1-(4-hydroxy-2-oxo-2H-chromen-3-yl)-3-(pyridin-3-yl)-2-propen-1-one | 1228758-66-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 1-(4-hydroxy-2-oxo-2H-chromen-3-yl)-3-(pyridin-3-yl)-2-propen-1-one
• CAS: 1228758-66-4
• 化学式: C₁₇H₁₁NO₄
• 分子量: 293.279
• InChiKey: OXRHNMSDSATMFI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.79
• 重原子数：
  22.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  80.4
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  1-(4-hydroxy-2-oxo-2H-chromen-3-yl)-3-(pyridin-3-yl)-2-propen-1-one 在 hydrazine hydrate 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以79%的产率得到3-[4,5-dihydro-5-(pyridine-3-yl)-1H-pyrazol-3-yl]-4-hydroxy-2H-chromen-2-one
  参考文献：
  名称：

  Synthesis, anticoagulant and PIVKA-II induced by new 4-hydroxycoumarin derivatives

  摘要：

  The action of the coumarin-type drugs and related compounds is reviewed to their VKOR antagonistic effects. In our study, twenty 3-pyridinyl, pyrimidinyl and pyrazolyl-4-hydroxycoumarin derivatives were synthesized. A comparative in vivo (CT, PT determination) and in vitro ( measurement of PIVKA-II levels) anticoagulant study with respect to warfarin showed that the synthesized compounds have different anticoagulant activities, the most prospective compounds were the 3-pyrazolyl-4-hydroxycoumarin derivatives. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.04.009
• 作为产物：
  描述：

  3-吡啶甲醛 、 3-乙酰基-2-羟基苯并吡喃-4-酮 在 哌啶 作用下， 以 乙醇 为溶剂， 以88%的产率得到1-(4-hydroxy-2-oxo-2H-chromen-3-yl)-3-(pyridin-3-yl)-2-propen-1-one
  参考文献：
  名称：

  Synthesis, anticoagulant and PIVKA-II induced by new 4-hydroxycoumarin derivatives

  摘要：

  The action of the coumarin-type drugs and related compounds is reviewed to their VKOR antagonistic effects. In our study, twenty 3-pyridinyl, pyrimidinyl and pyrazolyl-4-hydroxycoumarin derivatives were synthesized. A comparative in vivo (CT, PT determination) and in vitro ( measurement of PIVKA-II levels) anticoagulant study with respect to warfarin showed that the synthesized compounds have different anticoagulant activities, the most prospective compounds were the 3-pyrazolyl-4-hydroxycoumarin derivatives. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.04.009