7-(1,4-diazabicyclo[3.2.2]nonan-4-yl)-2-[¹⁸F]fluorodibenzo[b,d]thiophene-5,5-dioxide | 1456878-56-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: 7-(1,4-diazabicyclo[3.2.2]nonan-4-yl)-2-[¹⁸F]fluorodibenzo[b,d]thiophene-5,5-dioxide
• 英文别名: CT7Qax6V5F；7-(1,4-diazabicyclo[3.2.2]nonan-4-yl)-2-(18F)fluoranyldibenzothiophene 5,5-dioxide
• CAS: 1456878-56-0
• 化学式: C₁₉H₁₉FN₂O₂S
• 分子量: 357.438
• InChiKey: RCCDDPHPJBBTOH-LRFGSCOBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  25
• 可旋转键数：
  1
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  49
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  7-(1,4-diazabicyclo[3.2.2]nonan-4-yl)-2-nitrodibenzo[b,d]thiophene 5,5-dioxide 在 kryptofix 222 、 potassium oxalate 作用下， 以 二甲基亚砜 、 乙腈 为溶剂， 反应 0.2h， 生成 7-(1,4-diazabicyclo[3.2.2]nonan-4-yl)-2-[¹⁸F]fluorodibenzo[b,d]thiophene-5,5-dioxide
  参考文献：
  名称：

  DERIVATIVES OF DIBENZOTHIOPHENE IMAGING OF alpha-7 NICOTINIC ACETYLCHOLINE RECEPTORS

  摘要：

  目前披露的主题提供了非侵入性的成像方法，量化α7烟碱性胆碱受体，并诊断与α7-nAChRs相关的疾病或病况。还提供了制备二苯并噻吩的放射性标记衍生物和所提供化合物的方法。

  公开号：

  US20160235869A1

文献信息

• Derivatives of Dibenzothiophene for Positron Emission Tomography Imaging of α7-Nicotinic Acetylcholine Receptors
  作者：Yongjun Gao、Kenneth J. Kellar、Robert P. Yasuda、Thao Tran、Yingxian Xiao、Robert F. Dannals、Andrew G. Horti

  DOI：10.1021/jm401184f

  日期：2013.10.10

  A new series of derivatives of 3-(1,4-diazabicyclo[3.2.2]nonan-4-yl)dibenzo[b,d]thiophene 5,5-dioxide with high binding affinities and selectivity for alpha 7-nicotinic acetylcholine receptors (alpha 7-nAChRs) (K-i = 0.4-20 nM) has been synthesized for positron emission tomography (PET) imaging of alpha 7-nAChRs. Two radiolabeled members of the series [F-18]7a (K-i = 0.4 nM) and [F-18]7c (K-i = 1.3 nM) were synthesized. [F-18]7a and [F-18]7c readily entered the mouse brain and specifically labeled alpha 7-nAChRs. The alpha 7-nAChR selective ligand 1 (SSR180711) blocked the binding of [F-18]7a in the mouse brain in a dose-dependent manner. The mouse blocking studies with non-alpha 7-nAChR central nervous system drugs demonstrated that [F-18]7a is highly alpha 7-nAChR selective. In agreement with its binding affinity the binding potential of [F-18]7a (BPND = 5.3-8.0) in control mice is superior to previous alpha 7-nAChR PET radioligands. Thus, [F-18]7a displays excellent imaging properties in mice and has been chosen for further evaluation as a potential PET radioligand for imaging of alpha 7-nAChR in non-human primates.