2-Acetyl-3-hydroxy-4-methyl-7,8,9,10-tetrahydro-6H-dibenzopyran-6-one | 86557-18-8

• 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: 2-Acetyl-3-hydroxy-4-methyl-7,8,9,10-tetrahydro-6H-dibenzopyran-6-one
• 英文别名: 2-acetyl-3-hydroxy-4-methyl-6H,7H,8H,9H,10H-cyclohexa[c]chromen-6-one；2-acetyl-3-hydroxy-4-methyl-7,8,9,10-tetrahydrobenzo[c]chromen-6-one
• CAS: 86557-18-8
• 化学式: C₁₆H₁₆O₄
• mdl: MFCD09850307
• 分子量: 272.301
• InChiKey: KJYWUOJIIIMIQB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-Acetyl-3-hydroxy-4-methyl-7,8,9,10-tetrahydro-6H-dibenzopyran-6-one 在 sodium hydroxide 、 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 10.0h， 生成 <(2-Acetyl-7,8,9,10-tetrahydro-4-methyl-6-oxo-6H-dibenzopyran-3-yl)oxy>acetic acid
  参考文献：
  名称：

  The design and synthesis of monofunctional psoralens structurally related to methoxsalen and trioxsalen

  摘要：

  DOI：

  10.1016/s0040-4020(01)91891-5
• 作为产物：
  描述：

  3-hydroxy-4-methyl-7,8,9,10-tetrahydro-6H-benzo[c]chromen-6-one 在 三氯化铝 作用下， 以 吡啶 为溶剂， 反应 4.5h， 生成 2-Acetyl-3-hydroxy-4-methyl-7,8,9,10-tetrahydro-6H-dibenzopyran-6-one
  参考文献：
  名称：

  The design and synthesis of monofunctional psoralens structurally related to methoxsalen and trioxsalen

  摘要：

  DOI：

  10.1016/s0040-4020(01)91891-5

文献信息

• Synthesis and anticancer activity of 6-heteroarylcoumarins
  作者：Olexandr Galayev、Yana Garazd、Myroslav Garazd、Roman Lesyk

  DOI：10.1016/j.ejmech.2015.10.021

  日期：2015.11

  A series of novel 7-hydroxy-8-methyl-coumarins with indole, pyrimidine, pyrazole, pyran, tetrazolo[1,5-a]pyrimidine, pyrimido[1,2-a]benzimidazol, 2-oxo-1,2-dihydropyridine and dihydropyrazolo[3,4-b]pyridine moieties at C6 position of heterocyclic core have been synthesized. Anticancer activity screening on NCI60 cell lines allowed identification of 6-(6-fluoro-1H-indo1-2-yl)-7-hydroxy-4,8-dimethy1-2H-chromen-2-one (23) with the highest level of antimitotic activity with mean GI(50)/TGI values of 3.28/13.24 mu M and certain sensitivity profile towards the Non-Small Cell Lung Cancer cell line HOP-92 (GI(50)/TGI/LC50 values 0.95/4.17/29.9 mu M). (C) 2015 Elsevier Masson SAS. All rights reserved.
• The design and synthesis of monofunctional psoralens structurally related to methoxsalen and trioxsalen
  作者：Pat N. Confalone、Dianne L. Confalone

  DOI：10.1016/s0040-4020(01)91891-5

  日期：1983.1