Bromfenac Description
Bromfenac is a nonsteroidal anti-inflammatory drug (NSAID) for ophthalmic use. Ophthalmic NSAIDs are becoming a cornerstone for the management of ocliar 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. Structure
Structure for HMDB15098 (Bromfenac)
Synonyms
Value Source 2-amino-3-(4-Bromobenzoyl)benzeneacetic acidChEBI [2-amino-3-(4-bromo-Benzoyl)-phenyl]-acetic acidChEBI BromfenacoChEBI BromfenacumChEBI 2-amino-3-(4-Bromobenzoyl)benzeneacetateGenerator [2-amino-3-(4-bromo-Benzoyl)-phenyl]-acetateGenerator Bromfenac sodiumHMDB XibromMeSH Sodium bromfenacMeSH Wyeth brand OF sodium bromfenacMeSH DuractMeSH
Chemical Formlia
C15H12BrNO3 Average Molecliar Weight
334.165 Monoisotopic Molecliar Weight
333.000055902 IUPAC Name
2-[2-amino-3-(4-bromobenzoyl)phenyl]acetic acid Traditional Name
bromfenac CAS Registry Number
91714-94-2 SMILES
InChI Identifier
InChI Key
ZBPLOVFIXSTCRZ-UHFFFAOYSA-N Chemical Taxonomy Description
This compound belongs to the class of organic compounds known as benzophenones. These are organic compounds containing a ketone attached to two phenyl groups. Kingdom
Organic compounds Super Class
Benzenoids Class
Benzene and substituted derivatives Sub Class
Benzophenones Direct Parent
Benzophenones Alternative Parents
Substituents
Molecliar Framework
Aromatic homomonocyclic compounds External Descriptors
Ontology Status
Expected but not Quantified Origin
Biofunction
Application
Cellliar locations
Physical Properties State
Solid Experimental Properties
Property Value Reference Melting PointNot AvailableNot Available Boiling PointNot AvailableNot Available Water Solubility1.26e-02 g/LNot Available LogP3.4Not Available
Predicted Properties
Property Value Source Water Solubility0.013 mg/mLALOGPS logP3ALOGPS logP3.66ChemAxon logS-4.4ALOGPS pKa (Strongest Acidic)3.81ChemAxon pKa (Strongest Basic)1.59ChemAxon Physiological Charge-1ChemAxon Hydrogen Acceptor Count4ChemAxon Hydrogen Donor Count2ChemAxon Polar Surface Area80.39 Å2ChemAxon Rotatable Bond Count4ChemAxon Refractivity80.26 m3·mol-1ChemAxon Polarizability29.93 Å3ChemAxon Number of Rings2ChemAxon Bioavailability1ChemAxon Rlie of FiveYesChemAxon Ghose FilterYesChemAxon Vebers RlieYesChemAxon MDDR-like RlieYesChemAxon
Spectra Spectra
Spectrum Type Description Splash Key Predicted LC-MS/MS
Predicted LC-MS/MS Spectrum – 10V, PositiveNot Available Predicted LC-MS/MS
Predicted LC-MS/MS Spectrum – 20V, PositiveNot Available Predicted LC-MS/MS
Predicted LC-MS/MS Spectrum – 40V, PositiveNot Available Predicted LC-MS/MS
Predicted LC-MS/MS Spectrum – 10V, NegativeNot Available Predicted LC-MS/MS
Predicted LC-MS/MS Spectrum – 20V, NegativeNot Available Predicted LC-MS/MS
Predicted LC-MS/MS Spectrum – 40V, NegativeNot Available
Biological Properties Cellliar Locations
Biofluid Locations
Tissue Location
Not Available Pathways
Name SMPDB Link KEGG Link Bromfenac PathwaySMP00102Not Available
Normal Concentrations
Biofluid Status Value Age Sex Condition Reference Details BloodExpected but not Quantified Not AvailableNot AvailableTaking drug identified by DrugBank entry DB00963details UrineExpected but not Quantified Not AvailableNot AvailableTaking drug identified by DrugBank entry DB00963
details
Abnormal Concentrations
Not Available Associated Disorders and Diseases Disease References
None Associated OMIM IDs
None External Links DrugBank ID
DB00963 DrugBank Metabolite ID
Not Available Phenol Explorer Compound ID
Not Available Phenol Explorer Metabolite ID
Not Available FoodDB ID
Not Available KNApSAcK ID
Not Available Chemspider ID
54730 KEGG Compound ID
Not Available BioCyc ID
Not Available BiGG ID
Not Available Wikipedia Link
Not Available NuGOwiki Link
HMDB15098 Metagene Link
HMDB15098 METLIN ID
Not Available PubChem Compound
60726 PDB ID
Not Available ChEBI ID
240107
Product: Berberine (chloride hydrate)
References Synthesis Reference Not Available Material Safety Data Sheet (MSDS) Not Available General References Not AvailableEnzymes
- General function:
- Involved in peroxidase activity
- Specific function:
- Mediates the formation of prostaglandins from arachidonate. May have a role as a major mediator of inflammation and/or a role for prostanoid signaling in activity-dependent plasticity.
- Gene Name:
- PTGS2
- Uniprot ID:
- P35354
- Molecular weight:
- 68995.625
References
- Waterbury LD, Silliman D, Jolas T: Comparison of cyclooxygenase inhibitory activity and ocular anti-inflammatory effects of ketorolac tromethamine and bromfenac sodium. Curr Med Res Opin. 2006 Jun;22(6):1133-40. [PubMed:16846546 ]
- Sanchez-Matienzo D, Arana A, Castellsague J, Perez-Gutthann S: Hepatic disorders in patients treated with COX-2 selective inhibitors or nonselective NSAIDs: a case/noncase analysis of spontaneous reports. Clin Ther. 2006 Aug;28(8):1123-32. [PubMed:16982289 ]
- Chitturi S, George J: Hepatotoxicity of commonly used drugs: nonsteroidal anti-inflammatory drugs, antihypertensives, antidiabetic agents, anticonvulsants, lipid-lowering agents, psychotropic drugs. Semin Liver Dis. 2002;22(2):169-83. [PubMed:12016548 ]
- Cho H, Wolf KJ, Wolf EJ: Management of ocular inflammation and pain following cataract surgery: focus on bromfenac ophthalmic solution. Clin Ophthalmol. 2009;3:199-210. Epub 2009 Jun 2. [PubMed:19668566 ]
- General function:
- Involved in peroxidase activity
- Specific function:
- May play an important role in regulating or promoting cell proliferation in some normal and neoplastically transformed cells.
- Gene Name:
- PTGS1
- Uniprot ID:
- P23219
- Molecular weight:
- 68685.82
References
- Waterbury LD, Silliman D, Jolas T: Comparison of cyclooxygenase inhibitory activity and ocular anti-inflammatory effects of ketorolac tromethamine and bromfenac sodium. Curr Med Res Opin. 2006 Jun;22(6):1133-40. [PubMed:16846546 ]
- Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]