bis(1-(4-tolyl)tetrazol-5-yl) disulfide | 107450-58-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: bis(1-(4-tolyl)tetrazol-5-yl) disulfide
• 英文别名: bis-(1-p-tolyl-1H-tetrazol-5-yl)-disulfide；Bis-(1-p-tolyl-1H-tetrazol-5-yl)-disulfid；1-(p-Tolyl)-5-[[1-(p-tolyl)tetrazol-5-yl]disulfanyl]tetrazole；1-(4-methylphenyl)-5-[[1-(4-methylphenyl)tetrazol-5-yl]disulfanyl]tetrazole
• CAS: 107450-58-8
• 化学式: C₁₆H₁₄N₈S₂
• 分子量: 382.473
• InChiKey: DSAVSDIFTHOESM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  138
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  1-对甲苯基-1H-四唑-5-硫醇 在 双氧水 作用下， 以 乙醇 为溶剂， 反应 0.17h， 以99%的产率得到bis(1-(4-tolyl)tetrazol-5-yl) disulfide
  参考文献：
  名称：

  New Groups of Potential Antituberculotics: Bis(1-aryltetrazol-5-yl) Disulfides. Structure Activity Relationship

  摘要：

  1-芳基四唑-5-硫醇的氧化生成了双(1-芳基四唑-5-基)二硫化物。这些化合物被用于测试其抗结核分枝杆菌活性，包括结核分枝杆菌、堪萨斯分枝杆菌、非结核分枝杆菌和偶发分枝杆菌。在结核分枝杆菌中，最小抑制浓度的对数值显示出与疏水取代基常数的抛物线依赖关系。尽管这些化合物的活性较低至中等，但最活跃的衍生物双(4-氯苯基四唑-5-基)二硫化物(III)比作为标准的商业抗结核药物对非典型菌株更有效。

  DOI：

  10.1135/cccc19940234

文献信息

• New Groups of Potential Antituberculotics: Bis(1-aryltetrazol-5-yl) Disulfides. Structure Activity Relationship
  作者：Karel Waisser、Jiří Kuneš、Alexandr Hrabálek、Želmíra Odlerová

  DOI：10.1135/cccc19940234

  日期：——

  Oxidation of 1-aryltetrazole-5-thiols afforded bis(1-aryltetrazol-5-yl) disulfides. The compounds were tested for antimycobacterial activity against Mycobacterium tuberculosis, M. kansasii, M. avium and M. fortuitum. In the case of M. tuberculosis, the logarithm of minimum inhibitory concentration showed a parabolic dependence on hydrophobic substituent constants. Although the compounds exhibited low to medium activity, the most active derivative, bis(4-chlorophenyltetrazol-5-yl) disulfide (III) was more effective against atypical strains than are the commercial tuberculostatics used as standards.

  1-芳基四唑-5-硫醇的氧化生成了双(1-芳基四唑-5-基)二硫化物。这些化合物被用于测试其抗结核分枝杆菌活性，包括结核分枝杆菌、堪萨斯分枝杆菌、非结核分枝杆菌和偶发分枝杆菌。在结核分枝杆菌中，最小抑制浓度的对数值显示出与疏水取代基常数的抛物线依赖关系。尽管这些化合物的活性较低至中等，但最活跃的衍生物双(4-氯苯基四唑-5-基)二硫化物(III)比作为标准的商业抗结核药物对非典型菌株更有效。
• Oliveri-Mandala, Gazzetta Chimica Italiana, 1914, vol. 44 I, p. 670
  作者：Oliveri-Mandala

  DOI：——

  日期：——
• Sangal, S. K.; Kumar, Ashok, Journal of the Indian Chemical Society, 1986, vol. 63, p. 351 - 353
  作者：Sangal, S. K.、Kumar, Ashok

  DOI：——

  日期：——
• SANGAL S. K.; KUMAR ASHOK, J. INDIAN CHEM. SOC., 63,(1986) N 3, 351-353
  作者：SANGAL S. K.、 KUMAR ASHOK

  DOI：——

  日期：——
• Efficient Dye-Sensitized Solar Cells with Potential-Tunable Organic Sulfide Mediators and Graphene-Modified Carbon Counter Electrodes
  作者：Xiong Li、Linfeng Liu、Guanghui Liu、Yaoguang Rong、Ying Yang、Heng Wang、Zhiliang Ku、Mi Xu、Cheng Zhong、Hongwei Han

  DOI：10.1002/adfm.201203374

  日期：2013.7.12

  AbstractA new class of organic sulfide mediators with programmable redox properties is designed via density functional theory calculations and synthesized for efficient dye‐sensitized solar cells (DSCs). Photophysical and electrochemical properties of these mediators derived from systematical functionalization of the framework with electron donating and withdrawing groups (MeO, Me, H, Cl, CF3, and NO2) are investigated. With this new class of organic mediators, the redox potential can be fine‐tuned over a 170 mV range, overlapping the conventional I−/I3−couple. Due to the suitable interplay of physical properties and electrochemical characteristics of the mediator involving electron‐donating MeO group, the DSCs based on this mediator behave excellently in various kinetic processes such as dye regeneration, electron recombination, and mass transport. Thus, the MeO derivative of the mediator is identified as having the best performance of this series of redox shuttles. As inferred from electrochemical impedance spectroscopy and cyclic voltammetry measurements, the addition of graphene into the normal carbon counter electrode material dramatically improves the apparent catalytic activity of the counter electrode towards the MeO derivative of mediator, resulting in N719 based DSCs showing a promising conversion efficiency of 6.53% under 100 mW·cm−2 simulated sunlight illumination.