2,3-dihydroxy-6-(4-methylpentyl)-1,4-naphthoquinone | 500217-65-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2,3-dihydroxy-6-(4-methylpentyl)-1,4-naphthoquinone
• 英文别名: 2,3-Dihydroxy-6-(4-methylpentyl)naphthalene-1,4-dione
• CAS: 500217-65-2
• 化学式: C₁₆H₁₈O₄
• 分子量: 274.317
• InChiKey: XHWAQZFCGYYZIJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  重氮甲烷 、 2,3-dihydroxy-6-(4-methylpentyl)-1,4-naphthoquinone 以 乙醚 为溶剂， 反应 2.0h， 以200 mg的产率得到2,3-Dimethoxy-6-(4-methyl-pentyl)-[1,4]naphthoquinone
  参考文献：
  名称：

  Synthesis and Biological Evaluation of Cytotoxic 6(7)-Alkyl-2-hydroxy-1, 4-naphthoquinones

  摘要：

  Various Diels Alder cycloaddition conditions have been used to optimise the preparation of cytotoxic 6-alkyl-1,4-naphthoquinones, which were subsequently transformed into 6(7)-alkyl-2-hydroxy-1,4-naphthoquinones. The compounds thus prepared were evaluated for their cytotoxic activity against several neoplastic cultured cell lines and some of them showed IC50 values below the muM level.

  DOI：

  10.1002/1521-4184(200212)335:9<427::aid-ardp427>3.0.co;2-m
• 作为产物：
  描述：

  5-(4-Methyl-pentyl)-1a,7a-dihydro-1-oxa-cyclopropa[b]naphthalene-2,7-dione 在 硫酸 作用下， 以 乙酸乙酯 为溶剂， 反应 2.0h， 生成 2-hydroxy-6-(4-methylpentyl)-1,4-naphthoquinone 、 1,4-Naphthalenedione, 2-hydroxy-7-(4-methylpentyl)- 、 2,3-dihydroxy-6-(4-methylpentyl)-1,4-naphthoquinone
  参考文献：
  名称：

  Synthesis and Biological Evaluation of Cytotoxic 6(7)-Alkyl-2-hydroxy-1, 4-naphthoquinones

  摘要：

  Various Diels Alder cycloaddition conditions have been used to optimise the preparation of cytotoxic 6-alkyl-1,4-naphthoquinones, which were subsequently transformed into 6(7)-alkyl-2-hydroxy-1,4-naphthoquinones. The compounds thus prepared were evaluated for their cytotoxic activity against several neoplastic cultured cell lines and some of them showed IC50 values below the muM level.

  DOI：

  10.1002/1521-4184(200212)335:9<427::aid-ardp427>3.0.co;2-m