5-hexyl-2,3-diphenyl-3H-tetrazol-2-ium chloride | 99077-15-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-hexyl-2,3-diphenyl-3H-tetrazol-2-ium chloride
• 英文别名: 5-hexyl-2,3-diphenyl-tetrazolium; chloride；5-Hexyl-2,3-diphenyl-tetrazolium; Chlorid；5-Hexyl-2,3-diphenyl-2H-tetrazolium chloride；5-hexyl-2,3-diphenyltetrazol-2-ium;chloride
• CAS: 99077-15-3
• 化学式: C₁₉H₂₃N₄*Cl
• 分子量: 342.871
• InChiKey: BQWUTXUWRXJYNC-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.67
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  34.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  偶氮苯六氟磷酸盐 在 lead(IV) acetate 、 乙醇 、 氯仿 、 水 、 sodium acetate 作用下， 生成 5-hexyl-2,3-diphenyl-3H-tetrazol-2-ium chloride
  参考文献：
  名称：

  Kuhn; Jerchel, Chemische Berichte, 1941, vol. 74, p. 941,948

  摘要：

  DOI：

文献信息

• 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.
• Oxidation of Formazans to Tetrazolium Chlorides with t-Butyl Hypochlorite
  作者：Frederic R. Benson、Elizabeth A. Otten、Ralph E. Schachat

  DOI：10.1021/ja01635a070

  日期：1954.3