ethyl 3-((furan-2-ylmethyl)amino)-3-oxopropanoate | 66824-96-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl 3-((furan-2-ylmethyl)amino)-3-oxopropanoate
• 英文别名: Ethyl 3-[(2-furanylmethyl)amino]-3-oxopropanoate；ethyl 3-(furan-2-ylmethylamino)-3-oxopropanoate
• CAS: 66824-96-2
• 化学式: C₁₀H₁₃NO₄
• 分子量: 211.218
• InChiKey: APIVYQYATJPXOZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  68.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 3-((furan-2-ylmethyl)amino)-3-oxopropanoate 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 5.0h， 生成 N-(furan-2-yl)-3-hydrazinyl-3-oxopropanamide
  参考文献：
  名称：

  Design, synthesis and molecular docking of substituted 3-hydrazinyl-3-oxo-propanamides as anti-tubercular agents

  摘要：

  Based on the anti-mycobacterial activity of various acid hydrazides, a series of substituted 3-hydrazinyl-3-oxo-propanamides has been designed. The target compounds have been synthesized from diethylmalonate using substituted amines and hydrazine hydrate in ethanol. Computational studies and anti-tubercular activity screenings were undertaken to test their inhibitory effect on protein kinase PknB from Mycobacterium tuberculosis. Binding poses of the compounds were energetically favorable and showed good interactions with active site residues. Designed molecules obey the Lipinski's rule of 5 and gave moderate to good drug likeness score. Among the sixteen compounds (1-16) taken for in silico and in vitro studies, 3 compounds (11, 12 and 15) have shown good binding energies along with exhibiting good anti-tubercular activity and thus may be considered as a good inhibitors of PknB. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.09.080
• 作为产物：
  描述：

  2-呋喃甲胺 、 丙二酸二乙酯 反应 4.0h， 生成 ethyl 3-((furan-2-ylmethyl)amino)-3-oxopropanoate
  参考文献：
  名称：

  Design, synthesis and molecular docking of substituted 3-hydrazinyl-3-oxo-propanamides as anti-tubercular agents

  摘要：

  Based on the anti-mycobacterial activity of various acid hydrazides, a series of substituted 3-hydrazinyl-3-oxo-propanamides has been designed. The target compounds have been synthesized from diethylmalonate using substituted amines and hydrazine hydrate in ethanol. Computational studies and anti-tubercular activity screenings were undertaken to test their inhibitory effect on protein kinase PknB from Mycobacterium tuberculosis. Binding poses of the compounds were energetically favorable and showed good interactions with active site residues. Designed molecules obey the Lipinski's rule of 5 and gave moderate to good drug likeness score. Among the sixteen compounds (1-16) taken for in silico and in vitro studies, 3 compounds (11, 12 and 15) have shown good binding energies along with exhibiting good anti-tubercular activity and thus may be considered as a good inhibitors of PknB. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.09.080

文献信息

• Copper-Catalyzed Direct Carbonylation of Carbenes toward the Synthesis of Propanedioic Acid Derivatives
  作者：Hefei Yang、Zhi-Peng Bao、Le-Cheng Wang、Xiao-Feng Wu

  DOI：10.1021/acs.orglett.3c00506

  日期：2023.3.24

  Carbenes are highly active reaction intermediates, which can be used as reaction precursors to modify organisms, drugs, and material molecules. In this work, we realized a new cheap metal-catalyzed carbonylation of carbene to give propanedioic acid derivatives. With copper salt as the catalyst, synthetically important malonates and related compounds were produced in good yields under mild reaction

  卡宾是高活性的反应中间体，可作为反应前体对生物体、药物和材料分子进行修饰。在这项工作中，我们实现了一种新的廉价金属催化的卡宾羰基化反应，得到丙二酸衍生物。以铜盐为催化剂，在温和的反应条件下以良好的产率生产了具有重要合成意义的丙二酸酯和相关化合物。
• US4211878A
  申请人：——

  公开号：US4211878A

  公开（公告）日：1980-07-08
• US4318921A
  申请人：——

  公开号：US4318921A

  公开（公告）日：1982-03-09
• US4346111A
  申请人：——

  公开号：US4346111A

  公开（公告）日：1982-08-24
• US4419363A
  申请人：——

  公开号：US4419363A

  公开（公告）日：1983-12-06