(S)-(+)-4-<2-(Dimethylamino)ethyl>-2,2-dimethyl-1,3-dioxolan | 74654-14-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (S)-(+)-4-<2-(Dimethylamino)ethyl>-2,2-dimethyl-1,3-dioxolan
• 英文别名: (S)-2-(2,2-dimethyl-1,3-dioxolan-4-yl)-N,N-dimethylethan-1-amine；2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-N,N-dimethylethanamine
• CAS: 74654-14-1
• 化学式: C₉H₁₉NO₂
• 分子量: 173.255
• InChiKey: YYSBLVHVQXAYAA-QMMMGPOBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.09
• 重原子数：
  12.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  21.7
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (S)-(+)-4-<2-(Dimethylamino)ethyl>-2,2-dimethyl-1,3-dioxolan 在 盐酸 、 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 甲醇 为溶剂， 生成 [(2S)-4-(dimethylamino)-2-[(9Z,15Z)-octadeca-9,15-dienoyl]oxybutyl] (9Z,15Z)-octadeca-9,15-dienoate
  参考文献：
  名称：

  [EN] LIPID NANOPARTICLES FOR DELIVERY OF NUCLEIC ACIDS AND METHODS OF USE THEREOF
  [FR] NANOPARTICULES LIPIDIQUES POUR L'ADMINISTRATION D'ACIDES NUCLÉIQUES ET LEURS PROCÉDÉS D'UTILISATION

  摘要：

  The present disclosure provides for improved compositions of ionizable lipid nanoparticles for the delivery of therapeutic nucleic acids to cells. Anionic phospholipids, including phosphatidyl serine and phosphatidylglycerol are included in the lipid nanoparticles to increase the transfection efficiency in human dendritic cells. The further incorporation of mono-unsaturated alkyl chain analogs in dimethylaminopropyl-di oxolane or heterocyclic ketal ionizable lipids in the formulation demonstrated high levels of transfection in human dendritic cells, compared to other ionizable lipids in the same family, and demonstrated good stability to oxidative damage. Finally, the use of an ammonium salt of phosphatidylserine allows for the efficient production of PS-targeted LNPs.

  公开号：

  WO2023230587A2
• 作为产物：
  描述：

  (S)-4-(2-羟乙基)-2,2-二甲基-1,3-二氧戊环 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 (S)-(+)-4-<2-(Dimethylamino)ethyl>-2,2-dimethyl-1,3-dioxolan
  参考文献：
  名称：

  IONIZABLE CATIONIC LIPIDS AND LIPID NANOPARTICLES, AND METHODS OF SYNTHESIS AND USE THEREOF

  摘要：

  提供了可离子化阳离子脂质和脂质纳米粒子，用于将核酸输送到细胞（例如免疫细胞），以及制备和使用此类脂质和靶向脂质纳米粒子的方法。

  公开号：

  US20220218614A1

文献信息

• IONIZABLE CATIONIC LIPIDS
  申请人：Akagera Medicines, Inc.

  公开号：US20220162521A1

  公开（公告）日：2022-05-26

  The present disclosure provides compounds useful as ionizable cationic lipids. The ionizable cationic lipids are useful for preparing lipid nanoparticles for the delivery of therapeutic nucleic acids to cells. Cationic ionizable lipids were engineered with improved stability to oxidative degradation while in storage.

  本公开提供了可用作离子化阳离子脂质体的化合物。这些离子化阳离子脂质体可用于制备脂质纳米粒子，以将治疗性核酸传递到细胞中。改进了阳离子离子化脂质体的稳定性，以防止在储存过程中发生氧化降解。
• Schmidt, Manfred; Amstutz, Rene; Crass, Gerhard, Chemische Berichte, 1980, vol. 113, # 5, p. 1691 - 1707
  作者：Schmidt, Manfred、Amstutz, Rene、Crass, Gerhard、Seebach, Dieter

  DOI：——

  日期：——
• Lipid Nanoparticles for Delivery of Nucleic Acids and Methods of Use Thereof
  申请人：Akagera Medicines, Inc.

  公开号：US20220411394A1

  公开（公告）日：2022-12-29

  The present disclosure provides for improved compositions of ionizable lipid nanoparticles for the delivery of therapeutic nucleic acids to cells. Cationic ionizable lipids are engineered with improved stability to oxidative degradation while in storage, while retaining high transfection activity or potency in cells. These lipids are designed to be biodegradable, thus improving the tolerability of nanoparticles formed with them in vivo. In addition, targeting of these nanoparticles in a highly specific manner to dendritic cells is provided for through inclusion of antibody conjugates directed against cell surface receptors.
• [EN] LIPID NANOPARTICLES FOR DELIVERY OF NUCLEIC ACIDS, AND RELATED METHODS OF USE<br/>[FR] NANOPARTICULES LIPIDIQUES UTILISÉES POUR L'ADMINISTRATION D'ACIDES NUCLÉIQUES, ET MÉTHODES D'UTILISATION ASSOCIÉES
  申请人：[en]AKAGERA MEDICINES, INC.

  公开号：WO2022115645A1

  公开（公告）日：2022-06-02

  The present disclosure provides for improved compositions of ionizable lipid nanoparticles for the delivery of therapeutic nucleic acids to cells. Cationic ionizable lipids are engineered with improved stability to oxidative degradation while in storage, while retaining high transfection activity or potency in cells. These lipids are designed to be biodegradable, thus improving the tolerability of nanoparticles formed with themin vivo. In addition, targeting of these nanoparticles in a highly specific manner to dendritic cells is provided for through inclusion of antibody conjugates directed against cell surface receptors.