Microwave assisted synthesis and AChE inhibition studies of novel thiazolo and thiadiazolo [3,2-<i>a</i>]pyrimidinone fused dihydrofuran compounds

Novel dihydro-5H-furo[2,3-d]thiazolo[3,2-a]pyrimidin-5-ones (3a-r) and 6H-furo[2,3-d][1,3,4]thiadiazolo[3,2-a]pyrimidin-8(7H)-ones (3s-v) were designed and obtained from radical cyclizations between 7-hydroxy-5H-thiazolo[3,2-a]pyrimidin-5-one derivatives (1a-d) and 7-hydroxy-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one (1e) with various alkenes (2a-h) mediated by Mn(OAc)(3). Obtained compounds were characterized with H-1 NMR, C-13 NMR, F-19 NMR, FTIR and HRMS techniques. In vitro AChE inhibitory results of these compounds show that compounds (3i-p) are the most active AChEI's (AChE inhibitor) with IC50 values between 0.15 and 15.16 mu M. Also, ligand protein interactions of two most active compounds (3i and 3j) were investigated by molecular docking studies. Furthermore, druglikeness and ADME analyses of 3i-p were performed. All tested compounds showed satisfactory druglike characteristics.