Methyl 2-(2-trimethylsilylethynyl)-1,3-thiazole-5-carboxylate | 1213235-21-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: Methyl 2-(2-trimethylsilylethynyl)-1,3-thiazole-5-carboxylate
• 英文别名: methyl 2-(2-trimethylsilylethynyl)-1,3-thiazole-5-carboxylate
• CAS: 1213235-21-2
• 化学式: C₁₀H₁₃NO₂SSi
• 分子量: 239.37
• InChiKey: HADLQMKCGSCMEH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.16
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  67.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Methyl 2-(2-trimethylsilylethynyl)-1,3-thiazole-5-carboxylate 在 sodium azide 、 copper(ll) sulfate pentahydrate 、 四丁基氟化铵 、 氨 、 sodium ascorbate 、 氯化铵 、 三乙胺 、 三氟乙酸酐 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 38.5h， 生成 ethyl (5-{2-[1-(3,4,5-trichlorobenzyl)-1H-1,2,3-triazol-4-yl]-1,3-thiazol-5-yl}-2H-tetrazol-2-yl)acetate
  参考文献：
  名称：

  Conversion of systemically-distributed triazole-based stearoyl-CoA desaturase (SCD) uHTS hits into liver-targeted SCD inhibitors

  摘要：

  It has been demonstrated that once-a-day dosing of systemically-distributed SCD inhibitors leads to adverse events in eye and skin. Herein, we describe our efforts to convert a novel class of systemically-distributed potent triazole-based uHTS hits into liver-targeted SCD inhibitors as a means to circumvent chronic toxicity. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.08.073
• 作为产物：
  描述：

  2-溴噻唑-5-甲酸甲酯 、 三甲基乙炔基硅 在 copper(l) iodide 、 四(三苯基膦)钯 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 Methyl 2-(2-trimethylsilylethynyl)-1,3-thiazole-5-carboxylate
  参考文献：
  名称：

  Conversion of systemically-distributed triazole-based stearoyl-CoA desaturase (SCD) uHTS hits into liver-targeted SCD inhibitors

  摘要：

  It has been demonstrated that once-a-day dosing of systemically-distributed SCD inhibitors leads to adverse events in eye and skin. Herein, we describe our efforts to convert a novel class of systemically-distributed potent triazole-based uHTS hits into liver-targeted SCD inhibitors as a means to circumvent chronic toxicity. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.08.073

文献信息

• Conversion of systemically-distributed triazole-based stearoyl-CoA desaturase (SCD) uHTS hits into liver-targeted SCD inhibitors
  作者：Jean-Philippe Leclerc、Jean-Pierre Falgueyret、Mélina Girardin、Jocelyne Guay、Sébastien Guiral、Zheng Huang、Chun Sing Li、Renata Oballa、Yeeman K. Ramtohul、Kathryn Skorey、Paul Tawa、Hao Wang、Lei Zhang

  DOI：10.1016/j.bmcl.2011.08.073

  日期：2011.11

  It has been demonstrated that once-a-day dosing of systemically-distributed SCD inhibitors leads to adverse events in eye and skin. Herein, we describe our efforts to convert a novel class of systemically-distributed potent triazole-based uHTS hits into liver-targeted SCD inhibitors as a means to circumvent chronic toxicity. (C) 2011 Elsevier Ltd. All rights reserved.