2,3,4-trimethoxy-5-[3-methyl-(3-phenylpropyl)sulfamoyl]benzoic acid | 936847-34-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,3,4-trimethoxy-5-[3-methyl-(3-phenylpropyl)sulfamoyl]benzoic acid
• 英文别名: 2,3,4-Trimethoxy-5-[methyl(3-phenylpropyl)sulfamoyl]benzoic acid
• CAS: 936847-34-6
• 化学式: C₂₀H₂₅NO₇S
• 分子量: 423.487
• InChiKey: MQRVIDNSZJSAKU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  29
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  111
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2,3,4-trimethoxy-5-[3-methyl-(3-phenylpropyl)sulfamoyl]benzoic acid 在 三溴化硼 、 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 4.0h， 生成 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：

  2,3,4-trimethoxy-5-[methyl-(3-phenyl-propyl)-sulfamoyl]-benzoic acid methyl ester 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以0.95 g的产率得到2,3,4-trimethoxy-5-[3-methyl-(3-phenylpropyl)sulfamoyl]benzoic acid
  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

文献信息

• Pyrogallol-Based Molecules as Potent Inhibitors of the Antiapoptotic Bcl-2 Proteins
  作者：Guozhi Tang、Chao-Yie Yang、Zaneta Nikolovska-Coleska、Jie Guo、Su Qiu、Renxiao Wang、Wei Gao、Guoping Wang、Jeanne Stuckey、Krzysztof Krajewski、Sheng Jiang、Peter P. Roller、Shaomeng Wang

  DOI：10.1021/jm061400l

  日期：2007.4.1

  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.