ethyl 2-(3-(2-cyclohexylethoxy)-4-phenethoxybenzylidene)hexanoate | 1338711-97-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: ethyl 2-(3-(2-cyclohexylethoxy)-4-phenethoxybenzylidene)hexanoate
• CAS: 1338711-97-9
• 化学式: C₃₁H₄₂O₄
• 分子量: 478.672
• InChiKey: LFXFDDYSLJUETK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.79
• 重原子数：
  35.0
• 可旋转键数：
  14.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  44.76
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  ethyl 2-(3-(2-cyclohexylethoxy)-4-phenethoxybenzylidene)hexanoate 在 palladium 10% on activated carbon 、 氢气 作用下， 以 乙醇 为溶剂， 反应 24.0h， 生成 ethyl 2-(3-(2-cyclohexylethoxy)-4-phenethoxybenzyl)hexanoate
  参考文献：
  名称：

  SAR studies of acidic dual γ-secretase/PPARγ modulators

  摘要：

  A novel set of dual gamma-secretase/PPAR gamma modulators characterized by a 2-benzyl hexanoic acid scaffold is presented. Synthetic efforts were focused on the variation of the substitution pattern of the central benzene. Finally, we obtained a new class of 2,5-disubstituted 2-benzylidene hexanoic acid derivatives, which act as dual gamma-secretase/PPAR gamma modulators in the low micromolar range. We have explored broad SAR and successfully improved the dual pharmacological activity and the selectivity profile against potential off-targets such as NOTCH and COX. Compound 17 showed an IC50 A beta 42 = 2.4 mu M and an EC50 PPAR gamma = 7.2 mu M and could be a valuable tool to further evaluate the concept of dual gamma-secretase/PPAR gamma modulators in animal models of Alzheimer's disease. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.08.003
• 作为产物：
  描述：

  3-hydroxy-4-phenethoxybenzaldehyde 在 sodium hydride 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 生成 ethyl 2-(3-(2-cyclohexylethoxy)-4-phenethoxybenzylidene)hexanoate
  参考文献：
  名称：

  SAR studies of acidic dual γ-secretase/PPARγ modulators

  摘要：

  A novel set of dual gamma-secretase/PPAR gamma modulators characterized by a 2-benzyl hexanoic acid scaffold is presented. Synthetic efforts were focused on the variation of the substitution pattern of the central benzene. Finally, we obtained a new class of 2,5-disubstituted 2-benzylidene hexanoic acid derivatives, which act as dual gamma-secretase/PPAR gamma modulators in the low micromolar range. We have explored broad SAR and successfully improved the dual pharmacological activity and the selectivity profile against potential off-targets such as NOTCH and COX. Compound 17 showed an IC50 A beta 42 = 2.4 mu M and an EC50 PPAR gamma = 7.2 mu M and could be a valuable tool to further evaluate the concept of dual gamma-secretase/PPAR gamma modulators in animal models of Alzheimer's disease. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.08.003