2-[4′-(3-hydroxypropoxy)phenyl]-6-tributylstannylimidazo[1,2-a]pyridine | 958641-84-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-[4′-(3-hydroxypropoxy)phenyl]-6-tributylstannylimidazo[1,2-a]pyridine
• 英文别名: 6-tributylstannyl-2-[4'-(3''-hydroxypropoxy)phenyl]imidazo[1,2-a]pyridine；3-[4-(6-Tributylstannylimidazo[1,2-a]pyridin-2-yl)phenoxy]propan-1-ol
• CAS: 958641-84-4
• 化学式: C₂₈H₄₂N₂O₂Sn
• 分子量: 557.364
• InChiKey: MNICSAISFYMXCH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.82
• 重原子数：
  33
• 可旋转键数：
  15
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  46.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-[4′-(3-hydroxypropoxy)phenyl]-6-tributylstannylimidazo[1,2-a]pyridine 在 盐酸 、 sodium iodide 、 双氧水 、 sodium iodide 作用下， 以 甲醇 、 水 、 二甲基亚砜 为溶剂， 反应 0.17h， 生成 2-[4'-(3''-hydroxypropoxy)phenyl]-6-[123I]iodoimidazo[1,2-a]pyridine
  参考文献：
  名称：

  COMPOUND HAVING AFFINITY FOR AMYLOID

  摘要：

  公开号：

  EP2019103B1
• 作为产物：
  描述：

  2-溴-4'-羟基苯乙酮 在 四(三苯基膦)钯 、 四丁基氟化铵 、 potassium carbonate 、 三乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 31.0h， 生成 2-[4′-(3-hydroxypropoxy)phenyl]-6-tributylstannylimidazo[1,2-a]pyridine
  参考文献：
  名称：

  Design, Synthesis, and Preliminary Evaluation of SPECT Probes for Imaging β-Amyloid in Alzheimer’s Disease Affected Brain

  摘要：

  In this study, we synthesized of a series of 2phenyl- and 2-pyridyl-imidazo[1,2-a]pyridine derivatives and examine their suitability as novel probes for single-photon emission computed tomography (SPECT)-based imaging of beta-amyloid (A beta). Among the 11 evaluated compounds, 10 showed moderate affinity to A beta(1-42) aggregates, exhibiting half-maximal inhibitory concentrations (IC50) of 14.7 +/- 6.07-87.6 +/- 39.8 nM. In vitro autoradiography indicated that 1231 labeled triazole-substituted derivatives displayed highly selective binding to A beta plaques in the hippocampal region of Alzheimer's disease (AD)-affected brain. Moreover, biodistribution studies performed on normal rats demonstrated that all I-123-labeled probes featured high initial uptake into the brain followed by a rapid washout and were thus well suited for imaging A beta plaques, with the highest selectivity observed for a 1H-1,2,3-triazole-substituted 2-pyridyl-imidazopyridine derivative, [I-123]ABC577. This compound showed good kinetics in rat brain as well as moderate in vivo stability in rats and is thus a promising SPECT imaging probe for AD in clinical settings.

  DOI：

  10.1021/acschemneuro.8b00064