6-iodo-2-[4-(4-trimethylsilyl-1H-1,2,3,-triazole-1-yl)phenyl]imidazo[1,2-a]pyridine | 1414534-07-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 6-iodo-2-[4-(4-trimethylsilyl-1H-1,2,3,-triazole-1-yl)phenyl]imidazo[1,2-a]pyridine
• 英文别名: [1-[4-(6-iodoimidazo[1,2-a]pyridin-2-yl)phenyl]triazol-4-yl]-trimethylsilane
• CAS: 1414534-07-8
• 化学式: C₁₈H₁₈IN₅Si
• 分子量: 459.364
• InChiKey: YMXHOFJMHQMLNB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.73
• 重原子数：
  25.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  48.01
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  6-iodo-2-[4-(4-trimethylsilyl-1H-1,2,3,-triazole-1-yl)phenyl]imidazo[1,2-a]pyridine 在 四(三苯基膦)钯 、 四丁基氟化铵 、 三乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 反应 25.5h， 生成 2-[4-(1H-1,2,3,-triazole-1-yl)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
• 作为产物：
  描述：

  4-叠氮苯甲酰甲基溴 在 copper(ll) sulfate pentahydrate 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 6.08h， 生成 6-iodo-2-[4-(4-trimethylsilyl-1H-1,2,3,-triazole-1-yl)phenyl]imidazo[1,2-a]pyridine
  参考文献：
  名称：

  RADIOACTIVE IODINE LABELED COMPOUND HAVING AFFINITY FOR AMYLOID

  摘要：

  公开号：

  EP2716641B1

文献信息

• NOVEL COMPOUND HAVING AFFINITY FOR AMYLOID
  申请人：Okumura Yuki

  公开号：US20140228569A1

  公开（公告）日：2014-08-14

  A compound that is effective as a diagnostic imaging probe that targets amyloid including is represented by the following formula (1), or salt thereof: wherein R 1 is a radioactive halogen substituent, A 1 and A 2 independently represent CH or N. A diagnostic agent for Alzheimer's disease includes the compound represented by the above formula or a salt thereof. The above compound and the above diagnostic agent for Alzheimer's disease transfer into brain after administration, and indicate good accumulation on amyloid deposited in the brain.

  一种有效的诊断成像探针化合物，可靶向淀粉样物质，包括以下式子（1）或其盐：其中R1是放射性卤素取代基，A1和A2独立地表示CH或N。 用于阿尔茨海默病的诊断剂包括上述式子所表示的化合物或其盐。 上述化合物和上述用于阿尔茨海默病的诊断剂在给药后转移到大脑，并在大脑中沉积的淀粉样物质上表现出良好的积累。
• Compound having affinity for amyloid
  申请人：Okumura Yuki

  公开号：US09149546B2

  公开（公告）日：2015-10-06

  A compound that is effective as a diagnostic imaging probe that targets amyloid including is represented by the following formula (1), or salt thereof: wherein R1 is a radioactive halogen substituent, A1 and A2 independently represent CH or N. A diagnostic agent for Alzheimer's disease includes the compound represented by the above formula or a salt thereof. The above compound and the above diagnostic agent for Alzheimer's disease transfer into brain after administration, and indicate good accumulation on amyloid deposited in the brain.

  一种能够定位淀粉样蛋白的诊断成像探针的有效化合物，其化学式（1）或其盐如下：其中，R1代表放射性卤素取代基，A1和A2分别代表CH或N。一种用于阿尔茨海默病的诊断试剂包括上述化合物或其盐。上述化合物和上述用于阿尔茨海默病的诊断试剂在给药后进入大脑，并在大脑中沉积的淀粉样蛋白上表现出良好的积累。