1,4,7,10-tetrakis-((S)-2-hydroxypropyl)-1,4,7,10-tetraazacyclododecane

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1,4,7,10-tetrakis-((S)-2-hydroxypropyl)-1,4,7,10-tetraazacyclododecane
• 英文别名: (S,S,S,S)-(-)-1,4,7,10-Tetrakis(2-hydroxypropyl)-1,4,7,10-tetraazacyclododecane；(1S,45,75,10S)-1,4,7,10-tetrakis(2-hydroxypropyl)-1,4,7,10-tetraazacyclododecane；1,4,7,10-tetrakis-(2S-hydroxypropyl)-1,4,7,10-tetraazacyclodecane；(1S,4S,7S,10S)-1,4,7,10-tetrakis(2-hydroxypropyl)-1,4,7,10-tetraazacyclododecane；(1s,4s,7s,10s)-1,4,7,10-Tetrakis(2-hydroxypropyl)-1,4,7,10-tetraazacyclododecane；(2S)-1-[4,7,10-tris[(2S)-2-hydroxypropyl]-1,4,7,10-tetrazacyclododec-1-yl]propan-2-ol
• 化学式: C₂₀H₄₄N₄O₄
• 分子量: 404.594
• InChiKey: JHOCPWZBWNMPDD-MUGJNUQGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  93.9
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1,4,7,10-tetrakis-((S)-2-hydroxypropyl)-1,4,7,10-tetraazacyclododecane 在 sodium tetrahydroborate 作用下， 以 异丙醇 为溶剂， 反应 1.0h， 以27%的产率得到
  参考文献：
  名称：

  Supramolecular Synthesis through Dihydrogen Bonds: Self-Assembly of Controlled Architectures from NaBH4⋅Poly(2-hydroxyethyl)cyclen Building Blocks

  摘要：

  A systematic investigation of molecular structures/supramolecular organization relationships in dihydrogen-bonded complexes comprising NaBH, and poly-2-hydroxyethyl-cyclen (poly-HEC) building blocks is reported. Like in the prototype compound 1, a (NaBH4-poly-HEC)(2) dimeric arrangement has been found in the analogous structures 3 and 5. but not in compound 2. which lacks dihydrogen bonds. The exact connectivity of the dimers is determined by a complex interplay of noncovalent interactions such as OH (...) HB dihydrogen bonds, OH (...) O conventional hydrogen bonds, Na-O and Na-N coordinative bonds, and dispersion interactions. The persistent recurrence of this general supramolecular motif permits controlled assembly of extended networks with desired architectures, by the use of appropriate spacers for linking the dimers, as demonstrated by the solid-state structure of 7. Additionally, the intrinsic solid-state reactivity of these dihydrogen-bonded networks makes this approach a promising strategy for the rational construction of functional extended covalent solids.

  DOI：

  10.1002/1521-3765(20020104)8:1<302::aid-chem302>3.0.co;2-k
• 作为产物：
  描述：

  轮环藤宁 、 S-环氧丙烷 反应 72.0h， 以42%的产率得到1,4,7,10-tetrakis-((S)-2-hydroxypropyl)-1,4,7,10-tetraazacyclododecane
  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

文献信息

• Cerium(III), Europium(III), and Ytterbium(III) Complexes with Alcohol Donor Groups as Chemical Exchange Saturation Transfer Agents for MRI
  作者：Ching-Hui Huang、Janet R. Morrow

  DOI：10.1021/ic900696f

  日期：2009.8.3

  4,7,10-tetrakis(2-hydroxyethyl)-1,4,7,10-tetraazacyclododecane (THED) and (1S,4S,7S,10S)-1,4,7,10-tetrakis(2-hydroxypropyl)-1,4,7,10-tetraazacyclododecane (S-THP) were studied as chemical exchange saturation transfer (CEST) agents for magnetic resonance imaging (MRI) applications. The four hyperfine-shifted alcohol protons of these Ln(III) complexes gave rise to a single 1H resonance in wet d3-acetonitrile

  大环 1,4,7,10-四(2-羟乙基)-1,4,7,10-四氮杂环十二烷 ( THED ) 和 (1 S ,4 S ,7 S ,10 S )-1 的镧系元素 (III) 络合物,4,7,10-四(2-羟丙基)-1,4,7,10-四氮杂环十二烷 ( S-THP ) 作为化学交换饱和转移 (CEST) 剂被研究用于磁共振成像 (MRI) 应用。这些 Ln(III) 复合物的四个超精细位移醇质子在湿d 3 中产生了单个1 H 共振-乙腈与本体水共振 (Δω) 分离 8 ppm (Ce)、2 ppm (Nd)、7 ppm (Eu) 或 17 ppm (Yb)。在低水浓度 (<1%) 下，除了 Nd(III) 外，所有 Ln( THED ) 3+或 Ln( S-THP ) 3+复合物均观察到对应于醇质子的 CEST 峰。在 100% 缓冲水溶液中，Eu(III)、Ce(III) 和 Yb(III)
• Co(<scp>ii</scp>) complexes of tetraazamacrocycles appended with amide or hydroxypropyl groups as paraCEST agents
  作者：Jaclyn J. Raymond、Samira M. Abozeid、Gregory E. Sokolow、Christopher J. Bond、Constance E. Yap、Alexander Y. Nazarenko、Janet R. Morrow

  DOI：10.1039/d3dt01572f

  日期：——

  complex with all pendants bound. Co(II) complexes of CYCLEN derivatives show CEST effects of low intensity that are assigned to NH or OH groups of the pendants. One complex, [Co(DHP)]2+, shows a highly-shifted CEST peak at 113 ppm versus bulk water, attributed to OH protons. However, the CEST effect is largest for two Co(II) CYCLAM-based complexes with coordinated amide groups that undergo NH proton exchange

  研究了 1,4,7,10-四氮杂环十二烷 (CYCLEN) 或 1,4,8,11-四氮杂环十四烷 (CYCLAM) 与 2-羟丙基或氨基甲酰甲基（酰胺）侧链的Co( II ) 配合物，旨在开发顺磁性化学物质交换饱和转移（paraCEST）代理。单晶X射线衍射研究表明，两个与六齿配体的配位阳离子[Co(DHP)] 2+和[Co(BABC)] 2+形成六配位络合物；而具有潜在八齿配体的两个基于 CYCLEN 的配合物 [Co(THP)] 2+和 [Co(HPAC)] 2+是七配位的，四个侧基中只有三个与金属中心结合。1这些配合物的 1H NMR 谱表明，六配位配合物在水溶液中以单一异构体的形式存在。对于固态七配位配合物，其中一种在NMR时间尺度上在水溶液中具有高度流动性([Co(HPAC)] 2+ )，而[Co(THP)] 2+的NMR谱为与所有吊坠绑定的八坐标复合体一致。CYCLEN 衍生物的Co(
• Chin, K. O. Aileen; Morrow, Janet R.; Lake, Charles H., Inorganic Chemistry, 1994, vol. 33, # 4, p. 656 - 664
  作者：Chin, K. O. Aileen、Morrow, Janet R.、Lake, Charles H.、Churchill, Melvyn Rowen

  DOI：——

  日期：——
• Synthesis and structure of a complex of bismuth(III) with a nitrogen donor macrocycle
  作者：Robert Luckay、Joseph H. Reibenspies、Robert D. Hancock

  DOI：10.1039/c39950002365

  日期：——

  The synthesis and structure of the first example of a bismuth(III) complex of a nitrogen donor macrocycle is reported, with the pendant-donor cyclen-based tetraaza macrocycle 1,4,7,10-tetrakis[(S)-2-hydroxypropyl]-1,4,7,10-tetraazacyclo-dodecane; the complex is eight-coordinate with approximately square antiprismatic coordination geometry.
• [EN] MACROCYCLES, COBALT AND IRON COMPLEXES OF SAME, AND METHODS OF MAKING AND USING SAME<br/>[FR] MACROCYCLES, COMPLEXES DE COBALT ET DE FER DE CEUX-CI, ET PROCÉDÉS DE PRÉPARATION ET D'UTILISATION CORRESPONDANTS
  申请人：RES FOUNDATION FOR THE STATE UNIVERSITY OF NEW YORK UNIVERSITY AT BUFFALO

  公开号：WO2015038943A1

  公开（公告）日：2015-03-19

  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。