2-(7,8-Dimethyl-2-oxochromen-4-yl)acetic acid | 907957-24-8

• 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: 2-(7,8-Dimethyl-2-oxochromen-4-yl)acetic acid
• CAS: 907957-24-8
• 化学式: C₁₃H₁₂O₄
• 分子量: 232.236
• InChiKey: HUIBYWKRWIVPCH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(7,8-Dimethyl-2-oxochromen-4-yl)acetic acid 在 吡啶 、 氯化亚砜 作用下， 以 四氢呋喃 为溶剂， 生成 2-(7,8-dimethyl-2-oxo-2H-chromen-4-yl)-N-(6-nitrobenzo[d]thiazole-2-yl)acetamide
  参考文献：
  名称：

  Synthesis and in vitro anti-HIV activity of N-1,3-benzo[d]thiazol-2-yl-2-(2-oxo-2H-chromen-4-yl)acetamide derivatives using MTT method

  摘要：

  A series of novel N-1,3-benzo[d]thiazol-2-yl-2-(2-oxo-2H-chromen-4-yl)acetamide derivatives has been synthesized. All the newly synthesized compounds were evaluated for their anti-HIV activity using MTT method. Most of these compounds showed moderate to potent activity against wild-type HIV-1 with an EC50 ranging from >7 EC50 [mu g/ml] to <100 EC50 [mu g/ml]. Among them, N-1,3-benzo[d]thiazol-2-yl-2-(2-oxo-2H-chromen-4-yl)acetamide 6v was identified as the most promising compound (EC50 = <7 mu g/ml). Among all the compounds, three compounds 6m, 6v and 6u have been exhibits potent anti-HIV activity against MT-4 cells. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.03.105
• 作为产物：
  描述：

  二甲酚 、 柠檬酸 在 硫酸 作用下， 生成 2-(7,8-Dimethyl-2-oxochromen-4-yl)acetic acid
  参考文献：
  名称：

  Synthesis and in vitro anti-HIV activity of N-1,3-benzo[d]thiazol-2-yl-2-(2-oxo-2H-chromen-4-yl)acetamide derivatives using MTT method

  摘要：

  A series of novel N-1,3-benzo[d]thiazol-2-yl-2-(2-oxo-2H-chromen-4-yl)acetamide derivatives has been synthesized. All the newly synthesized compounds were evaluated for their anti-HIV activity using MTT method. Most of these compounds showed moderate to potent activity against wild-type HIV-1 with an EC50 ranging from >7 EC50 [mu g/ml] to <100 EC50 [mu g/ml]. Among them, N-1,3-benzo[d]thiazol-2-yl-2-(2-oxo-2H-chromen-4-yl)acetamide 6v was identified as the most promising compound (EC50 = <7 mu g/ml). Among all the compounds, three compounds 6m, 6v and 6u have been exhibits potent anti-HIV activity against MT-4 cells. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.03.105

文献信息

• Synthetic and Structural Studies on Novel 4,3′-Bicoumarins
  作者：Kiran K. Pujar、Manohar V. Kulkarni、Ganesh N. Alawandi、G. N. Anilkumar、Mahantesha Basanagouda

  DOI：10.1080/00397911.2015.1063656

  日期：2015.9.2

  A series of directly linked 4-3 bicoumarins have been synthesized by both Knoevenagel and Perkin reactions. This single-step transformation was accomplished by the reaction of coumarin-4-acetates with substituted salicylaldehydes in presence of piperidine using ethanol as solvent and by the reaction of coumarin-4-acetic acids with substituted salicylaldehydes in the presence of sodium hydride in acetic anhydride. Greater yields have been obtained in the sodium hydride and acetic anhydride condition. An intermediate chalcone with an ortho-hydroxyl group, which is a precursor for lactone formation, has been isolated and its structure has been confirmed by x-ray analysis. The nonplanar S-cis arrangement of two C4-C3' double bonds has been confirmed by nuclear Overhauser spectroscopy (NOE) and x-ray studies. The UV-fluorescence studies support the formation of a conjugated bicoumarin system.
• Synthesis and in vitro anti-HIV activity of N-1,3-benzo[d]thiazol-2-yl-2-(2-oxo-2H-chromen-4-yl)acetamide derivatives using MTT method
  作者：Dhairya Bhavsar、Jalpa Trivedi、Shrey Parekh、Mahesh Savant、Shailesh Thakrar、Abhay Bavishi、Ashish Radadiya、Hardevsinh Vala、Jignesh Lunagariya、Manisha Parmar、Ladwa Paresh、Roberta Loddo、Anamik Shah

  DOI：10.1016/j.bmcl.2011.03.105

  日期：2011.6

  A series of novel N-1,3-benzo[d]thiazol-2-yl-2-(2-oxo-2H-chromen-4-yl)acetamide derivatives has been synthesized. All the newly synthesized compounds were evaluated for their anti-HIV activity using MTT method. Most of these compounds showed moderate to potent activity against wild-type HIV-1 with an EC50 ranging from >7 EC50 [mu g/ml] to <100 EC50 [mu g/ml]. Among them, N-1,3-benzo[d]thiazol-2-yl-2-(2-oxo-2H-chromen-4-yl)acetamide 6v was identified as the most promising compound (EC50 = <7 mu g/ml). Among all the compounds, three compounds 6m, 6v and 6u have been exhibits potent anti-HIV activity against MT-4 cells. (C) 2011 Elsevier Ltd. All rights reserved.