CHEBI:59026 - 4-aminoantipyrine

ChEBI IDCHEBI:59026
ChEBI Name4-aminoantipyrine
Stars
DefinitionA pyrazolone, a member of the class of pyrazoles that is antipyrine substituted at C-4 by an amino group. It is a metabolite of aminopyrine and of metamizole.
Last Modified25 February 2016
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC11H13N3O
Net Charge0
Average Mass203.245
Monoisotopic Mass203.10586
SMILESCc1c(N)c(=O)n(-c2ccccc2)n1C
InChIInChI=1S/C11H13N3O/c1-8-10(12)11(15)14(13(8)2)9-6-4-3-5-7-9/h3-7H,12H2,1-2H3
InChIKeyRLFWWDJHLFCNIJ-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor  A compound or agent that combines with cyclooxygenases (EC 1.14.99.1) and thereby prevents its substrate-enzyme combination with arachidonic acid and the formation of icosanoids, prostaglandins, and thromboxanes.
marine xenobiotic metabolite  Any metabolite produced by metabolism of a xenobiotic compound in marine macro- and microorganisms.
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.
antirheumatic drug  A drug used to treat rheumatoid arthritis.
peripheral nervous system drug  A drug that acts principally at one or more sites within the peripheral neuroeffector systems, the autonomic system, and motor nerve-skeletal system.
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)
4-aminoantipyrine (CHEBI:59026) has functional parent antipyrine (CHEBI:31225)
4-aminoantipyrine (CHEBI:59026) has role antipyretic (CHEBI:35493)
4-aminoantipyrine (CHEBI:59026) has role antirheumatic drug (CHEBI:35842)
4-aminoantipyrine (CHEBI:59026) has role drug metabolite (CHEBI:49103)
4-aminoantipyrine (CHEBI:59026) has role EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor (CHEBI:35544)
4-aminoantipyrine (CHEBI:59026) has role marine xenobiotic metabolite (CHEBI:83399)
4-aminoantipyrine (CHEBI:59026) has role non-narcotic analgesic (CHEBI:35481)
4-aminoantipyrine (CHEBI:59026) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
4-aminoantipyrine (CHEBI:59026) has role peripheral nervous system drug (CHEBI:49110)
4-aminoantipyrine (CHEBI:59026) is a primary amino compound (CHEBI:50994)
4-aminoantipyrine (CHEBI:59026) is a pyrazolone (CHEBI:83328)
IUPAC Name 
4-amino-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one
Synonyms  Source
AmpyroneChemIDplus
4-AAPChemIDplus
4-AminoantipyreneChemIDplus
4-AminophenazoneChemIDplus
AminoantipyrinChemIDplus
AminoantipyrineChemIDplus
Manual XrefsDatabases
AmpyroneWikipedia
LSM-5369LINCS
Registry NumbersSources
Reaxys:181635Reaxys
CAS:83-07-8ChemIDplus
CAS:83-07-8NIST Chemistry WebBook
Citations