3-(biphenyl-4-yl)-4-(2-fluorophenyl)-4H-1,2,4-triazole | 1260172-94-8

• 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: 3-(biphenyl-4-yl)-4-(2-fluorophenyl)-4H-1,2,4-triazole
• 英文别名: 3-Biphenyl-4-yl-4-(2-fluorophenyl)-4H-1,2,4-triazole；4-(2-fluorophenyl)-3-(4-phenylphenyl)-1,2,4-triazole
• CAS: 1260172-94-8
• 化学式: C₂₀H₁₄FN₃
• 分子量: 315.35
• InChiKey: FVSVKWVILIBWOO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  30.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(biphenyl-4-yl)-4-(2-fluorophenyl)-4H-1,2,4-triazole 在 N-溴代丁二酰亚胺(NBS) 、 溶剂黄146 作用下， 以 四氯化碳 为溶剂， 反应 3.0h， 以49%的产率得到3-(biphenyl-4-yl)-5-bromo-4-(2-fluorophenyl)-4H-1,2,4-triazole
  参考文献：
  名称：

  Synthesis and Biological Evaluation of 3-Biphenyl-4-yl-4-phenyl-4H-1,2,4-triazoles as Novel Glycine Transporter 1 Inhibitors

  摘要：

  We describe the preparation and evaluation of a novel series of glycine transporter 1 (GlyT1) inhibitors derived from a high-throughput screening hit The SAR studies resulted in the discovery of 3-biphenyl-4-yl-4-(2 fluorophenyl)-5-isopropyl-4H-1,2,4-triazole (6p) A pharmacokinetic study was also conducted and revealed that 6p had excellent oral bioavailability and ameliorated learning impairment in passive avoidance tasks in mice

  DOI：

  10.1021/jm101031u
• 作为产物：
  描述：

  2-氟乙酰苯胺 在 劳森试剂 、 D(+)-10-樟脑磺酸 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 1.5h， 生成 3-(biphenyl-4-yl)-4-(2-fluorophenyl)-4H-1,2,4-triazole
  参考文献：
  名称：

  Synthesis and Biological Evaluation of 3-Biphenyl-4-yl-4-phenyl-4H-1,2,4-triazoles as Novel Glycine Transporter 1 Inhibitors

  摘要：

  We describe the preparation and evaluation of a novel series of glycine transporter 1 (GlyT1) inhibitors derived from a high-throughput screening hit The SAR studies resulted in the discovery of 3-biphenyl-4-yl-4-(2 fluorophenyl)-5-isopropyl-4H-1,2,4-triazole (6p) A pharmacokinetic study was also conducted and revealed that 6p had excellent oral bioavailability and ameliorated learning impairment in passive avoidance tasks in mice

  DOI：

  10.1021/jm101031u

文献信息

• Synthesis and Biological Evaluation of 3-Biphenyl-4-yl-4-phenyl-4<i>H</i>-1,2,4-triazoles as Novel Glycine Transporter 1 Inhibitors
  作者：Takashi Sugane、Takahiko Tobe、Wataru Hamaguchi、Itsuro Shimada、Kyoichi Maeno、Junji Miyata、Takeshi Suzuki、Tetsuya Kimizuka、Atsuyuki Kohara、Takuma Morita、Hitoshi Doihara、Kyouko Saita、Masaki Aota、Masako Furutani、Yoshiaki Shimada、Noritaka Hamada、Shuichi Sakamoto、Shin-ichi Tsukamoto

  DOI：10.1021/jm101031u

  日期：2011.1.13

  We describe the preparation and evaluation of a novel series of glycine transporter 1 (GlyT1) inhibitors derived from a high-throughput screening hit The SAR studies resulted in the discovery of 3-biphenyl-4-yl-4-(2 fluorophenyl)-5-isopropyl-4H-1,2,4-triazole (6p) A pharmacokinetic study was also conducted and revealed that 6p had excellent oral bioavailability and ameliorated learning impairment in passive avoidance tasks in mice