phenylbutazone

Ligand id: 7270

Name: phenylbutazone

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 4
Hydrogen bond donors 0
Rotatable bonds 5
Topological polar surface area 40.62
Molecular weight 308.15
XLogP 5.66
No. Lipinski's rules broken 1

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Approved drug? Yes
Withdrawn drug? Yes
IUPAC Name
4-butyl-1,2-diphenylpyrazolidine-3,5-dione
International Nonproprietary Names
INN number INN
4 phenylbutazone
Synonyms
Butazolidine®
Database Links
CAS Registry No. 50-33-9
ChEMBL Ligand CHEMBL101
DrugBank Ligand DB00812
PubChem CID 4781
RCSB PDB Ligand P1Z
Search Google for chemical match using the InChIKey VYMDGNCVAMGZFE-UHFFFAOYSA-N
Search Google for chemicals with the same backbone VYMDGNCVAMGZFE
Search PubMed clinical trials phenylbutazone
Search PubMed titles phenylbutazone
Search PubMed titles/abstracts phenylbutazone
Search UniChem for chemical match using the InChIKey VYMDGNCVAMGZFE-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone VYMDGNCVAMGZFE
Wikipedia Phenylbutazone
Comments
Phenylbutazone was historically used as a nonsteroidal anti-inflammatory drug (NSAID). Although no longer approved for use in humans, this compound is widely used in animals to reduce muscular damage and inflammation. More recently, phenylbutazone, or 'bute', found notoriety as an illegal contaminant found in some meat samples tested in the European horse meat scandal of 2013. The UK Foods Standards Agency issued this statement regarding bute contamination.