2-溴-3,4-二氢-6-羟基-7-甲氧基-1-萘甲醛 | 653579-66-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 中文名称: 2-溴-3,4-二氢-6-羟基-7-甲氧基-1-萘甲醛
• 英文名称: 2-bromo-3,4-dihydro-6-hydroxy-7-methoxy-1-naphthaldehyde
• 英文别名: 2-Bromo-6-hydroxy-7-methoxy-3,4-dihydronaphthalene-1-carbaldehyde
• CAS: 653579-66-9
• 化学式: C₁₂H₁₁BrO₃
• 分子量: 283.122
• InChiKey: AGJWIWOBUHHFKE-UHFFFAOYSA-N

物化性质

• 熔点：
  >250 °C
• 沸点：
  438.4±45.0 °C(Predicted)
• 密度：
  1.676±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-溴-3,4-二氢-6-羟基-7-甲氧基-1-萘甲醛 在 四(三苯基膦)钯 溶剂黄146 、 copper(I) bromide 、 锌 作用下， 以 四氢呋喃 为溶剂， 反应 50.0h， 生成 11,12-dihydro-2-hydroxy-3-methoxy-8,9-methylenedioxybenzo[i]phenanthridine
  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：

  <3-(Benzyloxy)-4-methoxyphenyl>propionic acid benzyl ester 在 dirhodium tetraacetate 氢氧化钾 、 草酰氯 、 三溴化磷 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 、 二氯甲烷 、 氯仿 、 水 、 乙腈 为溶剂， 反应 37.0h， 生成 2-溴-3,4-二氢-6-羟基-7-甲氧基-1-萘甲醛
  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