N-(1-hydroxybutan-2-yl)-3-(trifluoromethyl)benzamide | 1153064-10-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(1-hydroxybutan-2-yl)-3-(trifluoromethyl)benzamide
• CAS: 1153064-10-8
• 化学式: C₁₂H₁₄F₃NO₂
• mdl: MFCD12638472
• 分子量: 261.244
• InChiKey: XDIVNOUMKBADFH-UHFFFAOYSA-N

物化性质

• 沸点：
  368.8±42.0 °C(predicted)
• 密度：
  1.239±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.416
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-(1-hydroxybutan-2-yl)-3-(trifluoromethyl)benzamide 在 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 N-(1-oxobutan-2-yl)-3-(trifluoromethyl)benzamide
  参考文献：
  名称：

  Trifluoromethylphenyl as P2 for ketoamide-based cathepsin S inhibitors

  摘要：

  The trifluoromethylphenyl P2 motif from previously reported heteroarylnitrile series has been successfully applied for the design and synthesis of highly potent novel ketoamide-based cathepsin S inhibitors. The key in this process is the change of the torsion angle between the P2 phenyl ring and the attached secondary amide by adding a small Cl, F, or Me group at the 2-position. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.10.012
• 作为产物：
  描述：

  2-氨基-1-丁醇 、 3-(三氟甲基)苯甲酰氯 在 碳酸氢钠 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 1.0h， 生成 N-(1-hydroxybutan-2-yl)-3-(trifluoromethyl)benzamide
  参考文献：
  名称：

  Trifluoromethylphenyl as P2 for ketoamide-based cathepsin S inhibitors

  摘要：

  The trifluoromethylphenyl P2 motif from previously reported heteroarylnitrile series has been successfully applied for the design and synthesis of highly potent novel ketoamide-based cathepsin S inhibitors. The key in this process is the change of the torsion angle between the P2 phenyl ring and the attached secondary amide by adding a small Cl, F, or Me group at the 2-position. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.10.012

文献信息

• Trifluoromethylphenyl as P2 for ketoamide-based cathepsin S inhibitors
  作者：Jiaqiang Cai、John Robinson、Simone Belshaw、Kathryn Everett、Xavier Fradera、Mario van Zeeland、Leon van Berkom、Peter van Rijnsbergen、Lucy Popplestone、Mark Baugh、Maureen Dempster、John Bruin、William Hamilton、Emma Kinghorn、Paul Westwood、Jennifer Kerr、Zoran Rankovic、Wullie Arbuckle、D. Jonathan Bennett、Philip S. Jones、Clive Long、Iain Martin、Joost C.M. Uitdehaag、Tommi Meulemans

  DOI：10.1016/j.bmcl.2010.10.012

  日期：2010.12

  The trifluoromethylphenyl P2 motif from previously reported heteroarylnitrile series has been successfully applied for the design and synthesis of highly potent novel ketoamide-based cathepsin S inhibitors. The key in this process is the change of the torsion angle between the P2 phenyl ring and the attached secondary amide by adding a small Cl, F, or Me group at the 2-position. (C) 2010 Elsevier Ltd. All rights reserved.