4-[((1R,3R,5S)-8-Allyl-8-aza-bicyclo[3.2.1]oct-3-yl)-(3-methoxy-phenyl)-amino]-N,N-diethyl-benzamide | 289468-26-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-[((1R,3R,5S)-8-Allyl-8-aza-bicyclo[3.2.1]oct-3-yl)-(3-methoxy-phenyl)-amino]-N,N-diethyl-benzamide
• CAS: 289468-26-4
• 化学式: C₂₈H₃₇N₃O₂
• 分子量: 447.621
• InChiKey: CGHIKABGTLSZGS-OCYIUTNCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  33.0
• 可旋转键数：
  9.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  36.02
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-[((1R,3R,5S)-8-Allyl-8-aza-bicyclo[3.2.1]oct-3-yl)-(3-methoxy-phenyl)-amino]-N,N-diethyl-benzamide 在 三溴化硼 作用下， 以77%的产率得到
  参考文献：
  名称：

  4-[(8-Alkyl-8-azabicyclo[3.2.1]octyl-3-yl)-3-arylanilino]- N , N -diethylbenzamides: high affinity, selective ligands for the delta opioid receptor illustrate factors important to antagonist activity

  摘要：

  The tropane derived compounds, 4-[(8-alkyl-8-azabicyclo[3.2.1]octyl-3-yl)-3-arylanilino]-N,N-diethylbenzamides (5a-d), were synthesized and found to have high affinity and selectivity for the delta receptor. Compounds 5a-d are structurally similar to the full agonist (-)-RTI-5989-54 (3); yet, efficacy studies for compounds in this series (5a-d) reveal greatly diminished agonist activity as well as antagonism not found in piperidine-based compounds like 3. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00209-2
• 作为产物：
  描述：

  托品酮 在 N-甲基吡咯烷酮 、 titanium(IV) isopropylate 、 六甲基磷酰三胺 、 氢氧化钾 、 sodium hydroxide 、 正丁基锂 、 potassium carbonate 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 三乙胺 作用下， 以 四氢呋喃 、 乙醇 、 异丙醇 、 甲苯 为溶剂， 生成 4-[((1R,3R,5S)-8-Allyl-8-aza-bicyclo[3.2.1]oct-3-yl)-(3-methoxy-phenyl)-amino]-N,N-diethyl-benzamide
  参考文献：
  名称：

  4-[(8-Alkyl-8-azabicyclo[3.2.1]octyl-3-yl)-3-arylanilino]- N , N -diethylbenzamides: high affinity, selective ligands for the delta opioid receptor illustrate factors important to antagonist activity

  摘要：

  The tropane derived compounds, 4-[(8-alkyl-8-azabicyclo[3.2.1]octyl-3-yl)-3-arylanilino]-N,N-diethylbenzamides (5a-d), were synthesized and found to have high affinity and selectivity for the delta receptor. Compounds 5a-d are structurally similar to the full agonist (-)-RTI-5989-54 (3); yet, efficacy studies for compounds in this series (5a-d) reveal greatly diminished agonist activity as well as antagonism not found in piperidine-based compounds like 3. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00209-2

文献信息

• 4-[(8-Alkyl-8-azabicyclo[3.2.1]octyl-3-yl)-3-arylanilino]- N , N -diethylbenzamides: high affinity, selective ligands for the delta opioid receptor illustrate factors important to antagonist activity
  作者：James B Thomas、Robert N Atkinson、Richard B Rothman、Jason P Burgess、S.Wayne Mascarella、Christina M Dersch、Heng Xu、F.Ivy Carroll

  DOI：10.1016/s0960-894x(00)00209-2

  日期：2000.6

  The tropane derived compounds, 4-[(8-alkyl-8-azabicyclo[3.2.1]octyl-3-yl)-3-arylanilino]-N,N-diethylbenzamides (5a-d), were synthesized and found to have high affinity and selectivity for the delta receptor. Compounds 5a-d are structurally similar to the full agonist (-)-RTI-5989-54 (3); yet, efficacy studies for compounds in this series (5a-d) reveal greatly diminished agonist activity as well as antagonism not found in piperidine-based compounds like 3. (C) 2000 Elsevier Science Ltd. All rights reserved.