bromfenac (CHEBI:240107)

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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 It was withdrawn from the US market in 1998, following concerns over off-label abuse and hepatic failure.

Stars	This entity has been manually annotated by the ChEBI Team.

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Formula

C15H12BrNO3

Net Charge

Average Mass

334.16500

Monoisotopic Mass

333.00006

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.

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

Synonyms	Sources
2-amino-3-(4-bromobenzoyl)benzeneacetic acid	ChemIDplus
[2-Amino-3-(4-bromo-benzoyl)-phenyl]-acetic acid	ChEMBL

Last Modified

22 February 2017