3-hydroxy-2-(propen-1-yl)benzopyran-4-one | 1242337-60-5

• 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: 3-hydroxy-2-(propen-1-yl)benzopyran-4-one
• 英文别名: 3-hydroxy-2-[(E)-prop-1-enyl]chromen-4-one
• CAS: 1242337-60-5
• 化学式: C₁₂H₁₀O₃
• 分子量: 202.21
• InChiKey: YUEPBXGKWNBPEZ-GORDUTHDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 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-hydroxy-2-(propen-1-yl)benzopyran-4-one 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以78%的产率得到(Z)-3-bromo-2-(2-methylethenyl)benzopyran-4-one
  参考文献：
  名称：

  Stereoselective Bromination of 2-Vinyl Chromones Using NBS

  摘要：

  A simple one-step synthetic methodology for stereoselective synthesis of E- and Z-3-bromo-2-vinyl chromones in quantitative yield in polar solvents under ambient conditions without the use of catalysts is reported.

  DOI：

  10.1080/00397910903534007

文献信息

• Synthesis and docking studies on styryl chromones exhibiting cytotoxicity in human breast cancer cell line
  作者：Seema Bhatnagar、Shakti Sahi、Puneet Kackar、Swati Kaushik、Manan K. Dave、Akshara Shukla、Ashita Goel

  DOI：10.1016/j.bmcl.2010.05.108

  日期：2010.8

  The search for small molecules that preferentially target the functionally important surfaces of estrogen receptor and disrupt the transcriptional activity in the cell has emerged as a promising area towards rationale based drug design. Herein, we report substituted styryl chromones as a new class of compounds that exhibit selectivity for ER beta binding at the second binding site of HT and antiproliferative activity in human breast cancer cell line. (c) 2010 Elsevier Ltd. All rights reserved.