ethoxycarbonylmethyl o-tolylacetate | 120974-93-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: ethoxycarbonylmethyl o-tolylacetate
• 英文别名: (2-ethoxy-2-oxoethyl) 2-(2-methylphenyl)acetate
• CAS: 120974-93-8
• 化学式: C₁₃H₁₆O₄
• 分子量: 236.268
• InChiKey: KTJNILJFYLQDCY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethoxycarbonylmethyl o-tolylacetate 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 以42%的产率得到3-(2-methylphenyl)-4-hydroxyfuran-2(5H)-one
  参考文献：
  名称：

  Synthesis, molecular docking and biological evaluation of 3-arylfuran-2(5H)-ones as anti-gastric ulcer agent

  摘要：

  3-Arylfuran-2(5H)-one derivatives show good antibacterial activity and were determined as tyrosyl-tRNA synthetase (TyrRS) inhibitors. In a systematic medicinal chemistry exploration, we demonstrated chemical opportunities to treat infections caused by Helicobacter pylori. Twenty 3-arylfuran-2(5H)-ones were synthesized and evaluated for anti-H. pylori, antioxidant and anti-urease activities which are closely interconnected with H. pylori infection. The results displayed that some of the compounds show excellent antioxidant activity, and good anti-H. pylori and urease inhibitory activities. Out of these compounds, 3( 3-methylphenyl) furan-2(5H)-one (b9) showed the most potent antioxidant activity (IC50 = 8.2 mu M) and good anti-H. pylori activity (MIC50 = 2.6 mu g/mL), and it can be used as a good candidate for discovering novel anti-gastric ulcer agent. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.05.026
• 作为产物：
  描述：

  邻甲基苯乙酸 、 溴乙酸乙酯 在 sodium hydroxide 作用下， 以 水 、 二甲基亚砜 为溶剂， 生成 ethoxycarbonylmethyl o-tolylacetate
  参考文献：
  名称：

  Synthesis, molecular docking and biological evaluation of 3-arylfuran-2(5H)-ones as anti-gastric ulcer agent

  摘要：

  3-Arylfuran-2(5H)-one derivatives show good antibacterial activity and were determined as tyrosyl-tRNA synthetase (TyrRS) inhibitors. In a systematic medicinal chemistry exploration, we demonstrated chemical opportunities to treat infections caused by Helicobacter pylori. Twenty 3-arylfuran-2(5H)-ones were synthesized and evaluated for anti-H. pylori, antioxidant and anti-urease activities which are closely interconnected with H. pylori infection. The results displayed that some of the compounds show excellent antioxidant activity, and good anti-H. pylori and urease inhibitory activities. Out of these compounds, 3( 3-methylphenyl) furan-2(5H)-one (b9) showed the most potent antioxidant activity (IC50 = 8.2 mu M) and good anti-H. pylori activity (MIC50 = 2.6 mu g/mL), and it can be used as a good candidate for discovering novel anti-gastric ulcer agent. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.05.026

文献信息

• Acrylate fungicides
  申请人：Schering Agrochemicals Limited

  公开号：US05192357A1

  公开（公告）日：1993-03-09

  The invention provides compounds of formula I ##STR1## wherein W, D, R.sup.1, R.sup.2, R.sup.3, x, m, n and p are as defined in the description. The compound have valuable pesticidal activity especially against fungi, insects, nematodes, acarids and weeds.

  这项发明提供了公式I的化合物，其中W、D、R.sup.1、R.sup.2、R.sup.3、x、m、n和p的定义如描述中所述。这些化合物具有对真菌、昆虫、线虫、螨和杂草等具有重要的杀虫活性。
• US5192357A
  申请人：——

  公开号：US5192357A

  公开（公告）日：1993-03-09
• US5304530A
  申请人：——

  公开号：US5304530A

  公开（公告）日：1994-04-19
• Synthesis, molecular docking and biological evaluation of 3-arylfuran-2(5H)-ones as anti-gastric ulcer agent
  作者：Xu-Dong Wang、Wei Wei、Peng-Fei Wang、Li-Cheng Yi、Wei-Kang Shi、Yong-Xiang Xie、Lang-Zhou Wu、Nian Tang、Liang-Song Zhu、Jia Peng、Chan Liu、Xian-Hui Li、Shi Tang、Zhu-Ping Xiao、Hai-Liang Zhu

  DOI：10.1016/j.bmc.2015.05.026

  日期：2015.8

  3-Arylfuran-2(5H)-one derivatives show good antibacterial activity and were determined as tyrosyl-tRNA synthetase (TyrRS) inhibitors. In a systematic medicinal chemistry exploration, we demonstrated chemical opportunities to treat infections caused by Helicobacter pylori. Twenty 3-arylfuran-2(5H)-ones were synthesized and evaluated for anti-H. pylori, antioxidant and anti-urease activities which are closely interconnected with H. pylori infection. The results displayed that some of the compounds show excellent antioxidant activity, and good anti-H. pylori and urease inhibitory activities. Out of these compounds, 3( 3-methylphenyl) furan-2(5H)-one (b9) showed the most potent antioxidant activity (IC50 = 8.2 mu M) and good anti-H. pylori activity (MIC50 = 2.6 mu g/mL), and it can be used as a good candidate for discovering novel anti-gastric ulcer agent. (C) 2015 Elsevier Ltd. All rights reserved.