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.
non-narcotic analgesic  A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
analgesic  An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.
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.
Applications:
non-narcotic analgesic  A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
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.
analgesic  An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.
anti-asthmatic agent  Any compound that has anti-asthmatic effects.
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)
antipyrine (CHEBI:31225) has role analgesic (CHEBI:35480)
antipyrine (CHEBI:31225) has role anti-asthmatic agent (CHEBI:65023)
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 organic molecular entity (CHEBI:50860)
antipyrine (CHEBI:31225) is a pyrazolone (CHEBI:83328)
antipyrine (CHEBI:31225) is a ring assembly (CHEBI:36820)
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
fenazonaWHO MedNet
phenazoneKEGG DRUG
phénazoneWHO MedNet
phenazonumWHO MedNet
Synonyms  Source
1,2-Dihydro-1,5-dimethyl-2-phenyl-3H-pyrazol-3-oneChemIDplus
2,3-Dimethyl-1-phenyl-5-pyrazoloneChemIDplus
AntipyrineKEGG COMPOUND
AntipyrineKEGG DRUG
AntipyrinumChEMBL
NSC-7945ChEMBL
Manual XrefsDatabases
861DrugCentral
AntipyrineWikipedia
C13244KEGG COMPOUND
D01776KEGG DRUG
DB01435DrugBank
HMDB0015503HMDB
LSM-3038LINCS
Registry NumbersSources
Reaxys:157775Reaxys
CAS:60-80-0ChemIDplus
CAS:60-80-0NIST Chemistry WebBook
CAS:60-80-0KEGG COMPOUND
Citations