1-[3,5-Bis(trifluoromethyl)phenyl]-3-(3,5-dimethylphenyl)urea | 901621-34-9

• 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: 1-[3,5-Bis(trifluoromethyl)phenyl]-3-(3,5-dimethylphenyl)urea
• 英文别名: 1-[3,5-bis(trifluoromethyl)phenyl]-3-(3,5-dimethylphenyl)urea
• CAS: 901621-34-9
• 化学式: C₁₇H₁₄F₆N₂O
• 分子量: 376.301
• InChiKey: IFCMUWWXTLVSBQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  41.1
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  1-氨基-3,5-二甲苯 、 3,5-双(三氟甲基)苯基异氰酸酯 以 乙腈 为溶剂， 反应 1.0h， 以76%的产率得到1-[3,5-Bis(trifluoromethyl)phenyl]-3-(3,5-dimethylphenyl)urea
  参考文献：
  名称：

  Novel phenyl(thio)ureas bearing (thio)oxothiazoline group as potential BACE-1 inhibitors: synthesis and biological evaluation

  摘要：

  We report the synthesis and the beta-site amyloid precursor protein cleaving enzyme-1 inhibitory properties of novel phenyl(thio) ureas bearing 2-(thio)oxothiazoline derivatives. A library of analogues was prepared according to specific synthetic schemes and the inhibitory activity was monitored using a fluorescence resonance energy transfer assay. Several analogues show potent inhibitory activities ranging between 1 and 0.01 mu M and the activity is related to the NH acidity of the (thio) urea motif. Our results illustrate once again the close relationship between molecular recognition, complexation of the active site in enzymatic system, and organocatalysis utilizing explicit hydrogen bonding.

  DOI：

  10.3109/14756366.2011.642375

文献信息

• Novel phenyl(thio)ureas bearing (thio)oxothiazoline group as potential BACE-1 inhibitors: synthesis and biological evaluation
  作者：Federico Andreoli、Abdallah Larbi Doukara、Mohammed Amine Mehdid、Nicolas Vanthuyne、Christian Roussel、Jean Dessolin、Jean-Louis Kraus

  DOI：10.3109/14756366.2011.642375

  日期：2013.2.1

  We report the synthesis and the beta-site amyloid precursor protein cleaving enzyme-1 inhibitory properties of novel phenyl(thio) ureas bearing 2-(thio)oxothiazoline derivatives. A library of analogues was prepared according to specific synthetic schemes and the inhibitory activity was monitored using a fluorescence resonance energy transfer assay. Several analogues show potent inhibitory activities ranging between 1 and 0.01 mu M and the activity is related to the NH acidity of the (thio) urea motif. Our results illustrate once again the close relationship between molecular recognition, complexation of the active site in enzymatic system, and organocatalysis utilizing explicit hydrogen bonding.