54535-29-4Relevant articles and documents
New derivatives of oxazolidinedione and pyrrolidinetrione as potential antiinflammatory agents
Bobranski,Gieldanowski,Konieczny,Kowalczyk-Bronisz,Szustak
, p. 889 - 901 (2007/10/08)
Syntheses of new derivatives of oxazolidinedione and pyrrolidinetrione as potential antiinflammatory agents are described. Dicyclohexylsuccindiamide and dicyclohexylmalondiamide when condensed with oxalyl dichloride afforded ethanediylidenebis (3 cyclohexyloxazolidine 4,5 dione) (I) and 1 cyclohexyl 2,4,5 trioxopyrrolidine 3 N cyclohexylcarboxamide (IX), respectively. Compound (I) when treated with sodium ethoxide isomerized to 4,4 bi [1 cyclohexyl 2,3,5 trioxopyrrolidinyl] (II). N Cyclohexylacetamide and oxalyl dichloride gave 2 methylene 3 cyclohexyloxazolidine 4,5 dione (IV) which was obtained also on condensing sodium N cyclohexylacetamide enolate with oxalyl dichloride. Compound (IV) when treated with sodium ethoxide afforded 1 cyclohexyl 3 (1 cyclohexylpyrrolidine 2,3,5 trione 4 ylidenyl)pyrrolidine 2,5 dione 3 ylidene (VIII) which was synthesized also by condensing cyclohexylamine with diethyl oxalacetate in the presence of sodium ethoxide or from N cyclohexylacetamide and ethyl oxalate. Pharmacologic testing revealed strong antiinflammatory activity of compound III (the sodium derivative of II) and of IV and IX whereas the other compounds showed low absorption and were not further examined.
