4-(4-[(1-(7-chloro-quinolin-4-yl)-1H-[1,2,3]triazol-4-yl)methoxy]-3-methoxy-phenyl)-but-3-en-2-one | 1261145-61-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 4-(4-[(1-(7-chloro-quinolin-4-yl)-1H-[1,2,3]triazol-4-yl)methoxy]-3-methoxy-phenyl)-but-3-en-2-one
• 英文别名: 4-[4-[[1-(7-chloroquinolin-4-yl)triazol-4-yl]methoxy]-3-methoxyphenyl]but-3-en-2-one
• CAS: 1261145-61-2
• 化学式: C₂₃H₁₉ClN₄O₃
• 分子量: 434.882
• InChiKey: KTTRYNHZHIFKSM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.66
• 重原子数：
  31.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  79.13
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  4-(4-[(1-(7-chloro-quinolin-4-yl)-1H-[1,2,3]triazol-4-yl)methoxy]-3-methoxy-phenyl)-but-3-en-2-one 、 2,4-二氟苯甲醛 在 三氟化硼乙醚 作用下， 以 1,4-二氧六环 为溶剂， 以31%的产率得到1-(4-[(1-(7-chloro-quinolin-4-yl)-1H-[1,2,3]triazol-4-yl)methoxy]-3-methoxy-phenyl)-5-(2,4-difluoro-phenyl)-penta-1,4-dien-3-one
  参考文献：
  名称：

  Design, synthesis and in vitro antimalarial evaluation of triazole-linked chalcone and dienone hybrid compounds

  摘要：

  A targeted series of chalcone and dienone hybrid compounds containing aminoquinoline and nucleoside templates was synthesized and evaluated for in vitro antimalarial activity. The Cu(I)-catalyzed cycloaddition of azides and terminal alkynes was applied as the hybridization strategy. Several chalcone-chloroquinoline hybrid compounds were found to be notably active, with compound 8b the most active, exhibiting submicromolar IC50 values against the D10, Dd2 and W2 strains of Plasmodium falciparum. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.10.009
• 作为产物：
  描述：

  4-(3-methoxy-4-prop-2-ynyloxy-phenyl)-but-3-en-2-one 、 4-叠氮基-7-氯喹啉 在 copper(II) sulfate 、 sodium ascorbate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以62%的产率得到4-(4-[(1-(7-chloro-quinolin-4-yl)-1H-[1,2,3]triazol-4-yl)methoxy]-3-methoxy-phenyl)-but-3-en-2-one
  参考文献：
  名称：

  Design, synthesis and in vitro antimalarial evaluation of triazole-linked chalcone and dienone hybrid compounds

  摘要：

  A targeted series of chalcone and dienone hybrid compounds containing aminoquinoline and nucleoside templates was synthesized and evaluated for in vitro antimalarial activity. The Cu(I)-catalyzed cycloaddition of azides and terminal alkynes was applied as the hybridization strategy. Several chalcone-chloroquinoline hybrid compounds were found to be notably active, with compound 8b the most active, exhibiting submicromolar IC50 values against the D10, Dd2 and W2 strains of Plasmodium falciparum. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.10.009