(S)-cyclobutyl(3-(3-(thiophen-2-yl)-1,2,4-oxadiazol-5-yl)piperidin-1-yl)methanone | 1310486-03-3

• 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: (S)-cyclobutyl(3-(3-(thiophen-2-yl)-1,2,4-oxadiazol-5-yl)piperidin-1-yl)methanone
• 英文别名: cyclobutyl-[(3S)-3-(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)piperidin-1-yl]methanone
• CAS: 1310486-03-3
• 化学式: C₁₆H₁₉N₃O₂S
• 分子量: 317.412
• InChiKey: YREOGTTULHMFSV-LBPRGKRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  87.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  methyl (3S)-1-(cyclobutanecarbonyl)piperidine-3-carboxylate 在 水 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 、 lithium hydroxide 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 反应 24.0h， 生成 (S)-cyclobutyl(3-(3-(thiophen-2-yl)-1,2,4-oxadiazol-5-yl)piperidin-1-yl)methanone
  参考文献：
  名称：

  Discovery of molecular switches within the ADX-47273 mGlu5 PAM scaffold that modulate modes of pharmacology to afford potent mGlu5 NAMs, PAMs and partial antagonists

  摘要：

  This Letter describes a chemical lead optimization campaign directed at a weak mGlu(5) NAM discovered while developing SAR for the mGlu(5) PAM, ADX-47273. An iterative parallel synthesis effort discovered multiple, subtle molecular switches that afford potent mGlu(5) NAMs, mGlu(5) PAMs as well as mGlu(5) partial antagonists. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.11.119

文献信息

• Discovery of molecular switches within the ADX-47273 mGlu5 PAM scaffold that modulate modes of pharmacology to afford potent mGlu5 NAMs, PAMs and partial antagonists
  作者：Jeffrey P. Lamb、Darren W. Engers、Colleen M. Niswender、Alice L. Rodriguez、Daryl F. Venable、P. Jeffrey Conn、Craig W. Lindsley

  DOI：10.1016/j.bmcl.2010.11.119

  日期：2011.5

  This Letter describes a chemical lead optimization campaign directed at a weak mGlu(5) NAM discovered while developing SAR for the mGlu(5) PAM, ADX-47273. An iterative parallel synthesis effort discovered multiple, subtle molecular switches that afford potent mGlu(5) NAMs, mGlu(5) PAMs as well as mGlu(5) partial antagonists. (C) 2010 Elsevier Ltd. All rights reserved.