1,14-十四烷二胺 | 7735-02-6

• 物质功能分类: 有机原料 - 氨基化合物 - 无环单胺、多胺及其衍生物和盐
• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 1,14-十四烷二胺
• 英文名称: 1,14-tetradecanediamine
• 英文别名: 1,14-diaminotetradecane；tetradecane-1,14-diamine
• CAS: 7735-02-6
• 化学式: C₁₄H₃₂N₂
• 分子量: 228.421
• InChiKey: MSVPBWBOFXVAJF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  16
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  52
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 储存条件：
  存储条件：2-8°C，避光，惰性气体环境中保存。

制备方法与用途

应用：十四烷二胺可用作有机合成中间体和医药中间体，主要应用于实验室研发及化工生产的合成过程中。

反应信息

• 作为反应物：
  描述：

  1,14-十四烷二胺 在 哌啶 作用下， 以 乙醇 为溶剂， 反应 4.0h， 生成 2-cyano-N-{14-[2-cyano-3-(3,4,5-trihydroxyphenyl)acryloylamino]tetradecyl}-3-(3,4,5-trihydroxyphenyl)acrylamide
  参考文献：
  名称：

  Small Molecule Inhibitors of Dynamin I GTPase Activity:  Development of Dimeric Tyrphostins

  摘要：

  Dynamin I is a GTPase enzyme required for endocytosis and is an excellent target for the design of potential endocytosis inhibitors. Screening of a library of tyrphostins, in our laboratory, against the GTPase activity of dynamin I gave rise to a mu M potent lead, 2-cyano-3-(3,4-dihydroxyphenyl)thioacrylamide (1, IC50 70 mu M). Our initial investigations suggested that only the dimeric form of 1 displayed dynamin I GTPase inhibitory activity. Subsequent synthetic iterations were based on dimeric analogues and afforded a number of small molecules, low mu M potent, inhibitors of dynamin I GTPase, in particular, symmetrical analogues with a minimum of two free phenolic -OHs: catechol-acrylamide (9) (IC50 = 5.1 +/- 0.6 mu M), its 3,4,5-trihydroxy congener (10) (IC50 = 1.7 +/- 0.2 mu M), and the corresponding 3-methyl ether (11) (IC50 = 9 3 mu M). Increasing the length of the central alkyl spacer from ethyl to propyl (22-24) afforded essentially identical activity with IC50'S of 1.7 0.2, 1.7 0.2, and 5 +/- 1 mu M, respectively. No decrease in activity was noted until the introduction of a hexyl spacer. Our studies highlight the requirement for two free amido NHs with neither the mono-N-methyl (86) nor the bis-N-methyl (87) analogues inhibiting dynamin I GTPase. A similar effect was noted for the removal of the nitrile moieties. However, modest potency was observed with the corresponding ester analogues of 9-11: ethyl ester (90), propyl ester (91), and butyl ester (92), with IC50'S of 42 3, 38 2, and 61 2 mu M, respectively. Our studies reveal the most potent and promising dynamin I GTPase inhibitor in this series as (22), which is also known as BisT.

  DOI：

  10.1021/jm040208l
• 作为产物：
  描述：

  1,12-二氰基十二烷 在 镍 氨 、 氢气 作用下， 以 甲醇 为溶剂， 生成 1,14-十四烷二胺
  参考文献：
  名称：

  α, α, α, ω-四氯烷烃合成α, ω-二取代高级烷烃

  摘要：

  通过改进的 α, α, α, ω-四氯烷烃的水解方法，以良好的产率（超过 90%）制备了比 ω-氯辛酸更高的 ω-氯烷酸。反应在发烟硝酸中进行，在反应过程中加入二氧化氮或在少量磷酸酐的存在下进行。α, ω-二氯烷烃通过 Kolbe 电解合成衍生自 ω-氯代链烷酸。还从四氯烷烃开始制备了各种其他具有很长亚甲基链的新型 α, ω-二取代烷烃，例如二醇、二腈、二羧酸和二胺。

  DOI：

  10.1246/bcsj.39.480

文献信息

• Parallel anti-sense two-step cascade for alcohol amination leading to ω-amino fatty acids and α,ω-diamines
  作者：Sihyong Sung、Hyunwoo Jeon、Sharad Sarak、Md Murshidul Ahsan、Mahesh D. Patil、Wolfgang Kroutil、Byung-Gee Kim、Hyungdon Yun

  DOI：10.1039/c8gc02122h

  日期：——

  Running two two-step cascades in parallel anti-sense to transform an alcohol to an amine allowed the conversion of ω-hydroxy fatty acids (ω-HFAs) and α,ω-diols to the corresponding ω-amino fatty acids (ω-AmFAs) and α,ω-diamines, respectively. The network required only two enzymes namely an aldehyde reductase (AHR) and a transaminase (TA). Benzylamine served on the one hand as amine donor and on the

  将两个两步式级联反应平行进行反义以将醇转化为胺，可将ω-羟基脂肪酸（ω-HFA）和α，ω-二醇转化为相应的ω-氨基酸脂肪酸（ω-AmFAs） ）和α，ω-二胺。该网络仅需要两种酶，即醛还原酶（AHR）和转氨酶（TA）。苄胺一方面用作胺供体，另一方面在脱氨基后生成苯甲醛也用作氧化剂。使用纯化的酶以及全细胞系统将所有测试的ω-HFA有效地转化为其相应的ω-AmFA，分别表达两种酶，转化率在80-95％之间。另外，单细胞共表达所有酶均成功产生了ω-AmFA和α，ω-二胺，产率> 90％。
• Supramolecular Control of Two-Dimensional Phase Behavior
  作者：Steven De Feyter、Mattias Larsson、Norbert Schuurmans、Bas Verkuijl、George Zoriniants、André Gesquière、Mohamed M. Abdel-Mottaleb、Jan van Esch、Ben L. Feringa、Jan van Stam、Frans De Schryver

  DOI：10.1002/chem.200390137

  日期：2003.3.3

  effect of 1) hydrogen bonding, 2) molecule length, 3) odd-even effects, and 4) shape complementarity on the two-dimensional phase behavior was investigated. Insight into the effect of these parameters leads to the control of the two-dimensional patterning: from randomly intermixed systems to phase separation.

  我们已经使用定向的两组分自组装在液体/固体界面上以纳米级“图案化”有机单层。扫描隧道显微镜研究这些附加层中结构细节的能力被用来深入了解两组分二维相行为。所述组分是对称的烷基化双脲衍生物（R 1-脲-间隔基-脲-R 2； R 1，R 2 ＝烷基，间隔基＝烷基或双噻吩）。双噻吩单元充当标记物，其双氨氮基衍生物（T2）是所有研究的混合物中的组分。通过改变沿着分子形成氢键的脲基的位置以及其他组分的烷基链的长度，可以产生以下效果：1）氢键，2）分子长度，3）奇偶效应，4）研究了二维相行为的形状互补性。洞悉这些参数的效果导致对二维图案的控制：从随机混合的系统到相分离。
• Diamines for Polymer Materials via Direct Amination of Lipid- and Lignocellulose-based Alcohols with NH₃
  作者：Dennis Pingen、Judith B. Schwaderer、Justus Walter、Jiaqi Wen、George Murray、Dieter Vogt、Stefan Mecking

  DOI：10.1002/cctc.201800365

  日期：2018.7.19

  catalytic direct amination of long‐chain diols, derived from plant oils. High conversion was achieved with good selectivity, with the amount of nitrile impurities formed suppressed to a low level. From the lignocellulose‐based 5‐hydroxymethylfurfural (5‐HMF), or from bis(hydroxymethyl)furan, 2,5‐bis(aminomethyl)furan (BAMF) was generated. 5‐HMF was converted in a one‐pot, one‐step direct amination and reductive

  通过全催化途径，通过衍生自植物油的长链二醇的催化直接胺化来制备长链二胺。以良好的选择性实现了高转化率，并且将形成的腈杂质的量抑制到较低的水平。从木质纤维素基的5-羟甲基糠醛（5-HMF）或双（羟甲基）呋喃中生成了2,5-双（氨基甲基）呋喃（BAMF）。使用氨将5-HMF一步一步转化为直接胺化和还原胺化反应。在两种情况下，反应都非常有效地进行。在组合胺化和还原胺化中，H 2浓度是一个速率限制因素。降低H 2的分压也大大缩短了所需的反应时间。长链二胺与长链二酸的缩聚反应产生了更高分子量的聚酰胺，这说明了通过这种合成方法获得的二胺作为单体的质量。
• [EN] PHOSPHINYL AMIDINE COMPOUNDS, METAL COMPLEXES, CATALYST SYSTEMS, AND THEIR USE TO OLIGOMERIZE OR POLYMERIZE OLEFINS<br/>[FR] COMPOSÉS DE PHOSPHINYLAMIDINE, COMPLEXES DE MÉTAL, SYSTÈMES DE CATALYSEUR, ET LEUR UTILISATION POUR OLIGOMÉRISER OU POLYMÉRISER DES OLÉFINES
  申请人：CHEVRON PHILLIPS CHEMICAL CO

  公开号：WO2011082192A1

  公开（公告）日：2011-07-07

  N2-phosphinyl amidine compounds, N2-phosphinyl amidinates, N2-phosphinyl amidine metal salt complexes, N2-phosphinyl amidinate metal salt complexes are described. Methods for making N2-phosphinyl amidine compounds, N2-phosphinyl amidinates, N2-phosphinyl amidine metal salt complexes, and N2-phosphinyl amidinate metal salt complexes are also disclosed. Catalyst systems utilizing the N2-phosphinyl amidine metal salt complexes and N2-phosphinyl amidinate metal salt complexes are also disclosed along with the use of the N2-phosphinyl amidine compounds, N2-phosphinyl amidinates, N2-phosphinyl amidine metal salt complexes, and N2-phosphinyl amidinate metal salt complexes for the oligomerization and/or polymerization of olefins.

  描述了N2-膦胺化合物、N2-膦胺酸盐、N2-膦胺金属盐络合物、N2-膦胺酸盐金属盐络合物。还公开了制备N2-膦胺化合物、N2-膦胺酸盐、N2-膦胺金属盐络合物和N2-膦胺酸盐金属盐络合物的方法。还公开了利用N2-膦胺金属盐络合物和N2-膦胺酸盐金属盐络合物的催化剂系统，以及利用N2-膦胺化合物、N2-膦胺酸盐、N2-膦胺金属盐络合物和N2-膦胺酸盐金属盐络合物进行烯烃的寡聚和/或聚合的用途。
• FUNCTIONALIZED HIGHLY BRANCHED MELAMINE-POLYAMINE POLYMERS
  申请人：Peretolchin Maxim

  公开号：US20120252987A1

  公开（公告）日：2012-10-04

  The present invention relates to a method for producing amphiphilic functionalized highly branched melamine-polyamine polymers by condensing melamine and optionally a melamine derivate having at least one different amine having at least two primary amino groups and optionally also with urea and/or at least one urea derivative and/or with at least one at least difunctional diisocyanate or polyisocyanate and/or at least one carbolic acid having at least two carboxyl groups or at least one derivative thereof, optionally quaternizing a portion of the amino groups of the polymer thereby obtained, reacting the polymer thus obtained with at least one compound capable of undergoing a condensation or addition reaction with amino groups, and optionally quaternizing at least part of the amino groups of the polymer obtained in the first step. The invention further relates to the amphiphilic functionalized highly branched melamine-polyamine polymers that can be obtained by the method according to the invention, and to the use thereof as surface active agents.

  本发明涉及一种通过将三聚氰胺和至少一种具有至少两个主要氨基的不同氨基的三聚氰胺衍生物以及可能还包括尿素和/或至少一种尿素衍生物和/或至少一种至少双官能团二异氰酸酯或多异氰酸酯和/或至少一种至少具有两个羧基的羧酸或其衍生物缩合，从而制备含有两性功能化的高支化三聚氰胺-多胺聚合物的方法。可选地，对所获得的聚合物的部分氨基进行季铵化，然后将所获得的聚合物与至少一种能够与氨基发生缩合或加成反应的化合物反应，并可选地对第一步中获得的聚合物的部分氨基进行季铵化。本发明还涉及通过本发明的方法可以获得的含有两性功能化的高支化三聚氰胺-多胺聚合物，以及将其用作表面活性剂的用途。