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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:
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.
antifibrotic agent  Any agent which acts to reduce fibrosis.
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.
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