N-(2-carboxyphenyl)-6-methoxy-2-oxo-2H-chromene-3-carboxamide

• 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-(2-carboxyphenyl)-6-methoxy-2-oxo-2H-chromene-3-carboxamide
• 英文别名: 2-[(6-Methoxy-2-oxochromen-3-yl)carbonylamino]benzoic acid；2-[(6-methoxy-2-oxochromene-3-carbonyl)amino]benzoic acid
• 化学式: C₁₈H₁₃NO₆
• mdl: MFCD00822729
• 分子量: 339.304
• InChiKey: ZGAOUTUGDQBISI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  102
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-羟基-5-甲氧基苯甲醛 、 2-carboxymalonanilic acid ethyl ester 在 哌啶 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以59%的产率得到N-(2-carboxyphenyl)-6-methoxy-2-oxo-2H-chromene-3-carboxamide
  参考文献：
  名称：

  3-Hetaryl-2-oxo-2H-chromenes 的新途径：关于 3-Carbamoyl-2-iminochromenes 与双亲核试剂反应的拟议机制

  摘要：

  本报告总结了作者的研究，以阐明最近报道的由 2-亚氨基-2H-色烯-3-甲酰胺与不同双亲核试剂的分子间和/或分子内反应引起的重排机制。

  DOI：

  10.3390/51001146

文献信息

• Synthesis and anti-inflammatory activity of N-substituted 2-oxo-2H-1-benzopyran-3-carboxamides and their 2-iminoanalogues
  作者：Igor E Bylov、Maksym V Vasylyev、Yaroslav V Bilokin

  DOI：10.1016/s0223-5234(99)00119-1

  日期：1999.11

  A series of N-arylsubstituted 2-imino-2H-1-benzopyran-3-carboxamides 3a and b and 2-oxo-2H-1-benzopyran-3-carboxamides 4a-h were synthesized and evaluated for their anti-inflammatory activity in carrageenan-induced rat paw oedema assays and in acetic acid-induced peritonitis tests in albino rats. The resulting products were found to be active anti-inflammatory agents and their effects were comparable to that of piroxicam as the reference compound. In the consideration of the efficacy of the compounds in these assays, 2-imino/oxo-2H-1-benzopyran-3-carboxamides 3a and b and 4a-h were further studied at graded doses for their acute toxicity (ALD(50)) in albino mice and were essentially non-toxic at the highest dose tested. (C) 1999 Editions scientifiques et medicales Elsevier SAS.
• A New Pathway to 3-Hetaryl-2-oxo-2H-chromenes: On the Proposed Mechanisms for the Reaction of 3-Carbamoyl-2-iminochromenes with Dinucleophiles
  作者：Sergiy Kovalenko、Igor Bylov、Konstantyn Sytnik、Valentyn Chernykh、Yaroslav Bilokin

  DOI：10.3390/51001146

  日期：——

  The present account summarizes the author's studies to elucidate the mechanisms of the recently reported rearrangements resulting from inter- and/or intramolecular reactions of 2-imino-2H-chromene-3-carboxamides with different dinucleophiles.

  本报告总结了作者的研究，以阐明最近报道的由 2-亚氨基-2H-色烯-3-甲酰胺与不同双亲核试剂的分子间和/或分子内反应引起的重排机制。