10-methyl-3,4,4a,5-tetrahydro-1H-pyrazino[1,2-a]quinazolin-6(2H)-one | 1221408-14-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 10-methyl-3,4,4a,5-tetrahydro-1H-pyrazino[1,2-a]quinazolin-6(2H)-one
• 英文别名: 10-methyl-1,2,3,4,4a,5-hexahydropyrazino[1,2-a]quinazolin-6-one
• CAS: 1221408-14-5
• 化学式: C₁₂H₁₅N₃O
• 分子量: 217.271
• InChiKey: RDKUQQKQJMPPCX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  16
• 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：
  44.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  在 三乙基硅烷 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 10-methyl-3,4,4a,5-tetrahydro-1H-pyrazino[1,2-a]quinazolin-6(2H)-one
  参考文献：
  名称：

  Tricyclic dihydroquinazolinones as novel 5-HT2C selective and orally efficacious anti-obesity agents

  摘要：

  Agonists of the 5-HT2C receptor have been shown to suppress appetite and reduce body weight in animal models as well as in humans. However, agonism of the related 5-HT2B receptor has been associated with valvular heart disease. Synthesis and biological evaluation of a series of novel and highly selective dihydroquinazolinone-derived 5-HT2C agonists with no detectable agonism of the 5-HT2B receptor is described. Among these, compounds (+)-2a and (+)-3c were identified as potent and highly selective agonists which exhibited weight loss in a rat model upon oral dosing. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.12.014

文献信息

• Tricyclic dihydroquinazolinones as novel 5-HT2C selective and orally efficacious anti-obesity agents
  作者：Saleem Ahmad、Khehyong Ngu、Keith J. Miller、Ginger Wu、Chen-pin Hung、Sarah Malmstrom、Ge Zhang、Eva O’Tanyi、William J. Keim、Mary Jane Cullen、Kenneth W. Rohrbach、Michael Thomas、Thao Ung、Qinling Qu、Jinping Gan、Rangaraj Narayanan、Mary Ann Pelleymounter、Jeffrey A. Robl

  DOI：10.1016/j.bmcl.2009.12.014

  日期：2010.2

  Agonists of the 5-HT2C receptor have been shown to suppress appetite and reduce body weight in animal models as well as in humans. However, agonism of the related 5-HT2B receptor has been associated with valvular heart disease. Synthesis and biological evaluation of a series of novel and highly selective dihydroquinazolinone-derived 5-HT2C agonists with no detectable agonism of the 5-HT2B receptor is described. Among these, compounds (+)-2a and (+)-3c were identified as potent and highly selective agonists which exhibited weight loss in a rat model upon oral dosing. (C) 2009 Elsevier Ltd. All rights reserved.