8-hydroxy-11H-benzofuro[3,2-b]chromen-11-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 8-hydroxy-11H-benzofuro[3,2-b]chromen-11-one
• 英文别名: 2-hydroxy-5,11-dioxa-benzo[b]fluoren-10-one；8-hydroxy-[1]benzofuro[3,2-b]chromen-11-one
• 化学式: C₁₅H₈O₄
• 分子量: 252.226
• InChiKey: RZHHVKKRRILLMX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  19.0
• 可旋转键数：
  0.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  63.58
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  2-溴-2'-氟苯乙酮 在 吡啶盐酸盐 、 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 8-hydroxy-11H-benzofuro[3,2-b]chromen-11-one
  参考文献：
  名称：

  Constrained phytoestrogens and analogues as ERβ selective ligands

  摘要：

  A new series of ERbeta (ERbeta) selective ligands has been prepared. One of the compounds 6, structurally related to the phytoestrogen apigenin 4, displays a binding preference for ERbeta over ERalpha of over 40-fold. In addition to its binding selectivity, 6 was able to potently induce metallothionein (an ERbeta specific response in human SAOS-2 cells) while demonstrating low potency in an ERalpha dependant ERE-tk luciferase assay in MCF-7 cells. Such receptor and cell selectivity could make 6 a useful molecular probe for better understanding the role of ERbeta in mammalian physiology. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00394-9

文献信息

• Synthesis of heterocyclic-fused benzofurans via C–H functionalization of flavones and coumarins
  作者：Youngtaek Moon、Yechan Kim、Hyerim Hong、Sungwoo Hong

  DOI：10.1039/c3cc44456b

  日期：——

  An efficient method to effect C-O cyclization was developed via the C-H functionalization of chromones and coumarins, affording heterocyclic-fused benzofurans.

  通过色酮和香豆素的CH官能化开发了一种有效的CO环化方法，提供了杂环稠合的苯并呋喃。
• 5,11-dioxa-benzo[b]fluoren-10-one and 5-oxa-11-thia-benzo[b]fluoren-10-ones as estrogenic agents
  申请人：Wyeth

  公开号：US20020183310A1

  公开（公告）日：2002-12-05

  This invention provides estrogen receptor modulators of formula 1, having the structure 1 wherein X, Y 1 , Y 2 , Y 3 , Y 4 , Z 1 , Z 2 , Z 3 , and Z 4 are as defined in the specification, or a pharmaceutically acceptable salt thereof.

  该发明提供了公式1的雌激素受体调节剂，其结构为1，其中X，Y1，Y2，Y3，Y4，Z1，Z2，Z3和Z4如规范中所定义，或其药学上可接受的盐。
• US6559177B2
  申请人：——

  公开号：US6559177B2

  公开（公告）日：2003-05-06
• Constrained phytoestrogens and analogues as ERβ selective ligands
  作者：Chris P Miller、Michael D Collini、Heather A Harris

  DOI：10.1016/s0960-894x(03)00394-9

  日期：2003.7

  A new series of ERbeta (ERbeta) selective ligands has been prepared. One of the compounds 6, structurally related to the phytoestrogen apigenin 4, displays a binding preference for ERbeta over ERalpha of over 40-fold. In addition to its binding selectivity, 6 was able to potently induce metallothionein (an ERbeta specific response in human SAOS-2 cells) while demonstrating low potency in an ERalpha dependant ERE-tk luciferase assay in MCF-7 cells. Such receptor and cell selectivity could make 6 a useful molecular probe for better understanding the role of ERbeta in mammalian physiology. (C) 2003 Elsevier Science Ltd. All rights reserved.