3,4,6,7-tetramethyl-coumarin | 89228-77-3

• 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: 3,4,6,7-tetramethyl-coumarin
• 英文别名: 3,4,6,7-Tetramethyl-cumarin；3,4,6,7-Tetramethyl-2H-1-benzopyran-2-one；3,4,6,7-tetramethylchromen-2-one
• CAS: 89228-77-3
• 化学式: C₁₃H₁₄O₂
• 分子量: 202.253
• InChiKey: YHHXRNMXMKYMPF-UHFFFAOYSA-N

物化性质

• 沸点：
  341.8±31.0 °C(Predicted)
• 密度：
  1.089±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-chloromethyl-4,6,7-trimethylcoumarin 在 盐酸 、 锌 作用下， 以 溶剂黄146 为溶剂， 反应 1.0h， 生成 3,4,6,7-tetramethyl-coumarin
  参考文献：
  名称：

  Gawande, Prabha, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1981, vol. 20, # 1, p. 81 - 83

  摘要：

  DOI：

文献信息

• A solvent-free synthesis of coumarins using a Wells–Dawson heteropolyacid as catalyst
  作者：G.P. Romanelli、D. Bennardi、D.M. Ruiz、G. Baronetti、H.J. Thomas、J.C. Autino

  DOI：10.1016/j.tetlet.2004.09.183

  日期：2004.11

  Substituted coumarins are synthesized from phenols and beta-ketoesters by the Pechmann reaction, using a Wells-Dawson heteropolyacid (H(6)P(2)W(18)O(62)(.)24H(2)O) as catalyst by a solvent-free procedure. This one requires low reaction times, 130degreesC temperature and as little as 1 mol% of Wells-Dawson acid, obtaining good to excellent yields of coumarins. The catalyst showed to be reusable with no differences in the yields. The results are compared with those of the reactions performed in toluene solution. The presented synthetic procedure is a convenient, clean and fast alternative for synthesizing 4-substituted coumarins (17 examples). (C) 2004 Elsevier Ltd. All rights reserved.
• Clayton, Journal of the Chemical Society, 1908, vol. 93, p. 2022
  作者：Clayton

  DOI：——

  日期：——
• GAWANDE, PRABHA, INDIAN J. CHEM., 1981, 20, N 1, 81-83
  作者：GAWANDE, PRABHA

  DOI：——

  日期：——
• Inhibitors of PFKFB3 for Cancer Therapy
  申请人：Lee Yong-Hwan

  公开号：US20120302631A1

  公开（公告）日：2012-11-29

  Compounds used to inhibit glycolytic pathway small molecule kinase 6-Phosphofructo-2-kinase/Fructose-2,6-bisphosphatase (PFKFB) are set forth; these inhibitors can be used in the treatment of certain diseases in which cells or tumors rely on glycolytic metabolism, such as many cancer cells.
• US9492418B2
  申请人：——

  公开号：US9492418B2

  公开（公告）日：2016-11-15