2-(3-(3-(azetidin-3-yl)allyl)phenoxy)-5-(trifluoromethyl)pyridine | 1223486-99-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(3-(3-(azetidin-3-yl)allyl)phenoxy)-5-(trifluoromethyl)pyridine
• CAS: 1223486-99-4
• 化学式: C₁₈H₁₇F₃N₂O
• 分子量: 334.341
• InChiKey: BARLLGZYQQQGNU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.21
• 重原子数：
  24.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  34.15
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  苯基哒嗪-3-基氨基甲酸酯 、 2-(3-(3-(azetidin-3-yl)allyl)phenoxy)-5-(trifluoromethyl)pyridine 在 N,N-二异丙基乙胺 作用下， 以 乙腈 为溶剂， 生成 (Z)-N-(pyridazin-3-yl)-3-(3-(3-((5-(trifluoromethyl)pyridin-2-yl)oxy)phenyl)prop-1-en-1-yl)azetidine-1-carboxamide 、 N-pyridazin-3-yl-3-[(E)-3-[3-[5-(trifluoromethyl)pyridin-2-yl]oxyphenyl]prop-1-enyl]azetidine-1-carboxamide
  参考文献：
  名称：

  Structure based design of novel irreversible FAAH inhibitors

  摘要：

  Fatty acid amide hydrolase ( FAAH) has attracted significant attention due to its promise as an analgesic target. This has resulted in the discovery of numerous chemical classes as inhibitors of this potential therapeutic target. In this paper we disclose a new series of novel FAAH irreversible azetidine urea inhibitors. In general these compounds illustrate potent activity against the rat FAAH enzyme. Our SAR studies allowed us to optimize this series resulting in the identification of compounds 13 which were potent inhibitors of both human and rat enzyme. This series of compounds illustrated good hydrolase selectivity along with good PK properties. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.07.101
• 作为产物：
  描述：

  tert-butyl 3-(3-(3-((5-(trifluoromethyl)pyridin-2-yl)oxy)phenyl)prop-1-en-1-yl)azetidine-1-carboxylate 在 盐酸 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 以91%的产率得到2-(3-(3-(azetidin-3-yl)allyl)phenoxy)-5-(trifluoromethyl)pyridine
  参考文献：
  名称：

  Structure based design of novel irreversible FAAH inhibitors

  摘要：

  Fatty acid amide hydrolase ( FAAH) has attracted significant attention due to its promise as an analgesic target. This has resulted in the discovery of numerous chemical classes as inhibitors of this potential therapeutic target. In this paper we disclose a new series of novel FAAH irreversible azetidine urea inhibitors. In general these compounds illustrate potent activity against the rat FAAH enzyme. Our SAR studies allowed us to optimize this series resulting in the identification of compounds 13 which were potent inhibitors of both human and rat enzyme. This series of compounds illustrated good hydrolase selectivity along with good PK properties. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.07.101