4,6-dichloro-2-[4-(trifluoromethyl)phenoxy]-1,3,5-triazine

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4,6-dichloro-2-[4-(trifluoromethyl)phenoxy]-1,3,5-triazine
• 英文别名: 2,4-Dichloro-6-[4-(trifluoromethyl)phenoxy]-1,3,5-triazine
• 化学式: C₁₀H₄Cl₂F₃N₃O
• 分子量: 310.062
• InChiKey: FNXMCRLGZROFEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  47.9
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  正庚醇 、 4,6-dichloro-2-[4-(trifluoromethyl)phenoxy]-1,3,5-triazine 在 sodium hydride 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 反应 2.92h， 生成 4,6-bis(1-heptyloxy)-2-[4-(trifluoromethyl)phenoxy]-1,3,5-triazine
  参考文献：
  名称：

  一些具有烷氧基和/或烷氨基的新型 2,4,6-三取代 1,3,5-三嗪的抗病毒活性

  摘要：

  We report the preparation of C-3- and C-S-symmetrical 2,4,6-trisubstituted 1,3,5-triazine derivatives having alkoxy and/or alkylamino groups and results of biological evaluation of their anti-herpes simplex virus type 1 (anti-HSV-1) activity and cytotoxic activity against Vero cells. New targeted symmetrical molecules were obtained by using a method starting with 2,4,6-trichloro-1,3,5-triazine (1). Among the synthesized compounds, C-S-symmetrical tri-aliphatic alkylamino-substituted compound 6s showed high anti-HSV-1 activity (EC50 = 5.4 mu M) and low cytotoxicity (CC50 > 200 mu M). The results of an SAR study suggested that the presence of two hydrogen bond donor protons of sec-amine functionality in the molecule is an important structural factor for expression of potential anti-HSV-1 activities.

  DOI：

  10.3987/com-17-13735
• 作为产物：
  描述：

  三聚氯氰 、 对三氟甲基苯酚 在 collidine 作用下， 以 丙酮 为溶剂， 反应 2.5h， 生成 4,6-dichloro-2-[4-(trifluoromethyl)phenoxy]-1,3,5-triazine
  参考文献：
  名称：

  一些具有烷氧基和/或烷氨基的新型 2,4,6-三取代 1,3,5-三嗪的抗病毒活性

  摘要：

  We report the preparation of C-3- and C-S-symmetrical 2,4,6-trisubstituted 1,3,5-triazine derivatives having alkoxy and/or alkylamino groups and results of biological evaluation of their anti-herpes simplex virus type 1 (anti-HSV-1) activity and cytotoxic activity against Vero cells. New targeted symmetrical molecules were obtained by using a method starting with 2,4,6-trichloro-1,3,5-triazine (1). Among the synthesized compounds, C-S-symmetrical tri-aliphatic alkylamino-substituted compound 6s showed high anti-HSV-1 activity (EC50 = 5.4 mu M) and low cytotoxicity (CC50 > 200 mu M). The results of an SAR study suggested that the presence of two hydrogen bond donor protons of sec-amine functionality in the molecule is an important structural factor for expression of potential anti-HSV-1 activities.

  DOI：

  10.3987/com-17-13735

文献信息

• Antiviral Activities of Some New 2,4,6-Trisubstituted 1,3,5-Triazines Having Alkoxy and/or Alkylamino Groups
  作者：Kunihiro Sumoto、Nobuko Mibu、Kazumi Yokomizo、Ai Yuzuriha、Marie Otsubo、Yuna Kawaguchi、Marina Sano、Izumi Sakai、Keita Nakayama、Jian-Rong Zhou

  DOI：10.3987/com-17-13735

  日期：——

  We report the preparation of C-3- and C-S-symmetrical 2,4,6-trisubstituted 1,3,5-triazine derivatives having alkoxy and/or alkylamino groups and results of biological evaluation of their anti-herpes simplex virus type 1 (anti-HSV-1) activity and cytotoxic activity against Vero cells. New targeted symmetrical molecules were obtained by using a method starting with 2,4,6-trichloro-1,3,5-triazine (1). Among the synthesized compounds, C-S-symmetrical tri-aliphatic alkylamino-substituted compound 6s showed high anti-HSV-1 activity (EC50 = 5.4 mu M) and low cytotoxicity (CC50 > 200 mu M). The results of an SAR study suggested that the presence of two hydrogen bond donor protons of sec-amine functionality in the molecule is an important structural factor for expression of potential anti-HSV-1 activities.