6-(4-aminopiperazin-1-ylamino)-7-bromo-2-methylquinoline-5,8-dione | 1392444-95-9

• 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: 6-(4-aminopiperazin-1-ylamino)-7-bromo-2-methylquinoline-5,8-dione
• 英文别名: 6-[(4-Aminopiperazin-1-yl)amino]-7-bromo-2-methyl-quinoline-5,8-dione；6-[(4-aminopiperazin-1-yl)amino]-7-bromo-2-methylquinoline-5,8-dione
• CAS: 1392444-95-9
• 化学式: C₁₄H₁₆BrN₅O₂
• 分子量: 366.217
• InChiKey: FVLCSDZCZPYZOS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  91.6
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  6-(4-aminopiperazin-1-ylamino)-7-bromo-2-methylquinoline-5,8-dione 以 二氯甲烷 为溶剂， 反应 0.17h， 以77%的产率得到7-bromo-6-(4-(7-bromo-2-methyl-5,8-dioxo-5,8-dihydroquinolin-6-ylamino)piperazin-1-ylamino)-2-methylquinoline-5,8-dione
  参考文献：
  名称：

  New quinoline-5,8-dione and hydroxynaphthoquinone derivatives inhibit a chloroquine resistant Plasmodium falciparum strain

  摘要：

  We report on the design, synthesis, and in vitro evaluation of new quinoline-5,8-dione and hydroxynaphthoquinone derivatives. The synthesized compounds were evaluated for in vitro antimalarial activity against Plasmodium falciparum. Of the 15 compounds, 7a-c, 8a, 9b, 11, and 15 were effective in growth inhibition with IC50 values of below 5 mu M. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.06.046
• 作为产物：
  描述：

  溴喹那多 在 硫酸 、 硝酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.58h， 生成 6-(4-aminopiperazin-1-ylamino)-7-bromo-2-methylquinoline-5,8-dione
  参考文献：
  名称：

  New quinoline-5,8-dione and hydroxynaphthoquinone derivatives inhibit a chloroquine resistant Plasmodium falciparum strain

  摘要：

  We report on the design, synthesis, and in vitro evaluation of new quinoline-5,8-dione and hydroxynaphthoquinone derivatives. The synthesized compounds were evaluated for in vitro antimalarial activity against Plasmodium falciparum. Of the 15 compounds, 7a-c, 8a, 9b, 11, and 15 were effective in growth inhibition with IC50 values of below 5 mu M. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.06.046

文献信息

• New quinoline-5,8-dione and hydroxynaphthoquinone derivatives inhibit a chloroquine resistant Plasmodium falciparum strain
  作者：Hidayat Hussain、Sabine Specht、Salem R. Sarite、Achim Hoerauf、Karsten Krohn

  DOI：10.1016/j.ejmech.2012.06.046

  日期：2012.8

  We report on the design, synthesis, and in vitro evaluation of new quinoline-5,8-dione and hydroxynaphthoquinone derivatives. The synthesized compounds were evaluated for in vitro antimalarial activity against Plasmodium falciparum. Of the 15 compounds, 7a-c, 8a, 9b, 11, and 15 were effective in growth inhibition with IC50 values of below 5 mu M. (C) 2012 Elsevier Masson SAS. All rights reserved.