10-(2-hydroxy-3-piperidin-1-yl-propyl)-10H-acridin-9-one | 300588-51-6

• 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: 10-(2-hydroxy-3-piperidin-1-yl-propyl)-10H-acridin-9-one
• 英文别名: 10-[2-hydroxy-3-(piperidin-1-yl)propyl]acridin-9(10H)-one；10-(2-hydroxy-3-piperidin-1-ylpropyl)acridin-9-one
• CAS: 300588-51-6
• 化学式: C₂₁H₂₄N₂O₂
• 分子量: 336.434
• InChiKey: MWGWSCYABKNBMU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  43.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  哌啶 、 10-(环氧乙烷-2-基甲基)吖啶-9(10H)-酮 反应 0.08h， 以76%的产率得到10-(2-hydroxy-3-piperidin-1-yl-propyl)-10H-acridin-9-one
  参考文献：
  名称：

  Search for MDR modulators: Design, syntheses and evaluations of N-substituted acridones for interactions with p-glycoprotein and Mg2+

  摘要：

  By combining the structural features of acridone based anti-cancer drugs (like amsacrine) and MDR modulator propafenone, acridones with hydroxyl amine chain at N-10 have been designed and synthesized. These molecules exhibit appreciable interactions with p-gp and Mg2+ indicating their suitability to modulate p-gp mediated multi drug resistance. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.02.002

文献信息

• Design, synthesis and evaluations of acridone derivatives using Candida albicans—Search for MDR modulators led to the identification of an anti-candidiasis agent
  作者：Palwinder Singh、Jatinder Kaur、Bhawna Yadav、Sneha Sudha Komath

  DOI：10.1016/j.bmc.2009.04.026

  日期：2009.6

  In order to search for MDR modulators, rationally designed acridone derivatives were investigated for their effect on influx or efflux of Rhodamine6G (R6G) in CAI4 cells. Results of these investigations indicate that in presence of compound 12, inhibition of growth of CAI4 cells and also an increased influx/efflux of R6G in CAI4 cells have been observed. This seems to be occurring due to the cell wall rupturing of Candida albicans. Compound 12 may be a suitable candidate for candidiasis therapy. (C) 2009 Elsevier Ltd. All rights reserved.
• Search for MDR modulators: Design, syntheses and evaluations of N-substituted acridones for interactions with p-glycoprotein and Mg2+
  作者：Palwinder Singh、Jatinder kaur、Prabhjit Kaur、Satwinderjeet Kaur

  DOI：10.1016/j.bmc.2009.02.002

  日期：2009.3

  By combining the structural features of acridone based anti-cancer drugs (like amsacrine) and MDR modulator propafenone, acridones with hydroxyl amine chain at N-10 have been designed and synthesized. These molecules exhibit appreciable interactions with p-gp and Mg2+ indicating their suitability to modulate p-gp mediated multi drug resistance. (C) 2009 Elsevier Ltd. All rights reserved.