Ethyl 4-[3-(3-hydroxy-4-phenylmethoxybenzoyl)indol-1-yl]butanoate | 240483-63-0

• 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: Ethyl 4-[3-(3-hydroxy-4-phenylmethoxybenzoyl)indol-1-yl]butanoate
• CAS: 240483-63-0
• 化学式: C₂₈H₂₇NO₅
• 分子量: 457.526
• InChiKey: KWJMVRXSUXAGJN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  34
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  77.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Ethyl 4-[3-(3-hydroxy-4-phenylmethoxybenzoyl)indol-1-yl]butanoate 在 氢氧化钾 、 potassium carbonate 、 potassium iodide 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 4-[3-[3-[3-[4-(2-Methoxyphenyl)piperazin-1-yl]propoxy]-4-phenylmethoxybenzoyl]indol-1-yl]butanoic acid
  参考文献：
  名称：

  Dual-acting agents with α1-adrenoceptor antagonistic and steroid 5α-reductase inhibitory activities. Synthesis and evaluation of arylpiperazine derivatives

  摘要：

  A series of arylpiperazine derivatives were prepared and evaluated for their alpha(1)-adrenoceptor antagonistic activities and 5 alpha-reductase inhibitory activities. SAR study led to the identification of the potent dual-acting compound 2f, which had a pA(2) value of 7.5 for alpha(1)-adrenoceptor antagonism and an IC50 value of 1.5 nM for 5 alpha-reductase inhibition. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00230-9
• 作为产物：
  描述：

  溴甲苯 、 Ethyl 4-[3-(3,4-dihydroxybenzoyl)indol-1-yl]butanoate 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 Ethyl 4-[3-(3-hydroxy-4-phenylmethoxybenzoyl)indol-1-yl]butanoate
  参考文献：
  名称：

  Dual-acting agents with α1-adrenoceptor antagonistic and steroid 5α-reductase inhibitory activities. Synthesis and evaluation of arylpiperazine derivatives

  摘要：

  A series of arylpiperazine derivatives were prepared and evaluated for their alpha(1)-adrenoceptor antagonistic activities and 5 alpha-reductase inhibitory activities. SAR study led to the identification of the potent dual-acting compound 2f, which had a pA(2) value of 7.5 for alpha(1)-adrenoceptor antagonism and an IC50 value of 1.5 nM for 5 alpha-reductase inhibition. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00230-9