(E)-2-cyano-N-[3-[[(E)-2-cyano-3-(3,4-dihydroxy-5-nitro-phenyl)prop-2-enoyl]amino]propyl]-3-(3,4-dihydroxy-5-nitro-phenyl)prop-2-enamide

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-2-cyano-N-[3-[[(E)-2-cyano-3-(3,4-dihydroxy-5-nitro-phenyl)prop-2-enoyl]amino]propyl]-3-(3,4-dihydroxy-5-nitro-phenyl)prop-2-enamide
• 英文别名: (E)-2-cyano-N-[3-[[(E)-2-cyano-3-(3,4-dihydroxy-5-nitrophenyl)prop-2-enoyl]amino]propyl]-3-(3,4-dihydroxy-5-nitrophenyl)prop-2-enamide
• 化学式: C₂₃H₁₈N₆O₁₀
• 分子量: 538.43
• InChiKey: ACNOKHXCQQGNOV-VHUAAIQRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  39
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  278
• 氢给体数：
  6
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  3,4-二羟基-5-硝基苯甲醛 、 2-cyano-N-[3-(2-cyanoacetylamino)propyl]acetamide 在 β-丙氨酸 作用下， 以 乙醇 为溶剂， 反应 4.5h， 以92%的产率得到(E)-2-cyano-N-[3-[[(E)-2-cyano-3-(3,4-dihydroxy-5-nitro-phenyl)prop-2-enoyl]amino]propyl]-3-(3,4-dihydroxy-5-nitro-phenyl)prop-2-enamide
  参考文献：
  名称：

  Tyrphostins. 6. Dimeric Benzylidenemalononitrile Tyrphostins:  Potent Inhibitors of EGF Receptor Tyrosine Kinase in Vitro

  摘要：

  Benzylidenemalononitrile (BMN) tyrphostins were previously found to be potent inhibitors of EGF receptor (EGFR) tyrosine kinase activity. Since these compounds were found to compete for the substrate and sometimes with the ATP site and since EGFR acts as a dimer, we prepared a series of dimeric tyrphostins. These dimeric tyrphostins were built from two BMN units linked by various spacers and designed to fit the dimeric cross-autophosphorylation signal transduction intermediate of the EGFR tyrosine kinases. Structure-activity relationship of these potent dimeric EGF receptor tyrosine kinase inhibitors is reported.

  DOI：

  10.1021/jm960225d