tert-butyl 2-((5-(4-((1E,4E)-5-(4-(dimethylamino)phenyl)-3-oxopenta-1,4-dienyl)phenoxy)pentyl)(2-(tritylthio)ethyl)amino)ethyl(2-(tritylthio)ethyl)carbamate | 1444512-42-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: tert-butyl 2-((5-(4-((1E,4E)-5-(4-(dimethylamino)phenyl)-3-oxopenta-1,4-dienyl)phenoxy)pentyl)(2-(tritylthio)ethyl)amino)ethyl(2-(tritylthio)ethyl)carbamate
• 英文别名: tert-butyl N-[2-[5-[4-[(1E,4E)-5-[4-(dimethylamino)phenyl]-3-oxopenta-1,4-dienyl]phenoxy]pentyl-(2-tritylsulfanylethyl)amino]ethyl]-N-(2-tritylsulfanylethyl)carbamate
• CAS: 1444512-42-8
• 化学式: C₇₃H₇₉N₃O₄S₂
• 分子量: 1126.58
• InChiKey: GBDDNDQOXGGVSN-CMYVUFFQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  16.8
• 重原子数：
  82
• 可旋转键数：
  31
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  113
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  tert-butyl 2-((5-(4-((1E,4E)-5-(4-(dimethylamino)phenyl)-3-oxopenta-1,4-dienyl)phenoxy)pentyl)(2-(tritylthio)ethyl)amino)ethyl(2-(tritylthio)ethyl)carbamate 在 三乙基硅烷 、 三氟乙酸 、 C₃₆H₃₀Cl₃OP₂Re⁽²⁺⁾ 、 sodium acetate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 4.25h， 以29.6%的产率得到(1E,4E)-1-(4-(dimethylamino)phenyl)-5-(4-(5-((2-mercaptoethyl)(2-(2-mercaptoethylamino)ethyl)amino)pentyloxy)phenyl)penta-1,4-dien-3-one-rhenium (V) oxide
  参考文献：
  名称：

  99mTc-labeled dibenzylideneacetone derivatives as potential SPECT probes for in vivo imaging of β-amyloid plaque

  摘要：

  Four Tc-99m-labeled dibenzylideneacetone derivatives and corresponding rhenium complexes were successfully synthesized and biologically evaluated as potential imaging probes for A beta plaques using SPECT. All rhenium complexes (5a-d) showed affinity for A beta((1-42)) aggregates (K-i = 13.6-120.9 nM), and selectively stained the A beta plaques on brain sections of transgenic mice. Biodistribution in normal mice revealed that [Tc-99m]5a-d exhibited moderate initial uptake (0.31%-0.49% ID/g at 2 min) and reasonable brain washout at 60 min post-injection. Although additional optimizations are still needed to facilitate it's penetration through BBB, the present results indicate that [Tc-99m]5a may be a potential SPECT probe for imaging A beta plaques in Alzheimer's brains. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.03.057
• 作为产物：
  描述：

  4-((5-bromopentyl)oxy)benzaldehyde 在 sodium methylate 、 potassium carbonate 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 48.0h， 生成 tert-butyl 2-((5-(4-((1E,4E)-5-(4-(dimethylamino)phenyl)-3-oxopenta-1,4-dienyl)phenoxy)pentyl)(2-(tritylthio)ethyl)amino)ethyl(2-(tritylthio)ethyl)carbamate
  参考文献：
  名称：

  99mTc-labeled dibenzylideneacetone derivatives as potential SPECT probes for in vivo imaging of β-amyloid plaque

  摘要：

  Four Tc-99m-labeled dibenzylideneacetone derivatives and corresponding rhenium complexes were successfully synthesized and biologically evaluated as potential imaging probes for A beta plaques using SPECT. All rhenium complexes (5a-d) showed affinity for A beta((1-42)) aggregates (K-i = 13.6-120.9 nM), and selectively stained the A beta plaques on brain sections of transgenic mice. Biodistribution in normal mice revealed that [Tc-99m]5a-d exhibited moderate initial uptake (0.31%-0.49% ID/g at 2 min) and reasonable brain washout at 60 min post-injection. Although additional optimizations are still needed to facilitate it's penetration through BBB, the present results indicate that [Tc-99m]5a may be a potential SPECT probe for imaging A beta plaques in Alzheimer's brains. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.03.057