[1-(4-Propan-2-ylpiperazin-1-yl)cyclohexyl]methanamine | 1155110-31-8

• 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-Propan-2-ylpiperazin-1-yl)cyclohexyl]methanamine
• CAS: 1155110-31-8
• 化学式: C₁₄H₂₉N₃
• mdl: MFCD11043209
• 分子量: 239.404
• InChiKey: BYXLODONBOMCFN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  17
• 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-Propan-2-ylpiperazin-1-yl)cyclohexyl]methanamine 、 2-乙基苯甲酰氯 在 吡啶 作用下， 反应 24.0h， 生成 2-ethyl-N-[[1-(4-propan-2-ylpiperazin-1-yl)cyclohexyl]methyl]benzamide
  参考文献：
  名称：

  Discovery of a novel series of selective HCN1 blockers

  摘要：

  The discovery of a series of novel, potent, and selective blockers of the cyclic nucleotide-modulated channel HCN1 is disclosed. Here we report an SAR study around a series of selective blockers of the HCN1 channel. Utilization of a high-throughput VIPR assay led to the identification of a novel series of 2,2-disubstituted indane derivatives, which had moderate selectivity and potency at HCN1. Optimization of this hit led to the identification of the potent, 1,1-disubstituted cyclohexane HCN1 blocker, 2-ethoxy- N-(( 1-(4-isopropylpiperazin-1-yl) cyclohexyl) methyl) benzamide. The work leading to the discovery of this compound is described herein. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.07.051
• 作为产物：
  描述：

  1-异丙基哌嗪 在 lithium aluminium tetrahydride 、 zinc(II) iodide 作用下， 以 甲醇 、 乙醚 为溶剂， 反应 8.0h， 生成 [1-(4-Propan-2-ylpiperazin-1-yl)cyclohexyl]methanamine
  参考文献：
  名称：

  Discovery of a novel series of selective HCN1 blockers

  摘要：

  The discovery of a series of novel, potent, and selective blockers of the cyclic nucleotide-modulated channel HCN1 is disclosed. Here we report an SAR study around a series of selective blockers of the HCN1 channel. Utilization of a high-throughput VIPR assay led to the identification of a novel series of 2,2-disubstituted indane derivatives, which had moderate selectivity and potency at HCN1. Optimization of this hit led to the identification of the potent, 1,1-disubstituted cyclohexane HCN1 blocker, 2-ethoxy- N-(( 1-(4-isopropylpiperazin-1-yl) cyclohexyl) methyl) benzamide. The work leading to the discovery of this compound is described herein. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.07.051

文献信息

• Discovery of a novel series of selective HCN1 blockers
  作者：Kelly J. McClure、Michael Maher、Nancy Wu、Sandra R. Chaplan、William A. Eckert、Dong H. Lee、Alan D. Wickenden、Michelle Hermann、Brett Allison、Natalie Hawryluk、J. Guy Breitenbucher、Cheryl A. Grice

  DOI：10.1016/j.bmcl.2011.07.051

  日期：2011.9

  The discovery of a series of novel, potent, and selective blockers of the cyclic nucleotide-modulated channel HCN1 is disclosed. Here we report an SAR study around a series of selective blockers of the HCN1 channel. Utilization of a high-throughput VIPR assay led to the identification of a novel series of 2,2-disubstituted indane derivatives, which had moderate selectivity and potency at HCN1. Optimization of this hit led to the identification of the potent, 1,1-disubstituted cyclohexane HCN1 blocker, 2-ethoxy- N-(( 1-(4-isopropylpiperazin-1-yl) cyclohexyl) methyl) benzamide. The work leading to the discovery of this compound is described herein. (C) 2011 Elsevier Ltd. All rights reserved.