6-chloro-7-(4-iodophenyl)amino-5,8-isoquinolinedione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 6-chloro-7-(4-iodophenyl)amino-5,8-isoquinolinedione
• 英文别名: 6-chloro-7-((4-iodophenyl)amino)isoquinoline-5,8-dione；6-Chloro-7-(4-iodoanilino)isoquinoline-5,8-dione
• 化学式: C₁₅H₈ClIN₂O₂
• 分子量: 410.598
• InChiKey: ZHCWPDKTHJKZEP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  59.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5-硝基异喹啉 在 palladium on activated charcoal sodium chlorate 、 sodium hydroxide 、 盐酸羟胺 、 氢气 作用下， 以 盐酸 、 甲醇 、 乙醇 为溶剂， 50.0~60.0 ℃ 、206.84 kPa 条件下， 反应 4.0h， 生成 6-chloro-7-(4-iodophenyl)amino-5,8-isoquinolinedione
  参考文献：
  名称：

  Ryu, Chung-Kyu; Lee, In-Kyung; Jung, Sung-Hee, Medicinal Chemistry Research, 2000, vol. 10, # 1, p. 40 - 49

  摘要：

  DOI：

文献信息

• Synthesis and cytotoxic activities of 6-chloro-7-arylamino-5,8-isoquinolinediones
  作者：Chung-Kyu Ryu、In-Kyung Lee、Sung-Hee Jung、Chong-Ock Lee

  DOI：10.1016/s0960-894x(99)00152-3

  日期：1999.4

  6-Chloro-7-arylamino-5,8-isoquinolinediones were newly synthesized and evaluated for in vitro cytotoxic activities against five human solid tumor cell lines. Among them, 5b, 5c and 5d exhibited potent activities against the cell lines HCT-15 and SK-MEL-2. (C) 1999 Elsevier Science Ltd. All rights reserved.
• Fluorescent 1,4-Naphthoquinones To Visualize Diffuse and Dense-Core Amyloid Plaques in APP/PS1 Transgenic Mouse Brains
  作者：Naewoo Neo Shin、Hanna Jeon、Youngeun Jung、Seungyeop Baek、Sejin Lee、Hee Chan Yoo、Gi Hun Bae、Keunwan Park、Seung-Hoon Yang、Jung Min Han、Ikyon Kim、YoungSoo Kim

  DOI：10.1021/acschemneuro.9b00093

  日期：2019.6.19

  Recent clinical approvals of brain imaging radiotracers targeting amyloid-beta provided clinicians the tools to detect and confirm Alzheimer's disease pathology without autopsy or biopsy. While current imaging agents are effective in postsymptomatic Alzheimer's patients, there is much room for improvement in earlier diagnosis, hence prompting a need for new and improved amyloid imaging agents. Here we synthesized 41 novel 1,4-naphthoquinone derivatives and initially discovered 14 antiamyloidogenic compounds via in vitro amyloid-beta aggregation assay; however, qualitative analyses of these compounds produced conflicting results and required further investigation. Follow-up docking and biophysical studies revealed that four of these compounds penetrate the blood-brain barrier, directly bind to amyloid-beta aggregates, and enhance fluorescence properties upon interaction. These compounds specifically stain both diffuse and dense-core amyloid-beta plaques in brain sections of APP/PS1 double transgenic Alzheimer's mouse models. Our findings suggest 1,4-naphthoquinones as a new scaffold for amyloid-beta imaging agents for early stage Alzheimer's.
• Ryu, Chung-Kyu; Lee, In-Kyung; Jung, Sung-Hee, Medicinal Chemistry Research, 2000, vol. 10, # 1, p. 40 - 49
  作者：Ryu, Chung-Kyu、Lee, In-Kyung、Jung, Sung-Hee、Kang, Hye-Young、Lee, Chong-Ock

  DOI：——

  日期：——