2-(2-methyl-1-propoxy)-4,6-dichloro-s-triazine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: 2-(2-methyl-1-propoxy)-4,6-dichloro-s-triazine
• 英文别名: 2,4-dichloro-6-isobutoxy-1,3,5-triazine；2,4-Dichloro-6-(2-methylpropoxy)-1,3,5-triazine
• 化学式: C₇H₉Cl₂N₃O
• 分子量: 222.074
• InChiKey: OWVHBUUZXWSNBM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  47.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  异丙胺 、 2-(2-methyl-1-propoxy)-4,6-dichloro-s-triazine 以 1,4-二氧六环 为溶剂， 反应 0.5h， 生成 6-isobutoxy-N²,N⁴-diisopropyl-1,3,5-triazine-2,4-diamine
  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 、 异丁醇 在 collidine 作用下， 以 丙酮 为溶剂， 反应 2.5h， 生成 2-(2-methyl-1-propoxy)-4,6-dichloro-s-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

• Koryakov; Koshokov; Nikitin, Journal of applied chemistry of the USSR, 1986, vol. 59, # 6 pt 2, p. 1309 - 1310
  作者：Koryakov、Koshokov、Nikitin、Marchukov、V'yunov

  DOI：——

  日期：——
• 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.