4-[2-(diethylamino)ethylsulfanyl]-1,2-dicyano-benzene | 135412-20-3

• 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: 4-[2-(diethylamino)ethylsulfanyl]-1,2-dicyano-benzene
• 英文别名: 2-diethylaminoethylsulfanylphthalonitrile；4-diethylaminoethylsulfanyl phthalonitrile；4-(2-diethylaminoethanethiol) phthalonitrile；4-(2-diethylaminoethylthio)phthalonitrile；4-[2-(diethylamino)ethylsulfanyl]benzene-1,2-dicarbonitrile
• CAS: 135412-20-3
• 化学式: C₁₄H₁₇N₃S
• 分子量: 259.375
• InChiKey: HNBNNIWSSKCILY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.86
• 重原子数：
  18.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  50.82
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-[2-(diethylamino)ethylsulfanyl]-1,2-dicyano-benzene 、 manganese(II) acetate 以 further solvent(s) 为溶剂， 以72%的产率得到manganese(III)(acetate)(tetrakis-(2-diethylaminoethanethio)phthalocyanine)
  参考文献：
  名称：

  The effects of point of substitution on the electrochemical behavior of new manganese phthalocyanines, tetra-substituted with diethylaminoethanethiol

  摘要：

  The syntheses and comparative studies of the spectral, voltammetry and spectroelectrochemical properties of new manganese phthalocyanine complexes, tetra-substituted with diethylaminoethanethio at the peripheral (complex 3a) and non-peripheral positions (complex 3b) are reported. Solution electrochemistry of complex 3a showed quasi-reversible metal-based ((MnPc-2)-Pc-III/(MnPc-2)-Pc-II, E-1/2 = -0.07 V vs. Ag vertical bar AgCl) and ring-based ((MnPc-2)-Pc-II/MnIIPc-3, E-1/2 = -0.78 V vs. Ag vertical bar AgCl) reductions, but no ring-based oxidation. However, complex 3b showed weak irreversible ring-oxidation signal (Ep = +0.86 vs. Ag vertical bar AgCl). Reversible metal-based ((MnPc-2)-Pc-III/(MnPc-2)-Pc-II, E-1/2 = -0.04 V vs. Ag vertical bar AgCl) and ring-based ((MnPc-2)-Pc-II/MnIIPc-3, E-1/2 = -0.68 V vs. Ag vertical bar AgCl) reductions were also observed for complex 3b. Spectroelectrochemistry was used to confirm these processes. Reduction process involving the metal ((MnPc-2)-Pc-III/(MnPc-2)-Pc-II) was associated with the formation of manganese l-oxo complex in complex 3a. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2010.06.003
• 作为产物：
  描述：

  4-硝基邻苯二甲腈 、 2-二乙氨基乙硫醇盐酸盐 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 96.0h， 以80%的产率得到4-[2-(diethylamino)ethylsulfanyl]-1,2-dicyano-benzene
  参考文献：
  名称：

  阳离子酞菁衍生物作为端粒酶潜在抑制剂的合成和评价。

  摘要：

  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。

  DOI：

  10.1016/j.bmc.2007.09.037

文献信息

• The effects of gold coated and uncoated zinc oxide nanohexagons on the photophysicochemical properties of the low symmetry zinc phthalocyanine
  作者：Sarah D'Souza、Racheal Ogbodu、Tebello Nyokong

  DOI：10.1016/j.molstruc.2015.06.088

  日期：2015.11

  with diethylaminoethanethiol (mDEAET ZnPc) was synthesized and characterized. This work reports on its photophysical and photochemical properties of mDEAET ZnPc alone and when conjugated to gold coated and uncoated zinc oxide nanohexagons (ZnO NHXs). The photophysicochemical properties generally improved in the presence of the ZnO NHXs. These complexes were also tested for their photodynamic antimicrobial

  摘要 合成并表征了一种新的低对称性、二乙氨基乙硫醇单取代的酞菁锌(mDEAET ZnPc)。这项工作报告了 mDEAET ZnPc 单独和与金涂层和未涂层​​氧化锌纳米六边形 (ZnO NHXs) 共轭时的光物理和光化学性质。在 ZnO NHX 存在下，光物理化学性质通常会得到改善。还测试了这些复合物对金黄色葡萄球菌 (S. aureus) 的光动力抗菌活性。即使在低至 0.05 mg/mL 的浓度下，单独的 Pc 也显示出显着的生长抑制。缀合物在 90 mW cm -2 的能量密度下以 0.05 mg/mL 的浓度在 30 分钟后显示出对金黄色葡萄球菌的高度光灭活。ZnPc-ZnO NHX 偶联物产生了最好的抗菌效果。
• Fabrication and characterization of single walled carbon nanotubes-iron phthalocyanine nano-composite: surface properties and electron transport dynamics of its self assembled monolayer film
  作者：Isaac Adebayo Akinbulu、Tebello Nyokong

  DOI：10.1039/c0nj00395f

  日期：——

  (XRD) and transmission electron microscopy (TEM). TEM technique gave a convincing image of the nano-composite. Self-assembled monolayer (SAM) film of the composite (SWCNT-2-SAM) was formed on gold electrode. Its surface properties were investigated, relative to that of 2-SAM film, by cyclic voltammetry and scanning electron microscopy (SEM). Electrochemical impedance spectroscopy (EIS) and cyclic voltammetry

  单壁碳纳米管（SWCNT）的纳米复合材料和 酞菁铁，外围被四取代 二乙氨基乙硫醇（复合体2）通过红外（IR）光谱，X射线衍射（XRD）和透射电子显微镜（TEM）进行表征。TEM技术给出了令人信服的纳米复合材料图像。复合材料（SWCNT- 2 -SAM）的自组装单层（SAM）膜形成在金子电极。通过循环伏安法和扫描电子显微镜（SEM）研究了其相对于2- SAM膜的表面性质。电化学阻抗谱（EIS）和循环伏安法，使用[Fe（CN）6 ] 3-作为氧化还原探针，用于研究SWCNT- 2 -SAM膜中电子传输的动力学。较低的电荷转移电阻，[R CT，经SWCNT- 2 -SAM修改金电极，相对于2 -SAM修饰电极金 电极是存在下增强电子传输的指示 碳纳米管。相对于2 -SAM膜，纳米复合材料的SAM膜对杀虫剂的氧化具有更好的电催化性能，呋喃丹。电极（SWCNT- 2 -SAM）表现出良好的选择性呋喃丹，
• Syntheses and investigation of the effects of position and nature of substituent on the spectral, electrochemical and spectroelectrochemical properties of new cobalt phthalocyanine complexes
  作者：Isaac Adebayo Akinbulu、Tebello Nyokong

  DOI：10.1016/j.poly.2010.01.004

  日期：2010.3

  attributed to Co III Pc −1 /Co III Pc −2 species ( E p = +0.86 V versus Ag|AgCl), and ring-based reduction associated with Co I Pc −2 /Co I Pc −3 species ( E ½ = −1.46 V versus Ag|AgCl), with the normal metal-based redox processes in CoPc complexes: Co III Pc −2 /Co II Pc −2 ( E p = +0.41 V versus Ag|AgCl) and Co II Pc −2 /Co I Pc −2 ( E ½ = −0.38 V versus Ag|AgCl). Solution electrochemistry of complex

  摘要报道了新的酞菁钴配合物的合成，该配合物在外围（配合物3a）和非外围（配合物3b）位置被二乙基氨基乙硫四取代，在非外围位置（配合物5）被苄硫醇四取代。 。研究了取代基的性质和位置对这些配合物的光谱，电化学和光谱电化学性质的影响。配合物3a的溶液电化学显示出三个明显分辨的氧化还原过程，归因于Co III Pc -2 / Co II Pc -2（E½= +0.64 V vs Ag | AgCl），Co II Pc -2 / Co I Pc -2（E相对于Ag | AgCl为1/2 = -0.24 V）和Co I Pc -2 / Co I Pc-3（相对于Ag | AgCl为E½= -1.26 V）。在络合物3a中未观察到环氧化。配合物3b均显示了环基氧化，归因于Co III Pc -1 / Co III Pc -2物种（E p = +0.86 V对Ag | AgCl），以及与Co I Pc -2
• Synthesis, photophysical and photochemical studies of water soluble cationic zinc phthalocyanine derivatives
  作者：Mopelola Idowu、Tebello Nyokong

  DOI：10.1016/j.poly.2008.11.021

  日期：2009.2

  Peripherally and non-peripherally 2-diethylaminoethanethiol tetra-substituted zinc phthalocyanine (5a and 6a) and their quaternized derivatives (5b and 6b) have been synthesized and characterized. The quaternized derivatives (5b and 6b) show excellent solubility in aqueous medium. The photophysical and photochemical properties of the 2-diethylaminoethanethiol appended zinc phthalocyanine in dimethylsulfoxide (DMSO) for the non-ionic (5a and 6a) and in both DMSO and aqueous medium (phosphate buffered saline solution PBS, pH 7.4) (in the presence and absence of cremophore EL (CEL)) for the quaternized (5b and 6b) derivatives were studied and compared with that of the peripherally octa-substituted derivatives (7a and 7b). The complexes have intense absorption in the visible/near-IR region though the quaternized forms (5b, 6b and 7b) were slightly blue shifted and highly aggregate in aqueous solution. The triplet state quantum yields (Phi(T)) and the triplet lifetimes (tau(T)) were found to be higher in DMSO (Phi(T) values ranged from 0.57 to 0.75 while tau(T) values ranged from 190 to 220 mu s in DMSO for all complexes) compared to aqueous medium (Phi(T) values ranged from 0.15 to 0.17 while tau(T) values ranged from 20 to 70 mu s in pH 7.4 buffer). Addition of cremophore EL in aqueous solution resulted in induced disaggregation leading to increased Phi(T) and tau(T). (C) 2008 Elsevier Ltd. All rights reserved.
• The synthesis and fluorescence behaviour of new unsymmetrically mono-functionalized carboxy Ge, Ti and Sn phthalocynines
  作者：Nkosiphile Masilela、Tebello Nyokong

  DOI：10.1016/j.dyepig.2011.03.026

  日期：2011.11

  This work reports on the synthesis and fluorescence behaviour of novel unsymmetrically substituted monocarboxy germanium ((OH)(2)GeMCPc, 3), titanium (OTiMCPc 4) and tin ((ac)(2)SnMCPc, 5) phthalocyanines. The fluorescence quantum yields ranged from 0.09 to 0.14. The fluorescence lifetimes were found to be higher for the complex with higher fluorescence quantum yield value. Higher fluorescence quantum yields and lifetimes were obtained for the (ac)(2)SnMCPc complex (5), followed by OTiMCPc complex (4), and the lowest fluorescence quantum yield and lifetime were observed for (OH)(2)GeMCPc (3). (C) 2011 Elsevier Ltd. All rights reserved.