6-iodo-2-[2-(1H-1,2,4-triazole-1-yl)pyridine-5-yl]imidazo[1,2-a]pyridine | 1416588-89-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 6-iodo-2-[2-(1H-1,2,4-triazole-1-yl)pyridine-5-yl]imidazo[1,2-a]pyridine
• 英文别名: 6-iodo-2-[2-(2H-1,2,4-triazol-2-yl)pyridin-5-yl]imidazo[1,2-a]-pyridine；6-iodo-2-[6-(1,2,4-triazol-1-yl)pyridin-3-yl]imidazo[1,2-a]pyridine
• CAS: 1416588-89-0
• 化学式: C₁₄H₉IN₆
• 分子量: 388.17
• InChiKey: URHDZRICHKCMEZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  60.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-iodo-2-[2-(1H-1,2,4-triazole-1-yl)pyridine-5-yl]imidazo[1,2-a]pyridine 、 六正丁基二锡 在 四(三苯基膦)钯 、 三乙胺 作用下， 以 1,4-二氧六环 为溶剂， 反应 16.0h， 以47 mg的产率得到2-[2-(1H-1,2,4,-triazole-1-yl)pyridine-5-yl]-6-tributylstannylimidazo[1,2-a]pyridine
  参考文献：
  名称：

  NOVEL COMPOUND WITH AMYLOID AFFINITY

  摘要：

  由以下公式（1）表示的化合物，或其盐：其中R1是放射性卤素取代基，A1、A2、A3和A4中的0至2个代表N，其余代表—(CH)—，作为靶向淀粉样物的诊断成像探针具有有效性。 一种用于阿尔茨海默病的诊断试剂包含上述公式（1）表示的化合物或其盐。 在向患者施用后，该化合物和用于阿尔茨海默病的诊断试剂转移到患者的大脑，并显示在大脑中沉积的淀粉上有良好的积累。

  公开号：

  US20140121377A1
• 作为产物：
  描述：

  在 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 5.0h， 生成 6-iodo-2-[2-(1H-1,2,4-triazole-1-yl)pyridine-5-yl]imidazo[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

文献信息

• Compound with amyloid affinity
  申请人：Okumura Yuki

  公开号：US09211350B2

  公开（公告）日：2015-12-15

  A compound represented by the following formula (1), or a salt thereof: wherein R1 is a radioactive halogen substituent, 0 to 2 of A1, A2, A3 and A4 represent N, and the rest represent —(CH)— is effective as a diagnostic imaging probe targeting amyloid. A diagnostic agent for Alzheimer's disease contains a compound represented by the above formula (1) or a salt thereof. After administration to a patient, the compound and the diagnostic agent for Alzheimer's disease transfer into the patient's brain, and indicate good accumulation on amyloid deposited in the brain.

  以下化合物（1）或其盐均可作为靶向淀粉样物的诊断成像探针，其中R1为放射性卤素取代基，A1、A2、A3和A4中的0至2个代表N，其余代表—（CH）—。一种治疗阿尔茨海默病的诊断剂包含上述化合物（1）或其盐。在给患者施用后，该化合物和治疗阿尔茨海默病的诊断剂会进入患者的大脑，并在大脑中沉积的淀粉样物上显示良好的积累。
• US9211350B2
  申请人：——

  公开号：US9211350B2

  公开（公告）日：2015-12-15