3-(6-phenethyl-pyrimidin-4-yl)acrylic acid methyl ester | 918161-31-6

• 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: 3-(6-phenethyl-pyrimidin-4-yl)acrylic acid methyl ester
• CAS: 918161-31-6
• 化学式: C₁₆H₁₆N₂O₂
• 分子量: 268.315
• InChiKey: LBPYDHKPBZLLKZ-MDZDMXLPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.45
• 重原子数：
  20.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  52.08
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3-(6-phenethyl-pyrimidin-4-yl)acrylic acid methyl ester 在 lithium hydroxide 作用下， 以 甲醇 为溶剂， 以65%的产率得到3-(6-phenethyl-pyrimidin-4-yl)acrylic 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：

  2-Hydroxy-3-(6-phenethyl-pyrimidin-4-yl)-acrylic acid 在 selenium(IV) dioxide 作用下， 以 1,4-二氧六环 、 甲苯 为溶剂， 反应 3.0h， 生成 3-(6-phenethyl-pyrimidin-4-yl)acrylic acid methyl 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