N-[(S)-2-(3,4-Dimethoxy-phenyl)-1-hydroxymethyl-ethyl]-2-(1-oxo-4-pyrimidin-5-yl-1H-phthalazin-2-yl)-isonicotinamide | 209261-87-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: N-[(S)-2-(3,4-Dimethoxy-phenyl)-1-hydroxymethyl-ethyl]-2-(1-oxo-4-pyrimidin-5-yl-1H-phthalazin-2-yl)-isonicotinamide
• CAS: 209261-87-0
• 化学式: C₂₉H₂₆N₆O₅
• 分子量: 538.563
• InChiKey: ZWYQKLNQUDPEIM-NRFANRHFSA-N

物化性质

• 密度：
  1.369±0.14 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.59
• 重原子数：
  40.0
• 可旋转键数：
  9.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  141.35
• 氢给体数：
  2.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  N-[(S)-2-(3,4-Dimethoxy-phenyl)-1-hydroxymethyl-ethyl]-2-(1-oxo-4-pyrimidin-5-yl-1H-phthalazin-2-yl)-isonicotinamide 在 lithium hydroxide 、 三乙胺 、 三氯氧磷 作用下， 以 甲醇 、 二氯甲烷 、 乙腈 为溶剂， 生成 2-[4-[(3S)-3-(hydroxymethyl)-6,7-dimethoxy-3,4-dihydroisoquinolin-1-yl]pyridin-2-yl]-4-pyrimidin-5-ylphthalazin-1-one
  参考文献：
  名称：

  Synthesis and biological activities of 1-pyridylisoquinoline and 1-pyridyldihydroisoquinoline derivatives as PDE4 inhibitors

  摘要：

  A novel series of 1-pyridylisoquinoline and 1-pyridyldihydroisoquinoline derivatives has been prepared. These compounds showed potent PDE4 inhibitory activities and a broad margin between the K-i value of the rolipram binding affinity and the IC50 value of PDE4 inhibition. They also exhibited potent inhibitory activities toward LPS-induced TNF-alpha production in mice. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00438-4
• 作为产物：
  描述：

  (S)-(+)-3,4-dimethoxyphenylalanine ethyl ester hydrochloride 在 甲醇 、 sodium tetrahydroborate 、 copper(l) iodide 、 potassium carbonate 、 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 N-[(S)-2-(3,4-Dimethoxy-phenyl)-1-hydroxymethyl-ethyl]-2-(1-oxo-4-pyrimidin-5-yl-1H-phthalazin-2-yl)-isonicotinamide
  参考文献：
  名称：

  Synthesis and biological activities of 1-pyridylisoquinoline and 1-pyridyldihydroisoquinoline derivatives as PDE4 inhibitors

  摘要：

  A novel series of 1-pyridylisoquinoline and 1-pyridyldihydroisoquinoline derivatives has been prepared. These compounds showed potent PDE4 inhibitory activities and a broad margin between the K-i value of the rolipram binding affinity and the IC50 value of PDE4 inhibition. They also exhibited potent inhibitory activities toward LPS-induced TNF-alpha production in mice. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00438-4