tert-butyl 3-benzyl-3-(1-(triisopropylsilyl)-1H-indole-5-carbonyl)azepane-1-carboxylate | 1252867-35-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮
• 英文名称: tert-butyl 3-benzyl-3-(1-(triisopropylsilyl)-1H-indole-5-carbonyl)azepane-1-carboxylate
• CAS: 1252867-35-8
• 化学式: C₃₆H₅₂N₂O₃Si
• 分子量: 588.906
• InChiKey: WIIOFPPSKVIJDC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.5
• 重原子数：
  42.0
• 可旋转键数：
  8.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  51.54
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  tert-butyl 3-benzyl-3-(1-(triisopropylsilyl)-1H-indole-5-carbonyl)azepane-1-carboxylate 在 四丁基氟化铵 、 盐酸 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 (3-benzyl-azepan-3-yl)-(1H-indol-5-yl)-methanone
  参考文献：
  名称：

  Design, synthesis, and biological evaluation of new monoamine reuptake inhibitors with potential therapeutic utility in depression and pain

  摘要：

  Two new series of monoamine triple reuptake inhibitors (TRIs) have been discovered through scaffold homologation of our recently reported series of 3,3-disubstituted pyrrolidine TRIs. The regioisomeric 2- and 3-ketopyrrolidines demonstrated high levels of potency against all three monoamine transporters as well as good human in vitro stability, low drug-drug interaction potential and a decreased propensity for hERG channel binding. Representative compounds from these series displayed good in vivo pharmacokinetics and high monoamine receptor occupancies which are indicators of good brain penetration. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.07.020
• 作为产物：
  描述：

  tert-butyl 3-(1-(triisopropylsilyl)-1H-indole-5-carbonyl)azepane-1-carboxylate 、 溴甲苯 在 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 生成 tert-butyl 3-benzyl-3-(1-(triisopropylsilyl)-1H-indole-5-carbonyl)azepane-1-carboxylate
  参考文献：
  名称：

  Design, synthesis, and biological evaluation of new monoamine reuptake inhibitors with potential therapeutic utility in depression and pain

  摘要：

  Two new series of monoamine triple reuptake inhibitors (TRIs) have been discovered through scaffold homologation of our recently reported series of 3,3-disubstituted pyrrolidine TRIs. The regioisomeric 2- and 3-ketopyrrolidines demonstrated high levels of potency against all three monoamine transporters as well as good human in vitro stability, low drug-drug interaction potential and a decreased propensity for hERG channel binding. Representative compounds from these series displayed good in vivo pharmacokinetics and high monoamine receptor occupancies which are indicators of good brain penetration. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.07.020