Thiadiazole-a Promising Structure in Medicinal Chemistry
Many compounds containing a five‐membered heterocyclic ring display exceptional chemical properties and versatile biological activities. In this Minireview, thiadiazoles are summarized according to their therapeutic potential, highlighting the versatility of this scaffold in medicinal chemistry. The...
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Veröffentlicht in: | ChemMedChem 2013-01, Vol.8 (1), p.27-41 |
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Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | Many compounds containing a five‐membered heterocyclic ring display exceptional chemical properties and versatile biological activities. In this Minireview, thiadiazoles are summarized according to their therapeutic potential, highlighting the versatility of this scaffold in medicinal chemistry. The unique properties of thiadiazoles are also discussed in relation to their potential effect on activity. Thiadiazole is a bioisostere of pyrimidine and oxadiazole, and given the prevalence of pyrimidine in nature it is unsurprising that thiadiazoles exhibit significant therapeutic potential. The sulfur atom of the thiadiazole imparts improved liposolubility, and the mesoionic nature of thiadiazoles makes these compounds better able to cross cellular membranes. By summarizing the thiadiazole‐containing compounds reported in recent decades, we aim to give a brief introduction to their synthesis and diverse biological activities, such as anti‐inflammatory, anticancer, antibacterial, antifungal, antiviral, antiparasitic, anticonvulsant, anticoagulant, antidiabetic, and to show the significant utility of the thiadiazole scaffolds in medicinal chemistry.
A scaffold with potential: Thiadiazoles possess unique properties that make them useful scaffolds in medicinal chemistry. As bioisosteres of pyrimidines, their derivatives can potentially interact with DNA and RNA. As mesoionic compounds, thiadiazoles can readily cross cell membranes and interact with biological compounds in unique ways. The broad range of activities exhibited by thiadiazole‐containing compounds is testimony to their utility. |
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ISSN: | 1860-7179 1860-7187 |
DOI: | 10.1002/cmdc.201200355 |