2-hydroxy-3-(6-phenethylpyrimidin-4-yl)propionic acid ethyl ester | 918161-28-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 2-hydroxy-3-(6-phenethylpyrimidin-4-yl)propionic acid ethyl ester
• CAS: 918161-28-1
• 化学式: C₁₇H₂₀N₂O₃
• 分子量: 300.357
• InChiKey: FLIRWNKZQXYKBT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.73
• 重原子数：
  22.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  72.31
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2-hydroxy-3-(6-phenethylpyrimidin-4-yl)propionic acid ethyl ester 在 lithium hydroxide 作用下， 以 甲醇 为溶剂， 以79%的产率得到2-hydroxy-3-(6-phenethylpyrimidin-4-yl)propionic acid
  参考文献：
  名称：

  A platform for designing HIV integrase inhibitors. Part 1: 2-Hydroxy-3-heteroaryl acrylic acid derivatives as novel HIV integrase inhibitor and modeling of hydrophilic and hydrophobic pharmacophores

  摘要：

  We present a novel series of HIV integrase inhibitors, showing IC(50)s ranging from 0.01 to over 370 mu M in an enzymatic assay. Furthermore, pharmacophore modeling study for the inhibitors was carried out to elucidate the structure-activity relationships. Finally, we found a 3D-pharmacophorc model, which is composed of a hydrophilic and a hydrophobic domain, providing valuable information for designing other novel types of integrase inhibitors. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.08.044
• 作为产物：
  描述：

  4-methyl-6-phenethylpyrimidine 在 sodium tetrahydroborate 、 正丁基锂 作用下， 以 四氢呋喃 、 乙醇 、 正己烷 为溶剂， 反应 1.17h， 生成 2-hydroxy-3-(6-phenethylpyrimidin-4-yl)propionic acid ethyl ester
  参考文献：
  名称：

  A platform for designing HIV integrase inhibitors. Part 1: 2-Hydroxy-3-heteroaryl acrylic acid derivatives as novel HIV integrase inhibitor and modeling of hydrophilic and hydrophobic pharmacophores

  摘要：

  We present a novel series of HIV integrase inhibitors, showing IC(50)s ranging from 0.01 to over 370 mu M in an enzymatic assay. Furthermore, pharmacophore modeling study for the inhibitors was carried out to elucidate the structure-activity relationships. Finally, we found a 3D-pharmacophorc model, which is composed of a hydrophilic and a hydrophobic domain, providing valuable information for designing other novel types of integrase inhibitors. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.08.044