CHEBI:31225 - antipyrine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name antipyrine
ChEBI ID CHEBI:31225
Definition A pyrazolone derivative that is 1,2-dihydropyrazol-3-one substituted with methyl groups at C-1 and C-5 and with a phenyl group at N-2.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Save molfile Download Molfile
more structures >>
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C11H12N2O
Net Charge 0
Average Mass 188.22580
InChI InChI=1S/C11H12N2O/c1-9-8-11(14)13(12(9)2)10-6-4-3-5-7-10/h3-8H,1-2H3
InChIKey VEQOALNAAJBPNY-UHFFFAOYSA-N
SMILES Cc1cc(=O)n(-c2ccccc2)n1C
Metabolite of Species Details
Homo sapiens (NCBI:9606) See: DOI
Roles Classification
Chemical Role(s): environmental contaminant
Any minor or unwanted substance introduced into the environment that can have undesired effects.
Biological Role(s): opioid analgesic
A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood.
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.
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.
Application(s): opioid analgesic
A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood.
non-narcotic analgesic
A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 opioid analgesic (CHEBI:35482)
antipyrine (CHEBI:31225) has role xenobiotic (CHEBI:35703)
antipyrine (CHEBI:31225) is a pyrazolone (CHEBI:83328)
Incoming 1-(4-sulfophenyl)-3-carboxy-4-amino-5-oxopyrazole (CHEBI:59995) 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)
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 Sources
fenazona DrugBank
phenazone KEGG DRUG
Synonyms Sources
1,2-Dihydro-1,5-dimethyl-2-phenyl-3H-pyrazol-3-one ChemIDplus
2,3-Dimethyl-1-phenyl-5-pyrazolone ChemIDplus
Antipyrine KEGG DRUG
Antipyrine KEGG COMPOUND
Phenazone KEGG COMPOUND
Database Links Databases
Antipyrine Wikipedia
C13244 KEGG COMPOUND
D01776 KEGG DRUG
DB01435 DrugBank
HMDB15503 HMDB
LSM-3038 LINCS
View more database links
Registry Numbers Types Sources
157775 Beilstein Registry Number Beilstein
157775 Reaxys Registry Number Reaxys
60-80-0 CAS Registry Number ChemIDplus
60-80-0 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
24345239 PubMed citation CiteXplore
25038548 PubMed citation CiteXplore
25435228 PubMed citation CiteXplore
25631541 PubMed citation CiteXplore
26703262 PubMed citation CiteXplore
3425858 PubMed citation CiteXplore
Last Modified
25 February 2016
General Comment
2014-10-29 Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag