N-(3-methylphenyl)-4-oxo-4H-chromene-2-carboxamide | 880784-39-4

• 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-(3-methylphenyl)-4-oxo-4H-chromene-2-carboxamide
• 英文别名: N-(3-methylphenyl)-4-oxochromene-2-carboxamide
• CAS: 880784-39-4
• 化学式: C₁₇H₁₃NO₃
• mdl: MFCD00250022
• 分子量: 279.295
• InChiKey: HHCMSNYAAAYGSA-UHFFFAOYSA-N

物化性质

• 沸点：
  478.7±45.0 °C(Predicted)
• 密度：
  1.330±0.06 g/cm3(Predicted)
• 溶解度：
  1.9 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 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：

  色酮-2-甲酸 在 三氯氧磷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.58h， 生成 N-(3-methylphenyl)-4-oxo-4H-chromene-2-carboxamide
  参考文献：
  名称：

  Accelerating lead optimization of chromone carboxamide scaffold throughout microwave-assisted organic synthesis

  摘要：

  Microwave irradiation offers a considerable advantage over conventional synthesis with rate enhancements and cleaner reactions. Accordingly, a new microwave-assisted method for the synthesis of functionalized chromones was developed allowing the obtention of a library of chromone carboxamides. The method has been shown to present several advantages including operational simplicity, good performance, significant reduction in reaction time, less formation of by-products, and easier work-up. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.09.095

文献信息

• Navigating in chromone chemical space: discovery of novel and distinct A₃adenosine receptor ligands
  作者：F. Cagide、A. Gaspar、J. Reis、D. Chavarria、S. Vilar、G. Hripcsak、E. Uriarte、S. Kachler、K. N. Klotz、F. Borges

  DOI：10.1039/c5ra14988f

  日期：——

  One of the major hurdles in the development of effective drugs targeting GPCRs is finding ligands selective for a specific receptor subtype. Here we describe a potent and selective hormone-basedhA₃AR ligand (K_iof 167 nM) with a remarkable selectivity.

  在开发针对GPCRs的有效药物时面临的主要障碍之一是找到特定受体亚型的选择性配体。在这里，我们描述了一种具有显著选择性的强效和选择性基于激素的hA3AR配体（Ki值为167 nM）。
• Accelerating lead optimization of chromone carboxamide scaffold throughout microwave-assisted organic synthesis
  作者：Fernando Cagide、Joana Reis、Alexandra Gaspar、Fernanda Borges

  DOI：10.1016/j.tetlet.2011.09.095

  日期：2011.11

  Microwave irradiation offers a considerable advantage over conventional synthesis with rate enhancements and cleaner reactions. Accordingly, a new microwave-assisted method for the synthesis of functionalized chromones was developed allowing the obtention of a library of chromone carboxamides. The method has been shown to present several advantages including operational simplicity, good performance, significant reduction in reaction time, less formation of by-products, and easier work-up. (C) 2011 Elsevier Ltd. All rights reserved.