2-(2-(methoxymethoxy)benzyl)-7-phenethoxy-2,3-dihydro-1H-inden-1-one

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 2-(2-(methoxymethoxy)benzyl)-7-phenethoxy-2,3-dihydro-1H-inden-1-one
• 英文别名: 2-[[2-(Methoxymethoxy)phenyl]methyl]-7-(2-phenylethoxy)-2,3-dihydroinden-1-one；2-[[2-(methoxymethoxy)phenyl]methyl]-7-(2-phenylethoxy)-2,3-dihydroinden-1-one
• 化学式: C₂₆H₂₆O₄
• 分子量: 402.49
• InChiKey: ZOUAEVKFOXGZSH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  30
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(2-(methoxymethoxy)benzyl)-7-phenethoxy-2,3-dihydro-1H-inden-1-one 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以71%的产率得到2-(2-hydroxybenzyl)-7-phenethoxy-2,3-dihydro-1H-inden-1-one
  参考文献：
  名称：

  Identification of novel 2-benzyl-1-indanone analogs as interleukin-5 inhibitors

  摘要：

  A novel series of 2-benzyl-1-indanone analogs were investigated as IL-5 inhibitory activity. Among the synthesized compounds, 7-(cyclohexylmethoxy)-2-(4-hydroxybenzy1)-2,3-dihydro-1H-inden-l-one (7s, 100.0% inhibition at 30 mu M, IC50 = 4.0 mu M), and 7-(cyclohexylmethoxy)-2-(3-hydroxybenzyl)-2,3-dihydro-1H-inden-1-one (7t, 95.0% inhibition at 30 mu M, IC50 = 6.0 mu M) showed the best inhibitory activity against IL-5. The 2-benzyl-1-indanone analogs showed moderate to strong IL-5 inhibitory activity. Especially, hydroxyl (HBD/HBA) substituent at position 3 or 4 on phenyl ring B showed potent IL-5 inhibition. Additionally, the bulky hydrophobic cyclohexylmethoxy group at position 7 of the 1-indanone ring is favorable for the inhibitory activity. (C) 2018 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2018.04.030
• 作为产物：
  描述：

  7-((4-methoxybenzyl)oxy)-2,3-dihydro-1H-inden-1-one 在 盐酸 、 palladium 10% on activated carbon 、 potassium carbonate 、 sodium hydroxide 作用下， 以 甲醇 、 乙醇 、 水 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成 2-(2-(methoxymethoxy)benzyl)-7-phenethoxy-2,3-dihydro-1H-inden-1-one
  参考文献：
  名称：

  Identification of novel 2-benzyl-1-indanone analogs as interleukin-5 inhibitors

  摘要：

  A novel series of 2-benzyl-1-indanone analogs were investigated as IL-5 inhibitory activity. Among the synthesized compounds, 7-(cyclohexylmethoxy)-2-(4-hydroxybenzy1)-2,3-dihydro-1H-inden-l-one (7s, 100.0% inhibition at 30 mu M, IC50 = 4.0 mu M), and 7-(cyclohexylmethoxy)-2-(3-hydroxybenzyl)-2,3-dihydro-1H-inden-1-one (7t, 95.0% inhibition at 30 mu M, IC50 = 6.0 mu M) showed the best inhibitory activity against IL-5. The 2-benzyl-1-indanone analogs showed moderate to strong IL-5 inhibitory activity. Especially, hydroxyl (HBD/HBA) substituent at position 3 or 4 on phenyl ring B showed potent IL-5 inhibition. Additionally, the bulky hydrophobic cyclohexylmethoxy group at position 7 of the 1-indanone ring is favorable for the inhibitory activity. (C) 2018 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2018.04.030

文献信息

• Identification of novel 2-benzyl-1-indanone analogs as interleukin-5 inhibitors
  作者：Pulla Reddy Boggu、Jungsuk Cho、Youngsoo Kim、Sang-Hun Jung

  DOI：10.1016/j.ejmech.2018.04.030

  日期：2018.5

  A novel series of 2-benzyl-1-indanone analogs were investigated as IL-5 inhibitory activity. Among the synthesized compounds, 7-(cyclohexylmethoxy)-2-(4-hydroxybenzy1)-2,3-dihydro-1H-inden-l-one (7s, 100.0% inhibition at 30 mu M, IC50 = 4.0 mu M), and 7-(cyclohexylmethoxy)-2-(3-hydroxybenzyl)-2,3-dihydro-1H-inden-1-one (7t, 95.0% inhibition at 30 mu M, IC50 = 6.0 mu M) showed the best inhibitory activity against IL-5. The 2-benzyl-1-indanone analogs showed moderate to strong IL-5 inhibitory activity. Especially, hydroxyl (HBD/HBA) substituent at position 3 or 4 on phenyl ring B showed potent IL-5 inhibition. Additionally, the bulky hydrophobic cyclohexylmethoxy group at position 7 of the 1-indanone ring is favorable for the inhibitory activity. (C) 2018 Elsevier Masson SAS. All rights reserved.