Acetic acid 2,3-diethyl-4-methoxy-5,8-dimethyl-naphthalen-1-yl ester | 123332-39-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: Acetic acid 2,3-diethyl-4-methoxy-5,8-dimethyl-naphthalen-1-yl ester
• 英文别名: 1-Naphthalenol, 2,3-diethyl-4-methoxy-5,8-dimethyl-, acetate；(2,3-diethyl-4-methoxy-5,8-dimethylnaphthalen-1-yl) acetate
• CAS: 123332-39-8
• 化学式: C₁₉H₂₄O₃
• 分子量: 300.398
• InChiKey: AETDBZFZGCPXNU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-己炔 、 乙酸酐 、 alkaline earth salt of/the/ methylsulfuric acid 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 10.0h， 生成 Acetic acid 2,3-diethyl-4-methoxy-5,8-dimethyl-naphthalen-1-yl ester
  参考文献：
  名称：

  1,4-Dihydronaphthoquinones, hydroindoloquinones, benzofurans, and benzothiophenes as inhibitors of 5-lipoxygenase. Synthesis and structure-activity studies

  摘要：

  A series of substituted 1,4-dihydronaphthoquinones, hydroindoloquinones, benzofuran-4,7-dihydroquinones, and benzothiophene-4,7-dihydroquinones were synthesized and evaluated for inhibitory activity against 5-lipoxygenase. These compounds were found to be active in vitro for LTC4/D4 inhibition with the potencies (IC50's) ranging from 0.2 to 85 microM. Active 1,4-dihydronaphthoquinone acetates (IC50 less than 20 microM) were evaluated in an ex vivo LTB4 inhibition assay. The acetates of 1,4-dihydronaphthoquinones containing the alkyl substituent(s) (2-n-butyl, 11, and 2,3-diethyl, 15) exhibited the best activity in LTC4/D4 inhibition (IC50 = 0.2-0.4 microM, in vitro) as well as in LTB4 inhibition (60-75% inhibition).

  DOI：

  10.1021/jm00164a050

文献信息

• 1,4-Dihydronaphthoquinones, hydroindoloquinones, benzofurans, and benzothiophenes as inhibitors of 5-lipoxygenase. Synthesis and structure-activity studies
  作者：Ayako Yamashita、Robert G. Schaub、Michael K. Bach、Gordon J. White、Arthur Toy、Nabil B. Ghazal、Michael D. Burdick、John R. Brashler、Marilyn S. Holm

  DOI：10.1021/jm00164a050

  日期：1990.2

  A series of substituted 1,4-dihydronaphthoquinones, hydroindoloquinones, benzofuran-4,7-dihydroquinones, and benzothiophene-4,7-dihydroquinones were synthesized and evaluated for inhibitory activity against 5-lipoxygenase. These compounds were found to be active in vitro for LTC4/D4 inhibition with the potencies (IC50's) ranging from 0.2 to 85 microM. Active 1,4-dihydronaphthoquinone acetates (IC50 less than 20 microM) were evaluated in an ex vivo LTB4 inhibition assay. The acetates of 1,4-dihydronaphthoquinones containing the alkyl substituent(s) (2-n-butyl, 11, and 2,3-diethyl, 15) exhibited the best activity in LTC4/D4 inhibition (IC50 = 0.2-0.4 microM, in vitro) as well as in LTB4 inhibition (60-75% inhibition).