(R)-1,2-bis-tetradecyloxy-3-(dimethylamino)propane | 680220-00-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (R)-1,2-bis-tetradecyloxy-3-(dimethylamino)propane
• 英文别名: (S)-1,2-bis-tetradecyloxy-3-dimethylamine propane；(R)-1,2-Bis-tetradecyloxy-3-dimethylamino propane；(2R)-N,N-dimethyl-2,3-di(tetradecoxy)propan-1-amine
• CAS: 680220-00-2
• 化学式: C₃₃H₆₉NO₂
• 分子量: 511.916
• InChiKey: ZVJAPVDDCYWINZ-MGBGTMOVSA-N

物化性质

• 沸点：
  565.1±35.0 °C(Predicted)
• 密度：
  0.862±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  13.4
• 重原子数：
  36
• 可旋转键数：
  31
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  21.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,3-二溴-2-丙醇 、 (R)-1,2-bis-tetradecyloxy-3-(dimethylamino)propane 以 乙醇 为溶剂， 反应 168.0h， 以76%的产率得到
  参考文献：
  名称：

  Synthesis of cationic cardiolipin analogues

  摘要：

  An approach was developed to synthesize a new class of cationic cardiolipin analogues containing two quaternary ammonium groups with tetra alkyl groups retaining "glycerol" moiety, the central core of the molecule. Cationic cardiolipin analogues were modified via introduction of either two or four oxyethylene groups to enhance the solubility in polar solvents. These newly synthesized cationic cardiolipin analogues can be applied to a broad range of drug delivery systems such as transfection reagents. (c) 2005 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.bioorg.2005.06.001
• 作为产物：
  描述：

  溴代十四烷 在 palladium on activated charcoal 四溴化碳 、 氢气 、 sodium hydride 、 三苯基膦 作用下， 以 甲醇 、 二氯甲烷 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 90.0 ℃ 、344.75 kPa 条件下， 反应 83.0h， 生成 (R)-1,2-bis-tetradecyloxy-3-(dimethylamino)propane
  参考文献：
  名称：

  Synthesis of cationic cardiolipin analogues

  摘要：

  An approach was developed to synthesize a new class of cationic cardiolipin analogues containing two quaternary ammonium groups with tetra alkyl groups retaining "glycerol" moiety, the central core of the molecule. Cationic cardiolipin analogues were modified via introduction of either two or four oxyethylene groups to enhance the solubility in polar solvents. These newly synthesized cationic cardiolipin analogues can be applied to a broad range of drug delivery systems such as transfection reagents. (c) 2005 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.bioorg.2005.06.001

文献信息

• 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。
• 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.
• CATIONIC CARDIOLIPIN ANALOGS AND USE THEREOF
  申请人：Neopharm, Inc.

  公开号：EP1558562A1

  公开（公告）日：2005-08-03
• LIPID COMPOSITIONS AND USE THEREOF
  申请人：Neopharm, Inc.

  公开号：EP1742661A2

  公开（公告）日：2007-01-17
• [EN] CATIONIC CARDIOLIPIN ANALOGS AND USE THEREOF<br/>[FR] ANALOGUES DE CARDIOLIPINE CATIONIQUES ET UTILISATION DE CEUX-CI
  申请人：NEOPHARM INC

  公开号：WO2004035523A1

  公开（公告）日：2004-04-29

  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.