Suxibuzone

Analgesic drug used for joint and muscular pain From Wikipedia, the free encyclopedia

Suxibuzone is an analgesic used for joint and muscular pain. It is a prodrug of the non-steroidal anti-inflammatory drug (NSAID) phenylbutazone,[1] and is commonly used in horses.[2]

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Suxibuzone
Two-dimensional monochrome diagram showing the structure of the molecule of Suxibuzone, uing the hexagonal style to depict a chemical compound.
Suxibuzone molecule
Clinical data
AHFS/Drugs.comInternational Drug Names
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Identifiers
  • 4-[ [4-butyl-3,5-dioxo-1,2-di(phenyl)pyrazolidin-4-yl]methoxy]-4-oxobutanoic acid
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ECHA InfoCard100.044.056 Edit this at Wikidata
Chemical and physical data
FormulaC24H26N2O6
Molar mass438.480 g·mol−1
3D model (JSmol)
  • O=C(O)CCC(=O)OCC2(C(=O)N(c1ccccc1)N(C2=O)c3ccccc3)CCCC
  • InChI=1S/C24H26N2O6/c1-2-3-16-24(17-32-21(29)15-14-20(27)28)22(30)25(18-10-6-4-7-11-18)26(23(24)31)19-12-8-5-9-13-19/h4-13H,2-3,14-17H2,1H3,(H,27,28) ☒N
  • Key:ONWXNHPOAGOMTG-UHFFFAOYSA-N ☒N
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Synthesis

Suxibuzone is synthesized by the following method:[3]

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).

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