4-(3-氯苯基)-2-氟苯酚 | 634192-28-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-(3-氯苯基)-2-氟苯酚
• 英文名称: 4-(3-Chlorophenyl)-2-fluorophenol
• CAS: 634192-28-2
• 化学式: C₁₂H₈ClFO
• 分子量: 222.646
• InChiKey: BLYYMXFLHYQTNT-UHFFFAOYSA-N

物化性质

• 熔点：
  50-51 °C
• 沸点：
  324.7±27.0 °C(Predicted)
• 密度：
  1.314±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  间氯溴苯 在 四(三苯基膦)钯 吡啶盐酸盐 、 sodium carbonate 作用下， 以 乙二醇二甲醚 、 水 为溶剂， 反应 4.5h， 生成 4-(3-氯苯基)-2-氟苯酚
  参考文献：
  名称：

  ERβ Ligands. Part 2: Synthesis and structure–activity relationships of a series of 4-hydroxy-biphenyl-carbaldehyde oxime derivatives

  摘要：

  A series of biphenyl carbaldehyde oximes (6) was prepared and shown to have significant selectivity for the estrogen receptor-beta (ERbeta). The exploitation of the oxime moiety as a hydrogen bond donating group, which mimicked the C-ring of genistein makes these compounds unique. Molecular modeling studies showed the oxime moiety hydrogen bonding to the histidine residue, which was supported by the structure-activity relationships. The most potent compounds in this study had IC50 values in a radio-liaand binding assay of between 8-35 nM. Among the most selective compounds were 6i and 6s (49- and 31-fold ERbeta selective, respectively). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.03.028

文献信息

• ERβ Ligands. Part 1: The discovery of ERβ selective ligands which embrace the 4-hydroxy-biphenyl template
  作者：R Edsall

  DOI：10.1016/s0968-0896(03)00303-1

  日期：2003.8.5

  The synthesis and structure-activity relationships of a series of simple biphenyls is described. Optimization of the 4-hydroxy-biphenyl template led to compounds with ERP selectivity on the order of 20-70-fold. (C) 2003 Elsevier Ltd. All rights reserved.
• ERβ Ligands. Part 2: Synthesis and structure–activity relationships of a series of 4-hydroxy-biphenyl-carbaldehyde oxime derivatives
  作者：Cuijian Yang、Richard Edsall、Heather A Harris、Xiaochun Zhang、Eric S Manas、Richard E Mewshaw

  DOI：10.1016/j.bmc.2004.03.028

  日期：2004.5

  A series of biphenyl carbaldehyde oximes (6) was prepared and shown to have significant selectivity for the estrogen receptor-beta (ERbeta). The exploitation of the oxime moiety as a hydrogen bond donating group, which mimicked the C-ring of genistein makes these compounds unique. Molecular modeling studies showed the oxime moiety hydrogen bonding to the histidine residue, which was supported by the structure-activity relationships. The most potent compounds in this study had IC50 values in a radio-liaand binding assay of between 8-35 nM. Among the most selective compounds were 6i and 6s (49- and 31-fold ERbeta selective, respectively). (C) 2004 Elsevier Ltd. All rights reserved.