(E)-5-(2-biphenyl-4-yl-vinyl)-4-(5-phenyl-thiophen-2-yl)-pyrimidine | 1616377-67-3

• 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: (E)-5-(2-biphenyl-4-yl-vinyl)-4-(5-phenyl-thiophen-2-yl)-pyrimidine
• 英文别名: 5-[(E)-2-(4-phenylphenyl)vinyl]-4-(5-phenyl-2-thienyl)pyrimidine；5-[(E)-2-(4-phenylphenyl)ethenyl]-4-(5-phenylthiophen-2-yl)pyrimidine
• CAS: 1616377-67-3
• 化学式: C₂₈H₂₀N₂S
• 分子量: 416.546
• InChiKey: ZBTHZGHKQUAWBM-DTQAZKPQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-苯基噻吩 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 四氢呋喃 、 水 、 三氟乙酸 为溶剂， 反应 24.33h， 生成 (E)-5-(2-biphenyl-4-yl-vinyl)-4-(5-phenyl-thiophen-2-yl)-pyrimidine
  参考文献：
  名称：

  Synthesis and antituberculosis activity of novel 5-styryl-4-(hetero)aryl-pyrimidines via combination of the Pd-catalyzed Suzuki cross-coupling and SNH reactions

  摘要：

  Combination of the Suzuki cross-coupling and nucleophilic aromatic substitution of hydrogen (S-N(H)) reactions proved to be a convenient method for the synthesis of 5-styryl-4-(hetero)aryl substituted pyrimidines from commercially available 5-bromopyrimidine. All intermediate 5-bromo-4-(hetero)aryl substituted pyrimidines and also the targeted 5-styryl-4-(hetero)arylpyrimidines were found to be active in micromolar concentrations in vitro against Mycobacterium tuberculosis H(37)Rv, avium, terrae, and multidrug-resistant strain isolated from tuberculosis patients in Ural region (Russia). It has been found that some of these compounds possess a low toxicity and have a bacteriostatic effect, comparable and even higher with that of first-line antituberculosis drugs. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.05.006

文献信息

• Synthesis and antituberculosis activity of novel 5-styryl-4-(hetero)aryl-pyrimidines via combination of the Pd-catalyzed Suzuki cross-coupling and SNH reactions
  作者：Marionella A. Kravchenko、Egor V. Verbitskiy、Igor D. Medvinskiy、Gennady L. Rusinov、Valery N. Charushin

  DOI：10.1016/j.bmcl.2014.05.006

  日期：2014.7

  Combination of the Suzuki cross-coupling and nucleophilic aromatic substitution of hydrogen (S-N(H)) reactions proved to be a convenient method for the synthesis of 5-styryl-4-(hetero)aryl substituted pyrimidines from commercially available 5-bromopyrimidine. All intermediate 5-bromo-4-(hetero)aryl substituted pyrimidines and also the targeted 5-styryl-4-(hetero)arylpyrimidines were found to be active in micromolar concentrations in vitro against Mycobacterium tuberculosis H(37)Rv, avium, terrae, and multidrug-resistant strain isolated from tuberculosis patients in Ural region (Russia). It has been found that some of these compounds possess a low toxicity and have a bacteriostatic effect, comparable and even higher with that of first-line antituberculosis drugs. (C) 2014 Elsevier Ltd. All rights reserved.