8-(7-Chloro-1,2,3,4-tetrahydro-naphthalen-1-yl)-1-phenyl-1,3,8-triaza-spiro[4.5]decan-4-one | 767272-88-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 8-(7-Chloro-1,2,3,4-tetrahydro-naphthalen-1-yl)-1-phenyl-1,3,8-triaza-spiro[4.5]decan-4-one
• 英文别名: 8-(7-chloro-1,2,3,4-tetrahydronaphthalen-1-yl)-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one
• CAS: 767272-88-8
• 化学式: C₂₃H₂₆ClN₃O
• 分子量: 395.932
• InChiKey: NPIDMNLGLLNKTA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  28
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  35.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  8-(7-Chloro-1,2,3,4-tetrahydro-naphthalen-1-yl)-1-phenyl-1,3,8-triaza-spiro[4.5]decan-4-one 、 1-溴-2-氯乙烷 在 sodium hydroxide 、 四丁基硫酸氢铵 、 potassium carbonate 作用下， 以 甲苯 为溶剂， 生成
  参考文献：
  名称：

  Synthesis and structure–activity relationships of N-substituted spiropiperidines as nociceptin receptor ligands: Part 2

  摘要：

  A series of N-8 substituted analogs based upon the spiropiperidine core of the original lead compound 1 was synthesized. This lead has been elaborated to compounds to give compounds 2 and 3 (R = H) that exhibited high NOP binding affinity as well as selectivity against other known opioid receptors. These two series have been further functionalized at the amido nitrogen. The synthesis and structure-activity relationship (SAR) of these and related compounds are discussed. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.12.092
• 作为产物：
  描述：

  7-氯-3,4-二氢-2H-1-萘酮 、 1-苯基-1,3,8-三唑螺环(4,5)十烷-4-酮 在 三乙酰氧基硼氢化钠 作用下， 以 二氯甲烷 为溶剂， 生成 8-(7-Chloro-1,2,3,4-tetrahydro-naphthalen-1-yl)-1-phenyl-1,3,8-triaza-spiro[4.5]decan-4-one
  参考文献：
  名称：

  N-取代螺哌啶作为伤害感受素受体配体的合成与构效关系。

  摘要：

  合成了一系列基于1的螺哌啶核的N取代类似物，并显示出与伤害感受素（NOP）受体的高结合亲和力。确定了对其他已知阿片受体的选择性。

  DOI：

  10.1016/j.bmcl.2007.01.069

文献信息

• US6071925A
  申请人：——

  公开号：US6071925A

  公开（公告）日：2000-06-06
• Synthesis and structure–activity relationships of N-substituted spiropiperidines as nociceptin receptor ligands
  作者：John P. Caldwell、Julius J. Matasi、Hongtao Zhang、Ahmad Fawzi、Deen B. Tulshian

  DOI：10.1016/j.bmcl.2007.01.069

  日期：2007.4

  A series of N-substituted analogs based upon the spiropiperidine core of 1 was synthesized and exhibited high binding affinity to the nociceptin (NOP) receptor. The selectivities against other known opioid receptors were determined.

  合成了一系列基于1的螺哌啶核的N取代类似物，并显示出与伤害感受素（NOP）受体的高结合亲和力。确定了对其他已知阿片受体的选择性。
• Synthesis and structure–activity relationships of N-substituted spiropiperidines as nociceptin receptor ligands: Part 2
  作者：John P. Caldwell、Julius J. Matasi、Xiomara Fernandez、Robbie L. McLeod、Hongtao Zhang、Ahmad Fawzi、Deen B. Tulshian

  DOI：10.1016/j.bmcl.2008.12.092

  日期：2009.2

  A series of N-8 substituted analogs based upon the spiropiperidine core of the original lead compound 1 was synthesized. This lead has been elaborated to compounds to give compounds 2 and 3 (R = H) that exhibited high NOP binding affinity as well as selectivity against other known opioid receptors. These two series have been further functionalized at the amido nitrogen. The synthesis and structure-activity relationship (SAR) of these and related compounds are discussed. (C) 2009 Elsevier Ltd. All rights reserved.