2-[2-(4-Methoxy-3-nitro-phenyl)-2-oxo-ethyl]-2-[2-(3,4,5-trimethoxy-phenyl)-acetyl]-malonic acid diethyl ester | 471294-78-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-[2-(4-Methoxy-3-nitro-phenyl)-2-oxo-ethyl]-2-[2-(3,4,5-trimethoxy-phenyl)-acetyl]-malonic acid diethyl ester
• CAS: 471294-78-7
• 化学式: C₂₇H₃₁NO₁₂
• 分子量: 561.543
• InChiKey: BNENUAAAGCXFQN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.13
• 重原子数：
  40.0
• 可旋转键数：
  15.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  166.8
• 氢给体数：
  0.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  2-[2-(4-Methoxy-3-nitro-phenyl)-2-oxo-ethyl]-2-[2-(3,4,5-trimethoxy-phenyl)-acetyl]-malonic acid diethyl ester 在 TEA 、 硫酸 、 溶剂黄146 作用下， 以 乙腈 为溶剂， 反应 3.5h， 生成 3-(4-Methoxy-3-nitrophenyl)-2-(3,4,5-trimethoxyphenyl)cyclopent-2-en-1-one
  参考文献：
  名称：

  Synthesis and anti-tumor activity of novel combretastatins: combretocyclopentenones and related analogues

  摘要：

  A series of 2-(3,4,5-trimethoxyphenyl)-3-arylcyclopent-2-ene-1-ones (8a-8e) and their related analogues, including pentenone 9a, pentenol 10a, pentene 12a, and furane 15, were synthesized and evaluated for cytotoxicity against murine and human tumor cell lines. Compounds 8a-c, 8e and 9a showed strong cytotoxicity with IC50 values in the range of 8-34 ng/mL. Compound 8e exhibited significant anti-tumor activity in BDF1 mice bearing Lewis lung carcinoma cells with an inhibition ratio of 59%. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00321-9
• 作为产物：
  描述：

  2-溴-1-(4-甲氧基-3-硝基苯基)乙酮 在 吡啶 、 potassium carbonate 、 magnesium bromide 作用下， 以 四氢呋喃 、 丙酮 、 乙腈 为溶剂， 反应 8.0h， 生成 2-[2-(4-Methoxy-3-nitro-phenyl)-2-oxo-ethyl]-2-[2-(3,4,5-trimethoxy-phenyl)-acetyl]-malonic acid diethyl ester
  参考文献：
  名称：

  Synthesis and anti-tumor activity of novel combretastatins: combretocyclopentenones and related analogues

  摘要：

  A series of 2-(3,4,5-trimethoxyphenyl)-3-arylcyclopent-2-ene-1-ones (8a-8e) and their related analogues, including pentenone 9a, pentenol 10a, pentene 12a, and furane 15, were synthesized and evaluated for cytotoxicity against murine and human tumor cell lines. Compounds 8a-c, 8e and 9a showed strong cytotoxicity with IC50 values in the range of 8-34 ng/mL. Compound 8e exhibited significant anti-tumor activity in BDF1 mice bearing Lewis lung carcinoma cells with an inhibition ratio of 59%. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00321-9