(11aS)-1,2,3,4,11,11a-hexahydropyrazino[1,2-b]isoquinolin-6-one | 1443433-86-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: (11aS)-1,2,3,4,11,11a-hexahydropyrazino[1,2-b]isoquinolin-6-one
• CAS: 1443433-86-0
• 化学式: C₁₂H₁₄N₂O
• 分子量: 202.256
• InChiKey: AUEGWMBCKGVNGW-JTQLQIEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  32.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (S)-1,3-二苄基哌嗪 在 吡啶 、 四磷十氧化物 、 palladium 10% on activated carbon 、 氢气 、 三氯氧磷 作用下， 以 甲醇 为溶剂， 生成 (11aS)-1,2,3,4,11,11a-hexahydropyrazino[1,2-b]isoquinolin-6-one
  参考文献：
  名称：

  Synthesis and SAR of potent and selective tetrahydropyrazinoisoquinolinone 5-HT2C receptor agonists

  摘要：

  The 5-HT2C receptor has been implicated as a critical regulator of appetite. Small molecule activation of the 5-HT2C receptor has been shown to affect food intake and regulate body weight gain in rodent models and more recently in human clinical trials. Therefore, 5-HT2C is a well validated target for anti-obesity therapy. The synthesis and structure-activity relationships of a series of novel tetrahydropyrazinoisoquinolinone 5-HT2C receptor agonists are presented. Several members of this series were identified as potent 5-HT2C receptor agonists with high functional selectivity against the 5-HT2A and 5-HT2B receptors and reduced food intake in an acute rat feeding model upon oral dosing. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.04.061

文献信息

• Synthesis and SAR of potent and selective tetrahydropyrazinoisoquinolinone 5-HT2C receptor agonists
  作者：Guohua Zhao、Chet Kwon、Sharon N. Bisaha、Philip D. Stein、Karen A. Rossi、Xueying Cao、Thao Ung、Ginger Wu、Chen-Pin Hung、Sarah E. Malmstrom、Ge Zhang、Qinling Qu、Jinping Gan、William J. Keim、Mary Jane Cullen、Kenneth W. Rohrbach、James Devenny、Mary Ann Pelleymounter、Keith J. Miller、Jeffrey A. Robl

  DOI：10.1016/j.bmcl.2013.04.061

  日期：2013.7

  The 5-HT2C receptor has been implicated as a critical regulator of appetite. Small molecule activation of the 5-HT2C receptor has been shown to affect food intake and regulate body weight gain in rodent models and more recently in human clinical trials. Therefore, 5-HT2C is a well validated target for anti-obesity therapy. The synthesis and structure-activity relationships of a series of novel tetrahydropyrazinoisoquinolinone 5-HT2C receptor agonists are presented. Several members of this series were identified as potent 5-HT2C receptor agonists with high functional selectivity against the 5-HT2A and 5-HT2B receptors and reduced food intake in an acute rat feeding model upon oral dosing. (c) 2013 Elsevier Ltd. All rights reserved.