7,8-Dimethyl-4-phenyl-1,2,3,4-tetrahydroisoquinoline | 884194-61-0

• 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: 7,8-Dimethyl-4-phenyl-1,2,3,4-tetrahydroisoquinoline
• CAS: 884194-61-0
• 化学式: C₁₇H₁₉N
• 分子量: 237.345
• InChiKey: SKICAFCTFOTCMD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  7,8-Dimethyl-4-phenyl-1,2,3,4-tetrahydroisoquinoline 、 alkaline earth salt of/the/ methylsulfuric acid 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 生成 2,7,8-Trimethyl-4-phenyl-1,2,3,4-tetrahydroisoquinoline
  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：

  2-[(2,3-Dimethylphenyl)methylamino]-1-phenylethanol 在 甲烷磺酸 作用下， 以 二氯甲烷 为溶剂， 生成 7,8-Dimethyl-4-phenyl-1,2,3,4-tetrahydroisoquinoline
  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

文献信息

• Inhibitors of human mitotic kinesin Eg5: Characterization of the 4-phenyl-tetrahydroisoquinoline lead series
  作者：Christine M. Tarby、Robert F. Kaltenbach、Tram Huynh、Andrew Pudzianowski、Henry Shen、Marie Ortega-Nanos、Steven Sheriff、John A. Newitt、Patricia A. McDonnell、Neil Burford、Craig R. Fairchild、Wayne Vaccaro、Zhong Chen、Robert M. Borzilleri、Joseph Naglich、Louis J. Lombardo、Marco Gottardis、George L. Trainor、Deborah L. Roussell

  DOI：10.1016/j.bmcl.2006.01.056

  日期：2006.4

  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.