4-[(3-fluorophenyl)methyl]-N-phenylpiperazine-1-carboxamide | 896573-81-2

• 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: 4-[(3-fluorophenyl)methyl]-N-phenylpiperazine-1-carboxamide
• CAS: 896573-81-2
• 化学式: C₁₈H₂₀FN₃O
• 分子量: 313.375
• InChiKey: WRTDIDPMQRGNNT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  35.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  tert-butyl 4-(phenylcarbamoyl)piperazine-1-carboxylate 在 盐酸 、 N,N-二异丙基乙胺 、 tetramethylammonium triacetoxyborohydride 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 二氯甲烷 为溶剂， 生成 4-[(3-fluorophenyl)methyl]-N-phenylpiperazine-1-carboxamide
  参考文献：
  名称：

  Aryl Piperazinyl Ureas as Inhibitors of Fatty Acid Amide Hydrolase (FAAH) in Rat, Dog, and Primate

  摘要：

  A series of aryl piperazinyl ureas that act as covalent inhibitors of fatty acid amide hydrolase (FAAH) is described. A potent and selective (does not inhibit FAAH-2) member of this class, JNJ-40355003, was found to elevate the plasma levels of three fatty acid amides: anandamide, oleoyl ethanolamide, and palmitoyl ethanolamide, in the rat, dog, and cynomolgous monkey. The elevation of the levels of these lipids in the plasma of monkeys suggests that FAAH-2 may not play a significant role in regulating plasma levels of fatty acid ethanolamides in primates.

  DOI：

  10.1021/ml300186g

文献信息

• Aryl Piperazinyl Ureas as Inhibitors of Fatty Acid Amide Hydrolase (FAAH) in Rat, Dog, and Primate
  作者：John M. Keith、Rich Apodaca、Mark Tichenor、Wei Xiao、William Jones、Joan Pierce、Mark Seierstad、James Palmer、Michael Webb、Mark Karbarz、Brian Scott、Sandy Wilson、Lin Luo、Michelle Wennerholm、Leon Chang、Sean Brown、Michele Rizzolio、Raymond Rynberg、Sandra Chaplan、J. Guy Breitenbucher

  DOI：10.1021/ml300186g

  日期：2012.10.11

  A series of aryl piperazinyl ureas that act as covalent inhibitors of fatty acid amide hydrolase (FAAH) is described. A potent and selective (does not inhibit FAAH-2) member of this class, JNJ-40355003, was found to elevate the plasma levels of three fatty acid amides: anandamide, oleoyl ethanolamide, and palmitoyl ethanolamide, in the rat, dog, and cynomolgous monkey. The elevation of the levels of these lipids in the plasma of monkeys suggests that FAAH-2 may not play a significant role in regulating plasma levels of fatty acid ethanolamides in primates.