N-ethyllinoleoylamide | 3140-43-0

• 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-ethyllinoleoylamide
• 英文别名: Z-octadeca-9,12-dienoic acid ethylamide；(9Z,12Z)-N-ethyloctadecyl-9,12-dienamide；N-ethyl-(9Z,12Z)octadecadienamide；N-Ethyllinolamid；(9Z,12Z)-N-ethyloctadeca-9,12-dienamide
• CAS: 3140-43-0
• 化学式: C₂₀H₃₇NO
• 分子量: 307.52
• InChiKey: XCLBZPCBKFADQY-MURFETPASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  22
• 可旋转键数：
  15
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-ethyllinoleoylamide 在 bis(cyclopentadienyl)dihydrozirconium 、 频那醇硼烷 、 盐酸 作用下， 以 乙醚 、 水 为溶剂， 反应 18.0h， 以70%的产率得到(9Z,12Z)-N-ethyloctadecyl-9,12-diene-1-amine
  参考文献：
  名称：

  氢化锆催化的酰胺位点选择性硼氢化反应合成胺：机理、范围和应用

  摘要：

  开发用于选择性合成胺的温和高效的催化方法是一个长期的研究目标。在这方面，催化脱氧酰胺还原已被证明是有前途但具有挑战性的，因为这种方法需要选择性的 C-O 键裂解。在此，我们报告了伯、仲和叔酰胺在室温下由地球丰富的金属催化剂 Zr-H 催化的选择性硼氢化反应，以获取不同的胺。各种易于还原的官能团，如酯、炔烃和烯烃，都具有良好的耐受性。此外，该方法还扩展到生物和药物衍生胺的合成。详细的机理研究揭示了一个反应途径，通过一个不寻常的 C-N 键断裂-重整过程形成醛和酰胺复合物，然后是 C-O 键断裂。

  DOI：

  10.1016/s1872-2067(21)63853-6
• 作为产物：
  描述：

  (Z,Z)-9,12-十八烷二烯酸二聚物 在 氯化亚砜 作用下， 以 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 13.92h， 生成 N-ethyllinoleoylamide
  参考文献：
  名称：

  Synthesis, characterization and corrosion inhibition studies of polyunsaturated fatty acid derivatives on the acidic corrosion of mild steel: Experimental and computational studies

  摘要：

  In an effort to make an efficient and benign a for the purpose of acidizing, a novel range of new derivatives of polyunsaturated fatty acids (PUFA) were prepared from a group of amines and Z-9,12-octadecadienoic add with Excellent yields. Elemental analysis, FTIR, C-13 NMR and H-1 NMR was employed to realize a description for the newly manufactured compound. The inhibitive action of synthesized amides was examined by means of potentiodynamic polarization techniques and weight loss measurements in 1.00 M HCl. Derivatives of Z-9,12-octadecadienoic add amides (DA) were found to obey the Langmuir adsorption model The hydrophobic nature of mild steel (MS) was revealed by measurement of the contact angle in the presence of Cl. The experimental findings were found to be supported by quantum chemical calculations. Inhibition efficiencies were computed for various DA concentrations for inhibition against the wear of MS in 100.00 ml of 1.00 M Ha, with exposure for four days at temperatures ranging from 298 to 333 K. For a DA concentration of 100 ppm, every inhibitor molecule showed outstanding percentage inhibition efficiencies in 1.00 M HCl. Compounds 2, 3,4, 5, 6, 7, 8 and 9 offered a robust percentage inhibition efficiency of 92.90, 86.6, 49.8, 82.7, 85.9, 96.70, 9430 and 9130, correspondingly, at 100 ppm The interaction of the p-electrons in compounds with low-energy, empty Fe d-orbitals helped the inhibitive molecules (IMs) to experience adsorption and inhibit the process of anodic dissolution. When Tafel plots were employed for the compounds used in the electrochemical method, similar findings were obtained for the percentage inhibition efficiencies. Compound adsorption on the MS surface was discovered to obey Arrhenius and Transition state plots in 1.00 M HCl. (C) 2020 Elsevier LW. All rights reserved.

  DOI：

  10.1016/j.molliq.2020.114162

文献信息

• 一种酰胺化合物还原制备胺类化合物的方法
  申请人：中国科学院兰州化学物理研究所

  公开号：CN112299938A

  公开（公告）日：2021-02-02

  本发明涉及一种酰胺化合物还原制备胺类化合物的方法，该方法是指在保护气氛中，将酰胺类化合物或环状酰胺、锆金属催化剂、频哪醇硼烷混合，于室温条件下进行酰胺还原反应，12~48h后通过氯化氢的乙醚溶液后处理，即得胺的盐酸盐化合物。本发明操作简单、成本低且具有良好的官能团耐受性和广泛的底物范围。
• Effects of synthetic alkamides on Arabidopsis fatty acid amide hydrolase activity and plant development
  作者：Lionel Faure、Ronaldo Cavazos、Bibi Rafeiza Khan、Robby A. Petros、Peter Koulen、Elison B. Blancaflor、Kent D. Chapman

  DOI：10.1016/j.phytochem.2014.11.011

  日期：2015.2

  hydrolase (FAAH) has been described as a key contributor to NAE hydrolysis; however, no enzyme has been associated with alkamide degradation in plants. Herein reported is synthesis of 12 compounds structurally similar to a naturally occurring alkamide (N-isobutyl-(2E,6Z,8E)decatrienamide or affinin) with different acyl compositions more similar to plant NAEs and various amino alkyl head groups. These "hybrid"

  烷酰胺和 N-酰基乙醇胺 (NAE) 是影响植物发育的生物活性、酰胺连接的脂质。烷基酰胺仅限于高等植物的几个科和一些真菌，而 NAE 是植物和动物中广泛存在的信号分子。脂肪酸酰胺水解酶 (FAAH) 已被描述为 NAE 水解的关键因素；然而，没有酶与植物中的烷酰胺降解有关。本文报道了 12 种结构类似于天然存在的烷酰胺（N-异丁基-（2E，6Z，8E）十碳三烯酰胺或亲和素）的化合物的合成，具有不同的酰基组成，更类似于植物 NAE 和各种氨基烷基头基。测试了这些“混合”合成烷酰胺对重组拟南芥 FAAH 的活性及其对植物发育的影响（即，子叶扩张和初生根长度）。在一些合成的烷酰胺（如 N-乙基月桂酰胺）存在下，在体外发现 FAAH 对 NAE 的活性显着增加 (4)。发现这种“增强”效应至少部分是由于乙醇胺对 FAAH 产物抑制的缓解，而不是由于 FAAH 酶的寡聚化状态的改变。对于这些醇酰胺中的一些，观察到幼苗生长的抑制，FAAH
• Epoxidation of carbon-carbon double bond with membrane bound peroxygenase
  申请人：——

  公开号：US20030040090A1

  公开（公告）日：2003-02-27

  A method has been discovered for the epoxidation of a compound having at least one carbon-carbon double bond, the method involves reacting a compound having at least one carbon-carbon double bond, a solvent, an oxidant, and membrane bound peroxygenase. Also discovered is a method for preparing the membrane bound peroxygenase involving grinding seeds containing peroxygenase to produce ground seeds, homogenizing the ground seeds in a buffer to form a slurry, centrifuging the slurry to produce a first supernatant, centrifuging the first supernatant to produce a second supernatant, and filtering said second supernatant through a protein-binding membrane filter to produce membrane bound peroxygenase; optionally the second supernatant is filtered through a hydrophilic membrane filter prior to filtering the second supernatant through a protein-binding membrane filter.

  发现了一种使具有至少一个碳碳双键的化合物发生环氧化反应的方法，该方法包括使具有至少一个碳碳双键的化合物、溶剂、氧化剂和膜结合过氧酶发生反应。还发现了一种制备膜结合过氧化氢酶的方法，包括研磨含有过氧化氢酶的种子以产生磨碎的种子，在缓冲液中均质磨碎的种子以形成浆液，离心浆液以产生第一上清液，离心第一上清液以产生第二上清液，通过蛋白质结合膜过滤器过滤所述第二上清液以产生膜结合过氧化氢酶；在通过蛋白质结合膜过滤器过滤第二上清液之前，可选择通过亲水膜过滤器过滤第二上清液。
• A METHOD FOR TREATING PERIPHERAL INFLAMMATORY DISEASE
  申请人：Dublin City University

  公开号：EP3297621A1

  公开（公告）日：2018-03-28
• US6485949B1
  申请人：——

  公开号：US6485949B1

  公开（公告）日：2002-11-26