3-羟基-8-甲基-2-苯基色烯-4-酮 | 87165-67-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 中文名称: 3-羟基-8-甲基-2-苯基色烯-4-酮
• 英文名称: 3-hydroxy-8-methyl-2-phenylchromen-4-one
• 英文别名: 8-methylflavonol；3-Hydroxy-8-methyl-2-phenyl-chromen-4-on
• CAS: 87165-67-1
• 化学式: C₁₆H₁₂O₃
• 分子量: 252.269
• InChiKey: ACKFMYHGCWCVHJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-羟基-8-甲基-2-苯基色烯-4-酮 在 N-溴代丁二酰亚胺(NBS) 、 乌洛托品 、 potassium carbonate 、 溶剂黄146 、 过氧化苯甲酰 作用下， 以 四氯化碳 、 丙酮 为溶剂， 反应 17.0h， 生成 3-methoxy-4-oxo-2-phenyl-4H-chromene-8-carbaldehyde
  参考文献：
  名称：

  1,4-Dihydropyridine derivatives as calcium channel modulators: the role of 3-methoxy-flavone moiety

  摘要：

  It was earlier recognized that calcium antagonists, and in particular 1,4-dihydropyridines, exhibited distinct cardiovascular profiles. In addition two different splice variants of the L-type calcium channel were found in vascular and cardiac tissues. In this study, novel substituted 1,4-dihydropyridines with a 3-methoxy-flavone moiety were synthesized and structural modifications of the substituents in the dihydropyridine ring of nifedipine were carried out in order to find tissue specific compounds. The negative inotropic, chronotropic and vasorelaxant effects were investigated on guinea-pig left, right atria and aortic strips, respectively. The introduction of an heteroaromatic ring in 4-position of the 1,4-dihydropyridine nucleus led to compounds selective for cardiac tissues. Moreover, different residues in the 1,4-dihydropyridine ring could modulate the chronotropic versus inotropic activity. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.03.007
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 sodium hydroxide 作用下， 生成 3-羟基-8-甲基-2-苯基色烯-4-酮
  参考文献：
  名称：

  v. Auwers, Chemische Berichte, 1916, vol. 49, p. 815

  摘要：

  DOI：

文献信息

• METHODS OF DESIGNING, PREPARING, AND USING NOVEL PROTONOPHORES
  申请人：Martineau Louis C.

  公开号：US20140135359A1

  公开（公告）日：2014-05-15

  The present invention provides a computer-assisted method of generating a protonophore requiring the use of a computer including a processor. The method includes: designing the protonophore, calculating, using the processor, an estimated protonophoric activity; producing the protonophore if the estimated protonophoric activity corresponds to an U 50 of about 20 μM or less; and determining the uncoupling activity of the protonophore. The present invention also provides novel protonophores that meet the above requirement and their methods of use.

  本发明提供了一种利用计算机辅助的方法来生成需要使用处理器的质子载体。该方法包括：设计质子载体，使用处理器计算估计的质子载体活性；如果估计的质子载体活性对应于大约20微米或更少的U50，则生产质子载体；并确定质子载体的解耦活性。本发明还提供了符合上述要求的新型质子载体及其使用方法。
• 1,4-Dihydropyridine derivatives as calcium channel modulators: the role of 3-methoxy-flavone moiety
  作者：Roberta Budriesi、Alessandra Bisi、Pierfranco Ioan、Angela Rampa、Silvia Gobbi、Federica Belluti、Lorna Piazzi、Piero Valenti、Alberto Chiarini

  DOI：10.1016/j.bmc.2005.03.007

  日期：2005.5

  It was earlier recognized that calcium antagonists, and in particular 1,4-dihydropyridines, exhibited distinct cardiovascular profiles. In addition two different splice variants of the L-type calcium channel were found in vascular and cardiac tissues. In this study, novel substituted 1,4-dihydropyridines with a 3-methoxy-flavone moiety were synthesized and structural modifications of the substituents in the dihydropyridine ring of nifedipine were carried out in order to find tissue specific compounds. The negative inotropic, chronotropic and vasorelaxant effects were investigated on guinea-pig left, right atria and aortic strips, respectively. The introduction of an heteroaromatic ring in 4-position of the 1,4-dihydropyridine nucleus led to compounds selective for cardiac tissues. Moreover, different residues in the 1,4-dihydropyridine ring could modulate the chronotropic versus inotropic activity. (c) 2005 Elsevier Ltd. All rights reserved.
• v. Auwers, Chemische Berichte, 1916, vol. 49, p. 815
  作者：v. Auwers

  DOI：——

  日期：——