4-(hydroxymethyl)-N-(2-(4-(2-methoxyphenyl)piperazin-1-yl)ethyl)-N-(pyridin-2-yl)cyclohexanecarboxamide | 943962-58-1

• 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: 4-(hydroxymethyl)-N-(2-(4-(2-methoxyphenyl)piperazin-1-yl)ethyl)-N-(pyridin-2-yl)cyclohexanecarboxamide
• 英文别名: N-{2-[4-(2-methoxyphenyl)piperazinyl]ethyl}-N-(2-pyridyl)-N-(4-hydroxymethylcyclohexane)-carboxamide；4-(hydroxymethyl)-N-[2-[4-(2-methoxyphenyl)piperazin-1-yl]ethyl]-N-pyridin-2-ylcyclohexane-1-carboxamide
• CAS: 943962-58-1
• 化学式: C₂₆H₃₆N₄O₃
• 分子量: 452.597
• InChiKey: KZFXRBZGVALWBO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  33
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  69.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-甲苯磺酸酐 、 4-(hydroxymethyl)-N-(2-(4-(2-methoxyphenyl)piperazin-1-yl)ethyl)-N-(pyridin-2-yl)cyclohexanecarboxamide 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 48.0h， 以75%的产率得到N-{2-[4-(2-methoxyphenyl)piperazinyl]ethyl}-N-(2-pyridyl)-N-(4-tosyloxymethylcyclohexane)-carboxamide
  参考文献：
  名称：

  An Efficient Synthesis of trans-N-{2-[4-(2-Methoxyphenyl)piperazinyl]ethyl}-N-(2-pyridyl)-N-(4-tosyloxymethylcyclohexane)carboxamide, A Precursor of [18

  摘要：

  DOI：

  10.5012/bkcs.2010.31.8.2371
• 作为产物：
  描述：

  methyl 4-((2-(4-(2-methoxyphenyl)piperazin-1-yl)ethyl)(pyridin-2-yl)carbamoyl)cyclohexanecarboxylate 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 0.5h， 以57%的产率得到4-(hydroxymethyl)-N-(2-(4-(2-methoxyphenyl)piperazin-1-yl)ethyl)-N-(pyridin-2-yl)cyclohexanecarboxamide
  参考文献：
  名称：

  An Efficient Synthesis of trans-N-{2-[4-(2-Methoxyphenyl)piperazinyl]ethyl}-N-(2-pyridyl)-N-(4-tosyloxymethylcyclohexane)carboxamide, A Precursor of [18

  摘要：

  DOI：

  10.5012/bkcs.2010.31.8.2371

文献信息

• EFFICIENT SYNTHETIC METHOD OF 18F-MEFWAY PRECURSOR
  申请人：RYU Young Hoon

  公开号：US20120136152A1

  公开（公告）日：2012-05-31

  The present invention relates a novel method for preparing an 18 F-mefway precursor. The present invention provides an efficient synthetic method of an 18 F-mefway precursor, which comprises an improved the acid chloride coupling reaction and proper reduction condition to suppress breakdown of amide bond and can obtain the precursor in high yield.

  本发明涉及一种制备18F-mefway前体的新方法。本发明提供了一种高效的合成方法，包括改进的酸氯化物偶联反应和适当的还原条件，以抑制酰胺键的降解，并可以高产率地获得前体。
• [EN] NOVEL SYNTHESIS METHOD<br/>[FR] NOUVEAU PROCÉDÉ DE SYNTHÈSE
  申请人：GE HEALTHCARE LTD

  公开号：WO2013041682A1

  公开（公告）日：2013-03-28

  The present invention relates to a method of making compounds having affinity for the 1 A subtype of the serotonin receptor, i.e. 5HT1A. The method of the present invention provides advantages over the known methods of synthesis. The compounds obtained by the method of the invention have use in therapeutic methods. The compounds of the invention may also optionally compose a moiety suitable for detection by an in vivo imaging procedure and as such these compounds have use in in vivo imaging methods. The compounds have particular use in the treatment and diagnosis of various neurological and/or psychiatric disorders.

  本发明涉及一种制备具有亲和力与5HT1A即1A型血清素受体亚型相关的化合物的方法。本发明的方法相对于已知的合成方法具有优势。通过本发明的方法获得的化合物在治疗方法中具有用途。本发明的化合物还可以选择性地包含适合通过体内成像程序检测的部分，因此这些化合物在体内成像方法中具有用途。这些化合物在治疗和诊断各种神经和/或精神疾病中具有特殊用途。
• COMPOSITIONS AND METHODS RELATED TO SEROTONIN 5-HT1A RECEPTORS
  申请人：Mukherjee Jogeshwar

  公开号：US20070196271A1

  公开（公告）日：2007-08-23

  Contemplated substituted arylpiperazinyl compounds, and most preferably 18 F-Mefway, exhibit desirable in vitro and in vivo binding characteristics to the 5-HT1A receptor. Among other advantageous parameters, contemplated compounds retain high binding affinity, display optimal lipophilicity, and are radiolabeled efficiently with 18 F-fluorine in a single step. Still further, contemplated compounds exhibit high target to non-target ratios in receptor-rich regions both in vitro and in vivo, and selected compounds can be effectively and sensitively displaced by serotonin, thus providing a quantitative tool for measuring 5-HT1A receptors and serotonin concentration changes in the living brain.

  考虑替代芳基哌嗪类化合物，最好是18F-Mefway，展示出理想的体外和体内与5-HT1A受体结合特性。在其他有利参数中，考虑的化合物保留高结合亲和力，显示出最佳的亲脂性，并且能够通过单步骤高效地用18F-氟标记。此外，考虑的化合物在体外和体内的受体丰富区域展现出高的靶向与非靶向比例，而且选定的化合物可以被5-羟色胺有效敏感地置换，从而提供了一种用于测量活体大脑中5-HT1A受体和5-羟色胺浓度变化的定量工具。
• 5HT1A ANTAGONIST USEFUL FOR IN VIVO IMAGING
  申请人：Newington Ian Martin

  公开号：US20140140928A1

  公开（公告）日：2014-05-22

  The present invention provides a novel compound of formula (I) useful for in vivo imaging of 5-HT 1 A receptors in a subject. Also provided by the present invention is a precursor compound useful in the preparation of the compound of the invention, as well as said method of preparation. The present invention additionally provides methods for the use of the compound of the invention in an in vivo imaging method, and use of that in vivo imaging method in diagnosis and therapy monitoring.

  本发明提供了一种新的化合物（I）的公式，用于在受试者中体内成像5-HT1A 受体。本发明还提供了一种前体化合物，用于制备本发明的化合物，以及制备方法。本发明还提供了使用该化合物的方法，用于体内成像方法，并将该体内成像方法用于诊断和治疗监测。
• NOVEL SYNTHESIS METHOD
  申请人：GE HEALTHCARE LIMITED

  公开号：US20150133663A1

  公开（公告）日：2015-05-14

  The present invention relates to a method of making compounds having affinity for the 1 A subtype of the serotonin receptor, i.e. 5HT 1A . The method of the present invention provides advantages over the known methods of synthesis. The compounds obtained by the method of the invention have use in therapeutic methods. The compounds of the invention may also optionally compose a moiety suitable for detection by an in vivo imaging procedure and as such these compounds have use in in vivo imaging methods. The compounds have particular use in the treatment and diagnosis of various neurological and/or psychiatric disorders.

  本发明涉及一种制备具有亲和力的化合物的方法，该化合物对于5HT1A即血清素受体的1A亚型具有亲和力。本发明的方法相对于已知的合成方法具有优势。通过本发明的方法获得的化合物在治疗方法中有用。本发明的化合物也可以选择性地组成适合通过体内成像程序检测的基团，因此这些化合物在体内成像方法中有用。这些化合物在治疗和诊断各种神经和/或精神障碍方面具有特殊用途。