Chemical characterization of decomposition products of pyrazolidinedione-3,5 derivatives. Part 1: Identification of decomposition products and mechanism of degradation of 4-prenyl-1,2-diphenyl-3,5-pyrazolidine-dione in an aqueous solution.
From an aqueous solution of 4-prenyl-1,2-diphenyl-3,5-pyrazolidinedione sodium salt (Prenazone) subjected to accelerated ageing at 80 degrees C in anaerobic and in aerobic conditions the following decomposition products were isolated: N,N'-diphenylhydrazide-5-methyl-4-hexenoic acid,N,N'-diphenylhydrazide-2-carboxy-5-methyl-4-hexenoic acid, N,N'-diphenylhydrazide-2-carboxy-2-hydroxy-5-methyl-4-hexenoic acid, trans- and cis-azobenzene. The isolated compounds were identified by means of thin-layer chromatography, elemental analyses, UV, IR spectrophotometry and taking into consideration their chemical transformations. A decomposition mechanism of Prenazone Sodium in aqueous solutions maintained at 80 degrees C is proposed.
D000893:Anti-Inflammatory Agents / Q000032:analysis*; D002855:Chromatography, Thin Layer; D004355:Drug Stability; D011298:Feprazone / Q000032:analysis*; D006868:Hydrolysis; D010084:Oxidation-Reduction; D010653:Phenylbutazone / Q000031:analogs & derivatives*; D011720:Pyrazoles / Q000032:analysis*; D012996:Solutions; D013055:Spectrophotometry, Infrared
D000893:Anti-Inflammatory Agents; D011720:Pyrazoles; D012996:Solutions; D011298:Feprazone; D010653:Phenylbutazone