6-chloro-4-(cyclohexylmethyl)-2-(((tetrahydro-2H-pyran-4-yl)methyl)amino)pyrido[2,3-b]pyrazin-3(4H)-one | 1186395-80-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶吡嗪类
• 英文名称: 6-chloro-4-(cyclohexylmethyl)-2-(((tetrahydro-2H-pyran-4-yl)methyl)amino)pyrido[2,3-b]pyrazin-3(4H)-one
• CAS: 1186395-80-1
• 化学式: C₂₀H₂₇ClN₄O₂
• 分子量: 390.913
• InChiKey: GSQSRNJGPRNTKP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.86
• 重原子数：
  27.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  69.04
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  6-chloro-4-(cyclohexylmethyl)-2-(((tetrahydro-2H-pyran-4-yl)methyl)amino)pyrido[2,3-b]pyrazin-3(4H)-one 、 2-甲氧基-5-嘧啶硼酸 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 乙二醇二甲醚 、 水 为溶剂， 反应 24.0h， 生成 4-(cyclohexylmethyl)-6-(2-methoxypyrimidin-5-yl)-2-[(tetrahydro-2H-pyran-4-ylmethyl)amino]pyrido[2,3-b]pyrazin-3(4H)-one
  参考文献：
  名称：

  Identification, synthesis and SAR of amino substituted pyrido[3,2b]pyrazinones as potent and selective PDE5 inhibitors

  摘要：

  A new class of potent and selective PDE5 inhibitors is disclosed. Guided by X-ray crystallographic data, optimization of an HTS lead led to the discovery of a series of 2-aryl, (N8)-alkyl substituted-6-aminosubstituted pyrido[3,2b]pyrazinones which show potent inhibition of the PDE5 enzyme. Synthetic details and some structure-activity relationships are also presented. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.06.012
• 作为产物：
  描述：

  4-氨甲基四氢吡喃 、 6-chloro-4-(cyclohexylmethyl)-1,4-dihydropyrido[2,3-b]pyrazine-2,3-dione 在 草酰氯 、 N,N-二甲基甲酰胺 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 6-chloro-4-(cyclohexylmethyl)-2-(((tetrahydro-2H-pyran-4-yl)methyl)amino)pyrido[2,3-b]pyrazin-3(4H)-one
  参考文献：
  名称：

  Identification, synthesis and SAR of amino substituted pyrido[3,2b]pyrazinones as potent and selective PDE5 inhibitors

  摘要：

  A new class of potent and selective PDE5 inhibitors is disclosed. Guided by X-ray crystallographic data, optimization of an HTS lead led to the discovery of a series of 2-aryl, (N8)-alkyl substituted-6-aminosubstituted pyrido[3,2b]pyrazinones which show potent inhibition of the PDE5 enzyme. Synthetic details and some structure-activity relationships are also presented. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.06.012