ethyl 6-hydroxy-6-(2-methoxy-6-naphthyl)-6-methylhexanoate

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: ethyl 6-hydroxy-6-(2-methoxy-6-naphthyl)-6-methylhexanoate
• 英文别名: Ethyl 6-hydroxy-6-(6-methoxynaphthalen-2-yl)heptanoate；ethyl 6-hydroxy-6-(6-methoxynaphthalen-2-yl)heptanoate
• 化学式: C₂₀H₂₆O₄
• 分子量: 330.424
• InChiKey: BHONOXLYKSJKNR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  24
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-萘甲醚 在 三氯化铝 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 为溶剂， 反应 4.0h， 生成 ethyl 6-hydroxy-6-(2-methoxy-6-naphthyl)-6-methylhexanoate
  参考文献：
  名称：

  Novel 6-oxo-6-naphthylhexanoic acid derivatives with anti-inflammatory and 5-lipoxygenase inhibitory activity

  摘要：

  A series of novel 6-(6-alkoxy-2-naphthyl)oxoalkanoates and alkanamides were synthesized as inhibitors of inflammation and 5-lipoxygenase. They were evaluated in vivo for anti-inflammatory activity in the established adjuvent arthritis assay in rats and in vitro as inhibitors of 5-lipoxygenase in rat basophilic leukemia (RBL) cells. N-Hydroxy-N-methyl-6-(6-methoxy-2-naphthyl)-6-oxohexanamide, compound 28, which is representative of the more potent anti-inflammatory / 5-lipoxygenase inhibitors in the series was approximately twice as potent as the standard, ibuprofen in the adjuvent rat and exhibited an IC50 of 0.25 micromolar in the RBL assay.

  DOI：

  10.1016/0223-5234(91)90025-i

文献信息

• Novel 6-oxo-6-naphthylhexanoic acid derivatives with anti-inflammatory and 5-lipoxygenase inhibitory activity
  作者：WV Murray、MP Wachter、AM Kasper、DC Argentieri、RJ Capetola、DM Ritchie

  DOI：10.1016/0223-5234(91)90025-i

  日期：1991.3

  A series of novel 6-(6-alkoxy-2-naphthyl)oxoalkanoates and alkanamides were synthesized as inhibitors of inflammation and 5-lipoxygenase. They were evaluated in vivo for anti-inflammatory activity in the established adjuvent arthritis assay in rats and in vitro as inhibitors of 5-lipoxygenase in rat basophilic leukemia (RBL) cells. N-Hydroxy-N-methyl-6-(6-methoxy-2-naphthyl)-6-oxohexanamide, compound 28, which is representative of the more potent anti-inflammatory / 5-lipoxygenase inhibitors in the series was approximately twice as potent as the standard, ibuprofen in the adjuvent rat and exhibited an IC50 of 0.25 micromolar in the RBL assay.