3-amino-N'-[1-(4-(piperidin-1-ylsulfonyl)phenyl)ethylidene]-4,5,6,7-tetrahydrobenzo[b]thiophene-2-carbohydrazide | 1263308-28-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-amino-N'-[1-(4-(piperidin-1-ylsulfonyl)phenyl)ethylidene]-4,5,6,7-tetrahydrobenzo[b]thiophene-2-carbohydrazide
• 英文别名: 3-amino-N-[1-(4-piperidin-1-ylsulfonylphenyl)ethylideneamino]-4,5,6,7-tetrahydro-1-benzothiophene-2-carboxamide
• CAS: 1263308-28-6
• 化学式: C₂₂H₂₈N₄O₃S₂
• 分子量: 460.621
• InChiKey: CWGDIILFWVBVKK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.54
• 重原子数：
  31.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  104.86
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  2-cyano-N'-(1-(4-(piperidin-1-ylsulfonyl)phenyl)ethylidene)acetohydrazide 、 环己酮 在 sulfur 、 三乙胺 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以87%的产率得到3-amino-N'-[1-(4-(piperidin-1-ylsulfonyl)phenyl)ethylidene]-4,5,6,7-tetrahydrobenzo[b]thiophene-2-carbohydrazide
  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

文献信息

• Anti-breast cancer activity of some novel 1,2-dihydropyridine, thiophene and thiazole derivatives
  作者：Mansour S. Al-Said、Mahmoud S. Bashandy、Saleh I. Al-qasoumi、Mostafa M. Ghorab

  DOI：10.1016/j.ejmech.2010.10.024

  日期：2011.1

  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.