N-dodecylheptanamide

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: N-dodecylheptanamide
• 英文别名: N-dodecyl-heptanamide；N-Dodecyl-heptanamid；Heptansaeure-dodecylamid
• 化学式: C₁₉H₃₉NO
• 分子量: 297.525
• InChiKey: KPIYMZKQLONLFR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  21
• 可旋转键数：
  16
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  庚酰氯 在 sodium fluoride 、 sodium hydroxide 作用下， 以 水 为溶剂， 反应 24.0h， 生成 N-dodecylheptanamide
  参考文献：
  名称：

  Reaction of Amphipathic-Type Thioester and Amine with Hydrophobic Effect in Water

  摘要：

  标题反应采用了不同链长度的胺与三-(1-氧代十二烷-1-基)硫和三-(1-氧代庚烷-1-基)硫丙酸钠进行研究。发现酰胺的产率不仅依赖于硫酯的链长度，还依赖于胺的链长度，这表明存在疏水相互作用。在添加氟化钠后，酰胺的产率有所提高。还研究了一些疏水性氨基酸的酰化（十二酰化），以获得相应的酰胺。

  DOI：

  10.1055/s-0030-1261165

文献信息

• Hydrophobic Effect and Substrate Specificity in Reaction of Thioester and Amine in Water
  作者：Atsushi Torihata、Chiaki Kuroda

  DOI：10.1246/bcsj.20100143

  日期：2010.12.15

  extent of hydrophobic effect in amidation reaction of alkyl thioester with alkylamine in water was studied. The yield of the products was primarily dependent on the alkyl group of amine. For example, the reaction of S-dodecyl dodecanethioate with dodecylamine proceeded in good yield, while the reaction did not occur with cyclohexylamine, piperidine, and dipropylamine. The effect of chain length of n-alkylamine

  研究了烷基硫酯与烷基胺在水中的酰胺化反应中疏水作用的程度。产物的产率主要取决于胺的烷基。例如，S-十二烷基硫代酸酯与十二烷基胺的反应收率良好，而与环己胺、哌啶和二丙胺的反应则没有发生。研究了正烷基胺链长的影响以表明存在疏水作用。酰胺的产率也次要取决于硫酯的烷基，但影响比胺小。
• Amine-containing lipids and uses thereof
  申请人：Anderson Daniel G.

  公开号：US20110009641A1

  公开（公告）日：2011-01-13

  Nitrogen-containing lipids prepared from the conjugate addition of amines to acrylates, acrylamides, or other carbon-carbon double bonds conjugated to electron-withdrawing groups are described. Methods of preparing these lipids from commercially available starting materials are also provided. These amine-containing lipids or salts forms of these lipids are preferably biodegradable and biocompatible and may be used in a variety of drug delivery systems. Given the amino moiety of these lipids, they are particularly suited for the delivery of polynucleotides. Complexes or nanoparticles containing the inventive lipid and polynucleotide have been prepared. The inventive lipids may also be used to in preparing microparticle for drug delivery. They are particularly useful in delivering labile agents given their ability to buffer the pH of their surroundings.
• THERAPEUTIC COMPOSITIONS
  申请人：Tzianabos Arthur

  公开号：US20110052673A1

  公开（公告）日：2011-03-03

  Therapeutic compositions containing therapeutic agents and nitrogen-containing lipids are described. These tertiary amine-containing polymers are preferably biodegradable and biocompatible. Nanoparticles, microparticles, and complexes containing lipid/therapeutic agent complexes are also described.
• AMINE-CONTAINING LIPIDS AND USES THEREOF
  申请人：Massachusetts Institute of Technology

  公开号：US20160009657A1

  公开（公告）日：2016-01-14

  Nitrogen-containing lipids prepared from the conjugate addition of amines to acrylates, acrylamides, or other carbon-carbon double bonds conjugated to electron-withdrawing groups are described. Methods of preparing these lipids from commercially available starting materials are also provided. These amine-containing lipids or salts forms of these lipids are preferably biodegradable and biocompatible and may be used in a variety of drug delivery systems. Given the amino moiety of these lipids, they are particularly suited for the delivery of polynucleotides. Complexes or nanoparticles containing the inventive lipid and polynucleotide have been prepared. The inventive lipids may also be used to in preparing microparticle for drug delivery. They are particularly useful in delivering labile agents given their ability to buffer the pH of their surroundings.
• US9006487B2
  申请人：——

  公开号：US9006487B2

  公开（公告）日：2015-04-14