1,2-bis(2-(dimethylamino)ethylsulfanyl)-4,5-dicyanobenzene | 373392-72-4

• 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: 1,2-bis(2-(dimethylamino)ethylsulfanyl)-4,5-dicyanobenzene
• 英文别名: 1,2-Benzenedicarbonitrile, 4,5-bis[[2-(dimethylamino)ethyl]thio]-；4,5-bis[2-(dimethylamino)ethylsulfanyl]benzene-1,2-dicarbonitrile
• CAS: 373392-72-4
• 化学式: C₁₆H₂₂N₄S₂
• 分子量: 334.509
• InChiKey: MBOAMIIHZVVFDA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  22
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  105
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1,2-bis(2-(dimethylamino)ethylsulfanyl)-4,5-dicyanobenzene 在 CoCl₂ 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以16%的产率得到C₆₄H₈₈N₁₆S₈^(2-)*Co⁽²⁺⁾
  参考文献：
  名称：

  Synthesis of New Metal-Free and Metal-Containing Phthalocyanines with Tertiaryor Quaternary Aminoethyl Substituents

  摘要：

  A novel phthalodinitrile derivative carrying dimethylatrunoethylsulfanyl groups at positions 4 and 5 was synthesized from 2-dimethylaminoethanethiol hydrochloride and 1,2-dichloro-4,5-dicyanobenzene. Its cyclotetramerization in the presence of 2-dimethylamino-ethanol or metal salts (CoCl2, Zn(OAc)(2)) gave metal-free or metal-containing phthalocyanines (M = Co or Zn). These phthalocyanines were converted into water soluble quaternized products by reaction with methyl iodide. The new compounds were characterized by elemental analysis, IR, NMR, and electronic spectra.

  DOI：

  10.1007/s007060170068
• 作为产物：
  描述：

  4,5-二氯邻苯二甲腈 、 2-甲胺乙硫醇盐酸盐 在 potassium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 24.0h， 以58%的产率得到1,2-bis(2-(dimethylamino)ethylsulfanyl)-4,5-dicyanobenzene
  参考文献：
  名称：

  2-（二甲氨基）乙硫基取代的两亲性锌（II）酞菁及其N-烷基化衍生物的制备及体外光动力学活性

  摘要：

  用2-（二甲基氨基）乙硫醇盐酸盐和K 2 CO 3处理4，5-二氯邻苯二甲腈，根据反应温度，得到4，5-双[2-（二甲基氨基）乙硫基]邻苯二甲腈或杂环稠合的邻苯二甲腈。后者已经在光谱和结构上进行了表征。两种化合物均在Zn（OAc）2 ·2H 2存在下与3当量的未取代邻苯二甲腈混合环化O和1,8-二氮杂双环[5.4.0]十一碳-7-烯得到相应的2,3-二取代的锌（II）酞菁锌。双[2-（二甲基氨基）乙硫基]取代的类似物的N-甲基化或戊基化导致形成各自的双效酞菁。为了比较，通过碱和锌促进的4，5-双[2-（二甲基氨基）乙硫基]邻苯二甲腈的自环化，然后进行N-甲基化，也制备了八取代的类似物。在N，N中检查了这些二取代和八取代的酞菁的光谱和基本光物理性质-二甲基甲酰胺。除杂环稠合的类似物外，所有这些基本上保持非聚集状态，显示适度的荧光发射，并可以产生单线态氧，其中单线态的激发态被氨基取代基还原淬灭

  DOI：

  10.1016/j.bmc.2010.02.020

文献信息

• Synthesis and evaluation of cationic phthalocyanine derivatives as potential inhibitors of telomerase
  作者：Lixia Zhang、Jing Huang、Lige Ren、Minghui Bai、Lin Wu、Baoping Zhai、Xiang Zhou

  DOI：10.1016/j.bmc.2007.09.037

  日期：2008.1

  whether the phthalocyanine derivatives binding to G-quadruplex enhance the block to DNA synthesis, primer extension reactions were carried out in the presence of phthalocyanines. The interaction of the G-quadruplex of telomerase DNA with these molecules was examined by CD melting and PCR stop assay. These cationic phthalocyanine derivatives can stabilize G-quadruplex, which is demonstrated by the increased

  设计并合成了一系列水溶性阳离子酞菁衍生物（1-10），以开发新型有效的端粒酶抑制剂。通过改进的端粒酶重复扩增方案（TRAP）分析研究了这些作为端粒酶抑制剂的酞菁衍生物。TRAP分析表明这些阳离子化合物具有很强的端粒酶抑制活性（IC（50）<1.65 microM）。为了确定结合至G-四链体的酞菁衍生物是否增强了对DNA合成的阻断，在存在酞菁的情况下进行了引物延伸反应。端粒酶DNA的G-四链体与这些分子的相互作用通过CD熔解和PCR终止分析进行了检查。这些阳离子酞菁衍生物可以稳定G-四链体，这可以通过提高T（m）值来证明。
• Nanoink Composition
  申请人：Kanehara Masayuki

  公开号：US20130001479A1

  公开（公告）日：2013-01-03

  Disclosed is a nanoink composition which can impart electrical conductivity to a surface-protecting ligand layer of an inorganic nanoparticle and does not require any post-treatment such as the removal of ligands. Specifically disclosed is a nanoink composition comprising inorganic nanoparticles ( 1 ) and an organic n-conjugated ligand ( 3 ), and characterized in that the organic n-conjugated ligand ( 3 ) is bound to the inorganic nanoparticles ( 1 ) via n-conjugation to exhibit electrical conductivity.
• US9368250B2
  申请人：——

  公开号：US9368250B2

  公开（公告）日：2016-06-14
• Synthesis of New Metal-Free and Metal-Containing Phthalocyanines with Tertiaryor Quaternary Aminoethyl Substituents
  作者：Süleyman Gürsoy、Ali Cihan、Makbule B. Koçak、Oüzer Bekaroğlu

  DOI：10.1007/s007060170068

  日期：2001.7

  A novel phthalodinitrile derivative carrying dimethylatrunoethylsulfanyl groups at positions 4 and 5 was synthesized from 2-dimethylaminoethanethiol hydrochloride and 1,2-dichloro-4,5-dicyanobenzene. Its cyclotetramerization in the presence of 2-dimethylamino-ethanol or metal salts (CoCl2, Zn(OAc)(2)) gave metal-free or metal-containing phthalocyanines (M = Co or Zn). These phthalocyanines were converted into water soluble quaternized products by reaction with methyl iodide. The new compounds were characterized by elemental analysis, IR, NMR, and electronic spectra.
• Preparation and in vitro photodynamic activity of amphiphilic zinc(II) phthalocyanines substituted with 2-(dimethylamino)ethylthio moieties and their N-alkylated derivatives
  作者：Wubiao Duan、Pui-Chi Lo、Lei Duan、Wing-Ping Fong、Dennis K.P. Ng

  DOI：10.1016/j.bmc.2010.02.020

  日期：2010.4

  presence of Zn(OAc)2·2H2O and 1,8-diazabicyclo[5.4.0]undec-7-ene to give the corresponding 2,3-disubstituted zinc(II) phthalocyanines. N-methylation or pentylation of the bis[2-(dimethylamino)ethylthio] substituted analogue resulted in the formation of the respective dicationic phthalocyanines. For comparison, the octa-substituted analogues were also prepared by base and zinc-promoted self-cyclization

  用2-（二甲基氨基）乙硫醇盐酸盐和K 2 CO 3处理4，5-二氯邻苯二甲腈，根据反应温度，得到4，5-双[2-（二甲基氨基）乙硫基]邻苯二甲腈或杂环稠合的邻苯二甲腈。后者已经在光谱和结构上进行了表征。两种化合物均在Zn（OAc）2 ·2H 2存在下与3当量的未取代邻苯二甲腈混合环化O和1,8-二氮杂双环[5.4.0]十一碳-7-烯得到相应的2,3-二取代的锌（II）酞菁锌。双[2-（二甲基氨基）乙硫基]取代的类似物的N-甲基化或戊基化导致形成各自的双效酞菁。为了比较，通过碱和锌促进的4，5-双[2-（二甲基氨基）乙硫基]邻苯二甲腈的自环化，然后进行N-甲基化，也制备了八取代的类似物。在N，N中检查了这些二取代和八取代的酞菁的光谱和基本光物理性质-二甲基甲酰胺。除杂环稠合的类似物外，所有这些基本上保持非聚集状态，显示适度的荧光发射，并可以产生单线态氧，其中单线态的激发态被氨基取代基还原淬灭