3-(Trityl-amino)-N-[4-(trityl-amino)-butyl]-propionamide | 443770-15-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 3-(Trityl-amino)-N-[4-(trityl-amino)-butyl]-propionamide
• 英文别名: 3-(tritylamino)-N-[4-(tritylamino)butyl]propanamide
• CAS: 443770-15-8
• 化学式: C₄₅H₄₅N₃O
• 分子量: 643.872
• InChiKey: OEDUEFMRRGJBRY-UHFFFAOYSA-N

物化性质

• 沸点：
  788.2±60.0 °C(Predicted)
• 密度：
  1.117±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.7
• 重原子数：
  49
• 可旋转键数：
  16
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  53.2
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(Trityl-amino)-N-[4-(trityl-amino)-butyl]-propionamide 在 劳森试剂 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以85%的产率得到3-(Trityl-amino)-N-[4-(trityl-amino)-butyl]-thiopropionamide
  参考文献：
  名称：

  Efficient Syntheses of 5-Aminoalkyl-1H-tetrazoles and of Polyamines Incorporating Tetrazole Rings

  摘要：

  Linear N-omega-tritylated omega-amino th iobenzylam ides and N-alpha,N-omega-ditritylated polyamino mono- or bisthioamides were efficiently converted to the corresponding tetrazole derivatives upon treatment with azidotrimethylsilane under Mitsunobu reaction conditions.

  DOI：

  10.1021/ol0477069
• 作为产物：
  描述：

  三苯基氯甲烷 在 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.5h， 生成 3-(Trityl-amino)-N-[4-(trityl-amino)-butyl]-propionamide
  参考文献：
  名称：

  Synthesis of Novel G Factor or Chloroquine-Artemisinin Hybrids and Conjugates with Potent Antiplasmodial Activity

  摘要：

  A series of novel hybrids of artemisinin (ART) with either a phytormone endoperoxide G factor analogue (GMeP) or chloroquine (CQ) and conjugates of the same compounds with the polyamines (PAs), spermidine (Spd), and homospermidine (Hsd) were synthesized and their antiplasmodial activity was evaluated using the CQ-resistant P. falciparum FcB1/Colombia strain. The ART-GMeP hybrid 5 and compounds 9 and 10 which are conjugates of Spd and Hsd with two molecules of ART and one molecule of GMeP, were the most potent with IC50 values of 2.6, 8.4, and 10.6 nM, respectively. The same compounds also presented the highest selectivity indexes against the primary human fibroblast cell line AB943 ranging from 16 372 for the hybrid 5 to 983 for the conjugate 10 of Hsd.

  DOI：

  10.1021/acsmedchemlett.9b00669

文献信息

• Synthetic studies toward the development of novel minoxidil analogs and conjugates with polyamines
  作者：George E. Magoulas、Stavros E. Bariamis、Constantinos M. Athanassopoulos、Dionissios Papaioannou

  DOI：10.1016/j.tetlet.2010.02.037

  日期：2010.4

  Syntheses of novel polyamine-modified minoxidil analogs (PMMs) and minoxidil-polyamine conjugates (MPCs) are described in an effort to improve the biological activity and selectivity of minoxidil and its poor solubility in water. (C) 2010 Elsevier Ltd. All rights reserved.
• Simple syntheses of the polyamine alkaloid tenuilobine and analogues using selectively N-tritylated polyamines and dicarboxylic acids as bridging elements
  作者：Stratos Vassis、Ioannis Govaris、Katerina Voyagi、Petros Mamos、Dionissios Papaioannou

  DOI：10.1016/s0040-4039(02)00338-6

  日期：2002.4

  Selectively N-tritylated spermidine and spermine derivatives and the monophenacyl ester of 1,16-hexadecanedioic acid (Hda) were used to obtain the polyamine alkaloid tenuilobine and its fully reduced analogue. Other symmetric or side-chain-shortened tenuilobine analogues were readily obtained by using Hda or its dichloride or succinic anhydride to bridge the polyamine moieties. (C) 2002 Elsevier Science Ltd. All rights reserved.