2-amino-5-cyano-4-(4-dimethylaminophenyl)-6-oxo-1-{1-[4-(piperidine-1-sulfonyl)phenyl]ethylideneamino}-1,6-dihydropyridine-3-carboxylic acid ethyl ester | 1263308-21-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-amino-5-cyano-4-(4-dimethylaminophenyl)-6-oxo-1-{1-[4-(piperidine-1-sulfonyl)phenyl]ethylideneamino}-1,6-dihydropyridine-3-carboxylic acid ethyl ester
• 英文别名: ethyl 2-amino-5-cyano-4-[4-(dimethylamino)phenyl]-6-oxo-1-[1-(4-piperidin-1-ylsulfonylphenyl)ethylideneamino]pyridine-3-carboxylate
• CAS: 1263308-21-9
• 化学式: C₃₀H₃₄N₆O₅S
• 分子量: 590.703
• InChiKey: DHRJVBZESGILOP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.66
• 重原子数：
  42.0
• 可旋转键数：
  8.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  151.09
• 氢给体数：
  1.0
• 氢受体数：
  10.0

反应信息

• 作为产物：
  描述：

  2-cyano-N'-(1-(4-(piperidin-1-ylsulfonyl)phenyl)ethylidene)acetohydrazide 、 2-氰基-3-[4-(二甲基氨基)苯基]丙烯酸乙酯 在 三乙胺 作用下， 以 1,4-二氧六环 为溶剂， 反应 4.0h， 以76%的产率得到2-amino-5-cyano-4-(4-dimethylaminophenyl)-6-oxo-1-{1-[4-(piperidine-1-sulfonyl)phenyl]ethylideneamino}-1,6-dihydropyridine-3-carboxylic acid ethyl ester
  参考文献：
  名称：

  Anti-breast cancer activity of some novel 1,2-dihydropyridine, thiophene and thiazole derivatives

  摘要：

  A variety of novel 1,2-dihydropyridines 10-17, thiophenes 18-21 and thiazole 22 having a biologically active sulfone moiety were obtained via the reaction of 2-cyano-N'-[1-(4-(piperidin-1-ylsulfonyl) phenyl) ethylidene] acetohydrazide 3 with a variety of reagents. The structures of the newly synthesized compounds were confirmed by elemental analysis, IR, H-1 NMR, C-13 NMR and mass spectral data. All the newly synthesized compounds were evaluated for their in-vitro anticancer activity against human breast cancer cell line (MCF7). Compounds 15 and 11 with IC50 values (20.6, 25.5 mu M) exhibited better activity than Doxorubicin as a reference drug with IC50 value (32.02 mu M), while compound 14 is nearly as active as Doxorubicin as positive control. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.10.024