4-(4-Benzyl-piperazin-1-yl)-1,3-dihydro-indol-2-one

• 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: 4-(4-Benzyl-piperazin-1-yl)-1,3-dihydro-indol-2-one
• 英文别名: 4-(4-benzylpiperazin-1-yl)-1,3-dihydroindol-2-one
• 化学式: C₁₉H₂₁N₃O
• 分子量: 307.395
• InChiKey: TUVRDSTTWFDDHW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  35.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N,N-双(2-氯乙基)苯甲胺 在 N-溴代丁二酰亚胺(NBS) 、 磷酸 作用下， 以 乙二醇甲醚 、 正丁醇 为溶剂， 生成 4-(4-Benzyl-piperazin-1-yl)-1,3-dihydro-indol-2-one
  参考文献：
  名称：

  New generation dopaminergic agents. 5. heterocyclic bioisosteres that exploit the 3-OH-N1-phenylpiperazine dopaminergic template

  摘要：

  The synthesis of several bioisosteric analogs based on the 3-OH-N'-phenylpiperazine dopamine D-2 agonist template (i.e., 4) is described. The indolone (5) and 2-CF3-benzimidazole (13) were observed to have: excellent affinity for the D-2 receptor. Several Dq selective compounds were also identified. Molecular modeling studies and a putative bioactive conformation are discussed. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00474-0

文献信息

• New generation dopaminergic agents. 5. heterocyclic bioisosteres that exploit the 3-OH-N1-phenylpiperazine dopaminergic template
  作者：Richard E. Mewshaw、Antoine Verwijs、Xiaojie Shi、Georgia B. McGaughey、James A. Nelson、Hossein Mazandarani、Julie A. Brennan、Karen L. Marquis、Joseph Coupet、Terrance H. Andree

  DOI：10.1016/s0960-894x(98)00474-0

  日期：1998.10

  The synthesis of several bioisosteric analogs based on the 3-OH-N'-phenylpiperazine dopamine D-2 agonist template (i.e., 4) is described. The indolone (5) and 2-CF3-benzimidazole (13) were observed to have: excellent affinity for the D-2 receptor. Several Dq selective compounds were also identified. Molecular modeling studies and a putative bioactive conformation are discussed. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.