1-(3-Benzothiazol-2-yl-propyl)-4-(4-chloro-phenyl)-piperidin-4-ol | 913370-64-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 1-(3-Benzothiazol-2-yl-propyl)-4-(4-chloro-phenyl)-piperidin-4-ol
• 英文别名: 1-[3-(2-Benzothiazolyl)propyl]-4-(4-chlorophenyl)-4-piperidinol；1-[3-(1,3-benzothiazol-2-yl)propyl]-4-(4-chlorophenyl)piperidin-4-ol
• CAS: 913370-64-6
• 化学式: C₂₁H₂₃ClN₂OS
• 分子量: 386.945
• InChiKey: MAQDCPYEDSDANP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-(3-氯丙基)-1,3-苯并噻唑 、 4-(4-氯苯基)-4-羟基哌啶 在 sodium carbonate 、 sodium iodide 作用下， 以 乙腈 为溶剂， 以26%的产率得到1-(3-Benzothiazol-2-yl-propyl)-4-(4-chloro-phenyl)-piperidin-4-ol
  参考文献：
  名称：

  Synthesis and pharmacological characterization of novel inverse agonists acting on the viral-encoded chemokine receptor US28

  摘要：

  G-protein coupled receptors encoded by viruses represent an unexplored class of potential drug targets. In this study, we describe the synthesis and pharmacological characterization of the first class of inverse agonists acting on the HCMV-encoded receptor US28. It is shown that replacement of the 4-hydroxy group of lead compound I with a methylamine group results in a significant 6-fold increase in affinity. Interestingly, increasing the rigidity of the spacer by the introduction of a double bond also leads to a significant increase in binding affinity compared to 1. These novel inverse agonists serve as valuable tools to elucidate the role of constitutive signaling in the pathogenesis of viral infection and may have therapeutic potential as leads for new antiviral drugs. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.06.054