[5-[tert-butyl(dimethyl)silyl]oxy-1H-indol-2-yl]-(4-hydroxyphenyl)methanone | 1207869-54-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: [5-[tert-butyl(dimethyl)silyl]oxy-1H-indol-2-yl]-(4-hydroxyphenyl)methanone
• CAS: 1207869-54-2
• 化学式: C₂₁H₂₅NO₃Si
• 分子量: 367.52
• InChiKey: KIECQQQMVWZCCG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.49
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  62.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [5-[tert-butyl(dimethyl)silyl]oxy-1H-indol-2-yl]-(4-hydroxyphenyl)methanone 在 偶氮二甲酸二异丙酯 、 四丁基氟化铵 、 三苯基膦 、 三氟乙酸 作用下， 以 四氢呋喃 、 氯仿 为溶剂， 反应 1.0h， 生成 (5-hydroxy-1H-indol-2-yl)-(4-piperidin-4-yloxyphenyl)methanone
  参考文献：
  名称：

  Structure and activity relationship of 2-(substituted benzoyl)-hydroxyindoles as novel CaMKII inhibitors

  摘要：

  A series of novel 2-substituted-5-hydroxyindoles were synthesized and evaluated for their inhibitory activity against CaMKII. Structure and activity relationship results indicated that potent inhibitory activity could be achieved by modification at the para-position of the phenyl ring of the high throughput screening hit compound 2. Among the prepared compounds, we identified 14 as a novel CaMKII inhibitor with an activity stronger than that of KN-93, a known CaMKII inhibitor. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.012
• 作为产物：
  描述：

  4-苄氧基苯甲醛 在 manganese(IV) oxide 、 正丁基锂 、 二氧化碳 、 palladium 10% on activated carbon 、 氢气 作用下， 以 四氢呋喃 、 乙酸乙酯 、 丙酮 为溶剂， 反应 7.0h， 生成 [5-[tert-butyl(dimethyl)silyl]oxy-1H-indol-2-yl]-(4-hydroxyphenyl)methanone
  参考文献：
  名称：

  Structure and activity relationship of 2-(substituted benzoyl)-hydroxyindoles as novel CaMKII inhibitors

  摘要：

  A series of novel 2-substituted-5-hydroxyindoles were synthesized and evaluated for their inhibitory activity against CaMKII. Structure and activity relationship results indicated that potent inhibitory activity could be achieved by modification at the para-position of the phenyl ring of the high throughput screening hit compound 2. Among the prepared compounds, we identified 14 as a novel CaMKII inhibitor with an activity stronger than that of KN-93, a known CaMKII inhibitor. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.012