(E)-3-(4-Nitrophenyl)-N-(phenylsulfonyl)-2-propenamid | 73818-53-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-3-(4-Nitrophenyl)-N-(phenylsulfonyl)-2-propenamid
• 英文别名: (E)-3-(4-nitrophenyl)-N-(phenylsulfonyl)acrylamide；(E)-N-(benzenesulfonyl)-3-(4-nitrophenyl)prop-2-enamide
• CAS: 73818-53-8
• 化学式: C₁₅H₁₂N₂O₅S
• 分子量: 332.337
• InChiKey: WXUOQZDBXXGUGZ-DHZHZOJOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  117
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  对硝基苯甲醛 在 哌啶 、 吡啶 、 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 36.0h， 生成 (E)-3-(4-Nitrophenyl)-N-(phenylsulfonyl)-2-propenamid
  参考文献：
  名称：

  Synthesis, biological evaluation, and molecular modeling of cinnamic acyl sulfonamide derivatives as novel antitubulin agents

  摘要：

  A series of novel cinnamic acyl sulfonamide derivatives (9a-16e) have been designed and synthesized and their biological activities were also evaluated as potential tubulin polymerization inhibitors. Among all the compounds, 10c showed the most potent growth inhibitory activity against B16-F10 cancer cell line in vitro, with an IC50 value of 0.8 mu g/mL. Docking simulation was performed to insert compound 10c into the crystal structure of tubulin at colchicine binding site to determine the probable binding model. Based on the preliminary results, compound 10c with potent inhibitory activity in tumor growth may be a potential anticancer agent. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.06.088

文献信息

• Bestmann, Hans Juergen; Schmid, Guenter; Sandmeier, Dieter, Chemische Berichte, 1980, vol. 113, # 3, p. 912 - 918
  作者：Bestmann, Hans Juergen、Schmid, Guenter、Sandmeier, Dieter

  DOI：——

  日期：——
• BESTMANN H. J.; SCHMID G.; SANDMEIER D., CHEM. BER., 1980, 113, NO 3, 912-918
  作者：BESTMANN H. J.、 SCHMID G.、 SANDMEIER D.

  DOI：——

  日期：——
• Synthesis, biological evaluation, and molecular modeling of cinnamic acyl sulfonamide derivatives as novel antitubulin agents
  作者：Yin Luo、Ke-Ming Qiu、Xiang Lu、Kai Liu、Jie Fu、Hai-Liang Zhu

  DOI：10.1016/j.bmc.2011.06.088

  日期：2011.8

  A series of novel cinnamic acyl sulfonamide derivatives (9a-16e) have been designed and synthesized and their biological activities were also evaluated as potential tubulin polymerization inhibitors. Among all the compounds, 10c showed the most potent growth inhibitory activity against B16-F10 cancer cell line in vitro, with an IC50 value of 0.8 mu g/mL. Docking simulation was performed to insert compound 10c into the crystal structure of tubulin at colchicine binding site to determine the probable binding model. Based on the preliminary results, compound 10c with potent inhibitory activity in tumor growth may be a potential anticancer agent. (C) 2011 Elsevier Ltd. All rights reserved.