2-(4,5-methylenedioxy-2-nitrophenyl)-6-methoxy-1-naphthaldehyde | 653579-73-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-(4,5-methylenedioxy-2-nitrophenyl)-6-methoxy-1-naphthaldehyde
• CAS: 653579-73-8
• 化学式: C₁₉H₁₃NO₆
• 分子量: 351.315
• InChiKey: NJVGVWIOCAAIJH-UHFFFAOYSA-N

物化性质

• 熔点：
  153-154 °C
• 沸点：
  552.7±50.0 °C(Predicted)
• 密度：
  1.419±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.96
• 重原子数：
  26.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  87.9
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  2-(4,5-methylenedioxy-2-nitrophenyl)-6-methoxy-1-naphthaldehyde 在 溶剂黄146 、 锌 作用下， 反应 2.5h， 以50%的产率得到2-Methoxy-8,10-dioxa-6-aza-cyclopenta[b]chrysene
  参考文献：
  名称：

  8,9-Methylenedioxybenzo[i]phenanthridines

  摘要：

  Substituted benzo[i]phenanthridines that have incorporated within their structure an 8,9-methylenedioxy group can exhibit topoisornerase I-targeting activity. Structure-activity studies were performed to examine the influence of saturation at the 11,12-positions of several substituted 8,9-methylenedioxybenzo[i]phenanthridines. The activities of these dihydro analogues were compared to those of their unsaturated analogues. In addition, the influence of varying substituents at the 2- and 3-positions within the A-ring of these 8,9-methylenedioxybenzo[i]phenanthridines on their relative potency as topoisomerase I-targeting agents and cell proliferation as determined using the MTT assay was investigated. 2,3-Dimethoxy-8,9-methylenedioxybenzo[i]phenanthridine and its 11,12-dihydro derivative were among the more potent analogues evaluated with regard to topoisomerase I-targeting activity and cytotoxicity. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00394-8
• 作为产物：
  描述：

  6-甲氧基-3,4-二氢-1H-2-萘酮 在 四(三苯基膦)钯 三溴化磷 、 2,3-二氯-5,6-二氰基-1,4-苯醌 、 copper(I) bromide 作用下， 以 四氢呋喃 、 氯仿 、 甲苯 为溶剂， 反应 65.0h， 生成 2-(4,5-methylenedioxy-2-nitrophenyl)-6-methoxy-1-naphthaldehyde
  参考文献：
  名称：

  8,9-Methylenedioxybenzo[i]phenanthridines

  摘要：

  Substituted benzo[i]phenanthridines that have incorporated within their structure an 8,9-methylenedioxy group can exhibit topoisornerase I-targeting activity. Structure-activity studies were performed to examine the influence of saturation at the 11,12-positions of several substituted 8,9-methylenedioxybenzo[i]phenanthridines. The activities of these dihydro analogues were compared to those of their unsaturated analogues. In addition, the influence of varying substituents at the 2- and 3-positions within the A-ring of these 8,9-methylenedioxybenzo[i]phenanthridines on their relative potency as topoisomerase I-targeting agents and cell proliferation as determined using the MTT assay was investigated. 2,3-Dimethoxy-8,9-methylenedioxybenzo[i]phenanthridine and its 11,12-dihydro derivative were among the more potent analogues evaluated with regard to topoisomerase I-targeting activity and cytotoxicity. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00394-8