1-[3-(6-Methoxynaphthalen-1-yl)propyl]-2,2,6,6-tetramethylpiperidine | 1428246-53-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-[3-(6-Methoxynaphthalen-1-yl)propyl]-2,2,6,6-tetramethylpiperidine
• 英文别名: 1-[3-(6-methoxynaphthalen-1-yl)propyl]-2,2,6,6-tetramethylpiperidine
• CAS: 1428246-53-0
• 化学式: C₂₃H₃₃NO
• 分子量: 339.521
• InChiKey: NTBUYKDNVAQONB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2,2,6,6-四甲基哌啶 、 1-(3-bromopropyl)-6-methoxynaphthalene 在 sodium carbonate 、 potassium iodide 作用下， 以 乙腈 为溶剂， 反应 48.0h， 以15%的产率得到1-[3-(6-Methoxynaphthalen-1-yl)propyl]-2,2,6,6-tetramethylpiperidine
  参考文献：
  名称：

  Investigation of σ receptors agonist/antagonist activity through N-(6-methoxytetralin-1-yl)- and N-(6-methoxynaphthalen-1-yl)alkyl derivatives of polymethylpiperidines

  摘要：

  A series of polymethyl-substituted piperidines linked to either a 6-methoxy-1,2,3,4-tetrahydronaphthalen-l-yl or a 6-methoxynaphthalen-1-yl moiety was generated with the aim of verifying a previously generated hypothesis: tetralin and naphthalene nuclei confer opposite activity at the sigma(1) receptor. Compounds 6, 9 and 10 displayed appreciable affinity at both sigma subtypes, but none of the novel compounds displayed significant antiproliferative activity in MCF7wt and MCF7 sigma 1 cell lines. The effect on bradikynin-triggered Ca2+ mobilization was studied as a methodology to suggest a receptors mediated activity. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.01.034

文献信息

• Investigation of σ receptors agonist/antagonist activity through N-(6-methoxytetralin-1-yl)- and N-(6-methoxynaphthalen-1-yl)alkyl derivatives of polymethylpiperidines
  作者：Mauro Niso、Carmen Abate、Savina Ferorelli、Giuseppe Cassano、Giuseppe Gasparre、Roberto Perrone、Francesco Berardi

  DOI：10.1016/j.bmc.2013.01.034

  日期：2013.4

  A series of polymethyl-substituted piperidines linked to either a 6-methoxy-1,2,3,4-tetrahydronaphthalen-l-yl or a 6-methoxynaphthalen-1-yl moiety was generated with the aim of verifying a previously generated hypothesis: tetralin and naphthalene nuclei confer opposite activity at the sigma(1) receptor. Compounds 6, 9 and 10 displayed appreciable affinity at both sigma subtypes, but none of the novel compounds displayed significant antiproliferative activity in MCF7wt and MCF7 sigma 1 cell lines. The effect on bradikynin-triggered Ca2+ mobilization was studied as a methodology to suggest a receptors mediated activity. (C) 2013 Elsevier Ltd. All rights reserved.