1-linoleoylimidazole | 64833-94-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-linoleoylimidazole
• 英文别名: (9Z,12Z)-1-imidazol-1-yloctadeca-9,12-dien-1-one
• CAS: 64833-94-9
• 化学式: C₂₁H₃₄N₂O
• 分子量: 330.514
• InChiKey: NAZZTBHGACYACB-HZJYTTRNSA-N

物化性质

• 沸点：
  230 °C(Press: 0.975 Torr)
• 密度：
  0.93±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  24
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  34.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  甲醇 、 1-linoleoylimidazole 反应 4.0h， 生成 亚油酸甲酯
  参考文献：
  名称：

  1,1′-OXALYLDIIMIDAZOLE, A NEW REAGENT FOR ACTIVATION OF CARBOXYLIC ACID

  摘要：

  羧酸及其盐通过标题试剂转变为1-酰基咪唑。这一反应被应用于脂肪酸的酯化过程。

  DOI：

  10.1246/cl.1983.1819
• 作为产物：
  描述：

  sodium linoleate 、 草酰基二咪唑 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 1-linoleoylimidazole
  参考文献：
  名称：

  1,1′-OXALYLDIIMIDAZOLE, A NEW REAGENT FOR ACTIVATION OF CARBOXYLIC ACID

  摘要：

  羧酸及其盐通过标题试剂转变为1-酰基咪唑。这一反应被应用于脂肪酸的酯化过程。

  DOI：

  10.1246/cl.1983.1819

文献信息

• A Facile Method for Activation of Carboxylic Acids
  作者：Shizuaki Murata

  DOI：10.1246/bcsj.57.3597

  日期：1984.12

  1,1′-Oxalyldiimidazole, -1,2,4-triazole, and -1,2,3,4-tetrazole were prepared in situ from oxalyl dichloride and corresponding 1H-azoles. The 1,1′-oxalyldiazoles converted carboxylic acids and their salts into 1-acylazoles.

  1,1'-草酰二咪唑、-1,2,4-三唑和-1,2,3,4-四唑由草酰二氯和相应的1H-唑原位制备。1,1'-草酰二唑将羧酸及其盐转化为 1-酰基唑。
• Radiosynthesis, in vitro and in vivo evaluation of 123I-labeled anandamide analogues for mapping brain FAAH
  作者：Leonie wyffels、Sylvie De Bruyne、Peter Blanckaert、Didier M. Lambert、Filip De Vos

  DOI：10.1016/j.bmc.2008.11.019

  日期：2009.1

  Fatty acid amide hydrolase (FAAH) is one of the main enzymes responsible for terminating the signaling of endocannabinoids, including anandamide. This paper is the first report of the synthesis, [123I]-labeling and in vitro and in vivo evaluation of anandamide analogues as potential metabolic trapping radioligands for in vivo evaluation of brain FAAH. N-(2-Iodoethyl)linoleoylamide (2) and N-(2-iod

  脂肪酸酰胺水解酶（FAAH）是负责终止包括anandamide在内的大麻素信号传导的主要酶之一。本文是合成，[ 123 I]标记和anandamide类似物体外和体内评价的首次报道，anandamide类似物可作为潜在的代谢捕获放射性配体用于体内FAAH的脑评价。N-（2-碘乙基）亚油酰基酰胺（2）和N-（2-碘乙基）花生四烯酰胺（4）以两步法从它们各自的酸开始以良好的产率（分别为75％和86％）合成。使用重组大鼠FAAH和[ 3 H] -anandamide进行的体外分析显示2和3的相互作用。4与FAAH（IC 50个5.78μM和3.14μM，分别的值）。合成了[ 123 I] -2和[ 123 I] -4，其放射化学产率分别为21％和12％，放射化学纯度> 90％。小鼠的生物分布研究表明，两种示踪剂均能吸收大脑（对于[ 123 I] -2，在pi 3 min时最大值为1.23％ID /
• Cost-efficient and user-friendly ¹⁷O/¹⁸O labeling procedures of fatty acids using mechanochemistry
  作者：Jessica Špačková、Charlyn Fabra、Guillaume Cazals、Marie Hubert-Roux、Isabelle Schmitz-Afonso、Ieva Goldberga、Dorothée Berthomieu、Aurélien Lebrun、Thomas-Xavier Métro、Danielle Laurencin

  DOI：10.1039/d1cc02165f

  日期：——

  mechanochemical procedures for 17O/18O-isotope labeling of fatty acids are reported: a carboxylic acid activation/hydrolysis approach and a saponification approach. The latter route allowed first-time enrichment of important polyunsaturated fatty acids (PUFAs) including docosahexaenoic acid (DHA). Overall, a total of 9 pure labeled products were isolated in high yields (≥80%) and with high enrichment levels

  报道了脂肪酸17 O/ 18 O-同位素标记的两种机械化学程序：羧酸活化/水解方法和皂化方法。后一种途径首次实现了重要的多不饱和脂肪酸（PUFA）的富集，包括二十二碳六烯酸（DHA）。总体而言，在温和的条件下，以高产率（≥80%）和高富集水平（≥37%的C=O和C-OH羧基氧原子平均标记）分离出总共9种纯标记产物，简而言之时间 （
• Self-assembly and β-carotene loading capacity of hydroxyethyl cellulose-graft-linoleic acid nanomicelles
  作者：Yang Yang、Yanzhu Guo、Runcang Sun、Xiaohui Wang

  DOI：10.1016/j.carbpol.2016.03.012

  日期：2016.7

  A series of linoleic acid conjugated hydroxyethyl cellulose polymers (HEC-g-LA) were synthesized and characterized. And their solubilities in a variety of solvents were compared. The prepared HEC-g-LA polymers showed typical properties of amphiphilic polymers and were able to self-assemble into spherical nanomicelles in aqueous solution. The micelle sizes and critical micelle concentrations (CMC) were found correlated with the molecular structure of polymers, and were varied in the range of 20-50 nm and 1.92-21.76 mu g/ml, respectively. Furthermore, the hydrophobic active component beta-carotene (beta-C) was successfully encapsulated into the HEC-g-LA micelles by sonication-dialysis method. The beta-C encapsulation efficiency and loading content were found to be as high as 84.67% (w/w) and 4.23%. The results of in vitro release showed that the encapsulated p-c was continuously released from the micelles in phosphate buffered saline (PBS) medium for about 7 days. The self-assembled HEC-g-LA nanomicelles are potential nanocarriers of hydrophobic active compounds for functional food applications. (C) 2016 Elsevier Ltd. All rights reserved.
• MURATA, SHIZUAKI, BULL. CHEM. SOC. JAP., 1984, 57, N 12, 3597-3598
  作者：MURATA, SHIZUAKI

  DOI：——

  日期：——