tris-(N-cyclohexyl-2-aminoethyl)amine | 129323-74-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: tris-(N-cyclohexyl-2-aminoethyl)amine
• 英文别名: N'-Cyclohexyl-N,N-bis[(2-cyclohexylamino)ethyl]1,2,-ethanediamine；N-cyclohexyl-N',N'-bis[2-(cyclohexylamino)ethyl]ethane-1,2-diamine
• CAS: 129323-74-6
• 化学式: C₂₄H₄₈N₄
• 分子量: 392.672
• InChiKey: MPSBDRUUXLXAIY-UHFFFAOYSA-N

物化性质

• 沸点：
  534.0±30.0 °C(Predicted)
• 密度：
  0.98±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  28
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  39.3
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  聚合甲醛 、 tris-(N-cyclohexyl-2-aminoethyl)amine 在 甲酸 作用下， 以 水 为溶剂， 以82%的产率得到N-cyclohexyl-N',N'-bis[2-[cyclohexyl(methyl)amino]ethyl]-N-methylethane-1,2-diamine
  参考文献：
  名称：

  Cholesterol-lowering bile acid-binding agents: novel lipophilic polyamines

  摘要：

  A series of novel lipophilic polyamines was synthesized by the sodium cyanoborohydride-mediated reductive amination of various ketones and aldehydes with the polyamine tris(2-aminoethyl)amine. Two of these compounds, N,N-bis[2-(cyclododecylamino)ethyl]-N'-benzyl-1,2-ethanediamine trihydrochloride (36.3HCl) and N,N-bis[2-(cyclododecylmethylamino)ethyl]-N',N'-dimethyl-1,2-ethaediamine (23), are 29 and 24 times more potent than colestipol hydrochloride, respectively, for lowering animal serum cholesterol levels.

  DOI：

  10.1021/jm00085a011
• 作为产物：
  描述：

  三(2-氨基乙基)胺 、 环己酮 在 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 36.0h， 以92%的产率得到tris-(N-cyclohexyl-2-aminoethyl)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

• LIPOPHILIC POLYAMINES USEFUL FOR TREATING HYPERCHOLESTEROLEMIA
  申请人：THE UPJOHN COMPANY

  公开号：EP0424385A1

  公开（公告）日：1991-05-02
• US5192798A
  申请人：——

  公开号：US5192798A

  公开（公告）日：1993-03-09
• [EN] LIPOPHILIC POLYAMINES USEFUL FOR TREATING HYPERCHOLESTEROLEMIA
  申请人：THE UPJOHN COMPANY

  公开号：WO1989008098A2

  公开（公告）日：1989-09-08

  (EN) This invention relates to novel lipophilic polyamides of the formula Z1-(CH2)n-Y1-X1-R1, the method of using these compounds to treat hypercholesterolemia, and intermediates thereto.(FR) Cette invention concerne de nouvelles polyamines lipophiles de la formule Z1-(CH2)n-Y1-X1-R1, le procédé d'utilisation de ces composés afin de traiter l'hypercholestérolémie, ainsi que des intermédiaires de ceux-ci.
• [EN] AMMONIUM SALTS OF INOSITOL HEXAPHOSPHATE AND USES THEREOF<br/>[FR] SELS AMMONIUM D'INOSITOL HEXAPHOSPHATE ET LEURS UTILISATIONS
  申请人：GMP COMPANIES INC

  公开号：WO2002010177A1

  公开（公告）日：2002-02-07

  The present invention comprises compounds, compositions thereof, and methods capable of delivering inositol hexaphosphate (IHP) to the cytoplasm of mammalian cells. In certain embodiments, the present invention relates to compounds, compositions thereof, and methods that enhance the ability of mammalian red blood cells to deliver oxygen, by delivering IHP to the cytoplasm of the red blood cells.