4,6-diphenethylpyrimidine | 329983-92-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 4,6-diphenethylpyrimidine
• 英文别名: 4,6-Bis(2-phenylethyl)pyrimidine
• CAS: 329983-92-8
• 化学式: C₂₀H₂₀N₂
• 分子量: 288.392
• InChiKey: MVULBCQDNRMMLV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4,6-diphenethylpyrimidine 在 正丁基锂 、 三氟乙酸 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 6.0h， 生成 (Z)-2-hydroxy-3-(6-phenethylpyrimidin-4-yl)-4-phenyl-but-2-enoic acid
  参考文献：
  名称：

  A platform for designing HIV integrase inhibitors. Part 2: A two-metal binding model as a potential mechanism of HIV integrase inhibitors

  摘要：

  We propose a two-metal binding model as a potential mechanism of chelating inhibitors against HIV integrase (HIV IN) represented by 2-hydroxy-3-heteroaryl acrylic acids (HHAAs). Potential inhibitors would bind to two metal ions in the active site of HIV IN to prevent human DNA from undergoing the integration reaction. Correlation of the results of metal (Mg(2+) and Mn(2+)) titration studies with HIV IN inhibition for a series of active and inactive compounds provides support for the model. Results suggest Mg(2+) is an essential cofactor for chelating inhibitors. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.08.043
• 作为产物：
  描述：

  4-methyl-6-phenethylpyrimidine 、 溴甲苯 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以56%的产率得到4,6-diphenethylpyrimidine
  参考文献：
  名称：

  A platform for designing HIV integrase inhibitors. Part 2: A two-metal binding model as a potential mechanism of HIV integrase inhibitors

  摘要：

  We propose a two-metal binding model as a potential mechanism of chelating inhibitors against HIV integrase (HIV IN) represented by 2-hydroxy-3-heteroaryl acrylic acids (HHAAs). Potential inhibitors would bind to two metal ions in the active site of HIV IN to prevent human DNA from undergoing the integration reaction. Correlation of the results of metal (Mg(2+) and Mn(2+)) titration studies with HIV IN inhibition for a series of active and inactive compounds provides support for the model. Results suggest Mg(2+) is an essential cofactor for chelating inhibitors. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.08.043

文献信息

• US7576198B1
  申请人：——

  公开号：US7576198B1

  公开（公告）日：2009-08-18
• A platform for designing HIV integrase inhibitors. Part 2: A two-metal binding model as a potential mechanism of HIV integrase inhibitors
  作者：Takashi Kawasuji、Masahiro Fuji、Tomokazu Yoshinaga、Akihiko Sato、Tamio Fujiwara、Ryuichi Kiyama

  DOI：10.1016/j.bmc.2006.08.043

  日期：2006.12

  We propose a two-metal binding model as a potential mechanism of chelating inhibitors against HIV integrase (HIV IN) represented by 2-hydroxy-3-heteroaryl acrylic acids (HHAAs). Potential inhibitors would bind to two metal ions in the active site of HIV IN to prevent human DNA from undergoing the integration reaction. Correlation of the results of metal (Mg(2+) and Mn(2+)) titration studies with HIV IN inhibition for a series of active and inactive compounds provides support for the model. Results suggest Mg(2+) is an essential cofactor for chelating inhibitors. (c) 2006 Elsevier Ltd. All rights reserved.