N-(8-aminooctyl)-N-[1-(2-phenylethyl)piperidin-4-yl]propanamide | 678188-85-7

• 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: N-(8-aminooctyl)-N-[1-(2-phenylethyl)piperidin-4-yl]propanamide
• CAS: 678188-85-7
• 化学式: C₂₄H₄₁N₃O
• 分子量: 387.609
• InChiKey: MCGVAOBFKMWLHB-UHFFFAOYSA-N

物化性质

• 沸点：
  531.1±50.0 °C(Predicted)
• 密度：
  1.02±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  28
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  49.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(8-aminooctyl)-N-[1-(2-phenylethyl)piperidin-4-yl]propanamide 在 三乙胺 、 三氟乙酸 、 mercury dichloride 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 N-(8-Guanidino-octyl)-N-(1-phenethyl-piperidin-4-yl)-propionamide
  参考文献：
  名称：

  Fentanyl derivatives bearing aliphatic alkaneguanidinium moieties: a new series of hybrid molecules with significant binding affinity for μ-opioid receptors and I2-imidazoline binding sites

  摘要：

  A new series of fentanyl derivatives [i.e., N-[1-(2-phenethyl)-4-piperidyl]-N-(guanidinoalkyl)propanamide] bearing aliphatic alkaneguanidinium moieties were prepared. Their affinities for the V opioid receptors and for the I-2-imidazoline binding sites (I-2-IBS) were determined on human post-mortem prefrontal cortex membranes. All of these hybrid compounds had significant and/or very high affinity for both receptors in the nanomolar range, meaning an improvement compared to the prototype N-[1-(2-phenethyl)-4-piperidyl]-N-(guanidinopropyl)propanamide previously reported. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.10.048
• 作为产物：
  描述：

  1-叔丁氧羰基-1,8-二氨基辛烷 在 吡啶 、 4-二甲氨基吡啶 、 4 A molecular sieve 、 sodium cyanoborohydride 、 溶剂黄146 、 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 2.5h， 生成 N-(8-aminooctyl)-N-[1-(2-phenylethyl)piperidin-4-yl]propanamide
  参考文献：
  名称：

  Fentanyl derivatives bearing aliphatic alkaneguanidinium moieties: a new series of hybrid molecules with significant binding affinity for μ-opioid receptors and I2-imidazoline binding sites

  摘要：

  A new series of fentanyl derivatives [i.e., N-[1-(2-phenethyl)-4-piperidyl]-N-(guanidinoalkyl)propanamide] bearing aliphatic alkaneguanidinium moieties were prepared. Their affinities for the V opioid receptors and for the I-2-imidazoline binding sites (I-2-IBS) were determined on human post-mortem prefrontal cortex membranes. All of these hybrid compounds had significant and/or very high affinity for both receptors in the nanomolar range, meaning an improvement compared to the prototype N-[1-(2-phenethyl)-4-piperidyl]-N-(guanidinopropyl)propanamide previously reported. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.10.048