(4Z,7Z,10Z,13Z,16Z,19Z)-N-isopropyldocosa-4,7,10,13,16,19-hexaenamide | 1282618-05-6

• 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: (4Z,7Z,10Z,13Z,16Z,19Z)-N-isopropyldocosa-4,7,10,13,16,19-hexaenamide
• 英文别名: (Z,Z,Z,Z,Z,Z)-N-isopropyl-docosa-4,7,10,13,16,19-hexaenamide；(4Z,7Z,10Z,13Z,16Z,19Z)-N-propan-2-yldocosa-4,7,10,13,16,19-hexaenamide
• CAS: 1282618-05-6
• 化学式: C₂₅H₃₉NO
• 分子量: 369.591
• InChiKey: JUQURBBQLKWGQT-YNUSHXQLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  27
• 可旋转键数：
  15
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  二十二碳六烯酸 、 异丙胺 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 生成 (4Z,7Z,10Z,13Z,16Z,19Z)-N-isopropyldocosa-4,7,10,13,16,19-hexaenamide
  参考文献：
  名称：

  鱼油衍生物的体外与体内抗过敏活性的构效关系。

  摘要：

  探索了鱼油中的一系列不饱和脂肪酸及其相应的乙醇酰胺代谢物，以发现具有抗过敏活性的活性鱼油成分。发现ω-3脂肪酸的乙醇酰胺（α-亚麻酸，EPA和DHA）具有良好的抗过敏活性，而游离脂肪酸和其他脂肪酸的乙醇酰胺则没有或表现出弱的功效。基于这一发现，研究了DHA-乙醇酰胺（DHEA）衍生物的结构-活性关系，以在体内和体外产生具有增强的抗过敏活性的更好的脂肪酸衍生物。当DHEA的乙醇酰胺部分被取代的磺酰胺官能团取代时，在体外提供了非常有前途的效价。化合物59在体内显示出比DHEA更高的抗过敏活性。结果表明，优化的DHEA衍生物在体内和体外具有增强的抗过敏活性，并且所得结构将成为进一步开发具有良好抗过敏活性的生物利用性衍生物的重要基础。

  DOI：

  10.1021/acs.jmedchem.9b00994

文献信息

• OLIGONUCLEOTIDE COMPOUNDS FOR TREATMENT OF PREECLAMPSIA AND OTHER ANGIOGENIC DISORDERS
  申请人：University of Massachusetts

  公开号：EP3995581A2

  公开（公告）日：2022-05-11

  This disclosure relates to novel targets for angiogenic disorders. Novel oligonucleotides are also provided. Methods of using the novel oligonucleotides for the treatment of angiogenic disorders (e.g., preeclampsia) are also provided.

  本公开涉及治疗血管生成疾病的新靶点。还提供了新型寡核苷酸。还提供了使用新型寡核苷酸治疗血管生成障碍（如子痫前期）的方法。
• Oligonucleotide compounds for targeting huntingtin mRNA
  申请人：UNIVERSITY OF MASSACHUSETTS

  公开号：US10435688B2

  公开（公告）日：2019-10-08

  This disclosure relates to novel huntingtin targets. Novel oligonucleotides for the treatment of Huntington's disease are also provided.

  本公开涉及新型亨廷顿靶点。还提供了用于治疗亨廷顿氏病的新型寡核苷酸。
• Oligonucleotide compounds for treatment of preeclampsia and other angiogenic disorders
  申请人：UNIVERSITY OF MASSACHUSETTS

  公开号：US11345917B2

  公开（公告）日：2022-05-31

  This disclosure relates to novel targets for angiogenic disorders. Novel oligonucleotides are also provided. Methods of using the novel oligonucleotides for the treatment of angiogenic disorders (e.g., preeclampsia) are also provided.

  本公开涉及治疗血管生成疾病的新靶点。还提供了新型寡核苷酸。还提供了使用新型寡核苷酸治疗血管生成障碍（如子痫前期）的方法。
• Evaluation of endogenous fatty acid amides and their synthetic analogues as potential anti-inflammatory leads
  作者：Hung The Dang、Gyeoung Jin Kang、Eun Sook Yoo、Jongki Hong、Jae Sue Choi、Hyung Sik Kim、Hae Young Chung、Jee H. Jung

  DOI：10.1016/j.bmc.2010.12.046

  日期：2011.2

  A series of endogenous fatty acid amides and their analogues (1-78) were prepared, and their inhibitory effects on pro-inflammatory mediators (NO, IL-1 beta, IL-6, and TNF-alpha) in LPS-activated RAW264.7 cells were evaluated. Their inhibitory activity on the pro-inflammatory chemokine MDC in IFN-gamma-activated HaCaT cells was also examined. The results showed that the activity is strongly dependent on the nature of the fatty acid part of the molecules. As expected, the amides derived from enone fatty acids showed significant activity and were more active than those derived from other types of fatty acids. A variation of the amine headgroup also altered bioactivity profile remarkably, possibly by modulating cell permeability. Regarding the amine part of the molecules, N-acyl dopamines exhibited the most potent activity (IC50 similar to 2 mu M). This is the first report of the inhibitory activity of endogenous fatty acid amides and their analogues on the production of nitric oxide, cytokines (IL-1 beta, IL-6, and TNF-alpha) and the chemokine MDC. This study suggests that the enone fatty acid-derived amides (such as N-acyl ethanolamines and N-acyl amino acids) and N-acyl dopamines may be potential anti-inflammatory leads. (C) 2010 Elsevier Ltd. All rights reserved.
• OLIGONUCLEOTIDE COMPOUNDS FOR TARGETING HUNTINGTIN MRNA
  申请人：University of Massachusetts

  公开号：EP3277814B1

  公开（公告）日：2020-06-03