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September 10, 2025Open Access

Synthesis of 2-imino-1-thia-3,6-diazaspiro4,4non-8-ene-4,7-diones and 2-thioxo-1,3,6-triazaspiro4,4non-8-ene-4,7-diones by reactions of pyrrolo2,1-c1,4oxazine-1,6,7-triones with thiourea

Key Points

The synthesis results in multiple spiro derivatives that could further impact drug development.
Key structural components include 2-imino-1-thia-3,6-diazaspiro compounds linked to pyrrol-2-one.
The method involves reacting pyrrolo[2,1-c][1,4]oxazine-based structures with thiourea.
These findings support the potential application of spiro derivatives in pharmacology, enabling new therapeutic approaches.

Abstract

The synthesis of thiohydantoins and pseudothiohydantoins spiro-linked to a pyrrol-2-one fragment of pharmacological significance has been developed and supplemented. These 9-aroyl-8-hydroxy-6-(2-hydroxyalkyl)-2-imino-1-thia-3,6-diazaspiro4,4non-8-ene-4,7-diones and 9-aroyl-8-hydroxy-6-(2-hydroxyalkyl)-2-thioxo-1,3,6-triazaspiro4,4non-8-ene-4,7-diones were obtained by the reaction of 8-aroyl-3,4-dihydropyrrolo2,1-c1,4oxazine-1,6,7-triones with thioureas. The resulting spiro derivatives of pseudothiohydantoin were found to undergo pseudothiohydantoin – thiohydantoin rearrangement.

Synthesis of 2-imino-1-thia-3,6-diazaspiro4,4non-8-ene-4,7-diones and 2-thioxo-1,3,6-triazaspiro4,4non-8-ene-4,7-diones by reactions of pyrrolo2,1-c1,4oxazine-1,6,7-triones with thiourea

Key Points

Abstract

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