6-Hydroxy-1-phenethyl-1,4-dihydro-5H-imidazo[4,5-b]pyridin-5-one | 1807776-70-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并吡啶类
• 英文名称: 6-Hydroxy-1-phenethyl-1,4-dihydro-5H-imidazo[4,5-b]pyridin-5-one
• 英文别名: 1,4-Dihydro-6-hydroxy-1-(2-phenylethyl)-5H-imidazo[4,5-b]pyridin-5-one；6-hydroxy-1-(2-phenylethyl)-4H-imidazo[4,5-b]pyridin-5-one
• CAS: 1807776-70-0
• 化学式: C₁₄H₁₃N₃O₂
• 分子量: 255.276
• InChiKey: UYIBJVHFPVYPRA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  67.2
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-nitro-1-phenethyl-1H-imidazole 在 甲酸 、 palladium 10% on activated carbon 、 potassium tert-butylate 、 水 、 氢气 、 palladium diacetate 、 三苯基膦 、 calcium carbonate 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 水 、 溶剂黄146 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， -100.0~80.0 ℃ 、379.22 kPa 条件下， 反应 84.25h， 生成 6-Hydroxy-1-phenethyl-1,4-dihydro-5H-imidazo[4,5-b]pyridin-5-one
  参考文献：
  名称：

  Discovery, synthesis and biochemical profiling of purine-2,6-dione derivatives as inhibitors of the human poly(A)-selective ribonuclease Caf1

  摘要：

  Eukaryotic mRNA contains a 3' poly(A) tail, which plays important roles in the regulation of mRNA stability and translation. Well-characterized enzymes involved in the shortening of the poly(A) tail include the multi-subunit Ccr4-Not deadenylase, which contains the Caf1 (Pop2) and Ccr4 catalytic components, and poly(A)-specific ribonuclease (PARN). Two Mg2+ ions present in the active sites of these ribonucleases are required for RNA cleavage. Here, we report the discovery, synthesis and biochemical profiling of purine-2,6-dione derivatives as (sub) micromolar inhibitors of Caf1. (C) 2015 The Authors. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2015.07.095

文献信息

• Discovery, synthesis and biochemical profiling of purine-2,6-dione derivatives as inhibitors of the human poly(A)-selective ribonuclease Caf1
  作者：Gopal P. Jadhav、Ishwinder Kaur、Maryati Maryati、Blessing Airhihen、Peter M. Fischer、G. Sebastiaan Winkler

  DOI：10.1016/j.bmcl.2015.07.095

  日期：2015.10

  Eukaryotic mRNA contains a 3' poly(A) tail, which plays important roles in the regulation of mRNA stability and translation. Well-characterized enzymes involved in the shortening of the poly(A) tail include the multi-subunit Ccr4-Not deadenylase, which contains the Caf1 (Pop2) and Ccr4 catalytic components, and poly(A)-specific ribonuclease (PARN). Two Mg2+ ions present in the active sites of these ribonucleases are required for RNA cleavage. Here, we report the discovery, synthesis and biochemical profiling of purine-2,6-dione derivatives as (sub) micromolar inhibitors of Caf1. (C) 2015 The Authors. Published by Elsevier Ltd.