2-[3-(2-Benzyloxy-3-methoxy-phenyl)-propyl]-benzaldehyde | 847447-45-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 2-[3-(2-Benzyloxy-3-methoxy-phenyl)-propyl]-benzaldehyde
• 英文别名: 2-[3-(3-Methoxy-2-phenylmethoxyphenyl)propyl]benzaldehyde；2-[3-(3-methoxy-2-phenylmethoxyphenyl)propyl]benzaldehyde
• CAS: 847447-45-4
• 化学式: C₂₄H₂₄O₃
• 分子量: 360.453
• InChiKey: SUNNZGVXAHGIDX-UHFFFAOYSA-N

物化性质

• 沸点：
  496.1±40.0 °C(Predicted)
• 密度：
  1.127±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  27
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-[3-(2-Benzyloxy-3-methoxy-phenyl)-propyl]-benzaldehyde 在 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 甲苯 为溶剂， 反应 10.0h， 生成 (E)-3-{2-[3-(2-Benzyloxy-3-methoxy-phenyl)-propyl]-phenyl}-acrylic acid
  参考文献：
  名称：

  Structure–activity relationship studies on ortho-substituted cinnamic acids, a new class of selective EP3 antagonists

  摘要：

  A series of novel ortho-substituted cinnamic acids have been synthesized, and their binding activity and selectivity on the four prostaglandin E, receptors evaluated. Many of them are very potent and selective EP3 antagonists (K-i 3-10 nM), while compound 9 is a very good and selective EP2 agonist (K-i 8 nM). The biological profile of the EP2 agonist 9 in vivo and the metabolic profile of selected EP3 antagonists are also reported. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.11.051
• 作为产物：
  描述：

  2-甲氧基-6-烯丙基苯酚 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 potassium phosphate 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 2-[3-(2-Benzyloxy-3-methoxy-phenyl)-propyl]-benzaldehyde
  参考文献：
  名称：

  Structure–activity relationship studies on ortho-substituted cinnamic acids, a new class of selective EP3 antagonists

  摘要：

  A series of novel ortho-substituted cinnamic acids have been synthesized, and their binding activity and selectivity on the four prostaglandin E, receptors evaluated. Many of them are very potent and selective EP3 antagonists (K-i 3-10 nM), while compound 9 is a very good and selective EP2 agonist (K-i 8 nM). The biological profile of the EP2 agonist 9 in vivo and the metabolic profile of selected EP3 antagonists are also reported. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.11.051

文献信息

• Structure–activity relationship studies on ortho-substituted cinnamic acids, a new class of selective EP3 antagonists
  作者：Michel Belley、Michel Gallant、Bruno Roy、Karine Houde、Nicolas Lachance、Marc Labelle、Laird A. Trimble、Nathalie Chauret、Chun Li、Nicole Sawyer、Nathalie Tremblay、Sonia Lamontagne、Marie-Claude Carrière、Danielle Denis、Gillian M. Greig、Deborah Slipetz、Kathleen M. Metters、Robert Gordon、Chi Chung Chan、Robert J. Zamboni

  DOI：10.1016/j.bmcl.2004.11.051

  日期：2005.2

  A series of novel ortho-substituted cinnamic acids have been synthesized, and their binding activity and selectivity on the four prostaglandin E, receptors evaluated. Many of them are very potent and selective EP3 antagonists (K-i 3-10 nM), while compound 9 is a very good and selective EP2 agonist (K-i 8 nM). The biological profile of the EP2 agonist 9 in vivo and the metabolic profile of selected EP3 antagonists are also reported. (C) 2004 Elsevier Ltd. All rights reserved.