(1E)-N-Dodecyldodecan-1-imine | 17248-32-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (1E)-N-Dodecyldodecan-1-imine
• 英文别名: N-dodecyldodecan-1-imine
• CAS: 17248-32-7
• 化学式: C₂₄H₄₉N
• 分子量: 351.66
• InChiKey: BEQPUKSNIDHWRY-UHFFFAOYSA-N

物化性质

• 沸点：
  449.9±18.0 °C(Predicted)
• 密度：
  0.83±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10.6
• 重原子数：
  25
• 可旋转键数：
  21
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  12.4
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (1E)-N-Dodecyldodecan-1-imine 在 sodium tetrahydroborate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 4.0h， 以0.18 g的产率得到双十二烷基胺
  参考文献：
  名称：

  Anchor Dependency for Non-Glycerol Based Cationic Lipofectins: Mixed Bag of Regular and Anomalous Transfection Profiles

  摘要：

  Although detailed structure activity, physicochemical and biophysical investigations in probing the anchor influence in liposomal gene delivery have been reported for glycerol-based transfection lipids, the corresponding investigation for non-glycerol based simple monocationic transfection lipids have not yet been undertaken. Towards this end, herein, we delineate our structure - activity and physicochemical approach in deciphering the anchor dependency in liposomal gene delivery using fifteen new structural analogues (lipids 1 - 15) of recently reported nonglycerol based monocationic transfection lipids. The C-14 analogues in both series 1 (lipids 1 - 6) and series 2 (lipids 7-15) showed maximum efficiency in transfecting COS-1 and CHO cells. However, the C-12 analogue of the ether series (lipid 3) exhibited a seemingly anomalous behavior compared with its transfection efficient C-10 and C-14 analogues (lipids 2 and 4) in being completely inefficient to transfect both COS-1 and CHO cells. The present structure - activity investigation also convincingly demonstrates that enhancement of transfection efficiencies through incorporation of membrane reorganizing unsaturation elements in the hydrophobic anchor of cationic lipids is not universal but cell dependent. The strength of the interaction of lipids 1 - 15 with DNA was assessed by their ability to exclude ethidium bromide bound to the DNA. Cationic lipids with long hydrophobic tails were found, in general, to be efficient in excluding EtBr from DNA. Gel to liquid crystalline transition temperatures of the lipids was measured by fluorescence anisotropy measurement technique. In general (lipid 2 being an exception), transfection efficient lipids were found to have their mid transition temperatures at or below physiological temperatures (37degreesC).

  DOI：

  10.1002/1521-3765(20020215)8:4<900::aid-chem900>3.0.co;2-x
• 作为产物：
  描述：

  十二烷基伯胺 在 3,4-disubstituted 4-deazatoxoflavin derivative 作用下， 反应 10.0h， 生成 (1E)-N-Dodecyldodecan-1-imine
  参考文献：
  名称：

  由 3,4-二取代 4-脱氮杂黄素衍生物催化的胺自循环氧化为羰基化合物

  摘要：

  3,4-二取代的 4-脱氮氧代黄素衍生物 (II) 是通过 6-(1-甲基肼基) 尿嘧啶 (I) 与适当的 α-二酮缩合制备的。除了苄胺和环己胺外，化合物II氧化长链烷基胺如正辛胺和正十二胺，通过亚胺产生相应的羰基化合物，催化转化率显着高。

  DOI：

  10.1246/cl.1982.1309

文献信息

• 一种氨基脂质化合物及其制备方法和用途
  申请人：深圳深信生物科技有限公司

  公开号：CN112961091B

  公开（公告）日：2022-06-17

  本发明涉及一种氨基脂质化合物，化学式I所示的化合物、或其立体异构体、或其互变异构体、或其药学上可接受的盐，同时还公开了该化合物的制备方法以及其作为递送治疗剂组分和在制备药物中的用途。
• Oxidative coupling of primary amines to imines catalyzed by CoCl ₂ ·6H ₂ O
  作者：Chengxi Lian、Chaoying Zhang、Yingchun Zhao、Hui Wang、Xiufen Li、Longjiang Huang

  DOI：10.1002/aoc.6568

  日期：2022.3

  for the first time for the additive-free oxidative coupling of primary amines to imines. Different substituted benzylamine and heteroaryl methanamine compounds could be transformed into their corresponding imines in good to excellent yields over this catalyst. Meanwhile, it has been demonstrated that this catalyst can also afford the oxidative coupling of various benzylamines with o-phenylenediamine to

  首次提出了一种高性能、易于获得且环保的钴催化剂，用于伯胺与亚胺的无添加剂氧化偶联。在这种催化剂上，不同的取代苄胺和杂芳基甲胺化合物可以以良好至优异的产率转化为其相应的亚胺。同时，已经证明该催化剂还可以提供各种苄胺与邻苯二胺的氧化偶联，以中等至良好的收率生产苯并咪唑衍生物。
• Highly selective oxidation of amines to imines by Mn2O3 catalyst under eco-friendly conditions
  作者：Fushan Chen、Tao Yang、Songlin Zhao、Taotao Jiang、Lu Yu、Houfeng Xiong、Chuankun Guo、Yufang Rao、Yan Liu、Liu Liu、Jian Zhou、Pengxiang Tu、Jun Ni、Qunfeng Zhang、Xiaonian Li

  DOI：10.1016/j.cclet.2019.09.007

  日期：2019.12

  Abstract Enhancing the selectivity of imines for the oxidative self-coupling of primary amines was found to be challenging in the heterogeneous catalysis. Three different manganese oxides (M-3, M-4, M-5) were synthesized by controlling the calcination temperature using a simple template-free oxalate route. The prepared manganese oxides were systematically characterized using XRD, N2 sorption, SEM,

  摘要在异相催化中发现提高亚胺对伯胺的氧化自偶联的选择性具有挑战性。通过使用简单的无模板草酸盐途径控制煅烧温度，合成了三种不同的锰氧化物（M-3，M-4，M-5）。使用XRD，N2吸附，SEM，TEM，XPS，H2-TPR技术对制得的锰氧化物进行了系统表征。在苄基胺的100％转化率下，M-4产生的亚胺选择性为96.2％，远远优于其他现有方案。发现Mn 3+ / Mn 4+比率影响亚胺的选择性。首次提出了锰氧化物催化胺氧化的可能反应途径。
• Anchor Dependency for Non-Glycerol Based Cationic Lipofectins: Mixed Bag of Regular and Anomalous Transfection Profiles
  作者：Rajkumar Sunil Singh、Koushik Mukherjee、Rajkumar Banerjee、Arabinda Chaudhuri、Samik Kumar Hait、Satya Priya Moulik、Yerramsetti Ramadas、Amash Vijayalakshmi、Nalam Madhusudhana Rao

  DOI：10.1002/1521-3765(20020215)8:4<900::aid-chem900>3.0.co;2-x

  日期：2002.2.15

  Although detailed structure activity, physicochemical and biophysical investigations in probing the anchor influence in liposomal gene delivery have been reported for glycerol-based transfection lipids, the corresponding investigation for non-glycerol based simple monocationic transfection lipids have not yet been undertaken. Towards this end, herein, we delineate our structure - activity and physicochemical approach in deciphering the anchor dependency in liposomal gene delivery using fifteen new structural analogues (lipids 1 - 15) of recently reported nonglycerol based monocationic transfection lipids. The C-14 analogues in both series 1 (lipids 1 - 6) and series 2 (lipids 7-15) showed maximum efficiency in transfecting COS-1 and CHO cells. However, the C-12 analogue of the ether series (lipid 3) exhibited a seemingly anomalous behavior compared with its transfection efficient C-10 and C-14 analogues (lipids 2 and 4) in being completely inefficient to transfect both COS-1 and CHO cells. The present structure - activity investigation also convincingly demonstrates that enhancement of transfection efficiencies through incorporation of membrane reorganizing unsaturation elements in the hydrophobic anchor of cationic lipids is not universal but cell dependent. The strength of the interaction of lipids 1 - 15 with DNA was assessed by their ability to exclude ethidium bromide bound to the DNA. Cationic lipids with long hydrophobic tails were found, in general, to be efficient in excluding EtBr from DNA. Gel to liquid crystalline transition temperatures of the lipids was measured by fluorescence anisotropy measurement technique. In general (lipid 2 being an exception), transfection efficient lipids were found to have their mid transition temperatures at or below physiological temperatures (37degreesC).
• AUTORECYCLING OXIDATION OF AMINES TO CARBONYL COMPOUNDS CATALYZED BY 3,4-DISUBSTITUTED 4-DEAZATOXOFLAVIN DERIVATIVES
  作者：Tomohisa Nagamatsu、Yuko Hashiguchi、Yoshiharu Sakuma、Fumio Yoneda

  DOI：10.1246/cl.1982.1309

  日期：1982.9.5

  3,4-Disubstituted 4-deazatoxoflavin derivatives (II) were prepared by the condensation of 6-(1-methylhydrazino)uracils (I) with appropriate α-diketones. The compounds II oxidized long-chain alkylamines such as n-octylamine and n-dodecylamine besides benzylamine and cyclohexylamine to yield the corresponding carbonyl compounds via imines, catalytically with a markedly high turnover number.

  3,4-二取代的 4-脱氮氧代黄素衍生物 (II) 是通过 6-(1-甲基肼基) 尿嘧啶 (I) 与适当的 α-二酮缩合制备的。除了苄胺和环己胺外，化合物II氧化长链烷基胺如正辛胺和正十二胺，通过亚胺产生相应的羰基化合物，催化转化率显着高。