Synthesis of 5 substituted 2 Oxazolidinethiones and their antagonism to uterotropic effect of diethylstilbestrol

Article abstract of DOI:10.1002/jps.2600660644

5-(4-Aminophenoxylmethyl)-2-oxazolidinethiones were synthesized by the cyclization of 1-(4-aminophenoxy)-3-amino-2-propanol in the presence of potassium hydroxide and carbon disulfide. This oxazolidinethione, on reaction with suitable isothiocyanates, yielded 5-[4-(substituted thiocarbamido)phenoxymethyl] -2-oxazolidinethiones. These compounds antagonized the uterotropic effects of diethylstilbestrol in female rats and possessed approximate LD₅₀ values of 400->800 mg/kg.