2,2-dichloro-N-(3-thiophen-2-ylphenyl)acetamide | 1415022-41-1

• 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: 2,2-dichloro-N-(3-thiophen-2-ylphenyl)acetamide
• CAS: 1415022-41-1
• 化学式: C₁₂H₉Cl₂NOS
• 分子量: 286.182
• InChiKey: SEOUXGOZDLBEOE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  57.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-氨基苯硼酸 在 palladium diacetate 、 potassium carbonate 、 三苯基膦 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 14.0h， 生成 2,2-dichloro-N-(3-thiophen-2-ylphenyl)acetamide
  参考文献：
  名称：

  Design, synthesis and biological evaluation of N-arylphenyl-2,2-dichloroacetamide analogues as anti-cancer agents

  摘要：

  Our earlier research has shown that N-phenyl-2,2-dichloroacetamide analogues had much higher anticancer activity than the lead compound sodium dichloroacetate (DCA). In this current study, a variety of N-arylphenyl-2,2-dichloroacetamide analogues were synthesized via Suzuki coupling reaction and their anti-cancer activity was evaluated. The results showed that N-terphenyl-2,2-dichloroacetamide analogues had satisfactory anti-cancer activity. Among them, N-(3,5-bis(benzo[d][1,3] dioxol-5-yl)phenyl)-2,2-dichloroacetamide (6 k) had an IC50 of 2.40 mu M against KB-3-1 cells, 1.04 mu M against H460 cells and 1.73 mu M against A549 cells. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.07.057

文献信息

• Design, synthesis and biological evaluation of N-arylphenyl-2,2-dichloroacetamide analogues as anti-cancer agents
  作者：Tianwen Li、Yongchong Yang、Changmei Cheng、Amit K. Tiwari、Kamlesh Sodani、Yufen Zhao、Ioana Abraham、Zhe-Sheng Chen

  DOI：10.1016/j.bmcl.2012.07.057

  日期：2012.12

  Our earlier research has shown that N-phenyl-2,2-dichloroacetamide analogues had much higher anticancer activity than the lead compound sodium dichloroacetate (DCA). In this current study, a variety of N-arylphenyl-2,2-dichloroacetamide analogues were synthesized via Suzuki coupling reaction and their anti-cancer activity was evaluated. The results showed that N-terphenyl-2,2-dichloroacetamide analogues had satisfactory anti-cancer activity. Among them, N-(3,5-bis(benzo[d][1,3] dioxol-5-yl)phenyl)-2,2-dichloroacetamide (6 k) had an IC50 of 2.40 mu M against KB-3-1 cells, 1.04 mu M against H460 cells and 1.73 mu M against A549 cells. (C) 2012 Elsevier Ltd. All rights reserved.