1,4,7,10-四氮杂环十二烷-1-乙酸,1,1-二甲基乙基酯 | 137145-75-6

• 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-乙酸,1,1-二甲基乙基酯
• 英文名称: t-butyl 2-(1,4,7,10-tetraazacyclododecan-1-yl) acetate
• 英文别名: tert-Butyl 1,4,7,10-tetraazacyclododecan-1-ylacetate；1-tert-butoxycarbonyl-1,4,7,10-tetraazacyclododecane；1-(carbo-[1,1-dimethyl]ethoxymethyl)-1,4,7,10-tetraazacyclododecane；t-butyl cyclen-N-monoacetate；1,4,7,10-tetraazacyclododecane-1-acetic acid (1,1-dimethylethyl) ester；tert-butyl 2-(1,4,7,10-tetraazacyclododecan-1-yl)acetate；1,4,7,10-Tetraazacyclododecane-1-acetic acid, 1,1-dimethylethyl ester；tert-butyl 2-(1,4,7,10-tetrazacyclododec-1-yl)acetate
• CAS: 137145-75-6
• 化学式: C₁₄H₃₀N₄O₂
• 分子量: 286.418
• InChiKey: CSKOCUPUEKOSOU-UHFFFAOYSA-N

物化性质

• 沸点：
  409.3±40.0 °C(Predicted)
• 密度：
  0.957±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  65.6
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1,4,7,10-四氮杂环十二烷-1-乙酸,1,1-二甲基乙基酯 在 caesium carbonate 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙腈 为溶剂， 反应 14.0h， 生成
  参考文献：
  名称：

  A ratiometric and non-enzymatic luminescence assay for uric acid: differential quenching of lanthanide excited states by anti-oxidants

  摘要：

  一种常见大环配体的铽和铕络合物的激发态优先被尿酸阴离子的电子转移所淬灭，从而产生了一种测量生物液体中尿酸的新检测方法。

  DOI：

  10.1039/b611259e
• 作为产物：
  描述：

  在 caesium carbonate 作用下， 生成 1,4,7,10-四氮杂环十二烷-1-乙酸,1,1-二甲基乙基酯
  参考文献：
  名称：

  Straightforward and mild deprotection methods of N-mono- and N,N-functionalised bisaminal cyclens

  摘要：

  Strategic removal of the bisaminal bridge of N-mono- and N-1,N-7-difunctionalised cyclen glyoxal derivatives was carried out via transamination processes with vicinal diamines. These procedures were found to be particularly well-suited for cyclen targets bearing sensitive groups. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.04.021

文献信息

• Amphipatic polycarboxylic chelates and complexes with paramagnetic metals as MRI contrast agents
  申请人：Bracco International B.V.

  公开号：US06342598B1

  公开（公告）日：2002-01-29

  Substituted polycarboxylic ligand molecules and corresponding metal complexes of said ligands, preferably paramagnetic metals complexes for generating responses in the field of magnetic resonance imaging (MRI). The paramagnetic complexes of the polycarboxylic ligands possess advantageous tensioactive properties and are useful as MRI contrast media in formulations for investigating the blood pool.

  替代聚羧酸配体分子及其相应的金属配合物，最好是具有顺磁金属配合物，用于在磁共振成像（MRI）领域中产生响应。这些聚羧酸配体的顺磁配合物具有有利的表面活性性质，并且在用于研究血液池的配方中作为MRI对比介质非常有用。
• [EN] SELF-ASSEMBLING MOLECULES THAT ACCUMULATE IN ACIDIC TUMOR MICROENVIRONMENTS<br/>[FR] MOLÉCULES À AUTO-ASSEMBLAGE QUI S'ACCUMULENT DANS DES MICROENVIRONNEMENTS TUMORAUX ACIDES
  申请人：OHIO STATE INNOVATION FOUNDATION

  公开号：WO2016022987A1

  公开（公告）日：2016-02-11

  Disclosed are compositions that contain a plurality of biocompatible self-assembling molecules that transform from isolated molecules or spherical micelles while in blood serum into cylindrical nanofibers in the acidic extracellular environment of tumors, which can be used to achieve a higher relative concentration of imaging, drug delivery, or radiotherapeutic agents at the tumor site compared to non-tumor tissues. This transition is rapid and reversible, indicating the system is in thermodynamic equilibrium.

  披露的是含有多种生物相容性自组装分子的组合物，这些分子在血清中从孤立分子或球形胶束转变为在肿瘤酸性细胞外环境中的柱状纳米纤维，可用于在肿瘤部位实现相对较高浓度的成像、药物输送或放射治疗剂，相比非肿瘤组织。这种转变是快速且可逆的，表明系统处于热力学平衡状态。
• [EN] DOTAM DERIVATIVES FOR THERAPEUTIC USE<br/>[FR] DÉRIVÉS DE DOTAM À USAGE THÉRAPEUTIQUE
  申请人：SANOFI SA

  公开号：WO2015075699A1

  公开（公告）日：2015-05-28

  The present invention relates to A compound of the formula I, in any of their stereoisomeric forms or a mixture of stereoisomeric forms in any ratio, and the pharmaceutically acceptable salts thereof, (I) wherein M is absent or present and a positively charged metal ion out of the group Gd, Yb, Mn, Cr, Cu, Fe, Pr, Nd, Sm, Tb, Yb, Dy, Ho, Er, Eu, Ga, 68Ga, 64Cu, 99mTc, 177Lu, 67Ga, 111In, 99Mo; and A1, A2, A3 and A4; L1, L2, L3 and L4; Y1, Y2, Y3 and Y4; Z1, Z2, Z3 and Z4 have the meanings indicated in the claims. The compounds of the formula I are valuable pharmacologically active compounds and are suitable for the treatment of osteoarthritis. The invention furthermore relates to processes for the preparation of the compounds of the formula I, their use as pharmaceuticals, and pharmaceutical compositions comprising them.

  本发明涉及公式I的化合物，其具有任何立体异构形式或任何比例的立体异构形式的混合物，以及其药学上可接受的盐，其中M不存在或存在，并且是来自组Gd、Yb、Mn、Cr、Cu、Fe、Pr、Nd、Sm、Tb、Yb、Dy、Ho、Er、Eu、Ga、68Ga、64Cu、99mTc、177Lu、67Ga、111In、99Mo中的一种正电荷金属离子；以及A1、A2、A3和A4；L1、L2、L3和L4；Y1、Y2、Y3和Y4；Z1、Z2、Z3和Z4在索权中指示的含义。公式I的化合物是有价值的药理活性化合物，适用于治疗骨关节炎。此外，该发明还涉及公式I的化合物的制备方法，它们作为药物的用途，以及包含它们的药物组合物。
• Magnetoluminescent Agents for Dual MRI and Time‐Gated Fluorescence Imaging
  作者：Eric D. Smolensky、Yue Zhou、Valérie C. Pierre

  DOI：10.1002/ejic.201200045

  日期：2012.4

  respectively), rendering them ideal for time-gated luminescence spectroscopy and confocal imaging – a feature currently unexplored in multimodal imaging agents. Additionally, the 5 ± 1 nm magnetite nanoparticles, with their permeable PEG coating and stable dopamide anchor, render the two constructs efficient MRI contrast agents with longitudinal (r1) and transverse (r2) relaxivities of 9.8 mM–1Fe s–1 and 98

  介绍了用于通过 MRI 和时间门控共聚焦显微镜进行双重成像的两种发光氧化铁纳米粒子的合成和性质。这些磁等离子体剂由大环铽配合物组成，它们通过聚乙二醇连接体与磁铁矿纳米颗粒共轭。研究了两种大环铽配合物：Tb-DOTAm-(Phen)3 和 Tb-DOTAm-(乙炔)3。两种配合物都显示出镧系元素特有的长发光寿命（分别为 0.8 ms 和 1.3 ms），使其成为时间门控发光光谱和共聚焦成像的理想选择——这是目前在多模态成像剂中尚未探索的特征。此外，5 ± 1 nm 磁铁矿纳米粒子，具有可渗透的 PEG 涂层和稳定的多巴胺锚，
• Sensitized terbium(iii) macrocyclic-phthalimide complexes as luminescent pH switches
  作者：Gaoyun Chen、Nicholas J. Wardle、Jason Sarris、Nicholas P. Chatterton、S. W. Annie Bligh

  DOI：10.1039/c3dt51236c

  日期：——

  Four new macrocyclic-phthalimide ligands were synthesised via the coupling of N-(3-bromopropyl)phthalimide either to cyclen (1,4,7,10-tetraazacyclododecane) itself or its carboxylate-functionalized analogues, and photophysical studies were carried out on their corresponding Tb(III) complexes in aqueous media as a function of pH. Luminescence intensities of Tb·L1a1a–Tb·L3a3a were in ‘switched off’ mode under acidic conditions (pH < 4), and were activated on progression to basic conditions as the phthalimido functions therein were hydrolysed to their corresponding phthalamates Tb·L1b1b1b–Tb·L3b3b3b. Emission of phthalamate-based macrocyclic Tb(III) complexes Tb·L1b1b1b–Tb·L3b3b3b was in ‘switched on’ mode between pH 4 and 11, exhibiting high quantum yields (Φ) and long lifetimes (τ) of the order of milliseconds at pH ∼ 6. Tb(III) emissions were found to decline with increasing number of chromophores. The values of Φ and τ were 46% and 2.4 ms respectively for Tb·L1b1b at pH ∼ 6 when activated. This is the best pH-dependent sensor based on a Tb(III) complex reported to date, benefiting from the macrocyclic architecture of the ligand.

  通过将 N-(3-溴丙基)邻苯二甲酰亚胺与环烯（1,4,7,10-四氮杂环十二烷）本身或其羧基功能化类似物偶联，合成了四种新的大环邻苯二甲酰亚胺配体。在酸性条件下（pH < 4），Tb-L1a1a-Tb-L3a3a 的发光强度处于 "关闭 "模式，而在碱性条件下，当其中的邻苯二甲酰亚氨基官能团水解为相应的邻苯二甲酸盐 Tb-L1b1b1b-Tb-L3b3b 时，发光强度被激活。邻苯二甲酸酯基大环 Tb(III) 复合物 Tb-L1b1b1b-Tb-L3b3b3b 的发射在 pH 值为 4 到 11 之间处于 "开启 "模式，在 pH 值为 ∼ 6 时表现出高量子产率（Φ）和长寿命（τ），约为几毫秒。研究发现，随着发色团数量的增加，锑（III）的排放量也在下降。在 pH 值为 6 时，Tb-L1b1b 激活后的Φ和τ值分别为 46%和 2.4 毫秒。得益于配体的大环结构，这是迄今为止报道的基于锑（III）复合物的最佳 pH 依赖性传感器。