[N-ethyl-¹⁸F]-N-desmethylloperamide | 1424272-68-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [N-ethyl-¹⁸F]-N-desmethylloperamide
• 英文别名: 4-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]-N-(2-(18F)fluoranylethyl)-2,2-diphenylbutanamide
• CAS: 1424272-68-3
• 化学式: C₂₉H₃₂ClFN₂O₂
• 分子量: 494.038
• InChiKey: NXOWGRKXUVBZRA-MNHPIYLBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  35
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  52.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-(4-氯苯基)-4-羟基哌啶 在 sodium hydride 、 N,N-二异丙基乙胺 、 potassium hydroxide 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 、 叔丁醇 为溶剂， 反应 103.17h， 生成 [N-ethyl-¹⁸F]-N-desmethylloperamide
  参考文献：
  名称：

  RETRACTED: Radiosynthesis of 18F-labeled N-desmethyl-loperamide analogues for prospective molecular imaging radiotracers

  摘要：

  A simple procedure for preparing fluoroethyl-N-desmethyl-loperamide 4 and its analogue 5 was developed. Standard compound 4 was synthesized in useful yields for radiolabeling analysis. [N-Ethyl-18F]N-desmethyl-loperamide, 3, was rapidly and efficiently labeled with no-carrier added fluorine-18 (t(1/2) = 109.7 min) by treatment of readily prepared [F-18]1-bromo-2-fluoro ethane with a N-desmethyl-loperamide precursor at a consistent 7% radiochemical yield. This procedure was also adapted to the radiosynthesis of 3 by [F-18]ethylene tosylate, but at a lower 3% radiochemical yield. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.12.121

文献信息

• RADIOTRACERS FOR IMAGING P-GLYCOPROTEIN FUNCTION
  申请人：Pike Victor W.

  公开号：US20090274624A1

  公开（公告）日：2009-11-05

  P-glycoprotein transporter (P-gp) acts as a pump at the blood-brain barrier to exclude a wide range of xenobiotics (e.g., toxins, drugs, etc.) from the brain and is also expressed in a tumor in response to exposure to established or prospective chemotherapeutics (a phenomenon known as multidrug resistance). This invention concerns the preparation and use of radiotracers for imaging P-gp function in vitro and in vivo. Radiotracers of the present invention are avid substrates for P-gp and have structures based on N-Desmethyl-loperamide.

  P-糖蛋白转运体（P-gp）在血脑屏障处作为泵，排除大范围的异物（例如毒素、药物等）进入大脑，并且在肿瘤中响应已建立或预期化疗药物的暴露而表达（这种现象称为多药耐药）。本发明涉及制备和使用放射示踪剂来在体外和体内成像P-gp功能。本发明的放射示踪剂是P-gp的亲和底物，并且基于N-去甲基-洛哌丁的结构。
• US7989630B2
  申请人：——

  公开号：US7989630B2

  公开（公告）日：2011-08-02