3,4-Dichloro-N-(2-hydroxyethyl)cinnamamide | 43196-25-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 3,4-Dichloro-N-(2-hydroxyethyl)cinnamamide
• 英文别名: (E)-3-(3,4-dichlorophenyl)-N-(2-hydroxyethyl)prop-2-enamide
• CAS: 43196-25-4
• 化学式: C₁₁H₁₁Cl₂NO₂
• mdl: MFCD01736694
• 分子量: 260.12
• InChiKey: NVYURPQEWPYJPG-DUXPYHPUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.181
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,4-Dichloro-N-(2-hydroxyethyl)cinnamamide 在 四溴化碳 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 生成
  参考文献：
  名称：

  Synthesis and structure–activity relationships of 3-phenyl-2-propenamides as inhibitors of glycogen phosphorylase a

  摘要：

  A series of 3-phenyl-2-propenamides discovered from a high-throughput screening campaign as novel, potent, glucosesensitive inhibitors of human liver glycogen phosphorylase a is described. A solid-phase synthesis on DMHB resin was also developed which provided efficient access not only to certain analogues that could not be cleanly made using more traditional means, but also to a variety of additional analogues. The SAR scope and synthetic strategy are presented herein. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.08.055
• 作为产物：
  描述：

  (E)-3-(3,4-二氯苯基)丙烯酸 在 草酰氯 、 N,N-二异丙基乙胺 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.5h， 生成 3,4-Dichloro-N-(2-hydroxyethyl)cinnamamide
  参考文献：
  名称：

  Synthesis and structure–activity relationships of 3-phenyl-2-propenamides as inhibitors of glycogen phosphorylase a

  摘要：

  A series of 3-phenyl-2-propenamides discovered from a high-throughput screening campaign as novel, potent, glucosesensitive inhibitors of human liver glycogen phosphorylase a is described. A solid-phase synthesis on DMHB resin was also developed which provided efficient access not only to certain analogues that could not be cleanly made using more traditional means, but also to a variety of additional analogues. The SAR scope and synthetic strategy are presented herein. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.08.055

文献信息

• Synthesis and structure–activity relationships of 3-phenyl-2-propenamides as inhibitors of glycogen phosphorylase a
  作者：Yue H. Li、Frank T. Coppo、Karen A. Evans、Todd L. Graybill、Mehul Patel、Jennifer Gale、Hu Li、Francis Tavares、Stephen A. Thomson

  DOI：10.1016/j.bmcl.2006.08.055

  日期：2006.11

  A series of 3-phenyl-2-propenamides discovered from a high-throughput screening campaign as novel, potent, glucosesensitive inhibitors of human liver glycogen phosphorylase a is described. A solid-phase synthesis on DMHB resin was also developed which provided efficient access not only to certain analogues that could not be cleanly made using more traditional means, but also to a variety of additional analogues. The SAR scope and synthetic strategy are presented herein. (c) 2006 Elsevier Ltd. All rights reserved.