Affiliation:
1. Department of Organic Chemistry Qom University of Technology Qom
2. Department of Chemistry Faculty of Science Shahid Bahonar University of Kerman Kerman 37195 Qom Iran
3. Department of Biotechnology Institute of Science and High Technology and Environmental Sciences Graduate University of Advanced Technology Kerman Iran
4. Department of Physics Qom University of Technology Qom Iran
Abstract
AbstractA series of [1,3,4] thiadiazolo[3,2‐a]pyrimidine‐6‐carboxylate derivatives 4(a–n) have been designed and synthesized as inhibitors of acetylcholinesterase (AChE). Synthesizing of thiadiazolo[3,2‐a] pyrimidines was carried out in a single step, one‐pot reaction using aromatic aldehydes, ethyl acetoacetate and different derivatives of 1,3,4‐thiadiazoles (with molar ratio of 1 : 2 : 1, respectively) in conjunction with the catalyst, anhydrous iron(III) chloride by a grinding method under solvent‐free conditions at room temperature. The in‐vitro studies exhibited good potency for inhibiting AChE comparable with donepezil as the reference drug. The best results were obtained by Ethyl 2‐(4‐nitroophenyl)‐7‐methyl‐5‐(pyridin‐3‐yl)‐5H‐[1,3,4]thiadiazolo[3,2‐a]pyrimidine‐6‐carboxylate 4n with IC50 value of 0.082±0.001 μM which was comparable with AChE inhibitory effects of donepezil (IC50=0.079 μM).
Subject
Molecular Biology,Molecular Medicine,General Chemistry,Biochemistry,General Medicine,Bioengineering