2-(4-nitrophenyl)-3,5-diphenyl-2H-tetrazolium chloride | 124051-65-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(4-nitrophenyl)-3,5-diphenyl-2H-tetrazolium chloride
• 英文别名: 3-(4-nitrophenyl)-2,5-diphenyl-2Htetrazolium chloride；2-p-nitrophenyl-3,5-diphenyltetrazolium chloride；2-(4-nitro-phenyl)-3,5-diphenyl-tetrazolium; chloride；2-(4-Nitro-phenyl)-3,5-diphenyl-tetrazolium; Chlorid；3-(4-nitrophenyl)-2,5-diphenyl-2H-tetrazo-lium chloride；2-(4-nitrophenyl)-3,5-diphenyltetrazol-2-ium;chloride
• CAS: 124051-65-6
• 化学式: C₁₉H₁₄N₅O₂*Cl
• 分子量: 379.805
• InChiKey: UXLRFUKHKADEDV-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.12
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  80.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(4-nitrophenyl)-3,5-diphenyl-2H-tetrazolium chloride 在 羧基自由基 作用下， 以 水 为溶剂， 生成
  参考文献：
  名称：

  Radiolysis of aqueous solutions of tetrazolium salts

  摘要：

  DOI：

  10.1007/bf00961095
• 作为产物：
  描述：

  N'-anilino-N-(4-nitrophenyl)iminobenzenecarboximidamide 在 1-氯苯并三氮唑 作用下， 以 乙酸乙酯 为溶剂， 反应 0.5h， 以800 mg的产率得到2-(4-nitrophenyl)-3,5-diphenyl-2H-tetrazolium chloride
  参考文献：
  名称：

  氧化剂对由1,3,5-三芳基甲氮杂合成2,3,5-三芳基-2H-四唑鎓盐的影响

  摘要：

  由于合成困难和生产成本高，四唑盐是一组用途相对有限的通用分子。在这里，我们比较地研究了几种通过氧化1-（4-（4-苯甲基）-N-（4--硝基苯）-3-3,5-二苯-2- H-四唑鎓盐（NTC）作为四唑鎓盐的模型的方法。硝基苯）-3,5-二苯基甲酰胺（NF），通过相间氧化，脱氢和直接氯化反应进行。我们的发现表明，从小规模和规模化考虑，用1-氯苯并三唑氯化NF是制备NTC的最佳选择。

  DOI：

  10.1002/jhet.2441

文献信息

• Chromogenic Reaction of 1,1-Dimethylhydrazine with Aryltetrazolium Salts
  作者：V. M. Ostrovskaya、D. O. Shchepilov、E. A. Kletter

  DOI：10.1134/s107036321807006x

  日期：2018.7

  The reactions of 1,1-dimethylhydrazine with 2,3,5-triphenyl-2Н-tetrazolium and 2,5-diphenyl-3-(4-nitrophenyl)-2Н-tetrazolium chlorides in a solution and on a cellulose carrier have been studied by means of spectrophotometry and chromato–mass spectrometry to develop new chromogenic indicators for detection of 1,1-dimethylhydrazine. 1,3,5-Triphenylformazan and 1,3-diphenyl-5-(4-nitrophenyl)formazan are

  1,1-二甲基肼与2,3,5-三苯基-2-反应Н -tetrazolium和2,5-二苯基-3-（4-硝基苯基）-2- Н -tetrazolium氯化物在溶液和纤维素载体上有通过分光光度法和色谱-质谱法进行了研究，以开发用于检测1,1-二甲基肼的新显色指示剂。在这些反应中分别形成了1,3,5-三苯基甲a和1,3-二苯基-5-（4-硝基苯基）甲a；已经观察到深红色的变化。这些反应的其他产物是由低聚和添加短寿命的1,1-二甲基肼基和四唑基团产生的。
• Anti-Plasmodium activity of tetrazolium salts
  作者：Xilin Cui、Jason Z. Vlahakis、Ian E. Crandall、Walter A. Szarek

  DOI：10.1016/j.bmc.2007.11.005

  日期：2008.2.15

  We have previously reported that sulfated cyclodextrins inhibit the invasion of Plasmodium merozoites by interacting with receptors present on the surface of erythrocytes. The observation that tetrazolium salts formed stable complexes with the inhibitory sulfated cyclodextrins suggested that tetrazolium salts might have anti-Plasmodium activity as well. Evaluation of commercially available tetrazolium salts indicated that some were active in the low nanomolar range and showed specificity in their inhibition of Plasmodium. Synthesis of a further 54 structures allowed us to determine that activity results from an aromatic component attached to the tetrazolium carbon atom (R-1) and its size is not critical to the activity of the compound. Nitro modi. cations of active compounds are poorly tolerated, however, the presence of halogen atoms on aromatic groups attached to the nitrogen atoms of the tetrazolium ring (R-2 and R-3) has little effect on activity. Methoxy groups are tolerated on R-2 and R-3 components; however, they are disruptive on the R-1 component. The overall results suggest that the R-1 component is interacting with a specific hydrophobic environment and the R-2 and R-3 components are less constrained. The activity of these compounds in several human and mouse Plasmodium cultures suggests that the compounds interact with a component of the parasite that is both essential and conserved. (c) 2007 Elsevier Ltd. All rights reserved.
• Ashley et al., Journal of the Chemical Society, 1953, p. 3881,3885,3886
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