2-丁基-1,4-二甲氧基萘 | 123332-27-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 2-丁基-1,4-二甲氧基萘
• 英文名称: 1,4-dimethoxy-2-n-butylnaphthalene
• 英文别名: Naphthalene, 2-butyl-1,4-dimethoxy-；2-butyl-1,4-dimethoxynaphthalene
• CAS: 123332-27-4
• 化学式: C₁₆H₂₀O₂
• 分子量: 244.334
• InChiKey: KSFSJCCHJUSHLH-UHFFFAOYSA-N

物化性质

• 沸点：
  368.2±22.0 °C(Predicted)
• 密度：
  1.029±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  布那司特 、 碘甲烷 在 sodium hydride 作用下， 生成 2-丁基-1,4-二甲氧基萘
  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

• Yamashita, A.; Toy, A., Synthetic Communications, 1989, vol. 19, # 5and6, p. 755 - 762
  作者：Yamashita, A.、Toy, A.

  DOI：——

  日期：——
• YAMASHITA, A.;TOY, A., SYNTH. COMMUN., 19,(1989) N-6, C. 755-761
  作者：YAMASHITA, A.、TOY, A.

  DOI：——

  日期：——
• 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).