O,O-diisopropyl N-(3-dimethylaminopropyl)phosphoramidate | 1295452-25-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磷酸及其衍生物
• 英文名称: O,O-diisopropyl N-(3-dimethylaminopropyl)phosphoramidate
• 英文别名: O,O-diisopropyl-N-(3-dimethylaminopropyl)phosphoramidate；N-di(propan-2-yloxy)phosphoryl-N',N'-dimethylpropane-1,3-diamine
• CAS: 1295452-25-3
• 化学式: C₁₁H₂₇N₂O₃P
• 分子量: 266.321
• InChiKey: OYYJWXSGJWFQOK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  17
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  50.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  亚磷酸二异丙酯 、 N,N-二甲基-1,3-二氨基丙烷 在 三氯溴甲烷 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以67%的产率得到O,O-diisopropyl N-(3-dimethylaminopropyl)phosphoramidate
  参考文献：
  名称：

  用于基因传递的阳离子硫代硫代氨基磷酸酯：合成，理化特性和基因转染活性–与硫代氨基磷酸酯的比较†

  摘要：

  本文报道了阳离子脂硫代硫代氨基甲酸酯的合成，一种设计用于基因递送的阳离子脂质的新家族。这类新的脂质的极性不如其氧化等同的脂质-磷酰胺酸盐。荧光各向异性和FRET用于确定脂磷酰胺3a–b和脂硫磷酰胺7a–b的流动性和融合性。纳米物体（脂质体和脂质复合物）的大小和ζ电势的测定以及脂质体的DNA结合能力的测定已经完成了所研究的阳离子脂质的物理化学表征。最后，阳离子脂质3a–b和7a–c已被评估为用于基因转染到多种哺乳动物细胞系中的合成载体。脂硫代磷酸氨基甲酸酯7a被证明是一种有效且低毒性的合成载体，即使以较低的脂质与DNA电荷比使用也是如此。

  DOI：

  10.1039/c0ob00981d

文献信息

• [EN] LIPOTHIOPHOSPHORAMIDATES FOR GENE DELIVERY<br/>[FR] LIPOTHIOPHOSPHORAMIDATES POUR L'ADMINISTRATION DE GÈNES
  申请人：UNIV BRETAGNE OCCIDENTALE

  公开号：WO2012045797A1

  公开（公告）日：2012-04-12

  The disclosure refers to cationic lipothiophosphoramidates for in vitro and in vivo gene delivery, to the use thereof for gene delivery, as well as to liposomes and lipoplexes comprising such cationic lipothiophosphoramidates and to a method for preparing such cationic lipothiophosphoramidates.

  该披露涉及阳离子脂基硫代磷酰胺酸酯用于体外和体内基因传递，以及其用于基因传递的用途，以及包含这种阳离子脂基硫代磷酰胺酸酯的脂质体和脂质复合物，以及制备这种阳离子脂基硫代磷酰胺酸酯的方法。
• BIODEGRADABLE LIPIDS FOR THE DELIVERY OF ACTIVE AGENTS
  申请人：ALNYLAM PHARMACEUTICALS, INC.

  公开号：US20160009637A1

  公开（公告）日：2016-01-14

  The present invention relates to a cationic lipid having one or more biodegradable groups located in the mid- or distal section of a lipidic moiety (e.g., a hydrophobic chain) of the cationic lipid. These cationic lipids may be incorporated into a lipid particle for delivering an active agent, such as a nucleic acid. The invention also relates to lipid particles comprising a neutral lipid, a lipid capable of reducing aggregation, a cationic lipid of the present invention, and optionally, a sterol. The lipid particle may further include a therapeutic agent such as a nucleic acid.

  本发明涉及一种阳离子脂质，其具有位于脂质基团（例如，疏水链）的中部或远端部位的一个或多个可生物降解的基团。这些阳离子脂质可以被纳入脂质颗粒中，用于传递活性剂，例如核酸。该发明还涉及包括中性脂质、能够减少聚集的脂质、本发明的阳离子脂质以及可选地固醇的脂质颗粒。脂质颗粒还可以进一步包含治疗剂，如核酸。
• Branched Alkyl And Cycloalkyl Terminated Biodegradable Lipids For The Delivery Of Active Agents
  申请人：ALNYLAM PHARMACEUTICALS, INC.

  公开号：US20150005363A1

  公开（公告）日：2015-01-01

  The present invention relates to a cationic lipid of formula (I) having one or more biodegradable groups located in a lipidic moiety (e.g., a hydrophobic chain) of the cationic lipid. These cationic lipids may be incorporated into a lipid particle for delivering an active agent, such as a nucleic acid. The invention also relates to lipid particles comprising a neutral lipid, a lipid capable of reducing aggregation, a cationic lipid of the present invention, and optionally, a sterol. The lipid particle may further include a therapeutic agent such as a nucleic acid.

  本发明涉及一种具有公式（I）的阳离子脂质，其中在脂质部分（例如，疏水链）中具有一个或多个可生物降解的基团。这些阳离子脂质可以被纳入到脂质粒中，以传递活性剂，例如核酸。本发明还涉及包括中性脂质、能够减少聚集的脂质、本发明中的阳离子脂质以及可选的固醇的脂质粒。该脂质粒还可以包括治疗剂，例如核酸。
• Biodegradable lipids for the delivery of active agents
  申请人：ALNYLAM PHARMACEUTICALS, INC.

  公开号：US11071784B2

  公开（公告）日：2021-07-27

  The present invention relates to a cationic lipid having one or more biodegradable groups located in a lipidic moiety (e.g., a hydrophobic chain) of the cationic lipid. These cationic lipids may be incorporated into a lipid particle for delivering an active agent, such as a nucleic acid. The invention also relates to lipid particles comprising a neutral lipid, a lipid capable of reducing aggregation, a cationic lipid of the present invention, and optionally, a sterol. The lipid particle may further include a therapeutic agent such as a nucleic acid.

  本发明涉及一种阳离子脂质，该阳离子脂质的脂质分子（如疏水链）中含有一个或多个可生物降解的基团。 这些阳离子脂质可掺入脂质颗粒中，用于递送核酸等活性剂。 本发明还涉及由中性脂质、能够减少聚集的脂质、本发明的阳离子脂质和可选的固醇组成的脂质颗粒。 脂质微粒可进一步包括治疗剂，如核酸。
• IMPROVED NUCLEIC ACID LIPID PARTICLE FORMULATIONS
  申请人：ALNYLAM PHARMACEUTICALS, INC.

  公开号：US20150306039A1

  公开（公告）日：2015-10-29

  The present invention relates to lipid nanoparticles containing a biodegradable cationic lipid which provide improved delivery of active pharmaceutical ingredients, such as siRNA.