Synthesis, Structure and Biological Activity of 2-[2-(4-Fluorobenzylidene)hydrazinyl]-4-(1-methyl-1H-indol-3-yl)thieno[3,2-d]pyrimidine

被引：2
|
作者：
史建涛 [1 ]
宫益林 [1 ]
李军 [1 ]
王洋 [1 ]
陈烨 [1 ]
丁实 [1 ]
刘举 [1 ]
机构：
[1] College of Pharmacy of Liaoning University, Key Laboratory of New Drug Research and Development of Liaoning Province
来源：
ChineseJournalofStructuralChemistry | 2019年 / 38卷 / 09期
基金：
中国国家自然科学基金;
关键词：
thieno[3,2-d] pyrimidine; synthesis; X-ray diffraction; antitumor activity;
D O I：
10.14102/j.cnki.0254-5861.2011-2410
中图分类号：
TQ463 [有机化合物药物的生产];
学科分类号：
1007 ;
摘要：
The title compound 2-[2-(4-fluorobenzylidene)hydrazinyl]-4-(1-methyl-1 H-indol-3-yl)thieno[3,2-d] pyrimidine(8) was synthesized by the condensation of 4-fluorobenzaldehyde(7) with 2-hydrazinyl-4-(1-methyl-1 H-indol-3-yl)thieno[3,2-d]pyrimidine(6). This intermediate was prepared from methyl 3-aminothiophene-2-carboxylate(1) by the condensation with urea, chlorination with phosphorus oxychloride and then condensation with hydrazine hydrate. The crystal of 8 belongs to monoclinic system, space group P21/c with a = 14.0453(18), b = 17.436(2), c = 18.0982(17) ? and β = 122.969(7)°. In addition, 8 possesses marked inhibition against the proliferation of human colon cancer cell line HT-29(IC50 = 6.09 μM) and human gastric cancer cell line MKN45(IC50 = 3.04 μM), displaying promising anticancer activity.
引用
收藏
页码：1530 / 1536
页数：7
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