3,7-dioxa-5-O-benzyl-1,9-nonanediol | 680219-94-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油脂
• 英文名称: 3,7-dioxa-5-O-benzyl-1,9-nonanediol
• 英文别名: 2-[3-(2-Hydroxyethoxy)-2-phenylmethoxypropoxy]ethanol
• CAS: 680219-94-7
• 化学式: C₁₄H₂₂O₅
• 分子量: 270.326
• InChiKey: QCJZAAQFGUJZNR-UHFFFAOYSA-N

物化性质

• 沸点：
  418.2±45.0 °C(Predicted)
• 密度：
  1.146±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  19
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  68.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3,7-dioxa-5-O-benzyl-1,9-nonanediol 在 palladium on activated charcoal 四溴化碳 、 氢气 、 三苯基膦 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 20.0 ℃ 、344.75 kPa 条件下， 反应 16.0h， 生成 1,3-bis-(2-bromoethoxy)propane-2-ol
  参考文献：
  名称：

  Synthesis of novel cationic cardiolipin analogues for the optimal delivery of therapeutic agents

  摘要：

  A novel approach was developed to synthesize cardiolipin analogues containing two quaternary ammonium groups With tetraalkyl chain retaining 'glycerol' moiety, the central core of the molecule. The analogues were synthesized with or without spacer and/or lipid chain length with saturation to tailor lipid-based formulations of therapeutic agents for optimal delivery to target sites. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.02.044
• 作为产物：
  描述：

  1,3-bis[(2-ethoxy tetrahydro-2H-pyran)]-2-O-benzyl glycerol 在 盐酸 、 甲醇 作用下， 以 乙醚 为溶剂， 反应 2.0h， 以88%的产率得到3,7-dioxa-5-O-benzyl-1,9-nonanediol
  参考文献：
  名称：

  Synthesis of novel cationic cardiolipin analogues for the optimal delivery of therapeutic agents

  摘要：

  A novel approach was developed to synthesize cardiolipin analogues containing two quaternary ammonium groups With tetraalkyl chain retaining 'glycerol' moiety, the central core of the molecule. The analogues were synthesized with or without spacer and/or lipid chain length with saturation to tailor lipid-based formulations of therapeutic agents for optimal delivery to target sites. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.02.044

文献信息

• Flexible Cyclic Ethers/Polyethers as Novel P2-Ligands for HIV-1 Protease Inhibitors: Design, Synthesis, Biological Evaluation, and Protein−Ligand X-ray Studies
  作者：Arun K. Ghosh、Sandra Gemma、Abigail Baldridge、Yuan-Fang Wang、Andrey Yu. Kovalevsky、Yashiro Koh、Irene T. Weber、Hiroaki Mitsuya

  DOI：10.1021/jm8004543

  日期：2008.10.9

  biological evaluation of a series of novel HIV-1 protease inhibitors. The inhibitors incorporate stereochemically defined flexible cyclic ethers/polyethers as high affinity P2-ligands. Inhibitors containing small ring 1,3-dioxacycloalkanes have shown potent enzyme inhibitory and antiviral activity. Inhibitors 3d and 3h are the most active inhibitors. Inhibitor 3d maintains excellent potency against a

  我们报告了一系列新型 HIV-1 蛋白酶抑制剂的设计、合成和生物学评估。抑制剂包含立体化学定义的柔性环醚/聚醚作为高亲和力 P2 配体。含有小环 1,3-二氧杂环烷烃的抑制剂已显示出有效的酶抑制和抗病毒活性。抑制剂 3d 和 3h 是活性最强的抑制剂。Inhibitor 3d 对多种多重 PI 抗性临床菌株保持出色的效力。我们的构效研究表明，环的大小、立体化学和氧的位置对观察到的活性很重要。已经描述了 1,3-dioxepan-5-ol 的光学活性合成以及各种环醚和聚醚配体的合成。确定了 3d 结合的 HIV-1 蛋白酶的蛋白质配体 X 射线晶体结构。该结构表明，P2-配体进行广泛的相互作用，包括与 S2 位点中的蛋白酶骨架形成氢键。此外，3d 中的 P2-配体与 Gly-48 的 NH 形成独特的水介导的相互作用。
• HIV PROTEASE INHIBITORS AND METHODS FOR USING
  申请人：Ghosh Arun K.

  公开号：US20110118330A1

  公开（公告）日：2011-05-19

  Compounds that inhibit proteolytic enzymes of Human Immunodeficiency Virus (HIV) are described. Preparation of the inhibitors, pharmaceutical compositions containing them, and uses of the compounds or compositions for the treatment of HIV infections are also described.

  描述了抑制人类免疫缺陷病毒（HIV）蛋白酶酶的化合物。还描述了抑制剂的制备、含有它们的药物组合物、以及这些化合物或组合物用于治疗HIV感染的用途。
• Cationic cardiolipin analoges and its use thereof
  申请人：Ahmad U. Moghis

  公开号：US20050277611A1

  公开（公告）日：2005-12-15

  The invention provides cationic cardiolipin compounds, and methods for synthesizing and using them in liposomal formulation, gene transfection, etc. In particular, the invention provides liposomes comprising cationic cardiolipin analog, pharmaceutical compositions comprising cationic cardiolipin analogs, and methods of using such liposomes and compositions, in delivering active pharmaceutical agents to treat human and animal diseases and/or in diagnostic assays.

  本发明提供了阳离子心磷脂化合物以及其合成和在脂质体制剂、基因转染等方面的使用方法。特别地，本发明提供了含阳离子心磷脂类似物的脂质体、含阳离子心磷脂类似物的药物组合物以及使用这些脂质体和组合物的方法，用于传递活性药物治疗人类和动物疾病和/或诊断测定。
• Polymeric reagents comprising a ketone or a related functional group
  申请人：McManus P. Samuel

  公开号：US20070166277A1

  公开（公告）日：2007-07-19

  Polymeric reagents comprising a polymer attached, either directly or through one or more atoms, to a ketone or a related functional group such as ketone hydrate, thione, monothiohydrate, dithiohydrate, hemiketal, monothiohemiketal, dithiohemiketal, ketal, or dithioketal are provided. The polymeric reagents are useful for, among other things, forming polymer-active agent conjugates. Related methods, compositions, preparations, and so forth are also provided.

  提供了聚合物试剂，包括直接或通过一个或多个原子连接到酮或相关的功能基团，如酮水合物、硫醇、单硫醇水合物、双硫醇水合物、半缩醛、单硫半缩醛、双硫半缩醛、缩醛或双硫缩醛。这些聚合物试剂可用于形成聚合物活性剂共轭物。还提供了相关的方法、组合物、制备等。
• Synthesis of novel cationic cardiolipin analogues for the optimal delivery of therapeutic agents
  作者：Krishnudu Kasireddy、Moghis U. Ahmad、Shoukath M. Ali、Imran Ahmad

  DOI：10.1016/j.tetlet.2004.02.044

  日期：2004.3

  A novel approach was developed to synthesize cardiolipin analogues containing two quaternary ammonium groups With tetraalkyl chain retaining 'glycerol' moiety, the central core of the molecule. The analogues were synthesized with or without spacer and/or lipid chain length with saturation to tailor lipid-based formulations of therapeutic agents for optimal delivery to target sites. (C) 2004 Elsevier Ltd. All rights reserved.