t-butyl 4-[4-(1H-indol-3-yl)butanoyl]piperazine-1-carboxylate | 929870-02-0

• 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: t-butyl 4-[4-(1H-indol-3-yl)butanoyl]piperazine-1-carboxylate
• 英文别名: tert-butyl 4-(4-(1H-indol-3-yl)butanoyl)piperazine-1-carboxylate；tert-butyl 4-[4-(1H-indol-3-yl)butanoyl]piperazine-1-carboxylate
• CAS: 929870-02-0
• 化学式: C₂₁H₂₉N₃O₃
• 分子量: 371.48
• InChiKey: HPVMFLPLCWKVQM-UHFFFAOYSA-N

物化性质

• 沸点：
  576.6±50.0 °C(Predicted)
• 密度：
  1.186±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  65.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  t-butyl 4-[4-(1H-indol-3-yl)butanoyl]piperazine-1-carboxylate 在 sodium hydride 、 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 C₂₃H₂₇N₃O
  参考文献：
  名称：

  Indole derivatives as potent inhibitors of 5-lipoxygenase: Design, synthesis, biological evaluation, and molecular modeling

  摘要：

  A series of novel indole derivatives was designed, synthesized and evaluated by cell-based assays for their inhibitory activities against 5-LOX in rat peritoneal leukocytes. Most of them (30 out of 35) showed an inhibitory potency higher than the initial screening hit 1a (IC50 = 74 mu M). Selected compounds for concentration-response studies showed prominent inhibitory activities with IC50 values ranging from 0.74 mu M to 3.17 mu M. Four compounds (1m, 1s, 4a, and 6a) exhibited the most potent inhibitory activity compared to that of the reference drug (Zileuton), with IC50 values less than I mu M. Molecular modeling studies for compounds 1a, 3a, 4a, and 6a were also presented. The excellent in vitro activities of this class of compounds may possess potential for the treatment of LT-related diseases. (C) 2007 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2007.02.038
• 作为产物：
  描述：

  ethyl 4-[4-(1H-indol-3-yl)butanoyl]piperazine-1-carboxylate 在 水 、 sodium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 t-butyl 4-[4-(1H-indol-3-yl)butanoyl]piperazine-1-carboxylate
  参考文献：
  名称：

  1-取代-4-[4-(1H-吲哚-3-基)丁基]哌嗪的合成

  摘要：

  已经开发了用于制备在 1 位带有杂环和脂肪族取代基的各种 4-[4-(1 H-吲哚-3-基) 丁基] 哌嗪的便捷合成路线。在这项工作中，研究和评估了常见前体 4-[4-(1 H-indol-3-yl) 丁基] 哌嗪的一些合成可能性。

  DOI：

  10.3998/ark.5550190.p008.289

文献信息

• Indole derivatives as potent inhibitors of 5-lipoxygenase: Design, synthesis, biological evaluation, and molecular modeling
  作者：Mingfang Zheng、Mingyue Zheng、Deju Ye、Yangmei Deng、Shuifeng Qiu、Xiaomin Luo、Kaixian Chen、Hong Liu、Hualiang Jiang

  DOI：10.1016/j.bmcl.2007.02.038

  日期：2007.5

  A series of novel indole derivatives was designed, synthesized and evaluated by cell-based assays for their inhibitory activities against 5-LOX in rat peritoneal leukocytes. Most of them (30 out of 35) showed an inhibitory potency higher than the initial screening hit 1a (IC50 = 74 mu M). Selected compounds for concentration-response studies showed prominent inhibitory activities with IC50 values ranging from 0.74 mu M to 3.17 mu M. Four compounds (1m, 1s, 4a, and 6a) exhibited the most potent inhibitory activity compared to that of the reference drug (Zileuton), with IC50 values less than I mu M. Molecular modeling studies for compounds 1a, 3a, 4a, and 6a were also presented. The excellent in vitro activities of this class of compounds may possess potential for the treatment of LT-related diseases. (C) 2007 Published by Elsevier Ltd.
• Synthesis of 1-substituted-4-[4-(1H-indol-3-yl)butyl]piperazines
  作者：Linas Labanauskas、Rita Mazeikaite、Gintaras Urbelis、Olga Gedrimaite、Jurgis Sudzius、Inga Cikotiene

  DOI：10.3998/ark.5550190.p008.289

  日期：——

  A convenient synthetic route for preparation of various 4-[4-(1 H-indol-3-yl)butyl]piperazines bearing heterocyclic and aliphatic substituents in position 1 has been developed. During this work some synthetic possibilities of common precursor, 4-[4-(1 H-indol-3-yl)butyl]piperazine, were studied and evaluated.

  已经开发了用于制备在 1 位带有杂环和脂肪族取代基的各种 4-[4-(1 H-吲哚-3-基) 丁基] 哌嗪的便捷合成路线。在这项工作中，研究和评估了常见前体 4-[4-(1 H-indol-3-yl) 丁基] 哌嗪的一些合成可能性。