3-hexyloxy-1,8-dihydroxy-6-methylanthracene-9,10-dione | 1204768-25-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 3-hexyloxy-1,8-dihydroxy-6-methylanthracene-9,10-dione
• 英文别名: 3-hexoxy-1,8-dihydroxy-6-methylanthracene-9,10-dione
• CAS: 1204768-25-1
• 化学式: C₂₁H₂₂O₅
• 分子量: 354.403
• InChiKey: GHQHVYHFGHSAFM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  83.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-hexyloxy-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-hexyloxy-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：

  溴己烷 、 大黄素 在 sodium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.25h， 以87.5%的产率得到3-hexyloxy-1,8-dihydroxy-6-methylanthracene-9,10-dione
  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