Abstract
Abstract4‐Amino‐1, 2, 5‐selenadiazole‐3‐carboxylic acid and 4‐amino‐1, 2, 5‐selenadiazole‐3‐carboxamides have been prepared by ring‐cleavage of [1, 2, 5]selenadiazolo[3, 4‐d]pyrimidin‐7(6H)‐one by basic reagents. The primary amide (III), as well as an N‐alkyl amide, may be produced by the action of a primary amine. Hydrazine reductively cleaves the selenadiazole ring. The preparation of similar 4‐ureido derivatives by ring‐cleavage of [1,2,5]selenadiazolo[3, 4‐d]pyrimidine‐5, 7(4 H, 6H)‐dione has been demonstrated with two examples.N‐Butyl‐4‐ureido‐1, 2, 5‐selenadiazole‐3‐carboxamide is easily hydrolyzed in aqueous base to the corresponding acid, and it has been shown that this reaction proceeds by way of [1, 2, 5]selenadiazolo[3,4‐d]pyrimidine‐5, 7 (4H, 6H)‐dione.The 4‐amino‐1, 2, 5‐selenadiazole‐3‐carboxylic acid derivatives have marked cytotoxic, antibacterial, and antifungal activity.
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