1,5-bis-(4-acetylamino-phenoxy)-pentane | 104209-30-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,5-bis-(4-acetylamino-phenoxy)-pentane
• 英文别名: 1,5-Bis-(4-acetylamino-phenoxy)-pentan；Acetamide, N,N'-[1,5-pentanediylbis(oxy-4,1-phenylene)]bis-；N-[4-[5-(4-acetamidophenoxy)pentoxy]phenyl]acetamide
• CAS: 104209-30-5
• 化学式: C₂₁H₂₆N₂O₄
• 分子量: 370.448
• InChiKey: QIHLYCRZAHFULL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  27
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  76.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,5-bis-(4-acetylamino-phenoxy)-pentane 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 8.0h， 生成 4,4'-(1,5-戊二氧基)二苯胺
  参考文献：
  名称：

  偶氮甲碱官能化的氰酸酯/环氧共混物的热和机械性能

  摘要：

  通过芳族二胺与4-羟基苯甲醛的缩合反应合成了一系列偶氮甲碱官能化的二醇。具有不同烷基链长的芳族二胺已用于制备双酚。通过在三乙胺（Et 3 N）存在下用溴化氰（CNBr）处理，将这些双酚转化为相应的氰酸酯。使用差示扫描量热法（DSC）测量固化温度。这些氰酸酯的最高固化温度为203–242°C。使用热重分析（TGA）研究了固化的氰酸酯的热性能。聚合物显示出优异的热稳定性（T 5％在358至465°C的范围内，T发现10％在508至525°C的范围内，而在800°C下的焦炭收率百分比在37.06至57.26的范围内。使用极限氧指数值（在800°C下在32.32至40.40的范围内）评估氰酸酯树脂的阻燃性。制备了氰酸酯/环氧树脂混合物，并通过扫描电子显微镜研究了混合物的形态。使用动态力学分析（DMA）研究了氰酸酯/环氧酯共混物的机械性能和玻璃化转变温度，发现T g随着氰酸酯含量的增加（1-5％）而增加。

  DOI：

  10.1039/c4ra16004e
• 作为产物：
  描述：

  4-(4-nitrophenoxy)butanoic acid 在 盐酸 、 乙醇 、 铁粉 作用下， 生成 1,5-bis-(4-acetylamino-phenoxy)-pentane
  参考文献：
  名称：

  Yang et al., Huaxue Xuebao/Acta Chimica Sinica, 1956, vol. 22, p. 472,474

  摘要：

  DOI：

文献信息

• Chiral liquid crystal tetramers
  作者：Toby Donaldson、Peter A. Henderson、Marie France Achard、Corrie T. Imrie

  DOI：10.1039/c1jm10992h

  日期：——

  The synthesis and characterisation of two new series of liquid crystal tetramers in which four mesogenic groups are linked via three alkyl spacers is reported. In each series the length of the outer two spacers, n, is varied between 3, 4, 5, 7, 10 and 11 methylene units while the central spacer length, m, is either 5 or 6 methylene units. The outer two mesogenic groups are cholesteryl-based, Chol, while the inner two are Schiff's bases, SB. The tetramers are referred to by the acronym Chol-n-SB-m-SB-n-Chol. All twelve tetramers exhibit an enantiotropic chiral nematic phase. The chiral nematic-isotropic transition temperatures and associated entropy changes depend critically on the combination of spacers in the tetramer and this is interpreted in terms of average molecular shapes. The tetramers with m = 5 and n = 5, 7, and m = 6 and n = 3, 4, 5, 7, show a monolayer chiral smectic C* phase, the driving force for which may be the mismatch in the cross-sectional areas of the differing mesogenic groups. The tetramers with m=6 and n = 10, 11 show a quadruply intercalated smectic A phase characterised by a smectic periodicity to estimated molecular length ratio of just 0.23. The driving force for the formation of this phase is thought to be specific electrostatic interactions between the unlike mesogenic units while the formation of the phase is strongly dependent on the length and parity of the spacers due to packing constraints. On cooling, a new phase transition is seen, possibly driven by conformational changes in the outer flexible spacers, for both these tetramers from the intercalated smectic A phase to an intercalated alternating chiral smectic C* phase in which the layers consist of either the mixed mesogenic groups or solely the cholesteryl-based moieties.

  报道了两种新型液晶四聚体的合成和表征，其中四个介晶基团通过三个烷基间隔基连接。在每一系列中，外部两个间隔基的长度n在3、4、5、7、10和11个亚甲基单元之间变化，而中央间隔基的长度m为5或6个亚甲基单元。外部的两个介晶基团是胆固醇基的，记为Chol，而内部的两个是席夫碱，记为SB。这些四聚体用缩写Chol-n-SB-m-SB-n-Chol表示。所有十二个四聚体都表现出手性向列相的性质。手性向列相-各向同性相的转变温度及其相关的熵变化关键取决于四聚体中间隔基的组合，这可以通过平均分子形状来解释。具有m=5和n=5、7以及m=6和n=3、4、5、7的四聚体显示出单层手性近晶C*相，其形成的驱动力可能是不同介晶基团横截面积的不匹配。具有m=6和n=10、11的四聚体显示出四重交错排列的近晶A相，其特征是近晶层周期与估计分子长度之比仅为0.23。该相形成的驱动力被认为是不同介晶单元之间的特定静电相互作用，而相的形成强烈依赖于间隔基的长度和奇偶性，这是由于堆积限制。在冷却过程中，对于这两个四聚体，从交错排列的近晶A相到交错排列的交替手性近晶C*相，出现了一个新的相变，这种相变可能是由外部柔性间隔基的构象变化驱动的，其中层由混合介晶基团或仅由胆固醇基部分组成。
• Controlling spontaneous chirality in achiral materials: liquid crystal oligomers and the heliconical twist-bend nematic phase
  作者：M. M. Majewska、E. Forsyth、D. Pociecha、C. Wang、J. M. D. Storey、C. T. Imrie、E. Gorecka

  DOI：10.1039/d1cc07012f

  日期：——

  ed mesogenic units connected by either linear or bent alkoxy or alkyl spacers are reported. These materials, although built from achiral molecules, show the spontaneously chiral heliconical twist-bend nematic (NTB) phase. We report the relationships between the shape of the oligomer, and the NTB phase stability, the temperature dependence of the helical pitch length and tilt angle, birefringence, and

  液晶低聚物，即二聚体、三聚体和四聚体，由氰基联苯和亚苄基苯胺基介晶单元组成，通过直链或弯曲的烷氧基或烷基间隔物连接。这些材料虽然由非手性分子构成，但显示出自发的手性螺旋扭曲向列相 (N TB )。我们报告了低聚物的形状与 N TB相稳定性、螺旋螺距长度和倾斜角的温度依赖性、双折射和弹性常数之间的关系。
• A natural product inspired hybrid approach towards the synthesis of novel pentamidine based scaffolds as potential anti-parasitic agents
  作者：Vikas Tyagi、Shahnawaz Khan、Rahul Shivahare、Khushboo Srivastava、Suman Gupta、Saqib Kidwai、Kumkum Srivastava、S.K. Puri、Prem M.S. Chauhan

  DOI：10.1016/j.bmcl.2012.10.101

  日期：2013.1

  A natural product inspired molecular hybridization approach led us to a series of novel pentamidine based pyrimidine and chalcone scaffolds. All the hybrids were evaluated for their anti-leishmanial potential. Most of the screened compounds have showed significant in vitro anti-leishmanial activity with less cytotoxicity in comparison to the standard drugs (pentamidine, sodium stibogluconate, and miltefosine). Additionally, anti-malarial screening of these compounds was also done and four compounds have shown superior activity against chloroquine resistance strain (K1) of Plasmodium falciparum. (c) 2012 Elsevier Ltd. All rights reserved.
• Griffin; Britt; Hung, Molecular Crystals and Liquid Crystals (1969-1991), 1983, vol. 105, # 1-4, p. 305 - 314
  作者：Griffin、Britt、Hung、Steele

  DOI：——

  日期：——
• Biological properties of amidinium sulfinic and sulfonic acid derivatives: inhibition of glycolytic enzymes of Trypanosoma brucei and protective effect on cell growth
  作者：M Willson、JJ Périé、F Malecaze、F Opperdoes、M Callens

  DOI：10.1016/0223-5234(92)90114-g

  日期：1992.11

  The activity of the title compounds has been investigated on two biological targets: cultures of trypanosome and glycolytic enzymes inhibition of the parasite, and on retinal epithelium cells. In both cases, these compounds exhibit a significant activity, in some cases more selective than this for the drug suramin, with a lower toxicity. The effect of these compounds, which exist as neutral and zwitterionic forms in the case of sulfinic, only as zwitterionic in the case of sulfonic derivatives can be understood via their action on clusters of positive charges which are present at the surface of the proteins involved in the processes: glycolytic enzymes of the trypanosome in the first part, basic fibroblast growth factor in the second.