N,N'-(diselanediyldibenzene-4,1-diyl)diquinoline-8-sulfonamide | 1579196-64-7

• 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: N,N'-(diselanediyldibenzene-4,1-diyl)diquinoline-8-sulfonamide
• 英文别名: N-[4-[[4-(quinolin-8-ylsulfonylamino)phenyl]diselanyl]phenyl]quinoline-8-sulfonamide
• CAS: 1579196-64-7
• 化学式: C₃₀H₂₂N₄O₄S₂Se₂
• 分子量: 724.581
• InChiKey: WIBPHSDTZCZNOK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.66
• 重原子数：
  42.0
• 可旋转键数：
  9.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  118.12
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  4-aminophenylselenocyanate 在 sodium tetrahydroborate 作用下， 以 乙醚 、 乙醇 为溶剂， 生成 N,N'-(diselanediyldibenzene-4,1-diyl)diquinoline-8-sulfonamide
  参考文献：
  名称：

  Novel hybrid selenosulfonamides as potent antileishmanial agents

  摘要：

  Diselenide and sulfonamide derivatives have recently attracted considerable interest as leishmanicidal agents in drug discovery. In this study, a novel series of sixteen hybrid selenosulfonamides has been synthesized and screened for their in vitro activity against Leishmania infantum intracellular amastigotes and THP-1 cells. These assays revealed that most of the compounds exhibited antileishmanial activity in the low micromolar range and led us to identify three lead compounds (derivatives 2, 7 and 14) with IC50 values ranging from 0.83 to 1.47 mu M and selectivity indexes (SI) over 17, much higher than those observed for the reference drugs miltefosine and edelfosine. When evaluated against intracellular amastigotes, hybrid compound 7 emerged as the most active compound (IC50 = 2.8 mu M), showing higher activity and much less toxicity against THP-1 cells than edelfosine. These compounds could potentially serve as templates for future drug-optimization and drug-development efforts for their use as therapeutic agents in developing countries. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.12.030