroidal anti-inflammatory drug (NSAID). The mechanism of its action is thought to be due to its ability to block prostaglandin synthesis by inhibiting cyclooxygenase 1 and 2, prostaglandins are mediators of certain kinds of intraocular inflammation.
  • Molecular weight: 334.17
  • Formula: C15H12BrNO3
  • CLOGP: 3.28
  • LIPINSKI: 0
  • HAC: 4
  • HDO: 2
  • TPSA: 80.39
  • ALOGS: -4.42
  • ROTB: 4

Drug dosage:

None

Approvals:

DateAgencyCompanyOrphan
March 24, 2005 FDA BAUSCH AND LOMB INC

FDA Adverse Event Reporting System

None

Pharmacologic Action:

scroll-->
SourceCodeDescription
ATC S01BC11 SENSORY ORGANS
OPHTHALMOLOGICALS
ANTIINFLAMMATORY AGENTS
Antiinflammatory agents, non-steroids
FDA MoA N0000000160 Cyclooxygenase Inhibitors
FDA Chemical/Ingredient N0000175721 Nonsteroidal Anti-inflammatory Compounds
FDA EPC N0000175722 Nonsteroidal Anti-inflammatory Drug
MeSH PA D000700 Analgesics
MeSH PA D018712 Analgesics, Non-Narcotic
CHEBI has role CHEBI:35475 non-steroidal anti-inflammatory drug
CHEBI has role CHEBI:35481 non-narcotic analgesic
MeSH PA D000893 Anti-Inflammatory Agents
MeSH PA D000894 Anti-Inflammatory Agents, Non-Steroidal
MeSH PA D018501 Antirheumatic Agents
MeSH PA D018373 Peripheral Nervous System Agents
MeSH PA D018689 Sensory System Agents

Drug Use (View source of the data)

scroll-->
DiseaseRelationSNOMED_IDDOID
Pain indication 22253000
Postoperative Ocular Pain indication
Post-Op Ocular Inflammation indication
Rheumatoid arthritis contraindication 69896004 DOID:7148
Diabetes mellitus contraindication 73211009 DOID:9351
Red eye contraindication 75705005
Epithelial Keratopathy contraindication

Acid dissociation constants calculated using MoKa v3.0.0

scroll-->
Dissociation levelDissociation constantType (acidic/basic)
pKa1 4.32 acidic
pKa2 3.17 Basic

Orange Book patent data (new drug applications)

scroll-->
Formulation strengthTrade nameApplicantApplication numberApproval dateTypeDose formRoutePatent numberPatent expiration datePatent use
EQ 0.07% ACID PROLENSA BAUSCH AND LOMB N203168 April 5, 2013 RX SOLUTION/DROPS OPHTHALMIC 8927606 Jan. 16, 2024 METHOD OF TREATING OCULAR INFLAMMATION
EQ 0.07% ACID PROLENSA BAUSCH AND LOMB N203168 April 5, 2013 RX SOLUTION/DROPS OPHTHALMIC 8927606 Jan. 16, 2024 METHOD OF TREATMENT TO ALLEVIATE INFLAMMATION OF THE EYE
EQ 0.07% ACID PROLENSA BAUSCH AND LOMB N203168 April 5, 2013 RX SOLUTION/DROPS OPHTHALMIC 9561277 Jan. 16, 2024 TREATMENT OF POSTOPERATIVE INFLAMMATION AND REDUCTION OF OCULAR PAIN IN PATIENTS WHO HAVE UNDERGONE CATARACT SURGERY
EQ 0.075% ACID BROMSITE SUN PHARMA GLOBAL N206911 April 8, 2016 RX SOLUTION/DROPS OPHTHALMIC 8778999 Sept. 3, 2029 TREATMENT OF POSTOPERATIVE INFLAMMATION AND PREVENTION OF OCULAR PAIN IN PATIENTS UNDERGOING CATARACT SURGERY
EQ 0.07% ACID PROLENSA BAUSCH AND LOMB N203168 April 5, 2013 RX SOLUTION/DROPS OPHTHALMIC 9517220 Nov. 11, 2033 TREATMENT OF POSTOPERATIVE INFLAMMATION AND REDUCTION OF OCULAR PAIN IN PATIENTS WHO HAVE UNDERGONE CATARACT SURGERY

Orange Book exclusivity data (new drug applications)

scroll-->
Formulation strengthTrade nameApplicantApplication numberApproval dateTypeDose formRouteExclusivity dateDescription
EQ 0.075% ACID BROMSITE SUN PHARMA GLOBAL N206911 April 8, 2016 RX SOLUTION/DROPS OPHTHALMIC April 8, 2019 NEW PRODUCT

Bioactivity Summary:

scroll-->
TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Prostaglandin G/H synthase 1 Enzyme INHIBITOR IC50 8.29 WOMBAT-PK CHEMBL
Prostaglandin G/H synthase 2 Enzyme INHIBITOR IC50 8.40 WOMBAT-PK CHEMBL
Cyclooxygenase Enzyme IC50 7.10 CHEMBL

External reference:

scroll-->
IDSource
C3556169 UMLSCUI
7131 IUPHAR_LIGAND_ID
D07541 KEGG_DRUG
DB00963 DRUGBANK_ID
CHEMBL751 ChEMBL_ID
417155005 SNOMEDCT_US
4024075 VANDF
N0000022080 NDFRT
N0000006246 NDFRT
181436 MMSL
d04150 MMSL
4299 MMSL
19737 RXNORM
108520008 SNOMEDCT_US
006757 NDDF
864P0921DW UNII
5892 INN_ID
120638-55-3 SECONDARY_CAS_RN
CHEMBL1077 ChEMBL_ID
60726 PUBCHEM_CID
C053083 MESH_SUPPLEMENTAL_RECORD_UI
CHEBI:240107 CHEBI
27R PDB_CHEM_ID

Pharmaceutical products:

scroll-->
ProductCategoryIngredientsNDCFormQuantityRoute MarketingLabel
Prolensa HUMAN PRESCRIPTION DRUG LABEL 1 24208-602 SOLUTION/ DROPS 0.70 mg OPHTHALMIC NDA 15 sections
BromSite HUMAN PRESCRIPTION DRUG LABEL 1 49708-754 SOLUTION/ DROPS 0.76 mg OPHTHALMIC NDA 15 sections
bromfenac HUMAN PRESCRIPTION DRUG LABEL 1 50383-249 SOLUTION/ DROPS 1.04 mg OPHTHALMIC ANDA 14 sections
Bromday HUMAN PRESCRIPTION DRUG LABEL 1 50436-6301 SOLUTION/ DROPS 0.90 mg OPHTHALMIC NDA 14 sections
Bromday HUMAN PRESCRIPTION DRUG LABEL 1 54868-6301 SOLUTION/ DROPS 0.90 mg OPHTHALMIC NDA 14 sections
Bromfenac HUMAN PRESCRIPTION DRUG LABEL 1 54868-6343 SOLUTION/ DROPS 1.04 mg OPHTHALMIC ANDA 12 sections
Pred-Gati-Brom HUMAN PRESCRIPTION DRUG LABEL 2 70261-504 SUSPENSION/ DROPS 0.75 mg OPHTHALMIC unapproved drug other 1 sections
Pred-Brom HUMAN PRESCRIPTION DRUG LABEL 2 70261-505 SUSPENSION/ DROPS 0.75 mg OPHTHALMIC unapproved drug other 1 sections
Pred-Gati-Brom HUMAN PRESCRIPTION DRUG LABEL 3 71384-503 SUSPENSION/ DROPS 0.75 mg OPHTHALMIC unapproved drug other 2 sections
Pred-Gati-Brom HUMAN PRESCRIPTION DRUG LABEL 3 71384-504 SUSPENSION/ DROPS 0.75 mg OPHTHALMIC unapproved drug other 1 sections
Pred-Brom HUMAN PRESCRIPTION DRUG LABEL 2 71384-505 SUSPENSION/ DROPS 0.75 mg OPHTHALMIC unapproved drug other 2 sections