It is generally known that 1,3,4-oxadiazole is one of the most versatile heterocyclic compounds . A number of the 1,3,4-oxadiazoles have shown a very broad spectrum of biological activity , e.g., anti-cancer activity , inhibitors of various enzymes , herbicides , antifungal activity , etc.
The already launched drug Raltegravir 1 , the drug candidate at the late-stage of clinical development, Zbotentan 2 , and the marketed herbicide Methoxydiazone 3 (Fig. 1) bearing a structural unit of 1,3,4-oxadiazole do nicely illustrate the potential of the heterocycle in drug discovery and agriculture.
Furthermore, the 1,3,4-oxadiazoles have also been widely used to create novel materials. For example, there are 1,3,4-oxadiazole-based heat-resistant polymers , electron-transporting and blue-light-emitting polymers (e.g., polymer 4 in Fig. 1) , dendrimers , extremely effective laser dyes , and metallo-mesogens .
Additionally, the 1,3,4-oxadiazoles have been used in organic synthesis for the generation of carbenes to react with electrophilic functionalities . Yet another promising synthetic application of the 1,3,4-oxadiazoles is their tandem intramolecular [4+2]/[3+2] cycloaddition cascade .
Figure 1. Examples of 1,3,4-oxadiazole-based bioactive compounds and materials
These low-molecular-weight reagents are well suited for application in drug discovery and organic synthesis, with some of their representatives being shown below.
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