Mesoionic purinone analogs. 7. In vitro antibacterial activity of mesoionic 1,3,4 thiadiazolo[3,2 a]pyrimidine 5,7 diones

Article abstract of DOI:10.1021/jm00255a029

The discovery of in vitro antibacterial activity of mesoionic thiazolo[3,2-αDpyrimidine-5,7-diones and mesoionic 1,3,4-thiadiazolo[3,2-α]pyrimidine-5,7-diones has been recently reported. These compounds are members of a large, virtually unknown, class of mesoionic structures, termed mesoionic purinone analogs, which are isoelectronic and isosteric to the purinones: xanthine, hypoxanthine, or purin-2-one. The formulation, classification, and quantum chemical study of a large number of these heterocyclic structures have been described. A series of alkyl and aryl substituted mesoionic 1,3,4-thiadiazolo[3,2-α]pyrimidine-5,7-diones, mesoionic xanthine analogs, was prepared and examined for antibacterial activity in order to develop structure activity relationships leading to more active derivatives.