bis-(N-cyclohexyl-3-aminopropyl)amine | 80638-40-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: bis-(N-cyclohexyl-3-aminopropyl)amine
• 英文别名: bis-(3-cyclohexylamino-propyl)-amine；N~1~-Cyclohexyl-N~3~-[3-(cyclohexylamino)propyl]propane-1,3-diamine；N'-cyclohexyl-N-[3-(cyclohexylamino)propyl]propane-1,3-diamine
• CAS: 80638-40-0
• 化学式: C₁₈H₃₇N₃
• 分子量: 295.512
• InChiKey: HIOFZSRVLSMAQT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  21
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  36.1
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3,3'-二氨基二丙基胺 、 环己酮 在 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 24.0h， 生成 bis-(N-cyclohexyl-3-aminopropyl)amine
  参考文献：
  名称：

  Transport of the highly charged myo-inositol hexakisphosphate molecule across the red blood cell membrane: a phase transfer and biological study

  摘要：

  To address the problem or delivering highly charged small molecules, Such as phytic acid (InsP(6) or IHP), across biological membranes, we investigated an approach based on a non-covalent interaction between transport molecule(s) and IHP. Thus, we synthesized a collection of compounds containing IHP ionically bound to lipophilic (but non-lipidic) ammonium or poly-ammonium cations. First, we assessed the ability of these water-soluble salts to cross a biological membrane by measuring partition coefficients between human serum and I-octanol. In view of the ability of IHP to act as potent effector for oxygen release, the O-2-hemoglobin dissociation Curves were then measured for the most efficient salts on whole blood. From both the biological and the physical properties of IHP-ammoniums salts e determined that cycloalkylamines (or poly-amines) were the best transport molecules, especially cycloheptyl- and cyclooctylamine. Indeed, the octanol/serum partition coefficient of IHP undecacycloocty-lammonium salt, is superior to 1, which is very favorable for potential uptake into the red blood cell membrane. A qualitative correlation was found between the partitioning experiments and the biological evaluations performed on whole blood. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00162-1

文献信息

• PREPARATION OF TRIMETHYLENEDIAMINES
  作者：ALBERT E. FROST、ARTHUR E. MARTELL

  DOI：10.1021/jo01147a009

  日期：1950.1
• Transport of the highly charged myo-inositol hexakisphosphate molecule across the red blood cell membrane: a phase transfer and biological study
  作者：Stéphane P Vincent、Jean-Marie Lehn、Jaime Lazarte、Claude Nicolau

  DOI：10.1016/s0968-0896(02)00162-1

  日期：2002.9

  To address the problem or delivering highly charged small molecules, Such as phytic acid (InsP(6) or IHP), across biological membranes, we investigated an approach based on a non-covalent interaction between transport molecule(s) and IHP. Thus, we synthesized a collection of compounds containing IHP ionically bound to lipophilic (but non-lipidic) ammonium or poly-ammonium cations. First, we assessed the ability of these water-soluble salts to cross a biological membrane by measuring partition coefficients between human serum and I-octanol. In view of the ability of IHP to act as potent effector for oxygen release, the O-2-hemoglobin dissociation Curves were then measured for the most efficient salts on whole blood. From both the biological and the physical properties of IHP-ammoniums salts e determined that cycloalkylamines (or poly-amines) were the best transport molecules, especially cycloheptyl- and cyclooctylamine. Indeed, the octanol/serum partition coefficient of IHP undecacycloocty-lammonium salt, is superior to 1, which is very favorable for potential uptake into the red blood cell membrane. A qualitative correlation was found between the partitioning experiments and the biological evaluations performed on whole blood. (C) 2002 Elsevier Science Ltd. All rights reserved.