Insect growth regulatory activity of carvacrol-based 1,3,4-thiadiazoles and 1,3,4-oxadiazoles.

In designing of novel insect growth regulators (IGRs), biologically occurring carvacrol has been structurally modified to thiadiazole and oxadiazole moieties. Two series of carvacrol analogs containing 1,3,4-thiadiazole (VIIIa-e) and 1,3,4-oxadiazole (IXa-e) derivatives are designed and synthesized. Their structures are confirmed by FT-IR, [Formula: see text] NMR, [Formula: see text]C NMR and LC-MS. IGR activity is tested against Spodoptera litura. Several analogs displayed IGR activity against this insect pest. Compounds VIIIe and IXe displayed relatively good IGR activity with [Formula: see text]values 117.43 and 108.83 ppm against Spodoptera litura, respectively. Synthesis, characterization and evaluation of carvacrol-based 1,3,4-thiadiazole and 1,3,4-oxadiazole derivatives as potent insect growth regulators (IGRs).