(R)-1,2-bis-(tetradecyloxy)propan-3-ol | 1070-07-1

• 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: (R)-1,2-bis-(tetradecyloxy)propan-3-ol
• 英文别名: (S)-1,2-bis-tetradecyloxy propane-3-ol；1,2-di-O-tetradecyl-sn-glyceride；(2R)-2,3-Bis(tetradecyloxy)propan-1-OL；(2R)-2,3-di(tetradecoxy)propan-1-ol
• CAS: 1070-07-1
• 化学式: C₃₁H₆₄O₃
• 分子量: 484.847
• InChiKey: IAJHLVPJJCPWLF-WJOKGBTCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.6
• 重原子数：
  34
• 可旋转键数：
  30
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2909499000

反应信息

• 作为反应物：
  描述：

  (R)-1,2-bis-(tetradecyloxy)propan-3-ol 在 sodium methylate 、 氰化汞 、 mercury dibromide 作用下， 以 吡啶 、 甲醇 、 二氯甲烷 为溶剂， 反应 48.0h， 生成 (2R,4S,5R,6R)-5-Acetylamino-2-((R)-2,3-bis-tetradecyloxy-propoxy)-6-((1S,2S)-1,2-dihydroxy-3-trityloxy-propyl)-4-hydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester
  参考文献：
  名称：

  Synthesis of α- and β-(2→9)-linked disialylglycerolipids

  摘要：

  DOI：

  10.1016/0008-6215(84)85097-1
• 作为产物：
  描述：

  溴代十四烷 在 palladium on activated charcoal 氢气 、 sodium hydride 作用下， 以 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 60.0 ℃ 、344.75 kPa 条件下， 反应 22.0h， 生成 (R)-1,2-bis-(tetradecyloxy)propan-3-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

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。
• Oligosaccharide, method for producing it and pharmaceutical composition containing it
  申请人：Seikagaku Corporation

  公开号：EP1018515A1

  公开（公告）日：2000-07-12

  A method for producing oligosaccharides, including those usable as anti-inflammatory agent or anti-allergy agent, represented by the following general formula (3): wherein R10 and R11 each independently represent a hydrogen atom or -SO3M where M represents a proton or a monovalent cation, Ac represents an acetyl group, R12 represents a hydrogen atom or an anomeric substituent (a 6-O-sulfated N-acetylglucosamine residue, an alkyl group, a glycerol residue, an O-alkylglycerol residue, a cholesterol residue, a cholestanyl group, a ceramide residue, a phospholipid residue, a biotin residue, or a peptide residue), and Z represents an oxygen atom or -NHCO-,    which method comprises at least a step of carrying out glycosidic linkage formation between a monosaccharide represented by the following general formula (1): wherein R1 and R2 each independently represent an aralkyl group, R3 represents an acyl group or a silyl group, R4 represents a protective group for an amino group, and R5 represents a leaving group, and    a monosaccharide represented by the following general formula (2): wherein R6 and R8 each independently represent an aralkyl group, R7 represents an acyl group or a silyl group, R9 represents an aralkyl group or the anomeric substituent, and Z is as defined above.

  一种生产由以下通式(3)代表的低聚糖，包括可用作抗炎剂或抗过敏剂的低聚糖的方法： 其中 R10 和 R11 各自独立地代表氢原子或-SO3M，其中 M 代表质子或一价阳离子，Ac 代表乙酰基，R12 代表氢原子或异构取代基（6-O-硫酸化的 N-乙酰氨基葡萄糖残基、烷基、甘油残基、O-烷基甘油残基、胆固醇残基、胆甾烷基、神经酰胺残基、磷脂残基、生物素残基或肽残基），Z 代表氧原子或-NHCO-、 该方法至少包括以下通式（1）所代表的单糖之间形成糖苷键的步骤： 其中 R1 和 R2 各自独立地代表芳烷基，R3 代表酰基或硅烷基，R4 代表氨基的保护基，R5 代表离去基团，以及 由以下通式（2）代表的单糖： 其中 R6 和 R8 各自独立地代表一个芳烷基，R7 代表一个酰基或硅烷基，R9 代表一个芳烷基或异构取代基，Z 如上所定义。
• IMPROVED COMPOSITIONS AND METHODS FOR THE DELIVERY OF NUCLEIC ACIDS
  申请人：TEKMIRA Pharmaceuticals Corporation

  公开号：EP2224912B1

  公开（公告）日：2016-05-11
• 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