ethyl 8-[cyano-(8-ethoxy-8-oxooctyl)amino]octanoate | 203114-47-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl 8-[cyano-(8-ethoxy-8-oxooctyl)amino]octanoate
• CAS: 203114-47-0
• 化学式: C₂₁H₃₈N₂O₄
• 分子量: 382.544
• InChiKey: VSYLXWHFAXKHQS-UHFFFAOYSA-N

物化性质

• 沸点：
  505.0±35.0 °C(Predicted)
• 密度：
  0.999±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.58
• 重原子数：
  27.0
• 可旋转键数：
  18.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  79.63
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  ethyl 8-[cyano-(8-ethoxy-8-oxooctyl)amino]octanoate 在 sodium hydroxide 作用下， 以 1,4-二氧六环 、 乙醇 、 水 为溶剂， 反应 26.0h， 生成 8,8'-((tertbutoxycarbonyl)azanediyl) dioctanoic acid
  参考文献：
  名称：

  Hydrophobicity versus activity in crosslinked interfacial peptide inhibitors of HIV-1 protease

  摘要：

  Crosslinked peptides with amino functionality incorporated within the tethering moiety 2a-c, 3a-c were synthesized and tested as interfacial inhibitors of HIV-1 protease. As part of a strategy to develop the novel method of dissociative inhibition as a viable pharmacological approach, compounds were made to test hydrophobicity and size requirements of the tethering moiety. In the case of crosslinked interfacial peptide inhibitors of HIV-1 protease, hydrophilic 2a-c and bulky hydrophobic 3a-c tethers decreased effectiveness by approximately 10- and 2-fold, respectively. (C) 1997 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(97)00572-7
• 作为产物：
  描述：

  8-溴辛酸乙酯 、 disodium cyanamide 在 sodium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以90%的产率得到ethyl 8-[cyano-(8-ethoxy-8-oxooctyl)amino]octanoate
  参考文献：
  名称：

  Hydrophobicity versus activity in crosslinked interfacial peptide inhibitors of HIV-1 protease

  摘要：

  Crosslinked peptides with amino functionality incorporated within the tethering moiety 2a-c, 3a-c were synthesized and tested as interfacial inhibitors of HIV-1 protease. As part of a strategy to develop the novel method of dissociative inhibition as a viable pharmacological approach, compounds were made to test hydrophobicity and size requirements of the tethering moiety. In the case of crosslinked interfacial peptide inhibitors of HIV-1 protease, hydrophilic 2a-c and bulky hydrophobic 3a-c tethers decreased effectiveness by approximately 10- and 2-fold, respectively. (C) 1997 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(97)00572-7