CHEBI:240107 - bromfenac

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ChEBI Name bromfenac
ChEBI ID CHEBI:240107
Definition Amfenac in which the the hydrogen at the 4 position of the benzoyl group is substituted by bromine. It is used for the management of ocular pain and treatment of postoperative inflammation in patients who have undergone cataract extraction. It was withdrawn from the US market in 1998, following concerns over off-label abuse and hepatic failure.
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Formula C15H12BrNO3
Net Charge 0
Average Mass 334.16500
Monoisotopic Mass 333.000
InChI InChI=1S/C15H12BrNO3/c16-11-6-4-9(5-7-11)15(20)12-3-1-2-10(14(12)17)8-13(18)19/h1-7H,8,17H2,(H,18,19)
InChIKey ZBPLOVFIXSTCRZ-UHFFFAOYSA-N
SMILES Nc1c(CC(O)=O)cccc1C(=O)c1ccc(Br)cc1
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): non-narcotic analgesic
A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
Application(s): non-steroidal anti-inflammatory drug
An anti-inflammatory drug that is not a steroid. In addition to anti-inflammatory actions, non-steroidal anti-inflammatory drugs have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins.
non-narcotic analgesic
A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
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ChEBI Ontology
Outgoing bromfenac (CHEBI:240107) has functional parent amfenac (CHEBI:75915)
bromfenac (CHEBI:240107) has role non-narcotic analgesic (CHEBI:35481)
bromfenac (CHEBI:240107) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
bromfenac (CHEBI:240107) is a aromatic amino acid (CHEBI:33856)
bromfenac (CHEBI:240107) is a benzophenones (CHEBI:22726)
bromfenac (CHEBI:240107) is a organobromine compound (CHEBI:37141)
bromfenac (CHEBI:240107) is a substituted aniline (CHEBI:48975)
bromfenac (CHEBI:240107) is conjugate acid of bromfenac(1−) (CHEBI:59175)
Incoming bromfenac(1−) (CHEBI:59175) is conjugate base of bromfenac (CHEBI:240107)
IUPAC Name
[2-amino-3-(4-bromobenzoyl)phenyl]acetic acid
INNs Sources
bromfenac ChemIDplus
bromfenaco ChemIDplus
bromfenacum ChemIDplus
Synonyms Sources
2-amino-3-(4-bromobenzoyl)benzeneacetic acid ChemIDplus
[2-Amino-3-(4-bromo-benzoyl)-phenyl]-acetic acid ChEMBL
Manual Xrefs Databases
401 DrugCentral
Bromfenac Wikipedia
D07541 KEGG DRUG
DB00963 DrugBank
EP221753 Patent
LSM-5585 LINCS
US4683242 Patent
View more database links
Registry Numbers Types Sources
8335547 Beilstein Registry Number Beilstein
91714-94-2 CAS Registry Number ChemIDplus
Last Modified
22 February 2017