1-[2-hydroxy-3-methyl-4-(2-methylbenzyloxy)phenyl]ethanone | 714960-88-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-[2-hydroxy-3-methyl-4-(2-methylbenzyloxy)phenyl]ethanone
• 英文别名: 1-[2-Hydroxy-3-methyl-4-[(2-methylphenyl)methoxy]phenyl]ethanone
• CAS: 714960-88-0
• 化学式: C₁₇H₁₈O₃
• 分子量: 270.328
• InChiKey: LBENSVPBANVMAL-UHFFFAOYSA-N

物化性质

• 熔点：
  111-112 °C(Solv: isopropyl ether (108-20-3); ligroine (8032-32-4))
• 沸点：
  437.6±40.0 °C(Predicted)
• 密度：
  1.142±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-[2-hydroxy-3-methyl-4-(2-methylbenzyloxy)phenyl]ethanone 在 sodium 、 三乙胺 、 三氯氧磷 作用下， 以 二苯醚 、 xylene 为溶剂， 反应 1.5h， 生成 4-chloro-8-methyl-7-(2-methylbenzyloxy)-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：

  3,5-二羟基-4-乙酰甲苯 、 邻甲基氯化苄 在 氢氧化钾 、 potassium carbonate 作用下， 以 丁酮 为溶剂， 反应 6.0h， 以46%的产率得到1-[2-hydroxy-3-methyl-4-(2-methylbenzyloxy)phenyl]ethanone
  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

• Synthesis and in vitro inhibitory activity on human platelet aggregation of novel properly substituted 4-(1-piperazinyl)coumarins
  作者：Mario Di Braccio、Giancarlo Grossi、Giorgio Roma、Maria Grazia Signorello、Giuliana Leoncini

  DOI：10.1016/j.ejmech.2003.12.010

  日期：2004.5

  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.