(1-(4-isopropylpiperazin-1-yl)cyclobutyl)methanamine

• 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: (1-(4-isopropylpiperazin-1-yl)cyclobutyl)methanamine
• 英文别名: (1-(4-Isopropylpiperazin-1-yl)cyclobutyl)methanamine；[1-(4-propan-2-ylpiperazin-1-yl)cyclobutyl]methanamine
• 化学式: C₁₂H₂₅N₃
• 分子量: 211.351
• InChiKey: BHXJHBPGWIBZIC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  32.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1-(4-isopropylpiperazin-1-yl)cyclobutyl)methanamine 、 1-(3-(5-fluoro-1H-indol-2-yl)phenyl)piperidin-4-one 在 titanium(IV) isopropylate 、 三乙酰氧基硼氢化钠 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 13.0h， 以64%的产率得到1-(3-(5-fluoro-1H-indol-2-yl)phenyl)-N-((1-(4-isopropylpiperazin-1-yl)cyclobutyl)methyl)piperidin-4-amine
  参考文献：
  名称：

  Optimization of Phenyl Indole Inhibitors of the AAA+ ATPase p97

  摘要：

  Optimization of the side-chain of a phenyl indole scaffold identified from a high-throughput screening campaign for inhibitors of the AAA+ ATPase p97 is reported. The addition of an N-alkyl piperazine led to high potency of this series in a biochemical assay, activity in cell-based assays, and excellent pharmaceutical properties. Molecular modeling based on a subsequently obtained cryo-EM structure of p97 in complex with a phenyl indole was used to rationalize the potency of these allosteric inhibitors.

  DOI：

  10.1021/acsmedchemlett.8b00372
• 作为产物：
  描述：

  1-异丙基哌嗪 在 lithium aluminium tetrahydride 、 溶剂黄146 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 12.0h， 生成 (1-(4-isopropylpiperazin-1-yl)cyclobutyl)methanamine
  参考文献：
  名称：

  Optimization of Phenyl Indole Inhibitors of the AAA+ ATPase p97

  摘要：

  Optimization of the side-chain of a phenyl indole scaffold identified from a high-throughput screening campaign for inhibitors of the AAA+ ATPase p97 is reported. The addition of an N-alkyl piperazine led to high potency of this series in a biochemical assay, activity in cell-based assays, and excellent pharmaceutical properties. Molecular modeling based on a subsequently obtained cryo-EM structure of p97 in complex with a phenyl indole was used to rationalize the potency of these allosteric inhibitors.

  DOI：

  10.1021/acsmedchemlett.8b00372

文献信息

• Optimization of Phenyl Indole Inhibitors of the AAA+ ATPase p97
  作者：Matthew G. LaPorte、James C. Burnett、Raffaele Colombo、Stacie L. Bulfer、Celeste Alverez、Tsui-Fen Chou、R. Jeffrey Neitz、Neal Green、William J. Moore、Zhizhou Yue、Shan Li、Michelle R. Arkin、Peter Wipf、Donna M. Huryn

  DOI：10.1021/acsmedchemlett.8b00372

  日期：2018.11.8

  Optimization of the side-chain of a phenyl indole scaffold identified from a high-throughput screening campaign for inhibitors of the AAA+ ATPase p97 is reported. The addition of an N-alkyl piperazine led to high potency of this series in a biochemical assay, activity in cell-based assays, and excellent pharmaceutical properties. Molecular modeling based on a subsequently obtained cryo-EM structure of p97 in complex with a phenyl indole was used to rationalize the potency of these allosteric inhibitors.