2-(3-[2-(4-bromophenyl)vinyl]-1H-1,2,4-triazol-5-yl)phenol | 573949-57-2

• 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-(3-[2-(4-bromophenyl)vinyl]-1H-1,2,4-triazol-5-yl)phenol
• 英文别名: 2-[5-[2-(4-bromophenyl)ethenyl]-1H-1,2,4-triazol-3-yl]phenol
• CAS: 573949-57-2
• 化学式: C₁₆H₁₂BrN₃O
• mdl: MFCD03643689
• 分子量: 342.195
• InChiKey: YTXGMWJOVHBVPJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  61.8
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(3-[2-(4-bromophenyl)vinyl]-1H-1,2,4-triazol-5-yl)phenol 、 对甲苯磺酰氯 在 吡啶 作用下， 以43%的产率得到2-(5-[2-(4-bromophenyl)vinyl]-1-[(4-methylphenyl)sulfonyl]-1H-1,2,4-triazol-3-yl)phenol
  参考文献：
  名称：

  Reactions of hydroxyphenyl-substituted 1,2,4-triazoles with electrophylic reagents

  摘要：

  Reactions of hydroxyphenyl substituted 1,2,4-triazoles with various electrophylic reagents were studied. Despite of the presence of several nucleophilic centers in the molecule, the reactions were shown to proceed regioselectively, with the formation of N-substituted 3-(2-hydroxyphenyl)-1,2,4-triazoles. As a result of the reactions of alkylation, tosylation, sulfoamination and aminomethylation by Mannich reaction earlier unknown potential biologically active N-derivatives of 1,2,4-triazole were obtained.

  DOI：

  10.1134/s1070363209100259
• 作为产物：
  描述：

  2-(4-bromo-styryl)-benzo[e][1,3]oxazin-4-one; perchlorate 在 一水合肼 、 溶剂黄146 作用下， 以57%的产率得到2-(3-[2-(4-bromophenyl)vinyl]-1H-1,2,4-triazol-5-yl)phenol
  参考文献：
  名称：

  Reactions of hydroxyphenyl-substituted 1,2,4-triazoles with electrophylic reagents

  摘要：

  Reactions of hydroxyphenyl substituted 1,2,4-triazoles with various electrophylic reagents were studied. Despite of the presence of several nucleophilic centers in the molecule, the reactions were shown to proceed regioselectively, with the formation of N-substituted 3-(2-hydroxyphenyl)-1,2,4-triazoles. As a result of the reactions of alkylation, tosylation, sulfoamination and aminomethylation by Mannich reaction earlier unknown potential biologically active N-derivatives of 1,2,4-triazole were obtained.

  DOI：

  10.1134/s1070363209100259

文献信息

• GLUCOKINASE ACTIVATORS
  申请人：Cao X. Sheldon

  公开号：US20070197532A1

  公开（公告）日：2007-08-23

  Compounds, pharmaceutical compositions, kits and methods are provided for use with glucokinase that comprise a compound selected from the group consisting of: wherein the variables are as defined herein.

  提供了用于与葡萄糖激酶一起使用的化合物、药物组合物、试剂盒和方法，其中包括从以下组中选择的化合物：其中变量如本文所定义。
• Synthesis and properties of substituted [3-(2-hydroxyphenyl)-1H-1,2,4-triazol-1-yl]acetonitriles
  作者：E. Yu. Shasheva、N. I. Vikrishchuk、L. D. Popov、V. I. Minkin、M. E. Kletskii、M. Yu. Antipin、A. D. Vikrishchuk、I. E. Mikhailov

  DOI：10.1134/s1070428010070201

  日期：2010.7

  Alkylation of 3-substituted 5-(2-hydroxyphenyl)-1H-1,2,4-triazoles with chloroacetonitrile gave hitherto unknown N-cyanomethyl derivatives whose structure was determined by X-ray analysis and (1)H and (13)C NMR spectroscopy. Condensation of substituted [3-(2-hydroxyphenyl)-1H-1,2,4-triazol-1-yl]acetonitriles at the activated methylene group with acetone led to the formation of new 3-methyl-2-triazolylbut-2-enenitrile derivatives.
• [EN] GLUCOKINASE ACTIVATORS<br/>[FR] ACTIVATEURS DE LA GLUCOKINASE
  申请人：TAKEDA SAN DIEGO INC

  公开号：WO2007061923A2

  公开（公告）日：2007-05-31

  [EN] Compounds, pharmaceutical compositions, kits and methods are provided for use with glucokinase that comprise a compound selected from the group consisting of formula [I] wherein the variables are as defined herein.
  [FR] L'invention porte sur des composés des préparations pharmaceutiques des trousses et des méthodes s'utilisant avec la glucokinase et comportant un composé sélectionné dans le groupe de formule (I) dont les variables sont définies dans la description.