4-(1H-indol-3-ylmethyl)-6-[2-oxo-2-(2-phenylpyrrolidin-1-yl)ethyl]-1-phenyl-4H-[1,2,4]triazolo[3,4-d][1,5]benzodiazepin-5-one | 1373952-55-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 4-(1H-indol-3-ylmethyl)-6-[2-oxo-2-(2-phenylpyrrolidin-1-yl)ethyl]-1-phenyl-4H-[1,2,4]triazolo[3,4-d][1,5]benzodiazepin-5-one
• CAS: 1373952-55-6
• 化学式: C₃₇H₃₂N₆O₂
• 分子量: 592.7
• InChiKey: VKQTUFNCTCCIAR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  45
• 可旋转键数：
  6
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  87.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-phenyl-4H-<1,2,4>-triazolo<4,3-a><1,5>benzodiazepin-5(6H)-one 在 哌啶 、 盐酸 、 palladium on activated charcoal 、 氢气 、 甲酸铵 、 sodium hexamethyldisilazane 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 1,4-二氧六环 、 乙醇 、 N,N-二甲基乙酰胺 、 甲苯 为溶剂， 生成 4-(1H-indol-3-ylmethyl)-6-[2-oxo-2-(2-phenylpyrrolidin-1-yl)ethyl]-1-phenyl-4H-[1,2,4]triazolo[3,4-d][1,5]benzodiazepin-5-one
  参考文献：
  名称：

  Discovery of new piperidine amide triazolobenzodiazepinones as intestinal-selective CCK1 receptor agonists

  摘要：

  New cholecystokinin-1 receptor (CCK1R) agonist 'triggers' were identified using iterative library synthesis. Structural activity relationship studies led to the discovery of compound 10e, a potent CCK1R agonist that demonstrated robust weight loss in a diet-induced obese rat model with very low systemic exposure. Pharmacokinetic data suggest that efficacy is primarily driven through activation of CCK1R's located within the intestinal wall. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.02.049

文献信息

• Discovery of new piperidine amide triazolobenzodiazepinones as intestinal-selective CCK1 receptor agonists
  作者：Kimberly O. Cameron、Elena E. Beretta、Yue Chen、Margaret Chu-Moyer、Dilinie Fernando、Hua Gao、Jeffrey Kohrt、Sophie Lavergne、Paul Da Silva Jardine、Angel Guzman-Perez、Christopher Hoth、David A. Perry、John R. Hadcock、Denise Gautreau、Michael Makowski、Sylvie Perez、Jana Polivkova、Lucy Rogers、Dennis O. Scott、Andrew G. Swick、Lucinda Thiede、Catherine E. Trebino、Richard V. Trilles、Julie Wilmowski、Yingxin Zhang

  DOI：10.1016/j.bmcl.2012.02.049

  日期：2012.4

  New cholecystokinin-1 receptor (CCK1R) agonist 'triggers' were identified using iterative library synthesis. Structural activity relationship studies led to the discovery of compound 10e, a potent CCK1R agonist that demonstrated robust weight loss in a diet-induced obese rat model with very low systemic exposure. Pharmacokinetic data suggest that efficacy is primarily driven through activation of CCK1R's located within the intestinal wall. (C) 2012 Elsevier Ltd. All rights reserved.