benzyl 2-(7-ethyl-1H-indol-3-yl)acetate | 1398631-64-5

• 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: benzyl 2-(7-ethyl-1H-indol-3-yl)acetate
• CAS: 1398631-64-5
• 化学式: C₁₉H₁₉NO₂
• 分子量: 293.365
• InChiKey: APECQCWATOONFD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  42.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  benzyl 2-(7-ethyl-1H-indol-3-yl)acetate 在 10% Pd/C 、 potassium tert-butylate 、 氢气 作用下， 以 四氢呋喃 、 乙酸乙酯 为溶剂， -78.0~-15.0 ℃ 、101.33 kPa 条件下， 反应 6.0h， 生成 1-(4-chlorobenzoyl)-7-ethyl-2-methylindole-3-yl acetic acid
  参考文献：
  名称：

  Design and Synthesis of Indomethacin Analogues That Inhibit P-Glycoprotein and/or Multidrug Resistant Protein without Cox Inhibitory Activity

  摘要：

  We designed and synthesized conformationally restricted analogues and regioisomers of the nonsteroidal anti-inflammatory drug indomethacin. Evaluation of the inhibitory effects of these compounds on COX, P-glycoprotein, and multidrug resistance indicated that NSAIDS modulation of multidrug-resistant P-glycoprotein and multidrug-resistant protein-1 is not associated with COX-1 and COX-2 inhibitory activities.

  DOI：

  10.1021/jm301084z
• 作为产物：
  描述：

  7-乙基吲哚 、 碘乙酸苄基酯 在 正丁基锂 、 zinc(II) chloride 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 16.0h， 以28%的产率得到benzyl 2-(7-ethyl-1H-indol-3-yl)acetate
  参考文献：
  名称：

  Design and Synthesis of Indomethacin Analogues That Inhibit P-Glycoprotein and/or Multidrug Resistant Protein without Cox Inhibitory Activity

  摘要：

  We designed and synthesized conformationally restricted analogues and regioisomers of the nonsteroidal anti-inflammatory drug indomethacin. Evaluation of the inhibitory effects of these compounds on COX, P-glycoprotein, and multidrug resistance indicated that NSAIDS modulation of multidrug-resistant P-glycoprotein and multidrug-resistant protein-1 is not associated with COX-1 and COX-2 inhibitory activities.

  DOI：

  10.1021/jm301084z

文献信息

• Design and Synthesis of Indomethacin Analogues That Inhibit P-Glycoprotein and/or Multidrug Resistant Protein without Cox Inhibitory Activity
  作者：Mitsuhiro Arisawa、Yayoi Kasaya、Tohru Obata、Takuma Sasaki、Tomonori Nakamura、Takuya Araki、Koujirou Yamamoto、Akito Sasaki、Akihito Yamano、Mika Ito、Hiroshi Abe、Yoshihiro Ito、Satoshi Shuto

  DOI：10.1021/jm301084z

  日期：2012.9.27

  We designed and synthesized conformationally restricted analogues and regioisomers of the nonsteroidal anti-inflammatory drug indomethacin. Evaluation of the inhibitory effects of these compounds on COX, P-glycoprotein, and multidrug resistance indicated that NSAIDS modulation of multidrug-resistant P-glycoprotein and multidrug-resistant protein-1 is not associated with COX-1 and COX-2 inhibitory activities.