6-(2-Fluorophenyl)imidazo[2,1-b][1,3]thiazole | 439094-75-4

• 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-(2-Fluorophenyl)imidazo[2,1-b][1,3]thiazole
• CAS: 439094-75-4
• 化学式: C₁₁H₇FN₂S
• mdl: MFCD00973878
• 分子量: 218.254
• InChiKey: IVPUYNITEVTFJV-UHFFFAOYSA-N

物化性质

• 密度：
  1.38±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  45.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-(2-Fluorophenyl)imidazo[2,1-b][1,3]thiazole 在 三氯氧磷 作用下， 以 乙醇 、 氯仿 为溶剂， 生成 NSC 747415
  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：

  2-氨基噻唑 、 2-溴-2'-氟苯乙酮 在 盐酸 、 ammonium hydroxide 作用下， 以 丙酮 、 水 为溶剂， 生成 6-(2-Fluorophenyl)imidazo[2,1-b][1,3]thiazole
  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

文献信息

• Diversity-Oriented Synthesis of Functionalized Imidazopyridine Analogues with Anti-Cancer Activity through a Transition-Metal Free, One-pot Cascade Reaction
  作者：Gui-Ting Song、Nicholas McConnell、Zhong-Zhu Chen、Xiao-Fang Yao、Jiu-Hong Huang、Jie Lei、Hui-Kuan Lin、Brendan Frett、Hong-yu Li、Zhi-Gang Xu

  DOI：10.1002/adsc.201800728

  日期：2018.10.4

  A transition‐metal free, high yielding and efficient three‐component reaction was designed and incorporated into two sequential oxidation and cyclization reaction cascades in one‐pot with the assistance of microwave irradiation. A chemical collection of functionalized 3‐substituted imidazopyridines was prepared by means of the mild reaction and simple operational procedure. The reaction has a broad

  设计了无过渡金属，高产率和高效的三组分反应，并借助微波辐射将其整合到一个锅中的两个顺序的氧化和环化反应级联中。通过温和的反应和简单的操作步骤，制备了功能化的3-取代的咪唑并吡啶的化学物质。该反应对各种取代的羰基醛，苯胺和2-苯基-咪唑并[1,2- a ]吡啶具有宽泛的耐受性。进行了几种癌细胞系的筛选。化合物9 i对HeLa细胞系表现出良好的效力，这项工作证实了产生生物活性化合物的方法的可行性。
• Imidazo[2,1-b]thiazole guanylhydrazones as RSK2 inhibitors
  作者：Aldo Andreani、Massimiliano Granaiola、Alberto Leoni、Alessandra Locatelli、Rita Morigi、Mirella Rambaldi、Lucilla Varoli、Deborah Lannigan、Jeff Smith、Dominic Scudiero、Sudhir Kondapaka、Robert H. Shoemaker

  DOI：10.1016/j.ejmech.2011.07.001

  日期：2011.9

  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.