(E)-N-[4-(dimethylamino) phenyl]-3-(3,4-dihydroxycyclopent-1-yl)propenamide | 1295633-88-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (E)-N-[4-(dimethylamino) phenyl]-3-(3,4-dihydroxycyclopent-1-yl)propenamide
• CAS: 1295633-88-3
• 化学式: C₁₆H₂₂N₂O₃
• 分子量: 290.362
• InChiKey: OHNTXGLPEQFCNF-IJFHLPLFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.38
• 重原子数：
  21.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  72.8
• 氢给体数：
  3.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  (E)-N-(4-(dimethylamino)phenyl)-3-((3aR,5r,6aS)-2,2-dimethyltetrahydro-4H-cyclopenta[d][1,3]dioxol-5-yl)acrylamide 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以65%的产率得到(E)-N-[4-(dimethylamino) phenyl]-3-(3,4-dihydroxycyclopent-1-yl)propenamide
  参考文献：
  名称：

  Synthesis and innate immunosuppressive effect of 1,2-cyclopentanediol derivatives

  摘要：

  Innate immunity is the front line of self-defense against infectious microorganisms. In mammals, innate immunity interacts with adaptive immunity and plays a key role in regulating the immune response. Therefore, innate immunity is a good pharmaceutical target for the development of immune regulators. After searching for natural substances that regulate innate immunity using an ex vivo Drosophila culture system, we identified a cyclopentanediol-type compound 1 as an immunosuppressor. In this study, we synthesized and evaluated 1 and its derivatives. Several methylamide- or phenylamide-containing derivatives showed effects that were 20-25 times more potent than those of 1. (c) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.01.049

文献信息

• Synthesis and innate immunosuppressive effect of 1,2-cyclopentanediol derivatives
  作者：Haruhisa Kikuchi、Kaori Okazaki、Mizuki Sekiya、Yasuyuki Uryu、Kazunori Ueda、Yasuhiro Katou、Shoichiro Kurata、Yoshiteru Oshima

  DOI：10.1016/j.ejmech.2011.01.049

  日期：2011.4

  Innate immunity is the front line of self-defense against infectious microorganisms. In mammals, innate immunity interacts with adaptive immunity and plays a key role in regulating the immune response. Therefore, innate immunity is a good pharmaceutical target for the development of immune regulators. After searching for natural substances that regulate innate immunity using an ex vivo Drosophila culture system, we identified a cyclopentanediol-type compound 1 as an immunosuppressor. In this study, we synthesized and evaluated 1 and its derivatives. Several methylamide- or phenylamide-containing derivatives showed effects that were 20-25 times more potent than those of 1. (c) 2011 Elsevier Masson SAS. All rights reserved.