4-(4-chloro-2-butynylthio)-3-(propargylthio)quinoline | 1262135-63-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 4-(4-chloro-2-butynylthio)-3-(propargylthio)quinoline
• 英文别名: 4-(4-Chlorobut-2-ynylsulfanyl)-3-prop-2-ynylsulfanylquinoline；4-(4-chlorobut-2-ynylsulfanyl)-3-prop-2-ynylsulfanylquinoline
• CAS: 1262135-63-6
• 化学式: C₁₆H₁₂ClNS₂
• 分子量: 317.863
• InChiKey: AJWRRAVKCPJGNF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  63.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-chloro-3-(propargylthio)quinoline 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 1.5h， 生成 4-(4-chloro-2-butynylthio)-3-(propargylthio)quinoline
  参考文献：
  名称：

  Synthesis and in vitro antiproliferative activity of novel (4-chloro- and 4-acyloxy-2-butynyl)thioquinolines

  摘要：

  The series of new acetylenic thioquinolines containing propargyl, 4-chloro-2-butynyl, and 4-acyloxy-2-butynyl groups have been prepared and tested for antiproliferative activity in vitro against human [SW707 (colorectal adenocarcinoma), CCRF/CEM (leukemia), T47D (breast cancer)] and murine [P388 (leukemia), B16 (melanoma)] cancer lines. Most of the obtained compounds exhibited antiproliferative activity, especially compounds 8, 12, and 21 showed the ID50 values ranging from 0.4 to 3.8 mu g/ml comparable to that of cisplatin used as reference compounds.

  DOI：

  10.1007/s00044-010-9495-y

文献信息

• Synthesis and in vitro antiproliferative activity of novel (4-chloro- and 4-acyloxy-2-butynyl)thioquinolines
  作者：Stanisław Boryczka、Wojciech Mól、Magdalena Milczarek、Joanna Wietrzyk、Ewa Bębenek

  DOI：10.1007/s00044-010-9495-y

  日期：2011.11

  The series of new acetylenic thioquinolines containing propargyl, 4-chloro-2-butynyl, and 4-acyloxy-2-butynyl groups have been prepared and tested for antiproliferative activity in vitro against human [SW707 (colorectal adenocarcinoma), CCRF/CEM (leukemia), T47D (breast cancer)] and murine [P388 (leukemia), B16 (melanoma)] cancer lines. Most of the obtained compounds exhibited antiproliferative activity, especially compounds 8, 12, and 21 showed the ID50 values ranging from 0.4 to 3.8 mu g/ml comparable to that of cisplatin used as reference compounds.