2-fluoro-6-(6-methoxybenzo[d]thiazol-2-yl)-N-methylpyridin-3-amine | 1384435-65-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 2-fluoro-6-(6-methoxybenzo[d]thiazol-2-yl)-N-methylpyridin-3-amine
• 英文别名: 2-Fluoro-6-(6-methoxybenzo[d]thiazol-2-yl)-N-methylpyridin-3-amine；2-fluoro-6-(6-methoxy-1,3-benzothiazol-2-yl)-N-methylpyridin-3-amine
• CAS: 1384435-65-7
• 化学式: C₁₄H₁₂FN₃OS
• 分子量: 289.333
• InChiKey: ALRWSJNTWBKUCB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  75.3
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-fluoro-6-(6-methoxybenzo[d]thiazol-2-yl)-N-methylpyridin-3-amine 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 以18%的产率得到2-(6-fluoro-5-(methylamino)pyridin-2-yl)benzo[d]thiazol-6-ol
  参考文献：
  名称：

  Synthesis and evaluation of pyridylbenzofuran, pyridylbenzothiazole and pyridylbenzoxazole derivatives as 18F-PET imaging agents for β-amyloid plaques

  摘要：

  The synthesis and SAR of new beta-amyloid binding agents are reported. Evaluation of important properties for achieving good signal-to-background ratio is described. Compounds 27, 33, and 36 displayed desirable lipophilic and pharmacokinetic properties. Compound 27 was further evaluated with autoradiographic studies in vitro on human brain tissue and in vivo in Tg2576 mice. Compound 27 showed an increased signal-to-background ratio compared to flutemetamol 4, indicating its suitability as PET ligand for b-amyloid deposits in AD patients. The preparation of the corresponding F-18-labeled PET radioligand of compound 27 is presented. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.05.011
• 作为产物：
  描述：

  6-溴-2-氟吡啶-3-胺 在 三丁基膦 、 palladium diacetate 、 sodium cyanoborohydride 、 caesium carbonate 、 溶剂黄146 、 copper(I) bromide 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 9.0h， 生成 2-fluoro-6-(6-methoxybenzo[d]thiazol-2-yl)-N-methylpyridin-3-amine
  参考文献：
  名称：

  Synthesis and evaluation of pyridylbenzofuran, pyridylbenzothiazole and pyridylbenzoxazole derivatives as 18F-PET imaging agents for β-amyloid plaques

  摘要：

  The synthesis and SAR of new beta-amyloid binding agents are reported. Evaluation of important properties for achieving good signal-to-background ratio is described. Compounds 27, 33, and 36 displayed desirable lipophilic and pharmacokinetic properties. Compound 27 was further evaluated with autoradiographic studies in vitro on human brain tissue and in vivo in Tg2576 mice. Compound 27 showed an increased signal-to-background ratio compared to flutemetamol 4, indicating its suitability as PET ligand for b-amyloid deposits in AD patients. The preparation of the corresponding F-18-labeled PET radioligand of compound 27 is presented. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.05.011

文献信息

• [EN] BETA-AMYLOID IMAGING AGENTS, METHODS OF MANUFACTURE, AND METHODS OF USE THEREOF<br/>[FR] AGENTS D'IMAGERIE DES BÊTA-AMYLOÏDES, SES PROCÉDÉS DE PRÉPARATION ET D'UTILISATION
  申请人：US HEALTH

  公开号：WO2013040183A1

  公开（公告）日：2013-03-21

  Derivatives of benzothiazolylbenzeneamines useful as imaging agents for nuclear imaging such as positron emission tomography of beta-amyloids are described. Methods of detecting amyloid using the compounds are described. Also disclosed is a radiolabeling method for selected compounds.

  描述了苯并噻唑基苯胺衍生物，可用作核成像的成像剂，例如正电子发射断层扫描β-淀粉样蛋白。描述了使用这些化合物检测淀粉样蛋白的方法。还公开了选定化合物的放射标记方法。
• BETA-AMYLOID IMAGING AGENTS, METHODS OF MANUFACTURE, AND METHODS OF USE THEREOF
  申请人：Cai Lisheng

  公开号：US20140348748A1

  公开（公告）日：2014-11-27

  Derivatives of benzothiazolylbenzeneamines useful as imaging agents for nuclear imaging such as positron emission tomography of beta-amyloids are described. Methods of detecting amyloid using the compounds are described. Also disclosed is a radiolabeling method for selected compounds.

  本文描述了苯并噻唑基苯胺衍生物作为核成像的成像剂，如正电子发射断层扫描用于β淀粉样蛋白成像。描述了使用这些化合物检测淀粉样蛋白的方法。还公开了一种选择性化合物的放射性标记方法。
• Synthesis and evaluation of pyridylbenzofuran, pyridylbenzothiazole and pyridylbenzoxazole derivatives as 18F-PET imaging agents for β-amyloid plaques
  作者：Britt-Marie Swahn、Johan Sandell、David Pyring、Margareta Bergh、Fredrik Jeppsson、Anders Juréus、Jan Neelissen、Peter Johnström、Magnus Schou、Samuel Svensson

  DOI：10.1016/j.bmcl.2012.05.011

  日期：2012.7

  The synthesis and SAR of new beta-amyloid binding agents are reported. Evaluation of important properties for achieving good signal-to-background ratio is described. Compounds 27, 33, and 36 displayed desirable lipophilic and pharmacokinetic properties. Compound 27 was further evaluated with autoradiographic studies in vitro on human brain tissue and in vivo in Tg2576 mice. Compound 27 showed an increased signal-to-background ratio compared to flutemetamol 4, indicating its suitability as PET ligand for b-amyloid deposits in AD patients. The preparation of the corresponding F-18-labeled PET radioligand of compound 27 is presented. (C) 2012 Elsevier Ltd. All rights reserved.