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CHEBI:75922 - nepafenac

ChEBI IDCHEBI:75922
ChEBI Namenepafenac
Stars
DefinitionA monocarboxylic acid amide that is amfenac in which the carboxylic acid group has been converted into the corresponding carboxamide. It is a prodrug for amfenac, used in eye drops to treat pain and inflammation following cataract surgery.
Last Modified28 April 2020
SubmitterGareth Owen
DownloadsMolfile
FormulaC15H14N2O2
Net Charge0
Average Mass254.289
Monoisotopic Mass254.10553
SMILESNC(=O)Cc1cccc(C(=O)c2ccccc2)c1N
InChIInChI=1S/C15H14N2O2/c16-13(18)9-11-7-4-8-12(14(11)17)15(19)10-5-2-1-3-6-10/h1-8H,9,17H2,(H2,16,18)
InChIKeyQEFAQIPZVLVERP-UHFFFAOYSA-N
Wikipedia
Roles Classification
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.
prodrug  A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
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)
nepafenac (CHEBI:75922) has role cyclooxygenase 1 inhibitor (CHEBI:50630)
nepafenac (CHEBI:75922) has role cyclooxygenase 2 inhibitor (CHEBI:50629)
nepafenac (CHEBI:75922) has role non-narcotic analgesic (CHEBI:35481)
nepafenac (CHEBI:75922) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
nepafenac (CHEBI:75922) has role prodrug (CHEBI:50266)
nepafenac (CHEBI:75922) is a monocarboxylic acid amide (CHEBI:29347)
IUPAC Name 
2-(2-amino-3-benzoylphenyl)acetamide
INNs  Source
népafénacWHO MedNet
nepafenacChemIDplus
nepafenacoWHO MedNet
nepafenacumWHO MedNet
Synonyms  Source
AL 6515ChemIDplus
AL-6515ChemIDplus
2-amino-3-benzoylbenzeneacetamideChemIDplus
AHR 9434ChemIDplus
AHR-9434ChemIDplus
Brand Name  Source
NevanacKEGG DRUG
Manual XrefsDatabases
D05143KEGG DRUG
DB06802DrugBank
HMDB0015678HMDB
NepafenacWikipedia
1899DrugCentral
Registry NumbersSources
Reaxys:4256257Reaxys
CAS:78281-72-8ChemIDplus
Citations