(2-cyanophenyl)methyl selenocyanate

• 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: (2-cyanophenyl)methyl selenocyanate
• 英文别名: 2-cyanobenzylselenocyanate；2-selenocyanatomethyl-benzonitrile；2-Cyan-benzylselenocyanat
• 化学式: C₉H₆N₂Se
• 分子量: 221.12
• InChiKey: BMHNHHMSIHNZJT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.24
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  47.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2-cyanophenyl)methyl selenocyanate 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以11%的产率得到Bis-<2-cyan-benzyl>-diselenid
  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
• 作为产物：
  描述：

  邻氰基氯苄 、 alkaline earth salt of/the/ methylsulfuric acid 在 乙醇 作用下， 生成 (2-cyanophenyl)methyl selenocyanate
  参考文献：
  名称：

  Drory, Chemische Berichte, 1891, vol. 24, p. 2572

  摘要：

  DOI：

文献信息

• Nucleophilic Selenocyanation from Selenium Dioxide and Malononitrile
  作者：Sébastien Redon、Patrice Vanelle

  DOI：10.1055/a-1938-2443

  日期：2023.2

  The first nucleophilic selenocyanation from selenium dioxide and malononitrile is described. This methodology produced a wide variety of selenocyanates from halides in moderate to excellent yields under mild conditions, highlighting the versatility and usefulness of this new source of nucleophilic selenocyanation.

  描述了由二氧化硒和丙二腈进行的第一次亲核硒氰化反应。该方法在温和条件下以中等至优异的产率从卤化物中生产出多种硒氰酸酯，突出了这种新的亲核硒氰化来源的多功能性和实用性。
• Drory, Chemische Berichte, 1891, vol. 24, p. 2572
  作者：Drory

  DOI：——

  日期：——
• Selenocyanates and diselenides: A new class of potent antileishmanial agents
  作者：Daniel Plano、Ylenia Baquedano、David Moreno-Mateos、María Font、Antonio Jiménez-Ruiz、Juan Antonio Palop、Carmen Sanmartín

  DOI：10.1016/j.ejmech.2011.04.054

  日期：2011.8

  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.