1-{[2-(trimethylsilyl)ethoxy]methyl}-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-b]pyridine | 1021735-81-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1-{[2-(trimethylsilyl)ethoxy]methyl}-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-b]pyridine
• 英文别名: 1-(2-trimethylsilanylethoxymethyl)-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-b]pyridine；trimethyl-[2-(4,5,6,7-tetrahydropyrazolo[3,4-b]pyridin-1-ylmethoxy)ethyl]silane
• CAS: 1021735-81-8
• 化学式: C₁₂H₂₃N₃OSi
• 分子量: 253.42
• InChiKey: XBBIAYRKWIPKIL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.55
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  39.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-{[2-(trimethylsilyl)ethoxy]methyl}-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-b]pyridine 、 2-[(4-bromophenyl)acetyl]-4-(2,2-dimethylpropyl)-N,N-dimethyl-1H-imidazole-1-sulfonamide 在 palladium diacetate sodium t-butanolate 、 2-(二环己基膦基)联苯 作用下， 以 1,4-二氧六环 为溶剂， 生成 4-(2,2-dimethylpropyl)-N,N-dimethyl-2-{[4-(1-{[2-(trimethylsilyl)ethoxy]methyl}-1,4,5,6-tetrahydro-7H-pyrazolo[3,4-b]pyridin-7-yl)phenyl]acetyl}-1H-imidazole-1-sulfonamide
  参考文献：
  名称：

  WO2008/51404

  摘要：

  公开号：
• 作为产物：
  描述：

  1-(2-trimethylsilanylethoxymethyl)-1H-pyrazolo[3,4-b]pyridine 在 1% Pd/C 、 氢气 作用下， 以 乙醇 为溶剂， 以68%的产率得到1-{[2-(trimethylsilyl)ethoxy]methyl}-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-b]pyridine
  参考文献：
  名称：

  Synthesis and SAR of heterocyclic carboxylic acid isosteres based on 2-biarylethylimidazole as bombesin receptor subtype-3 (BRS-3) agonists for the treatment of obesity

  摘要：

  SAR around non-peptidic potent bombesin receptor subtype-3 (BRS-3) agonist lead 2 is presented. Attempts to replace the carboxylic acid with heterocyclic isosteres to improve oral bioavailability and brain penetration are described. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.03.028

文献信息

• Substituted imidazoles as bombesin receptor subtype-3 modulators
  申请人：Chen David

  公开号：US20100004280A1

  公开（公告）日：2010-01-07

  Certain novel substituted imidazoles are ligands of the human bombesin receptor and, in particular, are selective ligands of the human bombesin receptor subtype-3 (BRS-3). They are therefore useful for the treatment, control, or prevention of diseases and disorders responsive to the modulation of BRS-3, such as obesity, and diabetes.

  某些新型取代咪唑是人类炸弹素受体的配体，特别是人类炸弹素受体亚型-3（BRS-3）的选择性配体。它们因此可用于治疗、控制或预防对BRS-3调节敏感的疾病和障碍，例如肥胖症和糖尿病。
• SUBSTITUTED IMIDAZOLES AS BOMBESIN RECEPTOR SUBTYPE-3 MODULATORS
  申请人：Chen David

  公开号：US20120088788A1

  公开（公告）日：2012-04-12

  Certain novel substituted imidazoles are ligands of the human bombesin receptor and, in particular, are selective ligands of the human bombesin receptor subtype-3 (BRS-3). They are therefore useful for the treatment, control, or prevention of diseases and disorders responsive to the modulation of BRS-3, such as obesity, and diabetes.

  某些新型取代咪唑是人类炸弹素受体的配体，特别是人类炸弹素受体亚型3（BRS-3）的选择性配体。因此，它们可用于治疗、控制或预防对BRS-3调节敏感的疾病和障碍，例如肥胖症和糖尿病。
• WO2008/51405
  申请人：——

  公开号：——

  公开（公告）日：——
• WO2008/51404
  申请人：——

  公开号：——

  公开（公告）日：——
• Synthesis and SAR of heterocyclic carboxylic acid isosteres based on 2-biarylethylimidazole as bombesin receptor subtype-3 (BRS-3) agonists for the treatment of obesity
  作者：Mark Hadden、Allan Goodman、Cheng Guo、Peter R. Guzzo、Alan J. Henderson、Kevin Pattamana、Megan Ruenz、Bruce J. Sargent、Brian Swenson、Larry Yet、Jian Liu、Shuwen He、Iyassu K. Sebhat、Linus S. Lin、Constantin Tamvakopoulos、Qianping Peng、Yanqing Kan、Oksana Palyha、Theresa M. Kelly、Xiao-Ming Guan、Joseph M. Metzger、Marc L. Reitman、Ravi P. Nargund

  DOI：10.1016/j.bmcl.2010.03.028

  日期：2010.5

  SAR around non-peptidic potent bombesin receptor subtype-3 (BRS-3) agonist lead 2 is presented. Attempts to replace the carboxylic acid with heterocyclic isosteres to improve oral bioavailability and brain penetration are described. (C) 2010 Elsevier Ltd. All rights reserved.