2-[1-(2-cyclopentylphenoxy)ethyl]-4,5-dihydro-1H-imidazole | 1043533-93-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-[1-(2-cyclopentylphenoxy)ethyl]-4,5-dihydro-1H-imidazole
• CAS: 1043533-93-2
• 化学式: C₁₆H₂₂N₂O
• mdl: MFCD28118738
• 分子量: 258.363
• InChiKey: WIQCERUTOBWUOL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.562
• 拓扑面积：
  33.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-(2-环戊基苯氧基)丙酸甲酯 、 乙二胺 在 三甲基铝 作用下， 以 甲苯 为溶剂， 以55%的产率得到2-[1-(2-cyclopentylphenoxy)ethyl]-4,5-dihydro-1H-imidazole
  参考文献：
  名称：

  α₂-Adrenoreceptors Profile Modulation. 4. From Antagonist to Agonist Behavior

  摘要：

  The goal of the present study was to modulate the receptor interaction properties of known alpha(2)-adrenoreceptor (AR) antagonists to obtain novel alpha(2)-AR agonists with desirable subtype selectivity. Therefore, a phenyl group or one of its bioisosteres or aliphatic moieties with similar steric hindrance were introduced into the aromatic ring of the antagonist lead basic structure. The functional properties of the novel compounds allowed our previous observations to be confirmed. The high efficacy of 7, 12, and 13 as alpha(2)-AR agonists and the significant alpha(2C)-AR subtype selective activation displayed by 11 and 15 demonstrated that favorable interactions to induce alpha(2)-AR activation were formed between the pendant groups of the ligands and the aromatic cluster present in transmembrane domain 6 of the binding site cavity of the receptors.

  DOI：

  10.1021/jm800250z

文献信息

• Topical Compositions and Methods of Use Thereof
  申请人：Avon Products, Inc.

  公开号：US20160122305A1

  公开（公告）日：2016-05-05

  The invention is generally directed to compositions useful for improving the aesthetic appearance of human skin and the use of those compounds for improving the appearance of human skin, including improving skin tone, reducing the appearance of dark circles under the eyes, and reducing inflammation in the skin. The compositions typically comprise adrenergic receptor agonists.
• α₂-Adrenoreceptors Profile Modulation. 4. From Antagonist to Agonist Behavior
  作者：Francesco Gentili、Claudia Cardinaletti、Cristian Vesprini、Antonio Carrieri、Francesca Ghelfi、Aniket Farande、Mario Giannella、Alessandro Piergentili、Wilma Quaglia、Jonne M. Laurila、Anna Huhtinen、Mika Scheinin、Maria Pigini

  DOI：10.1021/jm800250z

  日期：2008.7.1

  The goal of the present study was to modulate the receptor interaction properties of known alpha(2)-adrenoreceptor (AR) antagonists to obtain novel alpha(2)-AR agonists with desirable subtype selectivity. Therefore, a phenyl group or one of its bioisosteres or aliphatic moieties with similar steric hindrance were introduced into the aromatic ring of the antagonist lead basic structure. The functional properties of the novel compounds allowed our previous observations to be confirmed. The high efficacy of 7, 12, and 13 as alpha(2)-AR agonists and the significant alpha(2C)-AR subtype selective activation displayed by 11 and 15 demonstrated that favorable interactions to induce alpha(2)-AR activation were formed between the pendant groups of the ligands and the aromatic cluster present in transmembrane domain 6 of the binding site cavity of the receptors.