3-acetylamino-6-(propargyloxycarbonyl)aminoacridine | 1304779-12-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 3-acetylamino-6-(propargyloxycarbonyl)aminoacridine
• 英文别名: prop-2-ynyl N-(6-acetamidoacridin-3-yl)carbamate
• CAS: 1304779-12-1
• 化学式: C₁₉H₁₅N₃O₃
• 分子量: 333.346
• InChiKey: YJNUUXPKJVIFEE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  80.3
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-acetylamino-6-(propargyloxycarbonyl)aminoacridine 、 (+/-)-2,8-dimethoxy-13-(7-azidoheptane)-6H,12H-5,11-methanodibenzo[b,f][1,5]diazocine 在 copper(II) sulfate 、 sodium ascorbate 作用下， 以 水 、 叔丁醇 为溶剂， 反应 48.0h， 以75%的产率得到[1-[7-(5,13-dimethoxy-1,9-diazatetracyclo[7.7.1.02,7.010,15]heptadeca-2(7),3,5,10(15),11,13-hexaen-17-yl)heptyl]triazol-4-yl]methyl N-(6-acetamidoacridin-3-yl)carbamate
  参考文献：
  名称：

  Proflavine derivatives as fluorescent imaging agents of amyloid deposits

  摘要：

  A series of proflavine derivatives for use to further image A beta amyloid deposits were synthesized and characterized. Aged 3xTg-AD (23 months old) mice hippocampus sections incubated with these derivatives revealed preferential labeling of amyloid plaques. Furthermore an in vitro binding study showed an inhibitory effect, although moderate, of these compounds on A beta(40) fibril formation. This study highlights the potential of proflavine as a molecular scaffold for designing new A beta imaging agents, its native fluorescence allowing in vitro neuropathological staining in AD damaged brain sections. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.03.010
• 作为产物：
  描述：

  原黄素 在 吡啶 作用下， 以 丙酸 为溶剂， 反应 5.5h， 生成 3-acetylamino-6-(propargyloxycarbonyl)aminoacridine
  参考文献：
  名称：

  Proflavine derivatives as fluorescent imaging agents of amyloid deposits

  摘要：

  A series of proflavine derivatives for use to further image A beta amyloid deposits were synthesized and characterized. Aged 3xTg-AD (23 months old) mice hippocampus sections incubated with these derivatives revealed preferential labeling of amyloid plaques. Furthermore an in vitro binding study showed an inhibitory effect, although moderate, of these compounds on A beta(40) fibril formation. This study highlights the potential of proflavine as a molecular scaffold for designing new A beta imaging agents, its native fluorescence allowing in vitro neuropathological staining in AD damaged brain sections. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.03.010

文献信息

• Proflavine derivatives as fluorescent imaging agents of amyloid deposits
  作者：Dominique Garin、Fatima Oukhatar、Andrew B. Mahon、Andrew C. Try、Michel Dubois-Dauphin、Frank M. Laferla、Martine Demeunynck、Marcelle Moulin Sallanon、Sabine Chierici

  DOI：10.1016/j.bmcl.2011.03.010

  日期：2011.4

  A series of proflavine derivatives for use to further image A beta amyloid deposits were synthesized and characterized. Aged 3xTg-AD (23 months old) mice hippocampus sections incubated with these derivatives revealed preferential labeling of amyloid plaques. Furthermore an in vitro binding study showed an inhibitory effect, although moderate, of these compounds on A beta(40) fibril formation. This study highlights the potential of proflavine as a molecular scaffold for designing new A beta imaging agents, its native fluorescence allowing in vitro neuropathological staining in AD damaged brain sections. (C) 2011 Elsevier Ltd. All rights reserved.