(2S,6R)-2,6-dibenzyl-1-methylpiperidine | 1101197-23-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: (2S,6R)-2,6-dibenzyl-1-methylpiperidine
• CAS: 1101197-23-2
• 化学式: C₂₀H₂₅N
• 分子量: 279.425
• InChiKey: ZGOBYXXVUBHUTO-BGYRXZFFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  聚合甲醛 、 cis-2,6-dibenzylpiperidine 在 sodium cyanoborohydride 作用下， 以 甲醇 为溶剂， 生成 (2S,6R)-2,6-dibenzyl-1-methylpiperidine
  参考文献：
  名称：

  Synthesis and evaluation of a series of homologues of lobelane at the vesicular monoamine transporter-2

  摘要：

  A series of lobelane homologues has been synthesized and evaluated for their [(3)H]DTBZ binding affinity at the vesicular monoamine transporter-2 (VMAT2). The structure-activity relationships (SAR) indicate that for retention of binding affinity at VMAT2, the lengths of the methylene linkers should be no shorter than one methylene unit at C-6 of the piperidine ring, and no shorter than two methylene units at C-2 of the piperidine ring. These results indicate that the intramolecular distances between the piperidine ring and two phenyl rings in lobelane analogues are an important criterion for retention of high affinity at VMAT2. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.10.042

文献信息

• Synthesis and evaluation of a series of homologues of lobelane at the vesicular monoamine transporter-2
  作者：Guangrong Zheng、Linda P. Dwoskin、Agripina G. Deaciuc、Peter A. Crooks

  DOI：10.1016/j.bmcl.2008.10.042

  日期：2008.12

  A series of lobelane homologues has been synthesized and evaluated for their [(3)H]DTBZ binding affinity at the vesicular monoamine transporter-2 (VMAT2). The structure-activity relationships (SAR) indicate that for retention of binding affinity at VMAT2, the lengths of the methylene linkers should be no shorter than one methylene unit at C-6 of the piperidine ring, and no shorter than two methylene units at C-2 of the piperidine ring. These results indicate that the intramolecular distances between the piperidine ring and two phenyl rings in lobelane analogues are an important criterion for retention of high affinity at VMAT2. (C) 2008 Elsevier Ltd. All rights reserved.