3-(5-(2,6-difluoro-3-hydroxybenzoyl)thiophen-2-yl)-2-fluorophenyl sulfamate

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(5-(2,6-difluoro-3-hydroxybenzoyl)thiophen-2-yl)-2-fluorophenyl sulfamate
• 英文别名: [3-[5-(2,6-Difluoro-3-hydroxybenzoyl)thiophen-2-yl]-2-fluorophenyl] sulfamate；[3-[5-(2,6-difluoro-3-hydroxybenzoyl)thiophen-2-yl]-2-fluorophenyl] sulfamate
• 化学式: C₁₇H₁₀F₃NO₅S₂
• 分子量: 429.397
• InChiKey: TXPGZAVTQIRPOT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  143
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  2-氟-3-甲氧基苯硼酸 在 aluminum (III) chloride 、 四(三苯基膦)钯 、 氨基磺酰氯 、 三溴化硼 、 caesium carbonate 作用下， 以 乙二醇二甲醚 、 二氯甲烷 、 N,N-二甲基乙酰胺 、 水 为溶剂， 反应 4.0h， 生成 3-(5-(2,6-difluoro-3-hydroxybenzoyl)thiophen-2-yl)-2-fluorophenyl sulfamate
  参考文献：
  名称：

  First Dual Inhibitors of Steroid Sulfatase (STS) and 17β-Hydroxysteroid Dehydrogenase Type 1 (17β-HSD1): Designed Multiple Ligands as Novel Potential Therapeutics for Estrogen-Dependent Diseases

  摘要：

  STS and 17 beta-HSD1 are attractive targets for the treatment of estrogen-dependent diseases like endometriosis and breast cancer. The simultaneous inhibition of both enzymes appears more promising than blockage of either protein alone. We describe a designed multiple ligand approach resulting in highly potent dual inhibitors. The most interesting compound 9 showed nanomolar IC50 values for both proteins, membrane permeability, and no interference with estrogen receptors. It efficiently reversed E1S- and E1-induced T47D cell proliferation.

  DOI：

  10.1021/acs.jmedchem.7b00062

文献信息

• First Dual Inhibitors of Steroid Sulfatase (STS) and 17β-Hydroxysteroid Dehydrogenase Type 1 (17β-HSD1): Designed Multiple Ligands as Novel Potential Therapeutics for Estrogen-Dependent Diseases
  作者：Mohamed Salah、Ahmed S. Abdelsamie、Martin Frotscher

  DOI：10.1021/acs.jmedchem.7b00062

  日期：2017.5.11

  STS and 17 beta-HSD1 are attractive targets for the treatment of estrogen-dependent diseases like endometriosis and breast cancer. The simultaneous inhibition of both enzymes appears more promising than blockage of either protein alone. We describe a designed multiple ligand approach resulting in highly potent dual inhibitors. The most interesting compound 9 showed nanomolar IC50 values for both proteins, membrane permeability, and no interference with estrogen receptors. It efficiently reversed E1S- and E1-induced T47D cell proliferation.