di-tert-butyl 2,2'-(7-(1-(benzhydryloxy)-1-oxodecan-2-yl)-1,4,7-triazonane-1,4-diyl)diacetate | 1261060-08-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: di-tert-butyl 2,2'-(7-(1-(benzhydryloxy)-1-oxodecan-2-yl)-1,4,7-triazonane-1,4-diyl)diacetate
• CAS: 1261060-08-5
• 化学式: C₄₁H₆₃N₃O₆
• 分子量: 693.968
• InChiKey: CYPCAVUXKLTRED-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.04
• 重原子数：
  50.0
• 可旋转键数：
  16.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  88.62
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  di-tert-butyl 2,2'-(7-(1-(benzhydryloxy)-1-oxodecan-2-yl)-1,4,7-triazonane-1,4-diyl)diacetate 在 palladium 10% on activated carbon 、 甲酸铵 作用下， 以 乙醇 为溶剂， 生成 2-(4,7-bis(2-(tert-butoxy)-2-oxoethyl)-1,4,7-triazonan-1-yl)decanoic acid
  参考文献：
  名称：

  Gallium labeled NOTA-based conjugates for peptide receptor-mediated medical imaging

  摘要：

  We report a straightforward and efficient synthetic strategy for the synthesis of three model glycine-arginine-glycine-aspartic acid-glycine (GRGDG) conjugates based on derivatives of NOTA and of their Ga(III) complexes targeted to the integrin alpha(v)beta(3) receptor. Ga-71 NMR spectroscopy showed that the Ga(III)-labeled conjugates are highly stable in aqueous solution. The Ga-67-labeled conjugates proved to have high kinetic stability and showed a weak but specific binding to the receptors in a U87MG-glioblastoma cell line. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.10.059
• 作为产物：
  描述：

  二苯甲酮腙 在 potassium carbonate 、 sodium sulfate 、 potassium hydroxide 、 mercury(II) oxide 作用下， 以 乙醚 、 乙醇 、 丙酮 、 乙腈 为溶剂， 反应 28.25h， 生成 di-tert-butyl 2,2'-(7-(1-(benzhydryloxy)-1-oxodecan-2-yl)-1,4,7-triazonane-1,4-diyl)diacetate
  参考文献：
  名称：

  Triaza-based amphiphilic chelators: Synthetic route, in vitro characterization and in vivo studies of their Ga(III) and Al(III) chelates

  摘要：

  Radiogallium chelates are important for diagnostic imaging in nuclear medicine (PET (positron emission tomography) and gamma-scintigraphy). Micelles are adequate colloidal vehicles for the delivery of therapeutic and diagnostic agents to organs and tissues. In this paper we describe the synthesis and in vitro and in vivo studies of a series of micelles-forming Ga(III) chelates targeted for the liver. The amphiphilic ligands are based on NOTA (NOTA = 1,4,7-triazacyclonoane-N,N'N ''-triacetic acid) and bear a alpha-alkyl chain in one of the pendant acetate arms (the size of the chain changes from four to fourteen carbon atoms). A multinuclear NMR study (H-1, C-13, Al-27 and Ga-71) gave some insights into the structure and dynamics of the metal chelates in solution, consistent with their rigidity and octahedral or pseudo-octahedral geometry. The critical micellar concentration of the chelates was determined using a fluorescence method and Al-27 NMR spectroscopy (Al (III) was used as a surrogate of Ga(III)), both showing similar results and suggesting that the chelates of NOTAC6 form pre-micellar aggregates. The logP (octanol-water) determination showed enhancement of the lipophilic character of the Ga(III) chelates with the increase of the number of carbons in the alpha-alkyl chain. Biodistribution and gamma-scintigraphic studies of the Ga-67(III) labeled chelates were performed on Wistar rats, showing higher liver uptake for [Ga-67](NOTAC8) in comparison to [Ga-67](NOTAC6), consistent with a longer alpha-alkyl chain and a higher lipophilicity. After 24 h both chelates were completely cleared off from the tissues and organs with no deposition in the bones and liver/spleen. [Ga-67](NOTAC8) showed high kinetic stability in blood serum. (c) 2010 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.jinorgbio.2010.06.002