2-(1H-1,2,4-triazol-3-ylsulfanyl)ethanol | 882750-23-4

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-(1H-1,2,4-triazol-3-ylsulfanyl)ethanol
• 英文别名: 2-(1H-1,2,4-triazol-3-ylthio)ethanol；2-(1H-1,2,4-triazol-5-ylsulfanyl)ethanol
• CAS: 882750-23-4
• 化学式: C₄H₇N₃OS
• mdl: MFCD08064885
• 分子量: 145.185
• InChiKey: AAUDDEVGIAWLCV-UHFFFAOYSA-N

物化性质

• 沸点：
  387.7±44.0 °C(Predicted)
• 密度：
  1.45±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  87.1
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-氯-4-氰基吡啶 、 2-(1H-1,2,4-triazol-3-ylsulfanyl)ethanol 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以33%的产率得到2-{[2-(1H-1,2,4-triazol-3-ylthio)ethyl]oxy}pyridine-4-carbonitrile
  参考文献：
  名称：

  HETEROCYCLIC AMIDE COMPOUND AND USE THEREOF

  摘要：

  公开号：

  EP1953148B1
• 作为产物：
  描述：

  2-碘乙醇 、 3-巯基-1,2,4-三氮唑 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 15.0h， 以35%的产率得到2-(1H-1,2,4-triazol-3-ylsulfanyl)ethanol
  参考文献：
  名称：

  HETEROCYCLIC AMIDE COMPOUND AND USE THEREOF

  摘要：

  公开号：

  EP1953148B1

文献信息

• Heterocyclic amide compound and use thereof
  申请人：Takeda Pharmaceutical Company Limited

  公开号：US07915267B2

  公开（公告）日：2011-03-29

  The present invention provides a novel amide compound represented by the following formula, which has a matrix metalloproteinase inhibitory activity and is useful as a pharmaceutical agent. wherein each symbol is as defined in the specification.

  本发明提供了一种由下式表示的新型酰胺化合物，该化合物具有基质金属蛋白酶抑制活性，并且可用作药物剂。其中，每个符号如规范中所定义。
• Tautomerism of aza cycles: II. Synthesis and structure of 5-substituted 3-(2-hydroxyethylsulfanyl)-1H-1,2,4-triazoles and their salts. Preference of the 1H,4H-1,2,4-triazolium tautomers
  作者：B. I. Buzykin、E. V. Mironova、V. N. Nabiullin、N. M. Azancheev、L. V. Avvakumova、I. Kh. Rizvanov、A. T. Gubaidullin、I. A. Litvinov、V. V. Syakaev

  DOI：10.1134/s1070363208030225

  日期：2008.3

  New complexing agents, potentially tautomeric 3-(2-hydroxyethylsulfanyl)-1H-1,2,4-triazole, its 5-methyl- and 5-phenyl-substituted analogs, and some their salts, were synthesized, and their structure was discussed on the basis of the H-1 and C-13 NMR, IR, and mass spectra, X-ray diffraction data, and published data. In keeping with the rule formulated previously for N-unsubstituted 1,2,4-triazoles having dissimilar substituents, the synthesized compounds were found to exist as 3-(2-hydroxyethylsulfanyl)-5-R-1H-1,2,4-triazole tautomers (3-R-A-5-R-D-1H-1,2,4-triazoly). They are protonated at the nitrogen atom in position 4 of the triazole ring. The H-1 and C-13 NMR spectra of these compounds in trifluoroacetic acid suggest the presence of two forms due to equilibrium between the neutral and protonated species. Analysis of the crystallographic data for the triazolium. salts and published data showed preference of the 1H,4H-1,2,4-triazolium tautomer.