3-(2-Cyclopropylethoxy)phenol | 1193719-40-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-(2-Cyclopropylethoxy)phenol
• CAS: 1193719-40-2
• 化学式: C₁₁H₁₄O₂
• 分子量: 178.231
• InChiKey: BZRFQLUEMNBFOP-UHFFFAOYSA-N

物化性质

• 沸点：
  309.4±15.0 °C(Predicted)
• 密度：
  1.130±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  三氟甲磺酸酐 、 3-(2-Cyclopropylethoxy)phenol 、 草酰氯单乙酯 在 四氯化钛 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 ethyl 2-(4-(2-cyclopropylethoxy)-2-(((trifluoromethyl)sulfonyl)oxy)phenyl)-2-oxoacetate
  参考文献：
  名称：

  Discovery of disubstituted phenanthrene imidazoles as potent, selective and orally active mPGES-1 inhibitors

  摘要：

  Phenanthrene imidazoles 26 and 44 have been identified as novel potent, selective and orally active mPGES-1 inhibitors. These inhibitors are significantly more potent than the previously reported chlorophenanthrene imidazole 1 (MF63) with a human whole blood IC50 of 0.20 and 0.14 mu M, respectively. It exhibited a significant analgesic effect in a guinea pig hyperalgesia model at oral doses as low as 14 mg/kg. Both active and selective mPGES-1 inhibitors (26 and 44) have a relatively distinct pharmacokinetic profile and are suitable for clinical development. Crown Copyright (C) 2009 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.08.085
• 作为产物：
  描述：

  2-cyclopropylethyl methanesulfonate 、 间苯二酚 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 以78%的产率得到3-(2-Cyclopropylethoxy)phenol
  参考文献：
  名称：

  Discovery of disubstituted phenanthrene imidazoles as potent, selective and orally active mPGES-1 inhibitors

  摘要：

  Phenanthrene imidazoles 26 and 44 have been identified as novel potent, selective and orally active mPGES-1 inhibitors. These inhibitors are significantly more potent than the previously reported chlorophenanthrene imidazole 1 (MF63) with a human whole blood IC50 of 0.20 and 0.14 mu M, respectively. It exhibited a significant analgesic effect in a guinea pig hyperalgesia model at oral doses as low as 14 mg/kg. Both active and selective mPGES-1 inhibitors (26 and 44) have a relatively distinct pharmacokinetic profile and are suitable for clinical development. Crown Copyright (C) 2009 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.08.085

文献信息

• Discovery of disubstituted phenanthrene imidazoles as potent, selective and orally active mPGES-1 inhibitors
  作者：André Giroux、Louise Boulet、Christine Brideau、Anh Chau、David Claveau、Bernard Côté、Diane Ethier、Richard Frenette、Marc Gagnon、Jocelyne Guay、Sébastien Guiral、Joseph Mancini、Evelyn Martins、Frédéric Massé、Nathalie Méthot、Denis Riendeau、Joel Rubin、Daigen Xu、Hongping Yu、Yves Ducharme、Richard W. Friesen

  DOI：10.1016/j.bmcl.2009.08.085

  日期：2009.10

  Phenanthrene imidazoles 26 and 44 have been identified as novel potent, selective and orally active mPGES-1 inhibitors. These inhibitors are significantly more potent than the previously reported chlorophenanthrene imidazole 1 (MF63) with a human whole blood IC50 of 0.20 and 0.14 mu M, respectively. It exhibited a significant analgesic effect in a guinea pig hyperalgesia model at oral doses as low as 14 mg/kg. Both active and selective mPGES-1 inhibitors (26 and 44) have a relatively distinct pharmacokinetic profile and are suitable for clinical development. Crown Copyright (C) 2009 Published by Elsevier Ltd. All rights reserved.