Ethyl 2-[[4-phenyl-5-(4-propan-2-yl-1,3-thiazol-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate | 1382900-07-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: Ethyl 2-[[4-phenyl-5-(4-propan-2-yl-1,3-thiazol-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
• 英文别名: ethyl 2-[[4-phenyl-5-(4-propan-2-yl-1,3-thiazol-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
• CAS: 1382900-07-3
• 化学式: C₁₈H₂₀N₄O₂S₂
• 分子量: 388.514
• InChiKey: CDIGENKILAOTAO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  123
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  Ethyl 2-[[4-phenyl-5-(4-propan-2-yl-1,3-thiazol-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate 在 一水合肼 、 溶剂黄146 、 三氯氧磷 作用下， 以 乙醇 为溶剂， 反应 10.0h， 生成 3-(4-isopropyl thiazol-2-yl)-4-phenyl-5-((5-phenyl-1,3,4-oxadiazol-2-yl) methylthio)-4H-1,2,4-triazole
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of novel 4-isopropylthiazole-4-phenyl-1,2,4-triazole derivatives as potential antimicrobial and antitubercular agents

  摘要：

  A series of novel 4-isopropylthiazol-4-phenyl-1,2,4-triazol derivatives, N'-(substituted benzylidene)-2-(5-(4-isopropylthiazol-2-yl)-4-phenyl-4H-1,2,4-triazol-3-ylthio)acetohydrazides 4a-e, 4-isopropylthiazol-2-yl-4'-phenyl-4'H-1', 2',4'-triazol-3'-ylthio (substituted methyl benzylidene) acetohydrazides 5a-f, 3-(4-isopropylthiazol-2-yl)-4-phenyl-5-(5-substituted-1,3,4-oxadiazol-2-ylthio)-4H-1,2,4-triazole derivatives 6a-f and N-acetyl-5'-(4-isopropylthiazol-2-yl)-4'-phenyl-4'H-1,2,4-triazol-3'-ylthio) acetohydrazide 7 were synthesized and characterized by spectroscopy, elemental, and mass spectral analysis. These compounds were evaluated for their preliminary in vitro antibacterial, antifungal, and antitubercular activity against Mycobacterium tuberculosis (M. tuberculosis) H37Rv strain by broth dilution assay method. All the compounds exhibited moderate to significant antibacterial and antifungal activities. Results of the antitubercular screening against Mycobacterium tuberculosis H37Rv showed that compounds 4c and 6c exhibited good antitubercular activity when compared with first line drug isoniazid.

  DOI：

  10.1007/s00044-012-0092-0
• 作为产物：
  描述：

  5-(4-isopropylthiazol-2-yl)-4-phenyl-4H-1,2,4-triazole-3-thiol 、 溴乙酸乙酯 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以85%的产率得到Ethyl 2-[[4-phenyl-5-(4-propan-2-yl-1,3-thiazol-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of novel 4-isopropylthiazole-4-phenyl-1,2,4-triazole derivatives as potential antimicrobial and antitubercular agents

  摘要：

  A series of novel 4-isopropylthiazol-4-phenyl-1,2,4-triazol derivatives, N'-(substituted benzylidene)-2-(5-(4-isopropylthiazol-2-yl)-4-phenyl-4H-1,2,4-triazol-3-ylthio)acetohydrazides 4a-e, 4-isopropylthiazol-2-yl-4'-phenyl-4'H-1', 2',4'-triazol-3'-ylthio (substituted methyl benzylidene) acetohydrazides 5a-f, 3-(4-isopropylthiazol-2-yl)-4-phenyl-5-(5-substituted-1,3,4-oxadiazol-2-ylthio)-4H-1,2,4-triazole derivatives 6a-f and N-acetyl-5'-(4-isopropylthiazol-2-yl)-4'-phenyl-4'H-1,2,4-triazol-3'-ylthio) acetohydrazide 7 were synthesized and characterized by spectroscopy, elemental, and mass spectral analysis. These compounds were evaluated for their preliminary in vitro antibacterial, antifungal, and antitubercular activity against Mycobacterium tuberculosis (M. tuberculosis) H37Rv strain by broth dilution assay method. All the compounds exhibited moderate to significant antibacterial and antifungal activities. Results of the antitubercular screening against Mycobacterium tuberculosis H37Rv showed that compounds 4c and 6c exhibited good antitubercular activity when compared with first line drug isoniazid.

  DOI：

  10.1007/s00044-012-0092-0