1-[4-(2-thioxo-thiazolidine-3-carbonyl)-phenyl]-ethanone | 1384959-16-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-[4-(2-thioxo-thiazolidine-3-carbonyl)-phenyl]-ethanone
• 英文别名: 1-[4-(2-Sulfanylidene-1,3-thiazolidine-3-carbonyl)phenyl]ethanone
• CAS: 1384959-16-3
• 化学式: C₁₂H₁₁NO₂S₂
• 分子量: 265.357
• InChiKey: ZDXLGMHMNGWQKZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  94.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-[4-(2-thioxo-thiazolidine-3-carbonyl)-phenyl]-ethanone 、 [3-(吖啶-9-基氨基)-5-氨基苯基]甲醇 以 N,N-二甲基甲酰胺 为溶剂， 以74%的产率得到
  参考文献：
  名称：

  Polymer conjugates of acridine-type anticancer drugs with pH-controlled activation

  摘要：

  Acridines are potent DNA-intercalating anticancer agents with high in vivo anticancer effectiveness, but also severe side effects. We synthesized five 9-anilinoacridine-type drugs and their conjugates with biocompatible water-soluble hydrazide polymer carrier. All of the synthesized acridine drugs retained their in vitro antiproliferative properties. Their polymer conjugates were sufficiently stable at pH 7.4 (model of pH in blood plasma) while releasing free drugs at pH 5.0 (model of pH in endosomes). After internalization of the conjugates, the free drugs were released and are visible in cell nuclei by fluorescence microscopy. Their intercalation ability was proven using a competitive ethidium bromide displacement assay. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.05.007
• 作为产物：
  描述：

  2-巯基噻唑啉 、 4-乙酰基苯甲酸 在 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 以70%的产率得到1-[4-(2-thioxo-thiazolidine-3-carbonyl)-phenyl]-ethanone
  参考文献：
  名称：

  Polymer conjugates of acridine-type anticancer drugs with pH-controlled activation

  摘要：

  Acridines are potent DNA-intercalating anticancer agents with high in vivo anticancer effectiveness, but also severe side effects. We synthesized five 9-anilinoacridine-type drugs and their conjugates with biocompatible water-soluble hydrazide polymer carrier. All of the synthesized acridine drugs retained their in vitro antiproliferative properties. Their polymer conjugates were sufficiently stable at pH 7.4 (model of pH in blood plasma) while releasing free drugs at pH 5.0 (model of pH in endosomes). After internalization of the conjugates, the free drugs were released and are visible in cell nuclei by fluorescence microscopy. Their intercalation ability was proven using a competitive ethidium bromide displacement assay. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.05.007