de la Cruz Gema Guedes, Svobodova Barbora, Lichtenegger Michaela, Tiapko Oleksandra, Groschner Klaus, Glasnov Toma
Institute of Chemistry, University of Graz and NAWI Graz, Heinrichstrasse 28, 8010 Graz, Austria.
Institute of Biophysics, Medical University of Graz, Harrachgasse 21/IV, 8010 Graz, Austria.
Synlett. 2017 Apr;28(6):695-700. doi: 10.1055/s-0036-1589472.
Upon controlled microwave heating and using cyanuric chloride as a coupling reagent, an efficient amidation procedure for the synthesis of 1,3-dihydro-2-benzo[]imidazol-2-one-based agonists of TRPC3/6 ion channels has been developed. Compared to the few conventional protocols, a drastic reduction in processing time from ca. 2 days down to 10 minutes was achieved accompanied by significantly improved product yields. The robustness of the method was confirmed by 18 additional examples including aromatic, aliphatic, and heterocyclic amines and acids. The obtained agonists were screened for biological activity at 1 μM concentration and few structure-activity relations have been established.
在可控微波加热并使用三聚氯氰作为偶联试剂的条件下，已开发出一种高效的酰胺化方法，用于合成基于1,3 - 二氢 - 2 - 苯并咪唑 - 2 - 酮的TRPC3/6离子通道激动剂。与少数传统方法相比，处理时间从约2天大幅缩短至10分钟，同时产品收率显著提高。该方法的稳健性通过另外18个实例得到证实，包括芳香族、脂肪族和杂环胺及酸。所得到的激动剂在1 μM浓度下进行生物活性筛选，并已建立了一些构效关系。
