(4-methyl-2-oxo-2H-benzo[h]chromen-7-yloxy)-acetic acid ethyl ester | 1231948-24-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并吡喃类
• 英文名称: (4-methyl-2-oxo-2H-benzo[h]chromen-7-yloxy)-acetic acid ethyl ester
• 英文别名: ethyl 2-(4-methyl-2-oxo-2H-benzo[h]chromen-7-yloxy)acetate；Ethyl 2-(4-methyl-2-oxobenzo[h]chromen-7-yl)oxyacetate
• CAS: 1231948-24-5
• 化学式: C₁₈H₁₆O₅
• 分子量: 312.322
• InChiKey: MQGWYEOYNLVLBK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (4-methyl-2-oxo-2H-benzo[h]chromen-7-yloxy)-acetic acid ethyl ester 在 盐酸 、 氯化亚砜 、 水 作用下， 以 溶剂黄146 、 苯 为溶剂， 反应 6.0h， 生成 2-(4-methyl-2-oxo-2H-benzo[h]chromen-7-yloxy)-N-(4-sulfamoylphenyl)acetamide
  参考文献：
  名称：

  Synthesis and evaluation of anti-thrombotic activity of benzocoumarin amide derivatives

  摘要：

  A series of novel benzocoumarin amide derivatives have been synthesized and evaluated for their antithrombotic activity. Amongst these, compounds 5, 7 and 8 exhibited promising anti-thrombotic profile in an established model of mouse thrombosis. Hence, comprehensive profiling on platelet aggregation and coagulation parameters was carried out to assess its potential as a lead candidate. In vitro treatment of these compounds in mice plasma resulted into significant reduction in ADP (p < 0.01) and collagen (p < 0.001) induced platelet aggregation. Moreover, Compounds 5, 7 and 8 also significantly increased thrombin time (p < 0.05). Thus, in the present study, these benzocoumarin amide derivatives exhibited anti-thrombotic profile via both anti-platelet as well as anti-coagulant action. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.03.059
• 作为产物：
  描述：

  4-甲基-7-羟基-8-硝基香豆素 、 溴乙酸乙酯 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 4.0h， 以92%的产率得到(4-methyl-2-oxo-2H-benzo[h]chromen-7-yloxy)-acetic acid ethyl ester
  参考文献：
  名称：

  Synthesis and evaluation of anti-thrombotic activity of benzocoumarin amide derivatives

  摘要：

  A series of novel benzocoumarin amide derivatives have been synthesized and evaluated for their antithrombotic activity. Amongst these, compounds 5, 7 and 8 exhibited promising anti-thrombotic profile in an established model of mouse thrombosis. Hence, comprehensive profiling on platelet aggregation and coagulation parameters was carried out to assess its potential as a lead candidate. In vitro treatment of these compounds in mice plasma resulted into significant reduction in ADP (p < 0.01) and collagen (p < 0.001) induced platelet aggregation. Moreover, Compounds 5, 7 and 8 also significantly increased thrombin time (p < 0.05). Thus, in the present study, these benzocoumarin amide derivatives exhibited anti-thrombotic profile via both anti-platelet as well as anti-coagulant action. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.03.059

文献信息

• Synthesis of novel benzocoumarin derivatives as lipid lowering agents
  作者：Koneni V. Sashidhara、Jammikuntla N. Rosaiah、Abdhesh Kumar、Gitika Bhatia、A.K. Khanna

  DOI：10.1016/j.bmcl.2010.03.103

  日期：2010.5

  A series of novel benzocoumarin derivatives were synthesized and evaluated for their in vivo anti-dyslipidemic and in vitro antioxidant activities. Preliminary screening indicates compound 4 as potential lead with significant lipid lowering and antioxidant activities. The study revealed that such attempts on benzocoumarin-based pharmacophores which is a biologically important scaffold might result in identification of new lead for anti-dyslipidemia. (C) 2010 Elsevier Ltd. All rights reserved.