cholesteryl isonicotinate | 71437-80-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: cholesteryl isonicotinate
• 英文别名: [(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] pyridine-4-carboxylate
• CAS: 71437-80-4
• 化学式: C₃₃H₄₉NO₂
• 分子量: 491.758
• InChiKey: YSRULNAZMTVRCE-ZWWVIQJBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.7
• 重原子数：
  36
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  cholesteryl isonicotinate 、 methyl-2-diazo-2-(2-((3-phenylprop-2-yn-1-yl)oxy)phenyl)acetate 在 copper(l) chloride 作用下， 以 1,4-二氧六环 为溶剂， 反应 18.0h， 以58%的产率得到(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl 7-phenyl-6H-chromeno[3,4-b]indolizine-9-carboxylate
  参考文献：
  名称：

  铜催化的由炔烃连接的重氮乙酸盐和吡啶的正式[1 + 2 + 2]环化反应：可得到多环吲哚嗪。

  摘要：

  据报导，铜连接的炔烃系重氮化合物与吡啶的正式[1 + 2 + 2]环化反应，可在温和的反应条件下提供多环稠合的吲哚并嗪，可合成用于高产。该方法的特点是使用廉价的铜催化剂和易于获得的起始原料，广泛的底物通用性和操作简便性。值得注意的是，多种天然产物衍生物在当前条件下是相容的，这表明该方法用于选择性修饰和修饰类似生物分子或药物的巨大潜力。

  DOI：

  10.1039/d0ob00222d
• 作为产物：
  描述：

  异烟酸 、 胆固醇 在 N,N'-羰基二咪唑 作用下， 以 四氢呋喃 、 苯 为溶剂， 反应 4.17h， 以86%的产率得到cholesteryl isonicotinate
  参考文献：
  名称：

  Guest responsivity of a two-dimensional coordination polymer incorporating a cholesterol-based co-ligand

  摘要：

  为了实现特定的 guest responsivity，采用了基于亲水胆固醇的共配体——胆甾-5-烯-3-基-4-异烟酸酯 (Cholpy)，并将其纳入到二维的霍夫曼型 Co(II)Ni(II) 配位聚合物中。该化学编程结构成功展示了独特的来宾响应及显著的色彩变化。

  DOI：

  10.1039/c3dt51465j

文献信息

• Use of intermolecular hydrogen bonding to synthesize triple-shape memory supermolecular composites
  作者：Hongmei Chen、Ye Liu、Tao Gong、Lin Wang、Keqing Zhao、Shaobing Zhou

  DOI：10.1039/c3ra00091e

  日期：——

  We have developed a simple and controllable strategy to synthesize a triple-shape memory supermolecular composite (SMPU-INCh-n) through H-bonding interactions between a polymer and mesogenic units. The polymer is shape memory polyurethane (SMPU) with carboxyl groups; the mesogenic unit, named as cholesteryl isonicotinate (INCh), is a liquid crystal compound with an electron-rich pyridine ring. The H-bonding interactions between carboxyl and pyridine ring are proved by FT-IR spectroscopic analysis and 1H solid-state NMR. The introducing of INChs promotes the bonded PU segments to change into glassy form by restraining the movement of polymer chains, which is responsible for the triple-shape memory property. Therefore, the composite presents excellent triple-shape effect, and may be of great potential for applications in the biomedical field.

  我们开发了一种简单且可控的策略，通过聚合物与介晶单元之间的氢键相互作用合成一种三重形状记忆超分子复合材料（SMPU-INCh-n）。聚合物是具有羧基的形状记忆聚氨酯（SMPU）；介晶单元被称为胆固醇异烟酸酯（INCh），是一种具有富电子吡啶环的液晶化合物。通过FT-IR光谱分析和1H固态NMR证实了羧基与吡啶环之间的氢键相互作用。INCh的引入促进了结合的聚氨酯段通过抑制聚合物链的运动而转变为玻璃态，这使得复合材料具有三重形状记忆特性。因此，该复合材料展现出优异的三重形状效果，并在生物医学领域具有很大的潜力。
• Synthesis and characterization of liquid-crystalline ionomers with pendant cholesteryl pyridinium salt mesogens
  作者：Dongyu Zhao、Lei Zhang、Lu Bai、Jingqi Luo、Xiaozhi He、Fan-bao Meng

  DOI：10.1039/c5ra27247e

  日期：——

  were graft copolymerized in a one-step hydrosilylation reaction by use of polymethylhydrogenosiloxane, cholest-5-en-3-ol(3β)-10-undecenoate and 4-bromobut-1-ene. A pyridyl-containing LC monomer cholesteryl isonicotinate (CIN) was synthesized and characterized. Some LC ionomers [IP–IIIP-Py][X] (X = Br) were synthesized by use of CIN and the bromo-polysiloxanes. Other LC ionomers [IP–IIIP-Py][X] (X =

  通过使用聚甲基氢硅氧烷，胆甾-5-烯-3-醇（3β）-10-十一碳烯酸酯和4-溴丁-1-烯。合成并表征了含吡啶基的LC单体胆甾醇基异烟酸酯（CIN）。通过使用CIN和溴代聚硅氧烷合成了一些LC离聚物[IP–IIIP-Py] [X]（X = Br）。其他LC离聚物[IP–IIIP-Py] [X]（X = BF 4，PF 6，Tf 2 N）是通过吡啶鎓溴化复分解制备的。通过各种实验技术研究了化学结构和液晶性质。所有的溴代聚硅氧烷都显示出近晶A（S A）在加热和冷却时为中间相，而所有这些LC离聚物在加热时均显示手性近晶C（S * C）相，而在冷却时则显示S A和S * C相。LC离聚物显示出比相应的溴-聚硅氧烷窄的LC温度范围。对于LC离聚物轴承同源吡啶鎓阳离子和不同阴离子，玻璃化转变温度，中间相-各向同性相转变温度和LC温度范围往往会降低，并稍微在BR的序列中的自发极化值增加-，BF 4 -，PF
• Triple shape memory composite foams
  申请人：Mather Patrick T.

  公开号：US10125233B2

  公开（公告）日：2018-11-13

  A triple shape memory polymeric foam that is open cell in nature and features a two phase, crosslinked SMP with a glass transition temperature of one phase at a temperature lower than a melting transition of the second phase. The resulting soft material features high fidelity, repeatable triple shape behavior, and is useful for complex deployment using a combination of foam compression and bending.

  三重形状记忆聚合物泡沫具有开孔性质，是一种两相交联的 SMP，其中一相的玻璃化转变温度低于第二相的熔化转变温度。由此产生的软质材料具有高保真、可重复的三重形状行为，可用于结合泡沫压缩和弯曲进行复杂的部署。
• TRIPLE SHAPE MEMORY COMPOSITE FOAMS
  申请人：Mather Patrick T.

  公开号：US20170233542A1

  公开（公告）日：2017-08-17

  A triple shape memory polymeric foam that is open cell in nature and features a two phase, crosslinked SMP with a glass transition temperature of one phase at a temperature lower than a melting transition of the second phase. The resulting soft material features high fidelity, repeatable triple shape behavior, and is useful for complex deployment using a combination of foam compression and bending.
• [EN] TRIPLE SHAPE MEMORY COMPOSITE FOAMS<br/>[FR] MOUSSES COMPOSITES À MÉMOIRE DE FORME TRIPLE
  申请人：MATHER PATRICK T

  公开号：WO2016025476A1

  公开（公告）日：2016-02-18

  A triple shape memory polymeric foam that is open cell in nature and features a two phase, crosslinked SMP with a glass transition temperature of one phase at a temperature lower than a melting transition of the second phase. The resulting soft material features high fidelity, repeatable triple shape behavior, and is useful for complex deployment using a combination of foam compression and bending.