3-phenyl-6-((4-(1,1,1-trifluoro-2-hydroxybutan-2-yl)-1H-1,2,3-triazol-1-yl)methyl)benzo[b]thiophene-2-carboxylic acid | 1261394-33-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: 3-phenyl-6-((4-(1,1,1-trifluoro-2-hydroxybutan-2-yl)-1H-1,2,3-triazol-1-yl)methyl)benzo[b]thiophene-2-carboxylic acid
• 英文别名: 3-phenyl-6-[[4-(1,1,1-trifluoro-2-hydroxybutan-2-yl)triazol-1-yl]methyl]-1-benzothiophene-2-carboxylic acid
• CAS: 1261394-33-5
• 化学式: C₂₂H₁₈F₃N₃O₃S
• 分子量: 461.464
• InChiKey: AKRVYESJGFQGPJ-UHFFFAOYSA-N

物化性质

• 沸点：
  665.4±65.0 °C(predicted)
• 密度：
  1.45±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  117
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  3-phenyl-6-((4-(1,1,1-trifluoro-2-hydroxybutan-2-yl)-1H-1,2,3-triazol-1-yl)methyl)benzo[b]thiophene-2-carboxylic acid 在 喹啉 、 铜 作用下， 生成 1,1,1-trifluoro-2-(1-((3-phenylbenzo[b]thiophen-6-yl)methyl)-1H-1,2,3-triazol-4-yl)butan-2-ol
  参考文献：
  名称：

  Potent and selective 5-LO inhibitor bearing benzothiophene pharmacophore: Discovery of MK-5286

  摘要：

  The strategy and SAR studies that led to the discovery of a novel potent and orally available 5-lipoxygenase (5-LO) inhibitor 3-(4-fluorophenyl)-6-({4-[(1S)-1-hydroxy-1-(trifluoromethyl) propyl]-1H-1,2,3-triazol-1-yl} methyl)-1-benzothiophene-2-carboxamide ((S)-21 or MK-5286) were described. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.10.024
• 作为产物：
  描述：

  methyl 6-({4-[1-hydroxy-1-(trifluoromethyl)propyl]-1H-1,2,3-triazol-1-yl}methyl)-3-phenyl-1-benzothiophene-2-carboxylate 在 水 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 3-phenyl-6-((4-(1,1,1-trifluoro-2-hydroxybutan-2-yl)-1H-1,2,3-triazol-1-yl)methyl)benzo[b]thiophene-2-carboxylic acid
  参考文献：
  名称：

  Potent and selective 5-LO inhibitor bearing benzothiophene pharmacophore: Discovery of MK-5286

  摘要：

  The strategy and SAR studies that led to the discovery of a novel potent and orally available 5-lipoxygenase (5-LO) inhibitor 3-(4-fluorophenyl)-6-({4-[(1S)-1-hydroxy-1-(trifluoromethyl) propyl]-1H-1,2,3-triazol-1-yl} methyl)-1-benzothiophene-2-carboxamide ((S)-21 or MK-5286) were described. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.10.024

文献信息

• Potent and selective 5-LO inhibitor bearing benzothiophene pharmacophore: Discovery of MK-5286
  作者：Lianhai Li、Carl Berthelette、Anne Chateauneuf、Marc Ouellet、Claudio F. Sturino、Zhaoyin Wang

  DOI：10.1016/j.bmcl.2010.10.024

  日期：2010.12

  The strategy and SAR studies that led to the discovery of a novel potent and orally available 5-lipoxygenase (5-LO) inhibitor 3-(4-fluorophenyl)-6-(4-[(1S)-1-hydroxy-1-(trifluoromethyl) propyl]-1H-1,2,3-triazol-1-yl} methyl)-1-benzothiophene-2-carboxamide ((S)-21 or MK-5286) were described. (C) 2010 Elsevier Ltd. All rights reserved.