3-(2-Ethoxy-4-{4-[3-hydroxy-2-methyl-4-(3-methyl-butyryl)-phenoxy]-butoxy}-phenyl)-propionic acid methyl ester | 875290-69-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(2-Ethoxy-4-{4-[3-hydroxy-2-methyl-4-(3-methyl-butyryl)-phenoxy]-butoxy}-phenyl)-propionic acid methyl ester
• CAS: 875290-69-0
• 化学式: C₂₈H₃₈O₇
• 分子量: 486.606
• InChiKey: VDXQTHFBHSZUKQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.67
• 重原子数：
  35.0
• 可旋转键数：
  15.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  91.29
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  3-(2-Ethoxy-4-{4-[3-hydroxy-2-methyl-4-(3-methyl-butyryl)-phenoxy]-butoxy}-phenyl)-propionic acid methyl ester 在 lithium hydroxide 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 4.0h， 以96%的产率得到3-[2-Ethoxy-4-[4-[3-hydroxy-2-methyl-4-(3-methylbutanoyl)phenoxy]butoxy]phenyl]propanoic acid
  参考文献：
  名称：

  3-(2-Ethoxy-4-{4-[3-hydroxy-2-methyl-4-(3-methylbutanoyl)phenoxy]butoxy}phenyl)propanoic acid: a brain penetrant allosteric potentiator at the metabotropic glutamate receptor 2 (mGluR2)

  摘要：

  We have identified and synthesized a brain penetrant propanoic acid as an allosteric potentiator of the metabotropic glutamate receptor 2. Structure-activity relationship studies directed toward improving the potency, level of potentiation and brain penetration led to the discovery of 8 (EC50 = 1200 nM, 77% potentiation, 119% brain/plasma in rat, 20 mpk ip, brain level of 5700 nM). © 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.02.078
• 作为产物：
  描述：

  1-[4-(4-Bromo-butoxy)-2-hydroxy-3-methyl-phenyl]-3-methyl-butan-1-one 在 palladium on activated charcoal 氢气 、 potassium carbonate 作用下， 以 丙酮 为溶剂， 40.0 ℃ 、101.33 kPa 条件下， 反应 8.0h， 生成 3-(2-Ethoxy-4-{4-[3-hydroxy-2-methyl-4-(3-methyl-butyryl)-phenoxy]-butoxy}-phenyl)-propionic acid methyl ester
  参考文献：
  名称：

  3-(2-Ethoxy-4-{4-[3-hydroxy-2-methyl-4-(3-methylbutanoyl)phenoxy]butoxy}phenyl)propanoic acid: a brain penetrant allosteric potentiator at the metabotropic glutamate receptor 2 (mGluR2)

  摘要：

  We have identified and synthesized a brain penetrant propanoic acid as an allosteric potentiator of the metabotropic glutamate receptor 2. Structure-activity relationship studies directed toward improving the potency, level of potentiation and brain penetration led to the discovery of 8 (EC50 = 1200 nM, 77% potentiation, 119% brain/plasma in rat, 20 mpk ip, brain level of 5700 nM). © 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.02.078