1,1-Dimethyl-4-tetradecylsulfonyl-1,4-diazepan-1-ium;iodide | 1421060-54-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂卓
• 英文名称: 1,1-Dimethyl-4-tetradecylsulfonyl-1,4-diazepan-1-ium;iodide
• 英文别名: 1,1-dimethyl-4-tetradecylsulfonyl-1,4-diazepan-1-ium;iodide
• CAS: 1421060-54-9
• 化学式: C₂₁H₄₅N₂O₂S*I
• 分子量: 516.571
• InChiKey: SODDFOPCMXRWFM-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  27
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  十四烷-1-磺化钠 在 氯化亚砜 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 14.0h， 生成 1,1-Dimethyl-4-tetradecylsulfonyl-1,4-diazepan-1-ium;iodide
  参考文献：
  名称：

  Design, synthesis and biological evaluation of novel aliphatic amido/sulfonamido-quaternary ammonium salts as antitumor agents

  摘要：

  RhoB, one of the upstream signaling proteins of the phosphatidylinositol-3-kinase (PI3K)/Akt pathway, is frequently mutated in human cancer. Based on a piperazine alkyl derivative that induced apoptosis via up-regulation of RhoB, we synthesized novel aliphatic amido/sulfonamido-quaternary ammonium salts and evaluated their biological activities using an in vitro growth inhibition assay and RhoB promoter assay in human cancer cells. Compound 3a was the most promising anticancer agent in the series, based upon its potent growth inhibition via RhoB-mediated signaling. These novel aliphatic amido/sulfonamido- quaternary ammonium salts may be useful as a platform for development of anticancer chemotherapeutic agents. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.11.027

文献信息

• Design, synthesis and biological evaluation of novel aliphatic amido/sulfonamido-quaternary ammonium salts as antitumor agents
  作者：Doona Song、Jee Sun Yang、Seo Joong Kim、Bo-Kyung Kim、Song-Kyu Park、Misun Won、Kiho Lee、Hwan Mook Kim、Kang-Yell Choi、Kyeong Lee、Gyoonhee Han

  DOI：10.1016/j.bmc.2012.11.027

  日期：2013.2

  RhoB, one of the upstream signaling proteins of the phosphatidylinositol-3-kinase (PI3K)/Akt pathway, is frequently mutated in human cancer. Based on a piperazine alkyl derivative that induced apoptosis via up-regulation of RhoB, we synthesized novel aliphatic amido/sulfonamido-quaternary ammonium salts and evaluated their biological activities using an in vitro growth inhibition assay and RhoB promoter assay in human cancer cells. Compound 3a was the most promising anticancer agent in the series, based upon its potent growth inhibition via RhoB-mediated signaling. These novel aliphatic amido/sulfonamido- quaternary ammonium salts may be useful as a platform for development of anticancer chemotherapeutic agents. (C) 2012 Elsevier Ltd. All rights reserved.