6-(4-Chloro-3-nitrophenyl)-2-methylimidazo[2,1-b][1,3,4]thiadiazole | 1012874-81-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 6-(4-Chloro-3-nitrophenyl)-2-methylimidazo[2,1-b][1,3,4]thiadiazole
• CAS: 1012874-81-5
• 化学式: C₁₁H₇ClN₄O₂S
• 分子量: 294.721
• InChiKey: VFZSYZUJIWZCQI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  104
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-(4-Chloro-3-nitrophenyl)-2-methylimidazo[2,1-b][1,3,4]thiadiazole 在 三氯氧磷 作用下， 以 乙醇 、 氯仿 为溶剂， 生成 NSC 745258
  参考文献：
  名称：

  Imidazo[2,1-b]thiazole guanylhydrazones as RSK2 inhibitors

  摘要：

  The activity of a series of imidazo[2,1-b]thiazole guanylhydrazones as inhibitors of p90 ribosomal S6 kinase 2 (RSK2) is described. It was found that a small subset of compounds show both potent inhibition of RSK2 kinase activity and tumor cell growth in vitro. Detailed study of one of the most active compounds indicates a high degree of selectivity for inhibition of RSK2 compared to a spectrum of other related kinases. Selective inhibition of the MCF-7 breast tumor cell line compared to MCF-10A non-transformed cells, as well as selective inhibition of the biomarker GSK3 provides evidence that the compounds can affect the RSK2 target in cells. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.07.001
• 作为产物：
  描述：

  在 盐酸 作用下， 反应 1.0h， 生成 6-(4-Chloro-3-nitrophenyl)-2-methylimidazo[2,1-b][1,3,4]thiadiazole
  参考文献：
  名称：

  New Antitumor Imidazo[2,1-b]thiazole Guanylhydrazones and Analogues¹

  摘要：

  The synthesis of new antitumor 6-substituted imidazothiazole guanylhydrazones is described. Moreover, a series of compounds with a different basic chain at the 5 position were prepared. Finally, the replacement of the thiazole ring in the imidazothiazole system was also considered. All the new compounds prepared were submitted to the NCI cell line screen for evaluation of their antitumor activity. A few selected compounds were submitted to additional biological studies concerning effects on the cell cycle, apoptosis, and mitochondria.

  DOI：

  10.1021/jm701246g