ethyl (2-methoxybenzoyl)acetoacetate | 92252-55-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl (2-methoxybenzoyl)acetoacetate
• 英文别名: o-Methoxybenzoylacetessigester；Ethyl 2-(2-methoxybenzoyl)-3-oxobutanoate
• CAS: 92252-55-6
• 化学式: C₁₄H₁₆O₅
• 分子量: 264.278
• InChiKey: NDYOUMBIPHYBRR-UHFFFAOYSA-N

物化性质

• 沸点：
  361.3±27.0 °C(Predicted)
• 密度：
  1.156±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  69.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl (2-methoxybenzoyl)acetoacetate 在 三氯化铝 作用下， 以 苯 为溶剂， 反应 5.0h， 以0.2 g的产率得到4-羟基香豆素
  参考文献：
  名称：

  Chatterjea, J. N.; Singh, K. R. R. P.; Jha, I. S., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1986, vol. 25, p. 796 - 798

  摘要：

  DOI：
• 作为产物：
  描述：

  乙酰乙酸乙酯 、 甲氧基苯甲酰氯 在 sodium hydroxide 作用下， 以 Petroleum ether 为溶剂， 生成 ethyl (2-methoxybenzoyl)acetoacetate
  参考文献：
  名称：

  Design, Synthesis, and in Vitro Biological Evaluation of 1H-1,2,3-Triazole-4-carboxamide Derivatives as New Anti-influenza A Agents Targeting Virus Nucleoprotein

  摘要：

  The influenza virus nucleoprotein (NP) is an emerging target for anti-influenza drug development. Nucleozin (1) and its closely related derivatives had been identified as NP inhibitors displaying anti-influenza activity. Utilizing 1 as a lead molecule, we successfully designed and synthesized a series of 1H-1,2,3-triazole-4-carboxamide derivatives as new anti-influenza A agents. One of the most potent compounds, 3b, inhibited the replication of various H3N2 and H1N1 influenza A virus strains with IC50 values ranging from 0.5 to 4.6 mu M. Compound 3b also strongly inhibited the replication of H5N1 (RG14), amantidine-resistant A/WSN/33 (H1N1), and oseltamivir-resistant A/WSN/1933 (H1N1, 274Y) virus strains with IC50 values in sub-mu M ranges. Further computational studies and mechanism investigation suggested that 3b might directly target influenza virus A nucleoprotein to inhibit its nuclear accumulation.

  DOI：

  10.1021/jm2013503

文献信息

• Sicker, Dieter; Mann, Gerhard, Collection of Czechoslovak Chemical Communications, 1988, vol. 53, # 4, p. 839 - 850
  作者：Sicker, Dieter、Mann, Gerhard

  DOI：——

  日期：——
• SICKER, DIETER;MANN, GERHARD, COLLECT. CZECHOSL. CHEM. COMMUN., 53,(1988) N 4, 839-850
  作者：SICKER, DIETER、MANN, GERHARD

  DOI：——

  日期：——
• Design, Synthesis, and in Vitro Biological Evaluation of 1<i>H</i>-1,2,3-Triazole-4-carboxamide Derivatives as New Anti-influenza A Agents Targeting Virus Nucleoprotein
  作者：Huimin Cheng、Junting Wan、Meng-I Lin、Yingxue Liu、Xiaoyun Lu、Jinsong Liu、Yong Xu、Jianxin Chen、Zhengchao Tu、Yih-Shyun E. Cheng、Ke Ding

  DOI：10.1021/jm2013503

  日期：2012.3.8

  The influenza virus nucleoprotein (NP) is an emerging target for anti-influenza drug development. Nucleozin (1) and its closely related derivatives had been identified as NP inhibitors displaying anti-influenza activity. Utilizing 1 as a lead molecule, we successfully designed and synthesized a series of 1H-1,2,3-triazole-4-carboxamide derivatives as new anti-influenza A agents. One of the most potent compounds, 3b, inhibited the replication of various H3N2 and H1N1 influenza A virus strains with IC50 values ranging from 0.5 to 4.6 mu M. Compound 3b also strongly inhibited the replication of H5N1 (RG14), amantidine-resistant A/WSN/33 (H1N1), and oseltamivir-resistant A/WSN/1933 (H1N1, 274Y) virus strains with IC50 values in sub-mu M ranges. Further computational studies and mechanism investigation suggested that 3b might directly target influenza virus A nucleoprotein to inhibit its nuclear accumulation.
• Chatterjea, J. N.; Singh, K. R. R. P.; Jha, I. S., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1986, vol. 25, p. 796 - 798
  作者：Chatterjea, J. N.、Singh, K. R. R. P.、Jha, I. S.、Prasad, Y.、Shaw, S. C.

  DOI：——

  日期：——