1-(5-(4-(dimethylamino)phenyl)furan-2-yl)ethanone

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1-(5-(4-(dimethylamino)phenyl)furan-2-yl)ethanone
• 英文别名: 1-[5-[4-(Dimethylamino)phenyl]furan-2-yl]ethanone；1-[5-[4-(dimethylamino)phenyl]furan-2-yl]ethanone
• 化学式: C₁₄H₁₅NO₂
• 分子量: 229.279
• InChiKey: MWEWTYOGQTWWAX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  33.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(5-(4-(dimethylamino)phenyl)furan-2-yl)ethanone 、 对二甲氨基苯甲醛 在 sodium hydroxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 以53.4%的产率得到(E)-3-(4-(dimethylamino)phenyl)-1-(5-(4-(dimethylamino)phenyl)furan-2-yl)prop-2-en-1-one
  参考文献：
  名称：

  Discovery of boronic acid-based fluorescent probes targeting amyloid-beta plaques in Alzheimer’s disease

  摘要：

  A boronic acid-based fluorescent probe was developed for diagnosis of amyloid-beta (A beta) plaques from Alzheimer's disease (AD). Probe 4c, which included boronic acid as a functional group, exhibited a significant increase (64.37-fold, F-A beta/F-0) in fluorescence intensity as a response to A beta aggregates, with a blue shift (105 nm) in the maximum emission wavelength. We found that boronic acid as a functional group improved the binding affinity (K-D value = 0.79 +/- 0.05 mu M for 4c) for A beta aggregates and confirmed that 4c selectively stained A beta plaques in brain sections from APP/PS1 mice. Ex vivo fluorescence imaging using mice (normal and APP/PS1) also revealed that 4c was able to penetrate the blood-brain barrier (BBB) and to stain A beta plaques in the brain. From these results, we believe that 4c will be useful as a fluorescent probe in preclinical research related to AD. Furthermore, we believe that our results with boronic acid also provide valuable information for the development of a probe for A beta plaques. (C) 2016 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2016.02.042
• 作为产物：
  描述：

  2-乙酰基呋喃 在 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 乙二醇二甲醚 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 生成 1-(5-(4-(dimethylamino)phenyl)furan-2-yl)ethanone
  参考文献：
  名称：

  Discovery of boronic acid-based fluorescent probes targeting amyloid-beta plaques in Alzheimer’s disease

  摘要：

  A boronic acid-based fluorescent probe was developed for diagnosis of amyloid-beta (A beta) plaques from Alzheimer's disease (AD). Probe 4c, which included boronic acid as a functional group, exhibited a significant increase (64.37-fold, F-A beta/F-0) in fluorescence intensity as a response to A beta aggregates, with a blue shift (105 nm) in the maximum emission wavelength. We found that boronic acid as a functional group improved the binding affinity (K-D value = 0.79 +/- 0.05 mu M for 4c) for A beta aggregates and confirmed that 4c selectively stained A beta plaques in brain sections from APP/PS1 mice. Ex vivo fluorescence imaging using mice (normal and APP/PS1) also revealed that 4c was able to penetrate the blood-brain barrier (BBB) and to stain A beta plaques in the brain. From these results, we believe that 4c will be useful as a fluorescent probe in preclinical research related to AD. Furthermore, we believe that our results with boronic acid also provide valuable information for the development of a probe for A beta plaques. (C) 2016 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2016.02.042

文献信息

• NEUTRON CAPTURE THERAPY SYSTEM FOR ELIMINATING AMYLOID Beta-PROTEIN DEPOSITION PLAQUE
  申请人：NEUBORON MEDTECH LTD.

  公开号：US20190022222A1

  公开（公告）日：2019-01-24

  The present disclosure provides a neutron capture therapy system for eliminating amyloid β-protein deposition plaque, comprising a neutron capture therapy device and a 10 B-containing compound capable of specifically binding to amyloid β-protein deposition plaque, and the energy generated when the neutron beam generated by the neutron capture therapy device irradiates on the 10 B element can destroy the structure of the amyloid β-protein deposition plaque. The beneficial effects of the present disclosure are targeted and highly effective destruction of amyloid β-protein deposition plaque.

  本公开提供了一种用于消除淀粉样蛋白β沉积斑块的中子俘获治疗系统，包括一个中子俘获治疗装置和一种含有10B的化合物，该化合物能够特异性结合到淀粉样蛋白β沉积斑块上，当中子俘获治疗装置产生的中子束照射到含有10B元素时产生的能量可以破坏淀粉样蛋白β沉积斑块的结构。本公开的有益效果是对淀粉样蛋白β沉积斑块进行有针对性和高效的破坏。
• 베타 아밀로이드 플라크 검출 및 알츠하이머 질환 진단 또는 치료용 조성물
  申请人：KOREA ATOMIC ENERGY RESEARCH INSTITUTE 한국원자력연구원(319980077609)

  公开号：KR20160049819A

  公开（公告）日：2016-05-10

  본 발명의 목적은 베타 아밀로이드 플라크 검출하기 위한 진단 조성물로서 분자량이 작고 제조방법이 간단하며, 형광 특성이 크고, 베타 아밀로이드 플라크에 대한 선택성이 매우 높으며, 베타 아밀로이드 플라크만이 아닌 단일 베타 아밀로이드에도 결합친화력이 우수하며, 임상적으로 영상 진단이 가능한 베타 아밀로이드 플라크 검출을 통한 알츠하이머 질환 진단 조성물 및 이의 제조방법을 제공하는 것이다.

  本发明的目的是提供一种用于检测β淀粉样斑块的诊断组合物，其分子量小，制备方法简单，具有较大的荧光特性，对β淀粉样斑块的选择性非常高，不仅能与β淀粉样斑块结合，而且与单一β淀粉样物质的结合亲和力也很好，通过检测β淀粉样斑块的检测，可以进行临床影像诊断的阿尔茨海默病诊断组合物及其制备方法。
• NEUTRON CAPTURE THERAPY SYSTEM FOR ELIMINATING AMYLOID -PROTEIN PLAQUE
  申请人：Neuboron Medtech Ltd.

  公开号：EP3421089A1

  公开（公告）日：2019-01-02

  The present disclosure provides a neutron capture therapy system for eliminating amyloid β-protein deposition plaque, comprising a neutron capture therapy device and a 10B-containing compound capable of specifically binding to amyloid β-protein deposition plaque, and the energy generated when the neutron beam generated by the neutron capture therapy device irradiates on the 10B element can destroy the structure of the amyloid β-protein deposition plaque. The beneficial effects of the present disclosure are targeted and highly effective destruction of amyloid β-protein deposition plaque.

  本公开提供了一种消除淀粉样β蛋白沉积斑的中子俘获治疗系统，包括中子俘获治疗装置和能够与淀粉样β蛋白沉积斑特异性结合的含10B的化合物，中子俘获治疗装置产生的中子束照射在10B元素上时产生的能量能够破坏淀粉样β蛋白沉积斑的结构。本公开的有益效果是靶向、高效地破坏淀粉样β蛋白沉积斑块。
• Discovery of boronic acid-based fluorescent probes targeting amyloid-beta plaques in Alzheimer’s disease
  作者：Seung-Jin Jung、Jun Young Lee、Tae Ho Kim、Dong-Eun Lee、Jongho Jeon、Seung Dae Yang、Min Goo Hur、Jung-Joon Min、Yong Dae Park

  DOI：10.1016/j.bmcl.2016.02.042

  日期：2016.4

  A boronic acid-based fluorescent probe was developed for diagnosis of amyloid-beta (A beta) plaques from Alzheimer's disease (AD). Probe 4c, which included boronic acid as a functional group, exhibited a significant increase (64.37-fold, F-A beta/F-0) in fluorescence intensity as a response to A beta aggregates, with a blue shift (105 nm) in the maximum emission wavelength. We found that boronic acid as a functional group improved the binding affinity (K-D value = 0.79 +/- 0.05 mu M for 4c) for A beta aggregates and confirmed that 4c selectively stained A beta plaques in brain sections from APP/PS1 mice. Ex vivo fluorescence imaging using mice (normal and APP/PS1) also revealed that 4c was able to penetrate the blood-brain barrier (BBB) and to stain A beta plaques in the brain. From these results, we believe that 4c will be useful as a fluorescent probe in preclinical research related to AD. Furthermore, we believe that our results with boronic acid also provide valuable information for the development of a probe for A beta plaques. (C) 2016 Published by Elsevier Ltd.