4-(Tetradecyloxy)-benzyl alcohol | 62443-00-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-(Tetradecyloxy)-benzyl alcohol
• 英文别名: 4-(Tetradecyloxy) benzyl alcohol；4-(tetradecyloxy)phenyl methanol；4-(Tetradecyloxy)benzyl alcohol；4-tetradecyloxybenzyl alcohol；(4-tetradecoxyphenyl)methanol
• CAS: 62443-00-9
• 化学式: C₂₁H₃₆O₂
• 分子量: 320.516
• InChiKey: GDXIZAKAFQCMOI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  23
• 可旋转键数：
  15
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(Tetradecyloxy)-benzyl alcohol 在 三溴化磷 、 sodium hydride 作用下， 以 甲苯 为溶剂， 反应 17.0h， 生成 tetraethyl {2-[4-(n-tetradecyloxy)phenyl]ethylidene}bis(phosphonate)
  参考文献：
  名称：

  gem-Diphosphonate and gem-phosphonate-phosphate compounds with specific high density lipoprotein inducing activity

  摘要：

  New diphosphonate compounds and related derivatives were synthesized and investigated for their activity in specifically inducing plasma high density lipoproteins (HDL) and high density lipoprotein cholesterol (HDL-C) in normal rats. The screening of numerous compounds has permitted the determination of the structural variations leading to optimal plasma lipid altering activity, indicating antiatherosclerotic potential. Among the compounds observed to be the most active, dimethyl alpha-(dimethoxyphosphinyl)-p-chlorobenzyl phosphate (20, SR-202, mifobate) was selected for further pharmacological and subsequent clinical development.

  DOI：

  10.1021/jm00391a027
• 作为产物：
  描述：

  溴代十四烷 在 lithium aluminium tetrahydride 、 potassium carbonate 作用下， 以 四氢呋喃 、 丙酮 为溶剂， 反应 25.5h， 生成 4-(Tetradecyloxy)-benzyl alcohol
  参考文献：
  名称：

  Smectic Bimetallomesogens: Synthesis and Mesomorphic Properties in Oxygen-Bridged Dicopper and Divanadyl Complexes

  摘要：

  AbstractThe synthesis and mesomorphic properties of a homologous series of N‐(3‐hydroxypropyl)‐4‐alkoxylsalicylaldimine, N‐(3‐hydroxypropyl)‐4‐(4′‐alkoxybenzoxy)salicylaldimine, and their dicopper(II) and di‐oxovanadium(VI) complexes are reported. Copper complexes exhibited monotropic smectic A phases; however, vanadyl complexes showed no mesomorphism. A systematic comparison revealed that the meso‐genie behaviors of these bimetallic complexes are induced by the weak intermolecular force and determined mainly by the central metal. The effects on the structural variations near the metal central cores and side chain density are also discussed.

  DOI：

  10.1002/jccs.199700014

文献信息

• 1-(4-Alkyloxybenzyl)-3-methyl-<i>1H</i>-imidazol-3-ium organic backbone: A versatile smectogenic moiety
  作者：William Dobbs、Laurent Douce、Benoît Heinrich

  DOI：10.3762/bjoc.5.62

  日期：——

  The merger of ionic liquid and liquid crystal fields, obtained by using the imidazolium ring as a common element, has allowed us to tailor a new set of materials which associate specific functionalities. These functionalities are consequences of the original properties of the component, ionic liquids, liquid crystals and their association in a single compound. The study of this interesting association led us to elaborate environment-flexible cationic architectures from which mesomorphic properties emerge. Moreover, we have also explored the influence of different anions on the mesomorphic properties.

  离子液体和液晶领域的合并，通过使用咪唑环作为共同元素，使我们能够定制一组新材料，这些材料具有特定的功能。这些功能是组分的原始性质——离子液体、液晶及它们在单一化合物中的结合——的结果。对这种有趣的结合的研究使我们能够从中制定出环境灵活的阳离子结构，从中产生出介向性质。此外，我们还探讨了不同阴离子对介向性质的影响。
• 5-(Tetradecyloxy)-2-furancarboxylic acid and related hypolipidemic fatty acid-like alkyloxyarylcarboxylic acids
  作者：Roger A. Parker、Takashi Kariya、J. Martin Grisar、Vladimir Petrow

  DOI：10.1021/jm00216a009

  日期：1977.6

  5-(Tetradecyloxy)-2-furancarboxylic acid (91, RMI 14514) was found to lower blood lipids and to inhibit fatty acid synthesis with minimal effects on liver weight and liver fat content. This fatty acid-like compound represents a new class of hypolipidemic agent; it is effective in rats and monkeys. The compound resulted from discovery of hypolipidemic activity in certain beta-keto esters, postulation

  发现5-（四氢癸氧基）-2-呋喃羧酸（91，RMI 14514）可以降低血脂并抑制脂肪酸合成，对肝脏重量和肝脏脂肪含量的影响最小。这种类似脂肪酸的化合物代表了一类新的降血脂药。对大鼠和猴子有效。该化合物的产生是由于发现了某些β-酮酸酯的降血脂活性，假定和确认了相应的苯甲酸作为活性代谢物以及系统地研究了结构-活性关系。
• Pyridinium compounds which are useful as antagonists of platelet
  申请人：American Cyanamid Company

  公开号：US05208247A1

  公开（公告）日：1993-05-04

  The invention is aryl, amide, imide and carbamate pyridine antagonists of platelet activating factor.

  这项发明是有机芳基、酰胺、亚胺和碳酸酯吡啶拮抗剂，用于抑制血小板活化因子。
• Effect of central linkages on mesophase behavior of imidazolium-based rod-like ionic liquid crystals
  作者：Xiaohong Cheng、Fawu Su、Rong Huang、Hongfei Gao、Marko Prehm、Carsten Tschierske

  DOI：10.1039/c2sm06854k

  日期：——

  Two series of phenylbenzylether and benzanilide based rod-like imidazolium bromides and their nonionic precursors, the 1-phenyl-1H-imidazoles have been synthesized and the influence of the number and length of the alkyl chain(s) and the structure of the linking group in the aromatic core (–CH2O–, –COO–, –CONH–) on their mesophase self-assembly in ionic liquid crystalline phases were studied by POM, DSC and XRD. Upon decreasing the length of the N-terminal chain or by enlarging the number and length of the C-terminal chains, the sequence smectic (SmA)–hexagonal columnar (Colhex)–micellar cubic (CubI/Pm3n) was found for the ether based imidazolium salts; while only SmA and Colhex phases were observed for the related amides. The influence of the polarity of the central linkages, namely –CH2O– and –CONH–, on the mesophase structure and stability is discussed and compared with related –COO– connected ILC.

  合成了两系列基于苯基苄醚和苯腈的棒状咪唑鎓溴化物及其非离子前体1-苯基-1H-咪唑，并研究了烷基链的数量和长度以及芳香核心中连接基团（–CH2O–、–COO–、–CONH–）的结构对其在离子液晶相中的介相自组装的影响，采用了偏光显微镜（POM）、差示扫描量热仪（DSC）和X射线衍射（XRD）等技术。当减少N-末端链的长度或增加C-末端链的数量和长度时，对于基于醚的咪唑鎓盐，发现了层状相（SmA）–六角柱状相（Colhex）–胶束立方相（CubI/Pm3n）的序列；而相关的酰胺仅观察到SmA和Colhex相。讨论了中心链接的极性（即–CH2O–和–CONH–）对介相结构和稳定性影响，并与相关的–COO–连接的离子液晶进行了比较。
• Amphiphilic dendritic dipeptides & their self-assembly into helical pores
  申请人：Percec Virgil

  公开号：US20060088499A1

  公开（公告）日：2006-04-27

  An amphiphilic dendritic dipeptide, comprises a dipeptide(s) comprising one or more of a naturally occurring or synthetic amino acids and a dendron. These are suitable for use in various formulations, films, coatings, membranes and sensors, among other applications.

  一种两性树状二肽，包括一个或多个天然存在或合成氨基酸的二肽和一个树状结构。这些适用于各种配方、薄膜、涂层、膜和传感器等应用。