4,5-diacetoxy-7-dodecyloxy-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid | 1204769-37-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 4,5-diacetoxy-7-dodecyloxy-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid
• 英文别名: 4,5-Diacetoxy-7-(dodecyloxy)-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid；4,5-diacetyloxy-7-dodecoxy-9,10-dioxoanthracene-2-carboxylic acid
• CAS: 1204769-37-8
• 化学式: C₃₁H₃₆O₉
• 分子量: 552.621
• InChiKey: PAUKFBGHWJYBEN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  40
• 可旋转键数：
  17
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  133
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  4,5-diacetoxy-7-dodecyloxy-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid 在 sodium carbonate 、 盐酸 作用下， 以 水 为溶剂， 反应 2.0h， 以89.7%的产率得到7-dodecyloxy-4,5-dihydroxy-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid
  参考文献：
  名称：

  Synthesis and hypoglycemic activity evaluation of 7-alkoxyl-rhein

  摘要：

  A four-step microwave-assisted procedure was used to synthesize 7-alkoxyl-rhein derivatives 5a-e starting from emodin and 1-bromoalkanes. These compounds exhibited hypoglycemic activity by inhibiting alpha-glucosaccharase, which were influenced by the aliphatic chain length. Results showed that 5c displayed remarkable activity in vitro and in vivo.

  DOI：

  10.1007/s00044-010-9511-2
• 作为产物：
  描述：

  3-dodecyloxy-1,8-dihydroxy-6-methylanthracene-9,10-dione 在 吡啶 、 四丁基高锰酸胺盐 作用下， 反应 1.0h， 生成 4,5-diacetoxy-7-dodecyloxy-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid
  参考文献：
  名称：

  Synthesis and hypoglycemic activity evaluation of 7-alkoxyl-rhein

  摘要：

  A four-step microwave-assisted procedure was used to synthesize 7-alkoxyl-rhein derivatives 5a-e starting from emodin and 1-bromoalkanes. These compounds exhibited hypoglycemic activity by inhibiting alpha-glucosaccharase, which were influenced by the aliphatic chain length. Results showed that 5c displayed remarkable activity in vitro and in vivo.

  DOI：

  10.1007/s00044-010-9511-2