cholesteryl hemisuccinoyl chloride | 87311-35-1

• 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 hemisuccinoyl chloride
• 英文别名: (3beta)-Cholest-5-en-3-ol 3-(4-chloro-4-oxobutanoate)；[(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] 4-chloro-4-oxobutanoate
• CAS: 87311-35-1
• 化学式: C₃₁H₄₉ClO₃
• 分子量: 505.181
• InChiKey: GCNHIELVRWZEET-MIXBDBMTSA-N

物化性质

• 沸点：
  565.3±43.0 °C(Predicted)
• 密度：
  1.07±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.5
• 重原子数：
  35
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  cholesteryl hemisuccinoyl chloride 在 palladium on activated charcoal 氢气 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 2.0h， 生成 4-O-[(3S,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl] 1-O-[[(2R,3R,4R,5S)-3,4,5-trihydroxy-1-(2-hydroxyethyl)piperidin-2-yl]methyl] butanedioate
  参考文献：
  名称：

  Lipophilic prodrugs of 1-deoxynojirimycin derivatives

  摘要：

  We report a new synthesis of Miglitol, and its conversion to a lipophilic prodrug, The same procedure permits the preparation of a prodrug of 1-desoxynojirimycin and probably of other 1-deoxynojirimycin derivatives. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01229-6
• 作为产物：
  描述：

  胆固醇 在 4-二甲氨基吡啶 、 氯化亚砜 、 三乙胺 作用下， 以 乙酸乙酯 、 甲苯 为溶剂， 生成 cholesteryl hemisuccinoyl chloride
  参考文献：
  名称：

  新型无毒单阳离子脂质的合成和转染特性。脂质锚，间隔基和头基结构的变化。

  摘要：

  该报告描述了新型单阳离子无毒脂质的合成和转染特性。我们在转染脂质，脂质锚，间隔基和带正电的头部基团的所有三个单元中进行了结构变异。我们的结果得出结论，系统修饰结构亚基是提高转染效率的一种有前途的方式。

  DOI：

  10.1016/s0960-894x(00)00099-8

文献信息

• In-plane modulated smectic à vs smectic ‘A’ lamellar structures in poly(ethyl or propyl ether imine) dendrimers
  作者：Prabhat Kumar、D.S. Shankar Rao、S. Krishna Prasad、N. Jayaraman

  DOI：10.1016/j.polymer.2016.01.043

  日期：2016.3

  A pair of first and second generation poly(alkyl ether imine) dendrimers is prepared, having covalently attached cholesteryl moieties at their peripheries. The pairs in each generation differ in the alkyl-linker which constitute the dendritic core moieties, even when the number of cholesteryl moieties remains uniform in each pair. The dendrimer pairs are two first and second generation poly(ethyl ether

  制备一对第一和第二代聚（烷基醚亚胺）树状聚合物，它们在其外围具有共价连接的胆固醇基部分。即使当每一对中的胆固醇基部分的数目保持均匀时，每一代中的对在构成树突状核心部分的烷基连接基上也不同。树枝状大分子对是两个第一和第二代聚（乙基亚胺）和聚（丙基）醚亚胺）树状大分子，分别在每对外围用4和8个胆固醇酯改性。树枝状聚合物对表现出不同的热致中间相性质。显微，热和X射线衍射研究表明，第一代乙基，第一代和第二代丙基接头树状聚合物的层状中间相。而第二代乙基接头树状聚合物表现出具有叠加的面内调制的层状结构，其长度对应于矩形柱的宽度。研究了具有不同接头的树枝状聚合物核心部分在修饰中间相性质中的作用。
• A new class of star-shaped cholesteric liquid crystal containing a 1,3,5-trihydroxybenzene unit as a core
  作者：Dan-Shu Yao、Bao-Yan Zhang、Wei-Wei Zhang、Mei Tian

  DOI：10.1016/j.molstruc.2007.08.041

  日期：2008.6

  diffraction measurements. The experimental results demonstrated that the mesogenic arm structures strongly affected the phase behavior. 4a did not show any liquid crystallinity, while 4b, 4c and 4d revealed reversible cholesteric phase transition. As the intermedius alkyl chain of the star-shaped compounds lengthened (from n = 2 to n = 8), their melting points decreased but mesomorphic temperature ranges

  摘要 以1,3,5-三羟基苯单元为核心，ω-胆甾醇烷基二酸单酯为介晶臂，设计合成了一类新的星形胆甾型液晶。它们的化学结构已通过元素分析、FT-IR 和 1H NMR 确认。通过差示扫描量热法、热重分析、偏光显微镜和 X 射线衍射测量研究了介晶性质和热稳定性。实验结果表明介晶臂结构强烈影响相行为。图 4a 没有显示任何液晶性，而 4b、4c 和 4d 显示可逆胆甾相转变。随着星形化合物的中间烷基链加长（从 n = 2 到 n = 8），它们的熔点降低，但介晶温度范围增加。焦点圆锥纹理，在液晶状态下可以观察到胆甾相之一。
• Cholesterol-Linked β-Cyclodextrin—A Thermotropic Liquid-Crystalline Derivative
  作者：Vasi Ahmed Ebrahim Shaikh、Shrikant Vitthal Lonikar、Deepa Arun Dhobale、G. M. Pawar

  DOI：10.1246/bcsj.80.1975

  日期：2007.10.15

  Liquid-crystalline derivative of β-cyclodextrin (BCD) was prepared by covalent linking of monocholesteryl succinate (ChMS) with β-cyclodextrin. To the best of our knowledge, this was first ever attempt so far of its kind, in which BCD has been converted into its liquid-crystalline derivative through covalent linkage of a mesogen. The degree of substitution (DS) obtained was ≈2.00. The product was characterized by various techniques, such as FT-IR, NMR, DSC, hot-stage-coupled optical polarizing microscopy (OPM), microanalysis and chemical methods. Cholesterol-linked β-cyclodextrin (CDCh) derivative was found to exhibit thermotropic liquid-crystalline behavior. The product exhibited birefringence during first heating above 130 °C, and it became isotropic at about 180 °C, whereas the parent compound BCD decomposed without melting above 250 °C. A comparison of CDCh derivative to similar liquid-crystalline polysaccharide derivatives is presented.

  通过单胆固醇基琥珀酸（ChMS）与β-环糊精（BCD）的共价连接，制备了β-环糊精的液晶衍生物。据我们所知，这是首次尝试通过介晶的共价连接将BCD转化为其液晶衍生物。获得的取代度（DS）约为2.00。产品通过傅里叶变换红外光谱（FT-IR）、核磁共振（NMR）、差示扫描量热法（DSC）、热台耦合光学偏振显微镜（OPM）、微量分析和化学方法等多种技术进行了表征。发现胆固醇连接的β-环糊精（CDCh）衍生物表现出热致液晶行为。产品在首次加热超过130℃时表现出双折射，并在约180℃时变为各向同性，而母体化合物BCD则在高于250℃时不熔化而分解。介绍了CDCh衍生物与类似液晶多糖衍生物的比较。
• [EN] CHOLESTEROL/BILE ACID/BILE ACID DERIVATIVE-MODIFIED THERAPEUTIC ANTI-CANCER DRUGS<br/>[FR] MEDICAMENTS ANTICANCEREUX THERAPEUTIQUES MODIFIES PAR LE CHOLESTEROL/L'ACIDE BILIAIRE/LES DERIVES D'ACIDE BILIAIRE
  申请人：SONUS PHARMA INC

  公开号：WO2005118612A1

  公开（公告）日：2005-12-15

  Cholesterol-modified anti-cancer therapeutic drug compounds, bile-acid-modified anti-cancer therapeutic drug compounds, and bile-acid-derivative-modified anti-cancer therapeutic drug compounds; emulsion, microemulsion, and micelle formulations that include the compounds, methods for administering the compounds and formulations; and methods for treating cancer using the compounds and formulations.

  胆固醇修饰的抗癌治疗药物化合物，胆酸修饰的抗癌治疗药物化合物，以及胆酸衍生物修饰的抗癌治疗药物化合物；包括这些化合物的乳剂、微乳剂和胶束配方，用于给药这些化合物和配方的方法；以及使用这些化合物和配方治疗癌症的方法。
• Novel cationic amphiphiles
  申请人：——

  公开号：US20030229037A1

  公开（公告）日：2003-12-11

  A cationic amphiphile for facilitating transport of a biologically active molecule into a cell has the structure A-F-D, in which A is a lipid anchor, D is a head group, and F is a spacer group having the structure described herein. A method for facilitating transport of a biologically active molecule into a cell comprises preparing a lipid mixture comprising a cationic amphiphile having structure A-F-D, preparing a lipoplex by contacting the lipid mixture with a biologically active molecule; and contacting the lipoplex with a cell, thereby facilitating transport of the biologically active molecule into the cell.

  一种用于促进生物活性分子进入细胞的阳离子两性分子具有结构A-F-D，其中A是脂质锚，D是头基，F是具有所述结构的间隔基团。一种促进生物活性分子进入细胞的方法包括制备包含具有结构A-F-D的阳离子两性分子的脂质混合物，通过将脂质混合物与生物活性分子接触来制备脂质复合物；并将脂质复合物与细胞接触，从而促进生物活性分子进入细胞。