6-methoxy-2-morpholin-4-yl-8-phenyl-4H-chromen-4-one | 688745-53-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 6-methoxy-2-morpholin-4-yl-8-phenyl-4H-chromen-4-one
• 英文别名: 6-Methoxy-2-morpholin-4-yl-8-phenylchromen-4-one
• CAS: 688745-53-1
• 化学式: C₂₀H₁₉NO₄
• 分子量: 337.375
• InChiKey: HHQUETMVBCRBNK-UHFFFAOYSA-N

物化性质

• 熔点：
  110-111 °C
• 沸点：
  532.9±50.0 °C(Predicted)
• 密度：
  1.265±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  48
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-methoxy-2-morpholin-4-yl-8-phenyl-4H-chromen-4-one 在 三氯化铝 、 sodium iodide 作用下， 生成 6-Hydroxy-2-morpholin-4-yl-8-phenyl-chromen-4-one
  参考文献：
  名称：

  PDE2 inhibition by the PI3 kinase inhibitor LY294002 and analogues

  摘要：

  Synthetic 2-morpholinochromones, including the known PI3-kinase inhibitor LY294002, have been evaluated in vitro as inhibitors of isolated human platelet phosphodiesterases. Inhibition of the cAMP-phosphodiesterases, PDE2 and PDE3 by LY294002 is reported for the first time. Preliminary screening across a range of 2-morpholinochromones has revealed structural features for optimised PDE2 inhibition. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.03.043
• 作为产物：
  描述：

  4-吗啉碳酰氯 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride potassium phosphate 、 三氟甲磺酸酐 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 53.0h， 生成 6-methoxy-2-morpholin-4-yl-8-phenyl-4H-chromen-4-one
  参考文献：
  名称：

  磷脂酰肌醇3-激酶抑制剂LY294002及相关类似物的合成研究

  摘要：

  已经开发了用于直接和高产制备磷脂酰肌醇 3-激酶抑制剂 LY294002 的合成方法。这些方法很容易适用于有效生成类似物，这将有助于对这一重要的酶家族进行详细研究。

  DOI：

  10.1071/ch03113

文献信息

• Synthetic Studies of the Phosphatidylinositol 3-Kinase Inhibitor LY294002 and Related Analogues
  作者：Belinda Abbott、Philip Thompson

  DOI：10.1071/ch03113

  日期：——

  Synthetic methodologies have been developed for the direct and high-yielding preparation of the phosphatidylinositol 3-kinase inhibitor LY294002. These methods are readily amenable to the efficient generation of analogues, which will facilitate a detailed investigation of this important family of enzymes.

  已经开发了用于直接和高产制备磷脂酰肌醇 3-激酶抑制剂 LY294002 的合成方法。这些方法很容易适用于有效生成类似物，这将有助于对这一重要的酶家族进行详细研究。
• PDE2 inhibition by the PI3 kinase inhibitor LY294002 and analogues
  作者：Belinda M. Abbott、Philip E. Thompson

  DOI：10.1016/j.bmcl.2004.03.043

  日期：2004.6

  Synthetic 2-morpholinochromones, including the known PI3-kinase inhibitor LY294002, have been evaluated in vitro as inhibitors of isolated human platelet phosphodiesterases. Inhibition of the cAMP-phosphodiesterases, PDE2 and PDE3 by LY294002 is reported for the first time. Preliminary screening across a range of 2-morpholinochromones has revealed structural features for optimised PDE2 inhibition. (C) 2004 Elsevier Ltd. All rights reserved.