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Chemical compound for inhibiting the growth and proliferation of human liver cancer cells HepG2 and method for synthesizing it

机译:抑制人肝癌细胞HepG2生长增殖的化合物及其合成方法

摘要

The compound “2-((4-nitrophenyl)amino)-7,8,9,10-tetrahydro cyclohepta[4,5]thieno[2,3-d][1,3,4]thiadiazolo[3,2-a]pyrimidin-11(6H)-one” and method of synthesizing it, wherein the compound is effective to inhibit the growth and proliferation of human liver cancer cells HepG2. The compound has a higher efficiency to inhibit the growth and proliferation of these cells as it has an inhibitory concentration value (IC50) of 0.7 μg, compared to reference medication Doxorubicin that has an (IC50) value of 1.2 μg. It further surpasses that reference medication at all tested concentrations. The method includes the steps of: preparing a first compound of cycloheptanone, ethylcyanoacetate, sulfur, ethanol and diethylamine; preparing a second compound by heating of the first compound with excess of hydrazine hydrate in absolute ethanol as solvent; preparing a third compound by heating the second compound with carbon disulphide in dry pyridine; and preparing the compound of the invention by reacting the third compound with 4-nitrophenylisothiocyanate in dry N,N-methylformamide as solvent.
机译:化合物“ 2-((4-硝基苯基)氨基)-7,8,9,10-四氢环庚[4,5]噻吩并[2,3-d] [1,3,4]噻二唑并[3,2- a]嘧啶-11(6H)-1及其合成方法,其中所述化合物有效抑制人肝癌细胞HepG2的生长和增殖。与参考药物阿霉素(IC )相比,该化合物具有0.7μg的抑制浓度值(IC 50 )具有更高的抑制这些细胞生长和增殖的效率。 50 )的值为1.2μg。它在所有测试浓度下都超过了参考药物。该方法包括以下步骤:制备环庚酮,氰基乙酸乙酯,硫,乙醇和二乙胺的第一化合物;通过将第一化合物与过量的水合肼在无水乙醇中作为溶剂加热来制备第二化合物;通过在干燥的吡啶中将第二化合物与二硫化碳加热来制备第三化合物;然后通过使第三化合物与4-硝基苯基异硫氰酸酯在干燥的N,N-甲基甲酰胺作为溶剂中反应来制备本发明的化合物。

著录项

  • 公开/公告号US9447119B2

    专利类型

  • 公开/公告日2016-09-20

    原文格式PDF

  • 申请/专利权人 ZAINAB SAEED ALGHAMDI;

    申请/专利号US201514593683

  • 发明设计人 ZAINAB SAEED ALGHAMDI;

    申请日2015-01-09

  • 分类号C07D513/14;C07D333/80;

  • 国家 US

  • 入库时间 2022-08-21 14:32:05

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