Studzińska Renata, Karczmarska-Wódzka Aleksandra, Kozakiewicz Anna, Kołodziejska Renata, Paprocka Renata, Wróblewski Marcin, Augustyńska Beata, Modzelewska-Banachiewicz Bożena
Department of Organic Chemistry, Faculty of Pharmacy, Collegium Medicum in Bydgoszcz, Nicolaus Copernicus University in Toruń, Toruń, Poland.
Department of Biochemistry, Faculty of Medicine, Collegium Medicum in Bydgoszcz, Nicolaus Copernicus University in Toruń, Toruń, Poland.
Monatsh Chem. 2015;146(10):1673-1679. doi: 10.1007/s00706-015-1539-z. Epub 2015 Aug 5.
Some reactions of selected chlorooxoesters and haloesters with a 1-allylthiourea under various conditions have been performed. The reactions have been performed in methanol in alkaline and neutral environment. Condensation of 1-allylthiourea with chlorooxoesters has been further led via acetal as intermediate compound. As a result, the compounds containing thiazole and a 4,5-dihydrothiazole ring with a good yield have been obtained. The structures of the compounds were verified by H NMR, C NMR as well as X-ray diffraction analysis. Due to the potential biological activity of the synthesized compounds, the parameters of their bioavailability have been determined, and the probability of pharmacological action has been defined. All of the obtained compounds fulfilled the rule of five, which indicate their good absorption after oral intake. The probability of pharmacological action and potential targets calculated for the obtained compounds show that they can be potential drugs.
在各种条件下，已对选定的氯代氧酯和卤代酯与1-烯丙基硫脲进行了一些反应。这些反应在甲醇的碱性和中性环境中进行。1-烯丙基硫脲与氯代氧酯的缩合反应通过乙缩醛作为中间体进一步进行。结果，以良好的产率获得了含有噻唑和4,5-二氢噻唑环的化合物。通过氢核磁共振（H NMR）、碳核磁共振（C NMR）以及X射线衍射分析对化合物的结构进行了验证。由于合成化合物具有潜在的生物活性，已确定了它们的生物利用度参数，并确定了药理作用的可能性。所有获得的化合物均符合五原则，这表明它们口服后具有良好的吸收性。为获得的化合物计算的药理作用可能性和潜在靶点表明它们可能是潜在的药物。
