1-[2-(3,4-dimethoxyphenyl)ethyl]-10H-phenothiazine 5,5-dioxide | 1422542-62-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻嗪类
• 英文名称: 1-[2-(3,4-dimethoxyphenyl)ethyl]-10H-phenothiazine 5,5-dioxide
• CAS: 1422542-62-8
• 化学式: C₂₂H₂₁NO₄S
• 分子量: 395.479
• InChiKey: RBOBIWAFCQHMGK-UHFFFAOYSA-N

物化性质

• 熔点：
  186-188 °C
• 沸点：
  581.4±50.0 °C(predicted)
• 密度：
  1.274±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  73
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3,4-二甲氧基苄氯 在 palladium 10% on activated carbon 、 氢气 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 乙醇 、 甲苯 、 乙腈 为溶剂， 反应 27.0h， 生成 1-[2-(3,4-dimethoxyphenyl)ethyl]-10H-phenothiazine 5,5-dioxide
  参考文献：
  名称：

  Synthesis, antiproliferative activity and tubulin targeting effect of acridinone and dioxophenothiazine derivatives

  摘要：

  The synthesis of new acridinone and dioxophenothiazine derivatives along with their tubulin polymerization inhibitory and antiproliferative activities is reported. The analysis of correlation for cytotoxic and antitubulin potential of tested compounds showed that 4-methoxyphenylethyl derivatives 18a and 19a were highly cytotoxic but were regarded to have no significant antitubulin activity. However, the introduction of a 3-hydroxy substituent leading to compounds 18e and 19e, strongly increased the antitubulin potential but was associated with a loss of the antiproliferative activity. Modeling studies, topoisomerase inhibition assays and cell cycle analysis have been performed to better investigate the mechanism of action of such compounds. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.10.051