2-(4-(3-(5-bromo-1H-indol-3-yl)propyl)piperazin-1-yl)-N-cyclohexyl-N-phenylacetamide | 1452806-86-8

• 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: 2-(4-(3-(5-bromo-1H-indol-3-yl)propyl)piperazin-1-yl)-N-cyclohexyl-N-phenylacetamide
• 英文别名: 2-[4-[3-(5-bromo-1H-indol-3-yl)propyl]piperazin-1-yl]-N-cyclohexyl-N-phenylacetamide
• CAS: 1452806-86-8
• 化学式: C₂₉H₃₇BrN₄O
• 分子量: 537.543
• InChiKey: DRBSNSBZHWTRMO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  35
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  42.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-氯-N-环己烷-N-苯基乙胺 在 potassium carbonate 、 三氟乙酸 、 potassium iodide 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 32.0h， 生成 2-(4-(3-(5-bromo-1H-indol-3-yl)propyl)piperazin-1-yl)-N-cyclohexyl-N-phenylacetamide
  参考文献：
  名称：

  Design, Synthesis, and Evaluation of Indolebutylamines as a Novel Class of Selective Dopamine D3 Receptor Ligands

  摘要：

  A series of indolebutylamine derivatives were designed, synthesized, and evaluated as a novel class of selective ligands for the dopamine 3 receptor. The most potent compound 11q binds to dopamine 3 receptor with a Ki value of 124 nm and displays excellent selectivity over the dopamine 1 receptor and dopamine 2 receptor. Investigation based on structural information indicates that site S182 located in extracellular loop 2 may account for high selectivity of compounds. Interaction models of the dopamine 3 receptor‐11q complex and structure‐activity relationships were discussed by integrating all available experimental and computational data with the eventual aim to discover potent and selective ligands to dopamine 3 receptor.

  DOI：

  10.1111/cbdd.12158

文献信息

• Design, Synthesis, and Evaluation of Indolebutylamines as a Novel Class of Selective Dopamine D3 Receptor Ligands
  作者：Peng Du、Lili Xu、Jiye Huang、Kunqian Yu、Rui Zhao、Bo Gao、Hualiang Jiang、Weili Zhao、Xuechu Zhen、Wei Fu

  DOI：10.1111/cbdd.12158

  日期：2013.9

  A series of indolebutylamine derivatives were designed, synthesized, and evaluated as a novel class of selective ligands for the dopamine 3 receptor. The most potent compound 11q binds to dopamine 3 receptor with a Ki value of 124 nm and displays excellent selectivity over the dopamine 1 receptor and dopamine 2 receptor. Investigation based on structural information indicates that site S182 located in extracellular loop 2 may account for high selectivity of compounds. Interaction models of the dopamine 3 receptor‐11q complex and structure‐activity relationships were discussed by integrating all available experimental and computational data with the eventual aim to discover potent and selective ligands to dopamine 3 receptor.