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Synthesis of 5-Substituted 2-Oxazolidinethiones and Their Antagonism to Uterotropic Effect of Diethylstilbestrol

5-(4-Aminophenoxymethyl)-2-oxazolidinethiones were synthesized by the cyclization of l-(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)phenoxyme...

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Bibliographic Details
Published in:Journal of pharmaceutical sciences 1977-06, Vol.66 (6), p.887-889
Main Authors: Agrawal, A.K., Parmar, S.S., Dwivedi, C., Harbison, R.D.
Format: Article
Language:English
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Summary:5-(4-Aminophenoxymethyl)-2-oxazolidinethiones were synthesized by the cyclization of l-(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–>800mg/kg.
ISSN:0022-3549
1520-6017
DOI:10.1002/jps.2600660644