N-[(3S)-1-[2-[4-(3-chlorophenyl)piperazin-1-yl]ethyl]-2,5-dioxopyrrolidin-3-yl]adamantane-1-carboxamide | 1146214-16-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: N-[(3S)-1-[2-[4-(3-chlorophenyl)piperazin-1-yl]ethyl]-2,5-dioxopyrrolidin-3-yl]adamantane-1-carboxamide
• CAS: 1146214-16-5
• 化学式: C₂₇H₃₅ClN₄O₃
• 分子量: 499.053
• InChiKey: DUECMEBDKXOQHF-OZZUTDSSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  35
• 可旋转键数：
  6
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  73
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (2S)-1-(adamantane-1-carbonyl)-N-[2-[4-(3-chlorophenyl)piperazin-1-yl]ethyl]-5-oxopyrrolidine-2-carboxamide 在 氯化亚砜 、 三氟乙酸 作用下， 以 氯仿 为溶剂， 反应 10.0h， 生成 N-[(3S)-1-[2-[4-(3-chlorophenyl)piperazin-1-yl]ethyl]-2,5-dioxopyrrolidin-3-yl]adamantane-1-carboxamide
  参考文献：
  名称：

  The influence of an ethylene spacer on the 5-HT1A and 5-HT2A receptor affinity of arylpiperazine derivatives of amides with N-acylated amino acids and 3-differently substituted pyrrolidine-2,5-diones

  摘要：

  A library of ethylene analogs of the previously described arylpiperazines with N-acylated amino acids was synthesized on SynPhase (TM) Lanterns and the library representatives were evaluated for their 5-HT1A and 5-HT2A receptor affinities. The obtained results were compared with those reported for compounds containing propylene and a butylene spacer and they revealed that 5-HT1A receptor affinity decreased proportionally with the length of the alkyl chain. Furthermore, the synthesized 3-cycloalkyl derivatives containing two methylene group spacers (20, 21) showed that the 3-position of pyrrolidine-2,5-dione preferred substituents of hydrophobic character. (c) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.05.021