4-phenyl-2-methyl-8-morpholino-acetylamino-1,2,3,4-tetrahydro-isoquinoline | 91454-32-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: 4-phenyl-2-methyl-8-morpholino-acetylamino-1,2,3,4-tetrahydro-isoquinoline
• 英文别名: N-(1,2,3,4-Tetrahydro-2-methyl-4-phenyl-8-isoquinolinyl)-4-morpholineacetamide；N-(2-methyl-4-phenyl-3,4-dihydro-1H-isoquinolin-8-yl)-2-morpholin-4-ylacetamide
• CAS: 91454-32-9
• 化学式: C₂₂H₂₇N₃O₂
• 分子量: 365.475
• InChiKey: KVHAHYYHXQXIFY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  44.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  顺丁烯二酸 、 4-phenyl-2-methyl-8-morpholino-acetylamino-1,2,3,4-tetrahydro-isoquinoline 以 乙醇 为溶剂， 生成 (Z)-but-2-enedioic acid;N-(2-methyl-4-phenyl-3,4-dihydro-1H-isoquinolin-8-yl)-2-morpholin-4-ylacetamide
  参考文献：
  名称：

  Pozzo-Balbi; Nobile; da Re, Pharmazie, 1985, vol. 40, # 8, p. 579 - 580

  摘要：

  DOI：
• 作为产物：
  描述：

  诺米芬辛 在 potassium carbonate 作用下， 以 丙酮 、 苯 为溶剂， 反应 0.5h， 生成 4-phenyl-2-methyl-8-morpholino-acetylamino-1,2,3,4-tetrahydro-isoquinoline
  参考文献：
  名称：

  Pozzo-Balbi; Nobile; da Re, Pharmazie, 1985, vol. 40, # 8, p. 579 - 580

  摘要：

  DOI：

文献信息

• Synthesis and pharmacological evaluation of some new tetrahydroisoquinoline derivatives inhibiting dopamine uptake and/or possessing a dopaminomimetic property
  作者：E. Zara-Kaczian、L. Gyorgy、Gyula Deak、A. Seregi、M. Doda

  DOI：10.1021/jm00157a012

  日期：1986.7

  As shown by structure-activity relationship studies in 8-(substituted-amino)-4-aryl-2-methyl-1,2,3,4-tetrahydroisoquinolines, the most important structural requirement for a marked antidepressant action is the presence of an ureido, (alkoxycarbonyl)amino, or [(alkylamino)acyl]amino group attached to the isoquinoline skeleton in position 8. In one of the biological tests a significant difference was found between 8-amino-4-phenyl-2-methyl-1,2,3,4-tetrahydroisoquinoline (nomifensine) and the new compounds synthesized. Nearly all compounds substituted in the amino group either decrease the spontaneous motility in mice or exert no effect on it. Two syntheses have been elaborated for the preparation of the compounds represented by the general formulas II-V where R1 = hydrogen, halogen, or methyl; Y = CONHR, OCOR, or CO(CH2)nNHR, in which R = alkyl or aralkyl or NHR = cyclic amine and n = 1-2. The syntheses start either from the corresponding 8-amino-4-aryl-2-methyl-1,2,3,4-tetrahydroisoquinolines or from the corresponding noncyclized amino alcohols. Of the compounds, 4-(p-chlorophenyl)-8-[(ethoxy-carbonyl)amino]-2-methyl-1,2,3,4- tetrahydroisoquinoline was found to possess the highest activity.
• US4537895A
  申请人：——

  公开号：US4537895A

  公开（公告）日：1985-08-27
• Pozzo-Balbi; Nobile; da Re, Pharmazie, 1985, vol. 40, # 8, p. 579 - 580
  作者：Pozzo-Balbi、Nobile、da Re、Giusti、Carrara、Zampiron、Cima

  DOI：——

  日期：——