1-(4-p-tolyl-butyl)-piperidine | 1190882-47-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(4-p-tolyl-butyl)-piperidine
• 英文别名: 1-[4-(4-methylphenyl)butyl]piperidine
• CAS: 1190882-47-3
• 化学式: C₁₆H₂₅N
• 分子量: 231.381
• InChiKey: ZJZNOPQUDXUEDU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 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：

  4-(4-methylphenyl)-1-piperidin-1-ylbutan-1-one 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 1-(4-p-tolyl-butyl)-piperidine
  参考文献：
  名称：

  Structural determinants for histamine H1 affinity, hERG affinity and QTc prolongation in a series of terfenadine analogs

  摘要：

  In the late 1980's reports linking the non-sedating antihistamines terfenadine and astemizole with torsades de pointes, a form of ventricular tachyarrhythmia that can degenerate into ventricular fibrillation and sudden death, appeared in the clinical literature. A substantial body of evidence demonstrates that the arrhythmogenic effect of these cardiotoxic antihistamines, as well as a number of structurally related compounds, results from prolongation of the QT interval due to suppression of specific delayed rectifier ventricular K+ currents via blockade of the hERG-IKr channel. In order to better understand the structural requirements for hERG and H-1 binding for terfenadine, a series of analogs of terfenadine has been prepared and studied in both in vitro and in vivo hERG and H-1 assays. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.07.047

文献信息

• Rhodium catalyzed selective hydroaminomethylation of biorenewable eugenol under aqueous biphasic condition
  作者：Samadhan A. Jagtap、Shilpa P. Gowalkar、Eric Monflier、Anne Ponchel、Bhalchandra M. Bhanage

  DOI：10.1016/j.mcat.2018.04.005

  日期：2018.6

  precursor/loading and the ratio of Metal/Ligand/Cyclodextrin were also investigated. The addition of cyclodextrins as a mass transfer agent remarkably increased the rate reaction and the selectivity of linear amines, specially in the case of RAME-β-CD. So, the Rh/TPPTS/RAME-β-CD as a catalyst exhibited high conversion (92%) and selectivity (79.2%) towards the linear amine as major product under mild conditions

  这项工作报道了在水性介质中丁香酚，茴香脑和雌蕊具有哌啶的高度区域选择性氢氨基甲基化。该催化体系由通过三磺化三苯膦（TPPTS）稳定的铑配合物和天然或化学修饰的环糊精组成。各种环糊精，例如α-环糊精（α-CD），β-环糊精（β -CD），γ-环糊精（γ -CD），2-羟丙基β-环糊精（hp- β -CD）和随机甲基化的β -环糊精（RAME- β-CD）已经过测试。还研究了不同参数的影响，例如合成气压力，时间，温度，催化剂前体/负载量以及金属/配体/环糊精的比例。特别是在RAME-β-CD的情况下，加入环糊精作为传质剂显着提高了速率反应和线性胺的选择性。因此，在温和条件下，作为催化剂的Rh / TPPTS /RAME-β-CD表现出较高的转化率（92％）和对线性胺的选择性（79.2％）。最终，催化体系被循环使用了五次，而活性和选择性没有明显损失。
• Structural determinants for histamine H1 affinity, hERG affinity and QTc prolongation in a series of terfenadine analogs
  作者：Robert Aslanian、John J. Piwinski、Xiaohong Zhu、Tony Priestley、Steve Sorota、Xiao-Yi Du、Xue-Song Zhang、Robbie L. McLeod、Robert E. West、Shirley M. Williams、John A. Hey

  DOI：10.1016/j.bmcl.2009.07.047

  日期：2009.9

  In the late 1980's reports linking the non-sedating antihistamines terfenadine and astemizole with torsades de pointes, a form of ventricular tachyarrhythmia that can degenerate into ventricular fibrillation and sudden death, appeared in the clinical literature. A substantial body of evidence demonstrates that the arrhythmogenic effect of these cardiotoxic antihistamines, as well as a number of structurally related compounds, results from prolongation of the QT interval due to suppression of specific delayed rectifier ventricular K+ currents via blockade of the hERG-IKr channel. In order to better understand the structural requirements for hERG and H-1 binding for terfenadine, a series of analogs of terfenadine has been prepared and studied in both in vitro and in vivo hERG and H-1 assays. (C) 2009 Elsevier Ltd. All rights reserved.