CHEBI:48574 - phenylbutazone

Main ChEBI Ontology Automatic Xrefs
ChEBI Name phenylbutazone
ChEBI ID CHEBI:48574
Definition A member of the class of pyrazolidines that is 1,2-diphenylpyrazolidine-3,5-dione carrying a butyl group at the 4-position.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:44635, CHEBI:8091
Supplier Information
Save molfile Download Molfile
more structures >>
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C19H20N2O2
Net Charge 0
Average Mass 308.37430
InChI InChI=1S/C19H20N2O2/c1-2-3-14-17-18(22)20(15-10-6-4-7-11-15)21(19(17)23)16-12-8-5-9-13-16/h4-13,17H,2-3,14H2,1H3
InChIKey VYMDGNCVAMGZFE-UHFFFAOYSA-N
SMILES CCCCC1C(=O)N(N(C1=O)c1ccccc1)c1ccccc1
Roles Classification
Biological Role(s): EC 1.1.1.184 [carbonyl reductase (NADPH)] inhibitor
An EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD+ or NADP+ acceptor) inhibitor that interferes with the action of carbonyl reductase (NADPH), EC 1.1.1.184.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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): 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.
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing phenylbutazone (CHEBI:48574) has role antirheumatic drug (CHEBI:35842)
phenylbutazone (CHEBI:48574) has role EC 1.1.1.184 [carbonyl reductase (NADPH)] inhibitor (CHEBI:73136)
phenylbutazone (CHEBI:48574) has role metabolite (CHEBI:25212)
phenylbutazone (CHEBI:48574) has role non-narcotic analgesic (CHEBI:35481)
phenylbutazone (CHEBI:48574) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
phenylbutazone (CHEBI:48574) has role peripheral nervous system drug (CHEBI:49110)
phenylbutazone (CHEBI:48574) is a pyrazolidines (CHEBI:38312)
Incoming kebuzone (CHEBI:31749) has functional parent phenylbutazone (CHEBI:48574)
oxyphenbutazone (CHEBI:76258) has functional parent phenylbutazone (CHEBI:48574)
IUPAC Name
4-butyl-1,2-diphenylpyrazolidine-3,5-dione
INNs Sources
fenilbutazona ChemIDplus
phenylbutazone ChemIDplus
phénylbutazone WHO MedNet
phenylbutazonum ChemIDplus
Synonyms Sources
3,5-Dioxo-1,2-diphenyl-4-n-butylpyrazolidine ChemIDplus
4-BUTYL-1,2-DIPHENYL-PYRAZOLIDINE-3,5-DIONE PDBeChem
4-n-Butyl-1,2-diphenyl-3,5-pyrazolidinedione ChemIDplus
Phenbutazone KEGG COMPOUND
Phenylbutazon ChemIDplus
Phenylbutazone KEGG COMPOUND
Database Links Databases
C07440 KEGG COMPOUND
D00510 KEGG DRUG
DB00812 DrugBank
HMDB14950 HMDB
P1Z PDBeChem
Phenylbutazone Wikipedia
View more database links
Registry Numbers Types Sources
290080 Beilstein Registry Number Beilstein
290080 Reaxys Registry Number Reaxys
50-33-9 CAS Registry Number KEGG COMPOUND
Citations Waiting for Citations Types Sources
11264893 PubMed citation CiteXplore
12692637 PubMed citation CiteXplore
19614844 PubMed citation CiteXplore
20176071 PubMed citation CiteXplore
21668837 PubMed citation CiteXplore
22082440 PubMed citation CiteXplore
22180948 PubMed citation CiteXplore
22245664 PubMed citation CiteXplore
23369749 PubMed citation CiteXplore
23525812 PubMed citation CiteXplore
3425858 PubMed citation CiteXplore
7655439 PubMed citation CiteXplore
Last Modified
14 November 2013