3-ethyl-1-(1-(1,2,3,4-tetrahydronaphthalen-1-yl)piperidin-4-yl)indolin-2-one | 1600491-50-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 3-ethyl-1-(1-(1,2,3,4-tetrahydronaphthalen-1-yl)piperidin-4-yl)indolin-2-one
• 英文别名: 3-ethyl-1-[1-(1,2,3,4-tetrahydronaphthalen-1-yl)piperidin-4-yl]-3H-indol-2-one
• CAS: 1600491-50-6
• 化学式: C₂₅H₃₀N₂O
• 分子量: 374.526
• InChiKey: AJLIYNOOTFOYSN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  23.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  在 platinum(IV) oxide 、 氢气 作用下， 以 乙醇 为溶剂， 以77%的产率得到3-ethyl-1-(1-(1,2,3,4-tetrahydronaphthalen-1-yl)piperidin-4-yl)indolin-2-one
  参考文献：
  名称：

  Designing bifunctional NOP receptor–mu opioid receptor ligands from NOP-receptor selective scaffolds. Part II

  摘要：

  The nociceptin opioid receptor (NOP) and its endogenous peptide ligand nociceptin/orphanin FQ have been shown to modulate the pharmacological effects of the classical opioid receptor system. Suppression of opioid-induced reward associated with mu-opioid receptor (MOP)-mediated analgesia, without decreasing anti-nociceptive efficacy, can potentially be achieved with NOP agonists having bifunctional agonist activity at MOP, to afford 'non-addicting' analgesics. In Part II of this series, we describe a continuing structure-activity relationship (SAR) study of the NOP-selective piperidin-4-yl-1,3-dihydroindol-2one scaffold, to obtain bifunctional activity at MOP, and a suitable ratio of NOP/MOP agonist activity that produces a non-addicting analgesic profile. The SAR reported here is focused on the influence of various piperidine nitrogen aromatic substituents on the ratio of binding affinity and intrinsic activity at both the NOP and MOP receptors. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2014.02.047

文献信息

• Designing bifunctional NOP receptor–mu opioid receptor ligands from NOP-receptor selective scaffolds. Part II
  作者：V. Blair Journigan、Willma E. Polgar、Taline V. Khroyan、Nurulain T. Zaveri

  DOI：10.1016/j.bmc.2014.02.047

  日期：2014.4

  The nociceptin opioid receptor (NOP) and its endogenous peptide ligand nociceptin/orphanin FQ have been shown to modulate the pharmacological effects of the classical opioid receptor system. Suppression of opioid-induced reward associated with mu-opioid receptor (MOP)-mediated analgesia, without decreasing anti-nociceptive efficacy, can potentially be achieved with NOP agonists having bifunctional agonist activity at MOP, to afford 'non-addicting' analgesics. In Part II of this series, we describe a continuing structure-activity relationship (SAR) study of the NOP-selective piperidin-4-yl-1,3-dihydroindol-2one scaffold, to obtain bifunctional activity at MOP, and a suitable ratio of NOP/MOP agonist activity that produces a non-addicting analgesic profile. The SAR reported here is focused on the influence of various piperidine nitrogen aromatic substituents on the ratio of binding affinity and intrinsic activity at both the NOP and MOP receptors. (C) 2014 Elsevier Ltd. All rights reserved.