4-(3-Hydroxy-phenyl)-7,8-dimethyl-3,4-dihydro-1H-isoquinoline-2-carboxylic acid dimethylamide | 884194-82-5

• 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-(3-Hydroxy-phenyl)-7,8-dimethyl-3,4-dihydro-1H-isoquinoline-2-carboxylic acid dimethylamide
• 英文别名: 4-(3-hydroxyphenyl)-N,N,7,8-tetramethyl-1,2,3,4-tetrahydroisoquinoline-2-carboxamide；4-(3-hydroxyphenyl)-N,N,7,8-tetramethyl-3,4-dihydro-1H-isoquinoline-2-carboxamide
• CAS: 884194-82-5
• 化学式: C₂₀H₂₄N₂O₂
• 分子量: 324.423
• InChiKey: HPVCRUIDFODATB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  43.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(3-Hydroxy-phenyl)-7,8-dimethyl-3,4-dihydro-1H-isoquinoline-2-carboxylic acid dimethylamide 生成 (R)-4-(3-Hydroxy-phenyl)-7,8-dimethyl-3,4-dihydro-1H-isoquinoline-2-carboxylic acid dimethylamide 、 (S)-4-(3-Hydroxy-phenyl)-7,8-dimethyl-3,4-dihydro-1H-isoquinoline-2-carboxylic acid dimethylamide
  参考文献：
  名称：

  Inhibitors of human mitotic kinesin Eg5: Characterization of the 4-phenyl-tetrahydroisoquinoline lead series

  摘要：

  In a high-throughput screening effort, a series of tetrahydroisoquinolines was identified as modest inhibitors of human Eg5. A medicinal chemistry optimization effort led to the identification of R-4-(3-hydroxyphenyl)-N,N-7,8-tetramethyl-3,4-dihydroisoquinoline-2(1 H)-carboxamide (32a) its a potent inhibitor of human Eg5 (ATPase IC50 104 nM) with good anti-proliferative activity in A2780 cells (IC50 234 nM). (C) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.01.056
• 作为产物：
  描述：

  3-[2-(2,3-Dimethyl-benzylamino)-1-hydroxy-ethyl]-phenol 在 甲烷磺酸 、 potassium carbonate 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 生成 4-(3-Hydroxy-phenyl)-7,8-dimethyl-3,4-dihydro-1H-isoquinoline-2-carboxylic acid dimethylamide
  参考文献：
  名称：

  Inhibitors of human mitotic kinesin Eg5: Characterization of the 4-phenyl-tetrahydroisoquinoline lead series

  摘要：

  In a high-throughput screening effort, a series of tetrahydroisoquinolines was identified as modest inhibitors of human Eg5. A medicinal chemistry optimization effort led to the identification of R-4-(3-hydroxyphenyl)-N,N-7,8-tetramethyl-3,4-dihydroisoquinoline-2(1 H)-carboxamide (32a) its a potent inhibitor of human Eg5 (ATPase IC50 104 nM) with good anti-proliferative activity in A2780 cells (IC50 234 nM). (C) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.01.056