Microwave-assisted synthesis and pharmacological screening of some triazolothiadiazole derivatives

In this study, twenty-two new [1,2,4]triazolo[3,4-b][1,3,4]thiadiazoles (5a-n, 6a-h) were synthesized under microwave irradiation (MWI). The chemical structures of the compounds were elucidated by their IR, 1H-NMR, LC-MS, and elemental analysis. The compounds were tested for antinociceptive activity by using the tail clip, tail flick, hot plate, and writhing methods in mice. The varying levels of antinociceptive activity of the compounds were compared with those of aspirin. Among these compounds, compound 5g and 5j were found to be significantly more active than the other compounds and the standard in the tests. Also, inhibitory effects of the test compounds on COX-1 and COX-2 activities were investigated. DuP-697 for COX-2 and SC-560 for COX-1 were used as reference standards.本研究中，研究人员在微波辐照（MWI）条件下合成了22种新型[1,2,4]三唑并[3,4-b][1,3,4]噻二唑类化合物（5a-n、6a-h）。通过红外光谱（Infrared Spectroscopy, IR）、氢核磁共振波谱（Proton Nuclear Magnetic Resonance Spectroscopy, ¹H-NMR）、液相色谱-质谱联用技术（Liquid Chromatography-Mass Spectrometry, LC-MS）以及元素分析，确证了所有目标化合物的化学结构。采用小鼠夹尾法、甩尾法、热板法及扭体法，对这些化合物的抗伤害感受活性进行了测试，并将其活性与阿司匹林（Aspirin）进行对比。实验结果显示，在所有受试化合物中，5g与5j的抗伤害感受活性显著优于其余受试化合物及阳性对照阿司匹林。此外，本研究还考察了受试化合物对环氧合酶-1（Cyclooxygenase-1, COX-1）与环氧合酶-2（Cyclooxygenase-2, COX-2）活性的抑制作用，其中以DuP-697作为COX-2的参考标准品，SC-560作为COX-1的参考标准品。