2-{2,3,4-trimethoxy-5-[methyl-(3-phenylpropyl)sulfamoyl]benzoyl}-1,2,3,4-tetrahydroisoquinoline-7-sulfonic acid phenethylamide | 936847-35-7

• 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: 2-{2,3,4-trimethoxy-5-[methyl-(3-phenylpropyl)sulfamoyl]benzoyl}-1,2,3,4-tetrahydroisoquinoline-7-sulfonic acid phenethylamide
• 英文别名: N-(2-phenylethyl)-2-[2,3,4-trimethoxy-5-[methyl(3-phenylpropyl)sulfamoyl]benzoyl]-3,4-dihydro-1H-isoquinoline-7-sulfonamide
• CAS: 936847-35-7
• 化学式: C₃₇H₄₃N₃O₈S₂
• 分子量: 721.896
• InChiKey: DHEPLWVUVFASNU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  50
• 可旋转键数：
  15
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  148
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  2-{2,3,4-trimethoxy-5-[methyl-(3-phenylpropyl)sulfamoyl]benzoyl}-1,2,3,4-tetrahydroisoquinoline-7-sulfonic acid phenethylamide 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以70%的产率得到2-{2,3,4-Trihydroxy-5-[methyl-(3-phenylpropyl)sulfamoyl]benzoyl}-1,2,3,4-tetrahydroisoquinoline-7-sulfonic acid phenethylamide
  参考文献：
  名称：

  Pyrogallol-Based Molecules as Potent Inhibitors of the Antiapoptotic Bcl-2 Proteins

  摘要：

  We report herein a new class of small-molecule inhibitors of antiapoptotic Bcl-2 proteins. The most potent compound, 7, binds to Bcl-2, Bcl-xL, and Mcl-1 proteins with K-i of 110, 638, and 150 nM, respectively. Compound 7 is highly effective in induction of cell death in breast cancer cells with high levels of Bcl-2, Bcl-xL, and Mcl-1 proteins and represents a promising lead compound for the design of new anticancer drugs.

  DOI：

  10.1021/jm061400l
• 作为产物：
  描述：

  N-phenethyl-2-trifluoroacetyl-1,2,3,4-tetrahydroisoquinoline-7-sulfonamide 在 甲醇 、 potassium carbonate 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 叔丁醇 为溶剂， 反应 3.33h， 生成 2-{2,3,4-trimethoxy-5-[methyl-(3-phenylpropyl)sulfamoyl]benzoyl}-1,2,3,4-tetrahydroisoquinoline-7-sulfonic acid phenethylamide
  参考文献：
  名称：

  Pyrogallol-Based Molecules as Potent Inhibitors of the Antiapoptotic Bcl-2 Proteins

  摘要：

  We report herein a new class of small-molecule inhibitors of antiapoptotic Bcl-2 proteins. The most potent compound, 7, binds to Bcl-2, Bcl-xL, and Mcl-1 proteins with K-i of 110, 638, and 150 nM, respectively. Compound 7 is highly effective in induction of cell death in breast cancer cells with high levels of Bcl-2, Bcl-xL, and Mcl-1 proteins and represents a promising lead compound for the design of new anticancer drugs.

  DOI：

  10.1021/jm061400l