tert-butyl (2-((3-(3H-spiro[isobenzofuran-1,4'-piperidin]-1'-yl)propyl)amino)-2-oxoethyl)(benzyl)carbamate | 1186302-05-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异香豆素
• 英文名称: tert-butyl (2-((3-(3H-spiro[isobenzofuran-1,4'-piperidin]-1'-yl)propyl)amino)-2-oxoethyl)(benzyl)carbamate
• CAS: 1186302-05-5
• 化学式: C₂₉H₃₉N₃O₄
• 分子量: 493.646
• InChiKey: KJDRNQLBBGEVPN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.45
• 重原子数：
  36.0
• 可旋转键数：
  8.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  71.11
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  tert-butyl (2-((3-(3H-spiro[isobenzofuran-1,4'-piperidin]-1'-yl)propyl)amino)-2-oxoethyl)(benzyl)carbamate 在 三氟乙酸 、 sodium hydroxide 作用下， 以 水 为溶剂， 反应 1.0h， 以100%的产率得到2-benzylamino-N-{3-[spiro(isobenzofuran-1(3H),4'-piperidine)-1'-yl]propyl}acetamide
  参考文献：
  名称：

  Structure–activity studies on the nociceptin/orphanin FQ receptor antagonist 1-benzyl-N-{3-[spiroisobenzofuran-1(3H),4′-piperidin-1-yl]propyl} pyrrolidine-2-carboxamide

  摘要：

  Twelve derivatives of the nociceptin/orphanin FQ (N/OFQ) receptor (NOP) antagonist 1-benzyl-N-{3-[spiroisobenzofuran-1(3H),4'-piperidin-1-yl]propyl} pyrrolidine-2-carboxamide (Comp 24) were synthesised and tested in binding experiments performed on CHOhNOP cell membranes. Among them, a novel interesting NOP receptor antagonist (compound 35) was identified by blending chemical moieties taken from different NOP receptor ligands. In vitro in various assays, Compound 35 consistently behaved as a pure, highly potent (pA(2) in the range 8.0-9.9), competitive and NOP selective antagonist. However compound 35 was found inactive when challenged against N/OFQ in vivo in the mouse tail withdrawal assay. Thus the usefulness of the novel NOP ligand compound 35 is limited to in vitro investigations. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.05.068
• 作为产物：
  描述：

  N-[(1,1-二甲基乙氧基)羰基]-N-(苯基甲基)-甘氨酸 、 3-spiro[isobenzofuran-1(3H),4'-piperidine]-1-ylpropane-1-amine 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.17h， 以22%的产率得到tert-butyl (2-((3-(3H-spiro[isobenzofuran-1,4'-piperidin]-1'-yl)propyl)amino)-2-oxoethyl)(benzyl)carbamate
  参考文献：
  名称：

  Structure–activity studies on the nociceptin/orphanin FQ receptor antagonist 1-benzyl-N-{3-[spiroisobenzofuran-1(3H),4′-piperidin-1-yl]propyl} pyrrolidine-2-carboxamide

  摘要：

  Twelve derivatives of the nociceptin/orphanin FQ (N/OFQ) receptor (NOP) antagonist 1-benzyl-N-{3-[spiroisobenzofuran-1(3H),4'-piperidin-1-yl]propyl} pyrrolidine-2-carboxamide (Comp 24) were synthesised and tested in binding experiments performed on CHOhNOP cell membranes. Among them, a novel interesting NOP receptor antagonist (compound 35) was identified by blending chemical moieties taken from different NOP receptor ligands. In vitro in various assays, Compound 35 consistently behaved as a pure, highly potent (pA(2) in the range 8.0-9.9), competitive and NOP selective antagonist. However compound 35 was found inactive when challenged against N/OFQ in vivo in the mouse tail withdrawal assay. Thus the usefulness of the novel NOP ligand compound 35 is limited to in vitro investigations. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.05.068