4-(5-piperidinopentyl)-1,2-(methylenedioxy)benzene | 90670-01-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: 4-(5-piperidinopentyl)-1,2-(methylenedioxy)benzene
• 英文别名: 1-[5-(1,3-Benzodioxol-5-yl)pentyl]piperidine
• CAS: 90670-01-2
• 化学式: C₁₇H₂₅NO₂
• 分子量: 275.391
• InChiKey: SKSZXELYOMCQCK-UHFFFAOYSA-N

物化性质

• 沸点：
  397.0±21.0 °C(Predicted)
• 密度：
  1.073±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  21.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(5-piperidinopentyl)-1,2-(methylenedioxy)benzene 在 甲醇 、 1-氯乙基氯甲酸酯 作用下， 生成 5-(5-Chloro-pentyl)-benzo[1,3]dioxole
  参考文献：
  名称：

  Tests of a piperidino mask for the protection of functionalized carbon sites in multistep syntheses

  摘要：

  DOI：

  10.1021/jo00189a029
• 作为产物：
  描述：

  胡椒碱 在 palladium on activated charcoal lithium aluminium tetrahydride 、 氢气 作用下， 以 甲醇 、 乙醚 为溶剂， 反应 6.0h， 生成 4-(5-piperidinopentyl)-1,2-(methylenedioxy)benzene
  参考文献：
  名称：

  Is a Nitrogen Atom an Important Pharmacophoric Element in Sigma Ligand Binding?

  摘要：

  A lingering question in sigma receptor ligand development is whether a nitrogen atom serves as an important pharmacophoric clement in binding affinity. To address this question, we have synthesized several phenylalkylpiperidines and phenylalkylpiperazines and demonstrated that removal of the N atom from a typical phenylalkylpiperidine led to little or no binding to sigma receptors. Tn addition, where two N atoms occur in a compound, such as with phenylalkylpiperazines, the N atom on the longer alkyl chain appears to be more important. Thus, based on this study, the N atom is an important pharmacophoric element in the binding of phenylalkyllpiperidines and phenylalkylpiperazines to sigma receptors. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00148-6

文献信息

• OLOFSON, R. A.;ABBOTT, D. E., J. ORG. CHEM., 1984, 49, N 15, 2795-2799
  作者：OLOFSON, R. A.、ABBOTT, D. E.

  DOI：——

  日期：——
• Tests of a piperidino mask for the protection of functionalized carbon sites in multistep syntheses
  作者：R. A. Olofson、Duain E. Abbott

  DOI：10.1021/jo00189a029

  日期：1984.7
• Is a Nitrogen Atom an Important Pharmacophoric Element in Sigma Ligand Binding?
  作者：Seth Y Ablordeppey、James B Fischer、Richard A Glennon

  DOI：10.1016/s0968-0896(00)00148-6

  日期：2000.8

  A lingering question in sigma receptor ligand development is whether a nitrogen atom serves as an important pharmacophoric clement in binding affinity. To address this question, we have synthesized several phenylalkylpiperidines and phenylalkylpiperazines and demonstrated that removal of the N atom from a typical phenylalkylpiperidine led to little or no binding to sigma receptors. Tn addition, where two N atoms occur in a compound, such as with phenylalkylpiperazines, the N atom on the longer alkyl chain appears to be more important. Thus, based on this study, the N atom is an important pharmacophoric element in the binding of phenylalkyllpiperidines and phenylalkylpiperazines to sigma receptors. (C) 2000 Elsevier Science Ltd. All rights reserved.