1,4,7,10-四氮杂环十二烷-1,7-二乙酸 | 112193-75-6

• 物质功能分类: 分析化学 - 标准品 - 药典标准品和杂质标准品
• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 1,4,7,10-四氮杂环十二烷-1,7-二乙酸
• 英文名称: 1,4,7,10-tetraazacyclododecane-1,7-diacetic acid
• 英文别名: 2-[7-(carboxylatomethyl)-1,7-diaza-4,10-diazoniacyclododec-1-yl]acetate
• CAS: 112193-75-6
• 化学式: C₁₂H₂₄N₄O₄
• 分子量: 288.347
• InChiKey: SPSJFVXUOKRIGT-UHFFFAOYSA-N

物化性质

• 沸点：
  526.4±50.0 °C(Predicted)
• 密度：
  1.146±0.06 g/cm3(Predicted)
• 溶解度：
  酸水溶液（少量溶解）、DMSO（非常少量、加热、超声处理）、水（少量溶解）

计算性质

• 辛醇/水分配系数(LogP)：
  -6.2
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  105
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1,4,7,10-四氮杂环十二烷-1,7-二乙酸 在 potassium carbonate 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.17h， 生成 6-({7-[2-(2-aminoethylamino)-2-oxoethyl]-4,10-bis(carboxymethyl)-1,4,7,10-tetraaza-1-cyclododecyl}methyl)-2-pyridinecarboxylic acid
  参考文献：
  名称：

  A High-Throughput Method To Measure Relative Quantum Yield of Lanthanide Complexes for Bioimaging

  摘要：

  Luminescent lanthanides provide a promising alternative to organic chromophores for cellular bioimaging and bioassay applications; efficacy is closely governed by their respective quantum yields. Conventionally utilized quantum-yield measurements for lanthanides are laborious and not amenable to rapid relative comparison of compound performance. Here, we introduce a high-throughput optical imaging method to determine and directly compare relative quantum yield using Cherenkov-radiation-mediated excitation of luminescent lanthanide complexes.

  DOI：

  10.1021/acs.inorgchem.9b01786
• 作为产物：
  描述：

  轮环藤宁 在 盐酸 、 N,N-二异丙基乙胺 作用下， 以 乙腈 为溶剂， 反应 44.0h， 生成 1,4,7,10-四氮杂环十二烷-1,7-二乙酸
  参考文献：
  名称：

  A general synthesis of 1,7-disubstituted 1,4,7,10-tetraazacyclododecanes

  摘要：

  1,4,7,10-四氮杂环十二烷在酸性溶液中区域选择性地与多种氯甲酸酯反应，生成1,7-二保护衍生物，这些衍生物可以被烷基化并脱保护，从而得到1,7-二取代的1,4,7,10-四氮杂环十二烷。

  DOI：

  10.1039/c39950000185

文献信息

• [EN] CATIONIC MICELLES AND METHODS FOR USING THEM<br/>[FR] MICELLES CATIONIQUES ET LEURS PROCÉDÉS D'UTILISATION
  申请人：UNIV DANMARKS TEKNISKE

  公开号：WO2020249745A1

  公开（公告）日：2020-12-17

  The present invention relates to cationic micelles, and in particular the compounds capable of forming such cationic micelles for use in cell tracking.

  本发明涉及阳离子胶束，特别是能够形成此类阳离子胶束并用于细胞追踪的化合物。
• NOVEL TETRAAZA MACROCYCLIC COMPOUND, PREPARATION METHOD THEREOF AND USE THEREOF
  申请人：Yoo Jeong Soo

  公开号：US20120219495A1

  公开（公告）日：2012-08-30

  Provided are a cross-bridged tetraaza macrocyclic compound of a novel structure that can be used, for example, as a contrast agent for diagnostic imaging or a radiopharmaceutical and a method for preparing the same. The disclosed tetraaza macrocyclic compound is able to form a stable metal complex at a lower temperature and allows easy conjugation with a bioactive substance or a chemically active substance, when compared to the existing cross-bridged tetraaza macrocyclic compounds.

  提供的是一种新结构的交桥四氮杂大环化合物，可用作诊断成像的造影剂或放射性药物，以及一种制备该化合物的方法。所披露的四氮杂大环化合物能够在较低温度下形成稳定的金属配合物，并且与生物活性物质或化学活性物质相比，易于共轭。
• Correlation of Relaxivity with Coordination Number in Six-, Seven-, and Eight-Coordinate Mn(II) Complexes of Pendant-Arm Cyclen Derivatives
  作者：Sen Wang、T. David Westmoreland

  DOI：10.1021/ic8003068

  日期：2009.1.19

  The syntheses and characterization of several complexes of Mn(II) with cyclen derivatives having variable numbers of pendant N-acetic acid or N-acetamide arms are reported. X-ray crystallographic results are presented for Mn(DOTAM)Cl2·2H2O (monoclinic C2/c, a = 18.5798(15), b = 13.6006(11), c = 10.5800(8) Å, β = 110.490(1)°, Z = 4), [Mn(DO3AM)][MnCl4]·EtOH (monoclinic P21/n, a = 8.366(8), b = 19.483(2)

  报道了 Mn(II) 与具有可变数量的N-乙酸或N-乙酰胺侧链的循环衍生物的几种复合物的合成和表征。Mn(DOTAM)Cl 2 ·2H 2 O (单斜C 2/ c , a = 18.5798(15), b = 13.6006(11), c = 10.5800(8) Å, β = 110.490) 的X 射线晶体学结果(1)°, Z = 4), [Mn(DO3AM)][MnCl 4 ]·EtOH (单斜P 2 1 / n , a = 8.366(8), b = 19.483(2), c= 16.3627(16) Å, β = 99.254(2)°, Z = 4), Mn(H 2 DOTA) (单斜C 2/ c , a = 16.374(3), b = 6.6559(13), c = 16.750(3) Å, β = 98.381(3)°, Z = 4)，分别显示 8-、7-和 6-坐标 Mn(II)。20
• Formation constants for complexes of 1,4,7,10-tetraazacyclododecane-1,7-diacetic acid and the crystal structure of its nickel(II) complex
  作者：Jennifer M. Weeks、Max R. Taylor、Kevin P. Wainwright

  DOI：10.1039/a605208h

  日期：——

  The crystal structure of the nickel(II) complex of 1,4,7,10-tetraazacyclododecane-1,7-diacetic acid (H 2 doda) has been determined. The ligand binds in a cis-octahedral fashion through the four nitrogen atoms and two carboxylate groups and dimerizes via an apparently symmetrical hydrogen bond from the non-bonding oxygen of a carboxylate group to a lone hydrogen ion originating from a perchloric acid molecule of crystallization. Carbon-13 NMR studies of the corresponding zinc(II) complex indicated that it has a similar structure. pK a Measurements for doda, at 298.2 K in 0.1 mol dm -3 NEt 4 ClO 4 , suggested that the two secondary amines are the first to protonate followed by the two carboxylates and then the two tertiary nitrogen atoms. A marked disparity in the magnitude of the pK a values for the two carboxylic groups [4.00(1) and 2.36(3)] suggests that internal hydrogen bonding between the two stabilizes one of the protons. Formation constants for some divalent metal complexes (Co, Ni, Cu, Zn, Cd or Pb) of H 2 doda have been determined. The results from this work are compared to data for analogous macrocycles having three or four carboxymethyl groups.

  1,4,7,10- 四氮杂环十二烷-1,7-二乙酸（H 2 doda）的镍（II）配合物的晶体结构已经确定。配体通过四个氮原子和两个羧基以顺式八面体方式结合，并通过一个羧基的非键氧与一个来自高氯酸结晶分子的孤氢离子之间明显对称的氢键进行二聚。在 298.2 K 的 0.1 mol dm -3 NEt 4 ClO 4 中测量多达的 pK a 表明，两个仲胺首先质子化，然后是两个羧基，最后是两个三级氮原子。两个羧基的 pK a 值[4.00(1) 和 2.36(3)]明显不同，这表明两者之间的内部氢键稳定了其中一个质子。我们还测定了 H 2 多达的一些二价金属复合物（钴、镍、铜、锌、镉或铅）的形成常数。这项工作的结果与具有三个或四个羧甲基的类似大环的数据进行了比较。
• [EN] COMPOUNDS, COMPOSITIONS AND ASSOCIATED METHODS USING ZIRCONIUM-89 IN IMMUNO-POSITRON EMISSION TOMOGRAPHY<br/>[FR] COMPOSÉS, COMPOSITIONS ET PROCÉDÉS ASSOCIÉS METTANT EN ŒUVRE DU ZIRCONIUM-89 DANS L'IMMUNO-TOMOGRAPHIE PAR ÉMISSION DE POSITRONS
  申请人：UNIV WAKE FOREST

  公开号：WO2017161356A1

  公开（公告）日：2017-09-21

  Disclosed are novel compounds, complexes, compositions and methods using Zirconium-89 combined with azamacrocyclic chelators in connection with PET. The compositions and methods should provide better diagnostic, prognostic and therapeutic oncology treatments relative to the presently available chelator compositions due to a variety of superior properties of the disclosed compositions. The present invention also relates to a superior method of making these compounds, complexes, compositions that allows one to make compounds/complexes (and thus, compositions) that were previously unattainable.

  揭示了一种新型化合物、络合物、组合物和使用锆-89与氮杂大环螯合剂结合的方法，涉及PET。这些组合物和方法应该相对于目前可用的螯合剂组合物提供更好的诊断、预后和治疗肿瘤学治疗，因为揭示的组合物具有多种优越性能。本发明还涉及一种制备这些化合物、络合物、组合物的优越方法，使得可以制备以前无法获得的化合物/络合物（因此，组合物）。