1,4,7-tris[(5-amino-6-methyl-2-pyridyl)methyl]-1,4,7-triazacyclononane | 1350766-28-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 1,4,7-tris[(5-amino-6-methyl-2-pyridyl)methyl]-1,4,7-triazacyclononane
• 英文别名: AMPT；1,4,7-Tris[(5-amino-6-methyl-2-pyridyl)methyl]-1,4,7-triazacyclononane；6-[[4,7-bis[(5-amino-6-methylpyridin-2-yl)methyl]-1,4,7-triazonan-1-yl]methyl]-2-methylpyridin-3-amine
• CAS: 1350766-28-7
• 化学式: C₂₇H₃₉N₉
• 分子量: 489.667
• InChiKey: ORUHWADNUJHHDJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  36
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  126
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  cobalt(II) chloride hexahydrate 、 1,4,7-tris[(5-amino-6-methyl-2-pyridyl)methyl]-1,4,7-triazacyclononane 以 乙腈 为溶剂， 反应 8.33h， 生成
  参考文献：
  名称：

  [EN] MACROCYCLES, COBALT AND IRON COMPLEXES OF SAME, AND METHODS OF MAKING AND USING SAME
  [FR] MACROCYCLES, COMPLEXES DE COBALT ET DE FER DE CEUX-CI, ET PROCÉDÉS DE PRÉPARATION ET D'UTILISATION CORRESPONDANTS

  摘要：

  提供的是大环化合物和铁或钴配位的大环化合物。这些化合物可以用作磁共振成像对比剂。某些化合物具有氧化还原活性，可用于评估样品的生物氧化还原状态。

  公开号：

  WO2015038943A1
• 作为产物：
  描述：

  1,4,7-三氮杂环壬烷 在 palladium 10% on activated carbon 、 氢气 、 三乙胺 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 32.0h， 生成 1,4,7-tris[(5-amino-6-methyl-2-pyridyl)methyl]-1,4,7-triazacyclononane
  参考文献：
  名称：

  Iron(II) PARACEST MRI Contrast Agents

  摘要：

  The first examples of Fe(II) PARACEST magnetic resonance contrast agents are reported (PARA-CEST = paramagnetic chemical exchange saturation transfer). The iron(II) complexes contain a macrocyclic ligand, either 1,4,7-tris(carbamoylmethyl)-1,4,7-triazacyclononane (L1) or 1,4,7-tris [(5-amino-6-methyl-2-pyridyl)methyl]-1,4,7-triazacyclononane (L2). The macrocycles bind Fe(II) in aqueous solution with formation constants of log K = 13.5 and 19.2, respectively, and maintain the Fe(II) state in the presence of air. These complexes each contain six exchangeable protons for CEST which are amide protons in [Fe(L1)](2+) or amino protons in [Fe(L2)](2+). The CEST peak for the [Fe(L1)](2+) amide protons is at 69 ppm downfield of the bulk water resonance whereas the CEST peak for the [Fe(L2)](2+) amine protons is at 6 ppm downfield of bulk water. CEST imaging using a MRI scanner shows that the CEST effect can be observed in solutions containing low millimolar concentrations of complex at neutral pH, 100 mM NaCl, 20 mM buffer at 25 degrees C or 37 degrees C.

  DOI：

  10.1021/ja204297z

文献信息

• IMAGING CONTRAST AGENTS AND USES THEREOF
  申请人：Morrow Janet R.

  公开号：US20140193344A1

  公开（公告）日：2014-07-10

  Provided are macrocyclic compounds having a macrocyclic core which has at least one macrocyclic donor and at least one pendant group which has at least one donor group. The macrocyclic compounds can be complexed to Fe(II) and Ni(II). The macrocyclic compounds can be used in imaging methods. For example, the compounds can be used MRI paraCEST contrast agents.

  提供的是具有至少一个大环供体和至少一个带有至少一个供体基团的挂基团的大环化合物的大环核。这些大环化合物可以与Fe（II）和Ni（II）形成络合物。这些大环化合物可以用于成像方法。例如，这些化合物可以用于MRI paraCEST对比剂。
• MACROCYCLES, COBALT AND IRON COMPLEXES OF SAME, AND METHODS OF MAKING AND USING SAME
  申请人：The Research Foundation for The State University of New York

  公开号：US20160228581A1

  公开（公告）日：2016-08-11

  Provided are macrocyclic compounds and iron or cobalt coordinated macrocyclic compounds. The compounds can be used as MRI contrast agents. Certain compounds are redox active and can be used to assess the biological redox status of a sample.

  提供的是大环化合物以及铁或钴配位的大环化合物。这些化合物可以用作MRI对比剂。某些化合物是氧化还原活性的，可以用于评估样品的生物氧化还原状态。
• Macrocycles, cobalt and iron complexes of same, and methods of making and using same
  申请人：The Research Foundation for The State University of New York

  公开号：US10960088B2

  公开（公告）日：2021-03-30

  Provided are macrocyclic compounds and iron or cobalt coordinated macrocyclic compounds. The compounds can be used as MRI contrast agents. Certain compounds are redox active and can be used to assess the biological redox status of a sample.

  本文提供了大环化合物和铁或钴配位大环化合物。这些化合物可用作核磁共振成像造影剂。某些化合物具有氧化还原活性，可用于评估样本的生物氧化还原状态。
• Imaging contrast agents and uses thereof
  申请人：Morrow Janet R.

  公开号：US11246949B2

  公开（公告）日：2022-02-15

  Provided are macrocyclic compounds having a macrocyclic core which has at least one macrocyclic donor and at least one pendant group which has at least one donor group. The macrocyclic compounds can be complexed to Fe(II) and Ni(II). The macrocyclic compounds can be used in imaging methods. For example, the compounds can be used MRI paraCEST contrast agents.

  所提供的大环化合物具有一个大环核心，该核心具有至少一个大环供体，以及至少一个具有至少一个供体基团的悬垂基团。这些大环化合物可与 Fe(II) 和 Ni(II) 复配。大环化合物可用于成像方法。例如，这些化合物可用于核磁共振对位CEST造影剂。
• [EN] IMAGING CONTRAST AGENTS AND USES THEREOF<br/>[FR] PRODUITS DE CONTRASTE POUR IMAGERIE ET UTILISATIONS DE CEUX-CI
  申请人：UNIV NEW YORK STATE RES FOUND

  公开号：WO2012155076A2

  公开（公告）日：2012-11-15

  Provided are macrocyclic compounds having a macrocyclic core which has at least one macrocyclic donor and at least one pendant group which has at least one donor group. The macrocyclic compounds can be complexed to Fe(II) and Ni(II). The macrocyclic compounds can be used in imaging methods. For example, the compounds can be used MRI paraCEST contrast agents.