Piperazine, 1-(3-ethoxyphenyl)-, monohydrochloride | 897671-05-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: Piperazine, 1-(3-ethoxyphenyl)-, monohydrochloride
• 英文别名: 1-(2-isopropoxyphenyl)piperazine
• CAS: 897671-05-5
• 化学式: C₁₂H₁₈N₂O*ClH
• 分子量: 242.749
• InChiKey: OQZGJGGAEVWZBL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.92
• 重原子数：
  16.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  24.5
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  Piperazine, 1-(3-ethoxyphenyl)-, monohydrochloride 、 7-(4-溴丁氧基)-3,4-二氢-2(1H)-喹啉酮 在 sodium iodide 、 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 6.5h， 以57%的产率得到7-[4-[4-(3-ethoxyphenyl)piperazin-1-yl]butoxy]-3,4-dihydro-1H-quinolin-2-one
  参考文献：
  名称：

  Structure–Functional Selectivity Relationship Studies of β-Arrestin-Biased Dopamine D₂Receptor Agonists

  摘要：

  Functionally selective G protein-coupled receptor (GPCR) ligands, which differentially modulate canonical and noncanonical signaling, are extremely useful for elucidating key signal transduction pathways essential for both the therapeutic actions and side effects of drugs. However, few such ligands have been created, and very little purposeful attention has been devoted to studying what we term: "structure-functional selectivity relationships" (SFSR). We recently disclosed the first beta-arrestin-biased dopamine D-2 receptor (D2R) agonists UNC9975 (44) and UNC9994 (36), which have robust in vivo antipsychotic drug-like activities. Here we report the first comprehensive SFSR studies focused on exploring four regions of the aripiprazole scaffold, which resulted in the discovery of these beta-arrestin-biased D2R agonists. These studies provide a successful proof-of-concept for how functionally selective ligands can be discovered.

  DOI：

  10.1021/jm300603y