1-(3-(3-carboxy-5,5-dioxido-10H-phenothiazin-10-yl)propyl)-4-methylpyridin-1-ium chloride

• 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-(3-(3-carboxy-5,5-dioxido-10H-phenothiazin-10-yl)propyl)-4-methylpyridin-1-ium chloride
• 英文别名: 10-[3-(4-Methylpyridin-1-ium-1-yl)propyl]-5,5-dioxophenothiazine-3-carboxylic acid;chloride；10-[3-(4-methylpyridin-1-ium-1-yl)propyl]-5,5-dioxophenothiazine-3-carboxylic acid;chloride
• 化学式: C₂₂H₂₁N₂O₄S*Cl
• 分子量: 444.939
• InChiKey: NFODUQPEJOTWPY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.36
• 重原子数：
  30
• 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：
  86.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  10-(3-氯丙基)吩噻嗪 在 potassium permanganate 、 水 、 potassium iodide 作用下， 以 四氢呋喃 、 水 、 1,2-二氯乙烷 、 乙腈 为溶剂， 反应 27.0h， 生成 1-(3-(3-carboxy-5,5-dioxido-10H-phenothiazin-10-yl)propyl)-4-methylpyridin-1-ium chloride
  参考文献：
  名称：

  Discovery of a new autophagy inducer for A549 lung cancer cells

  摘要：

  Biological activities of a series of fluorescent compounds against human lung cancer cell line A549 were investigated. The results showed that (E)-1,3,3-trimethyl-2-(4-(piperidin-1-yl) styryl)-3H-indol-1-ium iodide (8) and (E)-2-(5,5-dimethyl-3-(4-(piperazin-1-yl) styryl) cyclohex-2-en-1-ylidene) malononitrile (11) could inhibit the growth of A549 cancer cells in a dose and time-dependent manner. Furthermore, compound 8 could trigger autophagy and apoptosis, but not obviously induce necrosis under the stimulatory condition. Therefore, 8 can be used as autophagy activator to investigate the regulatory mechanism of autophagy and may offer a new candidate for the treatment of lung cancer.

  DOI：

  10.1016/j.bmc.2019.05.015

文献信息

• Discovery of a new autophagy inducer for A549 lung cancer cells
  作者：Na Li、GuoJing Qu、JingNa Xue、Xiao Li、Xuan Zhao、YeHao Yan、DongFang Gao、Lu Zhang、Peng Wang、Ming Zhang、BaoXiang Zhao、JunYing Miao、ZhaoMin Lin

  DOI：10.1016/j.bmc.2019.05.015

  日期：2019.7

  Biological activities of a series of fluorescent compounds against human lung cancer cell line A549 were investigated. The results showed that (E)-1,3,3-trimethyl-2-(4-(piperidin-1-yl) styryl)-3H-indol-1-ium iodide (8) and (E)-2-(5,5-dimethyl-3-(4-(piperazin-1-yl) styryl) cyclohex-2-en-1-ylidene) malononitrile (11) could inhibit the growth of A549 cancer cells in a dose and time-dependent manner. Furthermore, compound 8 could trigger autophagy and apoptosis, but not obviously induce necrosis under the stimulatory condition. Therefore, 8 can be used as autophagy activator to investigate the regulatory mechanism of autophagy and may offer a new candidate for the treatment of lung cancer.