N¹E,N³E-N¹,N³-bis((1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ylidene)propane-1,3-diamine

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: N¹E,N³E-N¹,N³-bis((1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ylidene)propane-1,3-diamine
• 化学式: C₂₃H₃₈N₂
• 分子量: 342.568
• InChiKey: MKAXXQKIOJDCOU-SWLCFDCESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.95
• 重原子数：
  25.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  24.72
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  白樟油 、 1,3-丙二胺 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 以73 %的产率得到N¹E,N³E-N¹,N³-bis((1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ylidene)propane-1,3-diamine
  参考文献：
  名称：

  柔性含樟脑席夫碱手性的构象和超分子方面作为螺旋液晶的诱导剂。

  摘要：

  对构象状态和缔合对立体化学非刚性生物活性双樟脑丙烯二胺 (CPDA) 的手性及其诱导烷氧基氰基联苯液晶二元混合物的螺旋中间相的能力的影响进行了实验和理论研究。在CPDA结构的量子化学模拟的基础上，检测到四种相对稳定的构象异构体。比较计算的和实验的电子圆二色性 (ECD) 和 1H、13C、15N NMR 光谱，以及特定的旋光度和偶极矩，允许建立 dicamphorodiimine 和 CPDA 最可能的反式左旋构象状态 (tg)具有主要相互平行排列的分子偶极子的二聚体。通过偏光显微镜研究了基于氰基联苯和双樟脑丙烯二胺的 LC 混合物中螺旋相的诱导。测量了中间相的间隙温度和螺距。计算螺旋扭转力 (HTP)。随着掺杂剂浓度的增加，HTP 的减少显示与 LC 相中的 CPDA 缔合过程有关。比较了各种结构的含樟脑手性掺杂剂对向列液晶的影响。CB-2 中 CPDA 溶液的介电常数和双折射分量的值是

  DOI：

  10.3390/molecules28052388

文献信息

• Camphor-based symmetric diimines as inhibitors of influenza virus reproduction
  作者：Anastasiya S. Sokolova、Оlga I. Yarovaya、Dina V. Korchagina、Vladimir V. Zarubaev、Tatiana S. Tretiak、Pavel M. Anfimov、Oleg I. Kiselev、Nariman F. Salakhutdinov

  DOI：10.1016/j.bmc.2014.02.038

  日期：2014.4

  Influenza is a continuing world-wide public health problem that causes significant morbidity and mortality during seasonal epidemics and sporadic pandemics. The purpose of the study was synthesis and investigation of antiviral activity of camphor-based symmetric diimines and diamines. A set of C2-symmetric nitrogen-containing camphor derivatives have been synthesized. The antiviral activity of these compounds was studied against rimantadine- and amantadine-resistant influenza virus A/California/7/09 (H1N1)pdm09 in MDCK cells. The highest efficacy in virus inhibiting was shown for compounds 2a-e with cage moieties bound by aliphatic linkers. The therapeutic index (selectivity index) for 2b exceeded that for reference compounds amantadine, deitiforin and rimantadine almost 10-fold. As shown by structure-activity analysis, the length of the linker has a dramatic effect on the toxicity of compounds. Compound 2e with -C12H24-linker exhibited the lowest toxicity (CTD50 = 2216 mu M). Derivatives of camphor, therefore, can be considered as prospective antiinfluenza compounds active against influenza viruses resistant to adamantane-based drugs. (C) 2014 Elsevier Ltd. All rights reserved.
• Raza, Zlata; Dakovic, Senka; Vinkovic, Vladimir, Croatica Chemica Acta, 1996, vol. 69, # 4, p. 1545 - 1559
  作者：Raza, Zlata、Dakovic, Senka、Vinkovic, Vladimir、Sunjic, Vitomir

  DOI：——

  日期：——