(±)-1-acetyl-N-(3-chloro-4-methylphenyl)-N-(3-(2-methyl-4-(4-methylbenzyl)piperazin-1-yl)propyl)piperidine-4-carboxamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: (±)-1-acetyl-N-(3-chloro-4-methylphenyl)-N-(3-(2-methyl-4-(4-methylbenzyl)piperazin-1-yl)propyl)piperidine-4-carboxamide
• 英文别名: 1-acetyl-N-(3-chloro-4-methylphenyl)-N-[3-[2-methyl-4-[(4-methylphenyl)methyl]piperazin-1-yl]propyl]piperidine-4-carboxamide
• 化学式: C₃₁H₄₃ClN₄O₂
• 分子量: 539.161
• InChiKey: DEYKOEXQQNSWIG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  38
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  47.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-chloro-N-(3-chloropropyl)-4-methylaniline 在 potassium carbonate 、 potassium iodide 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 (±)-1-acetyl-N-(3-chloro-4-methylphenyl)-N-(3-(2-methyl-4-(4-methylbenzyl)piperazin-1-yl)propyl)piperidine-4-carboxamide
  参考文献：
  名称：

  Design, synthesis, and biological evaluation of novel 2-methylpiperazine derivatives as potent CCR5 antagonists

  摘要：

  Three series of novel 2-methylpiperazine derivatives were designed and synthesized using a fragment-assembly strategy. Among them, six compounds (13, 16, 18, 22, 33, and 36) showed potent activity against CCR5 comparable to that of the positive control, maraviroc, in calcium mobilization assay. Moreover, some compounds were selected and further tested for their antiviral activity in HIV-1 single cycle assay. As a result, four compounds (13, 16, 33, and 36) showed antiviral activity at the nanomolar level. Additionally, the potent four compounds showed no cytotoxicity at a concentration of 10 mu M. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2014.12.052

文献信息

• Design, synthesis, and biological evaluation of novel 2-methylpiperazine derivatives as potent CCR5 antagonists
  作者：Suwen Hu、Zhilong Wang、Tingjun Hou、Xiaodong Ma、Jing Li、Tao Liu、Xin Xie、Yongzhou Hu

  DOI：10.1016/j.bmc.2014.12.052

  日期：2015.3

  Three series of novel 2-methylpiperazine derivatives were designed and synthesized using a fragment-assembly strategy. Among them, six compounds (13, 16, 18, 22, 33, and 36) showed potent activity against CCR5 comparable to that of the positive control, maraviroc, in calcium mobilization assay. Moreover, some compounds were selected and further tested for their antiviral activity in HIV-1 single cycle assay. As a result, four compounds (13, 16, 33, and 36) showed antiviral activity at the nanomolar level. Additionally, the potent four compounds showed no cytotoxicity at a concentration of 10 mu M. (C) 2015 Elsevier Ltd. All rights reserved.