1,2-bis(2-oxo-2H-chromene-3-carboxamido)ethane

• 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: 1,2-bis(2-oxo-2H-chromene-3-carboxamido)ethane
• 英文别名: N,N'-Ethylenebis(3-coumarincarboxamide)；2-oxo-N-[2-[(2-oxochromene-3-carbonyl)amino]ethyl]chromene-3-carboxamide
• 化学式: C₂₂H₁₆N₂O₆
• 分子量: 404.379
• InChiKey: UEHSTGDQZXUEEQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 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：
  111
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  二氧化三碳 、 N,N'-双(亚水杨基)乙二胺 在 三氯化铝 作用下， 以 氯仿 为溶剂， 以10%的产率得到1,2-bis(2-oxo-2H-chromene-3-carboxamido)ethane
  参考文献：
  名称：

  Synthesis, molecular modeling studies, and selective inhibitory activity against monoamine oxidase of N,N′-bis[2-oxo-2H-benzopyran]-3-carboxamides

  摘要：

  A novel series of N,N'-bis[2-oxo-2H-1-benzopyran]-3-carboxamide derivatives have been synthesized and investigated for the ability to inhibit the activity of the A and B isoforms of monoamine oxidase (MAO). Some of the synthesized compounds show good selective inhibitory activity against the MAO-A isoform. Both the MAO-A and -B isoforms, deposited in the Protein Data Bank as the 2BXR and 1GOS models, respectively, were considered in a computational study performed with docking techniques on the most active and selective inhibitors. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.04.026

文献信息

• An efficient three-component synthesis of coumarin-3-carbamides by use of Ni–NiO nanoparticles as magnetically separable catalyst
  作者：Nayim Sepay、Chayan Guha、Arpan Kool、Asok K. Mallik

  DOI：10.1039/c5ra13932e

  日期：——

  An efficient and ecofriendly synthesis of coumarin-3-carbamides has been developed by a three-component reaction of 2-hydroxybenzaldehydes, aliphatic amines (p-/s-) and diethyl malonate using Ni–NiO nanoparticles as catalyst.

  使用Ni-NiO纳米颗粒作为催化剂，通过2-羟基苯甲醛、脂肪胺（p-/s-）和二乙基丙二酸酯的三组分反应，开发了一种高效、环保的香豆素-3-氨基甲酰化合物的合成方法。
• Cyclization of N,N′‐Bis(Salicylidene)Diamines with Carbon Suboxide
  作者：F. Chimenti、D. Secci、A. Bolasco、P. Chimenti、A. Granese

  DOI：10.1081/scc-200050934

  日期：2005.3

  The reaction between N,N'-bis(salicylidene)diamines and carbon suboxide afforded dicoumarinoyl diamides in only one step and in yields that strictly depend on the methylene linkers between the salicylic moieties.
• Synthesis, molecular modeling studies, and selective inhibitory activity against monoamine oxidase of N,N′-bis[2-oxo-2H-benzopyran]-3-carboxamides
  作者：Franco Chimenti、Daniela Secci、Adriana Bolasco、Paola Chimenti、Arianna Granese、Simone Carradori、Olivia Befani、Paola Turini、Stefano Alcaro、Francesco Ortuso

  DOI：10.1016/j.bmcl.2006.04.026

  日期：2006.8

  A novel series of N,N'-bis[2-oxo-2H-1-benzopyran]-3-carboxamide derivatives have been synthesized and investigated for the ability to inhibit the activity of the A and B isoforms of monoamine oxidase (MAO). Some of the synthesized compounds show good selective inhibitory activity against the MAO-A isoform. Both the MAO-A and -B isoforms, deposited in the Protein Data Bank as the 2BXR and 1GOS models, respectively, were considered in a computational study performed with docking techniques on the most active and selective inhibitors. (c) 2006 Elsevier Ltd. All rights reserved.