N,N-dimethyl-4-[1-(4-tributylstannylphenyl)-1H-1,2,3-triazol-4-yl]benzenamine | 946052-58-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N,N-dimethyl-4-[1-(4-tributylstannylphenyl)-1H-1,2,3-triazol-4-yl]benzenamine
• 英文别名: N,N-dimethyl-4-[1-(4-tributylstannylphenyl)triazol-4-yl]aniline
• CAS: 946052-58-0
• 化学式: C₂₈H₄₂N₄Sn
• 分子量: 553.378
• InChiKey: RCJRJLYEZKBHSR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.06
• 重原子数：
  33
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  34
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N,N-dimethyl-4-[1-(4-tributylstannylphenyl)-1H-1,2,3-triazol-4-yl]benzenamine 在 盐酸 、 双氧水 作用下， 以 乙醇 为溶剂， 反应 0.17h， 生成 [125I]-4-(1-(4-iodophenyl)-1H-1,2,3-triazol-4-yl)-N,N-dimethylbenzenamine
  参考文献：
  名称：

  Quick Assembly of 1,4-Diphenyltriazoles as Probes Targeting β-Amyloid Aggregates in Alzheimer's Disease

  摘要：

  Accumulation of beta-amyloid aggregates (A beta) in the brain is linked to the pathogenesis of Alzheimer's disease (AD). We report a novel approach for producing 1,4-diphenyltriazoles as probes for targeting A beta aggregates in the brain. The imaging probes, a series of substituted tricyclic 1,4-diphenyltriazoles showing excellent binding affinities to A beta aggregates (K-i = 4-30 nM), were conveniently assembled by "click chemistry." Two radioiodinated probes, [I-125]10a and [I-125]10b, and two radiofluorinated probes, [F-18]17a and [F-18]17b, exhibited moderate lipophilicities and showed excellent initial brain penetrations and fast washouts from the normal mouse brain. In vitro autoradiography of postmortem AD brain sections and homogenates showed that these triazoles were binding to A beta plaques. Preliminary results strongly suggest that use of click chemistry, which led to a 1,4-diphenyltriazole-based core, is a highly convenient and flexible approach for assembling novel imaging agents for targeting A beta aggregates in senile plaques in the living human brain.

  DOI：

  10.1021/jm070467l