[9-(2-Azidoethylamino)acridin-3-yl]-(4-methylpiperazin-1-yl)methanone | 1196472-26-0

• 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: [9-(2-Azidoethylamino)acridin-3-yl]-(4-methylpiperazin-1-yl)methanone
• CAS: 1196472-26-0
• 化学式: C₂₁H₂₃N₇O
• 分子量: 389.46
• InChiKey: XFRWQQIUHWUOOO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  62.8
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  [9-(2-Azidoethylamino)acridin-3-yl]-(4-methylpiperazin-1-yl)methanone 、 2-(三甲基硅)苯基三氟甲烷磺酸盐 在 cesium fluoride 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以66%的产率得到[9-[2-(Benzotriazol-1-yl)ethylamino]acridin-3-yl]-(4-methylpiperazin-1-yl)methanone
  参考文献：
  名称：

  Synthesis and evaluation of 9-aminoacridines derived from benzyne click chemistry

  摘要：

  A small set of 9-aminoacridine-3- and 4-carboxamides were synthesized efficiently using the benzyne/azide click chemistry. The products bind to duplex DNA but have different antitumour activity in the HL60 cell line. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.08.070
• 作为产物：
  描述：

  (9-Chloro-acridin-3-yl)-(4-methyl-piperazin-1-yl)-methanone 、 2-叠氮乙胺盐酸盐,2-AZIDOETHANAMINEHCL 以 苯酚 为溶剂， 反应 24.25h， 以83%的产率得到[9-(2-Azidoethylamino)acridin-3-yl]-(4-methylpiperazin-1-yl)methanone
  参考文献：
  名称：

  Synthesis and evaluation of 9-aminoacridines derived from benzyne click chemistry

  摘要：

  A small set of 9-aminoacridine-3- and 4-carboxamides were synthesized efficiently using the benzyne/azide click chemistry. The products bind to duplex DNA but have different antitumour activity in the HL60 cell line. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.08.070

文献信息

• Synthesis and evaluation of 9-aminoacridines derived from benzyne click chemistry
  作者：Lesley A. Howell、Aaron Howman、Maria A. O’Connell、Anja Mueller、Mark Searcey

  DOI：10.1016/j.bmcl.2009.08.070

  日期：2009.10

  A small set of 9-aminoacridine-3- and 4-carboxamides were synthesized efficiently using the benzyne/azide click chemistry. The products bind to duplex DNA but have different antitumour activity in the HL60 cell line. (C) 2009 Elsevier Ltd. All rights reserved.