Synthetic approaches and applications of an underprivileged 1,2,5-oxadiazole moiety: A review

Chem Biol Drug Des. 2023 Oct;102(4):907-920. doi: 10.1111/cbdd.14276. Epub 2023 Jun 5.

Abstract

1,2,5-oxadiazole belongs to five-membered heterocyclic compounds with two nitrogen and one oxygen atom. In comparison with other heterocyclic moieties, 1,2,5-oxadiazoles moiety is considered as underprivileged as it attracted little attention of the researchers although lot of scopes and possible applications in medicinal, material and agriculture science. 1,2,5-oxadiazole and its derivatives have been reported as good pharmacophores as carbonic anhydrase inhibitors, antibacterial, vasodilating agents, antimalarial, anticancer, etc. In the presented manuscript, we reviewed granted patents and different synthetic strategies which have been reported for the synthesis of 1,2,5-oxadiazoles such as cycloaddition, dimerization, cyclodehydration, condensation, thermolysis, nitration, oxidation and ring-conversion. These synthetic methods have also been analysed for their merits and demerits. The manuscript also highlighted various applications of 1,2,5-oxadiazole and its derivatives. We hope that researchers across the scientific streams will be benefitted from the presented review articles for designing their work related to 1,2,5-oxadiazoles.

Keywords: 1,2,5-oxadiazole; applications; cycloaddition; dimerization; patents; synthetic strategies.

Publication types

  • Review

MeSH terms

  • Antimalarials* / pharmacology
  • Carbonic Anhydrase Inhibitors
  • Oxadiazoles* / pharmacology
  • Oxidation-Reduction
  • Structure-Activity Relationship

Substances

  • Oxadiazoles
  • Carbonic Anhydrase Inhibitors
  • Antimalarials