CHEBI:31225 - antipyrine

ChEBI IDCHEBI:31225
ChEBI Nameantipyrine
Stars
DefinitionA pyrazolone derivative that is 1,2-dihydropyrazol-3-one substituted with methyl groups at N-1 and C-5 and with a phenyl group at N-2.
Last Modified7 February 2022
DownloadsMolfile
FormulaC11H12N2O
Net Charge0
Average Mass188.230
Monoisotopic Mass188.09496
SMILESCc1cc(=O)n(-c2ccccc2)n1C
InChIInChI=1S/C11H12N2O/c1-9-8-11(14)13(12(9)2)10-6-4-3-5-7-10/h3-8H,1-2H3
InChIKeyVEQOALNAAJBPNY-UHFFFAOYSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) - DOI (10.1038/nbt.2488)
Roles Classification
Chemical Role:
environmental contaminant  Any minor or unwanted substance introduced into the environment that can have undesired effects.
Biological Roles:
cyclooxygenase 3 inhibitor  A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 3.
xenobiotic  A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
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)
antipyrine (CHEBI:31225) has role antipyretic (CHEBI:35493)
antipyrine (CHEBI:31225) has role cyclooxygenase 3 inhibitor (CHEBI:73263)
antipyrine (CHEBI:31225) has role environmental contaminant (CHEBI:78298)
antipyrine (CHEBI:31225) has role non-narcotic analgesic (CHEBI:35481)
antipyrine (CHEBI:31225) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
antipyrine (CHEBI:31225) has role xenobiotic (CHEBI:35703)
antipyrine (CHEBI:31225) is a pyrazolone (CHEBI:83328)
Incoming Relation(s)
1-(4-sulfophenyl)-3-carboxy-4-amino-5-oxopyrazole (CHEBI:59995) has functional parent antipyrine (CHEBI:31225)
3-hydroxymethylantipyrine (CHEBI:145210) has functional parent antipyrine (CHEBI:31225)
4-(5-carboxypentanamido)antipyrine (CHEBI:59041) has functional parent antipyrine (CHEBI:31225)
4-(methylamino)antipyrine (CHEBI:73261) has functional parent antipyrine (CHEBI:31225)
4-acetamidoantipyrine (CHEBI:83513) has functional parent antipyrine (CHEBI:31225)
4-aminoantipyrine (CHEBI:59026) has functional parent antipyrine (CHEBI:31225)
4-hydroxyantipyrine (CHEBI:232156) has functional parent antipyrine (CHEBI:31225)
metamizole (CHEBI:62088) has functional parent antipyrine (CHEBI:31225)
propyphenazone (CHEBI:135538) has functional parent antipyrine (CHEBI:31225)
IUPAC Name 
1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one
INNs  Source
phenazoneKEGG DRUG
fenazonaWHO MedNet
phenazonumWHO MedNet
phénazoneWHO MedNet
Synonyms  Source
AntipyrineKEGG COMPOUND
2,3-Dimethyl-1-phenyl-5-pyrazoloneChemIDplus
1,2-Dihydro-1,5-dimethyl-2-phenyl-3H-pyrazol-3-oneChemIDplus
AntipyrineKEGG DRUG
PhenazoneKEGG COMPOUND
Manual XrefsDatabases
C13244KEGG COMPOUND
D01776KEGG DRUG
DB01435DrugBank
HMDB0015503HMDB
AntipyrineWikipedia
LSM-3038LINCS
861DrugCentral
Registry NumbersSources
Reaxys:157775Reaxys
CAS:60-80-0KEGG COMPOUND
CAS:60-80-0ChemIDplus
CAS:60-80-0NIST Chemistry WebBook
Citations