6-iodo-2-(4'-dimethylaminostyryl)chromone

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 6-iodo-2-(4'-dimethylaminostyryl)chromone
• 英文别名: 6-iodo-4'-dimethylaminostyrylchromone；2-(4-(Dimethylamino)styryl)-6-iodo-4H-chromen-4-one；2-[(E)-2-[4-(dimethylamino)phenyl]ethenyl]-6-iodochromen-4-one
• 化学式: C₁₉H₁₆INO₂
• 分子量: 417.246
• InChiKey: NIJAGAILBKZBCM-WEVVVXLNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  6-tributylstannyl-2-(4'-dimethylaminostyryl)chromone 在 碘 、 sodium hydrogensulfite 作用下， 以 氯仿 、 水 为溶剂， 反应 0.17h， 以71.8%的产率得到6-iodo-2-(4'-dimethylaminostyryl)chromone
  参考文献：
  名称：

  EP1815872

  摘要：

  公开号：

文献信息

• Composition For Diagnosing Amyloid-Related Diseases
  申请人：Mori Hiroshi

  公开号：US20080131367A1

  公开（公告）日：2008-06-05

  A composition for diagnosing amyloid-related diseases, which comprises a flavone derivative, a chalcone derivative, a styrylchromone derivative, or a coumarin derivative, is provided. These compounds have high binding specificity to an amyloid β protein, high permeability to a blood-brain barrier, and ability to rapidly disappear from sites other than cerebral senile plaque. Accordingly, the composition of the present invention using these compounds enables the diagnosis of amyloid-related diseases with high precision.

  本发明提供了一种用于诊断淀粉样相关疾病的组合物，其中包括一种黄酮衍生物、一种查尔酮衍生物、一种苯乙烯基色酮衍生物或一种香豆素衍生物。这些化合物具有高结合特异性，能够与淀粉样β蛋白结合，具有高渗透性到血脑屏障，并能够迅速从除脑部老年斑以外的其他部位消失。因此，使用这些化合物的本发明组合物能够高精度地诊断淀粉样相关疾病。
• EP1815872
  申请人：——

  公开号：——

  公开（公告）日：——
• US8192717B2
  申请人：——

  公开号：US8192717B2

  公开（公告）日：2012-06-05
• Synthesis and characterization of styrylchromone derivatives as β-amyloid imaging agents
  作者：Masahiro Ono、Yoshifumi Maya、Mamoru Haratake、Morio Nakayama

  DOI：10.1016/j.bmc.2006.09.044

  日期：2007.1.1

  Several promising agents have been synthesized and evaluated for in vivo imaging probes of P-amyloid plaques in Alzheimer's disease (AD) brain. Recently, we have developed flavone derivatives, which possess the basic structure of the 2-phenylchromone, as useful candidates for amyloid imaging agents. In an attempt to further develop novel tracers, we synthesized and evaluated a series of 2-styrylchromone derivatives, which replace the 2-phenyl substituent of flavone backbone with the 2-styryl. A series of radioiodinated styrylchromone derivatives were designed and synthesized. The binding affinities for amyloid plaques were assessed by in vitro binding assay using pre-formed synthetic A beta(1-40) aggregates. The new series of styrylchromone derivatives showed high binding affinity to A beta aggregates at the K-d values of 32.0, 17.5 and 8.7 nM for [I-125]6, [I-125]9, and [I-125]12, respectively. In biodistribution studies using normal mice, [I-125]6 and [I-125]9 examined in normal mice displayed high brain uptakes with 4.9 and 2.8%ID/g at 2 min post injection. The radioactivity washed out from the brain rapidly (1.6 and 1.0%ID/g at 60 min post injection for [I-125]6 and [I-125]9, respectively). But [I-125]12 did not show marked brain uptake, and the washout rate from the brain was relatively slow throughout the time course (1.1 and 1.4%ID/g at 2 and 30 min post injection, respectively). Although additional modifications are necessary to improve the brain uptake and rapid clearance of non-specifically bound radiotracer, the styrylchromone backbone may be useful as a backbone structure to develop novel beta-amyloid imaging agents. (c) 2006 Elsevier Ltd. All rights reserved.