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CHEBI:32016 - pirfenidone

Default Structure
ChEBI IDCHEBI:32016
ChEBI Namepirfenidone
Stars
DefinitionA pyridone that is 2-pyridone substituted at positions 1 and 5 by phenyl and methyl groups respectively. An anti-inflammatory drug used for the treatment of idiopathic pulmonary fibrosis.
Last Modified3 February 2025
DownloadsMolfile
FormulaC12H11NO
Net Charge0
Average Mass185.226
Monoisotopic Mass185.08406
SMILESCc1ccc(=O)n(-c2ccccc2)c1
InChIInChI=1S/C12H11NO/c1-10-7-8-12(14)13(9-10)11-5-3-2-4-6-11/h2-9H,1H3
InChIKeyISWRGOKTTBVCFA-UHFFFAOYSA-N
Wikipedia
Roles Classification
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:
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-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.
antifibrotic agent  Any agent which acts to reduce fibrosis.
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)
pirfenidone (CHEBI:32016) has role antifibrotic agent (CHEBI:233423)
pirfenidone (CHEBI:32016) has role antipyretic (CHEBI:35493)
pirfenidone (CHEBI:32016) has role non-narcotic analgesic (CHEBI:35481)
pirfenidone (CHEBI:32016) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
pirfenidone (CHEBI:32016) is a pyridone (CHEBI:38183)
IUPAC Name 
5-methyl-1-phenylpyridin-2(1H)-one
INNs  Source
pirfenidonaChemIDplus
pirfenidoneChemIDplus
pirfenidoneKEGG DRUG
pirfenidonumChemIDplus
Synonyms  Source
AMR 69ChemIDplus
AMR-69ChemIDplus
PirfenidoneKEGG COMPOUND
Brand Name  Source
EsbrietKEGG DRUG
Manual XrefsDatabases
4224DrugCentral
D01583KEGG DRUG
LSM-4190LINCS
PirfenidoneWikipedia
Registry NumbersSources
Reaxys:1526549Reaxys
CAS:53179-13-8ChemIDplus
CAS:53179-13-8KEGG DRUG
Citations