2-[2-(2-Dimethylaminothiazol-5-yl)ethenyl]-6-[2-(tosyloxy)ethoxy]benzoxazole | 846055-71-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-[2-(2-Dimethylaminothiazol-5-yl)ethenyl]-6-[2-(tosyloxy)ethoxy]benzoxazole
• 英文别名: 2-[[2-[2-[2-(dimethylamino)-1,3-thiazol-5-yl]ethenyl]-1,3-benzoxazol-6-yl]oxy]ethyl 4-methylbenzenesulfonate
• CAS: 846055-71-8
• 化学式: C₂₃H₂₃N₃O₅S₂
• 分子量: 485.585
• InChiKey: QLYGHRWCTDQFIO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  33
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  131
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  2-[2-(2-Dimethylaminothiazol-5-yl)ethenyl]-6-[2-(tosyloxy)ethoxy]benzoxazole 在 potassium [¹⁸F]fluoride 、 4,7,13,16,21,24-六氧-1,10-二氮双环[8.8.8]二十六烷 作用下， 以 二甲基亚砜 为溶剂， 反应 0.17h， 生成 [18F]-2-[2-(2-dimethylaminothiazol-5-yl)ethenyl]-6-(2-fluoroethoxy)benzoxazol
  参考文献：
  名称：

  In Silico, in Vitro, and in Vivo Evaluation of New Candidates for α-Synuclein PET Imaging

  摘要：

  Accumulation of a-synuclein (alpha-syn) is a neuropathological hallmark of synucleinopathies. To date, no selective alpha-syn positron emission tomography (PET) radiotracer has been identified. Our objective was to develop the first original, selective, and specific alpha-syn PET radiotracer. Chemical design inspired from three structural families that demonstrated interesting alpha-syn binding characteristics was used as a starting point. Bioinformatics modeling of alpha-syn fibrils was then employed to select the best molecular candidates before their syntheses. An in vitro binding assay was performed to evaluate the affinity of the compounds. Radiotracer specificity and selectivity were assessed by in vitro autoradiography and in vivo PET studies in animal (rodents) models. Finally, gold standard in vitro autoradiography with patients' postmortem tissues was performed to confirm/infirm the alpha-syn binding characteristics. Two compounds exhibited a good brain availability and bound to alpha-syn and A beta fibrils in a rat model. In contrast, no signal was observed in a mouse model of synucleinopathy. Experiments in human tissues confirmed these negative results.

  DOI：

  10.1021/acs.molpharmaceut.8b00229

文献信息

• Probe for diseases with amyloid accumulation, amyloid-staining agent, remedy and preventive for diseases with amyloid accumulation and diagnostic probe and staining agent for neurofibrillary change
  申请人：Kudo Yukitsuka

  公开号：US20060018825A1

  公开（公告）日：2006-01-26

  The present invention provides compounds having high affinity for amyloid β-protein which are for the diagnosis of diseases in which amyloid β-protein accumulates, for agents for specifically staining amyloid β-protein, and for the treatment and/or prophylaxis of diseases in which amyloid β-protein accumulates. The present invention also provides probes and staining agents for neurofibrillary tangles.

  本发明提供了对淀粉样蛋白β具有高亲和力的化合物，用于诊断淀粉样蛋白β在其中积累的疾病，用于特异染色淀粉样蛋白β的试剂，以及用于治疗和/或预防淀粉样蛋白β在其中积累的疾病。本发明还提供了用于神经原纤维缠结的探针和染色试剂。
• EP2103611
  申请人：——

  公开号：——

  公开（公告）日：——