2-(4-((trimethylsilyl)ethynyl)phenoxy)ethan-1-ol | 866929-90-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(4-((trimethylsilyl)ethynyl)phenoxy)ethan-1-ol
• 英文别名: 2-(4-trimethylsilanylethynyl-phenoxy)-ethanol；2-(4-Trimethylsilanylethynylphenoxy)ethanol；2-[4-(2-trimethylsilylethynyl)phenoxy]ethanol
• CAS: 866929-90-0
• 化学式: C₁₃H₁₈O₂Si
• 分子量: 234.37
• InChiKey: ZLADCUPTIDZBLX-UHFFFAOYSA-N

物化性质

• 沸点：
  315.8±38.0 °C(Predicted)
• 密度：
  1.03±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.29
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 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：

  2-(4-((trimethylsilyl)ethynyl)phenoxy)ethan-1-ol 在 copper(ll) sulfate pentahydrate 、 potassium carbonate 、 sodium ascorbate 作用下， 以 甲醇 、 氘代甲醇-d 为溶剂， 反应 15.0h， 生成 (R)-2-(4-(1-(quinuclidin-3-yl)-1H-1,2,3-triazol-4-yl)phenoxy)ethanol
  参考文献：
  名称：

  Design of α7 nicotinic acetylcholine receptor ligands using the (het)Aryl-1,2,3-triazole core: Synthesis, in vitro evaluation and SAR studies

  摘要：

  We report here the synthesis of a large library of 1,2,3-triazole derivatives which were in vitro tested as alpha 7 nAchR ligands. The SAR study revealed that several crucial factors are involved in the affinity of these compounds for alpha 7 nAchR such as a (R) quinuclidine configuration and a mono C-3 quinuclidine substitution. The triazole ring was substituted by a phenyl ring bearing small OMe/CH2F groups or fluorine atom and by several heterocycles such as thiophenes, furanes, benzothiophenes or benzofuranes. Among the 30 derivatives tested, the two derivatives 10 and 39 with Ki in the nanomolar range were identified (2.3 and 3 nM respectively). They exhibited a strict selectivity toward the alpha 4 beta 2 nicotinic receptor (up to 1 mu M) but interacted with the 5HT(3) receptors with Ki around 3 nM. Synthesis, SAR studies and a full description of the derivatives are reported. (C) 2015 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2015.11.001
• 作为产物：
  描述：

  2-(4-碘-苯氧基)-乙醇 、 三甲基乙炔基硅 在 bis-triphenylphosphine-palladium(II) chloride copper(l) iodide 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 1.5h， 以99%的产率得到2-(4-((trimethylsilyl)ethynyl)phenoxy)ethan-1-ol
  参考文献：
  名称：

  WO2008/71646

  摘要：

  公开号：

文献信息

• Alkyne compounds with MCH antagonistic activity and medicaments comprising these compounds
  申请人：Stenkamp Dirk

  公开号：US20050234101A1

  公开（公告）日：2005-10-20

  Alkyne compounds having MCH-receptor antagonistic activity, which are useful for preparing pharmaceutical compositions for the treatment of metabolic disorders and/or eating disorders, particularly obesity and diabetes.

  炔烃化合物具有MCH受体拮抗活性，可用于制备用于治疗代谢性疾病和/或进食障碍，特别是肥胖和糖尿病的药物组合物。
• WO2023/11573
  申请人：——

  公开号：——

  公开（公告）日：——