Pyrrolidine, also known as tetrahydropyrrole, is a saturated five-membered heterocyclic ring, which is miscible with water. Pyrrolidine exists in many alkaloids and drug molecules, such as kappa opioids, antagonists of dopamine D4 receptors, and HIV reverse transcriptase inhibitors.
Incorporation of heterocycles into drug molecules can enhance physical properties and biological activity. Oxadiazoles are a class of five-membered heterocycles containing one oxygen and two nitrogen atoms with special biological activity and thermodynamic properties. 1,2,4- and 1,3,4-oxadiazoles are widely used in the development of bioactive molecules, but 1,2,5-oxadiazoles (furazans) are used relatively sparingly. Compared with 1,2,4- and 1,3,4-isomers, 1,2,5-oxadiazole has unique physicochemical properties and electronic effects. The furazan ring has a strong inductive effect, comparable to that of trifluoromethyl or tetrazolyl. The unique properties of furoxan can confer specific pharmacological activities to drug-like molecules.