1-benzyl-N-(3-fluoro-2-nitrophenyl)piperidin-4-amine | 1393680-00-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 1-benzyl-N-(3-fluoro-2-nitrophenyl)piperidin-4-amine
• CAS: 1393680-00-6
• 化学式: C₁₈H₂₀FN₃O₂
• 分子量: 329.374
• InChiKey: VZZBCSVHLNUSEI-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：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  61.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-benzyl-N-(3-fluoro-2-nitrophenyl)piperidin-4-amine 在 铁粉 、 氯化铵 作用下， 以 四氢呋喃 、 甲醇 、 水 、 乙腈 为溶剂， 生成 3-(1-benzylpiperidin-4-yl)-7-fluoro-1H-benzimidazol-2-one
  参考文献：
  名称：

  Discovery and structure–activity relationships of urea derivatives as potent and novel CCR3 antagonists

  摘要：

  The synthesis and structure-activity relationships of ureas as CCR3 antagonists are described. Optimization starting with lead compound 2 (IC50 = 190 nM) derived from initial screening hit compound 1 (IC50 = 600 nM) led to the identification of (S)-N-((1R,3S,5S)-8-((6-fluoronaphthalen-2-yl)methyl)-8-azabicyclo[3.2.1]octan-3-yl)-N-(2-nitrophenyl)pyrrolidine-1,2-dicarboxamide 27 (IC50 = 4.9 nM) as a potent CCR3 antagonist. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.06.042
• 作为产物：
  描述：

  4-氨基-1-苄基哌啶 、 2,6-二氟硝基苯 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 1-benzyl-N-(3-fluoro-2-nitrophenyl)piperidin-4-amine
  参考文献：
  名称：

  Discovery and structure–activity relationships of urea derivatives as potent and novel CCR3 antagonists

  摘要：

  The synthesis and structure-activity relationships of ureas as CCR3 antagonists are described. Optimization starting with lead compound 2 (IC50 = 190 nM) derived from initial screening hit compound 1 (IC50 = 600 nM) led to the identification of (S)-N-((1R,3S,5S)-8-((6-fluoronaphthalen-2-yl)methyl)-8-azabicyclo[3.2.1]octan-3-yl)-N-(2-nitrophenyl)pyrrolidine-1,2-dicarboxamide 27 (IC50 = 4.9 nM) as a potent CCR3 antagonist. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.06.042

文献信息

• Discovery and structure–activity relationships of urea derivatives as potent and novel CCR3 antagonists
  作者：Aiko Nitta、Yosuke Iura、Hiroki Tomioka、Ippei Sato、Koichiro Morihira、Hirokazu Kubota、Tatsuaki Morokata、Makoto Takeuchi、Mitsuaki Ohta、Shin-ichi Tsukamoto、Takayuki Imaoka、Toshiya Takahashi

  DOI：10.1016/j.bmcl.2012.06.042

  日期：2012.8

  The synthesis and structure-activity relationships of ureas as CCR3 antagonists are described. Optimization starting with lead compound 2 (IC50 = 190 nM) derived from initial screening hit compound 1 (IC50 = 600 nM) led to the identification of (S)-N-((1R,3S,5S)-8-((6-fluoronaphthalen-2-yl)methyl)-8-azabicyclo[3.2.1]octan-3-yl)-N-(2-nitrophenyl)pyrrolidine-1,2-dicarboxamide 27 (IC50 = 4.9 nM) as a potent CCR3 antagonist. (c) 2012 Elsevier Ltd. All rights reserved.