6-(3,4-Difluorophenyl)imidazo[2,1-b][1,3]thiazole | 1336804-22-8

• 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-(3,4-Difluorophenyl)imidazo[2,1-b][1,3]thiazole
• CAS: 1336804-22-8
• 化学式: C₁₁H₆F₂N₂S
• 分子量: 236.245
• InChiKey: RGUOVWOWINTRRN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  16
• 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：
  4

反应信息

• 作为反应物：
  描述：

  6-(3,4-Difluorophenyl)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 747414
  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-3’,4’-二氟苯乙酮 在 盐酸 、 ammonium hydroxide 作用下， 以 丙酮 、 水 为溶剂， 生成 6-(3,4-Difluorophenyl)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

• Direct trifluoromethylation of imidazoheterocycles in a recyclable medium at room temperature
  作者：Xiao-Ming Ji、Liang Wei、Fan Chen、Ri-Yuan Tang

  DOI：10.1039/c5ra02888d

  日期：——

  Regioselective C–H trifluoromethylation of imidazoheterocycles with Langlois' reagent in a recyclable mixed medium of 1-butyl-3-methylimidazoliumtetrafluoroborate ([Bmim]BF₄) and water at room temperature has been developed.

  使用Langlois试剂在可回收的混合介质1-丁基-3-甲基咪唑四氟硼酸盐([Bmim]BF₄)和水中，在室温下对咪唑杂环化合物进行C-H三氟甲基化的区域选择性反应已经开发出来。
• 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.