CHEBI:160246 - aminophenazone

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ChEBI Name aminophenazone
ChEBI ID CHEBI:160246
Definition A pyrazolone that is 1,2-dihydro-3H-pyrazol-3-one substituted by a dimethylamino group at position 4, methyl groups at positions 1 and 5 and a phenyl group at position 2. It exhibits analgesic, anti-inflammatory, and antipyretic properties.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C13H17N3O
Net Charge 0
Average Mass 231.29360
Monoisotopic Mass 231.137
InChI InChI=1S/C13H17N3O/c1-10-12(14(2)3)13(17)16(15(10)4)11-8-6-5-7-9-11/h5-9H,1-4H3
InChIKey RMMXTBMQSGEXHJ-UHFFFAOYSA-N
SMILES CN(C)c1c(C)n(C)n(-c2ccccc2)c1=O
Roles Classification
Chemical Role(s): environmental contaminant
Any minor or unwanted substance introduced into the environment that can have undesired effects.
Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): 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): 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.
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.
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ChEBI Ontology
Outgoing aminophenazone (CHEBI:160246) has role antipyretic (CHEBI:35493)
aminophenazone (CHEBI:160246) has role environmental contaminant (CHEBI:78298)
aminophenazone (CHEBI:160246) has role non-narcotic analgesic (CHEBI:35481)
aminophenazone (CHEBI:160246) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
aminophenazone (CHEBI:160246) has role xenobiotic (CHEBI:35703)
aminophenazone (CHEBI:160246) is a pyrazolone (CHEBI:83328)
aminophenazone (CHEBI:160246) is a tertiary amino compound (CHEBI:50996)
IUPAC Name
4-(dimethylamino)-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one
INNs Sources
aminofenazona ChemIDplus
aminophenazone KEGG DRUG
aminophenazonum ChemIDplus
Synonyms Sources
(Dimethylamino)phenazone NIST Chemistry WebBook
1,5-Dimethyl-4-dimethylamino-2-phenyl-3-pyrazolone ChemIDplus
1-Phenyl-2,3-dimethyl-4-(dimethylamino)-5-pyrazolone NIST Chemistry WebBook
1-Phenyl-2,3-dimethyl-4-dimethylaminopyrazol-5-one ChemIDplus
2,3-Dimethyl-4-dimethylamino-1-phenyl-5-pyrazolone ChemIDplus
3-Keto-1,5-dimethyl-4-dimethylamino-2-phenyl-2,3-dihydropyrazole ChemIDplus
4-(Dimethylamino)-1,2-dihydro-1,5-dimethyl-2-phenyl-3H-pyrazol-3-one ChemIDplus
4-(Dimethylamino)-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one NIST Chemistry WebBook
4-(Dimethylamino)antipyrine ChemIDplus
4-Dimethylamino-1-phenyl-2,3-dimethylpyrazolone ChemIDplus
4-Dimethylamino-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one ChemIDplus
4-Dimethylamino-2,3-dimethyl-1-phenyl-5-pyrazolone ChemIDplus
4-Dimethylaminoantipyrine KEGG COMPOUND
4-Dimethylaminophenazone ChemIDplus
Aminofenazone ChemIDplus
Aminophenazon ChEBI
Aminopyrine KEGG DRUG
Dimethylaminoantipyrine ChemIDplus
Dimethylaminoazophene ChemIDplus
Dimethylaminophenazon ChemIDplus
Dimethylaminophenazone ChemIDplus
Dimethylaminophenyldimethylpyrazolone ChemIDplus
Dipyrine DrugBank
Manual Xrefs Databases
171 DrugCentral
Aminophenazone Wikipedia
C07539 KEGG COMPOUND
D00556 KEGG DRUG
DB01424 DrugBank
HMDB0015493 HMDB
LSM-20000 LINCS
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Registry Numbers Types Sources
103164 Gmelin Registry Number Gmelin
222626 Reaxys Registry Number Reaxys
222626 Beilstein Registry Number Beilstein
58-15-1 CAS Registry Number NIST Chemistry WebBook
58-15-1 CAS Registry Number DrugBank
58-15-1 CAS Registry Number ChemIDplus
58-15-1 CAS Registry Number KEGG DRUG
Citations Waiting for Citations Types Sources
23603897 PubMed citation Europe PMC
23727364 PubMed citation Europe PMC
24428683 PubMed citation Europe PMC
Last Modified
22 February 2017
General Comment
2014-10-29 Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag