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Efficient Synthesis of Hydroxy-Substituted 2-Aminobenzo[d]thiazole-6-carboxylic Acid Derivatives as New Building Blocks in Drug Discovery.
ACS Omega ( IF 3.7 ) Pub Date : 2020-03-31 , DOI: 10.1021/acsomega.0c00768
Martina Durcik 1 , Žan Toplak 1 , Nace Zidar 1 , Janez Ilaš 1 , Anamarija Zega 1 , Danijel Kikelj 1 , Lucija Peterlin Mašič 1 , Tihomir Tomašič 1
Affiliation  

Benzo[d]thiazole is widely used in synthetic and medicinal chemistry, and it is a component of many compounds and drugs that have several different bioactivities. Herein, we describe an elegant pathway for synthesis of methyl 4- and 5-hydroxy-2-amino-benzo[d]thiazole-6-carboxylates as building blocks that can be substituted at four different positions on the bicycle and thus offer the possibility to thoroughly explore the chemical space around the molecule studied as a ligand for the chosen target. A series of 12 new compounds was prepared using the described methods and Williamson ether synthesis.

中文翻译:

羟基取代的2-氨基苯并[d]噻唑-6-羧酸衍生物的高效合成作为药物发现中的新基础。

苯并[d]噻唑广泛用于合成和药物化学,它是具有多种不同生物活性的许多化合物和药物的组成部分。在这里,我们描述了一种合成4-和5-羟基-2-氨基-苯并[d]噻唑-6-羧酸甲酯的绝妙途径,作为可以在自行车上四个不同位置取代的结构单元,从而提供了可能性彻底探索分子周围的化学空间,作为所选目标的配体。使用所述方法和威廉姆森醚合成法制备了一系列12种新化合物。
更新日期:2020-04-14
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