N,N-dioctyl(oxyranylmethyl)amine | 49623-96-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N,N-dioctyl(oxyranylmethyl)amine
• 英文别名: N,N-di(n-octyl)glycidylamine；N-octyl-N-(oxiran-2-ylmethyl)octan-1-amine
• CAS: 49623-96-3
• 化学式: C₁₉H₃₉NO
• 分子量: 297.525
• InChiKey: FFRBYQWNSAWDAA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  21
• 可旋转键数：
  16
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  15.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N,N-dioctyl(oxyranylmethyl)amine 在 sodium hydroxide 、 水 作用下， 以 甲醇 为溶剂， 反应 32.0h， 生成 1-[2-hydroxy-3-(N,N-dioctylamino)propyl]-1,4,7,10-tetraazacyclododecane
  参考文献：
  名称：

  DO DO3A衍生物，模仿磷脂；pH响应MRI造影剂的制备和体外评估

  摘要：

  已经制备了一系列模仿磷脂的Gd-DO3A衍生物（8a – d）。Gd-HADB-DO3A（8a）和Gd-HADO-DO3A（8b）中的两种复合物已在体外评估为pH响应MRI造影剂。pH值从6变为8时，Gd-HADO-DO3A（8b）的T 1弛豫度（r 1）增加142％。pH依赖性被认为是由于两亲性复合物的去质子化而形成的超分子结构所致。在碱性pH下。

  DOI：

  10.1039/b100405k
• 作为产物：
  描述：

  二正辛胺 、 环氧氯丙烷 反应 16.0h， 以70%的产率得到N,N-dioctyl(oxyranylmethyl)amine
  参考文献：
  名称：

  DO DO3A衍生物，模仿磷脂；pH响应MRI造影剂的制备和体外评估

  摘要：

  已经制备了一系列模仿磷脂的Gd-DO3A衍生物（8a – d）。Gd-HADB-DO3A（8a）和Gd-HADO-DO3A（8b）中的两种复合物已在体外评估为pH响应MRI造影剂。pH值从6变为8时，Gd-HADO-DO3A（8b）的T 1弛豫度（r 1）增加142％。pH依赖性被认为是由于两亲性复合物的去质子化而形成的超分子结构所致。在碱性pH下。

  DOI：

  10.1039/b100405k

文献信息

• US4310683A
  申请人：——

  公开号：US4310683A

  公开（公告）日：1982-01-12
• [EN] AMPHIPHILIC BLOCK COPOLYMER<br/>[FR] COPOLYMÈRE SÉQUENCÉ AMPHIPHILE
  申请人：BYK CHEMIE GMBH

  公开号：WO2021175972A1

  公开（公告）日：2021-09-10

  The invention relates to block copolymer comprising i) A first block wherein at least 65 mol-% of the repeating units of the first block are repeating units of the formula (I) -[CH2-CH2-O]-, ii) A second block wherein at least 90 mol-% of the repeating units of the second block are repeating units of at least one of formulae (II) or (III), wherein the groups R1, R2, and R3 independent of each occurrence are selected from hydrocarbyl groups having 1 to 40 carbon atoms, which are optionally substituted by ether or hydroxyl groups, and wherein the groups R1 and R2 are optionally linked to each other such that a nitrogen heterocyclic structure is present, iii) A third block which is different from the first block and the second block and which is more hydrophobic than the first block.
• Gadolinium DO3A derivatives mimicking phospholipids; preparation and in vitro evaluation as pH responsive MRI contrast agents
  作者：Ragnar Hovland、Christian Gløgård、Arne J. Aasen、Jo Klaveness

  DOI：10.1039/b100405k

  日期：——

  A series of Gd-DO3A derivatives (8a–d) mimicking phospholipids have been prepared. Two of the complexes, Gd-HADB-DO3A (8a) and Gd-HADO-DO3A (8b), have been evaluated as pH responsive MRI contrast agents in vitro. The T1-relaxivity (r1) of Gd-HADO-DO3A (8b) increased 142% on changing the pH from 6 to 8. The pH dependence is thought to arise from the formation of supramolecular structures caused by deprotonation

  已经制备了一系列模仿磷脂的Gd-DO3A衍生物（8a – d）。Gd-HADB-DO3A（8a）和Gd-HADO-DO3A（8b）中的两种复合物已在体外评估为pH响应MRI造影剂。pH值从6变为8时，Gd-HADO-DO3A（8b）的T 1弛豫度（r 1）增加142％。pH依赖性被认为是由于两亲性复合物的去质子化而形成的超分子结构所致。在碱性pH下。
• Stimuli-Responsive Tertiary Amine Functional PEGs Based on <i>N</i>,<i>N</i>-Dialkylglycidylamines
  作者：Jana Herzberger、Dennis Kurzbach、Mathias Werre、Karl Fischer、Dariush Hinderberger、Holger Frey

  DOI：10.1021/ma501367b

  日期：2014.11.25

  Amine-functional poly(ethylene glycol) (PEG) copolymers have been prepared that exhibit thermo- and pH- responsive behavior in aqueous solution. Three novel tertiary di(n-alkyl)glycidylamine monomers have been introduced for anionic ring-opening copolymerization (AROcP) with ethylene oxide (EO): N,N-di(n-butyl)glycidylamine (DButGA), N,N-di(n-hexyl)glycidylamine (DHexGA), and N,N-di(n-octyl)glycidylamine (DOctGA). Via controlled AROcP we synthesized well-defined (M-w/M-n = 1.051.14), water-soluble block- and gradient-type PEG copolymers, containing up to 25 mol % of the respective dialkylglycidylamine comonomer. Molecular weights ranged from 4900 to 12 000 g mol(1.) Detailed in-situ H-1 NMR kinetics and C-13 triad analyses elucidate the microstructures of the copolymers and the relative reactivity of the novel comonomers. Notably, the n-alkyl chain length had no significant influence on the relative reactivity of the glycidylamine comonomers. Calculated reactivity ratios ranged from r(EO) = 1.84, r(DButGA) = 0.49 to r(EO) = 1.78, r(DOctGA) = 0.42, manifesting the formation of gradient copolymers. Thermo- and pH-responsive properties of these copolymers are precisely tunable by the comonomer ratio, and cloud points in aqueous solution can be adjusted between 21 and 93 degrees C. Electron paramagnetic resonance (EPR) spectroscopic studies with TEMPO as a spin probe were conducted to elucidate hostguest interactions of the copolymers. Unexpectedly, the n-alkyl chain length of the different glycidylamine comonomers only influences the inverse phase transition of the gradient copolymers, but not of the block copolymers on the nanoscale. Self-assembly of the block- and gradient-type copolymers in aqueous alkaline solution by both static and dynamic light scattering has also been investigated after confirming the existence of pure unimers in methanol.