CHEBI:75915 - amfenac

ChEBI IDCHEBI:75915
ChEBI Nameamfenac
Stars
DefinitionAn oxo monocarboxylic acid that is benzophenone in which one of the phenyl groups is substituted by an amino group and a carboxymethyl group at position 2 and 3, respectively. The corresponding carboxamide, nepafenac, is a prodrug of amfenac and is used for the treatment of pain and inflammation following cataract surgery.
Last Modified22 February 2017
SubmitterGareth Owen
DownloadsMolfile
FormulaC15H13NO3
Net Charge0
Average Mass255.273
Monoisotopic Mass255.08954
SMILESNc1c(CC(=O)O)cccc1C(=O)c1ccccc1
InChIInChI=1S/C15H13NO3/c16-14-11(9-13(17)18)7-4-8-12(14)15(19)10-5-2-1-3-6-10/h1-8H,9,16H2,(H,17,18)
InChIKeySOYCMDCMZDHQFP-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 Roles:
cyclooxygenase 2 inhibitor  A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 2.
cyclooxygenase 1 inhibitor  A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 1.
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.
antipyretic  A drug that prevents or reduces fever by lowering the body temperature from a raised state. An antipyretic will not affect the normal body temperature if one does not have fever. Antipyretics cause the hypothalamus to override an interleukin-induced increase in temperature. The body will then work to lower the temperature and the result is a reduction in fever.
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)
amfenac (CHEBI:75915) has role antipyretic (CHEBI:35493)
amfenac (CHEBI:75915) has role cyclooxygenase 1 inhibitor (CHEBI:50630)
amfenac (CHEBI:75915) has role cyclooxygenase 2 inhibitor (CHEBI:50629)
amfenac (CHEBI:75915) has role non-narcotic analgesic (CHEBI:35481)
amfenac (CHEBI:75915) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
amfenac (CHEBI:75915) is a amino acid (CHEBI:33709)
amfenac (CHEBI:75915) is a benzophenones (CHEBI:22726)
amfenac (CHEBI:75915) is a oxo monocarboxylic acid (CHEBI:35871)
amfenac (CHEBI:75915) is a primary amino compound (CHEBI:50994)
amfenac (CHEBI:75915) is a substituted aniline (CHEBI:48975)
amfenac (CHEBI:75915) is conjugate acid of amfenac(1−) (CHEBI:75917)
Incoming Relation(s)
bromfenac (CHEBI:240107) has functional parent amfenac (CHEBI:75915)
amfenac(1−) (CHEBI:75917) is conjugate base of amfenac (CHEBI:75915)
IUPAC Name 
(2-amino-3-benzoylphenyl)acetic acid
INNs  Source
amfenacoChemIDplus
amfénacWHO MedNet
amfenacChemIDplus
amfenacumChemIDplus
Synonyms  Source
(2-Amino-3-benzoylphenyl)essigsaeureChemIDplus
2-amino-3-benzoylbenzeneacetic acidChEBI
Manual XrefsDatabases
AmfenacWikipedia
D07443KEGG DRUG
DE2324768Patent
US4045576Patent
154DrugCentral
Registry NumbersSources
Reaxys:2381781Reaxys
CAS:51579-82-9ChemIDplus
Citations