4-hydroxy-8-methyl-7-(3-pyridylmethoxy)-2H-1-benzopyran-2-one | 714961-20-3

• 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: 4-hydroxy-8-methyl-7-(3-pyridylmethoxy)-2H-1-benzopyran-2-one
• 英文别名: 4-hydroxy-8-methyl-7-(pyridin-3-ylmethoxy)-2H-chromen-2-one；4-Hydroxy-8-methyl-7-(pyridin-3-ylmethoxy)chromen-2-one
• CAS: 714961-20-3
• 化学式: C₁₆H₁₃NO₄
• 分子量: 283.284
• InChiKey: RABMDYLWOJQXQB-UHFFFAOYSA-N

物化性质

• 熔点：
  235-237 °C (decomp)(Solv: ligroine (8032-32-4); pyridine (110-86-1))
• 沸点：
  516.9±50.0 °C(Predicted)
• 密度：
  1.373±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  68.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-hydroxy-8-methyl-7-(3-pyridylmethoxy)-2H-1-benzopyran-2-one 在 三乙胺 、 三氯氧磷 作用下， 以 乙醇 为溶剂， 反应 2.33h， 生成 8-methyl-4-(1-piperazinyl)-7-(3-pyridinylmethoxy)-2H-1-benzopyran-2-one
  参考文献：
  名称：

  Synthesis and in vitro inhibitory activity on human platelet aggregation of novel properly substituted 4-(1-piperazinyl)coumarins

  摘要：

  Pursuing our chemical and biological studies in this field, we described the multistep preparation of the new 5-, 6-, or 7-alkoxy and 7-alkoxy-8-methyl substituted 4-(1-piperazinyl)coumarins 5d-v, as well as the in vitro evaluation of their inhibitory activity on human platelet aggregation induced in platelet-rich plasma by ADP, collagen or the Ca2+ ionophore A23187. Compounds 5h-j,p,r-u showed notably high activity towards all the platelet aggregation inducers used, and the most active one, 8-methyl-4-(1-piperazinyl)-7-(3-pyridylmethoxy)coumarin (5t), proved to be a potent in vitro antiplatelet agent. (C) 2004 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2003.12.010
• 作为产物：
  描述：

  3-氯甲基吡啶盐酸盐 在 氢氧化钾 、 sodium 、 potassium carbonate 作用下， 以 二苯醚 、 丁酮 、 xylene 为溶剂， 反应 7.0h， 生成 4-hydroxy-8-methyl-7-(3-pyridylmethoxy)-2H-1-benzopyran-2-one
  参考文献：
  名称：

  Synthesis and in vitro inhibitory activity on human platelet aggregation of novel properly substituted 4-(1-piperazinyl)coumarins

  摘要：

  Pursuing our chemical and biological studies in this field, we described the multistep preparation of the new 5-, 6-, or 7-alkoxy and 7-alkoxy-8-methyl substituted 4-(1-piperazinyl)coumarins 5d-v, as well as the in vitro evaluation of their inhibitory activity on human platelet aggregation induced in platelet-rich plasma by ADP, collagen or the Ca2+ ionophore A23187. Compounds 5h-j,p,r-u showed notably high activity towards all the platelet aggregation inducers used, and the most active one, 8-methyl-4-(1-piperazinyl)-7-(3-pyridylmethoxy)coumarin (5t), proved to be a potent in vitro antiplatelet agent. (C) 2004 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2003.12.010

文献信息

• AUTOPHAGY INHIBITORS
  申请人：Deutsches Krebsforschungszentrum

  公开号：EP3184514A1

  公开（公告）日：2017-06-28

  A compound, which is a) a tetrahydrotriazine derivative of the formula (I), a tautomer, a pharmaceutically acceptable salt, a solvate or hydrate thereof, were the symbols have the meanings given in the description, or b) a coumarin derivative of the formula (II), a tautomer, a pharmaceutically acceptable salt, solvate or hydrate thereof, were the symbols have the meanings given in the description, is useful in a therapeutical method for inhibiting autophagy in a cell and for the treatment of cancer.

  一种化合物，其为 a) 公式（I）的四氢三唑衍生物， 其互变体，药学上可接受的盐，溶剂合物或水合物，其中符号的含义如描述中所给， 或者 b) 公式（II）的香豆素衍生物， 其互变体，药学上可接受的盐，溶剂合物或水合物，其中符号的含义如描述中所给， 在细胞中抑制自噬并用于癌症治疗的治疗方法中是有用的。