N-methoxy-N-methyl-3-methoxy-4,5-methylenedioxybenzamide | 1293408-34-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: N-methoxy-N-methyl-3-methoxy-4,5-methylenedioxybenzamide
• 英文别名: N,7-dimethoxy-N-methyl-1,3-benzodioxole-5-carboxamide
• CAS: 1293408-34-0
• 化学式: C₁₁H₁₃NO₅
• 分子量: 239.228
• InChiKey: BILYUMVYCDXHMP-UHFFFAOYSA-N

物化性质

• 沸点：
  425.0±45.0 °C(predicted)
• 密度：
  1.284±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  57.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-methoxy-N-methyl-3-methoxy-4,5-methylenedioxybenzamide 在 正丁基锂 、 tetra-n-butylammoniumfluoride trihydrate 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 1.5h， 生成 (3-hydroxy-4-methoxyphenyl)(3-methoxy-4,5-methylenedioxyphenyl)methanone
  参考文献：
  名称：

  Application of plant allylpolyalkoxybenzenes in synthesis of antimitotic phenstatin analogues

  摘要：

  Phenstatin and its derivatives with the modified ring A have been synthesized, using plant allylpolyalkoxybenzenes as a starting material. The targeted molecules were evaluated in a phenotypic sea urchin embryo assay for antiproliferative activity. It was found that phenstatin ring A modifications yielded antimitotic compounds. The most effective myristicin derivative 7d (combretastatin A-2 analogue) was determined to be ca. 10 times more potent than phenstatin, displaying antimitotic tubulin-destabilizing activity at the same concentration range as combretastatins. In contrast to combretastatins, 7d featured the steric stability with potential for further design as anticancer agent. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.124
• 作为产物：
  描述：

  7-甲氧基-1,3-苯并二氧化物-5-羧酸 在 三乙胺 作用下， 以 乙腈 为溶剂， 反应 20.33h， 生成 N-methoxy-N-methyl-3-methoxy-4,5-methylenedioxybenzamide
  参考文献：
  名称：

  Application of plant allylpolyalkoxybenzenes in synthesis of antimitotic phenstatin analogues

  摘要：

  Phenstatin and its derivatives with the modified ring A have been synthesized, using plant allylpolyalkoxybenzenes as a starting material. The targeted molecules were evaluated in a phenotypic sea urchin embryo assay for antiproliferative activity. It was found that phenstatin ring A modifications yielded antimitotic compounds. The most effective myristicin derivative 7d (combretastatin A-2 analogue) was determined to be ca. 10 times more potent than phenstatin, displaying antimitotic tubulin-destabilizing activity at the same concentration range as combretastatins. In contrast to combretastatins, 7d featured the steric stability with potential for further design as anticancer agent. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.124

文献信息

• Application of plant allylpolyalkoxybenzenes in synthesis of antimitotic phenstatin analogues
  作者：Ilia Y. Titov、Irina K. Sagamanova、Roman T. Gritsenko、Irina B. Karmanova、Olga P. Atamanenko、Marina N. Semenova、Victor V. Semenov

  DOI：10.1016/j.bmcl.2011.01.124

  日期：2011.3

  Phenstatin and its derivatives with the modified ring A have been synthesized, using plant allylpolyalkoxybenzenes as a starting material. The targeted molecules were evaluated in a phenotypic sea urchin embryo assay for antiproliferative activity. It was found that phenstatin ring A modifications yielded antimitotic compounds. The most effective myristicin derivative 7d (combretastatin A-2 analogue) was determined to be ca. 10 times more potent than phenstatin, displaying antimitotic tubulin-destabilizing activity at the same concentration range as combretastatins. In contrast to combretastatins, 7d featured the steric stability with potential for further design as anticancer agent. (C) 2011 Elsevier Ltd. All rights reserved.