N-(4-methylphenyl)-6-methylchromone-3-carboxamide | 1293908-71-0

• 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: N-(4-methylphenyl)-6-methylchromone-3-carboxamide
• 英文别名: 6-methyl-N-(4-methylphenyl)-4-oxochromene-3-carboxamide
• CAS: 1293908-71-0
• 化学式: C₁₈H₁₅NO₃
• 分子量: 293.322
• InChiKey: FLEHTUBDZXVSSR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  6-甲基-4-氧-4H-1-苯并吡喃-3-甲醛 在 sodium chlorite 、 氨基磺酸 、 三氯氧磷 作用下， 以 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 15.5h， 生成 N-(4-methylphenyl)-6-methylchromone-3-carboxamide
  参考文献：
  名称：

  Coumarin versus Chromone Monoamine Oxidase B Inhibitors: Quo Vadis?

  摘要：

  Because of the lack of significant disease-modifying drugs for neurodegenerative disorders, a pressing need for new chemical entities endowed with IMAO-B still exists. Within this framework, and for the first time, a study was performed to compare coumarin- and chomone-3-phenylcarboxamide scaffolds. Compounds 10a and 10b were the most potent, selective, and reversible noncompetitive IMAO-B. The benzopyrone sp(2) oxygen atom was found to be position independent and a productive contributor for the ligand-enzyme complex stability.

  DOI：

  10.1021/acs.jmedchem.7b00918

文献信息

• An organocatalytic rearrangement of 2-(N-alkyl-/aryl-)amino-4-oxo-4H-1-benzopyran-3-carbaldehyde
  作者：Sourav Maiti、Suman Kalyan Panja、Chandrakanta Bandyopadhyay

  DOI：10.1016/j.tetlet.2011.02.053

  日期：2011.4

  2-(Arylamino)-4-oxo-4H-1-benzopyran-3-carbaldehyde rearranges to 4-oxo-4H-1-benzopyran-3-carbanilide when treated with glycine in the presence of formalin, but under similar conditions 2-(alkylamino)-4-oxo-4H-1-benzopyran-3-carbaldehyde rearranges to 3-alkylaminomethylenechroman-2,4-dione. (C) 2011 Elsevier Ltd. All rights reserved.