CHEBI:75922 - nepafenac

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ChEBI Name nepafenac
ChEBI ID CHEBI:75922
Definition A monocarboxylic acid amide that is amfenac in which the carboxylic acid group has been converted to the corresponding carboxamide. It is a prodrug for amfenac, used in eye drops to treat pain and inflammation following cataract surgery.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C15H14N2O2
Net Charge 0
Average Mass 254.28390
Monoisotopic Mass 254.106
InChI InChI=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)
InChIKey QEFAQIPZVLVERP-UHFFFAOYSA-N
SMILES NC(=O)Cc1cccc(C(=O)c2ccccc2)c1N
Roles Classification
Biological Role(s): 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.
Application(s): 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-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 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 Sources
nepafenac ChemIDplus
népafénac WHO MedNet
nepafenaco WHO MedNet
nepafenacum WHO MedNet
Synonyms Sources
2-amino-3-benzoylbenzeneacetamide ChemIDplus
AHR 9434 ChemIDplus
AHR-9434 ChemIDplus
AL 6515 ChemIDplus
AL-6515 ChemIDplus
Brand Name Source
Nevanac KEGG DRUG
Database Links Databases
1899 DrugCentral
D05143 KEGG DRUG
DB06802 DrugBank
HMDB0015678 HMDB
Nepafenac Wikipedia
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Registry Numbers Types Sources
4256257 Reaxys Registry Number Reaxys
78281-72-8 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10850857 PubMed citation Europe PMC
10850858 PubMed citation Europe PMC
16466612 PubMed citation Europe PMC
16529348 PubMed citation Europe PMC
17060788 PubMed citation Europe PMC
20674259 PubMed citation Europe PMC
21926942 PubMed citation Europe PMC
21932014 PubMed citation Europe PMC
22927737 PubMed citation Europe PMC
23715071 PubMed citation Europe PMC
23928675 PubMed citation Europe PMC
Last Modified
22 February 2017