ethyl 5-amino-3-(pyridin-2-yl)-1,2,4-triazine-6-carboxylate | 1620495-73-9

• 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: ethyl 5-amino-3-(pyridin-2-yl)-1,2,4-triazine-6-carboxylate
• 英文别名: Ethyl 5-amino-3-pyridin-2-yl-1,2,4-triazine-6-carboxylate
• CAS: 1620495-73-9
• 化学式: C₁₁H₁₁N₅O₂
• 分子量: 245.241
• InChiKey: HTUWASOJKRTVAK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  104
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  ethyl 5-amino-3-(pyridin-2-yl)-1,2,4-triazine-6-carboxylate 、 6-chloro-3-(pyrrolidin-2-yl)benzo[d]isoxazole 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 反应 48.0h， 以72%的产率得到(5-amino-3-(pyridin-2-yl)-1,2,4-triazin-6-yl)(2-(6-chlorobenzo[d]isoxazol-3-yl)pyrrolidin-1-yl)methanone
  参考文献：
  名称：

  Design and synthesis of (5-amino-1, 2, 4-triazin-6-yl)(2-(benzo[d] isoxazol-3-yl) pyrrolidin-1-yl)methanone derivatives as sodium channel blocker and anticonvulsant agents

  摘要：

  A series of novel (5-amino-3-substituted-1, 2, 4-triazin-6-yl) (2-(6-halo-substituted benzo[d]isoxazol-3-yl) pyrrolidin-1-yl) methanone 5a-5r was synthesized. Their anticonvulsant activities were evaluated by the maximal electroshock (MES) test and neurotoxicity was evaluated by the rotorod test. The MES test showed that (5-amino-3-phenyl-1, 2, 4-triazin-6-yl)(2-(6-fluorobenzo[d]isoxazol-3-yl) pyrrolidin-1-yl) methanone 5c was found to be the most potent compound with ED50 value of 6.20 mg/kg (oral/rat) and a protective index (PI = ED50/TD50) value of >48.38, which was much higher than the PI of the reference drug phenytoin. To explain the possible mechanism of action of selected derivatives 5 b, 5 c, 5 i and 5 o, their influence on sodium channel was evaluated in vitro.

  DOI：

  10.3109/14756366.2013.815177
• 作为产物：
  描述：

  氨基甲酰乙酸乙酯 在 二甲基二环氧乙烷 、 copper(II) acetate monohydrate 、 magnesium sulfate 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 5.0h， 生成 ethyl 5-amino-3-(pyridin-2-yl)-1,2,4-triazine-6-carboxylate
  参考文献：
  名称：

  Design and synthesis of (5-amino-1, 2, 4-triazin-6-yl)(2-(benzo[d] isoxazol-3-yl) pyrrolidin-1-yl)methanone derivatives as sodium channel blocker and anticonvulsant agents

  摘要：

  A series of novel (5-amino-3-substituted-1, 2, 4-triazin-6-yl) (2-(6-halo-substituted benzo[d]isoxazol-3-yl) pyrrolidin-1-yl) methanone 5a-5r was synthesized. Their anticonvulsant activities were evaluated by the maximal electroshock (MES) test and neurotoxicity was evaluated by the rotorod test. The MES test showed that (5-amino-3-phenyl-1, 2, 4-triazin-6-yl)(2-(6-fluorobenzo[d]isoxazol-3-yl) pyrrolidin-1-yl) methanone 5c was found to be the most potent compound with ED50 value of 6.20 mg/kg (oral/rat) and a protective index (PI = ED50/TD50) value of >48.38, which was much higher than the PI of the reference drug phenytoin. To explain the possible mechanism of action of selected derivatives 5 b, 5 c, 5 i and 5 o, their influence on sodium channel was evaluated in vitro.

  DOI：

  10.3109/14756366.2013.815177

文献信息

• PYRIMIDINE DERIVATIVES AND THEIR USE USE FOR THE TREATMENT OF CANCER
  申请人：Adorx therapeutics Limited

  公开号：EP3728236A1

  公开（公告）日：2020-10-28
• PYRIMIDINE DERIVATIVES AND THEIR USE FOR THE TREATMENT OF CANCER
  申请人：Adorx Therapeutics Limited

  公开号：US20200339548A1

  公开（公告）日：2020-10-29

  Compounds of general formula (I): (Formula (I)) wherein R 1 , R 2 , X 1 , and X 2 are defined herein as useful for the treatment of cancer, particularly solid tumors.