3,3'-(diselanediylbis(methylene))dibenzonitrile | 1314654-22-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3,3'-(diselanediylbis(methylene))dibenzonitrile
• 英文别名: bis(3-cyanobenzyl)diselenide；3-[[(3-Cyanophenyl)methyldiselanyl]methyl]benzonitrile
• CAS: 1314654-22-2
• 化学式: C₁₆H₁₂N₂Se₂
• 分子量: 390.205
• InChiKey: HFLOHVOEHYENTN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.45
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  47.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-氰基苄基溴 在 sodium tetrahydroborate 作用下， 以 乙醇 、 丙酮 为溶剂， 反应 2.0h， 生成 3,3'-(diselanediylbis(methylene))dibenzonitrile
  参考文献：
  名称：

  Selenocyanates and diselenides: A new class of potent antileishmanial agents

  摘要：

  Thirty five selenocyanate and diselenide compounds were subjected to in vitro screening against Leishmania infantum promastigotes and the most active ones were also tested in an axenic amastigote model. In order to establish the selectivity indexes (SI) the cytotoxic effect of each compound was also assayed against Jurkat and THP-1 cell lines.Thirteen derivatives exhibit better IC50 values than miltefosine and edelfosine. Bis(4-aminophenyl) diselenide exhibits the best activity when assayed in infected macrophages and one of the lowest cytotoxic activities against the human cell lines tested, with SI values of 32 and 24 against Jurkat and THP-1 cells, respectively. This compound thus represents a new lead for further studies aimed at establishing its mechanism of action. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.04.054

文献信息

• Synthesis and characterization of novel organic heteroatom compounds from reaction of Woollins' reagent with various organic substrates
  作者：Guoxiong Hua、Junyi Du、David B. Cordes、Kasun S. A. Arachchige、Alexandra M. Z. Slawin、J. Derek Woollins

  DOI：10.1080/10426507.2015.1072184

  日期：2016.3.3

  GRAPHICAL ABSTRACT ABSTRACT A series of new selenium-containing heteroatom compounds were synthesized in good yields by the reaction of Woollins’ reagent with various organic substrates such as cyclohexylamine, N-benzoylbenzamide, benzoic anhydride, 4-fluoro-N-(2-oxo-2-phenylethyl)benzamide, N-benzoylbenzamide, benzoic anhydride, 3-(bromomethyl)benzonitrile, 1,2-diphenylethane-1,2-diol, and sodium

  图形摘要 摘要 通过伍林斯试剂与各种有机底物如环己胺、N-苯甲酰苯甲酰胺、苯甲酸酐、4-氟-N-(2-氧代- 2-苯基乙基）苯甲酰胺、N-苯甲酰基苯甲酰胺、苯甲酸酐、3-（溴甲基）苄腈、1,2-二苯基乙烷-1,2-二醇和醇钠。描述了三个代表性的 X 射线结构。