Structure via PubChem · Public domain (PubChem)
suxibuzone
Sign in to saveAlso known as 4-Butyl-4-hydroxymethyl-1,2-diphenyl-3,5-pyrazolidinedione hydrogen succinate, 4-Hydroxymethylbutazolidine hemisuccinate
Suxibuzone is an analgesic used for joint and muscular pain. It is a prodrug of the non-steroidal anti-inflammatory drug (NSAID) phenylbutazone, and is commonly used in horses.
Chemical data
- Formula
- C24H26N2O6
- Molecular weight
- 438.5 g/mol
- IUPAC name
- 4-[(4-butyl-3,5-dioxo-1,2-diphenylpyrazolidin-4-yl)methoxy]-4-oxobutanoic acid
- SMILES
- CCCCC1(C(=O)N(N(C1=O)C2=CC=CC=C2)C3=CC=CC=C3)COC(=O)CCC(=O)O
- InChIKey
- ONWXNHPOAGOMTG-UHFFFAOYSA-N
- XLogP
- 3.6
- Polar surface area
- 104 Ų
- H-bond donors
- 1
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
Withdrawn- Max clinical phase
- Approved
- Molecule type
- Small molecule
- Indications
- Arthralgia, Myalgia
via ChEMBL · EBI
Research
26 papers- The disposition of suxibuzone in the horse.Journal of veterinary pharmacology and therapeutics · 1993
- Unveiling the Potential of a New β-Cyclodextrin-Suxibuzone Conjugate in Proteasome Regulation.ChemMedChem · 2025
- Promotion of hepatocarcinogenesis by suxibuzone in rats initiated with 3'-methyl-4-dimethylaminoazobenzene.Cancer letters · 1987
- Pharmacokinetics and bioequivalence of two suxibuzone oral dosage forms in horses.Journal of veterinary pharmacology and therapeutics · 1999
- Effects of top-dress formulations of suxibuzone and phenylbutazone on development of gastric ulcers in horses.Veterinary therapeutics : research in applied veterinary medicine · 2009
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 438.179
Show 5 more facts
- chemical formula
- C₂₄H₂₆N₂O₆
- canonical SMILES
- CCCCC1(C(=O)N(N(C1=O)C2=CC=CC=C2)C3=CC=CC=C3)COC(=O)CCC(=O)O
- has characteristic
- bitterness
- World Health Organisation international non-proprietary name
- suxibuzone
- subject has role
- non-steroidal anti-inflammatory drug
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- Synthesis
- References
Suxibuzone is an analgesic used for joint and muscular pain. It is a prodrug of the non-steroidal anti-inflammatory drug (NSAID) phenylbutazone, and is commonly used in horses.
==Synthesis== Suxibuzone is synthesized by the following method: class=skin-invert-image|center|500px Phenylbutazone [50-33-9] (1) is hydroxymethylated with formaldehyde giving ~86% 4-butyl-4-(hydroxymethyl)-1,2-diphenylpyrazolidine-3,5-dione [23111-33-3] (2). This is then esterified with succinic anhydride. [108-30-5] (3) to give (4).
Excerpted from Wikipedia’s “suxibuzone” article, available under the CC BY-SA 4.0 licence.