CHEBI:240107 - bromfenac

ChEBI IDCHEBI:240107
ChEBI Namebromfenac
Stars
DefinitionAmfenac 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 It was withdrawn from the US market in 1998, following concerns over off-label abuse and hepatic failure.
Last Modified22 February 2017
DownloadsMolfile
FormulaC15H12BrNO3
Net Charge0
Average Mass334.169
Monoisotopic Mass333.00006
SMILESNc1c(CC(=O)O)cccc1C(=O)c1ccc(Br)cc1
InChIInChI=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)
InChIKeyZBPLOVFIXSTCRZ-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
non-narcotic analgesic  A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
Applications:
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.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
bromfenac(1−) (CHEBI:59175) is conjugate base of bromfenac (CHEBI:240107)
IUPAC Name 
[2-amino-3-(4-bromobenzoyl)phenyl]acetic acid
INNs  Source
bromfenacChemIDplus
bromfenacoChemIDplus
bromfenacumChemIDplus
Synonyms  Source
2-amino-3-(4-bromobenzoyl)benzeneacetic acidChemIDplus
[2-Amino-3-(4-bromo-benzoyl)-phenyl]-acetic acidChEMBL
Manual XrefsDatabases
401DrugCentral
BromfenacWikipedia
D07541KEGG DRUG
DB00963DrugBank
EP221753Patent
LSM-5585LINCS
US4683242Patent
Registry NumbersSources
Beilstein:8335547Beilstein
CAS:91714-94-2ChemIDplus