CHEBI:73261 - 4-(methylamino)antipyrine

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ChEBI Name 4-(methylamino)antipyrine
ChEBI ID CHEBI:73261
Definition A member of the class of pyrazoles that is antipyrine substituted at C-4 by a methylamino group. It is a metabolite of aminopyrine and of metamizole.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C12H15N3O
Net Charge 0
Average Mass 217.26700
Monoisotopic Mass 217.12151
InChI InChI=1S/C12H15N3O/c1-9-11(13-2)12(16)15(14(9)3)10-7-5-4-6-8-10/h4-8,13H,1-3H3
InChIKey JILCEWWZTBBOFS-UHFFFAOYSA-N
SMILES CNc1c(C)n(C)n(-c2ccccc2)c1=O
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): drug metabolite

opioid analgesic
A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood.
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.
non-narcotic analgesic
A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
Application(s): opioid analgesic
A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood.
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.
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 4-(methylamino)antipyrine (CHEBI:73261) has functional parent antipyrine (CHEBI:31225)
4-(methylamino)antipyrine (CHEBI:73261) has role antipyretic (CHEBI:35493)
4-(methylamino)antipyrine (CHEBI:73261) has role drug metabolite (CHEBI:49103)
4-(methylamino)antipyrine (CHEBI:73261) has role EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor (CHEBI:35544)
4-(methylamino)antipyrine (CHEBI:73261) has role non-narcotic analgesic (CHEBI:35481)
4-(methylamino)antipyrine (CHEBI:73261) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
4-(methylamino)antipyrine (CHEBI:73261) has role opioid analgesic (CHEBI:35482)
4-(methylamino)antipyrine (CHEBI:73261) has role peripheral nervous system drug (CHEBI:49110)
4-(methylamino)antipyrine (CHEBI:73261) is a pyrazoles (CHEBI:26410)
4-(methylamino)antipyrine (CHEBI:73261) is a secondary amino compound (CHEBI:50995)
IUPAC Name
1,5-dimethyl-4-(methylamino)-2-phenyl-1,2-dihydro-3H-pyrazol-3-one
Synonyms Sources
4-methylaminoantipyrine ChEBI
4-methylaminophenazone ChemIDplus
4-monomethylaminoantipyrine ChemIDplus
4-monomethylaminophenazone ChemIDplus
noramidopyrine ChemIDplus
noraminopyrine ChemIDplus
Registry Numbers Types Sources
195234 Reaxys Registry Number Reaxys
519-98-2 CAS Registry Number ChemIDplus
Citation Waiting for Citations Type Source
21083168 PubMed citation Europe PMC
Last Modified
17 June 2014