Structure via PubChem · Public domain (PubChem)
phenylbutazone
Sign in to saveAlso known as Butazolidine®, 3,5-Dioxo-1,2-diphenyl-4-n-butylpyrazolidine, 4-n-Butyl-1,2-diphenyl-3,5-pyrazolidinedione, Phenylbutazonum, Phenylbutazon, Phenbutazone, 4-BUTYL-1,2-diphenyl-pyrazolidine-3,5-dione, Fenilbutazona
Phenylbutazone, often referred to as "bute", is a nonsteroidal anti-inflammatory drug (NSAID) for the short-term treatment of pain and fever in animals.
Chemical data
- Formula
- C19H20N2O2
- Molecular weight
- 308.4 g/mol
- IUPAC name
- 4-butyl-1,2-diphenylpyrazolidine-3,5-dione
- SMILES
- CCCCC1C(=O)N(N(C1=O)C2=CC=CC=C2)C3=CC=CC=C3
- InChIKey
- VYMDGNCVAMGZFE-UHFFFAOYSA-N
- XLogP
- 3.2
- Polar surface area
- 40.6 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Research
9,047 papersvia PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 308.152
- Has use
- medication
Show 8 more facts
- Commons category
- Phenylbutazone
- chemical formula
- C₁₉H₂₀N₂O₂
- canonical SMILES
- CCCCC1C(=O)N(N(C1=O)C2=CC=CC=C2)C3=CC=CC=C3
- World Health Organisation international non-proprietary name
- phenylbutazone
- subject has role
- non-steroidal anti-inflammatory drug
- physically interacts with
- Prostaglandin-endoperoxide synthase 2
- melting point
- 107
- has characteristic
- bitterness
via Wikidata · CC0
~8 min read
Encyclopedic overview
13 sectionsContents
- Uses
- In humans
- In horses
- History of phenylbutazone in racing
- In dogs
- Dosage and administration in horses
- Side effects and disadvantages
- Investigations into potential carcinogenicity
- Interactions
- Overdose
- Chemistry
- See also
- References
Phenylbutazone, often referred to as "bute", is a nonsteroidal anti-inflammatory drug (NSAID) for the short-term treatment of pain and fever in animals.
In the United States and United Kingdom, it is no longer approved for human use (except in the United Kingdom for ankylosing spondylitis), as it can cause severe adverse effects such as suppression of white blood cell production and aplastic anemia. This drug was implicated in the 2013 meat adulteration scandal. Positive phenylbutazone tests in horse meat were uncommon in the UK, however.
Excerpted from Wikipedia’s “phenylbutazone” article, available under the CC BY-SA 4.0 licence.