3-(2-(4-methyl-2-oxo-2H-benzo[h]chromen-7-yloxy)acetamido)benzoic acid | 1374677-24-3

• 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: 3-(2-(4-methyl-2-oxo-2H-benzo[h]chromen-7-yloxy)acetamido)benzoic acid
• 英文别名: 3-[[2-(4-Methyl-2-oxobenzo[h]chromen-7-yl)oxyacetyl]amino]benzoic acid
• CAS: 1374677-24-3
• 化学式: C₂₃H₁₇NO₆
• 分子量: 403.391
• InChiKey: VXXUQGGMYRBOMB-UHFFFAOYSA-N

物化性质

• 沸点：
  756.3±60.0 °C(Predicted)
• 密度：
  1.424±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  102
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1,5-二羟基萘 在 盐酸 、 氯化亚砜 、 水 、 potassium carbonate 、 对甲苯磺酸 作用下， 以 乙醇 、 溶剂黄146 、 乙腈 、 苯 为溶剂， 反应 13.0h， 生成 3-(2-(4-methyl-2-oxo-2H-benzo[h]chromen-7-yloxy)acetamido)benzoic acid
  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 and evaluation of anti-thrombotic activity of benzocoumarin amide derivatives
  作者：Koneni V. Sashidhara、Gopala Reddy Palnati、Srinivasa Rao Avula、Surendra Singh、Manish Jain、Madhu Dikshit

  DOI：10.1016/j.bmcl.2012.03.059

  日期：2012.5

  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.