5-{5-[1-(tert-Butyl-dimethyl-silanyloxy)-propyl]-thiophen-3-ylethynyl}-2-ureido-thiophene-3-carboxylic acid amide | 859809-20-4

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 5-{5-[1-(tert-Butyl-dimethyl-silanyloxy)-propyl]-thiophen-3-ylethynyl}-2-ureido-thiophene-3-carboxylic acid amide
• CAS: 859809-20-4
• 化学式: C₂₁H₂₉N₃O₃S₂Si
• 分子量: 463.697
• InChiKey: RRHGEMNHWGHUEP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.27
• 重原子数：
  30.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  107.44
• 氢给体数：
  3.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  5-{5-[1-(tert-Butyl-dimethyl-silanyloxy)-propyl]-thiophen-3-ylethynyl}-2-ureido-thiophene-3-carboxylic acid amide 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 以58%的产率得到5-[5-(1-Hydroxy-propyl)-thiophen-3-ylethynyl]-2-ureido-thiophene-3-carboxylic acid amide
  参考文献：
  名称：

  Inhibition of IKK-2 by 2-[(aminocarbonyl)amino]-5-acetylenyl-3-thiophenecarboxamides

  摘要：

  A series of 21 novel 2-[(aminocarbonyl)amino]-5-acetylenyl-3-thiophenecarboxamides were synthesized and evaluated for the inhibition of IKK-2. In spite of their often modest activity on the enzyme, six selected analogs showed significant inhibition of the production of inflammatory cytokine IL-8 in IL-1 beta stimulated rheumatoid arthritis-derived synovial fibroblasts, demonstrating their potential usefulness as NF-kappa B regulators. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.03.090
• 作为产物：
  描述：

  2-[1-(tert-Butyl-dimethyl-silanyloxy)-propyl]-4-trimethylsilanylethynyl-thiophene 在 sodium hydroxide 、 copper(l) iodide 、 dichloropalladium bis(di-isopropylphosphino)ferrocene 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 乙醇 、 N,N-二甲基乙酰胺 为溶剂， 反应 2.0h， 生成 5-{5-[1-(tert-Butyl-dimethyl-silanyloxy)-propyl]-thiophen-3-ylethynyl}-2-ureido-thiophene-3-carboxylic acid amide
  参考文献：
  名称：

  Inhibition of IKK-2 by 2-[(aminocarbonyl)amino]-5-acetylenyl-3-thiophenecarboxamides

  摘要：

  A series of 21 novel 2-[(aminocarbonyl)amino]-5-acetylenyl-3-thiophenecarboxamides were synthesized and evaluated for the inhibition of IKK-2. In spite of their often modest activity on the enzyme, six selected analogs showed significant inhibition of the production of inflammatory cytokine IL-8 in IL-1 beta stimulated rheumatoid arthritis-derived synovial fibroblasts, demonstrating their potential usefulness as NF-kappa B regulators. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.03.090