Benzyl 4-hydroxy-4-[4-(2-methoxyethoxy)phenyl]piperidine-1-carboxylate | 377730-05-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: Benzyl 4-hydroxy-4-[4-(2-methoxyethoxy)phenyl]piperidine-1-carboxylate
• CAS: 377730-05-7
• 化学式: C₂₂H₂₇NO₅
• 分子量: 385.46
• InChiKey: IZYWJPNQQUZFIZ-UHFFFAOYSA-N

物化性质

• 沸点：
  552.2±50.0 °C(Predicted)
• 密度：
  1.209±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  68.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Benzyl 4-hydroxy-4-[4-(2-methoxyethoxy)phenyl]piperidine-1-carboxylate 在 palladium on activated charcoal 三乙基硅烷 、 氢气 、 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 、 乙酸乙酯 为溶剂， -78.0~20.0 ℃ 、98.06 kPa 条件下， 生成 4-[4-(2-甲氧基乙氧基)苯基]哌啶
  参考文献：
  名称：

  3H-[1,2,4]-Triazolo[5,1-i]purin-5-amine derivatives as adenosine A2A antagonists

  摘要：

  A novel series of 3-substituted-8-aryl-[1,2,4]-triazolo[5,1-i]purin-5-amine analogs related to Sch 58261 was synthesized in order to identify potent adenosine A(2A) receptor antagonists with improved selectivity over the A(1) receptor, physiochemical properties, and pharmacokinetic profiles as compared to those of Sch 58261. As a result of structural modifications, numerous analogs with excellent in vitro binding affinities and selectivities were identified. Moreover, compound 27 displayed both superior in vitro and highly promising in vivo profiles. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.12.104
• 作为产物：
  描述：

  1-Cbz-4-哌啶酮 、 1-溴-4-(2-甲氧基乙氧基)苯 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 生成 Benzyl 4-hydroxy-4-[4-(2-methoxyethoxy)phenyl]piperidine-1-carboxylate
  参考文献：
  名称：

  2-(2-Furanyl)-7-phenyl[1,2,4]triazolo[1,5-c]pyrimidin-5-amine analogs: Highly potent, orally active, adenosine A2A antagonists. Part 1

  摘要：

  The structure-activity relationship of this novel class of compounds based on 2-(2-furanyl)-7-phenyl[1,2,4]-triazolo[1,5-c]pyrimidin-5-amine, 1, and its analogs was evaluated for their in vitro and in vivo adenosine A(2A) receptor antagonism. Several compounds displayed oral activity at 3 mg/kg in a rat catalepsy model. Specifically, compound 8g displayed an excellent in vitro profile, as well as a highly promising in vivo profile. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.05.086

文献信息

• 2-(2-Furanyl)-7-phenyl[1,2,4]triazolo[1,5-c]pyrimidin-5-amine analogs: Highly potent, orally active, adenosine A2A antagonists. Part 1
  作者：Julius J. Matasi、John P. Caldwell、Hongtao Zhang、Ahmad Fawzi、Mary E. Cohen-Williams、Geoffrey B. Varty、Deen B. Tulshian

  DOI：10.1016/j.bmcl.2005.05.086

  日期：2005.8

  The structure-activity relationship of this novel class of compounds based on 2-(2-furanyl)-7-phenyl[1,2,4]-triazolo[1,5-c]pyrimidin-5-amine, 1, and its analogs was evaluated for their in vitro and in vivo adenosine A(2A) receptor antagonism. Several compounds displayed oral activity at 3 mg/kg in a rat catalepsy model. Specifically, compound 8g displayed an excellent in vitro profile, as well as a highly promising in vivo profile. (c) 2005 Elsevier Ltd. All rights reserved.
• USRE44205E1
  申请人：——

  公开号：USRE44205E1

  公开（公告）日：2013-05-07
• 3H-[1,2,4]-Triazolo[5,1-i]purin-5-amine derivatives as adenosine A2A antagonists
  作者：Lisa S. Silverman、John P. Caldwell、William J. Greenlee、Eugenia Kiselgof、Julius J. Matasi、Deen B. Tulshian、Leyla Arik、Carolyn Foster、Rosalia Bertorelli、Angela Monopoli、Ennio Ongini

  DOI：10.1016/j.bmcl.2006.12.104

  日期：2007.3

  A novel series of 3-substituted-8-aryl-[1,2,4]-triazolo[5,1-i]purin-5-amine analogs related to Sch 58261 was synthesized in order to identify potent adenosine A(2A) receptor antagonists with improved selectivity over the A(1) receptor, physiochemical properties, and pharmacokinetic profiles as compared to those of Sch 58261. As a result of structural modifications, numerous analogs with excellent in vitro binding affinities and selectivities were identified. Moreover, compound 27 displayed both superior in vitro and highly promising in vivo profiles. (c) 2007 Elsevier Ltd. All rights reserved.