4,5-bis(2-pyridinesulfanyl)phthalonitrile | 415716-15-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 4,5-bis(2-pyridinesulfanyl)phthalonitrile
• 英文别名: 4,5-dipyridylsulfanyl phthalonitrile；4,5-Bis-(pyridin-2-ylsulfanyl)-phthalonitrile；4,5-bis(pyridin-2-ylsulfanyl)benzene-1,2-dicarbonitrile
• CAS: 415716-15-3
• 化学式: C₁₈H₁₀N₄S₂
• 分子量: 346.436
• InChiKey: UUGSCYUTQYOBLN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  124
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4,5-bis(2-pyridinesulfanyl)phthalonitrile 在 zinc diacetate 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 乙醇 为溶剂， 反应 18.0h， 以10%的产率得到2,3-octakis-(2-mercaptopyridine)phthalocyaninatozinc(II)
  参考文献：
  名称：

  Water-soluble quaternized mercaptopyridine-substituted zinc-phthalocyanines: Synthesis, photophysical, photochemical and bovine serum albumin binding properties

  摘要：

  DOI：

  10.1016/j.dyepig.2011.02.007
• 作为产物：
  描述：

  2-巯基吡啶 、 4,5-二氯邻苯二甲腈 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.5h， 以55%的产率得到4,5-bis(2-pyridinesulfanyl)phthalonitrile
  参考文献：
  名称：

  Water-soluble quaternized mercaptopyridine-substituted zinc-phthalocyanines: Synthesis, photophysical, photochemical and bovine serum albumin binding properties

  摘要：

  DOI：

  10.1016/j.dyepig.2011.02.007

文献信息

• Synthesis, photophysicochemical and photodynamic antimicrobial chemotherapy studies of indium pyridyl phthalocyanines: Charge versus bridging atom
  作者：Azole Sindelo、Olawale L. Osifeko、Tebello Nyokong

  DOI：10.1016/j.ica.2018.02.020

  日期：2018.5

  2(3), 9(10), 16(17), 23(24)-Octapyridylsulfanyl phthalocyaninato chloroindium(III) (complex 1a) and its quaternized derivative 2(3), 9(10), 16(17), 23(24)-octamethylpyridylsulfanyl phthalocyaninato chloroindium (III) (complex 1b) were synthesised. The triplet quantum yields were 0.53 and 0.48 while the singlet oxygen quantum yields were 0.46 and 0.33 in DMF for 1a and 1b, respectively. The photodynamic antimicrobial chemotherapy (PACT) activity of 1b (containing 8 positive charges) was compared to those of 9(10), 16(17), 23(24)-tri-N-methyl-4-pyridylsulfanyl-2(3)-(4-aminophenoxy) phthalocyaninato chloro indium(III) triiodide (2) (containing 3 positive charges) and 2-[4-(N-Methylpyridyloxy) phthalocyaninato] chloroindium (III) iodide (3) (containing 4 positive charges). Complex 1b gave log reductions of 4.21, 8.30 and 3.21 for Gram( ) E. coli, Gram(+) S. aureus and C. albicans, respectively. When comparing 1b, 2 and 3, the largest log reductions for E. coli were obtained for complex 3 containing four positive charges hence showing it is not always the charge that determines the PACT activity, but the bridging atom in the phthalocyanine plays a role. (C) 2018 Elsevier B.V. All rights reserved.
• Syntheses and electrochemical characterization of new water soluble octaarylthiosubstituted manganese phthalocyanines
  作者：Irvin Booysen、Fungisai Matemadombo、Mahmut Durmuş、Tebello Nyokong

  DOI：10.1016/j.dyepig.2010.09.012

  日期：2011.5

  This paper reports on the synthesis and characterization of new manganese phthalocyanine (MnPc) complexes: 2,3-octakis-[(2-mercaptopyridine) phthalocyaninato] acetato manganese (III) (1) and its quaternized (hence water soluble) derivative: 2,3-octakis-[(N-methyl-2-mercaptopyridine) phthalocyaninato] acetato manganese (III)} sulphate (2). The complexes were used to form self assembled monolayers (SAMs). Voltammetry proved that both of the SAMs are well packed, strongly passivating and act as selective and efficient barriers to ion permeability. Furthermore, surface coverage studies confirmed that the MPc macrocycles adsorb onto the gold electrode as monolayers. Both MPc SAMs were successfully used as electrochemical sensors of nitrite. (C) 2010 Elsevier Ltd. All rights reserved.